32789 Zip Code FL 3+ Acre Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

617 S Phelps Avenue, Winter Park

$1,100,000

Forest Hills SubDv. ⋅ 32789 Zip Code

Vacant, clean, buildable lot available in Winter Park! Located in the Lake Sue Community of Winter Park, this property located at 1820 Glencoe Road is available to build your custom home. The lot is able to accommodate upto 5,200 square feet. It is less than 1.5 miles to Park Avenue. Zoned for A-rated schools: Audubon K-8 and Winter Park Highschool. This homesite is also located near Mills 50 District, Audubon Park, East End Market, and only a short walk to Leu Gardens. Utilities are underground. Survey and soil reports are available. Location is everything, so don’t miss the opportunity to take advantage of this active and convenient lifestyle in Winter Park. Call today to schedule a private tour.

1820 Glencoe Road, Winter Park

$1,430,000

3 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of luxury living at The Alabama in beautiful Winter Park. Nestled in one of Central Florida’s most sought-after neighborhoods, this exquisite condo offers a rare opportunity to experience the best of urban convenience and tranquil suburban charm. Residents of the Alabama enjoy access to a range of amenities, including a sparkling pool, fitness center and a clubhouse for social gatherings. An intimate foyer welcomes you into this 2-bedroom, 2-bath unit with 993 square feet of space, gorgeous 7.5” plank White Oak floors and 11’ high ceilings throughout. The well-appointed kitchen featuring Viking & Fisher/Paykel appliances, marble counter tops and ample cabinet space, opens to a great room with lake views. Wake up to the soft Florida sun streaming through large windows of the Primary bedroom retreat which also showcases lake views, custom closet built-ins and a marble bath. Guest suite currently furnished as a flex space opens up to a private 400 sq. ft. terrace with gate (only 5 private patios in entire complex). Extra Details: Roof 2018, boat slip available (first come first serve), climate controlled storage closet, bike/scooter storage, 1 deeded covered parking space, plenty of guest parking, on site manager, property is gated and secured on over 5 acres on Chain of Lakes. No rentals permitted, small pets most welcome. Wether you step outside to your private terrace to unwind and enjoy a cup of coffee in the morning or enjoy the views of the well-manicured grounds/lush landscaping or watch sunset on Lake Maitland…your investment in a beloved piece of Winter Park's history is sure to enhance your lifestyle! Don’s miss the chance to make this luxurious condo your new home.

1602 Alabama Drive Unit 107, Winter Park

$639,000

3 Beds ⋅ 3 Baths ⋅ Park Shore SubDv. ⋅ 32789 Zip Code

Welcome to 1277 Michigan Ave in the Heart of Winter Park! Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath interior unit has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. The home comes with several Smart Home features including, WiFi Enabled Garage and Thermostat, Central Smart Home functionality and Central vac System. On the first floor you’ll find your living and dining room areas with plank style tile floors, the open-concept layout is perfect for entertaining guests and family and comes equipped with Surround Sound Speakers. The gourmet kitchen comes well appointed with solid wood cabinetry, waterfall quartz countertops, as well as Samsung Stainless Steel appliances and closet pantry. From the Kitchen you have a French door and triple slider that leads to the private courtyard and attached 2-car garage. Upstairs you will find three bedrooms, including the Primary Suite that has been beautifully appointed with a luxurious glass enclosed walk-in shower, double sink vanity area and large walk-in closet with custom built-ins. The additional two guest rooms are comfortably sized and share a hall bath with the same high-end finishes as the Primary Bath they also feature custom closet built-ins . Located just minutes from Park Avenue, Trader Joes, Whole Foods, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready, schedule your showing today!

1277 Michigan Avenue, Winter Park

$1,725,000

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, Winter Park

$265,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 2 bedroom/2 bath, first floor condo is located in Winter Park Gardens Condominiums a 55+ community. A highly sought after location nestled in Winter Park, close to Park Avenue, Rollins College, excellent restaurants and upscale shopping. This bright open floorplan features a large living area and sun/bonus room that is perfect for an additional living area or home office. Spacious bedrooms that offer generous closet space. Meticulously maintained grounds with walking paths to gardens, private lake and community pool. Come for the winter or stay all year long and enjoy the lifestyle Florida has to offer.

700 Melrose Avenue Unit K3, Winter Park

$680,000

4 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to this charming retreat in one of Winter Park’s most desirable neighborhoods! Only minutes from Park Avenue, this home sits on a large lot along the beautiful and infamous “Tree Streets.” This updated pool home offers 4 bedrooms plus a bonus guest room, perfect for visitors or an office. Step inside and be greeted by the warm terracotta and wood floors that create a cozy and inviting atmosphere. The kitchen is a chef’s delight, complete with Frank Lloyd Wright style cabinets, stone countertops, and stainless steel backsplash. This home features a BRAND NEW ROOF and A/C system, newer appliances, and a fresh coat of interior paint throughout. The heart of this home is undoubtedly the stunning pool area, a private and spacious retreat that offers relaxation in the Florida sun. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants.

1742 Chestnut Avenue, Winter Park

$640,000

2 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

1740 Winter Park Road, Winter Park

$665,000

3 Beds ⋅ 3 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code

A BEAUTIFUL 3/3 RENOVATED HOME IN DESIRABLE WINTER PARK! THIS HOME IS SURROUNDED BY MULTI-MILLION DOLLAR HOMES AND IS LESS THAN A MILE TO WINTER PARK SHOPPING, EAST END MARKET, PALMBERS NURSERY AND WITHIN 2.5 MILES TO PARK AVE! UPON ENTERING, YOU WILL NOTICE THAT THE HOME HAS CERAMIC TILE FLOORING THROUGHOUT THE LIVING, KITCHEN AND DINING ROOM. THE KITCHEN FEATURES GRANITE COUNTERTOPS, TILE BACKSPLASH, AND SOLID WOOD CABINTRY ALONG WITH STAINLESS STEAL APPLIANCES. THE DINING ROOM IS THE PERFECT SIZE AND FEATURES DESIGNER LIGHTING WITH A CLEAR VIEW TO THE SCREENED IN PATIO AND A FULLY FENCED IN BACKYARD. THERE IS ALSO AN ADDITIONAL OFFICE OR WORKSHOP IN THE BACKYARD! THE OWNERS HAVE UPDATED THE PLUMBING, ADDEDED IN A NEW DRAIN FIELD, NEW ROOF, NEW WINDOWS, FULLY REMODELED GUEST BATHROOM, UPDATED MASTER BATH OFFERING DUAL SINKS, GRANITE COUNTERTOPS AND A FRAMELESS ENCLOSED GLASS SHOWER WITH DESIGNER TILES. THE MASTER OFFERS HIS & HERS CALIFORNIA CLOSETS. THE HOME ALSO FEATURES A FULLY EQUIPPED INTERIOR LAUNDRY ROOM WITH AMPLE STORAGE. COME OUT AND SEE THIS HOME TODAY--IT IS IN A PRIME LOCATION!! Bedroom Closet Type: Built In Closet (Primary Bedroom).

2709 Norris Avenue, Winter Park

$390,000

2 Beds ⋅ 1 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code

CUTE AS A BUTTON!! THIS 2/1 HAS BEEN REMODELED WITH A MODERN DESIGNER KITCHEN FEATURING GRANITE COUNTERTOPS, ALPINE WHITE CABINETS, DROP DOWN PENDANT LIGHTING, A NEW STAINLESS STEAL FRIDGE AND OVEN, ALONG WITH A MICROWAVE AND DISHWASHER. CERAMIC TILE THROUGHOUT GIVES THIS HOME AN OPEN AND AIRY FEELING. THE FAMILY ROOM FEATURES A COZY STONE FIREPLACE PERFECT FOR THOSE UPCOMING CHILLY FLORIDA EVENINGS. FORMAL DINING ROOM, ALONG WITH TWO BEDROOMS AND AN ADJACENT REMODELED BATH. OTHER PERKS TO THIS HOME INCLUDE A LARGE ENCLOSED LAUNDRY ROOM, OVERSIZED BACKYARD WITH A LARGE SHED FOR ADDITIONAL ITEMS OR LAWN TOOLS, 2018 ROOF, 2019 AC, GUTTERS THROUGOUT, AND ENCLOSED FRONT PORCH, SLIDING GLASS DOORS AND THE PERFECT BRICK PAVER PATIO OUT BACK. WITHIN MINS TO WINTER PARK SHOPPING, DUB'S DREAD GOLF COURSE, AND COLLEGE PARK. PRIME LOCATION!! COME OUT AND SEE THIS BEAUTY TODAY.

3508 Midiron Drive, Winter Park

$1,250,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Nestled on the tranquil shores of scenic Lake Killarney, this waterfront enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, light engineered flooring, quartz countertops, streamline cabinetry, and a luxury appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With private boat slips, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own.

1772 Mondrian Circle, Winter Park

$3,045,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Stunning modern residence boasting almost 5,000 square feet, located in the heart of Winter Park. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors, setting the tone for the exceptional finishes throughout this beautiful home. From the gorgeous wood floors laid in a herring bone pattern, to the custom staircase, designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. This luxurious home features two primary bedroom suites both with large walk-in closets and lavish bathrooms that would rival even the most prominent spas. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a walk-in pantry, and top of the line appliances including a ILVE Nostalgie range, and a Dacor wine refrigerator for storing up to 100 bottles of your favorite wine. The bright open floor plan connects the family room, dining area, and outdoor spaces, making it a perfect home for entertaining. On the second floor you will find a total of 4 bedrooms, three bathrooms, a second laundry room, and a secret door that leads to a spiral staircase and a private roof top deck overlooking Lake Berry and views in the distance of downtown Orlando. Situated on a spacious lot, this property features a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Schedule your private showing today and experience the epitome of luxury Winter Park living.

633 S Phelps Ave, Winter Park

$1,440,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

This traditional custom-built 4-bedroom, 3.5-bathroom home with a pool is a gem nestled on a charming brick street in the heart of Olde Winter Park, Florida. With approximately 3,000 square feet of living space, this residence offers a well-thought-out layout. The main floor hosts the owner's retreat, which includes a spa-like bathroom and an office that can double as a fourth bedroom. Upstairs, you'll find two en-suite bedrooms and a bonus room, providing ample accommodation options. The gourmet kitchen is a standout feature, featuring wood cabinets, granite countertops, stainless steel appliances, a spacious breakfast bar, an eat-in area, and a generously sized walk-in pantry. The kitchen seamlessly opens to the family room, complete with a cozy fireplace and built-in shelving. French doors from the family room lead to the outdoor covered porch and the pool area, which is adorned with custom pavers and an outdoor shower. This home also boasts a large formal dining room, high ceilings, a split floor plan for added privacy, crown molding, and beautiful hardwood floors throughout. The owner's retreat is a haven, offering a spa-like bathroom with a soaking tub, dual vanities, a walk-in shower, travertine flooring, and an oversized custom closet. Additional features include an indoor laundry room with ample storage space and a 2-car side-entry garage. The lushly landscaped yard is surrounded by a block wall, creating a private and tranquil rear yard. An oversized driveway with pavers ensures plenty of parking space. Moreover, the property is served by great Winter Park schools and enjoys close proximity to downtown Winter Park, Baldwin Park, and downtown Orlando, making it an ideal residence for those seeking a convenient and luxurious lifestyle in this desirable area. Don't miss the opportunity to make this fabulous one-owner home your own.

250 E Kings Way, Winter Park

$1,600,000

2 Beds ⋅ 3 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

How rare a find is this? It's a classy in-town Mediterranean single family house with 2 master suites, 1 up and 1 down. You go 2 blocks East to the upscale shops and restaurants of Park Avenue. 2 blocks West are the same at Hannibal Square. 2 blocks North are the acclaimed WP Police and Fire Stations. Closer yet are the Post Office, Central Park, Train Station and Farmer's Market. You enter the residence through an arched front double doorway into a 2-story foyer. Look up to see a 'Juliet' wrought iron balcony. Proceed forward through another archway to the elegant great room with fireplace. The dining room has a built-in wall-length cabinet with shelves. The kitchen offers beautiful S & W wood cabinets and island with granite counters, and pass-through to the dining room. Adjacent is a cheery breakfast rom. Downstairs are also the laundry room, powder bath, master suite with large, luxurious bath, and a screened masonry porch. Upstairs are a spacious home office, 2nd master suite and bath, 2nd screened porch and a huge bonus/storage room. The landscaping and trees are gorgeous, all surrounded with an attractive masonry and stucco wall. This location is in the middle of everything, yet secluded. It was a former WP Mayor's residence.

151 N Virginia Avenue, Winter Park

$925,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$432,000

3 Beds ⋅ 2 Baths ⋅ Olympia Heights SubDv. ⋅ 32789 Zip Code

This newly built 3-bedroom, 2-bathroom property in Winter Park is a must-see, offering modern living at its finest. The entire building was meticulously reconstructed from the ground up in 2021, exceeding the highest Florida Building Code requirements and standards, ensuring a safe and contemporary home. Upon entering, you'll be greeted by a bright and airy interior with a fantastic split bedroom open floor plan. The kitchen is a chef's delight, featuring quartz countertops, a convenient breakfast bar, soft-close cabinetry, elegant gold finishes, and a brand new stainless steel Samsung appliance package, including a counter-depth refrigerator and a slide-in convection range. The master bedroom is a peaceful retreat, complete with LED-lit closets and a beautifully designed bathroom. The bathrooms throughout the home are nothing short of stunning, boasting floating vanities, LED illuminated and heated mirrors, euro-style one-piece water closets, frameless glass shower doors, gold finishes, floor-to-ceiling tile, oversized rainfall shower heads, and custom shower systems. The second and third bedrooms are thoughtfully tucked away off the hallway, providing privacy for guests. Each bedroom features multi-setting propeller-style ceiling fans, ample closet space, and striking matte black door hardware. Outdoor living is a joy, with a large front porch perfect for relaxing and taking in views of the lushly landscaped yard. This home seamlessly combines city living with a touch of nature, making it a truly unique opportunity. Location is key, and this home is ideally situated just blocks from the Dubsdread Golf Course and approximately 2 miles from Winter Park Village and the shops and restaurants of Park Avenue. Notable features of this property include a new HVAC system with a heat pump (2021), fresh interior and exterior paint, updated plumbing, a new energy-efficient highly reflective roof, a complete electric system with new wiring, energy-efficient Low-e double pane windows, a skylight, and new exterior doors. The brand new septic system in 2023 ensures peace of mind, and the highest possible insulation in all exterior walls and ceiling space provides optimal energy efficiency. The privacy-fenced backyard is perfect for outdoor activities, and the property includes a finished privacy block wall, complete irrigation, and a comprehensive landscaping package. Waterproof laminate and porcelain tile flooring run throughout the entire home, offering both style and durability. With a new membrane roof and AC system, providing long-term assurance. Don't miss the opportunity to call this meticulously crafted, modern property in Winter Park your new home.

1891 Oglesby Avenue, Winter Park

$450,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Manor SubDv. ⋅ 32789 Zip Code

Great house in a fantastic school district! This 4 bedroom home has newer roof, plumbing & electrical. Double paned windows and wood laminate floors. Large living room with picture window overlooking huge fenced backyard. Separate family room with wood burning fireplace. Interior utility room/workroom affords tons of storage. Newer septic drain field. Zoned for "A" rated Dommerich Elementary, Maitland Middle, Winter Park High.

2940 Rouen Avenue, Winter Park

$425,000

3 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Welcome to this charming Winter park home in the desired neighborhood of 32789. Ideally situated in a quiet neighborhood and a great school district just down the street from Lake Killarney. New roof installed in 2019. Home features a MOTHER IN-LAW SUITE with full kitchen and separate entry making for EXCELLENT rental potential. From the moment you step in, a welcoming floor plan and natural lighting invite you to the foyer, the living room and into the kitchen and dining. Minutes to downtown Orlando, Winter Park Village, Park Avenue, and College Park. Prime location and easy access to I4 gets you just about anywhere in no time. No HOA! Don’t miss the opportunity to make this Winter Park gem your own. Schedule your showing today.

2612 Roxbury Road, Winter Park

$1,281,550

4 Beds ⋅ 5 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Get Busy Living the Winter Park Lifestyle in this 3-bedroom, 3.5 bathroom pool home with an additional 384 SF guest house with full bathroom and cozy kitchenette. Located on a quiet street, this home beautifully blends modern, open-floor updates with inviting outdoor spaces. A bank of French doors seamlessly connects the indoors to the outdoors, providing easy access to the pool area and infusing the home with natural light. A double-sided fireplace adds a touch of elegance, enhancing both the dining room and the family room. Step into the backyard oasis, and you'll be greeted by a sparkling pool with a soothing hot tub, creating a perfect setting for relaxation and outdoor enjoyment. The year 2023 brought significant upgrades to this home, including all new HVAC systems, new roof, new pool heater, fresh interior and exterior paint, newly epoxied garage floor, as well as meticulous landscape with a new irrigation system. Minutes to Winter Park’s famed Park Avenue, Rollins College and public schools as well as just blocks from AdventHealth. Click on virtual tour https://www.tourfactory.com/idxr3118992

132 Burks Circle Circle, Winter Park

$1,600,000

4 Beds ⋅ 4 Baths ⋅ Cloister Grove Rep SubDv. ⋅ 32789 Zip Code

This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$219,025

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Explore this stunning two-bedroom, two-bathroom condo in the heart of Winter Park. It boasts a sunlit living room, generously sized bedrooms, two full bathrooms, a private balcony with garden and pool views, convenient laundry facilities, and assigned parking. Located in Winter Park's vibrant center, it's just minutes from Rollins College, Park Avenue shopping and dining, and various entertainment options.

1250 S Denning Drive Unit 126, Winter Park

$965,000

4 Beds ⋅ 4 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Builder Closeout...This home is offered significantly below its appraised value, we have the Appraisal to present to the Buyer demonstrating nearly $100,000 in equity at closing. This is an extraordinary opportunity to own a beautifully crafted home in Winter Park, complete with the financial benefit of instant equity. Don't miss out on this exceptional offer. Act now to experience everything the Winter Park lifestyle has to offer, with the added advantage of a wise financial investment.a newly built masterpiece in one of Central Florida's most accessible neighborhoods, situated just a mile from the luxurious Park Avenue in Winter Park and a mere 2.5 miles from the heart of downtown Orlando. This home is a rare find, offering both the tranquility and the convenience of city living without the hassle of I-4 traffic. Experience the pinnacle of modern design in this 4-bedroom, 4-bathroom residence, featuring an elegant open floor plan complemented by high ceilings and an abundance of natural light. The gourmet kitchen, a true chef's delight, is outfitted with top-of-the-line stainless steel appliances, a grand island with a waterfall-edge quartz countertop, and custom cabinetry. The layout includes a versatile guest bedroom suite on the first floor, while the second floor houses three additional bedroom suites, including a luxurious primary suite. Indulge in the primary bath, a sanctuary of relaxation with its resort-style amenities, including a walk-in shower and separate soaking tub. Additional features include a private, fenced backyard, a covered lanai with a summer kitchen perfect for entertaining, and a spacious 2-car garage. Designer LED lighting throughout enhances the ambiance, and the home offers ample storage with large walk-in closets in all ensuite bedrooms.

1320 Orchid Avenue, Winter Park

$2,200,000

3 Beds ⋅ 4 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code

It’s a New Year! Make a move to The Versailles of Winter Park! This exclusive, luxury property is located just steps away from the renowned "Park Avenue," known for its excellent dining, shopping, and special events such as Art Festivals and Concerts. This exquisite development is comprised of only 7 private residences, each offering over 3100 square feet of spacious one-level living and private 2-car garages. As you step out of the elevator, you are greeted by the charming 4th-floor lobby, granting access to just two private homes on this level. The 450 residence makes a grand entrance with its double-door entryway, leading to a generous and open living space featuring high ceilings exceeding 9’, elegant wood floors, crown molding, and custom cabinetry and shelving with accent lighting. A custom electric fireplace with a mantle adds ambiance and character to the room, and French doors open onto a large balcony perfect for outdoor entertaining. The adjacent dining room is equally impressive, easily accommodating a large table for 10-12, with additional space for a buffet or other dining needs. The den/office, situated off the main living area, boasts a wall of built-ins with two desk areas, open shelving, media space, cabinets with lighting, and file drawers. There's still ample space to relax, read, or watch TV in this versatile area. On the way to the kitchen from the living area, you'll find an integrated bar armoire equipped with a sink, beverage refrigerator, and storage, making it effortless to serve your guests. The kitchen itself features a tray ceiling, recessed lighting, a wealth of rich wood cabinets with under-cabinet lighting, an eat-in area with newer lighting fixture, a closet pantry, and a spacious center island with plenty of storage and newer pendant lighting. The split-bedroom layout ensures privacy for the expansive primary suite, which can be accessed through a double-door vestibule entrance. This suite includes new upgraded carpeting, crown molding, a substantial customized walk-in closet, and double Pella French doors opening onto the balcony. The primary luxury bath boasts double marble vanities, updated vanity lighting, a spa tub, a large walk-in shower, and a water closet with a bidet. The additional bedrooms are generously sized and offer en-suite baths, customized closets, newer upgraded carpeting, and newer Pella sliding doors to a balcony. The property itself is meticulously maintained, featuring lovely landscaping, well-kept walkways, and a patio area. Don't miss the chance to live at one of the most coveted addresses in Winter Park, and enjoy the fabulous lifestyle this residence has to offer. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 450, Winter Park

$660,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

This is a really comfortable home, perfect for entertaining, and close to everything. Here are some of the pertinent details: Roof new August 2021, Heat pump A/C new Oct 2016, Wi-Fi thermostat , All updated cherry kitchen cabinets, Switches & outlets new Mar 2022, Electrical panel new Oct 2017, Wood burning fireplace, Well & pump irrigation , Very private back yard w/ 16X16 concrete patio, Office / 3rd bdrm w/ Bay Window, FL room w/double glazed windows, Glass tub enclosures in both baths, Family room has double pane windows all around. Brick patios, Laundry / utility room, Storage room, Ring security, Circular driveway, Was permitted for garage enclosure .

1833 Loch Berry Road, Winter Park

$820,000

3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32789 Zip Code

This expansive and meticulously remodeled open-concept living space exudes sophistication, boasting a brand-new kitchen equipped with stainless steel appliances and adorned with exquisite granite countertops. The resplendent interior showcases an abundance of rich hardwood flooring, and it further offers a capacious study, accessed through elegant French doors. The kitchen seamlessly unfolds into a grand great room graced by a traditional wood-burning fireplace, creating an inviting and harmonious living space. A vast screened porch, featuring newly tiled floors, extends seamlessly from this great room, offering a splendid retreat for relaxation and entertaining. The commodious master suite is a sanctuary of luxury, featuring a double vanity complete with an indulgent jetted shower system and an expansive walk-in closet. The home is replete with an array of modern amenities and conveniences rarely encountered in residences of its era. Nestled on a generously proportioned and secluded lot, this property is entirely encircled by an encompassing fence and adorned with mature landscaping, affording ample space for leisurely exploration. Additionally, a separate utility shed and a two-car garage ensure that storage needs are effortlessly met. The residence is ideally situated in close proximity to the myriad attractions and amenities that Winter Park has to offer, making it the epitome of refined living in a coveted locale.

1902 Arbor Park Drive, Winter Park

$4,087,500

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$850,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

No rear neighbors! Welcome home to your private and gated oasis! Immaculate and fully renovated 4-bedroom, 3-bathroom home located in the highly desirable Winter Park community. This charming tree lined street will make you fall in love with this home as soon as you pull up to the front brick privacy wall and gated entry. The beautiful custom wood front door welcomes you into the open concept space with a bright and airy feel creating a seamless look throughout. Step down into what could make for the perfect dining room at the front of the home. This chef’s kitchen features floor to ceiling cabinetry lined with crown molding, brand new appliances, and brass accents throughout. Amazing views are provided from each bedroom with sliding glass doors drawing in the natural light. As you step outside, you’re brought out to the paved patio with the beautiful private pool. The fully fenced yard with vinyl fencing showcases mature landscaping on the other side creating a tropical oasis to the backyard. Green space surrounding the home creates the perfect space for furry friends to run around year-round. This home is zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High School and offers a great location near downtown Winter Park, downtown Maitland and easy access to some of the best shopping and dining around! Schedule your private showing today, you won’t want to miss out on the opportunity to see this home!

2017 Cove Trail, Winter Park

$850,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

New Construction! Lake Killarney Townhomes is a waterfront enclave of 30 contemporary townhomes nestled on the shores of scenic Lake Killarney. This meticulous new home is loaded with good-looking finishes and unique details that simply won't be found in our competition or at this price point. Level 4 drywall, light engineered flooring throughout, quartz countertops, streamline cabinetry, slab wall backsplash, luxury appliance package boasting natural gas cooktop and French door refrigerator with touchscreen display, modern light fixtures and ceiling fans, porcelain tile, custom closet systems throughout, solar shade window coverings, contemporary backlit mirrors, walk-in frameless glass shower and separate water closet, private fenced rear paver patio, and an over-sized second level balcony are just the beginning. Clean, contemporary designs include large storefront style windows and 10’6" ceilings to create a bright and open interior bathed with natural light. Upstairs, three full bedrooms, each with wood flooring, walk-in closets, and two with en suite bath. A third full bath can be found just outside bedroom three in the hallway. This floor plan includes a generous balcony off the primary bedroom which is an ideal place to relax and unwind. Whether you prefer quiet evenings alone or entertaining family and friends, this thoughtfully designed space will provide you with the ultimate comfort. Firestone TPO roofing system and Pella windows and doors deliver the peace of mind you should expect. This luxury waterfront community is in beautiful Winter Park, just north of downtown Orlando. Lake Killarney is minutes away from the exciting shops, upscale restaurants, and leisure activities that Winter Park has to offer. Gaze over stunning Lake Killarney from the newly completed dock or relax and enjoy the sunset in the lakefront Pavilion. Cruise across the lake from your private boat slip to shop at Trader Joe’s or grab a meal at Shake Shack. Kayaks and paddleboards can be stored on the community racks and are perfect for fishing, exercising, or just relaxing on the lake. Nearby Winter Park Village offers shopping and fine dining experiences for you and your family. Enjoy a morning stroll through the Farmer’s Market or take in a show at the famous Enzian Theater. This unique and convenient location allows owners to be moments away from some of the best dining and entertainment, making for the perfect location.

1812 Mondrian Circle, Winter Park

$775,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

WELCOME TO 641 WORTHINGTON DRIVE! Charming Winter Park Bungalow on an enchantingly manicured lot with quaint white picket fence & exquisite park-like backyard. IMMACULATE 3 Bedroom 2.5 Bath split plan is MOVE-IN ready! This cozy cottage features wood floors, plantation shutters, & crown molding. The serene living/dining room opens to a delightfully bright & inviting family room overlooking tranquil backyard. Kitchen complete with breakfast bar leads to a fantastic flex room, perfect for home office, gym or craft room. Extras include: 2 car garage, irrigation system & backyard shed. Brookshire, Glenridge & Winter Park High. WELCOME HOME!

641 Worthington Drive, Winter Park

$430,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

SOLD AS-IS. This 3 bedrooms, 2.5 baths with an extra studio/den is located in the heart of Winter Park close to shopping, excellent restaurants and Park Avenue.

2612 Lafayette Avenue, Winter Park

$335,000

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$1,090,000

4 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

The dream of lakefront living in Winter Park can come true with this highly sought-after waterfront property on private Lake Spier in Winter Park. This impressive renovation, both inside and out, is nestled on an expansive 0.88-acre lot with over 117 feet of lake frontage and breathtaking views. The open floor plan flawlessly connects the living and dining areas, featuring rich wood flooring, double-pane windows, carefully selected lighting, and slider doors that provide easy access to the back patio, and the stunning lake views. All creating the perfect setting to entertain & delight your guests. The thoughtfully designed Kitchen showcases custom shaker cabinetry with under cabinet lighting, captivating counter-to-ceiling backsplash, slide in range with range hood, French door refrigerator with separate beverage drawer, a generous peninsula that comfortably seats 4, a statement making island from Williams Sonoma & additional space for breakfast or sitting area with more sliders to back patio. The ideal split plan delivers a private primary suite with a luxury bath featuring distinctive double vanity, premium fixtures, upgraded lighting, & large shower surrounded with wonderful dimensional tile & seamless glass. The suite also has more sensational views through its slider doors leading to back patio, where you can enjoy the evening sunsets. All the additional bedrooms are spacious with wood flooring with bedrooms 3 & 4 having more spectacular lake views. The 2nd bath displays a fresh modern double floating vanity, travertine flooring & shower/tub with travertine tile. More stand out features of the home are the laundry room with utility sink, open shelving, storage closet and washer/dryer, the garage with glass panel door & epoxy flooring-2019. You'll never want to leave the extensive backyard leading to the serene lake with a sophisticated landscape package that includes lighting and an upgraded irrigation system. There's also a newer seawall along the water to protect your frontage, and the grandfathered-in fencing provides safety for your pets. This property is perfect as it is, but the lot allows for future additions and a pool. Other important details to note are: New double pane windows and doors-2019, All new interior doors & hardware-2013, Electrical upgrade & expansion including interior & exterior panels-2013, Full replumbing of home-2013, Hot Water Heater-2019, HVAC 2018, Roof 2013, Septic system completely redone & upgraded to larger system with drain field moved to front & tank moved, to allow for future addition- 2020, Detailed Landscape package, lighting & irrigation-2021, Exterior stucco & stone accents-2013, Brick paver drive, walkway & side patio-2017, Stone tile Back patio-2017, Video camera security-2014, Seamless gutters with leaf filter-2021, Fencing -2013, 2016 & new front gate-2023. This turn-key lakefront property in Winter Park is truly a unique opportunity, with recent updates and improvements that make it ready for you to move in and start enjoying lakefront living. Don't miss your chance to own this sensational waterfront home!"

1887 Lake Spier Drive, Winter Park

$2,600,000

4 Beds ⋅ 4 Baths ⋅ Ethel Park SubDv. ⋅ 32789 Zip Code

This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park

$470,000

3 Beds ⋅ 3 Baths ⋅ Pines SubDv. ⋅ 32789 Zip Code

Welcome to the ultimate investment opportunity in Winter Park! We are thrilled to present to you this phenomenal TRIPLEX that boasts a remarkable occupancy history. This gem is an absolute rarity, nestled in one of the most sought-after locations in town. Don't let this golden chance slip through your fingers – seize the moment and come see it TODAY! Positioned just a stone's throw away from the prestigious Dubsdread Golf Course and Country Club, this trilevel treasure offers unrivaled convenience. Imagine waking up to stunning views of the lush green fairways or enjoying a relaxing afternoon on the verdant patio – the possibilities are endless! But that's not all, folks! This extraordinary property is surrounded by a plethora of amenities that Winter Park has to offer. From the vibrant Winter Park Village to the world-renowned Florida Hospital/Advent Health and the bustling Calvary Orlando, you'll find yourself at the heart of it all. And let's not forget the incomparable shopping, dining, and parks that await you in the vibrant enclave of College Park, just a stone's throw away. The location is truly a masterpiece, but what about the property itself? Well, let us assure you that it matches the splendor of its surroundings. With three separate units, each radiating its own unique charm, this TRIPLEX promises versatility and endless possibilities. Whether you're an astute investor looking to maximize returns or a savvy homeowner seeking to offset expenses, this is an opportunity that cannot be missed. Step inside and be mesmerized by the exquisite architecture and thoughtful design. Each unit showcases spacious living areas flooded with natural light, creating an inviting and warm atmosphere. Picture yourself preparing delicious meals in the well-appointed kitchens, entertaining friends and family in the generous living spaces, or enjoying some well-deserved relaxation in the peaceful bedrooms. Investing in this TRIPLEX means becoming a part of Winter Park's thriving community, where timeless elegance meets modern convenience. The potential for long-term growth and substantial returns awaits you. So, what are you waiting for? Don't hesitate, come explore this rare gem today! The perfect investment opportunity is calling your name. Reach out now and let us help you make your real estate dreams come true.

2040 Jewell Avenue, Winter Park

$1,547,500

3 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Incredible lakefront condo in the iconic Whispering Waters enjoys breathtaking views of Lake Osceola and includes a deeded boat slip to the Winter Park Chain of Lakes. This 3-bedroom 2 bath with nearly 2100 sf is a corner unit allowing for an abundance of light and features picturesque backdrop of Florida nature. A private courtyard is recently landscaped and tucked away in the back for ultimate privacy and a rare find for a condo in Winter Park. Timelessly renovated with travertine and reclaimed wood floors that welcome you into open living and dining spaces with seamless views of the water. Walk to Park Avenue just a block away from the Complex and enjoy the lifestyle that makes Winter Park so desirable. Fantastic restaurants, shopping and museums and Central Park is host to nationally acclaimed art festivals and community events. Bedrooms are spacious and owners retreat has expansive closet and fully renovated bath with double vanities, steam shower with seamless glass, neutral appointments in a spa like setting. The secondary bedrooms are spacious and 3rd bedroom currently being used as a den which also has large walk in closet. Dedicated underground parking space and 2 additional storage units for this condo. This opportunity doesn’t come along often, this location and lifestyle are unparalleled. Call us for a private showing.

311 E Morse Boulevard Unit 1-1, Winter Park

$550,000

Sylvan Heights SubDv. ⋅ 32789 Zip Code

Winter Park

$430,000

3 Beds ⋅ 1 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Beautiful rehabbed Mid-century Bungalow in highly sought-after Winter Park Village. The house has been updated with new flooring, a new kitchen with stainless steel Samsung appliances, and much more. It has a huge bonus room that could be used as an Office, Family room, or Third Bedroom. The home is also a block away from the Via's and has the opportunity for redevelopment with many surrounding houses already being Rebuilt. Overall, this property has a lot of opportunities and would make a fantastic starter home, a great rental, a buy and hold, or a redevelopment now or in the future. Excellent investor opportunity.

1414 Bessmor Road, Winter Park

$1,940,000

4 Beds ⋅ 5 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing an exquisite two-story Island Transitional home that is perfectly nestled in the heart of Winter Park, just minutes away from the vibrant Park Ave., downtown Orlando, and top-notch A-rated schools. This splendid property welcomes you with a grand first floor entrance. As you step inside, you'll be greeted by a lovely foyer that seamlessly leads you into an open-concept kitchen adorned with sleek stainless steel appliances, custom cabinets, and an elegant tile kitchen backsplash. The kitchen flows effortlessly into the dining and living room, where a cozy fireplace takes center stage. Additionally, on the first floor, an office/library with charming views of the front porch and a convenient powder bathroom await. Not to be missed, the owner's suite boasts a spa-like bathroom complete with a shower, double sink, and a relaxing tub. This home is a testament to stunning transitional design, offering a bright and open floor plan that is perfect for hosting and entertaining. The second floor of this residence is equally impressive, featuring three additional bedrooms, each with its own ensuite bathroom, ensuring comfort and privacy for every member of the household. An added bonus room, measuring a generous 450 square feet, providing ample storage, theater or game room. Step outside to discover an expansive rear lanai, which includes a summer kitchen that is perfect for al fresco dining, and a sparkling saltwater pool. This outdoor oasis, inspired by island living, extends across the master retreat and spacious living room, providing a serene and picturesque backdrop for relaxation and gatherings. Throughout this exceptional home, you will find rich details, from luxurious wall treatments to decorative lighting, that create an atmosphere of tranquility and sophistication. Each corner of this property has been thoughtfully crafted by the prestigious builder Lundev to transport you to a peaceful sanctuary, making it not just a house, but a true dream home. Don't miss this unique opportunity to experience the epitome of Island Transitional living in one of Winter Park's most desirable locations.

1800 Bryan Avenue, Winter Park

$1,160,000

4 Beds ⋅ 3 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Have you been looking for a unique Winter Park residence with Spanish Mediterranean charm? This expansive yet intimate villa was built in 2006. With over 3,300 square feet, the property offers four bedrooms and two and a half bathrooms. Every meticulous detail, from arched doorways to engineered wood floors and back-lit tray ceilings, has been thoughtfully executed. This custom-built gem boasts a flexible floor plan with several bonus rooms, including a "man cave" with a coffered wood ceiling and a first-floor study. Tuscan half-columns grace the family room, offering stunning views of the sparkling Gothic-style pool and the adjacent outdoor kitchen area. The gourmet kitchen seamlessly combines functionality and beauty, providing ample space, a butcher block island, contrasting wood cabinets, granite countertops, stainless steel and gas appliances, and a convenient walk-in pantry. The Master Suite offers abundant space for oversized bedroom furniture and more. The Master Bathroom features travertine tile, double sinks with granite countertops, a garden tub, a walk-in shower, and a spacious walk-in closet. Upstairs, each bedroom offers plenty of closet space, and the study could easily be transformed into a fifth bedroom. Situated on a coveted corner lot across from Marvin Smiley Park, this residence offers park views and enhanced privacy. Its prime location is close to Florida Hospital and the vibrant Park Avenue, making it an unbeatable choice. Don't miss out on the opportunity to make this remarkable Winter Park property your new home!

1717 Hollywood Avenue, Winter Park

$475,000

3 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Discover comfort and convenience in this charming 3-bedroom, 3.5-bathroom townhouse located at 1443 Harmon Ave, Winter Park, FL. Situated just 15 minutes from Downtown Orlando and Lake Eloa, it's the perfect place to call home. Boasting spacious living, private outdoor space, and a detached 2-car garage, this property offers the ideal blend of practicality and aesthetics. This community provides a welcoming environment for you and your loved ones. Don't miss the opportunity to make this your new home. Contact us today to schedule a viewing and make it your new home!

1443 Harmon Avenue, Winter Park

$750,000

5 Beds ⋅ 3 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

1274 Richmond Road, Winter Park

$2,700,000

4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$1,695,000

4 Beds ⋅ 3 Baths ⋅ Tantum Add SubDv. ⋅ 32789 Zip Code

Introducing a Rare Opportunity in Winter Park! Winter Park Wonderland: A Half-Acre Canvas Awaits! Are you ready to make your dreams a reality in the picturesque heart of Winter Park! This remarkable parcel of land offers endless possibilities on over half an acre of prime real estate. Key Features: Prime Location: Nestled in the heart of Winter Park, you'll enjoy the charm and character of this coveted community. Abundant Space: With over half an acre at your disposal, you have the freedom to create the estate of your dreams, complete with sprawling gardens, a custom homes, and more. Winter Park Wonderland: Experience the magic of Winter Park with its scenic parks, charming boutiques, and top-rated schools. Nature's Embrace: Surrounded by lush greenery, this property offers a serene escape from the hustle and bustle of city life. Endless Possibilities: Let your imagination run wild! Create the perfect home, or even explore the potential for development in this prestigious neighborhood. Don't miss your chance to own a piece of Winter Park's charm and elegance. This property is a blank canvas awaiting your vision. Act now, as opportunities like this are rare in this highly sought-after community. Contact us today to schedule a viewing and seize this unique opportunity to build your Winter Park dream homes! This property is being SOLD Land Value only no showing of structures on property unit under contract for demolition purposes only #WinterParkRealEstate #DreamHomes #InvestmentOpportunity #HalfAcreProperty

1020 N Pennsylvania Avenue, Winter Park

$1,350,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined living in the charming enclave of Winter Park. Nestled in the elegant Douglas Grand community, this remarkable penthouse townhouse exemplifies the perfect blend of sophistication and comfort. Exquisite Design and Timeless Elegance As you step inside, you'll be greeted by an air of sophistication that radiates from every corner. The open-concept design, coupled with high ceilings and abundant natural light, creates an inviting and spacious atmosphere. The attention to detail is evident in every square foot, from the meticulously crafted moldings to the rich hardwood floors that grace the interior. Including your own personal elevator Gourmet Kitchen for Culinary Enthusiasts The gourmet kitchen is a chef's dream come true. Equipped with top-of-the-line stainless steel including sub zero appliances, granite countertops, and custom cabinetry, it's the ideal space for creating culinary masterpieces. The generous kitchen provides the perfect setting for casual dining or hosting friends and family. Spectacular Views and Outdoor Living Step out onto the expansive private terrace, where you'll be captivated by breathtaking views of Winter Park and its lush surroundings. This is the ideal spot to savor your morning coffee, host al fresco dinners, or simply relax in the sun-drenched serenity. Master Suite Oasis The spacious master suite is a sanctuary of peace and luxury. It boasts a spa-like en-suite bathroom, complete with a soaking tub, double vanities, and a walk-in shower. The custom walk-in closet offers ample storage space and keeps your attire impeccably organized. A Home for All Seasons Douglas Grand Amenities Residents of the Douglas Grand community enjoy an array of amenities, including a fitness center and secure underground parking, with two oversized parking spaces right outside your front door ensuring the utmost convenience and security. Ideal Location Situated in the heart of Winter Park, you're just moments away from Park Avenue's upscale boutiques, restaurants, and cultural attractions. The tranquil setting of this townhouse is truly a hidden gem within the vibrant city. Don't miss the opportunity to call this Douglas Grand Penthouse Townhouse your own. Schedule a private viewing today and experience the luxurious lifestyle that awaits you in Winter Park. This exquisite townhouse offers a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Act fast, as this remarkable property won't stay on the market for long.

101 S New York Avenue Unit 301, Winter Park

$1,250,000

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. MASSIVE PRICE REDUCTION ! FOR QUICK SALE Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$515,000

3 Beds ⋅ 2 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code

This property is in the process of probate court.

2705 Wright Avenue, Winter Park

$225,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Delightful 3/2 condo nestled in the serene Waterfall Cove. Boasting new tile flooring throughout and interior has been completely repainted from top to bottom. Additional community perks include a playground, community pool, and HOA-covered cable and internet. This gem is conveniently situated close to Rollins College and Winter Park's renowned Park Ave, complete with shops, eateries, and art galleries. Also, a walk away, is the fabulous Winter Park Village which received a multimillion-dollar renovation to add and update shopping, dining, and an entire entertainment complex facelift. Furthermore, an extraordinary outdoor experience will be completed in 2024 with the grand opening of Seven Oaks Park! Located mere minutes from downtown Winter Park and under a mile from I-4, commuting is a breeze. Ideal for homeowners and investors alike! Don't miss out—book a viewing now! *Living Room & Master Bedroom photos have been virtually staged.**

1695 Lee Road Unit A115, Winter Park

$580,000

2 Beds ⋅ 3 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. ABSOLUTELY STUNNING! Welcome to this immaculate Winter Park townhouse lovingly cared for by its original owner. And there is NO HOA! Upon arrival, you'll be greeted by a lushly landscaped courtyard that sets the tone for the elegance within. Once inside, you'll be delighted to find a thoughtfully designed home office space, perfect for those seeking a tranquil work environment. A conveniently located half bath off the entrance is ideal for welcoming guests. The heart of this home boasts an impressive open floor plan, seamlessly connecting the living, dining, and kitchen areas. The living room features stunning built-in shelving and cabinets, providing storage and a stylish focal point for your cherished belongings, while the electric fireplace creates a cozy ambiance. French doors lead from the living room to the inviting covered lanai, where you can unwind and enjoy the outdoors. The kitchen is a culinary enthusiast's dream, featuring a stunning granite topped breakfast bar and counters. An additional set of French doors off the kitchen open to the courtyard, perfect for savoring your morning coffee or dining alfresco. With undershelf lighting, a tasteful tile backsplash, and stainless steel appliances, this kitchen ensures a modern, gourmet cooking experience. Upstairs, the master suite awaits, complete with its own private balcony, offering a serene retreat. The en suite master bath includes a spacious granite topped vanity and a large walk-in shower. The secondary bedroom also enjoys the luxury of a private balcony and convenient access to the full hall bath that includes a tub and shower with jet features. Step outside to the covered lanai, overlooking the tranquil backyard oasis. Here, you'll find a slate-covered open patio, ideal for a firepit and lounge chairs. There's ample space to add your very own plunge or dip pool if desired. The yard is fully fenced, providing a safe haven for your four-legged family members to run and play. This charming home offers the perfect blend of functionality and style. With an abundance of storage space throughout, you'll find it easy to keep your living spaces clutter-free. Plus, the one-car garage provides secure parking and additional storage for your convenience. Situated in a fantastic location, this home offers easy access to 17-92 and Fairbanks Avenue, where you'll discover a wealth of local shopping and dining options. This beautifully maintained townhome is a true gem, offering a modern style and open living spaces that are sure to impress. NO HOA fees mean more money in your pocket every month and the ability to enjoy the freedom to personalize your home and property to your liking, without restrictions. Schedule a showing today and experience the beauty and comfort it offers firsthand. <iframe width='853' height='480' src='https://my.matterport.com/show/?m=vZq1T7M1LY8' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

1001 Aragon Avenue, Winter Park

$1,475,000

5 Beds ⋅ 5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

You will feel right at home in this newer energy-efficient 5-bedroom, 4.5-bath home. Location is the key as this home is beautifully situated on a corner homesite in desirable Winter Park. A covered entry followed by the foyer and formal dining space greet you as you enter the home. The rich ebony wood flooring is throughout the main level and will certainly impress all. Experience the elegant chef's kitchen with Silestone countertops, full Electrolux appliance package, induction cooktop, double stacked cabinets, designer tilework, walk-in pantry, and dry bar. A large walk-in pantry and dry bar can be found in between the dining and kitchen. The open concept kitchen and great room are ideal for entertaining family and friends and provides easy access to the generous covered lanai through large sliding doors. The main level office/study has a closet in the event you would prefer to use as a fifth bedroom, with a full bath just outside the doorway. Plentiful storage options throughout the home include generous under stair storage room. Enjoy Florida evenings on the large, covered lanai overlooking the private fenced backyard with a convenient outdoor half bath. Custom window coverings, modern light fixtures, new carpeting, new landscaping, and fresh exterior paint are simply a bonus. The primary bedroom and three additional bedrooms can be found on level two. The primary bedroom and spa bath are both generous in size and include tray ceilings, ensuite bath, dual sink vanity, garden tub with window, frameless glass walk-in shower and an enormous brand-new custom walk-in closet. The spacious bonus room and laundry room with full-size front-loading Electrolux washer/dryer can also be found on level two. A side entry garage with paver driveway and walkway only adds to the curb appeal of this special home. Close to the Winter Park Racquet Club, Park Avenue shops/restaurants, YMCA, and some of the best schools in Central Florida!

2329 Lafayette Avenue, Winter Park

$997,500

4 Beds ⋅ 4 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Under Construction. Modern Coastal Residence with artful design, featuring clean lines, organic earth tones, creams and blues that reflect light and bright living spaces. This stunning property is perfectly situated amongst million-dollar properties, with Lake Killarney just down the street! You will love this single-story custom new build with 3,110 sf of living space, four bedrooms, three and a half bathrooms, two-car garage, split floor plan with tile plank flooring throughout main living areas and in primary suite. Stain-resistant carpet in secondary bedrooms. Enter to a central living area and designer kitchen overlooking the family room with views of both the front and backyard. The kitchen features chic ceiling-height solid wood white shaker cabinetry, stainless appliances, electric range, island pendant lighting, white farmhouse sink/center island, quartz counters and recessed lighting with LED trim. The primary suite offers views and an entrance to the backyard with en-suite bath featuring a designer tiled walk-in shower with custom glass enclosure, solid wood vanity and walk-in closet with custom shelving. This gorgeous modern home also features three additional guest bedrooms with two full baths and one half bath. Interior laundry with mop sink. Plenty of room for a pool or host outdoor BBQs and gatherings in the spacious fenced-in backyard. Close proximity to all of the cultural offerings and commerce Winter Park is known for, just a quick stroll, bike ride or drive away. Near Hillstones, Park Avenue, Winter Park Village, Trader Joe's, Rollins College, Enzian Theater, golf courses, College Park, SunRail and traffic access points. No HOA. Additional Features: 30-year fiberglass architectural shingles. One-year renewable termite bond. Energy-saving features: Core-filled block with foam insulation, R-38 fiberglass insulation in attic, low-E double-pane vinyl-insulated windows, high-efficiency 15-seer Rheem AC. Programmable thermostat, high efficient 50-gallon gas water heater. *Professional photos coming soon!

2400 Roxbury Road, Winter Park

$2,750,000

3 Beds ⋅ 4 Baths ⋅ Tantum Add SubDv. ⋅ 32789 Zip Code

Elevate your lifestyle with this exquisite Bermudan-style home in the heart of downtown Winter Park. Nestled in a prime location, you'll enjoy the convenience of being mere steps away from Park Avenue's renowned restaurants and shopping, as well as the newly revamped Winter Park Village with its vibrant shops and dining options. The Winter Park Golf Course is your neighbor, offering lush green views and recreational opportunities. Designed with a coastal modern aesthetic, this home welcomes you with warm and inviting features. Crafted by the renowned IBK Construction in collaboration with Z Properties, every detail exudes quality and sophistication. The first floor is a testament to thoughtful design, featuring a luxurious master bedroom suite with a generously sized walk-in closet. A well-appointed study and den space enhance the functionality of this level, while an abundance of natural light fills every corner of the home, creating an inviting atmosphere. Step outside to discover a cocktail pool, perfect for cooling off on warm Florida days, situated alongside a summer kitchen and a covered lanai. Landscaping by Signature adds to the tropical charm of the outdoor space. Upstairs, two guest bedroom suites await, each with its own private bath. A comfortable living area provides a cozy retreat, while a spacious bonus living space serves as a home theater and lounge room, complete with ample storage space for your entertainment needs. Practicality meets luxury with an inside laundry room and the convenience of natural gas for the cooktop, fireplace, and tankless water heater. The two-car garage ensures secure parking, and covered access from the garage to the home adds an extra layer of convenience. This exceptional home offers an opportunity to embrace the Winter Park lifestyle at its finest. Immerse yourself in the elegance of this coastal modern retreat, where every detail is designed for comfort and style. Contact us today for a private viewing and the chance to make this remarkable property your own.

350 Beloit Avenue, Winter Park

$500,000

4 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This impeccably maintained home is located in sought after Winter Park in the area known as The Shores of Lake Killarney. This property offers a comfortable lifestyle and an incredible value that includes a new roof installed in December of 2023, re-piped in 2021, as well as having updated electrical features, a newly installed vinyl privacy fence, freshly painted interior, and a brand new refrigerator. On top of all of that, this home has deeded access to Lake Killarney itself, all without the expense of an HOA. Boasting of four spacious bedrooms, two baths, and 1,933 square feet of well-designed living space, you are treated to the flow of an open-concept floor plan highlighted by the roomy dining area and family room combination that helps to create an attractive setting for gatherings. Off the dining area, the galley kitchen offers modern stainless-steel appliances, lots of cabinet space, and a Dinette area to start your day. This home also features a covered and paved lanai where you can relax while enjoying your incredible fenced-in backyard with an additional open air patio all highlighted by meticulous and mature landscaping. The oversized driveway offers ample parking in addition to a spacious two-car garage. Moments from Orlando's finest offerings, this sought-after home with no homeowner's association has access to highways, airports, SunRail, shopping destinations such as Winter Park Village and Park Avenue, dining options, golf courses, Martin Luther King, Jr. Park, Rollins and Orange Technical Colleges, and other attractions. Don’t miss the chance to schedule your private showing today.

216 Blossom Lane, Winter Park

$329,900

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Every detail was upgraded! Move right in with complete peace of mind to your new Winter Park home. Beautifully renovated 2 bedroom, 1 bathroom, 2 car garage home located in the popular Glencoe community just minutes from everything the center of Winter Park has to offer. Kitchen highlights include custom cabinetry, stone counters, pendant lighting over the breakfast bar top, new appliances, and ample storage and counter space to cook your favorite meals for friends and family. Vaulted ceilings, porcelain tile flooring, modern light fixtures, ceiling fans throughout, and a beautifully updated bath with a new tub, flooring, and vanity complete this picture-perfect home. The detached, extended 2-car garage can house all your tool and workshop needs. This beautifully remodeled home also has a stellar location. You are just around the corner to Trader Joes, Winter Park Village and movie theatre, Publix, tons of restaurants, and only minutes to Park Ave, Mills50, and the shops at College Park. I-4 is also close by making it an easy 15-minute drive to the heart of Orlando. No HOA.

2721 Salisbury Boulevard, Winter Park

$376,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Amazing Winter Park Lake Front location! This fully remodeled and totally updated two bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator / stairs to help to the location. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options.This is a 55+ community .Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways!THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase

700 Melrose Avenue Unit K, Winter Park

$1,658,800

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park

$360,000

1 Beds ⋅ 1 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

Welcome to the Village of Winterset…and the quintessential downtown Winter Park lifestyle! The classic, updated, 1 bed/1 bath, turnkey condo exemplifies accessible, easy living, while located only 1 block from Park Avenue. Move-in ready, this unit is located on the 5th floor, with great views of Downtown Winter Park and Orlando. The south facing condo consistently keeps this unit bursting with sunlight! A convenient bar area is located just off the foyer, with a beverage refrigerator and granite countertops. Past the foyer is a renovated, white kitchen with stainless steel appliances, accented by upper glass cabinets with interior and undercabinet lighting. The kitchen overlooks the dining and family areas. Modern LED light fixtures in the entrance, bar area, and dinette add a fresh touch, while all 4 windows were replaced and upgraded to Category 5 Hurricane-Rated windows. The bedroom is spacious, boasting a large walk-in closet, and the hall bathroom offers a shower with a tub, and a large medicine cabinet for extra storage. A nice size linen/storage closet is located between the bedroom and bathroom. Other conveniences include 1 designated, covered parking spot near the building entrance and additional guest parking, recently updated with stone pavers. The community lap pool is wrapped in a spacious paver deck with a pergola and a grill area that is perfect for spending cool evenings outdoors. The secured building requires a key or code to access the lobby and is equipped with a security call box for your guests to be buzzed into the building. Upon entrance, you will be greeted by a recently renovated lobby, which is perfect for meeting guests and community meetings. Just a block from Park Avenue, you’ll have easy access to all the amenities of downtown Winter Park, like Central Park, fabulous boutique shops, & award-winning restaurants.

251 E Canton Avenue Unit 251, Winter Park

$1,375,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code

413 Balmoral Road combines contemporary Craftsman design features with traditional charm. The floor plan delivers loads of character along with the privacy needed for separate living activities. The chef’s kitchen with attached breakfast room/butler’s pantry has Sub-Zero, Wolf and Miele appliances and custom handmade wall tiles. Included are an oversized gas range, warming drawer, wall oven, microwave, separate refrigerator, freezer, beverage fridge with freezer, 3 dishwashers, 3 sinks, 3 disposals and a built-in coffee station and blender. The large island has a heavy-duty mixer lift and plenty of storage. The cabinetry is solid wood with soft close features. There is a walk-in pantry. An attached vaulted ceiling family room with gas fireplace and tranquil water view provides the perfect setting to connect and relax. The home also has two additional living areas-one includes the home entertainment system and a wood burning fireplace. The second area is attached to the formal dining room and the 2 walls of glass create a harmonious connection with the outdoors. The expansive primary suite is a private retreat and includes a bonus dressing room, office or nursery; an ensuite bath with water closet, linen closet, walk in and built-in closets, a laundry room with sink and easy pool access. Additionally, there is a second office space, 2 bedrooms, 2 baths (hall/pool bath and a jack-n-jill) and a mud room/drop zone across from the garage. There are an abundance of extra coat and linen closets throughout the home. The attached two car garage has plenty of room for your vehicles, extra storage and a second washer and dryer. Located on an oversized lot, the private, fenced backyard oasis provides a sanctuary for calming the nerves and enjoying a refreshing dip in the pool (which was refurbished a couple of years ago). The covered rear deck provides plenty of shade and combined with the pool paver patio area, there is plenty of room for outdoor entertaining. There is a pond water view, buried utility lines and no immediate rear neighbors. Other features include Anderson dual pane windows (all but 2 bedrooms), a buried propane tank, gas grill hookup and storage on the deck off kitchen, six zone irrigation system with a separate water meter, 3 attic accesses -2 with pull-down stairs, 2 HVAC systems for zoned heat and cooling and a transferrable Terminix termite warranty. The architect owner has lived in this home for over 50 years. It has been a labor of love to create this unique, one-of-a-kind home in sought after Winter Park, FL with its top rated schools and world class shopping and dining. This home is conveniently located near area hospitals, UCF, downtown Orlando and Orlando International Airport. Don’t miss this rare opportunity to make this your next residence!

413 Balmoral Rd, Winter Park

$660,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Introducing a splendid opportunity in downtown Winter Park living! This remodeled 2-bedroom, 2-bath condominium offers a prime location on the serene shores of Lake Osceola. With 1,143 square feet of living space, this unit exudes a light and airy feel, accentuated by warm-toned floors and an abundance of natural light. Notable features include two remodeled baths, with a walk-in shower in the master suite and a shower-tub combo in the hall bath, both elegantly enclosed in glass. The master bedroom boasts an en-suite bath, a dressing area with ample closet space, and even potential for adding a washer and dryer for added convenience. The separate kitchen, with the possibility for a simple cosmetic remodel, opens to a generous living and dining area, ideal for hosting guests or simply relaxing with tranquil views. Step outside to the oversized balcony, cocooned in privacy by mature landscaping, and enjoy vistas over the pool, lush greens, and the shimmering lake just around the corner. This condominium offers more than just comfortable living; it's a gateway to a lifestyle of luxury and convenience. Covered parking, an elevator, and proximity to daily amenities enhance the overall experience. Within the complex, you'll discover an array of amenities, including boat docks for water enthusiasts, a well-equipped gym for fitness enthusiasts, and an elegant community room for gatherings. Expertly managed by FirstService, this home promises a harmonious living experience. It's mere steps from the renowned shopping and dining on Park Avenue. Plus, you'll find the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College all within this vibrant community. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing, and request the floor plan to discover how this exceptional unit can be your ideal home. Room Feature: Linen Closet In Bath (Primary Bedroom).

106 S Interlachen Avenue Unit 416, Winter Park

$1,775,000

5 Beds ⋅ 4 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Luxurious Haven of Modern living in Winter Park! This stunning newer construction home presents an exceptional opportunity to embrace the epitome of elegance and comfort. This architectural gem boasts a harmonious blend of sleek lines and design, creating a seamless connection between the indoor and outdoor spaces. With 4,100 sq ft of thoughtfully designed living space, the house offers 5 bedrooms and 4 full baths of generous proportions and an abundance of natural light throughout. Chicago reclaimed brick paver driveway welcomes guests with a warm historical yet refined drive and sidewalk, just a hint of what awaits beyond the threshold. The heart of the home is the chef-inspired kitchen, equipped with a breakfast bar, stainless steel appliances, premium countertops, and a large pantry. The large living space boasts a fireplace with reclaimed Chicago Brick and log mantel. Full-length sliding glass doors lead you to a spacious lanai with a summer kitchen, wood ceiling, and recessed lighting. Enjoy the outside as you enter a private oasis with a meticulously landscaped yard, pool, and an outside kitchen area perfect for outdoor entertaining and relaxation. The master suite is your private retreat, featuring a spa-like ensuite bathroom with a soaking tub, separate shower, and a walk-in closet that's a dream come true. Your master retreat offers complete privacy as the only bedroom on the first floor. The first floor boasts a master ensuite, striking bathroom and an amazing closet, living room, dining room, kitchen, pantry, laundry, and a private office and an additional bath along with a staircase leading to the large loft, four amazing bedrooms, two stunning baths, and a rumpus room. The oversized two-car garage affords space for storage, high ceilings, and a walled-off bike, storage, or possibly a workout room, you decide. Enjoy the best of both worlds- a serene neighborhood setting that's also just minutes away from Winter Park’s Park Ave, fine dining, shopping, entertainment, and a refined lifestyle along with a breathtaking home with room to grow, a large backyard with amazing pool with no rear neighbors and just across from the lake.

1814 Barker Drive, Winter Park

$1,275,000

4 Beds ⋅ 4 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code

Move In Ready Just For You!! Do not wait to see this amazing Winter Park home! Enjoy all the benefits of a newer home with all the luxurious features while experiencing a great neighborhood with soooo many conveniences including sought after the Audubon Park K-8 School plus local shops & dining at the nearby Corrine Corridor & Downtown Baldwin Park. You can play all day at Blue Jacket Park, the perfect place to picnic or participate in its many year-round outdoor activities. This could be the one you have been waiting for and you should reach out today to schedule a private showing. Hi-Flex floor plan offering downstairs master and private office with 3 bedrooms and large loft upstairs perfect if you need to spread out. Beautiful open kitchen featuring huge island with seating, cooktop with hood, built-in wall oven and microwave, wine refrigerator, walk-in pantry, tons of cabinets and counter space & designer back splash. The great room space is usually where owners relax and spend the most of their time and it is impressive with tons of natural light, wood flooring, and beautiful views overlooking the pool and private backyard. The downstairs Owner's Retreat is oversized and has a large en-suite bath featuring separate vanities, walk-in shower, garden tub and 2 oversized walk-in closets. While the upstairs features one bedroom with adjoining bath, two bedrooms with jack & jill style bath, plus a loft/ bonus room area. Schedule your private showing today and make it your "Home for the Holidays!" Room Feature: Linen Closet In Bath (Primary Bedroom).

2715 Wright Avenue, Winter Park

$475,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Welcome to this charming home nestled near the picturesque Blue Jacket Park and vibrant Baldwin Park neighborhood! This delightful property offers a prime location, with easy access to excellent schools, shopping destinations, top-notch restaurants, and a variety of entertainment options, making it an ideal choice for anyone seeking a comfortable and convenient lifestyle. As you step inside, you'll immediately appreciate the unique blend of classic and modern features. The terrazzo floors exude timeless elegance, while ceramic tile and laminate floors provide both durability and style. This mix of flooring creates a warm and inviting atmosphere throughout the home. Built in 1964, this home boasts a solid block construction that has stood the test of time, showcasing its good bones. The sturdy build ensures the longevity and structural integrity of the property, giving you peace of mind for years to come. The interior layout is well-designed, offering comfortable living spaces and a seamless flow between rooms. The two bedrooms provide ample space for relaxation, and the two bathrooms add convenience and functionality to your daily routine. The surrounding neighborhood is a true gem. Blue Jacket Park, with its lush greenery and recreational amenities, offers a perfect spot for outdoor enthusiasts and families alike. Baldwin Park, known for its vibrant community and bustling town center, is just a stone's throw away, providing endless options for shopping, dining, and entertainment. Whether you're looking for a starter home, downsizing, or an investment opportunity, this property's prime location and solid structure make it a fantastic choice. Don't miss the chance to make this house your home, as it offers the perfect blend of comfort and convenience in a sought-after area. Schedule a viewing and experience the potential of this timeless property for yourself!

615 Glenridge Way, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Welcome to the heart of Winter Park, where luxury & modern living converge in this exceptional single-family home, located one half-mile from the iconic restaurants & retail lining Park Avenue. Approach the property via a long paver driveway, providing ample parking space for guests. The exterior boasts a striking combination of layered materials, including stucco, brick & metal that creates a bold yet inviting facade. Large format glass windows, glass doors and even a glass garage door flood the home with natural light & offer a seamless feeling of connection to the outdoors. As you enter the home, you will be greeted by a stunning 2-story foyer that sets the tone for the dramatic elegance that awaits within. The main living areas on the first floor are open to one another & were designed for both comfort & style, featuring wide plank natural hue wood flooring, neutral color paint, tall baseboards, remote controlled window treatments, modern lighting, a striking black metal stairway railing & a gas-fueled fireplace w/ dramatic floor to ceiling surround upon which is a flat screen television is mounted. The kitchen is a masterpiece, with white cabinets illuminated by under-cabinet lighting, a substantial island with a waterfall edge counter-top and seating for five, a white marble backsplash, under-mount, double barrel sink with extendable faucet as well as GE Monogram stainless steel appliances, including a natural gas range & under counter microwave. Tall windows & glass doors continue throughout, blurring the boundaries between indoors & out. The collapsible sliding glass door at the rear of the home seamlessly opens the living spaces to the exterior. The backyard was thoughtfully plumbed for a summer kitchen & offers a cocktail pool, an outdoor shower & deck for lounging. The mature landscaping ensures privacy and tranquility. The second floor boasts three spacious bedrooms, each with an en-suite bathroom, abundant natural light, custom closet organization, tall ceilings and quality finishes selected within a neutral palette. The convenience of a second-floor laundry room with LG Signature all-in-one washer and dryer, cabinetry consistent with the kitchen & a stainless sink should not be overlooked. The primary suite at the rear of the home is a true retreat, featuring a spacious bathroom w/ a glass-enclosed dual head shower, a private water closet, two clothing closets w/ customization & a floating warm wood vanity for storage, double sinks, expansive mirror w/ built-in modern light fixtures & more. Modern recessed lighting, a fan w/ light kit, plush neutral carpet & a wall-mounted television complete the space. The primary suite offers direct access to a rear deck with ample space for comfortable seating, perfect for enjoying the private backyard view. This exceptional home includes an attached two-car tandem garage with the potential to convert part into additional interior living space, such as a downstairs office or 4th bedroom which would be adjacent to the full downstairs bathroom. Architectural design by Michael Wenrich, developed by Reid Berman, interior design by Steel Street Studios and built by Jim Winters, this home reflects a level of quality, craftsmanship and design that is truly unmatched. With only one owner, it has been lovingly maintained & is ready to welcome its next fortunate resident to experience the epitome of modern, luxury living. Don't miss the opportunity to make this exceptional property your own.

1270 Arlington Place, Winter Park

$4,250,000

4 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Welcome to "Modern Hacienda", the recipient of the 2022 American Residential Design Award - Best Custom Home by the American Institute of Building Design. A magnificent courtyard and garden masterpiece designed and built by award-winning and renowned architect/builder, Phil Kean Design Group. A perfect blend of indoor and outdoor living located on a lovely, large private oversized lot, walking distance to Park Avenue and Rollins College. With just over 4000 square feet, this one-story sprawling villa includes 14 ft. vaulted ceilings in the main living and gallery room, an oversized state-of-the-art Wolf/Subzero kitchen, a detached guest apartment with private living room, kitchenette, washer/dryer, and patio overlooking the pool and backyard. The very private owner's suite offers a luxury bathroom with two separate walk-in closets. The oversized, side-entry garage accomodates 4 cars, and is accessed by a covered walkway. The custom European-style cocktail pool is a focal point to the professionally landscaped backyard oasis, flanked by gorgeous, resort-style covered lanais.

120 Trismen Terrace, Winter Park

$1,200,000

4 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Rare Winter Park opportunity to own a renovated and move-in ready home overlooking Lake Wilbar. The home exemplifies the best of Olde Winter Park with its brick streets and oak tree canopy. A lovely chef's kitchen opens into a large sun filled family room with French doors that lead to an amazing 13 by 33 foot covered paver patio with retractable screens. The patio features a tongue-in-grove ceiling with wood beams. Fabulous white vinyl fenced manicured back yard with room for a pool and play set, and a side yard with raised irrigated garden beds. Main floor features include a flex room that could be used as a playroom or office and separate dining room. The home has beautiful wood floors, crown molding and wooden shutters. Upstairs there are four very spacious bedrooms each with its own en suite bathroom. The master bath has two walk-in closets. Amazing attic space for storage with pull down stairs. Roof 2021, Andersen windows 2021, plumbing 2018, electric update 2018. Convenient access to the shops and restaurants of Park Avenue, Phelps Park, Winter Park YMCA and Lakemont Elementary.

1525 Wilbar Circle, Winter Park

$3,100,000

4 Beds ⋅ 6 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Fantastic new home that will take your breath away. Central location, heart of the Via's and steps from the Racquet Club. Completed in 2022 by design build firm Z Properties. This house has a super efficient and well thought out floor plan with thoughtfully designed, flexible spaces and gorgeous interior and exterior details. Four bedrooms - 2 up and 2 down, 4 way split - each with en suite bath. Chef's kitchen with True refrigerator, freezer, ice and beverage along with a Wolf Range and Bosch dishwasher. The kitchen has custom walnut cabinetry. The house glows with Venetian plaster throughout. Variable and multi zone ac make this house comfortable and efficient, cameras and security are top of the line. consider purchasing this house mostly furnished for a turn key experience. Car lift excluded

2080 Sharon Road, Winter Park

$1,650,000

3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can be used as additional bedrooms, beautiful natural oak floors throughout, higher ceilings with varied heights up to 12 feet, extensive millwork, moldings & built-ins, newer windows, 2 natural gas fireplaces, wet bar, and generous-sized laundry room. The eat-in island kitchen was completely renovated in 2017 designed by Signature Kitchens with Wolf & Bosch appliances, custom cabinets, and quartz countertops. The expansive owner’s suite has a large bedroom with a fireplace, spa-like bathroom with walk-in shower and separate soaker tub, and 2 walk-in closets. Outdoor living areas include a covered porch with a remote-controlled ceiling to enjoy the outdoor living rain or shine, a summer kitchen with natural gas grill, all overlooking a beautiful private and manicured yard with mature landscaping. Natural gas generator. A short distance to Park Avenue, YMCA, and within the top-rated Winter Park school system.

1120 Palmer Ave, Winter Park

$1,175,000

3 Beds ⋅ 3 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of LAKE VIRGINIA FROM EVERY ROOM. The two balconies total 50 feet and are accessible from every room! Truely special, this is not just a place to live; not just any condo; it's a sanctuary of peace and tranquility, offering a lifestyle that's second to none! This fifth-story condo boasts TWO private balconies with 50 feet of LAKEFRONT VIEWS…! From the moment you walk in, you'll experience open, airy, & bright living spaces that beckon you to call this place home. YES… each room opens up to awe-inspiring views that will take your breath away. Two master suites, one on each side of the condo, provide the ultimate in privacy. And let's not forget the abundance of upgrades throughout this remarkable residence: 2022 both AC units were replaced, new plumbing, 2 new GORGEOUS bathrooms with imported marble, new fixtures & lighting, wood floors were refinished…all that is left to do is for you to move-in! Imagine waking up to the gentle caress of a fresh morning breeze from your fifth-floor condo overlooking Lake Virginia! Step out onto your private balcony with your cup of coffee,, basking in the glow of the rising sun over the tranquil waters. It's a moment to center yourself, to find complete peacefulness before the day begins. When the day ends, picture yourself unwinding by the lakefront saltwater pool or sitting on one of your TWO private balconies, sipping on early evening cocktails with your loved one. The world fades away as you share moments of pure bliss. You'll be treated to breathtaking sunsets and even the occasional rocket launch! This isn't just a living space though; it's a LIFESTYLE. You'll enjoy access to a range of first-class amenities, including Winter Park Chain of Lakes access which is a stunning network of six interconnected lakes and navigable Venetian-style canals. Birdwatching, lush scenery, and historic estates await you. The condo has rentable boat slips (based on availability), a lakefront saltwater pool and spa, a lakefront fire pit and BBQ area, a clubroom with a kitchen, outdoor entertaining space, a fitness room, a rentable poolside guest suite, and paddleboard & kayak racks. Live like you're on vacation every day in this resort-style condominium. With two assigned parking spaces and private storage, convenience is at your doorstep. Nestled in the heart of Winter Park, you'll relish the convenience of being within walking distance of "THE AVENUE," known for its world-renowned boutique shopping, restaurants, and museums. Plus, easy access to downtown Orlando, MCO, and all the major attractions, ensuring that every day is an adventure. Call now to schedule your private viewing. Don't miss this one-of-a-kind chance to own a truly unique lifestyle in Winter Park….Make it yours today!

690 Osceola Avenue Unit 504, Winter Park

$1,260,000

5 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

This custom 5-bedroom, 3-bath home just steps from Winter Park's exclusive Vias neighborhood features interior architectural accents throughout, including hardwood floors, architectural ceilings, and custom closets and shelving in each bedroom. Enjoy the 2,577 sq. ft. home's professionally designed lush landscaping, trees and backyard privacy from a heated saltwater pool and spa and covered lanai with stained tongue and groove ceiling. A gourmet kitchen with quartz counter tops includes an oversized island with seating for four, Miele and subzero appliances, white shaker style cabinets and a kitchen tile backsplash. The elegant master suite includes spacious closets, a soaking tub, large European sport showers, designer porcelain tile, and Moen faucets. Designed as a smart home perfect for entertainment and working from home, it includes high-speed WIFI with professional CAT 6 wiring, an upgraded alarm system with five cameras, and programmable Nest thermostats controlling the zoned air conditioning system. Other interior features include upgraded crown molding throughout, motorized blinds, 4-panel shaker solid core doors, 6-inch baseboards, and a tankless water heater. A covered front porch includes Old Chicago brick pavers, a tongue and groove ceiling, and metal roof. Other exterior accents include sand finish smooth stucco, Shaker siding on the front, a front covered porch , a sand set paver driveway and walkway, low voltage landscape lighting and a privacy fence. The garage was upgraded with epoxy flooring. This great location is zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High School.

1320 Bessmor Road, Winter Park

$672,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Take advantage of a Buyer's mistake and move right in. (Clean 4-Point inspection, wind mitigation report and survey available.) Come see this gorgeous refreshed and remodeled MOVE-IN READY home, with a huge fenced in backyard in highly sought after Winter Park! This open concept, split-plan home boasts four bedrooms, three full bathrooms, a large living room, an eat-in kitchen area, a huge dining room, plus an extra room with beautiful French doors. Natural light fills every corner of this contemporary space. Within the past five years countless upgrades have been made; exterior and interior freshly painted, kitchen renovation including new wood cabinetry, quartz countertops and new stainless steel appliances, bamboo flooring installed, and all three bathrooms freshened up with granite countertops and new vanities. More recently, in 2019, new washer and dryer replaced in the inside laundry room, new modern blinds installed on all of the big windows for privacy, new side gate built into the white vinyl fencing, and new heavy duty insulation added in the attic. In 2020, a new garage door was installed, a new exterior back door leading to the patio was created, and BOTH Air Conditioning systems were replaced. (One in 2019, the other in 2020.) In 2023, a brand new garbage disposal and dishwasher were installed. For extra peace of mind, a complimentary complete 1-year Home Warranty is provided! Also, this spacious home with its huge backyard has plenty of room for a pool, it's zoned for the top-rated school district, is close to prestigious Rollins College and minutes away from beautiful downtown Winter Park. Don't miss your chance. Schedule your private showing today!

350 N Phelps Avenue, Winter Park

$3,325,000

4 Beds ⋅ 5 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

This stunning DETACHED LUXURY, URBAN, ELEVATOR home, meticulously crafted by the renowned Phil Kean Design Group, presents itself as an opulent haven in the heart of Downtown Winter Park, FL. With innovative modern architecture & state-of-the-art technology, this magnificent residence has been classified as a Net Zero/-16HRZ energy rating, producing more power than it uses, making it one of the most eco-friendly homes on the market. Designated as a showcase home for the National Association of Home Builders & International Builders Showcase, the interior spanning across three levels, boasts elegance coupled with unsurpassed luxury. The grand entrance on the FIRST level welcomes you with an exquisite gallery, adorned with conversational spaces, an en-suite bedroom, an office or bedroom, a mud room with doggie door, fenced dog run, & a spacious oversized 3 car garage equipped with an electric car charger and overhead storage system. Ascend to the SECOND level and discover the primary owner's suite, an absolute masterpiece, with a spa-like bath fitted with a steam shower, a lavish & posh walk-in closet with showcase lighted storage & a storage island. A workout room/additional bedroom) with a full-sized sauna adds to the retreat-like atmosphere of this floor. Here there is a large loft/flex space perfect for a lounge or office and a beautiful laundry room with double LG washer & dryer sets and a phenomenal dry-cleaning closet, the next must have appliance! The TOP level of this home is a showstopper. With an open-concept design and breathtaking green views from every angle, this luxurious and expansive area will be the perfect place to entertain guests or unwind after a long day. This level features a well-lit dining area, a stunning wet bar, a warm and cozy fireplace, 2 outdoor balconies ideal for basking in beautiful views and enjoying Florida’s outdoor living. The exquisite kitchen, hailed as the "Best Kitchen in Country 2020," will be a chef’s dream and is fitted with state-of-the-art Wolf & Signature appliances, including a 48-inch dual fuel range and 4 Wi-Fi-enabled smart ovens & a sous vide cooking system for perfectly cooked meals every time. The kitchen also features a built in Espresso Maker for a perfect coffee to compliment the beautiful surroundings. Lighted, Temperature-controlled wine towers built to impress any wine connoisseur and boast ample space for up to 600 bottles of your favorite vintage. The home is unique in every sense of the word. With its 14-foot ceilings, 12-foot external doors, symphony of natural light, and awe-inspiring views, the home is a haven of unparalleled sophistication. The floating walnut staircase with unique underlighting will surely captivate your attention & add a touch of class to the space. The elevator with leather walls and brass flooring provides easy access to all three floors and adds to the home's elegance. Additional features, such as a whole-home generator, state of the art home security system, Panasonic air filtration system, 2 tankless, gas water heaters, Control4 Home automation system, outdoor terraces, summer kitchen, and automated louvered porch roofing system, solar panels on roof, & remote-controlled balcony screens will deliver convenience and peace of mind to all. Located in Hannibal Square's dining and shopping district & a short 3 block walk to Park Avenue for entertainment, dining, shopping, museums and galleries, and Central Park for picnics, strolls and Festivals.

674 W Morse Boulevard, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

This large and very charming 3 bedroom, 2 bathroom Winter Park home is looking for a new owner. This newly renovated and well-looked-after home is truly move-in ready, just waiting for its next owner to make memories. The impressive list of improvements includes a NEW HVAC system in 2021 and remodeling of the kitchen and BOTH bathrooms in 2021. Beautiful barn door to the primary bathroom. The home has been completely rewired with a new electrical box, new outlets, both interior and exterior, added dimmer switches, and new plates throughout in 2022. Brand new ceiling fans with in-wall and handheld remotes were installed in 2022 when the home also got a brand-new chandelier in the dining room. Added Bluetooth exhaust fans with mood lights in both bathrooms in 2022. Wood shelves and hanging rods installed in all closets, secondary bathroom, and laundry romm in 2022. Added separate AC unit to laundry room in 2022. Popcorn ceiling removed in 2022. Sanded and repainted all trim in 2022. Repainted interior in 2022. Installed dual (top/bottom-opening) cellular blinds on all windows for maximum light AND privacy on all windows in 2022. Added landscaping and plants in 2022. The home also offers a fully fenced large backyard, ample parking in front, and mature landscaping. Sitting on a 0.2 acre R2-zoned lot, there is a potential to expand the already generous living space or add a secondary dwelling on the lot. Located in a quiet residential neighborhood close to Mead Gardens, restaurants and shopping, this home offers the best in Winter Park living. Schedule your showing today and come see for yourself.

1319 Orchid Avenue, Winter Park

$600,000

4 Beds ⋅ 4 Baths ⋅ Parklando #3 SubDv. ⋅ 32789 Zip Code

Look no further, bring your own builder and build your dream home on this a quiet Cul-De-Sac in Winter Park! Over 1/3 acre homesite on private street and walking distance to the nearby Audubon Park K-8 School. Enjoy local shopping & dining in the Audubon Park District, East End Market & close by Downtown Baldwin Park. Plus you can play all day at Blue Jacket Park, the perfect place to picnic or participate in its many year-round outdoor activities. This could be the one you have been waiting for if you have been looking for land to build.

2619 Winter Park Road, Winter Park

$875,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Buyer Financing Fell Through. Don't miss this exquisite ORWIN MANOR residence, nestled in the heart of a historic neighborhood. With 3 bedrooms, 2 baths, and an additional half bath by the poolside retreat. This home spans 2,114 sq ft and features beautiful WOOD FLOORING throughout. The one-car garage blends seamlessly with the classic design. Enter a refined and upscale ambiance adorned with VAULTED CEILINGS that create an expansive sense of space, complemented by the gentle glow of RECESSED LIGHTING, and enriched with luxurious high-end finishes. A GAS FIREPLACE sets a cozy atmosphere in the formal living area, while the adjacent dining room is perfect for intimate dinners. The spacious family room with CUSTOM NANYA DOORS opens to the enchanting backyard oasis. The impeccably outfitted kitchen showcases stunning quartz countertops, gleaming STAINLESS-STEEL APPLIANCES, and a NATURAL GAS RANGE complete with a convenient pot filler. The master suite is a private sanctuary with DUAL SINKS, a WALK-IN CLOSET, and a luxurious bath with a separate shower and soaking tub. Two additional guest bedrooms share a beautiful bath with a REFRESHING RAIN SHOWER. The backyard boasts meticulously designed landscaping reminiscent of a LUSH TROPICAL PARADISE, an elegantly appointed patio space, and an inviting round SALTWATER POOL that's comfortably HEATED. Conveniently located close to Winter Park's Park Avenue, Downtown Orlando, AdventHealth, and I-4, this home is both beautiful and convenient. Additional practical upgrades include a gas-heated TANKLESS WATER HEATER and a WHOLE-HOUSE GENERATOR. Don't miss out on the opportunity to embrace the elegance, convenience, and comfort of Orwin Manor living at its finest.

1714 Westchester Avenue, Winter Park

$615,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Welcome to your future home! Enjoy Winter Park Lifestyle with this beautiful new construction that offer modern finishes, open floor plan and two car garage. Finishes were tastefully picked for this home and features; tile throughout the living room, quartz counter tops, upgraded light fixtures collection, upgraded appliances and more. Conveniently located only a short drive to Park Avenue and everything else that Winter Park has to offer.

2739 Riddle Drive, Winter Park

$680,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

2 separate units, the main house is a 2 bedroom, 1 bath and the back home is a 1 bedroom, 1 bath. Fully upgraded luxury home and mother in law suite/additional rental. Main home - Brand new high end upgrades throughout include; Brand new quartz countertops with a matching quartz kitchen backsplash, brand new custom soft close cabinets with hardware in the kitchen, brand new laminate and tile flooring throughout, brand new high end stainless steel appliances, with a wine cooler and all new plumbing fixtures. The bathroom includes brand new tile shower, new vanity with brand new high-end countertop, new mirror, plumbing fixtures and toilet. All new lighting and fans throughout. Back home - brand new soft close cabinets in the kitchen, quartz counter-tops, glass tile backsplash, brand new stainless steel appliances, brand new laminate and tile flooring throughout. The bathroom includes brand new tile shower, new vanity with brand new countertop, new mirror, plumbing fixtures and toilet. All new lighting throughout. Both units were fully painted inside and out, and fresh landscaping installed. The property has custom premium upgrades throughout that look like a new model home. Both units have brand new plumbing and brand new electrical throughout, both units have brand new A/C, brand new electrical panels, the main house has a new roof, both units have brand new tankless hot water heaters, brand new paver driveway, brand new cabinetry with soft close throughout, brand new LED lighting and brand new appliances.

1530 Berkshire Avenue, Winter Park

$472,500

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

LOCATION LOCATION LOCATION! Two minutes to I-4 for easy commute. Gorgeous open concept recently renovated cozy and charming 4 bedroom/3 bath in sought after city of Winter Park. Upgraded modern kitchen featuring white shaker style cabinets to ceiling with crown molding including brass hardware, soft close doors/drawers, built in large pantry with pull out drawers, cabinet enclosed counter depth French drawer refrigerator, all new appliances, oversized single trough stainless steel sink with brass faucet, modern quartz countertops and expanded backsplash to ceiling. Engineered hardwood throughout with spacious family room featuring a wood burning fireplace open to the main living areas. Additional formal sitting area/flex space with room for a large dining room table featuring modern light fixture.Master bath features marble subway tile to ceiling with custom shower niche and seamless glass shower enclosure. Hall bathroom features custom vanity with plenty of storage, quartz countertop with undermount porcelain sink and upgraded Kohler toilet. Fourth bedroom is split from additional bedrooms and has an attached full bath with new separate tankless hot water heater and oversized walk-in closet. Spacious car port with privacy fence and pavers to allow additional parking. Two large outdoor storage areas. Large backyard with endless potential with covered back porch and additional uncovered patio for entertaining. Fully fenced in backyard.No HOA. Close to Downtown Winter Park and tons of shopping, dining, and entertainment options close by.

2337 Albert Lee Pkwy, Winter Park

$1,395,000

Comstock Park SubDv. ⋅ 32789 Zip Code

Build your dream home on this oversized half acre + lot that is 24,461sf or approximately 150x162’. It sits on a quiet tree-lined brick street in the heart of Winter Park, with a circle driveway and lots of mature landscaping. Conveniently located to downtown Park Avenue’s shops and restaurants, with easy access to Maitland City Centre and downtown Orlando.

1621 Lakehurst Avenue, Winter Park

$5,500,000

5 Beds ⋅ 6 Baths ⋅ Lt A Blk A Rep SubDv. ⋅ 32789 Zip Code

Sold Data Entry Only

1180 N Park Avenue, Winter Park

$2,090,000

4 Beds ⋅ 4 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

LAKEFRONT 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Killarney. Offering an expansive 3,555 SF interior layout the home features a 4 bedroom, 3.5 bath, split-bedroom floorplan with a dedicated office. The family/great room at the back of the home has 3 sets of French doors that open to the lanai and screened pool area overlooking the tranquil waters. Off the family room is the dining room and kitchen. The chef’s kitchen is a dream space to work in: bar top peninsula, large island, deep counters, high end, stainless steel appliances, and a pass thru window. The master bedroom also sits at the back of the home taking full advantage of those water views and features two walk-in closets and an en suite bath complete with a dressing vanity. Two of the guest bedrooms are comfortably sized and share a hall bath with tub/shower combo. The fourth bedroom is larger and has its own private bath with walk in shower. There’s no shortage of outdoor living space at this home. From the covered lanai, to the pool and spa, to the covered boathouse with lift, you’ll find there are year-round opportunities to entertain friends and family at this lakefront oasis. Although this home is tucked away in a quiet neighborhood nearby shops and restaurants are just around the corner. Lake Killarney is just minutes from Park Avenue, the Winter Park Village, the Enzian, Whole Foods, and more. Additional property highlights include European Red Oak floors, recessed lighting, a wood burning fireplace, and custom built-ins. For more information on this fantastic waterfront property, inquire today!

2100 Lake Drive, Winter Park

$1,464,000

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

ENJOY LUXURY & MAINTENANCE FREE LIVING WITH PREMIUM WINTER PARK LOCATION IN THIS VILASA TOWNHOME WITH ELEVATOR! OWNER IS RELOCATING AFTER SPARING NO EXPENSE FOR HIGH-END UPGRADES, ADDITIONAL DESIGNER FEATURES ADDED THROUGHOUT AND LIGHTLY LIVING HERE! The carefully selected award-winning design team of Nasrallah Architectural Group, Ted Maines Interior and Jordan Builders combined forces to orchestrate this exquisite residence of two-story block construction with extra insulation and double pane Pella windows, wood accents, architectural wrought iron stairway and park-like views-all steps away from downtown WP! Your friends and family are welcomed to the bright and open living area of combined kitchen, dining and living room with 13-foot ceilings, designer classic modern lighting, luxury vinyl flooring and picturesque views to the outdoors! The spacious living room is a music lover’s dream with 7.1 Control 4 Surround Sound all powered by Synergy and controllable by one remote and/or phone for TV’s and Yamaha stereo sound inside/outside of the home, lights, window shades, fans, Nest, and alarm- fully automated with no wires! Overlooking the living and dining room, is the Chef’s gourmet kitchen well-appointed with top-of-the-line stainless Sub-Zero French door refrigerator, Wolf built-in microwave and 4 burner gas range with center griddle with convection oven and stainless hood, Cove near-silent dishwasher, quartz counters and designer backsplash, an abundance of flat panel cabinetry and under-mount oversized black sink! The large floating quartz island is perfect for quick meals, chef assistants and tasters while looking through the double stacking sliding glass doors to the private covered lanai with automated screens, gas grill and landscaped greenspace-perfect for year-round enjoyment. Nearby is the built-in butler area with wine refrigerator for servicing your favorite beverage, a guest half bath, access to the oversized 2-car garage with insulated garage door along and ample street parking for all your guests. Lighted steps and wood floored stairs lead to a large den/loft with 5.1 Surround Sound and automated window coverings in order to enjoy your favorite TV series before heading to bed! Or you can ride the wood lined quiet elevator! Two floor-to-ceiling glass doors open to the relaxing balcony overlooking the property’s entrance and beyond. Upstairs the 10- foot ceilings and added insulation allow all 3 bedrooms to experience quietness and their preferred temperature with Nest. Spacious master with an abundance of natural light has an elegant fan and dual designer customized walk-in closets. The refreshing bath will spoil you after a day of enjoying Park Ave with the luxurious oversized soaking tub, marbled-wall glass shower and dual quartz vanities. Hall leads to 2 more stately suits sharing a Jack-n-Jill bath offering an expansive dual quartz vanity, designer created wall and private glass shower. Full-size laundry room has a generous amount of custom cabinetry, quartz counter and an under mounted stainless sink. This home has everything you need to enjoy the nicely added luxurious details including green and energy efficient features while having a maintenance free Winter Park lifestyle: steps away from Park Ave, Winter Park 9, Rollins, Hannibal Square and renovated Winter Park Village-also zoned for top schools. Please see feature sheet for details of this one-of-a-kind townhome and warranties transferring to the new owner!

518 W Swoope Avenue, Winter Park

$4,500,000

5 Beds ⋅ 7 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Beautiful traditional Winter Park estate home on ¾ acre lot on a quiet dead end street. Expansive private backyard with pool and cabana. Renovated up to today’s standards with immaculate attention to detail including extensive moldings and millwork.

460 Virginia Drive, Winter Park

$2,846,000

4 Beds ⋅ 4 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

This exquisite residence features four spacious bedrooms, three and a half luxurious bathrooms, a convenient 2-car side-entry garage. Renovated from the ground up by Skolfield Homes in 2020, blending modern and traditional design seamlessly. The home is filled with an abundance of natural light and is highlighted by the light-toned wood flooring that flows throughout all living areas. This remarkable 3,772 square-foot open concept design in complete with delightful shiplap ceilings, sophisticated crown molding, a thoughtfully maintained temperature-controlled wine room, and an array of exquisite designer accents. The gourmet kitchen stands as the heart of the home, equipped with top-tier Wolf appliances, a natural gas stove, and custom white cabinets. The kitchen effortlessly flows into the spacious dining area and family room, which is graced by a cozy fireplace and expansive glass doors that opens to the sprawling outdoor living area. The bright and airy first-floor master suite boasts vaulted ceilings, a stylish double vanity, a spacious walk-in shower, and a generously sized closet. Completing the first floor is a versatile office/bonus room, a convenient half bath, and a well-appointed laundry room. Venturing upstairs, you'll discover three spacious guest suites, each thoughtfully designed, along with two full bathrooms to accommodate family and guests comfortably. The fenced backyard offers a peaceful retreat, featuring an inviting paver deck, a charming pergola, and a fully equipped summer kitchen complete with a smoker – a haven for outdoor gatherings and relaxation with ample space for future pool addition. Located on a substantial 0.34-acre corner lot with plenty of room to expand the home and near Park Avenue and zoned for A-rated schools. This property stands as a truly one-of-a-kind gem in the real estate market. Original structure built in 1992 with effective year built 2020.

1405 Green Cove Road, Winter Park

$669,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

***MOTIVATED SELLERS*** Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range with vented hood and stainless steel appliances, an open dining and family room area and a floor-to-ceiling view of the backyard from the sun room. The master bedroom with walk in closet is located on the ground floor. Two additional bedrooms and a full bath are located on the second floor. Interior of the home was just repainted, new garage door lift, roof replaced in 2017, circular driveway, front porch and brick backyard patio with fenced yard. Room for a pool. Located within biking distance of Park Avenue, Mead Gardens, Rollins College, East End Market and Baldwin Park. One mile from Audubon Park K-8 School and one mile to Winter Park High School 9th grade center. Seven minutes to AdventHealth Orlando hospital and seven minutes to AdventHealth Winter Park hospital. Text or call for a showing appointment

1710 Winter Park Road, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Location, Location, Location. This is a cute 3 bedroom 1 1/2 bathroom house located in 32789 part of Orwin Manor subdivision of beautiful Winter Park. The home is charming with a completely renovated kitchen with stainless steel appliances, granite counter tops and upgraded cabinetry. When you first walk in you will notice the original hardwood floors and bright living room with built in book case. Off the living area is one of 3 bedrooms, a dining area, indoor laundry room and much more. The home has a HUGE back yard, plenty of room for a pool or just entertaining on the lawn. Conveniently located to Winter Park downtown Historic District, Park Avenue and it's trendy restaurants and bars, downtown Orlando and Thornton Park. Don't miss out on this great home!!

1523 Berkshire Avenue, Winter Park

$150,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Wonderful opportunity to own this 2 bedroom first floor unit in Waterfall Cove with NEW PAINT & NEW CARPET!!!!!! The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. Waterfall Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Call today for your private showing!!!

1695 Lee Road Unit B114, Winter Park

$2,200,000

3 Beds ⋅ 2 Baths ⋅ Landmark Winter Park SubDv. ⋅ 32789 Zip Code

THE LANDMARK IS AN AWARD WINNING LUXURY BUILDING IN DOWNTOWN WINTER PARK. AS YOU ENTER THE SECURED MAIN ENTRY GATE, YOU ARE IMMEDIATELY IMPRESSED WITH THE MOSAIC TILE CEILING AND THE TILE FOUNTAIN AS THE CENTERPIECE TO THE OPEN AIR COURTYARD WITH A SUMMER KITCHEN AND A BEAUTIFUL SEATING AREA FOR ALL THE RESIDENTS TO ENJOY. TAKE THE SPACIOUS ELEVATOR TO YOUR RESIDENCE. AS YOU ENTER YOUR PRIVATE FRONT BALCONY PORCH OVERLOOKING THE OPEN AIR COURTYARD YOU WILL STEP INTO THE RESIDENCE. THIS STUNNING 3 BEDROOM, 2 BATH RESIDENCE HAS BEEN COMPLETELY UPDATED IN 2021 BY A TOP INTERIOR DESIGNER. BEAUTIFUL RICH HARDWOOD FLOORS THROUGHOUT, KOHLER PLUMBING FIXTURES, VISUAL COMFORT LIGHTING FIXTURES and a SONOS MUSIC SYSTEM. THE SPACIOUS CHEF’S DREAM KITCHEN IS EQUIPPED WITH ALL THE UPGRADED APPLIANCES YOU WOULD EXPECT IN A LUXURY HOME, THERMIDOR DOUBLE OVENS, SUBZERO REFRIGERATOR, and a MIELE DISHWASHER. Gorgeous cabinetry by BUSBY CABINETS. THE BRIGHT AND SPACIOUS LIVING ROOM/DINING ROOM IS PERFECT FOR ENTERTAINING FAMILY AND GUESTS. FRENCH DOORS LEAD TO A SECOND BACK BALCONY WITH CITY VIEWS. THE GENEROUS SIZED MASTER BEDROOM HAS A SEPARATE WALK IN CLOSET WITH BUILT INS FOR PLENTY OF STORAGE. THE MASTER BATH FEATURES A SEPARATE SOAKING TUB, WALK IN SHOWER, and DUAL VANITIES. THE ADDITIONAL BEDROOMS SHARE A BATH. THE 3RD BEDROOM IS CURRENTLY BEING USED AS AN OFFICE/DEN WITH BEAUTIFUL WOOD PANELING. YOU HAVE NEVER SEEN A LAUNDRY ROOM AS SPACIOUS AS THIS WITH FULL SIZE WASHER/DRYER, A SINK, BUILT IN DESK AND CABINETRY, EXTRA FRIG FOR LARGE DINNER PARTIES AS WELL AS A SEPARATE WINE FRIG. UPGRADED SECURITY CAMERAS THROUGHOUT THE BUILDING FOR ADDED SECURITY, AND THERE IS A PRIVATE LOCKED AREA FOR PARCEL DELIVERIES. EACH UNIT IS ASSIGNED 2 PARKING SPACES UNDERNEATH THE BUILDING IN THE SECURE PARKING AREA. THERE IS ALSO AN A/C STORAGE UNIT FOR EACH RESIDENT. WALK TO PARK AVE AND ENJOY DINING, SHOPPING AND COMMUNITY EVENTS THROUGHOUT THE YEAR IN CENTRAL PARK. THIS IS TRULY LUXURY LIVING IN THE HEART OF WINTER PARK. CALL TODAY FOR YOUR PRIVATE SHOWING AND START LIVING THE WINTER PARK LIFESTYLE!

140 E Morse Boulevard Unit I, Winter Park

$550,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums has consistently been a sought-after address for those seeking the pinnacle of Winter Park living. Boasting two bedrooms, one full bath, and spanning over 900 square feet of living space, this top floor condo provides ample room for comfortable living. Upon entering, a charming foyer effortlessly connects each room, leading you to a well-appointed kitchen featuring stainless steel appliances, granite countertops, and an abundance of cabinet and counter space. The living area extends an open invitation with an oversized screened balcony, offering a tranquil retreat with scenic views. The Cloisters offers a range of amenities, including a heated pool surrounded by meticulously maintained grounds, a clubhouse, a boat dock with six slips providing access to Lake Osceola, and a putting green. Conveniently located just a short stroll from Park Avenue, enjoy living walking distance from numerous dining and shopping options. Whether you prefer exploring Hannibal Square, or embarking on a boat ride along the Winter Park Chain of Lakes, this is Winter Park living at its finest.

102 S Interlachen Avenue Unit 510, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Mid Century Modern home with Craftsman style finishes perfect for the car enthusiast minutes from downtown Park Avenue. Single story ranch features soaring ceilings, large windows, slate looking porcelain tile floors throughout and custom Arts & Crafts style details throughout. Updated kitchen features Thermador appliances, Sub Zero refrigerator, custom cabinetry, cooking island and cozy seating area overlooking private walled gardens. Large primary suite with gas burning fireplace, individual sink areas, separate shower and tub area. Two separate 2 car garages have large rollup doors for recreational vehicles, cars and additional space for workshop and hobbies. One garage features 15' ceilings, air conditioning and rooftop terrace accessible by outdoor spiral staircase. Inside separate laundry room with lots of natural light.

1921 Englewood Road, Winter Park

$1,720,000

4 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Perched high on a corner lot, nestled between Bonita Dr. and Bryan Ave., along the brick streets of Winter Park, this .34 acre property is truly a little slice of private paradise. Back and better than ever, this home has a NEW roof, NEW plumbing, 4 NEW electrical panels and updated lighting, NEW hardwood floors downstairs, all NEW interior paint on the walls and trim, upgraded alarm system with new cameras, a NEW whole-house Culligan water filtration system, and NEW carpet upstairs…just to name a few of the recent 2023 updates. No, this is NOT a flip! Beyond the front glass doors is a spacious and open living area filled with natural light, boasting 10-foot ceilings. The rear of the home is lined with floor-to-ceiling windows, and French doors lead to a screened patio and a resort-style pool that will take your breath away. The first-floor master suite is large, and features vaulted ceilings, new wood floors, plantation shutters, French doors to the back patio, a double-sided fireplace between the large soaking tub, a private water closet with a bidet, and a large, functional walk-in closet. The open kitchen offers granite counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, and a dinette with a large bay window. The breakfast bar offers additional seating, and overlooks the family room, with gorgeous hardwood flooring, vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. The first floor is complete with a 3-car garage with tons of storage, a laundry room with a utility sink & laundry chute, a ½ powder bath, and a rear full bath with direct access to the backyard and pool. Upstairs offers all new carpet with 3 large bedrooms, all with walk-in closets, plus 2 full bathrooms, and a balcony overlooking the sprawling backyard. Outside you'll enjoy lush landscaping and the soothing sound of the pool fountains, with a privacy wall along Maiden Lane that makes it all feel like a secluded oasis. The large pool deck offers space for lounging, while additional dining space is available within the covered screened patio. Do you have a paddleboard or kayak? The City maintains a lakefront lot/park on Lake Osceola. The lakefront park is on Elizabeth Drive, off Bonita Dr. (No ramp or boat storage, just a lot to put in a paddleboard.) Surrounded by convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue – this location cannot be beat! Please ask for a list of the $140K in improvements, and a floorplan!

600 Maiden Lane, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Spacious first floor unit in Waterfall Cove 1 bedroom is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the patio. The master bedroom features an en suite bathroom and large walk in closet with lots of storage. Do not miss this opportunity to call this unit your own! Call for your private showing today! Currently leased until March 2024.

1695 Lee Road Unit C110, Winter Park

$1,450,000

5 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue – 40 Palmer Avenue, Winter Park – Offered at $1,595,000. Beautiful 4-bedroom, 3.5 bath home with an additional 1/1 guest apartment above the 3-car garage. Tastefully updated, this lovely residence features large, formal living spaces, a chef’s kitchen, and first floor primary bedroom. The grand living room at the front of the home draws design inspiration from Spanish Revival architecture and features oversized windows which overlook Winter Park’s majestic lakefront estates along Palmer Avenue and is complimented by brick flooring, vaulted beamed ceilings, and a gas fireplace. Located at the heart of the home is the gourmet kitchen with custom cabinetry, granite countertops, and high-end Thermador appliances. A bartop peninsula in the kitchen opens up to the family room which overlooks the backyard; French doors open up to the covered patio. Upstairs you’ll find 3 spacious guest bedrooms, two full baths, and an air-conditioned utility/storage room. Above the garage, with its own stairwell entry, is the full guest apartment offering a living space, kitchenette, separate bedroom, and full bath. Located within a half- mile of Park Avenue’s shops, restaurants, and museums, this home scores a 10+ on walkability and places you within walking distance to the Winter Park Golf Course and other nearby attractions. Additional highlights and improvements include: 3 new HVAC units, a brand new roof, natural gas, and more.

40 Palmer Avenue, Winter Park

$398,500

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Charming 2-Bedroom, 1-Bathroom Bungalow, Just Steps Away from Dubsdread Golf Club! As you approach this charming bungalow, you're immediately struck by its curb appeal. The home's façade exudes a timeless Florida charm with its manicured exterior, Recent Roof and Newer AC, and lush tropical landscaping. The meticulously maintained front yard welcomes you with a profusion of native plants, creating an inviting atmosphere that sets the tone for the entire property. The front porch, adorned with classic chairs, is the perfect spot to relax and soak in the warm Florida sunshine. It's an ideal place to unwind after a round of golf at Dubsdread or simply enjoy a cup of morning coffee while taking in the serene surroundings. Upon entering this bungalow, you'll be greeted by a cozy and light-filled living space that seamlessly flows into the dining area and kitchen. The open floor plan enhances the feeling of spaciousness, making it perfect for both daily living and entertainment. The living room is adorned with ceramic tile floors throughout that exude warmth and character. Large windows invite ample natural light, creating a bright and welcoming ambiance. A decorative woodburning fireplace adds a touch of old-world charm to the room, making it an ideal space for cozy evenings with family and friends. The adjacent dining area features comfortable seating, creating a quaint and intimate space for meals. The kitchen is efficiently designed with ample cabinet space, stainless steel appliances, and gorgeous granite countertops. The combination of modern appliances and classic cabinetry maintains the home's overall aesthetic while providing all the functionality you need for meal preparation. The primary bedroom is spacious and can accommodate a king-size bed, while the second bedroom is perfect for guests or use as a home office. Both bedrooms offer ample closet space, ensuring that storage is never an issue. The single bathroom in the home features a classic design with dual sinks, a bathtub with a shower, and updated vanity. The vintage charm is complemented by modern fixtures and finishes. One of the standout features of this bungalow is the expansive outdoor space in front and back. The backyard is surrounded by mature landscaping and native plants. It's the perfect setting for gardening, or simply unwinding in the fresh air. The patio deck is ideal for hosting barbecues and gatherings with friends and family. A one-car garage/workshop provides additional storage space and the convenience of covered parking. The long driveway can accommodate multiple vehicles, making it easy to host guests or even an RV if need be. Winter Park itself is known for its tree-lined streets, charming boutiques, and exceptional dining options, Winter Park is a community that values both its rich history and its commitment to modern living. Park Avenue, a short drive away, is a bustling hub of activity, featuring upscale shops, art galleries, and a wide array of restaurants and cafes. The Winter Park Farmers' Market, is a beloved local institution where you can sample fresh produce, artisanal goods, and enjoy live music. The city's parks offer recreational opportunities for residents of all ages, from jogging and picnicking to paddleboarding and kayaking. Families are drawn to Winter Park for its excellent schools. Welcome Home!

775 Baffie Avenue, Winter Park

$408,000

4 Beds ⋅ 3 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

STOP THE CAR! NEW LISTING ALERT in Winter Park has just HIT THE MARKET! Buyers Welcome to 1940 Galen Ave.! As you enter the Foyer of your New Home you will be blown away at the Absolutely Stunning Interior! Wide open space, Oversized Windows allow for a plethora of Natural Lighting to flow through, a Beautiful Living Room and Dining Room combo which has been immaculately Staged by Shelly at Restyled Spaces. You have a Wood Burning Fireplace at the center of your Living Room which is perfect for spending those cool Fall and Winter nights cuddled up with your loved ones. The Dining Room Features a Gorgeous Chandelier sure to wow your guests! Desirable Split Floor plan with one Master to your left, yes there are two Masters in this home so take your pick! Master suite to the left is freshly carpeted, has a walk in closet and bathroom with shower tub combo! Remaining rooms all have ample space and have Gorgeously Restored Hardwood floors original to the home and are a combination of Birch and Oak. It's rare to see two different woods used so you get the best of both worlds, the elegance of Oak and some rustic feel with the Birch! The Kitchen is straight ahead and Features Wood Counters, Oversized Cabinets, Lovely Backsplash and a Deep Farm Sink! We have to take a second to appreciate the flooring in the Kitchen which is such a Unique and Beautiful Stone Tile adding so much character and charm to the home! This tile also continues through to your Bonus Room which has Extended Cabinet Space, a Built In Workspace and the Laundry Closet. This is such a great flex space and could be used for so many things! Step through your French Doors onto your back patio and Privately Fenced in backyard! Bring the pets, let the kids run around, build a garden, the possibilities are endless. Shed for extra storage space as well! This home truly has it all, is MOVE IN READY and the best part...NO HOA! Close to Downtown Winter Park, Downtown Orlando, Altamonte Mall, and so much more. Tons of shopping, dining, and entertainment options in all directions you are really the central hub to so much! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Call to schedule your showing today! AGENT BONUS, SEE REMARKS!

1940 Galen Avenue, Winter Park

$773,000

4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

**Builder to provide dramatically lower interest rate for well qualified buyers!** You will love this modern home nestled in one of the most desirable neighborhoods of Winter Park. Sandwiched between Dubsdread golf course, the Mills/50 district, Fairbanks Ave, and College Park, this location simply can't be beaten. Walkable dining and shopping options abound, with short drives to some of Orlando's best regions and restaurants, like those on Park Ave. It's also just a few short blocks from I-4 and other convenient roads. Furthermore, just drive one block in any direction to see other new homes popping up, signaling a trend in this established neighborhood. Just as good as the location is the home itself, with its modern facade, including a faux wood-accented entranceway, 2-car garage, and fenced-in yard. As you enter the home and pass the upgraded stairwell with a modern railing, you'll notice the conveniently located half bath and the "Harry Potter" storage room under the stairs. Then, you'll enter into the massive great room concept, lit up by the natural light pouring in. The wood-look tile adds warmth to an already inviting space, while the bold light fixtures and high ceilings add that modern touch. The kitchen is the focal point of the space, flanked by a perfectly sized open dining area surrounded by windows. The kitchen boasts modern white quartz countertops, two-toned cabinets with modern hardware, huge walk-in pantry with storage system, vent-to-exterior range hood, a barn sink, and a large island that perfectly ties the great room together. Entering the space from the 2-car garage is extra convenient with a thoughtfully designed mudroom featuring bench seating, shoe storage, upper cabinets, and hanging hooks. As you ascend the upgraded stairs with no carpet, you'll notice the engineered wood floors continue past the large laundry and into the huge master suite. More natural light greets you as you marvel at the size of your new bedroom. Peek into the cavernous walk-in closet and imagine the possibilities implied by the amazing closet system. Furthermore, the master bathroom, with a modern free-standing tub, separate shower stall, bold tile choices, dual vanities, and yes, more natural light, really pushes the suite over the top. The additional three bedrooms and guest bath are also upstairs. Bonus features include a large covered patio, 10-year home warranty, an irrigation system, and a paver driveway.

1705 Michigan Avenue, Winter Park

$1,249,000

4 Beds ⋅ 4 Baths ⋅ University Heights SubDv. ⋅ 32789 Zip Code

Under Construction. Under Construction. *** NEW CONSTRUCTION*** Pictures shown are of the model home with comparable finishes. Welcome to Winter Park!! This stunning new Modern Farmhouse is meticulously appointed and is conveniently located to everything Winter Park and College Park has to offer. As you step up to the front door- a welcoming front porch greets you with warmth and the attention to detail that is found throughout this amazing home. Downstairs, you'll find an 4th bedroom or study with a full bath ready for a home office or a serene guest retreat. The large, open kitchen features quartz counters, custom cabinetry and an amazing suite of Bosch appliances including a 36" cooktop and built in oven. Step out onto the wonderful private lanai and enjoy your sparkling pool and lushly landscaped back yard. The first floor concludes with the Master retreat complete with a spa like bath, dual vanities, free standing soaking tub and spacious walk in closet with custom shelving. There is also a space for a laundry in the master. Upstairs you'll find a huge bonus room with a closet that could easily be a 5th bedroom, home office or playroom and 2 spacious bedroom suites with walk in closets and a large shared bath with dual sinks. The convenient upstairs laundry has a sink and tons of natural light to make laundry day a little brighter! This amazing location is near OMA, Mills/50 and all the Restaurants, shopping and fun that living in Winter Park has to offer! - Yes, you can have it all! But make an appointment today before this amazing home is gone.

1737 Indiana Avenue, Winter Park

$734,900

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This well-maintained property features recent upgrades, including an updated kitchen with quartz countertops, redone master bathroom, new roof in 2021, newer A/C system in 2017, updated pool pump, and upgraded electrical panels. With separate family, dining, and living rooms, there's ample space for everyone to spread out. Right outside the enclosed Florida room is a large private yard with a spacious pool and a basketball court. This home also includes a two-car garage and interior laundry. It's move-in ready, offering a comfortable and inviting lifestyle.

2503 Anaconda Trail, Winter Park

$440,000

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

This is a prime location just off Park Avenue. Easy quick walk to Whole Foods and Winter Park Village. Fully fenced in yard, lots of space and privacy on this large corner lot. This would be a great lot to build a new custom home. This cozy home is in a great neighborhood on a brick street. Come take a look you will not be disappointed.

1100 N Denning Drive, Winter Park

$410,000

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Extensively renovated 4 bedroom/3 bath home in sought-after Winter Park! Huge Added Master Suite. Master bedroom with his and her walking closet, Huge walk-in shower. New, Plumbing, Electrical, Ductwork, AC unit, Septic, drain field, roof windows, door, flooring, Kitchen, Bathrooms, and sewer lines were Replaced in 2021. The kitchen has stainless steel appliances, Gray Shaker Cabinets with soft close drawers, and a huge island with a granite countertop. Wood-look porcelain tile throughout the home. One car garage. fence in the backyard 5 minutes from Downtown Orlando. NO HOA!

926 Fremont Avenue, Winter Park

32789 Zip Code 3+ Acre Real Estate & Homes

Browse All 32789 Zip Code FL 3+ Acre Properties for Sale