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$1,285,000
3 Beds 4 Baths Windsong Elizabeths Walk 43/81 SubDv. 32789 Zip Code
Discover this captivating Mediterranean-style 3BR/4BA home nestled in the highly desirable Windsong community, boasting 2,952 sq. ft. of luxurious living space. The grand front entry welcomes you with a stone surround, travertine floors, and a solid mahogany door. The kitchen features custom stained-wood cabinets, granite countertops, a 6 burner gas range, island, and breakfast bar, complemented by a large hidden pantry and a butler's pantry leading to the dining room. The elegant wine room, adorned with a brick ceiling and iron gate, adds a touch of sophistication. The family room, with floor-to-ceiling stacked sliding glass doors, vaulted stained wood coffer ceiling, offers seamless patio and pool access, perfect for entertaining. The master suite features an oversized walk-in closet with custom wood built-ins, a jetted tub, and his/hers raised vanities. Two additional oversized guest suites on the 2nd floor each feature a full bath. Outdoor living is elevated with a courtyard, paved & covered patio, heated pool/spa, and low-maintenance landscaping. A paver driveway and epoxy garage, complete this exquisite property. Enjoy Windsong's amenities: a lakefront clubhouse & pool, kiddie pool & water park, playground, kayaks & paddleboards, and a pontoon boat for the Winter Park Chain of Lakes. Proximity to top-rated schools, Park Avenue, local restaurants, and shopping.

1405 Chapman Circle Unit OR, Winter Park

$850,000
4 Beds 3 Baths Waterbridge SubDv. 32789 Zip Code
Elegant Waterbridge courtyard style residence on quiet cul-de-sac street artfully renovated in 2022 with light-open transitional interiors… This home has a modern bright, flexible floor plan with natural light flooding in from all directions with vaulted ceiling details with all popcorn removed throughout, neutral colors, LED lighting, new wide plank light wood flooring throughout home with porcelain tiles in remodeled baths… On the main level, this residence offers a spacious owner’s suite with spa like bath, large walk-in closet with built-ins, and a separate shower & tub along with French doors opening to a second patio area with turf grass. along with great entertaining spaces with updated and expanded island kitchen including new countertops, hardware, backsplash, under cabinet LED lighting, stainless steel appliances (Electrolux induction oven, Bosch ultra-quiet dishwasher, and Samsung refrigerator/freezer). All windows are double glazed and energy efficient by HURD finished with Hunter Douglas Silhouette window shadings. Upstairs includes the 3 additional bedrooms. The outdoor living offers maximum privacy with an enclosed back yard features a perfect sized pool recently resurfaced with Pebble Tech (2022) new tile, new spa jets, and pool pump. The grounds have been spruced with new plantings and a revised and updated irrigation system. The Waterbridge community, in Winter Park, features tennis courts, mature landscaping, and is secluded with only 2 entrances. Conveniently located between downtown Winter Park / Park Avenue and all Baldwin Park amenities… as well as nearby Winter Park hospital and downtown Orlando… Great opportunity to purchase a move in condition, “lock & leave” residence in established, well designed Olde Winter Park neighborhood… The complete list of recent seller improvements on this property: • New roof - December 2023 • New hardwood flooring throughout • New countertops & backsplashes kitchen & baths • Other misc remodeling items in baths • Expanded kitchen island when remodeling • New hardware throughout • New lighting throughout • Closed off and framed out staircase • Removed all popcorn ceilings to smooth finish • Re-painted home inside & out • New washer/dryer • Replaced garage door openers w/ wifi enabled • Updated landscaping and irrigation system • Resurfaced pool w/ pebble tech, new tile, new spa jets, bringing up to current code items & new pool pump

1872 Jessica Court, Winter Park

$5,995,000
4 Beds 5 Baths Residences Condo SubDv. 32789 Zip Code
Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$1,475,000
4 Beds 4 Baths Windsong - Knowles Place SubDv. 32789 Zip Code
Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1805 Harland Park Drive, Winter Park

$1,325,000
4 Beds 2 Baths Tuscany Place First Add SubDv. 32789 Zip Code
Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$1,550,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Modern traditional built in 2015 with custom designer features throughout. This 4 bedroom and 3.5 bathrooms home is beautifully appointed with 3 stories including lots of space and character with designer finishes throughout. It is nearly 3200 sf and on a brick Winter Park street with beautiful trees and landscaping. The inviting front porch leads you into foyer with creative wood working to add interest. Open kitchen and family room features cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. Office/Playroom/Bonus room has custom built ins. This home has a great room layout and opens to dining room. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous marble island in kitchen seats 6 with breakfast eat-in table with custom lighting package. The kitchen has great counter space all honed black colored granite on perimeter counters, light and bright special cabinet design, Viking Stainless Appliances, gas stove top, counters, custom tile back splash and generous island. Kitchen is open to family room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and painted wood stairs with custom carpets runners, carpet in secondary beds and tile in wet areas. Nest wifi thermostats for 3 zone A/C system, a mudroom/drop zone and great closets to keep home organized. Inviting cobblestone entry and back covered porch bricked, featuring remote controlled phantom screens. Professionally landscaped including artificial turf and fenced backyard makes for a private retreat. This home has so much charm with 3rd floor bedroom/bonus room with full bath. Excellent schools including Dommerich Elementary, Maitland Middle, and Winter Park High. Don't miss this opportunity!

1420 Magnolia Avenue, Winter Park

$2,400,000
5 Beds 6 Baths Winter Park Heights SubDv. 32789 Zip Code
Presenting a true masterpiece of modern luxury nestled in the heart of Winter Park's prestigious Tree Streets, this exquisite home seamlessly blends architectural design with exceptional functionality, offering an elevated experience of modern living. Built in 2020, it features 5 bedrooms, 5 & 1/2 baths, a private pool and spa on a 1/4 acre. The layout is thoughtfully designed, starting with a spacious primary suite, a guest suite, and an office all on the first floor. The large windows and french doors leading to a panoramic outdoor living area fills the family room with sunlight highlighting the stunning beauty of the tongue-and-groove ceilings—an elegance that must be seen in person experience. No chef’s dream kitchen would be complete without a Sub-Zero refrigerator, Wolf gas range, pot-filler and plenty of storage with two-tiered cabinets, an oversized breakfast bar, walk-in pantry with coffee bar, and Sub-Zero wine refrigerator. The expansive outdoor space includes a gas fireplace, summer kitchen, and extended dining area overlooking the pool. Easily enclose your covered living area at the touch of a button with your phantom screen for year-round outdoor entertaining rain or shine. The upper level includes three large bedrooms, each with a private ensuite bathroom, a spacious loft, an oversized bonus flex room, and a second laundry room for convenience. Beyond the luxurious aesthetics, the home's functional and energy-efficient features are equally impressive to include dual tankless water heaters, high-density spray foam insulation, two high-efficiency Trane AC units, and On-Q data center. At every turn, 1640 Oneco Ave redefines the standards of Winter Park luxury real estate. Please inquire with listing agent for further details, floor plan available.

1640 Oneco Avenue, Winter Park

$6,600,000
5 Beds 7 Baths Chapman & Chase Plan/Town/Wint SubDv. 32789 Zip Code
Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$351,300
2 Beds 1 Baths Winter Park SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This delightful home in Winter Park is a true gem that has been lovingly cared for and is now awaiting its new owner. As you approach, an inviting covered front porch welcomes you, the perfect spot to relax and soak in the tranquility of this friendly neighborhood. Step inside to discover a spacious living room/dining room combination, beautifully flowing into the well-organized galley kitchen. This home is designed for comfort and ease, offering a seamless blend of living and dining spaces. Beyond the kitchen, a bonus room unfolds, offering versatile additional living space - ideal for a home office, playroom, or a tranquil retreat. A passthrough window from the kitchen to this room makes it easy to serve food and drinks to family and friends. The home features two generously sized bedrooms, each radiating warmth and comfort. These rooms share a well-appointed bathroom, complete with a convenient tub/shower combination, catering to all your needs. A notable highlight is the sizable utility room, accessible from the right side of the home. Here, you'll find the practicalities taken care of, with a washer, dryer, and hot water heater all neatly arranged along with ample storage space. Rest assured, the roof of this home is just 3 years old, adding to the worry-free experience of your new home. An amazing location puts this residence right at the heart of some of the best dining and shopping options the area has to offer. WELCOME HOME!

720 W New England Avenue, Winter Park

$235,000
3 Beds 2 Baths Stansbury Estates SubDv. 32789 Zip Code
Excellent Investment Opportunity (SOLD AS-IS) This block home is near some of Metro Orlando's most sought-after communities. Located in Winter Park but also close to trendy College Park, this home is one mile from AdventHealth's primary Orlando campus, four minutes from Dubsdread Golf Course, less than 10 minutes from Downtown Orlando and Winter Park Village, and less than 15 minutes from Winter Park's Park Avenue District. This property is zoned R2 and provides for single or multi-family options. The roof and HVAC were replaced in 2018. Windows are newer as well. Please call with any questions or concerns. The buyer's agent or buyer should verify all rooms and sizes. I appreciate your interest!

1921 Dartmouth Avenue, Winter Park

$140,000
1 Beds 1 Baths Waterfall Cove At Winter Park SubDv. 32789 Zip Code
Spacious FIRST FLOOR condo in sought-after Winter Park! This 1 bedroom, 1 bath condo features a fully furnished kitchen, spacious living room, and sunny dining room. The primary bedroom includes a walk-in closet. For added convenience, a washer and dryer is located inside the condo. Just off the living room is a private outdoor patio with access to a community green space. Waterfall Cove features a community pool and playground, as well as internet and cable included. Within a mile of the community - easily walkable or bikeable - are fantastic Winter Park shopping and dining destinations including Ravaudage Winter Park, Whole Foods, Nordstrom Rack, and more. Also nearby is the recently renovated Winter Park Village. Traveling throughout Central Florida is easy with convenient access to I-4. Perfect investment opportunity as this outstanding condo is leased!

1695 Lee Road Unit D109, Winter Park

$945,000
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

$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

$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