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$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
$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
$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
$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
$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