Winter Park Homes for Sale

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Lots And Land

HOWELL BRANCH, WINTER PARK, Florida 32792

1Picture(s)
7.13Acre
2 parcels located at Dodd Rd. and Howell Branch Rd. Winter Park, Fl Over 1 acre of redevelopment land with a future land use of OFFICE! Great location, high daily traffic, 2 parcels.
$1,800,000

Commercial

5541 HOWELL BRANCH ROAD, WINTER PARK, Florida 32792

10Picture(s)
3,768Sqft
3 story home with 5 bed and 3.5 baths and zoned for work/live to make this beautiful property your home AND office. The site can also be redeveloped and with an additional 6+ Acre of vacant land located right behind this site you can combine the lots and build almost any commercial building you'd like.
$899,000

Lots And Land

162 MORAY LANE, WINTER PARK, Florida 32792

20Picture(s)
0.69Sqft
3 Residential Lots being sold as one package. Prime real estate situated on the corner of Moray Lane and Loch Lomond Dr with all three lots facing Cady Way Park. Cady Way Park is a very active area that features softball fields, open tennis courts, a playground and access to the Cady Way Trail.
$809,000

Residential

502 South Lakemont Avenue, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,218Sqft
Centrally located in the beautiful neighborhood of Winter Park, this amazing one story home features 3 bedrooms, 2 baths and 2 car garage with new standing showers. Recently renovated with a beautiful peninsula kitchen. Bonus room can be used many different ways such as a formal dinning area or converted into a home office. Everything is updated and upgraded.
$2,100

Single Family

162 MORAY LANE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
1Parking(s)
25Picture(s)
1,466Sqft
VALUE IS IN THE LAND! Prime real estate situated on the corner of Moray Lane and Loch Lomond Dr is being sold as a 3 Lot package, with all three lots facing Cady Way Park. Cady Way Park is a very active area that features softball fields, open tennis courts, a playground and access to the Cady Way Trail.
$809,000

Single Family

5614 WINTERBROOK WAY, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
21Picture(s)
2,144Sqft
Amazing opportunity to own this beautiful, 4 bedroom, 2.5 bath home on a corner lot! This stunning home is located in the sought after gated community of Winterbrook in Winter Park.
$459,999

Rental

1920 WOODCREST DRIVE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,010Sqft
Gorgeous, renovated condo in fantastic location! Wood floors throughout living spaces, kitchen features Carrera marble counter tops, stainless appliances & new cabinetry. Bathrooms renovated as well. Great opportunity to live in Winter Park close to everything-shopping, hospitals, schools and Baldwin Park.
$1,550

Commercial

7608 ALOMA AVENUE, WINTER PARK, Florida 32792

5Picture(s)
0.52Acre
Great Daycare Center Opportunity. Freestanding Street Building with Brand New Daycare Center Build Out in progress. Delivery expected April 2020. Excellent Winter Park location on Aloma Avenue with affluent neighborhood and strong demographics. Also, available now - 480 SF beautifully professional office in separate building.
$12,865

Single Family

1832 PINEVIEW CIRCLE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
4Picture(s)
1,116Sqft
Builder/Investor opportunity in Winter Park. This is the last splittable double lot in Lakemont Heights. Lot size is approximately 122x150 (+/-)...owner has verbal from city of WP that a lot split would be approved with no issue. Great lots to build on, property is located in the back of the neighborhood with no homes behind it.
$499,900

Lots And Land

1832 PINEVIEW CIR, WINTER PARK, Florida 32792

4Picture(s)
0.42Acre
Builder/Investor opportunity in Winter Park. This is the last splittable double lot in LakemontHeights. Lot size is approximately 122x150 (+/-)...owner has verbal from city of WP that a lotsplit would be approved with no issue. Great lots to build on, property is located in the back of the neighborhood with no homes behind it.
$499,900

Condominium

4854 TANGERINE AVENUE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
22Picture(s)
1,281Sqft
You will absolutely fall in love with this well cared for condominium in convenient Winter Park! This beautiful 2/1.5 remodeled Home features a spacious Living area and Master Bedroom Suite, remodeled galley kitchen and bathrooms, and all appliances provided including a stackable washer/dryer. Private screened porch with lush landscaping throughout the community.
$165,000

Single Family

5541 HOWELL BRANCH ROAD, WINTER PARK, Florida 32792

5Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
3,768Sqft
IMMEDIATE SALE!! Don't miss out on this one of a kind, 3 story home. This home is 5 bedroom, 3.5 bathroom homes zoned for a work/live so you can easily make this space your office as well! Current owners have business on first floor and live on second and third. This home features spacious rooms and plenty of room for entertaining.
$774,000

Single Family

4355 GABRIELLA LANE, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,620Sqft
Extraordinary opportunity to live on a 1.88 acre lot directly on the banks of Bear Gully Lake with breathtaking views. This secluded lakeside retreat located in one of Winter Park’s most desirable neighborhoods boasts 100+ feet of shoreline on a skiable lake. Upon entry the foyer opens to a light and airy, inviting living room with large wood burning fireplace.
$1,340,000

Single Family

4575 WHIMBREL PLACE, WINTER PARK, Florida 32792

5Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,284Sqft
Back on the market!! Owners wanted one more holiday season of memories before parting with their home of 35 years. This home provides a popular 5/2.5 three way split pool home with almost an acre of property on private, spring fed Bear Gully lake.
$925,000

Single Family

2678 TIERRA CIRCLE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
9Picture(s)
1,715Sqft
WINTER PARK ADDRESS! New vinyl fence in the backyard, 2020. New hot water heater-2018. Kitchen appliances are smudge-proof stainless steel! -new stove, refrigerator, & dishwasher in 2018. Large screened porch with tiled floor - New screen in the screen room and new screen door-2019. Fans with lights in all bedrooms. New paint on the inside. Crown molding in living & dining rooms.
$345,500

Single Family

7473 CANFORD COURT, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
1Parking(s)
18Picture(s)
1,365Sqft
Don't miss out on this 2 bedroom, 2 story condo that's equipped with a car port for parking and a screened back porch leading to a covered patio perfect for entertaining or relaxing. Enjoy the large eat-in kitchen with lots of cabinet space and the master bedroom balcony view. Located conveniently minutes away from UCF and Full Sail.
$189,800

Single Family

1300 Dallas Ave, WINTER PARK, Florida 32789

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,645Sqft
Wow! This TOTALLY RENOVATED home is ready for a new owner! Minutes to the new Winter Park Library, Events Center, Martin Luther King Jr Park, Trader Joe?s and the SUNRAIL STATION on Park Avenue, you really are in the middle of everything desirable about living in WINTER PARK! The best thing is the home itself. With a beautiful FULLY FENCED backyard, you have plenty of outdoor space to enjoy.
$395,000

Single Family

2837 SCARLET ROAD, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
25Picture(s)
1,640Sqft
Opportunity knocks - ACT FAST!!! This beautiful fully remodeled 3 bedroom, 2 bath home is not going to last! Wood plank tile flooring throughout with rugs in the bedrooms. Bathrooms have been fully updated with subway tile and top of the line fixtures. The kitchen is gorgeous with dove tail REAL pine cabinets with spice racks, new stainless steel appliances, fixtures......
$379,900

Single Family

2675 N LAKEMONT AVENUE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,152Sqft
Sitting on a large oversized corner lot, this charming Winter Park home has been completely remodeled and wonderfully updated with today’s style and design in mind. A functional split floor plan with 1,152 SQFT of living space offers 3 bedrooms, 2 bathrooms, and large open kitchen and living areas.
$289,000

Single Family

2829 BONGART ROAD, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
25Picture(s)
1,680Sqft
Charming 3 bedroom, 2 bathroom, single-family pool home located in the community of Winter Park Estates. This home features a living room with a brick fireplace and a dining room with tiled floors. The kitchen boasts butcher block countertops, decorative backsplash, appliances, plenty of overhead cabinet space, and an eat-in kitchen nook with a window seat.
$294,900

Single Family

7748 WAUNATTA COURT, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,281Sqft
Lake Front on large, clear, spring fed Lake Waunatta. Bass fishing / water ski / jet ski. 3 Bed 2 Bath. Approx 3244 SF single story home. 2 year new roof. Ceramic tile throughout. Large master bedroom and bathroom with walk-in closet. Fire Place, sun room. Screen Patio off master bedroom. Outdoor deck, boat dock. Over sized large covered parking. Over 1/2 acre of land. Mature landscaping.
$624,000

Single Family

2839 CADY WAY, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,487Sqft
JUST REDUCED!!! *************************************************************************************************************** Welcome home! This amazing pool home in Winter Park is walking distance to Full Sail University, nearby restaurants, and right down the street from the walking trails at Ward Park and Showalter Field.
$459,900

Lots And Land

7839 UNIVERSITY GARDEN DRIVE, WINTER PARK, Florida 32792

3Picture(s)
4.90Acre
Rare opportunity, winter park vacant land! Level, high and dry cleared lot. Two parcels combined to total 4.93 acres. Functioning Well and septic are already on the land with electricity connected. Current zoning is vacant residential.
$450,000

Single Family

2324 RANDALL ROAD, WINTER PARK, Florida 32789

4Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
4,151Sqft
Welcome home to the charm of Winter Park. This executive pool home is situated in the perfect location with NO HOA, convenient to Lake Sue, Parks, World Class Shopping, and Fine Dining. This Smart stunning Contemporary home is meticulously crafted and makes extensive use of windows allowing natural light to flow through the open living spaces.
$1,770,000

Single Family

2700 WRIGHT AVENUE, WINTER PARK, Florida 32789

4Bedroom(s)
5Bathroom(s)
2Parking(s)
2Picture(s)
2,692Sqft
Under Construction. Your Brand New 2021 Custom Home is almost ready for your family. Rex-Tibbs Construction has been building timeless homes in Winter Park for over 35 years. A guarantee of workmanship and professionalism can assure you that you have chosen the right house.
$1,125,000

Single Family

2728 EASTERN PARKWAY, WINTER PARK, Florida 32789

3Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,833Sqft
Designed with the resort lifestyle in mind, this magnificent contemporary home is meticulously crafted with thoughtful architecture, new interiors and landscaping for a maintenance free living. Located on a quiet tree-lined street in highly desirable Winter Park.
$1,100,000

Single Family

2023 VENETIAN WAY, WINTER PARK, Florida 32789

4Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
3,326Sqft
Fantastic waterfront opportunity in Winter Park’s The Vias. This 1.08 acre lot features 140’ of frontage on Lake Maitland’s quiet lagoon and easy access to the Chain of Lakes. The oversized lot is about 140’ wide and about 230’ deep providing endless possibilities for the home of your dreams.
$1,700,000

Lots And Land

2023 VENETIAN WAY, WINTER PARK, Florida 32789

9Picture(s)
1.08Acre
Fantastic waterfront opportunity in Winter Park’s The Vias. This 1.08 acre lot features 140’ of frontage on Lake Maitland’s quiet lagoon and easy access to the Chain of Lakes. The oversized lot is about 140’ wide and about 230’ deep providing endless possibilities for the home of your dreams. Backyard greenspace is flat and clear.
$1,700,000

Single Family

3600 MIDIRON DRIVE, WINTER PARK, Florida 32789

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,958Sqft
Charming Craftsmen built in 1926 located in the Dubsdread Golf Course area. Completely Updated and Move In Ready. Walk up the steps onto the large front patio, Enter the glass front door into the Great Roof featuring a wood burning fireplace flanked with bookshelves. Enter thru athe french door to the Florida Sun Room. There is both a formal Dining room and an Eat in Breakfast area.
$500,000

Townhouse

1511 INDIANA AVE, WINTER PARK, Florida 32789

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,843Sqft
One or more photo(s) has been virtually staged. **Price Improvement of $5,000!!** Don't miss out on the opportunity to own this newly built corner unit townhome, located in the heart of Winter Park. You're sure to love the natural light flooding into the BRIGHT OPEN LIVING AREA, coupled with MODERN DESIGN and TASTEFUL FINISHES. This newly constructed 3 Bed 2.
$514,900

Single Family

1970 LAUREL ROAD, WINTER PARK, Florida 32789

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,440Sqft
One or more photo(s) has been virtually staged. Welcome to this one-of-a-kind contemporary masterpiece, custom-built by LunDev in the heart of highly desired Winter Park! This gorgeous home is enviably located on a quiet brick street, just a few blocks from Lake Virginia, renowned Park Avenue, and local favorites such as Audubon Park and Mills 50 District’s shops and restaurants.
$1,290,000

Rental

3651 N GOLDENROD ROAD, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
8Picture(s)
840Sqft
Cozy 2 bedrooms 2 baths condo located in Winter Park!! Spacious living and dining combo, large kitchen with lots of cabinet and storage space!! Two bedrooms, one is all ceramic floor tile and one is carpeted. The Master bedroom has a private bath. First-floor location.
$1,100

Single Family

7909 PLEASANT PINE CIRCLE, WINTER PARK, Florida 32792

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,496Sqft
WELCOME TO YOUR FOREVER HOME - LOCATION! LOCATION!! THIS IS A MUST SEE HOME!!! THIS METICULOUSLY GORGEOUS HOME is situated in the HEART OF WINTER PARK in the ESTABLISHED GATED COMMUNITY of ENCLAVE AT ALOMA! TOP- RATED SEMINOLE COUNTY SCHOOLS and conveniently located close to everything and anything you could possibly n
$700,000

Single Family

5152 LAKE HOWELL, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
2Picture(s)
1,180Sqft
THE PROPERTY IS FOR LAND SALE WITH 3BR/2BA HOUSE INCLUDED. IT IS LOCATED IN A VERY CONVENIENT AREA; APPROXIMATELY 4 MILES TO DOWNTOWN OF WINTER PARK, 2 MILES TO WINTER PARK HOSPITAL, LESS THAN A MILE TO YMCA, AND ACCESS TO THE CONVENIENCES NEARBY. THIS LOT OFFER LARGE OPEN BACKYARD BACKING TO GOLF COURSE WHILE BOTH SIDES ARE FENCED. IT IS IDEAL FOR RECONSTRUCTION.
$224,997

Condominium

162 SCOTTSDALE SQUARE, WINTER PARK, Florida 32792

1Bedroom(s)
1Bathroom(s)
15Picture(s)
756Sqft
2nd Floor Condo features 1 bedroom, 1 bathroom with living room/dining room combo. Kitchen features all major appliances. Bedroom is large with lots of storage. Sliding glass door leads out to your back porch with extra storage. Perfect home for first-time home buyer or investor.
$74,000

Condominium

186 SCOTTSDALE SQUARE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
18Picture(s)
1,020Sqft
This is a beautiful and well maintained 2 bedroom 2 bath condo just waiting for the right family to enjoy all of the amenities that it has to offer. Located close to Full Sail University. Freshly painted throughout and the kitchen sports stainless steel appliances with an open style.
$95,000

Single Family

8037 PLEASANT PINE CIRCLE, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,572Sqft
Welcome home to this beautiful spacious 4 bedroom 3 bath home located in desirable gated community of Enclave at Aloma. First floor has an open floor plan with one bedroom and one full bathroom. In addition there is a flex space that can be used as an office/workout space or a separate dining or living area.
$479,000

Condominium

291 SCOTTSDALE SQUARE, WINTER PARK, Florida 32792

1Bedroom(s)
1Bathroom(s)
12Picture(s)
785Sqft
LOCATION, LOCATION !!!! Perfect for your primary residence or as an investment. FIRST FLOOR. Easy access to Full Sail University. UCF, 408,417 Barry Law School. HOA includes water and sewer. Appliances included, new A/C. Close to Fashion Square Mall, Shopping Center and Restaurants in the area.
$94,000

Single Family

2894 WILD GINGER COURT, WINTER PARK, Florida 32792

4Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
4,042Sqft
ORIGINAL OWNER! THIS SPECTACULAR AND BEAUTIFULLY APPOINTED WINTER PARK HOME IS ON A TRANQUIL CUL-DE-DAC LOT LOCATED IN THE ENCLUSIVE GATED BEAR GULLY POINTE COMMUNITY.
$779,500

Townhouse

1552 FLORENTINO LANE, WINTER PARK, Florida 32792

3Bedroom(s)
3Bathroom(s)
1Parking(s)
25Picture(s)
1,682Sqft
This NEWLY RENOVATED 3 Bedroom, 2.5 bath, 1,682 square-foot END UNIT townhouse rests comfortably in the middle of the gated community, Vistas at Lake Howell in Winter Park. With easy access to SR-417 and I-4, an Esporta Gym (former LA Fitness), Publix Super Market and Starbucks right across the street, this townhouse is in a perfect location for any kind of day you want to have.
$285,000

Single Family

429 S RANGER BOULEVARD, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
16Picture(s)
1,652Sqft
This beautiful, charming and cozy 4 bedroom 2 bathroom is in one of the most desired Winter Park neighborhood.
$359,000

Condominium

3020 ANTIQUE OAKS CIRCLE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,018Sqft
This stunning condo features 2 spacious bedrooms and full bathrooms with a lot of windows offering streams of natural light to enjoy with friends and family. Right next to Full Sail University, and minutes from Publix, Target, Fashion Square, and I-4 to easily navigate Central Florida.
$165,000

Townhouse

2685 GALLIANO CIRCLE, WINTER PARK, Florida 32792

3Bedroom(s)
3Bathroom(s)
1Parking(s)
25Picture(s)
1,682Sqft
One or more photo(s) has been virtually staged. This Winter Park two-story home offers a patio and a one-car garage. This home is vacant and cleaned regularly.
$262,000

Condominium

200 SAINT ANDREWS BOULEVARD, WINTER PARK, Florida 32792

1Bedroom(s)
1Bathroom(s)
25Picture(s)
835Sqft
Fantastic opportunity to stop paying rent with this updated 1 Bed 1 Bath in Winter Park's Four Seasons Condominium Community.
$139,900

Single Family

8113 LAZY BEAR LANE, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,267Sqft
One or more photo(s) has been virtually staged. Built in 2015, this Winter Park two-story home offers granite countertops and a two-car garage. This home is vacant and cleaned regularly.
$440,000

Townhouse

1508 FLORENTINO LANE, WINTER PARK, Florida 32792

2Bedroom(s)
3Bathroom(s)
1Parking(s)
19Picture(s)
1,550Sqft
This Winter Park two-story home offers a patio, granite countertops, and a one-car garage. This home is vacant and cleaned regularly.
$245,000

Commercial

650 CLAY STREET, WINTER PARK, Florida 32789

10Picture(s)
5,076Sqft
List Price includes 3 parcels: This listing includes two other Parcels that are all being sold together. Parcel 12-22-29-5000-04-040, which is a parking lot that serves as this parcel's parking lot. Parcel 12-22-29-5000-04-011, is a one-story building also owned by the seller. See MLS Listing #o5852270 for further details of the additional property.
$3,950,000

Single Family

858 DOUGLAS AVENUE, WINTER PARK, Florida 32789

3Bedroom(s)
1Bathroom(s)
25Picture(s)
1,225Sqft
Charming 3 bed 1 bath home located in the heart of Winter Park. This property has so much potential located on an oversized double lot. Walking distance to Park Avenue restaurants, shopping, and more.
$360,000
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