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

7613 ALOMA AVENUE, WINTER PARK, Florida 32792

1Picture(s)
920Sqft
Three adjoining commercial parcels zoned C-1 consisting of 0.65 acres on busy Aloma Avenue. The first parcel has a tenant that has been leasing the property for 30 years. Lease is flexible for new buyer if there are plans to redevelop. The second parcel is leased for two weeks in July and December to a fireworks vendor. There has also been additional interest from other seasonal vendors.
$250,000

Residential

4284 Steed Terrace, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
25Picture(s)
2,358Sqft
Welcome to Kings Cove. A beautiful subdivision located just north of Bear Gully Lake. Enjoy a Winter Park address with Seminole County schools. The formal living room and formal dining room have custom wooden barn doors. Wood looking tile is installed throughout the family room, kitchen and 4th bedroom. The kitchen opens up to the family room and breakfast area.
$390,000

Townhouse

5462 Peaco Place, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,240Sqft
Here is a wonderful townhouse with 3 bedrooms. The first floor has a nice living room with tile flooring. The kitchen has a lot of counter space. The garage has been converted into an inside utility room with the third bedroom. Lots of additional storage in the utility room. There are two bedrooms upstairs with a full remodeled bathroom.
$176,500

Rental

6928 MILLS ROAD, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,782Sqft
Immaculate 4 Bedroom home on over 1/2 acre with beautiful maintained Yard service included. Located close to the end of a dead end street resulting in very little passing by traffic. New Wood Laminate floors throughout. 2 car detached garage with large high ceiling covered porch between. Spacious floor plan includes laundry room with indoor hookups. Ceiling fans in all bedrooms and living.
$1,775

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

Single Family

2143 Talman Court, WINTER PARK, Florida 32792

6Bedroom(s)
7Bathroom(s)
25Picture(s)
5,348Sqft
Elegantly crafted, this magnificent custom built Spanish Mediterranean estate is located on a private cul-de-sac in an immaculately landscaped setting on .41 acres. This 6 bedroom, 7 bathroom home offers a neutral palette for personalization of design and decor. Cathedral ceilings with wood accents offer a stark contrast to delight your senses.
$1,250,000

Single Family

2804 Scarlet Road, WINTER PARK, Florida 32792

3Bedroom(s)
3Bathroom(s)
15Picture(s)
1,838Sqft
METICULOUSLY MAINTAINED and move-in ready! Recent renovations (2019) of Master Suite include a custom oversized shower, freestanding tub, new tiled floors, new vanities, mirrors, and fixtures- no expense spared! Open floor plan with combo living and dining and kitchen area. Granite countertops, island, and built-in shelves. BRAND NEW half bath in the laundry room.
$379,500

Lots And Land

880 N LAKEMONT AVENUE, WINTER PARK, Florida 32792

10Picture(s)
0.27Acre
What a convenient location!! Both Lakemont Elementary School and the YMCA are with walking distance. Interlachen Country Club, Publix, Walgreens and shopping centers are also a short trip away! Build up to a 5,200 SqFt home on this amazing 1/4 acre lot.
$275,000

Single Family

2332 SHERBROOKE ROAD, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
1,842Sqft
Don't miss out! This fabulous 4 bedroom, 3 bath, pool home is just waiting for you! It truly is ALL ABOUT THE LOCATION! As you walk through the front door, beautiful Terrazzo floors will sweep you off your feet. The updated kitchen is the epicenter of the split floor plan, with stainless appliances and granite counters.
$435,000

Single Family

1620 BOMI CIRCLE, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,391Sqft
4 bedroom, 2 bathroom spacious home located in the CHARTER OAKS subdivision in Winter Park. This community has NO HOA and is zoned for top rated Seminole County schools. This home provides a comfortable living space with an open layout. The oversized kitchen provides large counter space and a custom made pantry to increase storage capacity.
$374,900

Single Family

162 MORAY LANE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
1Parking(s)
10Picture(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.
$825,000

Lots And Land

162 MORAY LANE, WINTER PARK, Florida 32792

10Picture(s)
0.69Acre
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.
$825,000

Commercial

1901 ALOMA AVENUE, WINTER PARK, Florida 32792

10Picture(s)
912Sqft
One or more photo(s) has been virtually staged. This Mobil Branded Gas Station is located on the main road going through Orange City which is between Orlando and Ocoee . The convenience store is averaging $50,000 per month in sales. The base rent is only $15,000 per month. The gas station is pumping 160,000 gallons per month on a commission basis.
$169,900

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

3410 SEAGRAPE DRIVE, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
1Parking(s)
22Picture(s)
2,070Sqft
Come tour this well-maintained home in Winter Park! Zoned for WINTER PARK SCHOOLS! This home has been beautifully upgraded throughout. The kitchen features GRANITE countertops and STAINLESS appliances. Elegant ENGINEERED HARDWOOD flooring in the main living areas. Bathrooms are appointed with UPGRADED TILES, VANITIES and PLUMBING FIXTURES.
$295,000

Single Family

1340 HEAVENLY COVE, WINTER PARK, Florida 32792

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,248Sqft
Gorgeous pool home in Winter Park overlooking Garden Lake with tons of upgrades. This well kept home sits on an oversized .5 acre lot. Beautiful views of the lake are seen throughout the home. This one story home features 5 bedrooms, 3.5 baths, separate dining room and office, split floor plan, speakers throughout, all closets have built-ins, trey ceilings, and crown molding.
$919,000

Townhouse

7484 WHISPERWOOD DRIVE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
2Parking(s)
23Picture(s)
1,365Sqft
COZY AND SPACIOUS TOWNHOUSE! You will love this well-maintained townhouse/condo located in the City of Winter Park, one of Florida’s finest cities. The 1st floor features an eat-in kitchen with sliding doors leading to fenced-in back porch. The living area has sliding doors leading to private backyard, and is large enough to accommodate your own work space/dining area.
$155,000

Condominium

7477 CANFORD COURT, WINTER PARK, Florida 32792

3Bedroom(s)
3Bathroom(s)
1Parking(s)
21Picture(s)
1,690Sqft
Rare find in the community 3 bedrooms , 2 1/2 bathrooms, cover carport , end unity , fenced in property with gate to maintained grass field (no rear neighbors) , new laminate in the first floor, tile in wet areas and wood on second floor and all bedrooms . Excellent location in Winter Park , close to UCF , Full Sail University ,Valencia College , Hwys 417,408, SR 50,and 436.
$173,900

Single Family

3306 DEREK COURT, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,814Sqft
Stunning property in Winter Park located on quiet cul-de-sac street with deeded lake access to Lake Florence. Pelican Bay community with only 44 homes. Beautiful tree lined brick paver driveway leads you to this beautiful 4 bedroom 2 bath pool home. Mature landscaping and an abundance of privacy comes with this lot.
$419,000

Single Family

824 Garrett Ct., WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,236Sqft
Magnificent 4 bedroom, 2 bath Winter Park home tucked away on a quiet culdesac in an established neighborhood. This well appointed home showcases a new kitchen with upgraded cabinets, quartz countertops, and stainless steel appliances (gas range & gas water heater). Spacious living areas boast luxury vinyl plank flooring, 4" baseboards, and upgraded lighting.
$315,000

Rental

1803 PINEVIEW CIRCLE, WINTER PARK, Florida 32792

2Bedroom(s)
1Bathroom(s)
1Parking(s)
10Picture(s)
1,029Sqft
This beautiful 2 bed / 1 bath, 1029 square foot home is totally refurbished and available for immediate occupancy. New kitchen cabinets, New bathroom, New paint inside and out. Some new windows. With a single car carport, this property features new tile floors in the kitchen, dining room and bath room floors, Laminate wood floor throughout, large open yard.
$1,495

Single Family

2008 DUTCHESS LANE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,945Sqft
Original owner in this beautifully kept "model home". Yes it is that nice. Just bring your tooth brush! (can't believe I said that but you literally could move in 5 minutes after closing) It is that nice. It will go quickly.
$369,900

Single Family

1354 TIERRA CIRCLE, WINTER PARK, Florida 32792

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,827Sqft
The BEST DEAL on a 4/2 1827 sq ft in a 1 mile radius. The wonderful home has it all....LOCATION, LOCATION and LOCATION. Well maintained WINTER PARK home in the quiet community of Casa Aloma. This 1960's home has an open floor plan perfect for entertaining. Large living room provides ample space for everyone in the family. Well appointed kitchen including stainless steel appliances and gas stove.
$339,000

Single Family

7748 FOX KNOLL PLACE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
6Picture(s)
1,298Sqft
Invest in your future. 3 bedroom, 2 bath, one story home with a 2 car garage. Superb location in Bridgewater subdivision in Winter Park. Private back & side yard due to wooded lot line. Split bedroom plan. Currently rented for $1,604 a month. Lease expires on 2/28/2021. Great cap rate. Do not disturb the tenants.
$259,900

Rental

1901 SUMMERFIELD ROAD, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
15Picture(s)
1,675Sqft
This home sits on an oversized lot (100X135) in Winter Park's highly regarded Kenilworth Shores community zoned for Brookshire Elementary,Glenridge MS & Winter Park HS.
$2,250

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

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

7809 GEORGEANN STREET, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,138Sqft
Pristine Lakefront home in Winter Park! Own a slice of Paradise with breathtaking views or launch your boat and jet skis for an amazing sunset cruise on the 70+acre spring fed private lake. As you approach the front entry, the curb appeal is remarkable with extensive brick pavers and well landscaped courtyard leads you to the homes entrance.
$669,000

Single Family

2730 GOLDENROD DRIVE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
24Picture(s)
2,164Sqft
*BEAR GULLY PRIVATE SKI LAKE* *WINTER PARK LAKEFRONT* *NO HOA* This beauty is in a secluded Winter Park community of gorgeous Lakefront homes surrounding 137 acre Bear Gully Lake. Fed by 2 Springs, this waterway is a true Bass Fishing and Skiing Paradise. You’ll love the soothing, peaceful privacy of nearly half an acre.
$699,000

Single Family

2724 GOLDENROD DRIVE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
1,318Sqft
WINTER PARK LAKEFRONT ON BEAR GULLY SKI LAKE. This gem, at the end of a quiet road, is move in ready. Enjoy the best of Florida lakefront living on magnificent 137 acre Bear Gully Lake. It’s a private Bass Lovers Delight, fed by 2 Springs, perfect for skiing, boating, relaxing and family fun. The floor plan is open, friendly & inviting, with plenty of natural light.
$598,900

Single Family

100 BELL PLACE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
25Picture(s)
1,349Sqft
**BACK ON THE MARKET** STILL MIRACULOUS! : Enjoy the possibilities available to you with this 3/2/carport home located in a terrific cul-de-sac neighborhood in the middle of Winter Park. Newer plumbing (2014) and new roof replacement is scheduled for Sept. 24-26th.
$299,000

Rental

514 DARCEY DRIVE, WINTER PARK, Florida 32792

3Bedroom(s)
3Bathroom(s)
2Parking(s)
21Picture(s)
1,560Sqft
Fabulous Winter Park location in the coveted Brookshire neighborhood! This Mid Century, three Bedroom three Bathroom home includes beautiful parquet floors in the formal areas and laminate in the Large Family Room. Inviting outside sitting areas include a roomy front deck and a back patio.
$1,900

Single Family

2178 WHITEHALL DRIVE, WINTER PARK, Florida 32792

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,349Sqft
This large, 4-bedroom family home in a great Winter Park neighborhood features a light and open split floor plan and 3 full baths. Perfect for entertaining, a large kitchen opens into a spacious family room with a fireplace. The kitchen includes a large counter for casual family dining, a center island and lots of storage.
$409,000

Rental

549 HERITAGE BOULEVARD, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
10Picture(s)
1,459Sqft
Beautiful single family home in desired Northeast Orange County close to shopping, medical facilities, and public transportation. Upgraded kitchen and bathrooms. Spacious backyard for entertaining. Open floor plan in common areas. Must See!! will not last. Will be available Nov 1st 2020.
$1,600

Rental

7476 CANFORD COURT, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
1Parking(s)
23Picture(s)
1,365Sqft
Beautiful 2 bedrooms 1.5 bath townhouse located n the Whisperwood Community desirable Winter Park. With 1,365 sq. ft. this cozy townhouse boasts an upgraded kitchen with stainless steel appliances. Beautiful tile throughout the bottom floor. Cozy carpet on stairs and upstairs level. Beautiful double sink, upgraded bathroom upstairs with half bath on the first floor.
$1,400

Condominium

203 LEWFIELD CIRCLE, WINTER PARK, Florida 32792

2Bedroom(s)
2Bathroom(s)
17Picture(s)
927Sqft
Winter Park Opportunity, Amazing Location, and Move In Ready! This 2 Bedroom 2 Bath ground floor condo is located in the desirable community of The Stratford. Conveniently near UCF, Rollins College, Valencia College, Park Avenue, Downtown Orlando, as well as easy accessibility to grocery stores, great shopping, and major employers.
$120,000

Single Family

7833 GEORGEANN STREET, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,521Sqft
Stunning and Well-Priced Three Bedroom, Two Bath Single Family Winter Park LAKEFRONT Home with Highly-Desired WINTER PARK SCHOOLS on Tranquil, 70+ Acre, Private LAKE WAUNATTA! HOLY COW! No Neighbors in Front, No Neighbors on LAKESIDE in the Back, and NO HOA! Over-Sized, Lushly-Landscaped Yard on Over a HALF ACRE of Land Shaded by TREES Front and Back! Light-Filled FLORIDA ROOM Made of Almost ALL
$599,600

Single Family

1811 PALMER AVENUE, WINTER PARK, Florida 32792

2Bedroom(s)
1Bathroom(s)
1Parking(s)
25Picture(s)
1,014Sqft
Fabulous 2 bedroom home located in the heart of Winter Park. Pull up to your amazing brick paver driveway, one car garage and fantastic curb appeal. Inside you'll love the newer vinyl plank flooring throughout. Nice living room with access to your retro style kitchen and the large Florida room. Both bedrooms at the back of the home share the hall bath with tub/shower combo.
$257,500

Single Family

1370 TIERRA CIRCLE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,650Sqft
DESIRED SEMINOLE COUNTY, WINTER PARK COMMUNITY! Beautifully remodeled THREE bedroom home with NO direct rear neighbors. Enter your covered and screened front patio to enjoy your sought-after Winter Park neighborhood. Greeted with designated foyer that opens to your OPEN CONCEPT living room with brand new carpet and large picture windows giving you panoramic views of your backyard and Greenbelt.
$325,000

Rental

2003 TAYLOR AVENUE, WINTER PARK, Florida 32792

3Bedroom(s)
2Bathroom(s)
1Parking(s)
6Picture(s)
1,182Sqft
Incredible Winter Park value! This 3 bed, 2 bath home is located in the convenience of sought-after Winter Park at an unbelievable rent. Within minutes of the home are numerous parks, the Winter Park YMCA, Advent Health Winter Park hospital, Rollins College, a redesigned shopping village, and highly-rated elementary, middle, and high schools.
$1,750

Single Family

2265 MIDDLETON AVENUE, WINTER PARK, Florida 32792

5Bedroom(s)
5Bathroom(s)
2Parking(s)
25Picture(s)
3,203Sqft
Luxury meets sustainability in this executive, solar-powered pool home! This home boasts five bedrooms plus a home office and four and a half baths and is located in beautiful Winter Park. The home has State of the art construction with open floor plan including a gourmet kitchen with massive island and high-end stainless steel appliances complemented with Silestone countertops.
$950,000

Single Family

4575 WHIMBREL PLACE, WINTER PARK, Florida 32792

5Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,284Sqft
You will instantly fall in love with this 5/2.5 three way split pool home on private, spring fed Bear Gully lake. From your pebble tec screen pool you will have a spectacular view of your tree-lined property down to the water where you will find your covered boat dock, electric lift, floating jet ski ramp and a concrete boat launch.
$934,000

Commercial

750 JACKSON AVE, WINTER PARK, Florida 32789

21Picture(s)
0.09Sqft
Flex commercial condominium space close to Fairbank and behind 4River. Existing tenant is an active brewery with sports bar and active kitchen. About half of the space is the bar/restaurant and the back area is the boutique brewery and open kitchen. Two installed bathrooms and wide open space that could be divided. High ceiling and 2 open bay doors. plenty of parkings.
$5,000

Commercial

750 JACKSON AVE, WINTER PARK, Florida 32789

10Picture(s)
0.09Acre
Investment opportunity in Winter park with 8% net return. Flex commercial condominium space with existing triple net lease tenant close to Fairbank and behind 4River. Existing tenant is an active brewery with sports bar and active kitchen. Tenant has two large commercial refrigerators, beer making equipment, large sit down bar and active kitchen.
$750,000

Rental

1695 LEE ROAD, WINTER PARK, Florida 32789

1Bedroom(s)
1Bathroom(s)
12Picture(s)
638Sqft
Beautiful 1 Bedroom 1 Bathroom condo by Winter Park Village! $150 off the first month's rent with a full deposit! The unit features a large living room and kitchen.
$925

Single Family

2328 Mulbry Dr, WINTER PARK, Florida 32789

3Bedroom(s)
1Bathroom(s)
25Picture(s)
1,160Sqft
This charming, Mid Century home sits in Central Floridas most desirable zip code, Winter Parks 32789. With excellent schools, parks and shopping nearby one only need to drive the area to know why everyone wants to be here.
$300,000

Single Family

810 GREENS AVENUE, WINTER PARK, Florida 32789

5Bedroom(s)
4Bathroom(s)
25Picture(s)
3,516Sqft
Welcome to this gorgeous, thoughtfully designed Winter Park home in Dubsdread's Historic neighborhood just a stones throw away from the Dubsdread Golf Course. Walking into this home feels like stepping back in time to a place filled with character, charm and impeccable craftsmanship.
$549,800
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