Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
Villa Siena
$2,100,000
315 E New England Avenue #3
3 bed / 4 bath Condo
MLS #O5345837
3,839 sq. ft.
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany centuries-old Siena, Villa Siena combines…
$39,900
202 Scottsdale Square #202
1 bed / 1 bath Condo
MLS #O5346038
756 sq. ft.
Winter Park, FL 32792
This is NOT a Short Sale or REO, quick closing available! This spacious second floor end unit is ready for a new owner. This property is a mere block from Full Sail University and a short commute to the University of…
Seville Park
$289,000
960 Aragon Avenue
2 bed / 2 bath Town Home
MLS #O5346109
1,647 sq. ft.
Winter Park, FL 32789
Winter Park Town home with a double car garage located within minutes to Park Avenue shopping, grocery shopping and restaurants. This town home is light and bright and features an open floor plan with dual master…
Osceola Shores Sec 01
$2,600,000
151 Trismen Terrace
4 bed / 6 bath Single Family Home
MLS #O5346359
4,546 sq. ft.
Winter Park, FL 32789
New Reduced price! Brand new custom hardwood floors! LAKEFRONT—WINTER PARK CHAIN OF LAKES!!!! Stunning Mediterranean home ideally located on the coveted Winter Park Chain of Lakes offering views of the lake and…
$260,000
6904 Aloma Avenue
Commercial Property
MLS #O5346584
2,041 sq. ft.
Winter Park, FL 32792
Direct Aloma Ave Frontage Located in the Aloma Business Center. Large Open Space Separate Kitchen/Break Room Great location near Full Sail, easy access to 417, 436 and University…
Woodmere Terrace Replat
$949,000
1270 Via Lugano
4 bed / 3 bath Single Family Home
MLS #O5347150
2,700 sq. ft.
Winter Park, FL 32789
California contemporary architecture in the "Via's" of Olde Winter Park. This one of a kind home was completely renovated in 2006. Downstairs Master suite and two bedrooms upstairs. Open floor plan for entertaining and…
Greenview At Winter Pines
$384,900
1248 Golfside Drive
4 bed / 2 bath Single Family Home
MLS #O5347279
2,048 sq. ft.
Winter Park, FL 32792
Fantastic home completely renovated and remodeled in the much sought after Greenview At Winter Green community of Winter Park. Beautiful oak canopied streets lead to this stunning, move-in ready home located on one of…
$375,000
MLS #O5347399
4.93 acres
Winter Park, FL 32792
RIPE FOR DEVELOPMENT. GREAT LOCATION. Almost 5 acres of wooded land near University Blvd. and Goldenrod Rd., comprised of two parcels. Mostly vacant (value is in the land). Ideal for development. Ideal location, just…
Fairbanks Shores
$240,000
2895 Euston Road
4 bed / 2 bath Single Family Home
MLS #O5347997
1,605 sq. ft.
Winter Park, FL 32789
Very well maintained four bedroom two bath Florida home on a corner lot! This single-family home features tile floors throughout, spacious living/dining rooms & kitchen with granite countertops. Family room opens up to…
Villa Siena
$995,000
315 E New England Avenue #8
2 bed / 2 bath Condo
MLS #O5348131
1,700 sq. ft.
Winter Park, FL 32789
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 2nd…
Orwin Manor Westminster Sec
$469,900
1575 Orange Avenue
3 bed / 3 bath Single Family Home
MLS #O5348417
2,044 sq. ft.
Winter Park, FL 32789
Awesome property and low maintenance!! Newly Remodeled Orwin Manor Home. This home has been remodeled from the ground up. The home has great curb appeal and is ready for the new owner. The home contains 3 bedrooms and…
$1,975,000
605 N Park Avenue
3 bed / 4 bath Town Home
MLS #O5348575
3,988 sq. ft.
Winter Park, FL 32789
This sophisticated Park Avenue townhome is located in the heart of Winter Park. Walk down the Avenue to fabulous restaurants, Central Park, The Farmers’ Market & charming boutiques! The foyer is inviting w/…
Tuscania
$749,000
2091 Temple Drive
4 bed / 3 bath Single Family Home
MLS #O5348579
2,908 sq. ft.
Winter Park, FL 32789
TOTALLY REBUILT 2003-2004. This fabulous 4 bedroom home is loaded w/quality. From the moment you enter through the beautiful mahogany & custom glass front door you will notice wonderful upgrades throughout. Exquisite…
Springview
$170,000
1183 Lazy Hollow Place
3 bed / 3 bath Single Family Home
MLS #O5356919
1,448 sq. ft.
Winter Park, FL 32792
Incredible Location, so conveniently located within Winter Park! You will love this Charming Pool Home! Enjoy the screened enclosed Patio, and Great Pool, perfect for those lazy summer days with the family! You…
Tuscany Place
$650,000
1041 Tuscany Place
Vacant Land
MLS #O5364236
1.02 acres
Winter Park, FL 32789
Over 1 acre in The Vias! Fantastic Lake Temple lakefront lot available. Located in Tuscany Place, on a quiet cul-de-sac this home site offers gorgeous lake views with grand oaks and deeded access to the Winter Park…
Villa View Park
$1,185,000
645 Pansy Avenue
4 bed / 5 bath Single Family Home
MLS #O5364631
3,661 sq. ft.
Winter Park, FL 32789
Built by Feely Developments in 2010 this spacious Mediterranean home is located in a highly sought after neighborhood of Winter Park on a street with almost all new construction homes. The private Master Quarters…
Bel Aire Pines Unit 02
$175,500
3311 Heartwood Avenue
3 bed / 2 bath Single Family Home
MLS #O5375662
1,400 sq. ft.
Winter Park, FL 32792
Regular Sale. Take advantage and come see this well maintained property with 3 bedrooms, 2 bath home. Huge back yard with the potential to create a dream outdoor family picnic area. With plenty of space for a in-ground…
$4,700
100 Detmar Drive
4 bed / 3 bath Single Family Home
MLS #O5375559
3,600 sq. ft.
Gorgeous home on almost a half-acre lot, walking distance to Downtown Winter Park. Remodeled with custom cabinetry, exotic granite, Brazilian wood floors, and timeless marble. Oasis pool area with natural stone…
Slovak Village
$600
216 Stefanik Road
2 bed / 2 bath Multi-Family
MLS #O5375742
1,008 sq. ft.
Winter Park, FL 32792
Spacious 2 bedroom 2 bath duplex centrally located in Winter Park. Large fenced in back yard and washer/dryer included. Great Location, nearby shopping and restaurants. Sorry no pets.
Tanglewood Sec 3 Rep
$185,000
5311 Lake Howell Road
3 bed / 2 bath Single Family Home
MLS #O5374590
1,356 sq. ft.
Winter Park, FL 32792
*****Just Reduced!!! Great Investment Opportunity***** Three Bedroom Two Bath home in Desirable Winter Park! Home features Crown Molding throughout, Laminate and Tile in Living and Family Room, and Solid…
Windsong - Elizabeths Walk
$999,000
1457 Chapman Circle
4 bed / 4 bath Single Family Home
MLS #O5375235
3,567 sq. ft.
Winter Park, FL 32789
Fabulous Modern Mediterranean home in Windsong on beautiful corner lot with magnificent podocarpus hedge for privacy... Redecorated & remodeled by existing owner with bright-open floor plan, high ceilings and…
Dubsdread Hts
$145,000
Driver Avenue
Vacant Land
MLS #O5375764
0.24 acres
Winter Park, FL 32789
Perfect spot on a quiet street to build your dream home in Winter Park! Located on a quiet county street close to I4 and all the conveniences Winter Park and College Park have to offer. Close to Dubsdread Golf Course…
Vistas At Lake Howell
$179,900
2513 Galliano Circle
3 bed / 4 bath Town Home
MLS #O5363049
1,628 sq. ft.
Winter Park, FL 32792
Move-in ready two story Townhome located in Vistas at Lake Howell a gated community, in fantastic location with Winter Park address. All bedrooms are upstairs with laundry for extra convenience. Master includes large…
Howell Branch Woods
$185,000
5520 Albert Drive
3 bed / 2 bath Single Family Home
MLS #O5365463
1,680 sq. ft.
Winter Park, FL 32792
Superb home in Winter Park with so many lovely upgrades!!! BOTH bathrooms are completely upgraded and modernized, PLUS newer Energy Star thermal windows, new plumbing in 2008 and newer insulation & sealed ducts help…
Windward Square
$45,000
2534 Leeward Way
1 bed / 1 bath Town Home
MLS #O5375869
1,056 sq. ft.
Winter Park, FL 32792
Investors wanted for this great investment opportunity! Good flip or great rental for your investment portfolio. Windward Square is an established community in Winter Park, and is well maintained. It is a half-gated…
Waterfall Cove
$49,900
1695 Lee Road #C108
1 bed / 1 bath Condo
MLS #O5375874
638 sq. ft.
Winter Park, FL 32789
Remodeled 1 bed / 1 bath condo in great location! Minutes to I-4 and downtown Winter Park. This is a perfect opportunity for investor or someone down sizing that need to be close to major roads and wants to be close to…
$895,000
811 Via Lugano
Vacant Land
MLS #O5375321
0.33 acres
Winter Park, FL 32789
Magnificent corner lot (apprx. 89 x 162) in prime location in heart of the Via's across from lakefront estates on Lake Maitland... Location doesn't get any better to build a new custom dream home... This is a rare find…
Sicilian Shores Rep 02
$895,000
765 Via Lugano
Vacant Land
MLS #O5375331
0.33 acres
Winter Park, FL 32789
Magnificent interior lot (apprx. 88 x 165) in prime location in heart of the Via's across from lakefront estates on Lake Maitland... Location doesn't get any better to build a new custom dream home... This is a rare…
Glenmoor
$199,900
7682 Glenmoor Lane
3 bed / 2 bath Single Family Home
MLS #O5375612
1,676 sq. ft.
Winter Park, FL 32792
GREAT OPPORTUNITY TO BUY IN SMALL AND QUIET WINTER PARK NEIGHBORHOOD!!! This 3 Bedroom/2 Bathroom Home plus BONUS RM, is situated on a LARGE LOT (over 1/4 Acre) in an OPTIONAL HOA COMMUNITY within the WINTER PARK'S…
Whispering Waters
$899,000
311 E Morse Boulevard #24
2 bed / 2 bath Condo
MLS #O5375725
2,006 sq. ft.
Winter Park, FL 32789
Gorgeous lakefront condo in the heart of Winter Park with stunning views of Lake Osceola! Open living and dining room floor plan that both enjoy floor to ceiling expansive lake views. Spacious kitchen with Brazilian…
South Lakemont Shores
$474,900
1875 Lake Spier Drive
3 bed / 2 bath Single Family Home
MLS #O5375895
1,430 sq. ft.
Winter Park, FL 32789
Lakefront home on Lake Spier. House is in average to good condition, but most of the value is in the land. Large Semi-Enclosed Screened Room has a built roof rather than a prefab and should be easy to convert. This…
Bear Gully Acres
$237,900
3705 Bear Gully Road
3 bed / 2 bath Single Family Home
MLS #O5363951
1,508 sq. ft.
Winter Park, FL 32792
MOVE IN CONDITION. TOTAL RE-HAB, NEW ROOF AND UPDATED. NO HOA! Pride of Ownership shows in this beautifully maintained 3/2. Country Living with City conveniences. Winter Park location with almost an ACRE of land. Bring…
Orwin Manor Westminster Sec Lot 14 Blk 1
$385,000
1701 Westchester Avenue
2 bed / 2 bath Single Family Home
MLS #O5365040
1,869 sq. ft.
Winter Park, FL 32789
MOTIVATED SELLER! Memories await you in this bungalow style private oasis pool home in Historic Orwin Manor in Winter Park! Pull up to this corner lot and notice the abundant mature landscaping and 2 car garage. Step…
Lawndale
$1,797
1701 Michigan Avenue
3 bed / 2 bath Single Family Home
MLS #O5375948
1,414 sq. ft.
Winter Park, FL 32789
Character with the modern amenities in a hard to beat location is rare but can all be found in this property. The entire property has just been completely rehabbed with a new kitchen, new master bathroom, new laundry…
Villa Siena
$4,250
315 E New England Avenue #23
2 bed / 2 bath Condo
MLS #O5374520
1,700 sq. ft.
Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 2nd floor location the floor plan takes advantage of a calm garden view.…
Eastbrook Sub Unit 15
$190,000
2126 Bonanza Avenue
3 bed / 2 bath Single Family Home
MLS #O5360972
1,457 sq. ft.
Winter Park, FL 32792
Stop the car!! One look at this GEM in the heart of Winter Park , Florida and you will want to call it HOME!! This 3 Bedroom 2 Bathroom POOL home with a bonus room comes with upgrades galore!! As soon as you enter the…
Fairbanks Park
$574,900
930 S Kentucky Avenue
4 bed / 3 bath Single Family Home
MLS #O5356243
2,403 sq. ft.
Winter Park, FL 32789
HOME WAS TO CLOSE ON THE 1ST AND DOES NOT APPEAR THAT IT WILL. This custom one of a kind home is the second of three beautiful new custom homes all side by side with direct views of Lake Midget. Everything was finished…
Lawndale
$194,999
1705 Miller Avenue
2 bed / 1 bath Single Family Home
MLS #O5375888
845 sq. ft.
Winter Park, FL 32789
Enjoy living on a great street in a vibrant area! Charming two bedroom, one bath home is within walking distance to several surrounding businesses and restaurants! Near SunRail, Mills Avenue restaurants, College Park,…
$85,000
609 Gallery Drive #6
2 bed / 2 bath Condo
MLS #O5221962
893 sq. ft.
Winter Park, FL 32792
*** SHORT SALE *** The perfect home for your active lifestyle, don't miss this 2 bedroom 2 bath Condo in Winter Park! Set up your Media Center in the spacious Great Room and invite everyone over for Movie Night! …
Tanglewood Sec 3 Rep
$165,000
1804 Maywood Road
3 bed / 2 bath Single Family Home
MLS #O5361877
1,663 sq. ft.
Winter Park, FL 32792
Short Sale. Price Approved. Great home for first time buyer. Located in the desired winter park area and on a corner lot. Upon entering the home you walk into your foyer, to the right is the kitchen, and walking…
$3,200
4355 Gabriella Lane
4 bed / 3 bath Single Family Home
MLS #O5376040
2,620 sq. ft.
Winter Park, FL 32792
This 2,620 square foot single family home will wow you the minute you walk through the doors. 4 bedrooms and 3 bathrooms with a laundry room/ mud room with a shower. Which means after sitting outside looking at the lake…
Autumn Glen
$165,000
3842 Waterview Loop
3 bed / 2 bath Single Family Home
MLS #O5376053
1,368 sq. ft.
Winter Park, FL 32792
Love a Winter Park address? REDUCED PRICE? Are you looking for Seminole County schools, gorgeous ceramic tile flooring, open kitchen and soaring volume ceilings? This Autumn Glen subdivision, 3 bedroom/2 bath…
The Stratford A Winter Park Condo
$75,000
195 Lewfield Circle #195
3 bed / 2 bath Condo
MLS #O5365124
1,268 sq. ft.
Winter Park, FL 32792
Updated first floor Winter Park condo. 3 bedrooms & 2 baths with 1,268 square feet and ceramic tile throughout the condo. The open family room lives-large with a sliding glass door that leads out to the covered porch.…
Phillips Circle Rep/Whispering Waters
$899,000
311 E Morse Boulevard #21
2 bed / 2 bath Condo
MLS #O5324545
1,964 sq. ft.
Winter Park, FL 32789
Beautiful, total renovation on Lake Osceola, just off Park Avenue! This ground floor, two bedroom, two bath custom remodel has exquisite detailing that is pure perfection and was completed in 2013. Expansive lake…
Orwin Manor Westminster Sec
$545,000
1400 Canterbury Road
4 bed / 3 bath Single Family Home
MLS #O5359297
2,627 sq. ft.
Winter Park, FL 32789
Looking for a charming Bungalow with all the bells and whistles of new construction? Welcome to Canterbury!! The original home was stripped down to a few exterior concrete block walls and transformed into a beautiful…
Orwin Manor Westminster Sec
$425,000
1485 Westchester Avenue
3 bed / 3 bath Single Family Home
MLS #O5376199
2,031 sq. ft.
Winter Park, FL 32789
Fresh improvements to this fantastic professional home in central location – MUST SEE! Enjoy the low maintenance lifestyle, without I-4 commute to Florida Hospital, Downtown, Winter Park, College Park, Maitland.…
Flora Park
$799,900
1737 Magnolia Avenue
5 bed / 5 bath Single Family Home
MLS #O5376157
3,480 sq. ft.
Winter Park, FL 32789
Brand new CUSTOM HOME on tree lined street in sought-after Winter Park. Exquisitely appointed gourmet kitchen with tons of counter space, huge granite island with prep sink, elegant cabinetry, and stainless steel…
$259,900
2701 Salisbury Boulevard
3 bed / 3 bath Single Family Home
MLS #O5376251
3,304 sq. ft.
Winter Park, FL 32789
This spacious and sparkling home welcomes you with a completely renovated open kitchen, complete with stainless appliances, granite counters, travertine backsplash, and a wine cooler to keep prepared for entertaining.…
Eastbrook Sub
$164,000
1056 Carnation Drive
3 bed / 2 bath Single Family Home
MLS #O5375702
1,432 sq. ft.
Winter Park, FL 32792
You can move right into this wonderful 3 bedroom / 2 bathroom home...it's been very well-maintained! You will love living in the HUGE family room off of the kitchen living room. Lovely wood laminate floors and new…
Virginia Heights
$469,000
1229 Arlington Place
3 bed / 3 bath Town Home
MLS #O5376028
2,486 sq. ft.
Winter Park, FL 32789
Beautiful three bedroom, three bathroom townhome in prestigious Winter Park. From the moment you walk through the double front doors, you are welcomed by a bright and open floor plan with plantation shutters throughout…
Osceola Shores
$874,000
474 Lakewood Drive
3 bed / 4 bath Single Family Home
MLS #O5376162
3,064 sq. ft.
Winter Park, FL 32789
This pristine three bedroom, three and one half bathroom pool home is nestled in the heart of beautiful Winter Park. Meticulously landscaped and maintained, this renovated home sits on a sought-after oversized lot and…
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