Winter Park, Florida MLS listings - Homes for Sale

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Homes For Sale » Florida » Orange county » Winter Park
The Stratford A Winter Park Condo
$64,900
124 Lewfield Circle #124
1 bed / 1 bath Condo
MLS #O5475859
678 sq. ft.
UNIQUE OPPORTUNITY! OWNER FINANCING AVAILABLE!!BEST DEAL IN WINTER PARK IN THIS PRICE RANGE! Excellent location. Walk to grocery stores, pharmacies, banks, shopping,eateries. Short drive to Park ave where you can find…
Tangerine Court
$749,000
1860 Mizell Avenue
5 bed / 4 bath Single Family Home
MLS #O5475942
3,064 sq. ft.
Winter Park, FL 32789
Welcome home to this beautiful five bedroom, three and a half bathroom home in highly sought after Winter Park. This Mediterranean custom home sits on a lovely tree-lined street in one of Winter Park’s most desirable…
Virginia Heights
$769,900
1132 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5475966
2,430 sq. ft.
Winter Park, FL 32789
Immaculate Neo-Classical architecture townhome just a couple of blocks to Park Avenue’s fine restaurants & boutiques, Central Park & the Farmer's Market. Walk to Rollins College or bike through Winter Park's charming…
Virginia Heights
$4,450
1132 S Pennsylvania Avenue
3 bed / 3 bath Town Home
MLS #O5475981
2,430 sq. ft.
Winter Park, FL 32789
Immaculate Neo-Classical architecture townhome just a couple of blocks to Park Avenue’s fine restaurants & boutiques, Central Park & the Farmer's Market. Walk to Rollins College or bike through Winter Park's charming…
Cloisters Condo
$389,000
102 S Interlachen Avenue #209
2 bed / 1 bath Condo
MLS #O5476324
901 sq. ft.
Winter Park, FL 32789
Like a wonderful Jewel Box this unit will surpass your greatest dreams. Walls have been moved and removed to create a wonderful 2 bedroom 1 bath retreat from the activities outside. Just a block to Park Avenue.…
Colonies Ph 03
$75,000
7290 Daniel Webster Drive #40
2 bed / 3 bath Condo
MLS #O5476496
1,230 sq. ft.
Winter Park, FL 32792
Great investment opportunity or first time home buyers. 1230sqft 2 bedroom 2,5 bath Two story condo in Winter park!! First floor has all tile. community close to UCF and Full Sail University.amenities include pool,…
Golfside
$529,500
2601 Summerfield Road
4 bed / 3 bath Single Family Home
MLS #O5476556
2,753 sq. ft.
Winter Park, FL 32792
Everything you want in a home in a well established neighborhood. Too much to list!! Wood Floors throughout and absolutely no carpeting. Large granite island in kitchen and tons of counter space. Natural gas back up…
Green Terrace
$355,000
1881 Carollee Lane
3 bed / 2 bath Single Family Home
MLS #O5477121
1,345 sq. ft.
Winter Park, FL 32789
Fantastic opportunity to purchase a 0.24 acre lot in one of Winter Park’s most desirable areas. Walking distance to Ward Park, Cady Way Trail, Winter Park Memorial Hospital and Brookshire Elementary, this 78 x 136’…
Cranes Crk
$1,250
7507 Cranes Creek Court
3 bed / 3 bath Town Home
MLS #O5477255
1,429 sq. ft.
Winter Park, FL 32792
Nice 3 bed 2.5 Townhome in Cranes Creek Community. Stainless Steel Appliances, Upgraded Bathroom, Newer Laminate Floors. A must see. This Unit will go fast.
Glenmoor
$314,900
7541 Glenmoor Lane
4 bed / 2 bath Single Family Home
MLS #O5477360
2,288 sq. ft.
Winter Park, FL 32792
Winter Park POOL home ! Welcome to this MOVE IN ready UPDATED 4 bedroom, 2 bath POOL home within Winter Park schools. Enjoy energy efficient windows and extensive irrigation for the gardening enthusiast. Enjoy the…
$925,000
331 E Kings Way
4 bed / 4 bath Single Family Home
MLS #O5477502
2,981 sq. ft.
Winter Park, FL 32789
Victorian California style Pool home. The home was built by David Weekly homes in 2015. This beautiful home sits, in a very desirable area of Winter Park. Surrounded by million dollar homes and beautiful lakes, Lake…
Sylvan Park
$550,000
383 Sylvan Drive
3 bed / 3 bath Single Family Home
MLS #O5477558
1,741 sq. ft.
Winter Park, FL 32789
Oversized .46 acre corner lot on Winter Park’s beautiful Lake Sylvan. This charming mid-century home features three bedroom, two full and one half bath, hardwood floors and the most important feature of all….…
$10,999,000
656 N Interlachen Avenue
4 bed / 11 bath Single Family Home
MLS #O5477616
19,795 sq. ft.
Winter Park, FL 32789
Spectacular downtown Winter Park lakefront estate situated on original historic Casa Feliz property with 3+ acres overlooking Lake Osceola, steps from Park Avenue. This 2013 custom mansion was designed by Dirk Arace and…
$399,000
707 S Ranger Boulevard
5 bed / 3 bath Single Family Home
MLS #O5478002
2,190 sq. ft.
Winter Park, FL 32792
JUST REDUCED AND READY TO MOVE! This beautifully updated Winter Park home is ready for a new owner! You will be wowed from the moment you walk in the door with renovations done to a very high standard and finishes with…
Virginia Hts
$1,260,000
490 Fairfax Avenue
4 bed / 3 bath Single Family Home
MLS #O5478114
3,358 sq. ft.
Winter Park, FL 32789
Modern Craftsman located on a deep lot backing up to Howell Creek in the desirable Virginia Heights area! Stunning home includes thoughtfully selected details like open & versatile plan design, beautiful hickory wood…
The Stratford A Winter Park Condominium
$68,000
257 Lewfield Circle #257
1 bed / 1 bath Condo
MLS #O5478236
678 sq. ft.
Winter Park, FL 32792
reduced!!! Great Location ! convenient to shopping,restaurants,Rollins College,UCF,Full Sail,highways,downtown Winter Park. The Stratford is a well maintained and established community with 2 swimming pools, lighted…
$498,000
230 Benmore Drive
Commercial Property
MLS #O5478282
1,581 sq. ft.
Winter Park, FL 32792
Winter Park Medical Office. Walking distance to Winter Park Hospital. Zoned Office/Residential. 5 parking spaces plus street parking available. Private office with bathroom. 3 large exam rooms. 1 triage room. Reception…
Fairbanks Shores
$198,500
2886 Roxbury Road
3 bed / 1 bath Single Family Home
MLS #O5478320
1,162 sq. ft.
Beautifully remodeled 1950's Winter Park bungalow! Gorgeous original oak hardwood flooring in living and bedroom areas. Huge, fenced backyard with above ground pool, covered porch and an additional wood deck seating…
$375,000
1409 Sunset Drive
2 bed / 1 bath Single Family Home
MLS #O5478801
1,270 sq. ft.
Winter Park, FL 32789
Charming Bungalow located on a popular brick street in the heart of Winter Park! This adorable home has the original hardwood floors, crown molding and wood burning fireplace giving this home lots of character. Kitchen…
Forest Hills
$685,000
230 Chelton Circle
4 bed / 3 bath Single Family Home
MLS #O5478874
2,310 sq. ft.
Winter Park, FL 32789
Wonderful opportunity to live on quaint Chelton Circle facing serene Lake Chelton! This one story home sits up on a hill and corners Dana Way and Chelton Circle. It is nestled between Lake Sue and Lake Chelton which…
Country Lane
$155,400
1531 Lawndale Circle
3 bed / 2 bath Single Family Home
MLS #O5478973
1,300 sq. ft.
Winter Park, FL 32792
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing.
$1,500
1500 Gay Road #25D
2 bed / 2 bath Condo
MLS #O5479062
1,026 sq. ft.
Winter Park, FL 32789
Furnished Unit with Lake views from Dining Room and Kitchen windows, Pool views from Bedrooms. New Carpet. Open Kitchen with Granite Counters. Updated Baths. Nicely Appointed. Lakefront Community with Lake Access and…
$1,950

3 bed / 2 bath Single Family Home
MLS #O5479321
1,762 sq. ft.
Winter Park, FL 32792
This beautiful 3 bedroom 2 bath home is located in the heart of Kenilworth Shores in desirable Winter Park. This updated home offers an open floor plan with gorgeous terrazzo flooring throughout and brand new hardwood…
Tbd
$1,500,000
652 W Morse Boulevard #12
3 bed / 4 bath Town Home
MLS #O5479345
3,238 sq. ft.
Winter Park, FL 32789
Pre-Construction. To be built. Introducing The Morse & Pennsylvania Brownstones - Phase 2 of Phil Kean Designs downtown Winter Park town home development. Another one-of-a-kind design by Phil Kean which offers luxury…
Tbd
$1,500,000
652 W Morse Boulevard #13
3 bed / 4 bath Town Home
MLS #O5479557
3,052 sq. ft.
Winter Park, FL 32789
Pre-Construction. To be built. Introducing The Morse & Pennsylvania Brownstones - Phase 2 of Phil Kean Designs downtown Winter Park town home development. Another one-of-a-kind design by Phil Kean which offers luxury…
Colonies
$50,000
3053 George Mason Avenue #A
1 bed / 1 bath Condo
MLS #O5479595
809 sq. ft.
Winter Park, FL 32792
Improvements have been completed on the unit. INVESTMENT OPPORTUNITY!!!! The unit boast a spacious 800 sqft one bedroom, one bathroom condo that is located minutes from UCF and Full Sail. Condo is surrounded by plenty…
Arrowhead Cove Unit 02
$292,900
7869 Broken Arrow Trail
4 bed / 3 bath Single Family Home
MLS #O5479673
2,555 sq. ft.
Winter Park, FL 32792
This four bedroom pool home on Lake Nan in the Arrowhead Cove community of Winter Park, Florida is now available. The formal living room with built ins will be a great place to meet your guests. The classy formal dining…
Sylvan Lake Shores
$825,000
211 Overlook Road
5 bed / 4 bath Single Family Home
MLS #O5479705
3,499 sq. ft.
Winter Park, FL 32789
Gorgeous 1930’s character home in the heart of Winter Park. White panel siding, green Board and Batten shutters, and a gated driveway all lend to this home’s amazing curb appeal. Stunning interior offers five…
Winter Park Pines Merrie Oaks
$309,900
361 Merrie Oaks Road
5 bed / 3 bath Single Family Home
MLS #O5479814
1,980 sq. ft.
Winter Park, FL 32792
Pride of ownership shows! Lovely updated kitchen with wood cabinets and stainless steel appliances. This 5 bedroom 3 bath home offers a split bedroom plan. Lots of storage closets. 3 full bathrooms, 2 of the…
Villas Of Casselberry
$124,750
3129 Fairwood Court
2 bed / 2 bath
MLS #O5479825
1,068 sq. ft.
Winter Park, FL 32792
A must see! Remodeled Kitchen with solid wood Maple Cabinets, includes newer Refrigerator, Range, Built in Microwave, washer & Dryer, Trane HVAC. Fenced back yard with under roof utility closets (2). Screened back porch…
Eastbrook Sub Unit 09
$220,000
2448 Baxter Court
3 bed / 2 bath Single Family Home
MLS #O5479964
1,983 sq. ft.
Winter Park, FL 32792
Well-Priced Three Bedroom, Two Bath Concrete-Block Single Family Home with 2-Car Garage on a HALF-ACRE Lot and a Quiet Cul-de-Sac here in Winter Park! HOLY COW! Living Room, Family Room, Dining Room AND Sprawling BONUS…
Osceola Place
$1,295,000
550 Palmer Avenue
4 bed / 5 bath Single Family Home
MLS #O5479988
4,706 sq. ft.
Winter Park, FL 32789
Fabulous Winter Park home close to Park Avenue! This stunning home welcomes you with an impressive Dining room and boasts gorgeous travertine flooring and soaring vaulted ceilings. As your gaze leads up the flowing…
$1,100,000
1551 Harris Circle
3 bed / 3 bath Single Family Home
MLS #O5480253
3,300 sq. ft.
Winter Park, FL 32789
Stunning Lakefront in Winter Park! Completely remodeled this three bedroom, two and one-half bath home sits in the picturesque neighborhood of Sylvan Lake Shores, surrounded by charming brick streets, majestic oak…
Flamingo Shores
$799,000
1791 Killarney Drive
4 bed / 3 bath Single Family Home
MLS #O5480256
2,856 sq. ft.
Winter Park, FL 32789
LAKEFRONT, RESORT LIFESTYLE! This is a 4 bedroom, 3 bath 1950’s ranch home on PRIVATE, PRISTINE, LAKE KILLARNEY. This “GEM” is one of Winter Park’s best kept secrets. Entering the home you are greeted by…
H Vanwies Sub
$219,000
1410 Michigan Avenue
2 bed / 1 bath Single Family Home
MLS #O5480281
1,323 sq. ft.
Welcome to YOUR NEW HOME located right in Winter Park. This THREE BEDROOM, ONE BATH home has over 1300 SQUARE FOOT and is ready for its next owner! Tax records show that this home is a two bedroom, one bath. However,…
Alexander Place
$2,275,000
141 Alexander Place
4 bed / 5 bath Single Family Home
MLS #O5480431
3,992 sq. ft.
Winter Park, FL 32789
Fabulous Santa Barbara style Mediterranean residence in the heart of downtown Winter Park overlooking Lake Osceola and only footsteps from Park Avenue and The Alfond Inn… The magnificent 1930’s vintage home has been…
Quarters At Winter Park Condo
$399,000
1146 Washington Avenue #190
3 bed / 3 bath Town Home
MLS #O5480483
2,083 sq. ft.
Winter Park, FL 32789
Beautiful townhouse located in the heart of Winter Park , easy living no maintenance,you’re walk or bike distance to both Park Ave and Fairbanks, boutique shopping,restaurants,fantastic location,start taking a class…
Chateaux Du Lac Condo
$1,350
1500 Gay Road #12A
2 bed / 2 bath Condo
MLS #O5480763
1,026 sq. ft.
Winter Park, FL 32789
Winter Park Lakefront Community - close to Winter Park Village for Groceries, Movies, Restaurants. Lake views from unit, over the parking lot. Beautifully updated unit, ready to occupy! Gorgeous Kitchen with stainless…
$595,000
690 S Lakemont Avenue
4 bed / 3 bath Single Family Home
MLS #O5480795
1,897 sq. ft.
Winter Park, FL 32792
Lovely remodeled custom 4 bedroom home in the Kenilworth Shores section of Winter Park! 1892 square feet block home with circular drive and spacious sparking heated pool and spa in a screened Lanai. Completely Fenced…
Villas Of Casselberry
$1,400
3202 Parkside Court
3 bed / 3 bath Town Home
MLS #O5481026
1,441 sq. ft.
Winter Park, FL 32792
Winter Park rental home located in the community of Villas of Casselberry. Conveniently located minutes from the Interlachen Country Club and Golf, Great Shopping and Dining. This 3 Bedroom, 2 1/2 Bath, 2 Story home…
Winter Park Manor
$275,000
2812 Chantilly Avenue
3 bed / 2 bath Single Family Home
MLS #O5481198
1,324 sq. ft.
Winter Park, FL 32789
This home has been immaculately maintained by the long-time owner. The new owner can enjoy all the benefits of living within the CITY OF WINTER PARK, which include highly-rated schools, Winter Park library, and…
Olympia Heights
$159,900
1951 Oglesby Avenue
2 bed / 1 bath Single Family Home
MLS #O5481325
780 sq. ft.
Winter Park, FL 32789
Fantastic opportunity for investors or multi/extended families! Two homes, side by side available for sale separately or purchase both homes. Both properties are 2 bedrooms/one bath with a carport and large fenced back…
Olympia Heights
$179,900
1941 Oglesby Avenue
2 bed / 1 bath Single Family Home
MLS #O5481326
780 sq. ft.
Winter Park, FL 32789
Fantastic opportunity for investors or multi/extended families! Two homes, side by side available for sale separately or purchase both homes. Both properties are 2 bedrooms/one bath with a carport and large fenced back…
Tanglewood Sec 3 Rep
$218,500
2243 Elsinore Avenue
3 bed / 2 bath Single Family Home
MLS #O5481356
1,388 sq. ft.
Winter Park, FL 32792
Winter Park Classic. Located in desirable TangleWood, Winter Park. This home has a beautifully remodeled kitchen - soft close cabinets, granite countertops, modern glass backsplash, stainless exterior venting wall…
Lake Forest Park
$499,000
2815 Norris Avenue
3 bed / 2 bath Single Family Home
MLS #O5481441
1,875 sq. ft.
Winter Park, FL 32789
Chic, airy mid-century with cathedral ceilings, lots of glass, sparkling pool with brick pavers, magnificent trees on 1/4 acre corner lot. Bright, updated kitchen with breakfast room and built-ins. Open living and…
Osceola Shores Sec 01
$799,000
100 Detmar Drive
4 bed / 3 bath Single Family Home
MLS #O5481566
3,600 sq. ft.
Winter Park, FL 32789
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 tropical foliage, and…
Hidden Oaks Condo
$89,500
7443 Glen Oaks Way #920
2 bed / 2 bath Condo
MLS #O5481650
990 sq. ft.
Winter Park, FL 32792
This Beautiful 2 Floor End Unit only has neighbors on one side and none upstairs. The Move In Ready 2 Bedroom, 1 & 1/2 Bath offers TILE throughout downstairs, with a Great Room that is perfect for your family get…
$155,000
2518 Leeward Way #2518
3 bed / 2 bath Town Home
MLS #O5481690
1,467 sq. ft.
Winter Park, FL 32792
community pool is only steps away from rear of unit. this end unit townhouse has new flooring and bathrooms have been remodeled. roof was replaced in 2014 and fully repiped. hoa is very low!!! come see this move in…
Penn Place
$1,295,000
1003 S Pennsylvania Avenue #A
4 bed / 3 bath Town Home
MLS #O5481921
3,229 sq. ft.
Winter Park, FL 32789
Penn Place – experience brand new extraordinary townhomes near WP Village, Rollins College, Whole Foods, Fresh Market & Park Avenue… These custom top quality homes offer the ultimate in luxury, privacy and a very…
Penn Place
$1,245,000
1005 S Pennsylvania Avenue #B
3 bed / 3 bath Town Home
MLS #O5481922
3,345 sq. ft.
Winter Park, FL 32789
Penn Place – experience brand new extraordinary townhomes near WP Village, Rollins College, Whole Foods, Fresh Market & Park Avenue… These custom top quality homes offer the ultimate in luxury, privacy and a very…
Winter Green
$143,000
1711 Winter Green Boulevard
2 bed / 2 bath Town Home
MLS #O5482004
1,460 sq. ft.
Winter Park, FL 32792
Very spacious, well-loved and well-maintained townhouse in Winter Park. Two bedrooms and two bathrooms PLUS a Bonus Room downstairs. This bonus room would make a great office (w/ closet) or could be made into a third…
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