339 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $479,900

View 1757 Pine Ave Winter Park FL
View Details 23 Photos
View 1757 Pine Ave Winter Park FL
View 1757 Pine Ave Winter Park FL
View 1757 Pine Ave Winter Park FL
Listed Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1536

  • Year Built

    1955

  • $/SqFt

    $312

Conwill Estates - Just a short walk to the YMCA or Bike Ride to Park Avenue! MLS#O5854736. Re/Max Town Centre. MFR

Home For Sale $434,900

View 2906 Banchory Rd Winter Park FL
View Details 38 Photos
View 2906 Banchory Rd Winter Park FL
View 2906 Banchory Rd Winter Park FL
View 2906 Banchory Rd Winter Park FL
Listed Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2171

  • Year Built

    1969

  • $/SqFt

    $200

Winter Park Pines - Check out this great home today! MLS#O5854744. Keller Williams Advantage Realty. MFR

Home For Sale $409,900

View 2271 Nairn Dr Winter Park FL
View Details 27 Photos
View 2271 Nairn Dr Winter Park FL
View 2271 Nairn Dr Winter Park FL
View 2271 Nairn Dr Winter Park FL
Listed Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1916

  • Year Built

    1970

  • $/SqFt

    $213

***Investors-Property has potential to be rezoned as R-2! *** MLS#O5854881. Century 21 Alton Clark. MFR

Home For Sale $175,000

View 148 Oak Grove Rd Winter Park FL
View Details 16 Photos
View 148 Oak Grove Rd Winter Park FL
View 148 Oak Grove Rd Winter Park FL
View 148 Oak Grove Rd Winter Park FL
*POTENTIAL GREAT VALUE
Listed Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1156

  • Year Built

    1995

  • $/SqFt

    $151

Winter Park Oaks - New carpet in bedrooms and living room. Fresh paint inside and out. MLS#O5854330. Fannie Hillman & Associates. MFR

Home For Sale $1,895,000

View Details 48 Photos
Listed For 1 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5792

  • Year Built

    2008

  • $/SqFt

    $327

Zoned for A-rated public schools and convenient to top-rated private schools. MLS#O5854638. Kelly Price & Company Llc. MFR

Home For Sale $449,000

View Details 33 Photos
Listed For 1 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1937

  • Year Built

    1958

  • $/SqFt

    $231

Lake Bell Terrace - A One year American Home Shield Home Warranty is included MLS#O5854651. Weichert Realtors Hallmark Properties. MFR

Home For Sale $525,000

View Details 39 Photos
Listed For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2115

  • Year Built

    1959

  • $/SqFt

    $248

Located on one of the prettiest streets in the area the curb appeal does not disappoint with custom wood work, paver driveway, and fresh landscaping. MLS#O5854394. Investor'S Real Estate Llc. MFR

Home For Sale $379,000

View Details 17 Photos
*POTENTIAL GREAT VALUE
Listed For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2074

  • Year Built

    1958

  • $/SqFt

    $182

Great opportunity to buy in a well-established hidden gem of a neighborhood. MLS#O5854034. Greg Martinez Realty Llc. MFR

Home For Sale $290,000

View Details 25 Photos
Listed For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1444

  • Year Built

    1990

  • $/SqFt

    $200

Autumn Glen is a quiet community, close to great restaurants, awesome schools and shopping. A Must See!! ! MLS#O5853969. Coldwell Banker Residential Re. MFR

Home For Sale $282,000

View Details 20 Photos
Listed For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1467

  • Year Built

    1962

  • $/SqFt

    $192

Eastbrook - Need some storage or a small workshop, there is a small workshop in the spacious fenced backyard. MLS#O5854310. Century 21 Oneblue. MFR

Home For Sale $175,900

View Details 4 Photos
Listed For 4 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    888

  • Year Built

    1951

  • $/SqFt

    $198

Glencoe - This home will not be on the market very long, this home is located in a very nice neighborhood in Winter Park, Fl within minutes from I-4. So bring your best offers. MLS#G5027893. Foxfire Realty. MFR

Home For Sale $515,000

View Details 29 Photos
Listed For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2063

  • Year Built

    1955

  • $/SqFt

    $249

Kenilworth Shores - Schedule a tour now- homes in this neighborhood in such wonderful condition are rare. MLS#O5853918. Charles Rutenberg Realty Orlando. MFR

Home For Sale $385,000

View Details 20 Photos
*IS BANK OWNED
Listed For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2069

  • Year Built

    1949

  • $/SqFt

    $186

Comstock Park - Buyer To Verify All Information Provided Including Measurements, Zoning, Sq Ft, Lot Size, Etc. MLS#O5853851. Kara Money Llc. MFR

Home For Sale $384,999

View Details 31 Photos
Listed For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1804

  • Year Built

    1972

  • $/SqFt

    $213

Winter Woods - Call you agent today for a showing. MLS#O5853976. Era Grizzard Real Estate. MFR

Home For Sale $299,000

View Details 22 Photos
*POTENTIAL GREAT VALUE
Listed For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2423

  • Year Built

    1972

  • $/SqFt

    $123

Slovak Village - Call today for a showing before it is gone!! ! MLS#O5854002. Explore Florida Realty Services Llc. MFR

Home For Sale $230,000

View Details 2 Photos
Listed For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1247

  • Year Built

    1981

  • $/SqFt

    $184

Wrenwood Heights - Interior photos to be uploaded April 3. MLS#O5854100. Regal R.E. Professionals Llc. MFR

Home For Sale $189,000

View Details 18 Photos
Listed For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1166

  • Year Built

    1989

  • $/SqFt

    $162

Come enjoy this Winter Park bedroom community! MLS#O5853845. Charles Rutenberg Realty Orlando. MFR

Home For Sale $949,000

View Details 30 Photos
Listed For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2915

  • Year Built

    1998

  • $/SqFt

    $325

Campo Bello - Close to Park Ave, Interlachen Country Club, YMCA, Shopping, and tons of area Specialty Restaurants! MLS#O5853232. Premier Sotheby'S Intl. Realty. MFR

Home For Sale $753,000

Reduced By $34,000
View Details 16 Photos
Listed For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2762

  • Year Built

    1960

  • $/SqFt

    $272

Timberlane Shores - Priced below 800K with no HOA, this is an excellent opportunity to own a beautiful home in Winter Park. MLS#O5853710. Keller Williams Winter Park. MFR

Home For Sale $425,000

View Details 42 Photos
Listed For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1836

  • Year Built

    1959

  • $/SqFt

    $231

Minutes from Park Avenue shoppes, restaurants, Winter Park Village, a short drive to Downtown Orlando, convenient to I-4. MLS#O5853464. Kelly Price & Company Llc. MFR

Pended $329,900

View Details 35 Photos
Listed For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1811

  • Year Built

    1989

  • $/SqFt

    $182

The Pride of Ownership is shown throughout this Beautiful Home! MLS#O5853717. Coldwell Banker Residential Re. MFR

Home For Sale $274,900

View Details 28 Photos
Listed For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1970

  • $/SqFt

    $175

Woodcrest - No mandatory HOA! Easy to show! MLS#O5853574. Future Home Realty Inc. MFR

Home For Sale $1,499,000

View Details 34 Photos
Listed For 8 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3984

  • Year Built

    1989

  • $/SqFt

    $376

Morseland Gardens - This uniquely beautiful home is on one of the most desirable streets in Winter Park only a short walking distance to Park Avenue's boutiques and restaurants. MLS#O5853357. Coldwell Banker Realty. MFR

Home For Sale $799,000

View Details 33 Photos
Listed For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2796

  • Year Built

    2013

  • $/SqFt

    $285

Oversized fenced in lot with large open space for the kids to play. MLS#O5853203. Coldwell Banker Realty. MFR

Home For Sale $379,900

Reduced By $11,100
View Details 50 Photos
Listed For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1589

  • Year Built

    2019

  • $/SqFt

    $239

This home beautiful and should not be missed. Call for an appointment today. MLS#O5853000. Keller Williams Heritage Realty. MFR

Home For Sale $499,000

View Details 26 Photos
Listed For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2137

  • Year Built

    1978

  • $/SqFt

    $233

Greenview Winter Pines - Stop by as soon as possible, this opportunity won't last long! MLS#O5852860. Fannie Hillman & Associates. MFR

Home For Sale $375,000

View Details 48 Photos
Listed For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2352

  • Year Built

    1972

  • $/SqFt

    $159

Make this home a priority to see asap. MLS#O5853016. Coldwell Banker Realty. MFR

Pended $347,000

View Details 29 Photos
Listed For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1609

  • Year Built

    1973

  • $/SqFt

    $215

This Winter Park home offers an in-ground pool, an enclosed patio, granite kitchen countertops, stainless steel appliances, a master bathroom with a step-in shower, a master bedroom walk-in closet, and a two-car garage. MLS#O5852276. Opendoor Brokerage Llc. MFR

Pended $257,900

View Details 22 Photos
Listed For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1516

  • Year Built

    1990

  • $/SqFt

    $170

Bridgewater - All major appliances included, including washer & dryer! Hurry – this one won’t last!! ! MLS#O5847708. Realty Hub. MFR

Pended $249,900

View Details 8 Photos
Listed For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1079

  • Year Built

    1983

  • $/SqFt

    $231

Oakcrest - The house is in pristine condition so move in, enjoy and plan your projects MLS#O5851625. Charles Rutenberg Realty Orlando. MFR

Home For Sale $969,900

View Details 30 Photos
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2985

  • Year Built

    2020

  • $/SqFt

    $324

Walking distance to Winter Park Village and minutes from Trader Joe's, Hillstone, Bulla and more! MLS#O5852770. Mainframe Real Estate. MFR

Home For Sale $775,000

View Details 64 Photos
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2918

  • Year Built

    1938

  • $/SqFt

    $265

Osceola Court - For all the investors this home has rented for the past few years at 5K a month: Schedule your showing today! MLS#O5852428. Fannie Hillman & Associates. MFR

Pended $496,404

View Details 1 Photo
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2185

  • Year Built

    2020

  • $/SqFt

    $227

Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. MLS#O5852749. Meritage Homes Of Fl Realty. MFR

Home For Sale $485,994

View Details 1 Photo
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2185

  • Year Built

    2020

  • $/SqFt

    $222

Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills. MLS#O5852754. Meritage Homes Of Fl Realty. MFR

Home For Sale $479,900

View Details 33 Photos
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2369

  • Year Built

    1968

  • $/SqFt

    $202

Practicing Covid19 Safety Protocols for showing appointments, please contact us for details. MLS#O5852493. Keller Williams Winter Park. MFR

Home For Sale $380,000

View Details 42 Photos
Listed For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2257

  • Year Built

    1970

  • $/SqFt

    $168

Winter Park Pines - Don't miss your opportunity to own this home in Winter Park! MLS#O5852696. Weichert Realtors Hallmark Properties. MFR

Home For Sale $1,575,000

View Details 37 Photos
Listed For 12 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4882

  • Year Built

    2000

  • $/SqFt

    $322

Fontainebleau - Walking Distance to the Winter Park Racquet Club. Top "A" Schools MLS#O5852464. Fannie Hillman & Associates. MFR

Pended $338,000

View Details 26 Photos
*POTENTIAL GREAT VALUE
Listed For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2537

  • Year Built

    1961

  • $/SqFt

    $133

YOU WILL NOT WANT TO MISS EVERYTHING THIS HOME HAS TO OFFER! Schedule your showing today. MLS#O5851766. Keller Williams Winter Park. MFR

Pended $259,900

View Details 16 Photos
Listed For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1534

  • Year Built

    1972

  • $/SqFt

    $169

Wrenwood Heights - Check out our slideshow tour of the home or call today to schedule a walk-through in-person. MLS#O5851662. Keller Williams Advantage Iii. MFR

Pended $199,900

View Details 28 Photos
Listed For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1187

  • Year Built

    1995

  • $/SqFt

    $168

Winter Green - Close to Shops,Restaurants, Full Sail University and all that Winter Park has to offer ! ! MLS#O5852474. Olde Town Brokers Inc. MFR

Pended $197,900

View Details 17 Photos
Listed For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1170

  • Year Built

    1996

  • $/SqFt

    $169

Winter Park Oaks - Ideally located close to the Winter Park Village as well as I-4, schedule your private showing today! MLS#O5852543. Investor'S Real Estate Llc. MFR

Home For Sale $699,900

View Details 29 Photos
Listed For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2567

  • Year Built

    1956

  • $/SqFt

    $272

Stonehurst Estates - If you’re looking for an open floor plan, a huge privacy fenced backyard and the ideal location, look no further, you’ve found it! MLS#O5847266. Re/Max 200 Realty. MFR

Home For Sale $525,000

View Details 30 Photos
Listed For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2304

  • Year Built

    1969

  • $/SqFt

    $227

Come see everything this amazing home has to offer today!Water Heater 12/2016, HVAC 9/2015, Kitchen updates 3/2019, Guest bath updates 4/2018, and MORE TO SEE! MLS#O5851586. Keller Williams Winter Park. MFR

Home For Sale $334,900

View Details 29 Photos
Listed For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1627

  • Year Built

    1980

  • $/SqFt

    $205

Bel Aire Pines - Step through the extra huge sliding glass door which lets in loads of sunshine onto the expansive wood deck with built in wood seating. MLS#T3232061. Soldbot Inc.. MFR

Pended $309,900

View Details 26 Photos
Listed For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1769

  • Year Built

    1974

  • $/SqFt

    $175

Wrenwood Heights - To complete a full picture of this great property, add a super convenient location to shopping, restaurants, hospitals, major highways, highly rated public and private schools and colleges (UCF, Full Sail, Rollins, Valencia) MLS#O5852097. Coldwell Banker Residential Re. MFR

Home For Sale $210,000

View Details 15 Photos
Listed For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1096

  • Year Built

    1995

  • $/SqFt

    $191

Winter Green - This Is It, You Found It! MLS#O5852268. Keller Williams At The Parks. MFR

Home For Sale $675,000

View Details 22 Photos
Listed For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1860

  • Year Built

    1983

  • $/SqFt

    $362

Easy walk to the Winter Park Racquet Club and situated on a 100 X 150 double lot in the highly sought after area of the Vias / Fontainebleau corridor. MLS#O5851434. Keller Williams At The Parks. MFR

Home For Sale $295,000

Reduced By $20,000
View Details 24 Photos
*POTENTIAL GREAT VALUE
Listed For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2367

  • Year Built

    1974

  • $/SqFt

    $124

Howell Estates - This gem will be sold fast. Make your appointment immediately. MLS#S5031758. La Rosa Realty Lake Nona Inc. MFR

Home For Sale $269,900

View Details 21 Photos
Listed For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1970

  • $/SqFt

    $247

Carver Town - Owner may consider selling with furniture. COME SEE TODAY! EASY SHOWING! MLS#O5851823. Exp Realty Llc. MFR

Home For Sale $290,000

View Details 35 Photos
Listed For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1719

  • Year Built

    1981

  • $/SqFt

    $168

Howell Estates - Small wooden boat dock. Available for quick occupancy! MLS#O5849299. Legends Realty. MFR

Viewing HOMES 1 to 50 of 339

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$345,953
$285,000
108
1.9%
38.0%
82

Apopka
$332,543
$305,000
363
7.4%
33.1%
93

Belle Isle
$675,740
$547,000
35
0.0%
62.9%
97

Casselberry
$288,443
$272,450
89
5.6%
25.8%
79

Celebration
$875,146
$677,494
70
2.9%
64.3%
157

Champions Gate
$461,571
$449,000
31
3.2%
41.9%
114

Chuluota
$575,246
$439,900
32
0.0%
34.4%
84

Clermont
$374,875
$325,000
491
3.3%
37.7%
91

Gotha
$494,070
$404,500
20
5.0%
50.0%
79

Groveland
$343,159
$289,000
192
1.6%
29.2%
105

Harmony
$351,199
$312,681
33
3.0%
39.4%
146

Kissimmee
$345,603
$290,000
1514
3.4%
32.6%
106

Longwood
$540,454
$391,920
272
6.2%
37.1%
95

Maitland
$708,515
$449,425
96
5.2%
43.8%
94

Minneola
$304,282
$309,900
69
4.3%
26.1%
63

Montverde
$1,124,290
$799,000
35
0.0%
42.9%
188

Ocoee
$322,487
$325,000
156
7.7%
37.2%
92

Orlando
$440,004
$335,000
2807
4.8%
33.2%
88

Oviedo
$452,740
$416,000
187
5.9%
34.8%
75

Poinciana
$221,522
$209,900
483
3.9%
24.0%
119

Reunion
$872,895
$599,900
119
0.8%
59.7%
180

Saint Cloud
$364,378
$317,205
502
3.8%
32.3%
86

Sanford
$375,291
$292,990
333
2.7%
34.8%
100

Sorrento
$456,903
$367,347
74
6.8%
36.5%
73

Windermere
$1,284,641
$829,000
355
2.5%
40.0%
148

Winter Garden
$540,837
$456,000
451
1.8%
31.3%
97

Winter Springs
$417,168
$370,000
159
1.9%
34.0%
57

EasyStreet

Call to Schedule a Showing

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