226 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $750,000

View 208 Brewer Ave Winter Park FL
View Details 29 Photos
View 208 Brewer Ave Winter Park FL
View 208 Brewer Ave Winter Park FL
View 208 Brewer Ave Winter Park FL
Listed For 1 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2273

  • Year Built

    1925

  • $/SqFt

    $330

Cortland Park - Come view this amazing home today. MLS#O5981252. KELLER WILLIAMS CLASSIC.

Home For Sale $589,000

View 629 Balfour Dr Winter Park FL
View Details 37 Photos
View 629 Balfour Dr Winter Park FL
View 629 Balfour Dr Winter Park FL
View 629 Balfour Dr Winter Park FL
*POTENTIAL GREAT VALUE
Listed For 1 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3156

  • Year Built

    2007

  • $/SqFt

    $187

This property is located in the top rated Winter Park School district!! Schedule your showing today! MLS#O5981231. MAINFRAME REAL ESTATE.

Home For Sale $350,000

View 1721 Brazilian Ln Winter Park FL
View Details 21 Photos
View 1721 Brazilian Ln Winter Park FL
View 1721 Brazilian Ln Winter Park FL
View 1721 Brazilian Ln Winter Park FL
Listed For 1 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1604

  • Year Built

    1963

  • $/SqFt

    $218

Eastbrook - It is a great place to call home and it will go quick! Make your appointment today :) MLS#O5981340. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $549,000

View 433 Lakeview Ave Winter Park FL
View Details 45 Photos
View 433 Lakeview Ave Winter Park FL
View 433 Lakeview Ave Winter Park FL
View 433 Lakeview Ave Winter Park FL
Listed For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1925

  • Year Built

    1949

  • $/SqFt

    $285

Killarney Estates - Just a brief walk to Hillstone, Trader Joes and the new Winter Park Events Center. MLS#O5980574. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $520,000

View Details 39 Photos
Listed For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2428

  • Year Built

    1953

  • $/SqFt

    $214

Well Known Street & Neighboring Properties are Doctor Offices, Lawyer Offices, Interior Designer, Contractors, Financial Co., etc. MLS#O5980208. THE JERRY BARKER GROUP LLC.

Home For Sale $459,000

View Details 27 Photos
Listed For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1736

  • Year Built

    1954

  • $/SqFt

    $264

Enjoy Winter Park living just minutes to Winter Park Village, Downtown Winter Park, and easy access to I-4. MLS#O5980931. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $385,000

View Details 14 Photos
Listed For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1040

  • Year Built

    1948

  • $/SqFt

    $370

CALL TODAY to schedule your private viewing. MLS#O5980948. COLDWELL BANKER REALTY.

Home For Sale $369,000

View Details 17 Photos
Listed For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1263

  • Year Built

    1975

  • $/SqFt

    $292

Wrenwood Heights - This home is located near the 417 expressway, popular downtown Winter Park’s Park Avenue, Full Sail University, Rollins College, and multiple shopping and dining locations. MLS#O5980920. BLUEFIN REALTY GROUP LLC.

Home For Sale $732,000

View Details 34 Photos
Listed For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1930

  • Year Built

    2021

  • $/SqFt

    $379

Lovely neighborhood, Close to Winter Park Village and Park Avenue. A+ Schools!! ! MLS#O5978961. COLDWELL BANKER REALTY.

Home For Sale $310,000

View Details 16 Photos
Listed For 3 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1252

  • Year Built

    1928

  • $/SqFt

    $248

Lawndale - For an added bonus, this property is Zoned R-2 with potential for rental income as well. MLS#O5980756. ANNE ROGERS REALTY GROUP INC.

Pended $935,000

View Details 25 Photos
Listed For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2120

  • Year Built

    1949

  • $/SqFt

    $441

Sylvan Lake Shores - Lake Sylvan is a Serene Lake with wonderful Wildlife. Enjoy Paddleboarding, Kayaking & Electric Boats MLS#O5980507. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $310,000

View Details 31 Photos
Listed For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1981

  • $/SqFt

    $277

Cedar Ridge - Please be aware seller is looking to rent back from the buyer for December and January as well as 10 days in Feburary. MLS#O5980370. WATSON REALTY CORP.

Home For Sale $1,607,700

View Details 25 Photos
Listed For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2812

  • Year Built

    2001

  • $/SqFt

    $572

Set your sites on a lifestyle relaxing in your pool, paddle board, boating to Hillstone, entertaining your family and friends in your new dream home located at 580 Ololu Drive. MLS#O5976053. FLORIDA PROPERTY LLC.

Home For Sale $1,375,000

View Details 22 Photos
Listed For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2882

  • Year Built

    1972

  • $/SqFt

    $477

Near downtown Orlando. Update List Upon Request. MLS#O5980082. BHHS RESULTS REALTY.

Pended $715,000

View Details 26 Photos
Listed For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2546

  • Year Built

    2019

  • $/SqFt

    $281

Dubsdread Heights - There is no HOA in this community. Available for private showings. MLS#O5979934. COMPASS FLORIDA LLC.

Home For Sale $469,000

View Details 30 Photos
Listed For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1340

  • Year Built

    1959

  • $/SqFt

    $350

Brookshire Heights - Call today before this one is gone! MLS#O5979665. KELLER WILLIAMS REALTY AT THE PARKS.

Pended $360,000

View Details 32 Photos
Listed For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1949

  • Year Built

    1989

  • $/SqFt

    $185

To see this four bedroom home check out the 3D tour and call today to schedule a showing! MLS#O5979619. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $328,000

View Details 30 Photos
Listed For 7 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1323

  • Year Built

    1953

  • $/SqFt

    $248

Temple Terrace - Call today for your private tour. MLS#O5979852. CREEGAN GROUP.

Pended $515,000

Reduced By $24,900
View Details 20 Photos
Listed For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1893

  • Year Built

    1973

  • $/SqFt

    $272

Quick closing possible!. HURRY ! WON"T LAST! MLS#O5979556. KELLER WILLIAMS HERITAGE REALTY.

Pended $359,500

View Details 40 Photos
Listed For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1264

  • Year Built

    1958

  • $/SqFt

    $284

Winter Park Estates - Park Ave is a few minutes drive to all the dining and shopping. Roof 2011, AC 2012 MLS#O5979784. CHARLES RUTENBERG REALTY ORLANDO.

Pended $389,900

View Details 36 Photos
Listed For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1992

  • Year Built

    1978

  • $/SqFt

    $196

Garden Lake Estates - Just off Howell Branch Road, this home has easy access into Winter Park and Orlando, giving you plenty of shopping and dining opportunities! MLS#O5979438. EXP REALTY LLC.

Home For Sale $329,000

View Details 28 Photos
Listed For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1955

  • $/SqFt

    $264

This home boasts tons of upgrades and improvements, BATHROOMS were updated 2012, ROOF (2017), WATER HEATER (2021), A/C (2019), House has been RE PIPED (2012) and EXTERIOR PAINT (2018) Conveniently located near shopping and dining, not far from Winter Park Village and easy access to I-4 MLS#O5978555. REDFIN CORPORATION.

Pended $305,000

View Details 20 Photos
Listed For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1106

  • Year Built

    1973

  • $/SqFt

    $276

This home would be great for first time home owners, investors or small family. Come show and sell! MLS#O5978897. AMERICAN HOME TEAM REALTY LLC.

Pended $349,990

View Details 40 Photos
Listed For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1336

  • Year Built

    1984

  • $/SqFt

    $262

Oakcrest - Close To A Rated Schools, Great Shopping And More. MLS#S5057767. LOKATION.

Pended $700,000

View Details 37 Photos
Listed For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2250

  • Year Built

    1962

  • $/SqFt

    $311

Brookshire Heights - Brand new AC, Water Heater and Garagdoor with opener in summer 2021. Come see it today. MLS#O5976714. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $800,000

Reduced By $25,000
View Details 59 Photos
Listed For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3284

  • Year Built

    1989

  • $/SqFt

    $244

Convenient to Winter Park Shopping, Rollins College, UCF, and highways. MLS#O5978265. KELLER WILLIAMS REALTY AT THE PARKS.

Pended $425,000

View Details 53 Photos
Listed For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1956

  • $/SqFt

    $276

Don’t pass on this home – you won’t be disappointed! MLS#O5977622. BHHS FLORIDA REALTY.

Home For Sale $419,000

View Details 32 Photos
Listed For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2144

  • Year Built

    1977

  • $/SqFt

    $195

Howell Branch Woods - Close to all of the shopping and entertainment areas that make Winter Park the place to be! Schedule your showing today! MLS#G5047591. BEACON REAL ESTATE & ASSOC.

Pended $409,900

View Details 19 Photos
Listed For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1956

  • $/SqFt

    $258

Eastgate - Park Ave shopping & restaurants just minutes away, hurry this diamond will go quick. MLS#O5938219. GALLERY OF HOMES RE PROF..

Pended $625,000

View Details 36 Photos
Listed For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2281

  • Year Built

    1987

  • $/SqFt

    $274

Repiped in 2021, AC in 2020 and roof in 2019. Welcome home! MLS#O5978221. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $599,000

Reduced By $50,000
View Details 25 Photos
Listed For 15 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1488

  • Year Built

    1951

  • $/SqFt

    $403

Call this home yours before the holidays. MLS#O5977859. RE/MAX 200 REALTY.

Pended $527,000

View Details 45 Photos
Listed For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2197

  • Year Built

    1968

  • $/SqFt

    $240

Ideal location as you can walk to Cady Way Trail, Cady Way Pool, and you can even go enjoy a round of golf at Winter Pines Golf Club! MLS#O5977925. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $465,000

View Details 25 Photos
Listed For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1961

  • Year Built

    1951

  • $/SqFt

    $237

Glencoe - This home has been virtually staged to illustrate its potential. MLS#O5978257. OPENDOOR BROKERAGE LLC.

Pended $450,000

Reduced By $15,000
View Details 36 Photos
*POTENTIAL GREAT VALUE
Listed For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2700

  • Year Built

    1985

  • $/SqFt

    $167

Come make this house your home before someone else does, because it won’t last long! MLS#O5978192. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $369,000

View Details 40 Photos
Listed For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1732

  • Year Built

    1957

  • $/SqFt

    $213

Winter Park Estates - Schedule a tour and come meet your new home, it should be your next and forever destination! MLS#O5976346. LA ROSA REALTY ORLANDO LLC.

Pended $349,900

View Details 28 Photos
Listed For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1233

  • Year Built

    1981

  • $/SqFt

    $284

Cedar Ridge - This home won't last long , Book a showing today! MLS#O5977771. FLOBELLA REALTY LLC.

Pended $798,500

View Details 51 Photos
Listed For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3050

  • Year Built

    2019

  • $/SqFt

    $262

Waters Edge At Hawks Crest - Hawks Crest is a community with resort style amenities that include, dog park, walking trails, community dock, fitness center, community room, playgrounds amazing pool and splash pad and so much more. MLS#S5057339. REMAX PIONEER.

Pended $699,000

View Details 50 Photos
Listed For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2582

  • Year Built

    2020

  • $/SqFt

    $271

Meadows At Hawks Crest - Enjoy the beautiful Florida weather with access by dock to Lake Howell for kayaking or fishing. MLS#O5977268. PALMANO GROUP RE BROKERAGE LLC.

Pended $514,260

View Details 18 Photos
Listed For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1589

  • Year Built

    2022

  • $/SqFt

    $324

Meadows At Hawks Crest - Structural options for 1118 Wildmeadow Run include: Trey Ceiling in owners suite, covered lanai, 8 ft doors throughout house, pocket sliding glass doors. MLS#A4514397. TAYLOR MORRISON RLTY OF FLA.

Pended $339,900

View Details 47 Photos
Listed For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1458

  • Year Built

    1969

  • $/SqFt

    $233

Eastbrook - Be sure to check out the 3-D virtual tour! ! MLS#O5975237. OFFERPAD BROKERAGE.

Pended $335,000

View Details 38 Photos
Listed For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1307

  • Year Built

    2003

  • $/SqFt

    $256

Bear Gully Forest - The house is also zoned for Seminole County schools! Schedule a showing today! MLS#O5970285. EXP REALTY LLC.

Home For Sale $2,295,000

View Details 33 Photos
Listed For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3530

  • Year Built

    2020

  • $/SqFt

    $650

Come see this new construction home facing the nine-hole Winter Park Golf Course, with a short walk to Park Avenue. MLS#O5977226. PREMIER SOTHEBY'S INTL. REALTY.

Pended $482,900

View Details 36 Photos
Listed For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2465

  • Year Built

    1977

  • $/SqFt

    $196

Howell Estates - This home is centrally located and is just a quick drive to Walmart, Publix, HomeGoods, and more! MLS#O5977537. EXP REALTY LLC.

Pended $454,900

View Details 37 Photos
Listed For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2277

  • Year Built

    1998

  • $/SqFt

    $200

Schedule your showing today! No HOA MLS#G5047359. LA ROSA REALTY HORIZONS LLC.

Home For Sale $399,900

Reduced By $20,100
View Details 51 Photos
Listed For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2040

  • Year Built

    1964

  • $/SqFt

    $196

Winter Park Estates - All measurements are approximate and should be verified by buyer. MLS#O5975524. ARCHIHOME ENTERPRISES LLC.

Pended $395,000

View Details 1 Photo
Listed For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1633

  • Year Built

    1960

  • $/SqFt

    $242

This property is ready for your final decorating touches or to raze and build that new dream house. Superb opportunity. MLS#O5977544. COLDWELL BANKER REALTY.

Pended $850,000

View Details 2 Photos
Listed For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1628

  • Year Built

    1945

  • $/SqFt

    $522

One CMU block 2/2 and the other a small wood frame cottage 2/1. MLS#O5977204. THE SYDGAN CORP.

Pended $339,900

View Details 25 Photos
Listed For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1402

  • Year Built

    1982

  • $/SqFt

    $242

This is a NO HOA community, close to shopping and major highways. MLS#O5973919. GRANDE REALTY GROUP LLC.

Home For Sale $1,200,000

View Details 7 Photos
Listed For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3819

  • Year Built

    2022

  • $/SqFt

    $314

Don't miss the opportunity to select your finishes during the early construction phase to truly make it your own! MLS#O5975765. LINEAGE REAL ESTATE.

Pended $437,500

View Details 27 Photos
Listed For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1385

  • Year Built

    1964

  • $/SqFt

    $316

Come see for yourself and book your showing today. MLS#O5976792. CHARLES RUTENBERG REALTY ORLANDO.

Viewing HOMES 1 to 50 of 226

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
$458,662
$375,000
99
1.0%
36.4%
63

Apopka
$417,320
$395,950
310
1.9%
27.7%
73

Belle Isle
$744,637
$499,900
19
0.0%
36.8%
55

Casselberry
$356,508
$339,000
87
1.1%
28.7%
58

Celebration
$1,142,117
$842,918
56
1.8%
21.4%
83

Champions Gate
$560,249
$574,900
22
0.0%
22.7%
79

Chuluota
$701,970
$519,950
20
5.0%
20.0%
73

Clermont
$469,922
$406,645
372
0.8%
18.0%
55

Gotha
$599,786
$472,000
14
0.0%
35.7%
158

Groveland
$418,303
$362,889
161
0.6%
16.1%
60

Harmony
$476,969
$414,950
20
0.0%
30.0%
84

Kissimmee
$459,660
$390,000
1009
1.6%
15.8%
60

Longwood
$630,768
$439,900
145
1.4%
35.9%
50

Maitland
$641,501
$524,900
73
1.4%
53.4%
74

Minneola
$431,151
$416,940
62
1.6%
19.4%
46

Montverde
$1,124,407
$747,922
45
0.0%
13.3%
89

Ocoee
$414,950
$375,000
105
1.0%
20.0%
55

Orlando
$525,874
$390,000
2102
1.7%
26.9%
66

Oviedo
$550,991
$476,972
146
1.4%
25.3%
44

Poinciana
$301,695
$275,000
370
0.5%
8.6%
86

Reunion
$1,282,121
$887,000
74
0.0%
24.3%
84

Saint Cloud
$458,740
$389,670
432
1.4%
19.9%
62

Sanford
$420,504
$371,495
296
1.4%
23.6%
77

Sorrento
$620,159
$585,000
51
0.0%
29.4%
55

Windermere
$1,537,601
$884,500
164
1.2%
23.2%
91

Winter Garden
$639,730
$547,000
320
0.3%
18.1%
61

Winter Springs
$445,143
$379,000
123
2.4%
24.4%
45

EasyStreet

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