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Winter Park Homes For Sale & Winter Park FL Real Estate

Pended $1,695,000

View 2435 Lafayette Ave Winter Park FL
View Details 1 Photo
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2785

  • Year Built

    2024

  • $/SqFt

    $609

Winter Park Village - A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping. MLS#O6226814. COMPASS FLORIDA, LLC.

Home For Sale $1,695,000

View 1650 Lakehurst Ave Winter Park FL
View Details 61 Photos
View 1650 Lakehurst Ave Winter Park FL
View 1650 Lakehurst Ave Winter Park FL
View 1650 Lakehurst Ave Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3777

  • Year Built

    1992

  • $/SqFt

    $449

Comstock Park - Located minutes from Park Avenue, Rollins College, Advent Health, and more this home is conveniently located and zoned for the A-rated Lakemont/Maitland Middle/WPHS school district. MLS#O6225250. KELLY PRICE & COMPANY LLC.

Home For Sale $584,900

View 3084 Heartleaf Pl Winter Park FL
View Details 41 Photos
View 3084 Heartleaf Pl Winter Park FL
View 3084 Heartleaf Pl Winter Park FL
View 3084 Heartleaf Pl Winter Park FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2439

  • Year Built

    1997

  • $/SqFt

    $240

Do NOT miss out, call for a tour of this gorgeous home....!! ! MLS#NS1082187. THE HIGH TIDE GROUP.

Home For Sale $479,000

View 1055 Cherokee Ave Winter Park FL
View Details 41 Photos
View 1055 Cherokee Ave Winter Park FL
View 1055 Cherokee Ave Winter Park FL
View 1055 Cherokee Ave Winter Park FL
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1560

  • Year Built

    1959

  • $/SqFt

    $307

Don’t miss out on this exceptional opportunity to own a piece of Winter Park living! MLS#O6224320. KELLER WILLIAMS WINTER PARK.

Home For Sale $475,000

View Details 31 Photos
On Market Today

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    853

  • Year Built

    1936

  • $/SqFt

    $557

Don't miss the opportunity to make this meticulously maintained home your own in the sought-after Winter Park area. MLS#O6226797. CREEGAN GROUP.

Home For Sale $425,000

View Details 19 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1800

  • Year Built

    1977

  • $/SqFt

    $236

Call today to schedule a tour! MLS#O6224922. WEMERT GROUP REALTY LLC.

Home For Sale $389,500

View Details 58 Photos
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $234

With NO HOA fees and access to highly rated Seminole County schools, this property presents an incredible opportunity to make it your own with all major components already updated or replaced. See attached 4 point inspection. MLS#O6218067. METRO CITY REALTY.

Home For Sale $3,250,000

View Details 17 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2691

  • Year Built

    1955

  • $/SqFt

    $1,208

Morseland Gardens - Don’t miss the opportunity to own this breathtaking home in one of Winter Park’s most coveted locations on Park Avenue. MLS#O6226395. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,495,000

View Details 2 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2025

  • $/SqFt

    $523

Lake Killarney Shores - Make an appointment today before this amazing home is gone. MLS#O6225144. CLASSIC HOMES.

Home For Sale $899,900

View Details 34 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2131

  • Year Built

    1989

  • $/SqFt

    $422

Garden Acres - This is a home not to be missed! MLS#O6225345. KELLER WILLIAMS WINTER PARK.

Home For Sale $499,000

View Details 49 Photos
*POTENTIAL GREAT VALUE
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2255

  • Year Built

    1958

  • $/SqFt

    $221

Brand new appliances including wine cooler, microwave, dishwasher, sink and refrigerator topped with beautiful granite counter tops and solid wood cabinets! MLS#O6226284. BEYCOME OF FLORIDA LLC.

Home For Sale $490,000

View Details 1 Photo
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1023

  • Year Built

    1956

  • $/SqFt

    $479

Winter Park Village - Don't miss out on this opportunity to build your dream home in the heart of Winter Park. Schedule a showing today! MLS#O6226206. NETWORTH REALTY OF ORLANDO, LLC.

Home For Sale $540,000

View Details 7 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1804

  • Year Built

    1951

  • $/SqFt

    $299

Terrific Winter Park location just minutes from Winter Park Village, Park Ave & the Sunrail. MLS#O6225849. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $832,000

View Details 32 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2577

  • Year Built

    2019

  • $/SqFt

    $323

Preserve At Hawks Crest - This Is A Must See Home! MLS#O6223854. BHHS FLORIDA REALTY.

Home For Sale $1,149,000

View Details 45 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2387

  • Year Built

    1957

  • $/SqFt

    $481

This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru. MLS#O6223497. KELLY PRICE & COMPANY LLC.

Home For Sale $499,000

View Details 35 Photos
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1184

  • Year Built

    1925

  • $/SqFt

    $421

Seville Park - Don't miss out on making this delightful home your own! MLS#O6225268. PINECREST REAL ESTATE MNGT.

Home For Sale $375,000

View Details 3 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1576

  • Year Built

    1983

  • $/SqFt

    $238

Wrenwood Heights - With your creative touch, transform this space into the exquisite dream home you've always envisioned. MLS#O6225152. OPTIMA REAL ESTATE.

Pended $359,000

View Details 12 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1476

  • Year Built

    1974

  • $/SqFt

    $243

Close to downtown Winter Park, shopping, easy access to 417 and 436. MLS#O6218268. MAGNOLIA PROPERTY SALES.

Pended $310,000

View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1581

  • Year Built

    1970

  • $/SqFt

    $196

Woodcrest - Give me a call to set up an appointment so I can show you this property. MLS#L4946227. KELLER WILLIAMS REALTY SMART.

Pended $1,200,000

View Details 36 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2080

  • Year Built

    1960

  • $/SqFt

    $577

Don't miss this amazing opportunity to make this house your dream home, as well as be a part of the highly sought-after 32789 community. MLS#O6224879. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $895,000

View Details 39 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2610

  • Year Built

    2013

  • $/SqFt

    $343

Lawndale - Call for your private showing today to make this your very own home sweet home! MLS#O6221832. COMPASS FLORIDA LLC.

Home For Sale $599,900

View Details 36 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2130

  • Year Built

    1987

  • $/SqFt

    $282

Don't miss this rare opportunity to own a beautifully updated home in a prime Winter Park location with outstanding community amenities. Schedule your showing today! MLS#S5108859. 407HUB REAL ESTATE LLC.

Pended $500,000

View Details 60 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2034

  • Year Built

    1984

  • $/SqFt

    $246

Convenient location to Red Bug Lake Park, shopping, and 15 min. drive to UCF. MLS#O6223887. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $1,299,000

View Details 76 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3158

  • Year Built

    1981

  • $/SqFt

    $411

A little piece of paradise that is conveniently located to shopping, restaurants and SR 417! MLS#O6223780. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $1,250,000

View Details 62 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2871

  • Year Built

    1950

  • $/SqFt

    $435

Sylvan Park - Located just one and a half miles from the notable retail stores and restaurants of Park Avenue and within a well-graded public school zone, there is nothing you won’t love about this home or its location. MLS#O6223564. KELLY PRICE & COMPANY LLC.

Pended $425,000

View Details 28 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1297

  • Year Built

    1957

  • $/SqFt

    $328

Located in between popular Park Avenue and Corrine Dr. Wonderful Winter Park Schools. MLS#O6224055. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $4,200,000

View Details 7 Photos
On Market For 11 Days

  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    5500

  • Year Built

    1967

  • $/SqFt

    $764

From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity. MLS#O6220284. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,799,995

View Details 10 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2978

  • Year Built

    1953

  • $/SqFt

    $604

Northwood Terrace - Audubon Park living at its finest awaits you here MLS#O6223922. BALDWIN PARK REALTY LLC.

Home For Sale $725,000

View Details 20 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2317

  • Year Built

    2014

  • $/SqFt

    $313

This beautiful modern Townhouse is fee simple and ready to move in. MLS#O6223595. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $495,000

View Details 40 Photos
*POTENTIAL GREAT VALUE
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2301

  • Year Built

    1965

  • $/SqFt

    $215

Don’t miss your chance to experience this captivating home firsthand. schedule your private showing today. MLS#O6223383. LA TERRAZA REALTY.

Home For Sale $400,000

View Details 22 Photos
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1198

  • Year Built

    1956

  • $/SqFt

    $334

Temple Terrace - The full bathroom also has Marble Quartz counters. MLS#O6224130. ORLANDO REALTY & PROPERTY MGNT.

Pended $350,000

View Details 15 Photos
*POTENTIAL GREAT VALUE
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1603

  • Year Built

    1968

  • $/SqFt

    $218

Eastbrook - Seller responds to most offers in 24 hours MLS#S5108692. GRP.

Pended $439,900

View Details 31 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1416

  • Year Built

    1956

  • $/SqFt

    $311

The local YMCA is just steps away and home is across the street from Interlachen Country Club. MLS#O6223794. KELLER WILLIAMS LEGACY REALTY.

Pended $459,000

View Details 54 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1502

  • Year Built

    1985

  • $/SqFt

    $306

Close to UCF, the popular Park Avenue in Winter Park and major roads and highways. Schedule your private showing today! MLS#V4937395. RE/MAX SIGNATURE.

Home For Sale $2,600,000

View Details 63 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    4425

  • Year Built

    2012

  • $/SqFt

    $588

Conwill Estates - The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants. Schedule your private showing today! MLS#O6222670. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,499,000

Reduced By $260,000
View Details 62 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4112

  • Year Built

    1952

  • $/SqFt

    $608

Don't miss this opportunity to live the Winter Park Lake life in style! MLS#O6221291. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $550,000

View Details 46 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2019

  • Year Built

    1972

  • $/SqFt

    $272

Winter Woods - The home also features new HVAC, No HOA, in a prime location just minutes from downtown Winter Park's Park Avenue, this home offers easy access to award-winning restaurants, coffee shops, and boutiques, as well as all roadways and attractions. Currently leased through May 2026. MLS#O6222491. KELLY PRICE & COMPANY LLC.

Pended $509,900

View Details 31 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1645

  • Year Built

    1980

  • $/SqFt

    $310

Wrenwood Heights - Don’t miss this exclusive opportunity to own a piece of paradise in one of the most sought-after areas. Schedule your private showing today! MLS#O6222196. COMPASS FLORIDA LLC.

Home For Sale $399,900

View Details 32 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1378

  • Year Built

    1987

  • $/SqFt

    $290

Community offers Tennis courts, Park & Playground! MLS#O6222098. FOLIO REALTY LLC.

Home For Sale $375,000

View Details 27 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1658

  • Year Built

    1961

  • $/SqFt

    $226

Eastbrook - All measurements should be verified by any potential homeowner. MLS#O6222835. COLDWELL BANKER RESIDENTIAL RE.

Pended $799,000

View Details 45 Photos
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1995

  • Year Built

    1961

  • $/SqFt

    $401

Kenilworth Shores - Conveniently located near Advent Health Winter Park Hospital, Winter Park’s A-rated schools, Rollins College, and Park Avenue’s vibrant shopping and restaurants, this beautifully reconstructed and remodeled property is move-in ready and won’t last long. Schedule your private showing today! MLS#O6221897. COMPASS FLORIDA LLC.

Home For Sale $750,000

View Details 48 Photos
*POTENTIAL GREAT VALUE
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2589

  • Year Built

    2020

  • $/SqFt

    $290

Meadows At Hawks Crest - Don't miss the opportunity to make this exquisite home your own! MLS#O6221646. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $589,000

View Details 23 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1740

  • Year Built

    1956

  • $/SqFt

    $339

Don't miss out on the chance to make this house your dream home in an unbeatable location! MLS#O6222187. WEICHERT REALTORS HALLMARK PROPERTIES.

Home For Sale $414,700

View Details 27 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1521

  • Year Built

    1967

  • $/SqFt

    $273

Don’t miss your chance to move into this Winter Park home; call now for your private showing. MLS#O6222335. COLDWELL BANKER REALTY.

Pended $385,000

View Details 31 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1210

  • Year Built

    1951

  • $/SqFt

    $318

Glencoe - Don’t miss the opportunity to make this wonderful property your new home. MLS#O6221554. CONNECT REALTY.COM INC.

Home For Sale $491,000

View Details 35 Photos
On Market For 18 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1631

  • Year Built

    1950

  • $/SqFt

    $301

Orwin Manor - Take a look, make an offer! MLS#O6221407. OLDE TOWN BROKERS INC.

Home For Sale $869,000

Reduced By $30,000
View Details 48 Photos
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2584

  • Year Built

    1973

  • $/SqFt

    $336

Golfside - Don't miss out on the opportunity to make this remarkable property your new home. Schedule a showing today! MLS#O6219989. COMPASS FLORIDA LLC.

Pended $375,000

View Details 36 Photos
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1434

  • Year Built

    1969

  • $/SqFt

    $262

Eastbrook - Schedule YOUR showing today and discover the potential of this wonderful home. MLS#O6221112. KELLER WILLIAMS WINTER PARK.

Pended $694,999

View Details 36 Photos
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1652

  • Year Built

    1965

  • $/SqFt

    $421

Call today for a showing, this one won't last long! MLS#O6220498. SAND DOLLAR REALTY GROUP INC.

Pended $509,900

View Details 22 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1668

  • Year Built

    1978

  • $/SqFt

    $306

Garden Lake Estates - .24 acre Fenced yard (partial white vinyl is brand new) with no rear neighbors. Shed for additional storage. MLS#O6219722. FOLIO REALTY LLC.

Viewing HOMES 1 to 50 of 263

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 407-967-1435 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$573,961
$449,900
127
0.8%
41.7%
64

Apopka
$514,710
$480,505
485
0.8%
42.1%
70

Belle Isle
$949,270
$735,000
27
0.0%
51.9%
61

Casselberry
$441,380
$425,000
95
3.2%
42.1%
48

Celebration
$1,352,243
$1,099,500
60
0.0%
41.7%
90

Champions Gate
$661,578
$709,740
24
0.0%
54.2%
186

Chuluota
$743,743
$629,000
23
4.3%
56.5%
59

Clermont
$586,396
$492,832
620
0.8%
50.5%
70

Gotha
$1,106,106
$699,999
15
0.0%
66.7%
66

Groveland
$452,691
$414,695
214
0.9%
47.2%
76

Harmony
$429,567
$425,000
47
2.1%
51.1%
70

Kissimmee
$530,545
$450,000
2062
1.2%
47.7%
89

Longwood
$760,423
$612,350
196
0.0%
51.5%
58

Maitland
$951,082
$732,450
82
0.0%
42.7%
59

Minneola
$548,014
$513,774
162
0.6%
22.2%
55

Montverde
$1,670,500
$1,164,280
63
0.0%
41.3%
129

Ocoee
$547,889
$499,900
145
2.1%
43.4%
56

Orlando
$684,526
$496,500
2520
1.1%
46.2%
63

Oviedo
$734,833
$625,000
206
1.0%
48.1%
48

Poinciana
$331,777
$320,000
357
1.1%
54.9%
124

Reunion
$1,578,194
$1,124,900
86
0.0%
57.0%
149

Saint Cloud
$549,502
$454,230
960
0.2%
48.0%
81

Sanford
$539,722
$425,000
401
0.0%
49.6%
68

Sorrento
$583,275
$436,990
98
0.0%
51.0%
77

Windermere
$2,223,352
$1,325,000
249
0.4%
44.2%
92

Winter Garden
$824,579
$699,945
570
0.2%
49.3%
78

Winter Springs
$561,451
$487,388
128
0.8%
46.9%
55

EasyStreet

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