242 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $825,000

View 2837 Wright Ave Winter Park FL
View Details 1 Photo
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2220

  • Year Built

    1956

  • $/SqFt

    $372

Lake Forest Park - City allows up to 4,071 sq feet that includes garage. MLS#O6248856. REALCOM REAL ESTATE SERVICES INC.

Home For Sale $724,900

View 1331 Suffolk Rd Winter Park FL
View Details 42 Photos
View 1331 Suffolk Rd Winter Park FL
View 1331 Suffolk Rd Winter Park FL
View 1331 Suffolk Rd Winter Park FL
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1508

  • Year Built

    1955

  • $/SqFt

    $481

Don’t miss your chance to make sweet Suffolk yours! MLS#O6248729. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $430,000

View 2151 Loch Lomond Dr Winter Park FL
View Details 21 Photos
View 2151 Loch Lomond Dr Winter Park FL
View 2151 Loch Lomond Dr Winter Park FL
View 2151 Loch Lomond Dr Winter Park FL
On Market Today

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    897

  • Year Built

    1958

  • $/SqFt

    $479

Call today to see this property. MLS#O6248955. KARICK PRICE & ASSOCIATES.

Home For Sale $485,000

View 1332 Monte Ln Winter Park FL
View Details 29 Photos
View 1332 Monte Ln Winter Park FL
View 1332 Monte Ln Winter Park FL
View 1332 Monte Ln Winter Park FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2004

  • Year Built

    1969

  • $/SqFt

    $242

Casa Aloma - Enjoy the best of Winter Park in an affordable home where convenient living is guaranteed, allowing you to focus on enjoying the comforts of your dream home. MLS#O6248874. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $625,000

View Details 34 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1040

  • Year Built

    1959

  • $/SqFt

    $601

Come and see for yourself before its gone! Act Now! MLS#O6248290. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $550,000

View Details 20 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1334

  • Year Built

    1959

  • $/SqFt

    $412

Surrounded by custom homes, this property offers the perfect opportunity to live comfortably now and build your dream home in the future. MLS#O6248775. EXECUTIVE PROPERTIES.

Home For Sale $495,000

View Details 81 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2018

  • Year Built

    1986

  • $/SqFt

    $245

Hyde Park - Sellers are in process to move out.iT sold As-Is condition. MLS#O6247920. FLORIDA REALTY INVESTMENTS.

Home For Sale $430,000

View Details 30 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1676

  • Year Built

    1984

  • $/SqFt

    $257

Country Lane - Pictures from prior to tenants move-in. MLS#O6248273. SUN PROPERTIES, INC..

Home For Sale $435,000

View Details 9 Photos
*POTENTIAL GREAT VALUE
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1540

  • Year Built

    1956

  • $/SqFt

    $282

Come take a look before it's gone! MLS#G5088048. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $487,500

View Details 38 Photos
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1012

  • Year Built

    1952

  • $/SqFt

    $482

Orwin Manor - Located minutes from I4 and within walking distance to Orange Avenues restaurants, shops, and parks this home effortlessly combines convenience and modern charm. MLS#O6248164. SAND DOLLAR REALTY GROUP INC.

Home For Sale $3,892,000

View Details 66 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4635

  • Year Built

    2001

  • $/SqFt

    $840

Virginia Heights - Celebrate nature’s wildlife which range from owls, great white egrets, blue herons, hawks, bunnies, and otters in your private sanctuary minutes to Winter Park’s premier dining, upscale shopping, Mead Botanical Garden, and the highly coveted Audubon K-8, and Winter Park High! MLS#O6246352. STOCKWORTH REALTY GROUP.

Home For Sale $425,000

View Details 30 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1645

  • Year Built

    1980

  • $/SqFt

    $258

Wrenwood Heights - Schedule your private showing today and discover the opportunity to add your signature style to this charming pool home. MLS#O6246287. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $579,900

View Details 36 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1689

  • Year Built

    1970

  • $/SqFt

    $343

Winter Woods - It is close to downtown Winter Park, shopping, entertainment and award-winning restaurants, etc. MLS#O6245011. MORRIS WILLIAMS REALTY.

Pended $335,000

View Details 28 Photos
*POTENTIAL GREAT VALUE
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1848

  • Year Built

    1980

  • $/SqFt

    $181

Schedule your showing today and get moving tomorrow. MLS#TB8309977. HOME EXPERTS REALTY, LLC.

Home For Sale $5,695,000

View Details 90 Photos
On Market For 12 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5264

  • Year Built

    2024

  • $/SqFt

    $1,082

A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. MLS#O6239351. CORCORAN PREMIER REALTY.

Home For Sale $745,000

View Details 73 Photos
*POTENTIAL GREAT VALUE
On Market For 12 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3496

  • Year Built

    2015

  • $/SqFt

    $213

Don’t miss the opportunity to make this dream home yours! MLS#O6246849. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $675,000

View Details 36 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1930

  • Year Built

    1979

  • $/SqFt

    $350

Greenview Winter Pines - You won't want to miss this charming house or the chance to live in this beautiful, established neighborhood. ROOF - 2021. MLS#O6245640. ABSOLUTE REALTY GROUP, LLC.

Home For Sale $450,000

View Details 45 Photos
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1456

  • Year Built

    1973

  • $/SqFt

    $309

Location is everything with this home being minutes away from Downtown Winter Park, shopping, dining areas, University of Central Florida, and HWY 417. Schedule your private showing today! MLS#O6247560. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $375,000

View Details 21 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1961

  • $/SqFt

    $326

Live, work & play in close proximity to everything you need - call today to schedule a tour! MLS#O6245383. WEMERT GROUP REALTY LLC.

Home For Sale $7,000,000

View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 13 Days

  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    6540

  • Year Built

    1989

  • $/SqFt

    $1,070

The Main home boasts a prestigious 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water po MLS#O6247174. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $644,000

View Details 45 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2040

  • Year Built

    1972

  • $/SqFt

    $316

Don’t miss out on this exceptional property! MLS#O6246791. COLDWELL BANKER REALTY.

Home For Sale $509,900

View Details 31 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1979

  • $/SqFt

    $306

Garden Lake Estates - Highly desirable area with easy access to shopping & main roads. MLS#O6246271. FOLIO REALTY LLC.

Home For Sale $412,000

View Details 38 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1959

  • $/SqFt

    $265

Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own! MLS#O6244737. REAL BROKER, LLC.

Home For Sale $409,999

View Details 27 Photos
On Market For 13 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    864

  • Year Built

    1949

  • $/SqFt

    $475

Golfview - HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024 MLS#O6246133. LIFESTYLE INTERNATIONAL REALTY.

Home For Sale $1,275,000

View Details 23 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2458

  • Year Built

    1978

  • $/SqFt

    $519

Being sold AS IS, please see Realtor Remarks for comments. MLS#O6245474. FANNIE HILLMAN & ASSOCIATES.

Pended $749,000

View Details 50 Photos
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1243

  • Year Built

    1955

  • $/SqFt

    $603

MLS#O6245884. KELLY PRICE & COMPANY LLC.

Pended $425,000

View Details 18 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1240

  • Year Built

    1957

  • $/SqFt

    $343

Tanglewood - This prime location has access to everything Winter Park has to offer and you even have a view of the Interlachen fireworks. Call today! MLS#O6245373. WEMERT GROUP REALTY LLC.

Home For Sale $1,695,000

View Details 98 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3055

  • Year Built

    2023

  • $/SqFt

    $555

Winter Park Village - Don’t miss your chance to own this extraordinary property! MLS#O6244257. FLORIDA REALTY INVESTMENTS.

Home For Sale $470,000

View Details 33 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1928

  • Year Built

    1989

  • $/SqFt

    $244

Schedule your Showing today or click Virtual Tour link to view a video tour. MLS#S5113221. MULTI CHOICE REALTY LLC.

Home For Sale $459,900

View Details 35 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1785

  • Year Built

    1965

  • $/SqFt

    $258

Georgetown Estates - A school district; pool. Sold As-Is. MLS#TB8308501. COMMUNITY REALTY ASSOCIATES.

Pended $860,000

View Details 56 Photos
On Market For 18 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1700

  • Year Built

    1935

  • $/SqFt

    $506

This home is a true gem. MLS#O6245627. KELLER WILLIAMS WINTER PARK.

Home For Sale $625,000

View Details 65 Photos
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1369

  • Year Built

    1957

  • $/SqFt

    $457

Kenilworth Shores - Home has been and should be about your Family gatherings as it will accommodate them Perfectly !!!!!!!!!!!!!!!!!!!!!!!!!!!!!! ! MLS#O6245119. FRANK G CANTY REALTY.

Home For Sale $815,000

View Details 36 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1867

  • Year Built

    1979

  • $/SqFt

    $437

Greenview Winter Pines - Don't miss this opportunity to own a truly exceptional property. Schedule your private tour today! MLS#O6244963. CREEGAN GROUP.

Pended $380,000

View Details 39 Photos
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1489

  • Year Built

    1991

  • $/SqFt

    $255

Bridgewater - Located in a prime school district and close to shopping areas, outdoor recreation activities, restaurants, and highway access, this pool home is a gem just waiting for your personal touches. MLS#O6245268. BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Pended $4,100,000

View Details 74 Photos
*POTENTIAL GREAT VALUE
On Market For 18 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6215

  • Year Built

    2006

  • $/SqFt

    $660

Top rated schools and minutes to Park Avenue shopping and dining. MLS#O6244003. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,499,000

View Details 54 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2843

  • Year Built

    2024

  • $/SqFt

    $527

Located just a short walk from Phelps Park, the YMCA, and Lakemont Elementary, and only a quick drive from Winter Park’s top shops and restaurants, this Barefoot Brothers masterpiece presents a rare opportunity to own a thoughtfully designed, luxurious home in a prime location. MLS#O6236875. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,495,000

View Details 65 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2739

  • Year Built

    1949

  • $/SqFt

    $546

Dixie Terrace - With every detail thoughtfully curated, this property is more than just a home—it's a lifestyle. MLS#O6245047. COLDWELL BANKER RESIDENTIAL RE.

Pended $1,579,000

View Details 58 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2697

  • Year Built

    2017

  • $/SqFt

    $585

Lake Knowles Terrace - It's more than a listing—it's an invitation to elevate your lifestyle in one of Winter Park's most coveted neighborhoods. MLS#O6237936. TBRO REALTY LLC.

Home For Sale $409,990

View Details 23 Photos
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1436

  • Year Built

    1957

  • $/SqFt

    $286

Tanglewood - Call now to schedule your private showing today! MLS#O6244457. BHHS FLORIDA REALTY.

Pended $999,999

View Details 3 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1761

  • Year Built

    1950

  • $/SqFt

    $568

Charmont - Don’t miss this rare chance to invest in a property with both immediate comfort and exciting potential for the future! MLS#O6244417. PARKSIDE PROPERTIES, LLC.

Home For Sale $2,790,000

View Details 44 Photos
On Market For 23 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4882

  • Year Built

    2000

  • $/SqFt

    $571

Fontainebleau - Don't miss the opportunity to make this stunning home your own. MLS#O6244120. ALIGN REAL ESTATE LLC.

Home For Sale $699,000

View Details 24 Photos
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1682

  • Year Built

    1964

  • $/SqFt

    $416

Winter Park Pines - Within 3 miles, you have access to the VA hospital, Advent Health Hospital, Interlachen Country Club, YMCA, Rollins College, Full Sail University, Costco, Restaurants, Pharmacies, Banks, Gas Stations, Shops, and trendy Park Ave. MLS#O6243811. ELITE PROPERTY REAL ESTATE LLC.

Home For Sale $595,000

Reduced By $20,000
View Details 22 Photos
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2327

  • Year Built

    1977

  • $/SqFt

    $256

Lake Waunatta Woods - Also, you have the benefit of accessing nearby amenities. REQUEST AN APPOINTMENT TODAY! MLS#O6243744. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $1,479,000

View Details 52 Photos
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2471

  • Year Built

    1979

  • $/SqFt

    $599

Don’t miss this amazing opportunity to live and/or build in the Vias! MLS#O6239295. COMPASS FLORIDA LLC.

Pended $599,000

View Details 33 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1482

  • Year Built

    1971

  • $/SqFt

    $404

Lake Knowles Terrace - With its unbeatable location and quaint neighborhood feel, this home is the perfect opportunity to start your next chapter in one of Central Florida's most sought-after communities! MLS#O6243414. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $824,999

View Details 41 Photos
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1407

  • Year Built

    1958

  • $/SqFt

    $586

Albert Lee Ridge - Don’t miss your chance to own this Lakeside retreat. MLS#O6242752. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $699,000

Reduced By $26,000
View Details 27 Photos
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2231

  • Year Built

    1964

  • $/SqFt

    $313

This home is perfectly situated near Winter Park Pines Golf Course, highly rated schools, shopping, and dining options, offering the best of Winter Park living. MLS#O6242880. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $449,900

Reduced By $30,000
View Details 49 Photos
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1919

  • Year Built

    1959

  • $/SqFt

    $234

Eastbrook - This gem is a perfect blend of modern living in a prime location—schedule your visit today and make this dream home yours before it's gone! MLS#O6242330. LPT REALTY, LLC.

Home For Sale $1,650,000

View Details 42 Photos
On Market For 28 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3446

  • Year Built

    1950

  • $/SqFt

    $479

Sylvan Lake Shores - Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home! MLS#O6242682. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $6,975,000

View Details 93 Photos
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    8752

  • Year Built

    2022

  • $/SqFt

    $797

In this haven of opulent serenity, you may live the life you want, where you want. MLS#O6240628. KELLY PRICE & COMPANY LLC.

Viewing HOMES 1 to 50 of 242

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
$580,087
$450,000
113
0.0%
51.3%
89

Apopka
$518,445
$479,990
549
1.3%
41.0%
74

Belle Isle
$716,038
$546,950
26
0.0%
57.7%
80

Casselberry
$434,218
$401,950
68
4.4%
57.4%
72

Celebration
$1,273,994
$1,019,500
52
0.0%
42.3%
113

Champions Gate
$656,987
$699,495
26
0.0%
57.7%
188

Chuluota
$758,032
$555,000
34
0.0%
61.8%
66

Clermont
$579,865
$499,999
657
0.3%
53.4%
80

Gotha
$1,069,604
$705,000
18
0.0%
33.3%
63

Groveland
$475,440
$412,112
186
1.1%
52.2%
82

Harmony
$435,946
$419,900
57
0.0%
42.1%
92

Kissimmee
$513,442
$447,000
2091
1.5%
49.8%
100

Longwood
$752,375
$580,000
195
1.0%
61.5%
81

Maitland
$913,159
$749,500
76
0.0%
52.6%
82

Minneola
$568,308
$531,560
142
0.0%
27.5%
91

Montverde
$1,448,084
$1,087,000
77
0.0%
50.6%
126

Ocoee
$554,212
$505,000
167
1.2%
44.9%
69

Orlando
$666,471
$489,450
2476
1.5%
48.0%
77

Oviedo
$726,299
$630,000
186
1.1%
50.5%
69

Poinciana
$336,372
$324,900
283
1.1%
57.2%
137

Reunion
$1,658,258
$1,225,000
86
3.5%
45.3%
131

Saint Cloud
$532,863
$456,990
1003
0.3%
51.1%
90

Sanford
$524,431
$414,000
401
1.0%
49.6%
83

Sorrento
$595,944
$447,500
107
0.9%
45.8%
71

Windermere
$2,137,308
$1,262,500
238
0.4%
49.2%
105

Winter Garden
$819,881
$699,000
603
0.5%
46.4%
89

Winter Springs
$547,245
$465,000
137
0.0%
54.7%
66

EasyStreet

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