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248 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $1,200,000

View 3720 Vinsetta Ct Winter Park FL
View Details 40 Photos
View 3720 Vinsetta Ct Winter Park FL
View 3720 Vinsetta Ct Winter Park FL
View 3720 Vinsetta Ct Winter Park FL
*POTENTIAL GREAT VALUE
On Market Today

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5021

  • Year Built

    2015

  • $/SqFt

    $239

Schedule your private tour today and envision the extraordinary lifestyle awaiting you in this remarkable property. MLS#O6219248. CENTURY 21 CARIOTI.

Home For Sale $849,900

View 426 Worthington Dr Winter Park FL
View Details 27 Photos
View 426 Worthington Dr Winter Park FL
View 426 Worthington Dr Winter Park FL
View 426 Worthington Dr Winter Park FL
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1515

  • Year Built

    1958

  • $/SqFt

    $561

Kenilworth Shores - Don't miss the opportunity to make this exquisite property your new home. MLS#O6220609. DAILLAND REAL ESTATE.

Home For Sale $849,900

View 2804 Dike Rd Winter Park FL
View Details 49 Photos
View 2804 Dike Rd Winter Park FL
View 2804 Dike Rd Winter Park FL
View 2804 Dike Rd Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2503

  • Year Built

    1980

  • $/SqFt

    $340

Schedule your showing today and experience the tranquility and luxury of this unique home! MLS#O6220247. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $694,900

View 2131 Sycamore Dr Winter Park FL
View Details 39 Photos
View 2131 Sycamore Dr Winter Park FL
View 2131 Sycamore Dr Winter Park FL
View 2131 Sycamore Dr Winter Park FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1610

  • Year Built

    1954

  • $/SqFt

    $432

This neighborhood is truly a gem in Winter Park and is undergoing rapid transition. Get in while you can! MLS#U8248600. REALNET BROKERAGE.

Home For Sale $3,490,000

View Details 64 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4807

  • Year Built

    2014

  • $/SqFt

    $726

Windsong Lakeside - Alarm system with motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry (currently storing wine), keyless Schlage entry system. One-owner custom home - Cahill Builders. MLS#O6220012. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,100,000

View Details 76 Photos
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4487

  • Year Built

    2001

  • $/SqFt

    $691

Windsong Lakeside - Contact us today to schedule your private tour and experience luxury living at its finest. MLS#O6219532. KELLY PRICE & COMPANY LLC.

Home For Sale $689,000

View Details 25 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2358

  • Year Built

    1990

  • $/SqFt

    $292

Kings Cove - Schedule your tour today and fall in love with your new HOME SWEET HOME! MLS#O6219525. WEMERT GROUP REALTY LLC.

Home For Sale $459,900

View Details 53 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1485

  • Year Built

    1960

  • $/SqFt

    $310

Winter Park Manor - Don’t wait—schedule your tour today! MLS#O6217827. YOUNG REAL ESTATE.

Home For Sale $2,200,000

View Details 64 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3727

  • Year Built

    2014

  • $/SqFt

    $590

Don't miss the opportunity to own this exquisite property in Winter Park, where luxury and comfort come together seamlessly. Schedule your private showing today! MLS#O6219067. OLDE TOWN BROKERS INC.

Home For Sale $1,395,000

View Details 55 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2432

  • Year Built

    1952

  • $/SqFt

    $574

Lake Knowles Terrace - A great investment opportunity to live among the finest homes in Winter Park and in well well-established neighborhood providing a lifestyle like no other. MLS#O6218751. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,200,000

View Details 27 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2059

  • Year Built

    1953

  • $/SqFt

    $583

So, embrace the legacy of timeless design and sophisticated comfort in this beautiful home that seamlessly blends the past and present. MLS#O6218556. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $650,000

View Details 43 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2031

  • Year Built

    1964

  • $/SqFt

    $320

Schedule your showing today and envision the possibilities of calling this house your new home. MLS#O6218798. LPT REALTY.

Home For Sale $565,000

View Details 31 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1533

  • Year Built

    1958

  • $/SqFt

    $369

Sells Terrace - Hot Water Heater-2024, AC-2023, Mini Split-2023, Re-Landscape-2022, Irrigation Upgrades-2022, Spray Foam Insulation in Attic-2022, Gutters-2021, Roof-2016 MLS#O6218549. THE WILKINS WAY LLC.

Home For Sale $450,000

View Details 23 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1678

  • Year Built

    1982

  • $/SqFt

    $268

Garden Lake Estates - Schedule your showing today and envision your new lifestyle in this desirable community! MLS#O6218946. WEMERT GROUP REALTY LLC.

Home For Sale $435,000

View Details 38 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1530

  • Year Built

    1969

  • $/SqFt

    $284

Eastbrook - Experience the happiness that awaits—schedule a tour today and welcome home to a new chapter of blissful living! MLS#O6218349. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $4,150,000

View Details 30 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    5

  • Sq. Ft.

    4627

  • Year Built

    1987

  • $/SqFt

    $897

Experience the epitome of luxury living in this remarkable Winter Park home, where every detail has been meticulously crafted for an unparalleled lifestyle. MLS#O6217568. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,260,000

View Details 22 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2051

  • Year Built

    1952

  • $/SqFt

    $614

Osceola Shores - Property being sold AS-IS. Survey available. MLS#O6218618. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,000,000

View Details 35 Photos
On Market For 9 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    1813

  • Year Built

    1958

  • $/SqFt

    $552

Osceola Heights - Don't miss out on this opportunity—act quickly! MLS#O6218202. ALIGN REAL ESTATE LLC.

Home For Sale $995,000

View Details 35 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1960

  • $/SqFt

    $473

Kenilworth Shores - Take advantage of this fantastic opportunity! MLS#O6217655. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $825,000

View Details 40 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2452

  • Year Built

    1968

  • $/SqFt

    $336

Located minutes from Park Avenue, Winter Park Racquet Club, Interlachen Country Club, YMCA, Phelps Park, shopping, restaurants, and excellent Winter Park/Maitland schools, this beautifully maintained home offers modern comforts and traditional elegance in a prime location. MLS#O6218593. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $625,000

View Details 4 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1918

  • Year Built

    1973

  • $/SqFt

    $326

Golfside - MOVE IN READY AND WAITING FOR YOU! (More photos to follow soon.) MLS#O6218446. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $1,575,000

View Details 5 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2024

  • $/SqFt

    $551

Lake Killarney Shores - Make an appointment today before this amazing home is gone. MLS#O6218203. CLASSIC HOMES.

Pended $414,900

View Details 36 Photos
On Market For 10 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1076

  • Year Built

    1930

  • $/SqFt

    $386

The only item needed to complete this home is YOU! MLS#O6217261. RE/MAX 200 REALTY.

Home For Sale $2,895,000

View Details 68 Photos
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4264

  • Year Built

    1936

  • $/SqFt

    $679

Virginia Heights - An exquisite estate in one of Central Florida's most dynamic areas! MLS#O6217588. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $965,000

View Details 34 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2764

  • Year Built

    2010

  • $/SqFt

    $349

You must see it in person to truly appreciate all this home has to offer! MLS#O6217949. MAINFRAME REAL ESTATE.

Pended $679,500

View Details 36 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1946

  • Year Built

    1967

  • $/SqFt

    $349

This one is the right place at the right time for you. MLS#T3536785. HOMECOIN.COM.

Home For Sale $730,000

View Details 20 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    1958

  • $/SqFt

    $457

Charmont - The circular driveway allows for easy entry and exit of the property. MLS#U8247962. WWW.HOMEZU.COM.

Home For Sale $2,250,000

View Details 49 Photos
On Market For 14 Days

  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    3554

  • Year Built

    1998

  • $/SqFt

    $633

Tuscany Terrace - This home is being sold with all the furniture. MLS#O6217019. LOKATION.

Pended $380,000

View Details 19 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1604

  • Year Built

    1981

  • $/SqFt

    $237

Wrenwood Heights - Check out the Zillow Tour: https://www.tourdrop.com/dtour/383561/Zillow-3D-MLS MLS#O6217129. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,489,000

View Details 65 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    2024

  • $/SqFt

    $525

Winter Park Village - Don't miss the chance to turn this dream home into your own reality —schedule a private tour today and step into the lifestyle you've been envisioning. Your ideal home awaits! MLS#O6216221. PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $1,150,000

View Details 38 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2045

  • Year Built

    1949

  • $/SqFt

    $562

Located within the esteemed Winter Park School District, this home offers an ideal blend of sophistication and practicality. MLS#O6216166. KORR REALTY CORP.

Home For Sale $750,000

View Details 43 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2309

  • Year Built

    1963

  • $/SqFt

    $325

Winter Park Pines - You want a place to play, you are minutes from the WP Pines golf course, Cady Way Bike trail, pool, pickleball/tennis courts, playground, and sports fields plus shopping and WP Hospital. MLS#O6216911. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $487,000

View Details 78 Photos
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3020

  • Year Built

    1959

  • $/SqFt

    $161

For piece of mind, seller will offer a HOME WARRANTY for buyers MLS#O6214075. REDFIN CORPORATION.

Pended $379,000

View Details 16 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1985

  • $/SqFt

    $238

Country Lane - LIMITED ACCESS to the lake (kayak, canoe, paddleboard) and wonderful for evening SUNSETS and morning FISHING!! Text your agent now! MLS#O6215612. TOP VALUE PROPERTIES LLC.

Home For Sale $1,100,000

Reduced By $100,000
View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3834

  • Year Built

    1940

  • $/SqFt

    $287

Golfview - Schedule your private tour today and make this dream home yours! MLS#O6216744. KELLER WILLIAMS WINTER PARK.

Pended $625,000

View Details 35 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1940

  • Year Built

    1979

  • $/SqFt

    $322

Greenview Winter Pines - Hvac - 2021, Electrical - 2018, Plumbing - 2018, Roof - 2014. MLS#O6209560. KELLER WILLIAMS WINTER PARK.

Home For Sale $589,900

View Details 35 Photos
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2214

  • Year Built

    1963

  • $/SqFt

    $266

Roof - 2017, Hvac - 2014, Plumbing - 2012, Electrical - 2012. MLS#O6215930. KELLER WILLIAMS WINTER PARK.

Home For Sale $545,000

View Details 43 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2143

  • Year Built

    1996

  • $/SqFt

    $254

Don’t miss out on this exceptional home – schedule your showing today and experience all it has to offer. You will not be disappointed! MLS#O6215377. SCHULTE REALTY LLC.

Home For Sale $415,000

View Details 25 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1318

  • Year Built

    1981

  • $/SqFt

    $315

Don't miss the chance to visit this delightful property before it's off the market! MLS#O6205879. COMPASS FLORIDA LLC.

Home For Sale $2,195,000

View Details 44 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3259

  • Year Built

    2023

  • $/SqFt

    $674

Parklando - Schedule your private showing today and experience the epitome of luxury Winter Park living. MLS#O6215769. COMPASS FLORIDA, LLC.

Pended $849,000

View Details 31 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2630

  • Year Built

    1968

  • $/SqFt

    $323

Golfside - Schedule your private tour today and start living the lifestyle you deserve at 2845 Summerfield Rd! MLS#O6215965. FANNIE HILLMAN & ASSOCIATES.

Pended $318,900

View Details 42 Photos
*POTENTIAL GREAT VALUE
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1606

  • Year Built

    1977

  • $/SqFt

    $199

Howell Branch Woods - Call today to schedule a private showing! MLS#O6216148. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $2,898,980

View Details 40 Photos
On Market For 18 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4882

  • Year Built

    2000

  • $/SqFt

    $594

Fontainebleau - Don't miss the opportunity to make this stunning home your own. MLS#O6215815. ALIGN REAL ESTATE LLC.

Home For Sale $1,495,000

View Details 40 Photos
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2795

  • Year Built

    2017

  • $/SqFt

    $535

Lake Knowles Terrace - Schedule your private tour today and make this exquisite Winter Park home your own. MLS#O6215483. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $625,000

View Details 60 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1705

  • Year Built

    1926

  • $/SqFt

    $367

Lawndale - Don't miss the opportunity to own this historic yet modernized home in the heart of Winter Park. Schedule your showing today! MLS#O6215384. KELLER WILLIAMS WINTER PARK.

Pended $549,000

View Details 41 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1800

  • Year Built

    1956

  • $/SqFt

    $305

Kenilworth Shores - Hurry, it won't last long! MLS#O6214388. PALMANO GROUP RE BROKERAGE LLC.

Pended $340,000

View Details 26 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1381

  • Year Built

    1963

  • $/SqFt

    $246

Winter Park Estates - Downtown Park Ave is just minutes away as well as easy access to highways. MLS#W7865767. BHHS FLORIDA PROPERTIES GROUP.

Pended $414,900

View Details 39 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1986

  • $/SqFt

    $261

Country Lane - Call today! This home will not last. MLS#G5083540. WATSON REALTY CORP.

Home For Sale $1,895,000

Reduced By $34,000
View Details 44 Photos
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3590

  • Year Built

    2019

  • $/SqFt

    $528

This coastal inspired home is available for a private showing. Schedule a visit soon. MLS#O6215116. THE HOPE GROUP.

Home For Sale $1,400,000

View Details 1 Photo
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2334

  • Year Built

    2024

  • $/SqFt

    $600

Don't miss your chance to own this premier home in Winter Park! NEW PHOTOS COMING SOON! MLS#V4936864. SUMMER WIND REALTY CENTRAL FL.

Viewing HOMES 1 to 50 of 248

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 386 801 5417 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$570,756
$449,950
112
0.9%
38.4%
63

Apopka
$514,582
$475,000
488
0.8%
38.9%
70

Belle Isle
$931,439
$739,950
22
0.0%
50.0%
59

Casselberry
$436,878
$415,000
87
4.6%
41.4%
49

Celebration
$1,417,624
$1,250,000
53
0.0%
47.2%
102

Champions Gate
$659,850
$699,480
25
0.0%
52.0%
186

Chuluota
$724,704
$599,000
23
4.3%
65.2%
61

Clermont
$564,218
$499,000
603
0.8%
44.1%
66

Gotha
$1,016,200
$682,000
14
0.0%
71.4%
69

Groveland
$450,749
$405,900
214
1.4%
47.2%
74

Harmony
$443,840
$429,995
48
2.1%
54.2%
91

Kissimmee
$534,049
$450,045
2001
1.0%
46.6%
89

Longwood
$756,586
$619,950
194
0.5%
47.9%
59

Maitland
$1,010,490
$746,930
77
0.0%
46.8%
53

Minneola
$557,700
$520,539
154
0.6%
20.1%
66

Montverde
$1,659,019
$1,232,156
64
0.0%
37.5%
123

Ocoee
$557,145
$499,900
121
2.5%
48.8%
59

Orlando
$689,573
$498,500
2374
1.0%
43.5%
62

Oviedo
$744,211
$599,000
185
0.5%
48.1%
46

Poinciana
$329,960
$320,900
390
1.0%
51.8%
118

Reunion
$1,653,527
$1,174,400
86
0.0%
53.5%
139

Saint Cloud
$540,369
$453,958
932
0.1%
47.5%
81

Sanford
$532,472
$433,000
371
0.0%
51.2%
72

Sorrento
$618,528
$447,500
86
0.0%
60.5%
87

Windermere
$2,332,836
$1,374,000
229
0.4%
47.2%
94

Winter Garden
$830,008
$700,000
594
0.0%
43.8%
75

Winter Springs
$555,795
$495,000
124
0.8%
44.4%
50

EasyStreet

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