224 Results

View 224 Winter Park Florida Homes for Sale

Pended $650,000

View 2358 Whitehall Dr Winter Park FL
View Details 44 Photos
View 2358 Whitehall Dr Winter Park FL
View 2358 Whitehall Dr Winter Park FL
View 2358 Whitehall Dr Winter Park FL
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2407

  • Year Built

    1967

  • $/SqFt

    $270

Brookshire Heights - ROOF 2013 HAVC 2018 HOT WATER HEATER 2020, NEW ELECTRIC 2017, EXTERIOR PAINT 2018 The property has been PRE-INSPECTED for your buying confidence. MLS#O6196213. TTT REALTY LLC.

Pended $469,900

View 2119 Conifer Ave Winter Park FL
View Details 31 Photos
View 2119 Conifer Ave Winter Park FL
View 2119 Conifer Ave Winter Park FL
View 2119 Conifer Ave Winter Park FL
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1630

  • Year Built

    1969

  • $/SqFt

    $288

Eastbrook - Lot Size is 75' X 110'. MLS#O6195238. ANNE ROGERS REALTY GROUP INC.

Home For Sale $368,500

View 7323 Cook Ln Winter Park FL
View Details 3 Photos
View 7323 Cook Ln Winter Park FL
View 7323 Cook Ln Winter Park FL
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1524

  • Year Built

    1983

  • $/SqFt

    $242

Close to shopping and transportation, Zoned for Eastbrook Elementary, Tuskawilla Middle and Lake Howell High School. MLS#O6192105. MAGNOLIA PROPERTY SALES.

Home For Sale $1,400,000

View 251 Dana Way Winter Park FL
View Details 11 Photos
View 251 Dana Way Winter Park FL
View 251 Dana Way Winter Park FL
View 251 Dana Way Winter Park FL
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1440

  • Year Built

    1947

  • $/SqFt

    $972

Charmont - The last time a house sold on this street was four years ago. MLS#V4935671. GREENE REALTY OF FLORIDA LLC.

Home For Sale $6,995,000

View Details 52 Photos
On Market For 29 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4792

  • Year Built

    1998

  • $/SqFt

    $1,460

Sicilian Shores - Roof and boathouse roof updated 2022. MLS#O6195529. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $750,000

View Details 36 Photos
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1669

  • Year Built

    1927

  • $/SqFt

    $449

Lawndale - Welcome to your dream home, where history and modernity live in perfect harmony. MLS#O6195037. BISON REALTY.

Pended $535,000

View Details 84 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1983

  • Year Built

    1987

  • $/SqFt

    $270

Don't miss your chance to make this Winter Park oasis your own – schedule a showing today! MLS#O6195782. CALL IT CLOSED INTL REALTY.

Home For Sale $530,000

Reduced By $20,000
View Details 34 Photos
*POTENTIAL GREAT VALUE
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2201

  • Year Built

    1969

  • $/SqFt

    $241

Experience the perfect blend of elegance, functionality, and relaxation in this exceptional home. Schedule your showing today. MLS#O6194827. KELLER WILLIAMS ADVANTAGE III REALTY.

Pended $995,000

View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4295

  • Year Built

    2019

  • $/SqFt

    $232

Waters Edge At Hawks Crest - This home is also located just a short drive from Downtown Orlando, UCF, and major highways I-4 and SR-436, making traveling Central Florida a breeze! Schedule your private tour today. MLS#O6194932. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $750,000

View Details 47 Photos
*POTENTIAL GREAT VALUE
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3394

  • Year Built

    1974

  • $/SqFt

    $221

Lake Waunatta Woods - (Foyer, Dining Room and Great Room Chandeliers along with Washer and Dryer do not convey.) MLS#O6195581. PARKSIDE PROPERTIES, LLC.

Home For Sale $719,000

Reduced By $20,000
View Details 27 Photos
On Market For 24 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2153

  • Year Built

    1977

  • $/SqFt

    $334

This incredible home also boasts an ideal location and with top-rated schools: Lakemont Elementary, Maitland Middle and Winter Park High. MLS#O6194323. COLDWELL BANKER REALTY.

Pended $299,000

View Details 18 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1156

  • Year Built

    1995

  • $/SqFt

    $259

Winter Park Oaks - Schedule a viewing today and start envisioning your dream lifestyle. MLS#O6195212. LA ROSA REALTY CENTRAL FLORIDA.

Home For Sale $345,000

Reduced By $10,000
View Details 28 Photos
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1056

  • Year Built

    1957

  • $/SqFt

    $327

Conveniently located minutes to UCF, Full Sail, Barry University, Valencia, multiple grocery stores and pharmacies, Winter Park’s scenic Park Avenue, Downtown Orlando, and Orlando International Airport. MLS#O6194782. LIV AT NONA.

Home For Sale $1,899,700

Reduced By $89,000
View Details 26 Photos
On Market For 29 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2859

  • Year Built

    1948

  • $/SqFt

    $664

Kronenberger - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6193303. FLORIDA PROPERTY LLC.

Home For Sale $1,360,000

Reduced By $135,000
View Details 56 Photos
On Market For 27 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3074

  • Year Built

    2017

  • $/SqFt

    $442

Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue. MLS#O6194226. THE HOPE GROUP.

Pended $548,997

View Details 34 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1746

  • Year Built

    1967

  • $/SqFt

    $314

Golfside - CONTACT ME for a PRIVATE SHOWING MLS#O6188993. UNITED REAL ESTATE PREFERRED.

Pended $350,000

View Details 27 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1152

  • Year Built

    1959

  • $/SqFt

    $304

Call today to schedule your private showing. MLS#O6192913. COLDWELL BANKER REALTY.

Home For Sale $1,995,000

View Details 22 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4738

  • Year Built

    1948

  • $/SqFt

    $421

Woodmere Terrace - Experience the essence of timeless elegance and modern comfort at this remarkable address. MLS#O6193348. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,695,000

View Details 71 Photos
On Market For 30 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3150

  • Year Built

    2006

  • $/SqFt

    $538

Charmont - Schedule your private showing today before it's SOLD! MLS#O6193582. VOSS REALTY INC.

Pended $1,325,000

View Details 66 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2942

  • Year Built

    2006

  • $/SqFt

    $450

Windsong Elizabeths Walk - Central Florida living at its best in one of Winter Park's most sought-after communities. MLS#O6192936. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,050,000

Reduced By $20,000
View Details 52 Photos
On Market For 30 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3057

  • Year Built

    2015

  • $/SqFt

    $343

Schedule a showing today and experience the beauty of this remarkable home! MLS#O6193168. VR HOMES LLC.

Home For Sale $474,900

Reduced By $24,600
View Details 45 Photos
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1522

  • Year Built

    1964

  • $/SqFt

    $312

What are you waiting for, come check out this home today! MLS#O6190494. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $444,000

Reduced By $15,000
View Details 43 Photos
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1793

  • Year Built

    1976

  • $/SqFt

    $248

Situated close to shopping, schools, and major roads, you'll enjoy easy access to all the amenities and attractions Central Florida has to offer. MLS#O6191464. WATSON REALTY CORP.

Home For Sale $2,199,999

View Details 67 Photos
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3971

  • Year Built

    1990

  • $/SqFt

    $554

College Place - With its architectural integrity, handcrafted details, central location, enchanting central skylight, and minutes’ walk to Lake Virginia and Park Avenue, it is a rare find that epitomizes the art of living in sunny Florida. MLS#O6190102. NEXTHOME MY WAY.

Pended $1,374,900

View Details 89 Photos
On Market For 15 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3252

  • Year Built

    2024

  • $/SqFt

    $423

Golfview - Make an appointment to see this beautiful home today. MLS#O6193452. RE/MAX EXCLUSIVE COLLECTION.

Home For Sale $610,000

Reduced By $25,000
View Details 62 Photos
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2481

  • Year Built

    1999

  • $/SqFt

    $246

**Be sure to check out our 3D Virtual Tour** Call your REALTOR® today to schedule your private showing! MLS#O6191927. KELLER WILLIAMS REALTY AT THE PARKS.

Pended $549,900

View Details 36 Photos
*POTENTIAL GREAT VALUE
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2391

  • Year Built

    1984

  • $/SqFt

    $230

Tamarak - Don't miss your opportunity to experience the best of Florida living in this exceptional property. Schedule your showing today! MLS#O6193281. CREEGAN GROUP.

Pended $425,000

View Details 31 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1535

  • Year Built

    1982

  • $/SqFt

    $277

Bel Aire Pines - Make an appointment to see this home today! MLS#O6192780. THE WILKINS WAY LLC.

Pended $419,000

Reduced By $10,000
View Details 35 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1542

  • Year Built

    1973

  • $/SqFt

    $272

Woodcrest - Driveway pavers extended to the end of the house for optimal parking. MLS#O6193481. ROBERT SLACK LLC.

Home For Sale $3,890,000

View Details 3 Photos
On Market For 32 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4055

  • Year Built

    2025

  • $/SqFt

    $959

Room Feature: Linen Closet In Bath (Primary Bedroom). MLS#O6191966. CORCORAN PREMIER REALTY.

Pended $2,200,000

View Details 54 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3276

  • Year Built

    1995

  • $/SqFt

    $672

Don't miss your chance to make this exquisite property your own and enjoy the epitome of Florida luxury living. MLS#O6192372. KELLER WILLIAMS WINTER PARK.

Pended $775,000

View Details 40 Photos
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2406

  • Year Built

    1980

  • $/SqFt

    $322

Enjoy beautiful walks through the neighborhood and 2 private tennis courts which are owned by the association. Great Winter Park Schools! -- MLS#O6192070. FANNIE HILLMAN & ASSOCIATES.

Pended $2,200,000

View Details 100 Photos
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4176

  • Year Built

    2004

  • $/SqFt

    $527

Windsong Lookout Landing - Schedule your showing today and envision your lifestyle in this remarkable sanctuary.

MLS#O6181952. KELLY PRICE & COMPANY LLC.

Home For Sale $525,000

View Details 39 Photos
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1996

  • Year Built

    1966

  • $/SqFt

    $263

Winter Park Estates - Don't miss out on the chance to make it yours! MLS#O6191733. REALTY HUB.

Pended $749,999

Reduced By $49,991
View Details 38 Photos
On Market For 32 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    2021

  • $/SqFt

    $259

Hawks Crest - Don't miss your chance to experience the epitome of luxury living in Winter Park's finest community. Schedule your private showing today! ! MLS#O6191658. MVP REALTY ASSOCIATES LLC.

Pended $464,900

View Details 45 Photos
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1223

  • Year Built

    1947

  • $/SqFt

    $380

Minutes from Winter Park’s historic Park Avenue with Shopping and Restaurants galore, Orlando Museum of Art, The Orlando Science Center, Mead Gardens, AdventHealth Orlando Hospital, Downtown and the Sun Rail Station as well as easy access to the Interstate. MLS#T3513193. ARRICO REALTY & PROPERTY MGMT..

Pended $399,500

View Details 31 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1477

  • Year Built

    1955

  • $/SqFt

    $270

Fairbanks Shores - Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find. MLS#O6191192. COMPASS FLORIDA LLC.

Home For Sale $2,749,000

View Details 61 Photos
On Market For 39 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4692

  • Year Built

    2007

  • $/SqFt

    $586

Zoned for Audubon K-8 and WP High School. MLS#O6190641. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,150,000

Reduced By $100,000
View Details 48 Photos
On Market For 41 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3102

  • Year Built

    1989

  • $/SqFt

    $693

Kronenberger - WELCOME HOME to the the Winter Park lifestyle at its finest! MLS#O6181050. FANNIE HILLMAN & ASSOCIATES.

Pended $539,000

View Details 38 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1599

  • Year Built

    1969

  • $/SqFt

    $337

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#FC299361. PALM WAVE REALTY.

Home For Sale $402,000

Reduced By $23,000
View Details 20 Photos
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1030

  • Year Built

    1955

  • $/SqFt

    $390

Fairbanks Shores - Don't miss your chance to experience the epitome of Florida living—schedule your showing today! MLS#S5101905. REALTY ONE GROUP INSPIRATION.

Home For Sale $1,200,000

Reduced By $100,000
View Details 57 Photos
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2752

  • Year Built

    1980

  • $/SqFt

    $436

Don't miss out on this rare opportunity—schedule your showing today! MLS#O6189285. COLDWELL BANKER REALTY.

Pended $669,900

Reduced By $5,100
View Details 34 Photos
On Market For 41 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1642

  • Year Built

    1964

  • $/SqFt

    $408

Hvac – 2019, Roof – 2017, Plumbing – 2018, Electric – 2005. MLS#O6188811. KELLER WILLIAMS WINTER PARK.

Home For Sale $437,500

Reduced By $10,000
View Details 25 Photos
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1570

  • Year Built

    1957

  • $/SqFt

    $279

Don't miss the opportunity to make this beautifully updated property your new home sweet home. MLS#O6186742. FLORIDA ONE REAL ESTATE LLC.

Pended $2,497,000

View Details 49 Photos
On Market For 47 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3507

  • Year Built

    2024

  • $/SqFt

    $712

Fontainebleau - Be the first to call this incredible home yours as you make your home in Winter Park! MLS#O6187963. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $1,160,000

Reduced By $25,000
View Details 40 Photos
*POTENTIAL GREAT VALUE
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3125

  • Year Built

    1954

  • $/SqFt

    $371

Conwill Estates - All this could be yours so schedule your private showing today! MLS#O6189298. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $649,000

View Details 45 Photos
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1538

  • Year Built

    1957

  • $/SqFt

    $422

Don't miss out on this fantastic opportunity – schedule a viewing today MLS#O6188985. KELLER WILLIAMS ADVANTAGE III REALTY.

Home For Sale $539,900

Reduced By $10,100
View Details 35 Photos
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2197

  • Year Built

    1963

  • $/SqFt

    $246

Don't let this opportunity pass you by, call and arrange for your private showing today! MLS#O6188237. KELLER WILLIAMS WINTER PARK.

Home For Sale $366,000

Reduced By $19,000
View Details 20 Photos
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    1980

  • $/SqFt

    $252

Oakcrest - Don't miss out on this fantastic opportunity to make this house your own! MLS#O6189475. OPENDOOR BROKERAGE LLC.

Pended $475,000

View Details 47 Photos
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1980

  • Year Built

    1985

  • $/SqFt

    $240

Don't miss out on this amazing opportunity to own a piece of paradise in Winter Park! ! MLS#O6186440. COLDWELL BANKER REALTY.

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