221 Results

View 221 Winter Park Florida Homes for Sale

Pended $355,000

View 3204 Shady Pine Ave Winter Park FL
View Details 1 Photo
*POTENTIAL GREAT VALUE
On Market For 1 Day

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1615

  • Year Built

    1983

  • $/SqFt

    $220

Schedule your showing today and make this exceptional home yours! MLS#O6191820. KEYSEEKERS REAL ESTATE.

Pended $2,200,000

View 1610 Lookout Landing Cir Winter Park FL
View Details 100 Photos
View 1610 Lookout Landing Cir Winter Park FL
View 1610 Lookout Landing Cir Winter Park FL
View 1610 Lookout Landing Cir Winter Park FL
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 920 Carvell Dr Winter Park FL
View Details 39 Photos
View 920 Carvell Dr Winter Park FL
View 920 Carvell Dr Winter Park FL
View 920 Carvell Dr Winter Park FL
On Market For 25 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.

Home For Sale $749,999

Reduced By $49,991

View 1477 Lone Feather Trl Winter Park FL
View Details 38 Photos
View 1477 Lone Feather Trl Winter Park FL
View 1477 Lone Feather Trl Winter Park FL
View 1477 Lone Feather Trl Winter Park FL
On Market For 26 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 $725,000

View Details 38 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1817

  • Year Built

    1926

  • $/SqFt

    $399

Orwin Manor - New window treatments in 2021, HW 2021, Roof 2018, HVAC 2017 Furniture is available for purchase MLS#O6191051. ACME REAL ESTATE FLORIDA 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 28 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.

Pended $440,000

View Details 21 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1268

  • Year Built

    1997

  • $/SqFt

    $347

Lawndale - Great location near Advent Health Hospital, Park Avenue, College Park, Rollins, Mead Gardens, and incredible restaurants. MLS#O6190577. LIST RIGHT REALTY.

Home For Sale $2,250,000

View Details 56 Photos
On Market For 30 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3102

  • Year Built

    1989

  • $/SqFt

    $725

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

Pended $1,795,000

View Details 58 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4045

  • Year Built

    2004

  • $/SqFt

    $444

Walk to Park Avenue and enjoy all Winter Park has to offer from shopping, restaurants, the farmers market, Albin Polasek Museum & Sculpture Gardens AND Rollins College are just minutes away. Schedule your private showing TODAY~ MLS#O6190155. 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

This home offers exceptional features, a fabulous Florida lifestyle and a great location close to everything, tucked away in a safe and quiet neighborhood. MLS#FC299361. PALM WAVE REALTY.

Home For Sale $405,000

Reduced By $20,000
View Details 20 Photos
On Market For 33 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1030

  • Year Built

    1955

  • $/SqFt

    $393

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

Pended $439,900

View Details 20 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1375

  • Year Built

    1977

  • $/SqFt

    $320

Wrenwood Heights - Don't miss this opportunity to make this your forever home. MLS#O6189380. LPT REALTY.

Home For Sale $1,200,000

Reduced By $100,000
View Details 57 Photos
On Market For 33 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.

Home For Sale $669,900

Reduced By $5,100
View Details 34 Photos
On Market For 34 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 33 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.

Home For Sale $2,497,000

View Details 49 Photos
On Market For 38 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.

Home For Sale $1,160,000

Reduced By $25,000
View Details 40 Photos
*POTENTIAL GREAT VALUE
On Market For 34 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 35 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 35 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 $379,000

Reduced By $6,000
View Details 20 Photos
On Market For 34 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    1980

  • $/SqFt

    $261

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
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.

Pended $465,000

View Details 51 Photos
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1570

  • Year Built

    1966

  • $/SqFt

    $296

Georgetown Estates - Call for a private tour and make it yours today! MLS#O6188891. CHARLES RUTENBERG REALTY ORLANDO.

Pended $400,000

View Details 32 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1328

  • Year Built

    1961

  • $/SqFt

    $301

Eastbrook - Don't miss out on this fantastic opportunity! MLS#O6188964. OPENDOOR BROKERAGE LLC.

Pended $1,495,000

View Details 43 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3630

  • Year Built

    2018

  • $/SqFt

    $412

Make this extraordinary Winter Park gem yours! MLS#O6186281. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $2,575,000

View Details 55 Photos
*POTENTIAL GREAT VALUE
On Market For 37 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5429

  • Year Built

    1983

  • $/SqFt

    $474

Sevilla - You will fall in love with this absolutely spectacular home! ! MLS#O6187903. BEYCOME OF FLORIDA LLC.

Pended $920,000

Reduced By $40,000
View Details 52 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2855

  • Year Built

    1988

  • $/SqFt

    $322

This meticulously upgraded haven awaits your discerning eye – schedule your viewing today and step into a world of refined living. MLS#O6188151. ALICIA SPEARS REALTY.

Home For Sale $2,245,000

Reduced By $150,000
View Details 42 Photos
On Market For 40 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3897

  • Year Built

    2015

  • $/SqFt

    $576

Flora Park - Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat. MLS#O6180741. COMPASS FLORIDA, LLC.

Home For Sale $650,000

Reduced By $20,000
View Details 29 Photos
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1638

  • Year Built

    1949

  • $/SqFt

    $397

Don’t miss the chance to experience the heartbeat of Winter Park living – schedule your tour today! MLS#O6185063. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $635,000

Reduced By $14,000
View Details 31 Photos
On Market For 40 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $290

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. MLS#O6187877. SUMMERHILL REALTY GROUP LLC.

Home For Sale $520,000

Reduced By $15,000
View Details 44 Photos
On Market For 43 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1878

  • Year Built

    1979

  • $/SqFt

    $277

35 minutes from UNIVERSAL & DISNEY and only an hour from the BEACH, allowing you to enjoy the best of both worlds, luxury living and prime location. MLS#O6186883. RE/MAX 200 REALTY.

Home For Sale $460,000

View Details 58 Photos
On Market For 40 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1192

  • Year Built

    1949

  • $/SqFt

    $386

Don't miss out on this promising investment opportunity! MLS#O6187138. COLDWELL BANKER REALTY.

Pended $375,000

View Details 11 Photos
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1492

  • Year Built

    1954

  • $/SqFt

    $251

Seller responds to most offers in 24 hours but please allow up to 72 hours for a response. MLS#S5101379. GRP.

Pended $4,950,000

View Details 71 Photos
On Market For 29 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4442

  • Year Built

    2024

  • $/SqFt

    $1,114

Sylvan Lake Shores - Welcome home to luxury living at its finest. MLS#O6187383. THE HOPE GROUP.

Home For Sale $3,141,000

View Details 8 Photos
On Market For 41 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4188

  • Year Built

    2024

  • $/SqFt

    $750

Charmont - Inquire with the listing agents for further details, and prepare to be captivated by a lifestyle beyond compare. MLS#O6187136. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,890,000

View Details 9 Photos
On Market For 41 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4770

  • Year Built

    2024

  • $/SqFt

    $606

Kenilworth Shores - Don’t miss your opportunity to own this stunning Winter Park home. MLS#O6185001. COMPASS FLORIDA, LLC.

Home For Sale $1,960,000

View Details 10 Photos
On Market For 41 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3499

  • Year Built

    2024

  • $/SqFt

    $560

Northwood Terrace - Please inquire with the listing agents for further details. MLS#O6187113. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,125,000

Reduced By $25,000
View Details 39 Photos
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2507

  • Year Built

    1993

  • $/SqFt

    $449

Reach out today to schedule a tour on this one of a kind Winter Park charmer. MLS#O6187046. COMPASS FLORIDA LLC.

Pended $540,000

View Details 34 Photos
*POTENTIAL GREAT VALUE
On Market For 11 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2917

  • Year Built

    1984

  • $/SqFt

    $185

Amberwood - Recent Updates: New Roof (2021), New Hvac Systems (2022), Repipe (2021), Pool Motor (2024), De Pool Filter (2021), Garage Door Opener (2023). MLS#O6186685. RE/MAX TOWN & COUNTRY REALTY.

Pended $975,000

View Details 31 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2609

  • Year Built

    2018

  • $/SqFt

    $374

Don't miss the opportunity to make it yours - schedule a private showing today! MLS#O6186323. KELLER WILLIAMS WINTER PARK.

Pended $485,000

View Details 33 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1582

  • Year Built

    1964

  • $/SqFt

    $307

Don’t miss out on this timeless home - come and see it before it’s gone! MLS#O6183261. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $979,000

Reduced By $16,000
View Details 33 Photos
On Market For 49 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2331

  • Year Built

    1969

  • $/SqFt

    $420

Zoned for top-rated schools. Welcome home! MLS#O6186647. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $769,000

Reduced By $20,000
View Details 27 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $448

This home is one of a kind and will not last long. MLS#O6185776. PARK TOWN REAL ESTATE LLC.

Home For Sale $599,900

Reduced By $60,000
View Details 38 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    2130

  • Year Built

    1957

  • $/SqFt

    $282

Kenilworth Shores - This gem won't last long...come see it today! MLS#O6185836. SAND DOLLAR REALTY GROUP INC.

Pended $275,000

Reduced By $50,000
View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 29 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1959

  • $/SqFt

    $177

Zoned for Tuskawillla Middle and Lake Howell High School. MLS#O6186482. KELLER WILLIAMS CLASSIC.

Home For Sale $7,370,000

View Details 27 Photos
*POTENTIAL GREAT VALUE
On Market For 47 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6774

  • Year Built

    2024

  • $/SqFt

    $1,088

Cloister Grove - Please inquire with the list agent for further details. MLS#O6183317. PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,395,000

View Details 42 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3910

  • Year Built

    1998

  • $/SqFt

    $613

Osceola Shores - You will feel like you are at a five-star resort! This is a gem! MLS#O6185665. PREMIER SOTHEBY'S INTL. REALTY.

Pended $525,000

View Details 23 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1620

  • Year Built

    1963

  • $/SqFt

    $324

Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, this home offers a practical and comfortable Winter Park lifestyle opportunity. MLS#O6185671. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $315,000

Reduced By $34,000
View Details 27 Photos
On Market For 50 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1994

  • $/SqFt

    $289

It's minutes away from Advent Health Winter Park, Baldwin Park, Lake Eola, Downtown Orlando, and much more. Schedule your showing today! MLS#O6184137. MADISON INTERNATIONAL REALTY LLC.

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