239 Results

View 239 Winter Park Florida Homes for Sale

Pended $1,995,000

View 1251 Woodmere Dr Winter Park FL
View Details 22 Photos
View 1251 Woodmere Dr Winter Park FL
View 1251 Woodmere Dr Winter Park FL
View 1251 Woodmere Dr Winter Park FL
On Market For 35 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 1931 Laurel Rd Winter Park FL
View Details 71 Photos
View 1931 Laurel Rd Winter Park FL
View 1931 Laurel Rd Winter Park FL
View 1931 Laurel Rd Winter Park FL
On Market For 44 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 1425 Chapman Cir Winter Park FL
View Details 66 Photos
View 1425 Chapman Cir Winter Park FL
View 1425 Chapman Cir Winter Park FL
View 1425 Chapman Cir Winter Park FL
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 $995,000

Reduced By $75,000

View 1473 Via Sangro Pl Winter Park FL
View Details 52 Photos
View 1473 Via Sangro Pl Winter Park FL
View 1473 Via Sangro Pl Winter Park FL
View 1473 Via Sangro Pl Winter Park FL
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3057

  • Year Built

    2015

  • $/SqFt

    $325

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 47 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 $459,000

View Details 33 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1671

  • Year Built

    1981

  • $/SqFt

    $275

Cedar Ridge - And if that's not enough...let's not forget this amazing location in Winter Park - easy access to the 417 and 436, close to Trinity Prep and Park Maitland Preschool, and Foxtail Coffee, Kelly's Ice Cream & Donut King right down the street! MLS#O6193153. MEGAN DOWDY REALTY, LLC.

Home For Sale $444,000

Reduced By $15,000
View Details 43 Photos
On Market For 45 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 47 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.

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.

Home For Sale $3,890,000

View Details 3 Photos
On Market For 46 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.

Home For Sale $2,250,000

View Details 54 Photos
On Market For 46 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3276

  • Year Built

    1995

  • $/SqFt

    $687

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 50 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 53 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 55 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.

Pended $402,000

Reduced By $23,000
View Details 20 Photos
On Market For 48 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 $1,125,000

Reduced By $175,000
View Details 56 Photos
On Market For 58 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2752

  • Year Built

    1980

  • $/SqFt

    $409

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 58 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
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 60 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
*POTENTIAL GREAT VALUE
On Market For 60 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.

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.

Pended $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.

Home For Sale $2,245,000

Reduced By $150,000
View Details 42 Photos
On Market For 65 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 132 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 65 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 68 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 $450,000

Reduced By $10,000
View Details 58 Photos
On Market For 65 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1192

  • Year Built

    1949

  • $/SqFt

    $378

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

Home For Sale $3,141,000

View Details 7 Photos
On Market For 66 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 66 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 66 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.

Pended $1,125,000

Reduced By $25,000
View Details 39 Photos
On Market For 45 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 $979,000

Reduced By $16,000
View Details 33 Photos
On Market For 56 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 $759,000

Reduced By $30,000
View Details 27 Photos
On Market For 69 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1715

  • Year Built

    1964

  • $/SqFt

    $443

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

Home For Sale $7,370,000

View Details 27 Photos
*POTENTIAL GREAT VALUE
On Market For 72 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 $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.

Pended $299,900

Reduced By $49,100
View Details 28 Photos
On Market For 72 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1994

  • $/SqFt

    $275

Winter Green - 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.

Home For Sale $999,000

Reduced By $196,000
View Details 46 Photos
On Market For 74 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2472

  • Year Built

    1947

  • $/SqFt

    $404

Virginia Heights - Includes deeded access to Dinky Dock near Rollins College. MLS#O6179037. CHARLES RUTENBERG REALTY ORLANDO.

Pended $574,000

Reduced By $25,000
View Details 49 Photos
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2332

  • Year Built

    1970

  • $/SqFt

    $246

Schedule your showing today and make this dream home yours! MLS#O6184974. RE/MAX TOWN & COUNTRY REALTY.

Home For Sale $799,999

Reduced By $100,000
View Details 41 Photos
On Market For 74 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2447

  • Year Built

    1956

  • $/SqFt

    $327

Winter Park Village - Experience refined living at 2612 Lafayette Avenue — your dream home awaits. MLS#O6183345. EXP REALTY LLC.

Home For Sale $525,000

Reduced By $24,000
View Details 36 Photos
*POTENTIAL GREAT VALUE
On Market For 74 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    1972

  • $/SqFt

    $240

Arrowhead Cove - Please see MLS for full list of upgrades. MLS#O6185134. AFFINITY REALTY LLC.

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