142 Results

View 142 32789 Florida Homes for Sale

Home For Sale $1,350,000

Reduced By $145,000

View 1880 Windsor Dr Winter Park FL
View Details 56 Photos
View 1880 Windsor Dr Winter Park FL
View 1880 Windsor Dr Winter Park FL
View 1880 Windsor Dr Winter Park FL
On Market For 42 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3074

  • Year Built

    2017

  • $/SqFt

    $439

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

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 45 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 $2,199,999

View Details 67 Photos
On Market For 48 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 $3,890,000

View Details 3 Photos
On Market For 47 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 47 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.

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 54 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 56 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 $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 59 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 $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 61 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.

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 66 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 $640,000

Reduced By $30,000
View Details 29 Photos
On Market For 133 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1638

  • Year Built

    1949

  • $/SqFt

    $391

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 $620,000

Reduced By $29,000
View Details 31 Photos
*POTENTIAL GREAT VALUE
On Market For 66 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $283

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 $450,000

Reduced By $10,000
View Details 58 Photos
On Market For 66 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 8 Photos
On Market For 67 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 67 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 9 Photos
On Market For 67 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 $7,370,000

View Details 27 Photos
On Market For 73 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.

Home For Sale $999,000

Reduced By $196,000
View Details 46 Photos
On Market For 75 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.

Home For Sale $799,999

Reduced By $100,000
View Details 41 Photos
On Market For 75 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 $649,900

View Details 23 Photos
On Market For 79 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1553

  • Year Built

    1965

  • $/SqFt

    $418

Howell Heights - Enjoy outdoor entertainment in your Spacious patio and lounge area. Welcome in and be impressed! MLS#O6183727. EMPIRE NETWORK REALTY.

Home For Sale $3,499,000

View Details 54 Photos
On Market For 81 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4551

  • Year Built

    1990

  • $/SqFt

    $769

Lugano Terrace - New Windows, both New Water Heaters, New Plumbing and many more. MLS#O6183188. CASTLE REALTY PROFESSIONAL GROUP LLC.

Home For Sale $1,995,000

Reduced By $500,000
View Details 45 Photos
On Market For 80 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2925

  • Year Built

    1925

  • $/SqFt

    $682

Virginia Heights - This is the perfect family or forever home. MLS#G5077473. POTOMAC LAND COMPANY.

Home For Sale $2,975,000

Reduced By $175,000
View Details 18 Photos
On Market For 82 Days

  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    4522

  • Year Built

    2009

  • $/SqFt

    $658

Windsong - Your dream of owning a luxurious retreat in Winter Park awaits—schedule your private viewing today and elevate your lifestyle to new heights of splendor and distinction. MLS#O6182544. TRUVISION REAL ESTATE LLC.

Home For Sale $1,299,999

Reduced By $25,001
View Details 37 Photos
On Market For 88 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    1958

  • $/SqFt

    $619

Sells Terrace - This is a one of a kind property, you have to see to believe! MLS#O6181408. EXP REALTY LLC.

Home For Sale $1,980,000

View Details 50 Photos
On Market For 88 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2857

  • Year Built

    2024

  • $/SqFt

    $693

Lake Killarney Shores - Experience the epitome of luxury living in Winter Park with this exceptional home. MLS#O6181258. SOTERA LIVING.

Pended $1,595,000

Reduced By $135,000
View Details 91 Photos
On Market For 44 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3151

  • Year Built

    1978

  • $/SqFt

    $506

Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED. MLS#O6178427. FORTUNE INTERNATIONAL REALTY.

Home For Sale $850,000

View Details 48 Photos
*POTENTIAL GREAT VALUE
On Market For 88 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2861

  • Year Built

    1925

  • $/SqFt

    $297

Fairbanks Park - It’s truly the best of the best! ! MLS#O6180386. IAD FLORIDA LLC.

Home For Sale $2,250,000

Reduced By $50,000
View Details 58 Photos
On Market For 94 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4312

  • Year Built

    2004

  • $/SqFt

    $522

Sylvan Park - Ideal for family living, walkability and entertaining. MLS#O6179257. PREMIER SOTHEBY'S INTL. REALTY.

Pended $2,950,000

Reduced By $200,000
View Details 41 Photos
On Market For 85 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3924

  • Year Built

    2020

  • $/SqFt

    $752

Tuscany Terrace - Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6178928. PREMIER SOTHEBY'S INTL. REALTY.

Pended $750,000

Reduced By $50,000
View Details 26 Photos
On Market For 87 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1242

  • Year Built

    1949

  • $/SqFt

    $604

Dixie Terrace - This property is being sold as-is. MLS#O6179073. THE HOPE GROUP.

Home For Sale $945,000

Reduced By $50,000
View Details 46 Photos
On Market For 97 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1829

  • Year Built

    1948

  • $/SqFt

    $517

Zoned R-2 there is no shortage of opportunity for this unique property. MLS#O6178122. KELLY PRICE & COMPANY LLC.

Home For Sale $2,450,000

View Details 68 Photos
On Market For 103 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2012

  • $/SqFt

    $614

Windsong Elizabeths Walk -

MLS#O6177110. THE SIMON SIMAAN GROUP.

Home For Sale $329,000

Reduced By $46,000
View Details 15 Photos
On Market For 107 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    749

  • Year Built

    1950

  • $/SqFt

    $439

Dubsdread Heights - Make a move towards a life filled with joy, convenience, and unparalleled style in Winter Park. MLS#O6176130. RICK SINGH REAL ESTATE.

Home For Sale $2,525,000

Reduced By $175,000
View Details 59 Photos
On Market For 105 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4638

  • Year Built

    2019

  • $/SqFt

    $544

Winter Park Village - Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms. MLS#O6172818. KELLER WILLIAMS WINTER PARK.

Home For Sale $2,450,000

Reduced By $150,000
View Details 30 Photos
On Market For 107 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4182

  • Year Built

    1963

  • $/SqFt

    $586

Lake Knowles Terrace - With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after MLS#O6176048. WRA BUSINESS & REAL ESTATE.

Home For Sale $300,000

Reduced By $20,000
View Details 36 Photos
*POTENTIAL GREAT VALUE
On Market For 107 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1378

  • Year Built

    1961

  • $/SqFt

    $218

Temple Terrace - Seller has never lived in the property and makes no warranties regarding condition. MLS#O6176109. NORTHPOINT ASSET MANAGEMENT.

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