225 Results

View 225 Winter Park Florida Homes for Sale

Home For Sale $2,450,000

View 1764 Elizabeths Walk Winter Park FL
View Details 68 Photos
View 1764 Elizabeths Walk Winter Park FL
View 1764 Elizabeths Walk Winter Park FL
View 1764 Elizabeths Walk Winter Park FL
On Market For 89 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3989

  • Year Built

    2012

  • $/SqFt

    $614

Windsong Elizabeths Walk -

MLS#O6177110. THE SIMON SIMAAN GROUP.

Pended $995,000

Reduced By $200,000

View 151 Stirling Ave Winter Park FL
View Details 22 Photos
View 151 Stirling Ave Winter Park FL
View 151 Stirling Ave Winter Park FL
View 151 Stirling Ave Winter Park FL
On Market For 72 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2352

  • Year Built

    1960

  • $/SqFt

    $423

Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest. MLS#O6171886. PREMIER SOTHEBY'S INTL. REALTY.

Pended $475,000

View 2806 Sheriff Way Winter Park FL
View Details 33 Photos
View 2806 Sheriff Way Winter Park FL
View 2806 Sheriff Way Winter Park FL
View 2806 Sheriff Way Winter Park FL
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1598

  • Year Built

    1965

  • $/SqFt

    $297

ROOF - 2023, HVAC - 2021 refurbishment, WATER HEATER - 2021. MLS#O6176739. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,650,000

Reduced By $350,000

View 1540 Wilbar Cir Winter Park FL
View Details 36 Photos
View 1540 Wilbar Cir Winter Park FL
View 1540 Wilbar Cir Winter Park FL
View 1540 Wilbar Cir Winter Park FL
On Market For 92 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3400

  • Year Built

    1992

  • $/SqFt

    $485

Lake Knowles Terrace - SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS MLS#O6174985. KELLER WILLIAMS CLASSIC.

Home For Sale $329,000

Reduced By $46,000
View Details 15 Photos
On Market For 93 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 91 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 93 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.

Pended $300,000

Reduced By $20,000
View Details 36 Photos
*POTENTIAL GREAT VALUE
On Market For 63 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.

Home For Sale $353,000

Reduced By $22,000
View Details 29 Photos
On Market For 94 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1122

  • Year Built

    1954

  • $/SqFt

    $315

Temple Terrace - Don't miss the chance to make this your dream home! MLS#O6175899. OPENDOOR BROKERAGE LLC.

Pended $399,900

Reduced By $20,100
View Details 22 Photos
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1518

  • Year Built

    1987

  • $/SqFt

    $263

Take advantage of Seminole county schools and convenient location, making this property an enticing opportunity. MLS#O6174734. EXP REALTY LLC.

Pended $2,495,000

View Details 91 Photos
On Market For 57 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4240

  • Year Built

    2008

  • $/SqFt

    $588

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#O6174225. OLDE TOWN BROKERS INC.

Home For Sale $410,000

Reduced By $15,000
View Details 24 Photos
On Market For 98 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1692

  • Year Built

    1958

  • $/SqFt

    $242

Contact Miguel Anastacio and schedule your showing today! MLS#O6174500. COLDWELL BANKER REALTY.

Pended $1,494,900

Reduced By $154,100
View Details 50 Photos
On Market For 67 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2901

  • Year Built

    1958

  • $/SqFt

    $515

Green Terrace - *In attachments are pool renderings upon request as well as a full feature sheet. MLS#O6166451. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,385,000

Reduced By $165,000
View Details 37 Photos
*POTENTIAL GREAT VALUE
On Market For 98 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3578

  • Year Built

    1975

  • $/SqFt

    $387

Fontainebleau - Welcome to an oasis where comfort and style blend seamlessly Welcome HOME! MLS#O6174319. KELLER WILLIAMS ADVANTAGE 2 REALTY.

Pended $775,000

Reduced By $75,000
View Details 30 Photos
On Market For 92 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2220

  • Year Built

    1956

  • $/SqFt

    $349

Lake Forest Park - Peaceful and private make this a paradise. Welcome home! MLS#O6174441. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $550,000

View Details 20 Photos
*POTENTIAL GREAT VALUE
On Market For 99 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1920

  • Year Built

    1981

  • $/SqFt

    $286

It can also be used as a duplex for 1 bedroom 1 bathroom with living room at downstairs and 2 bed 2 bath with family room at upstairs and kitchen at outside porch. Nice neighborhood, No HOA MLS#O6174105. GOLDEN SUN REALTY INC.

Home For Sale $870,000

Reduced By $55,000
View Details 70 Photos
On Market For 100 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2029

  • Year Built

    1969

  • $/SqFt

    $429

Full list of updates available along with architectural plans to convert 3rd garage into living space. MLS#O6174101. YOU HAVE REALTY LLC.

Home For Sale $2,200,000

Reduced By $200,000
View Details 53 Photos
On Market For 166 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4162

  • Year Built

    2007

  • $/SqFt

    $529

Dixie Terrace - *New interior paint throughout! (Not reflected in listing photos) MLS#O6173337. LPT REALTY, LLC.

Pended $1,400,000

Reduced By $200,000
View Details 24 Photos
On Market For 83 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2525

  • Year Built

    1915

  • $/SqFt

    $554

Sylvan Park - This property offers sweeping views of Lake Sylvan and is a peaceful and tranquil location. MLS#O6173279. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,875,000

View Details 12 Photos
On Market For 104 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2955

  • Year Built

    2024

  • $/SqFt

    $635

Dixie Terrace - Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence! MLS#O6172852. CORCORAN PREMIER REALTY.

Home For Sale $489,900

Reduced By $35,100
View Details 57 Photos
On Market For 102 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1971

  • $/SqFt

    $257

Arrowhead Cove - Call TODAY for your PRIVATE viewing – it won’t last long! MLS#O6172555. CREEGAN GROUP.

Home For Sale $5,566,500

View Details 90 Photos
On Market For 103 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6475

  • Year Built

    2023

  • $/SqFt

    $860

Tuscania - Get one step closer to owning the realization of your dream dwelling experience! MLS#O6173028. LA ROSA REALTY HORIZONS LLC.

Pended $375,000

Reduced By $10,000
View Details 14 Photos
On Market For 91 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1126

  • Year Built

    1985

  • $/SqFt

    $333

Country Lane - Desirable location with easy access to shopping and restaurants on Red Butg Lake Road/Mitchell Hammock and minutes from SR417 to anywhere! Washer/Dryer does not convey. MLS#O6172885. MCGRATH MANAGEMENT, INC..

Home For Sale $548,999

Reduced By $80,001
View Details 49 Photos
*POTENTIAL GREAT VALUE
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2258

  • Year Built

    1948

  • $/SqFt

    $243

Glencoe - The Property Is Located Near The Quaint Shopping And Dining Area Or Winter Park Close To Interstate Shopping Dining And Local Attractions MLS#O6172105. PR REAL ESTATE SERVICES.

Pended $550,000

View Details 41 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1917

  • Year Built

    1977

  • $/SqFt

    $287

Lake Waunatta Woods - The location of the home provides convenient traveling to multiple grocery stores, State Road 417, the University of Central Florida, Full Sail University, downtown Winter Park, and Downtown Orlando! MLS#O6171602. KELLER WILLIAMS REALTY AT THE PARKS.

Pended $689,999

Reduced By $85,001
View Details 41 Photos
On Market For 99 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2416

  • Year Built

    2022

  • $/SqFt

    $286

Hawks Crest - An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. MLS#O6168951. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,995,000

Reduced By $300,000
View Details 70 Photos
On Market For 83 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4308

  • Year Built

    2004

  • $/SqFt

    $463

Windsong Elizabeths Walk - Don't miss the opportunity to make this exceptional house your new home. MLS#O6168950. CORCORAN PREMIER REALTY.

Home For Sale $999,999

Reduced By $125,001
View Details 35 Photos
On Market For 126 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2610

  • Year Built

    2013

  • $/SqFt

    $383

Lawndale - The exterior features an epoxy two-car garage with an epoxy flooring, paver driveway & walkway to a fenced backyard with artificial turf that is perfect for children & pets, along with a putting green for the golf enthusiast. MLS#O6168879. COLDWELL BANKER REALTY.

Pended $2,295,000

Reduced By $100,000
View Details 33 Photos
On Market For 110 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4435

  • Year Built

    2019

  • $/SqFt

    $517

Conveniently minutes from Park Avenue, Winter Park Hospital and Rollins College, this home is a must-see! MLS#O6169205. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,299,000

Reduced By $196,000
View Details 61 Photos
*POTENTIAL GREAT VALUE
On Market For 108 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4364

  • Year Built

    1968

  • $/SqFt

    $298

Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort. MLS#O6168515. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,495,000

Reduced By $30,000
View Details 49 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3634

  • Year Built

    2007

  • $/SqFt

    $411

Conwill Estates - Please see the attachments for the floorplan, list of updates, and more! MLS#O6168352. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,199,000

Reduced By $300,000
View Details 55 Photos
On Market For 122 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5066

  • Year Built

    2013

  • $/SqFt

    $631

Call for your private showing today. MLS#O6166894. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,755,000

View Details 35 Photos
On Market For 122 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4000

  • Year Built

    2023

  • $/SqFt

    $689

Just completed in 2024, this home is ready for the most discerning buyer. MLS#O6168201. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,575,000

Reduced By $150,000
View Details 26 Photos
*POTENTIAL GREAT VALUE
On Market For 124 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4021

  • Year Built

    2009

  • $/SqFt

    $392

A-rated Winter Park schools and several excellent private and parochial schools are nearby. MLS#O6167429. BHHS FLORIDA REALTY.

Pended $1,290,000

Reduced By $160,000
View Details 24 Photos
On Market For 125 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3082

  • Year Built

    2002

  • $/SqFt

    $419

Greenview Winter Pines - It is approximately 4 miles to Rollins College and 8 miles to the University of Central Florida. MLS#O6165834. BENNETT PROPERTY GROUP, LLC.

Pended $850,000

Reduced By $145,000
View Details 28 Photos
On Market For 134 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2533

  • Year Built

    1926

  • $/SqFt

    $336

Sylvan Lake Shores - Centrally located to Rollins College and Park Avenue. MLS#O6164933. KELLY PRICE & COMPANY LLC.

Home For Sale $369,000

Reduced By $30,000
View Details 24 Photos
On Market For 140 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1242

  • Year Built

    1954

  • $/SqFt

    $297

Temple Terrace - Back on Market and ready to move quick! MLS#O6165035. LEERDAM PROPERTIES INC..

Pended $1,299,900

View Details 1 Photo
On Market For 1 Day

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3252

  • Year Built

    2024

  • $/SqFt

    $400

Lawndale - Make an appointment to see this beautiful home today. MLS#O6164039. RE/MAX EXCLUSIVE COLLECTION.

Home For Sale $1,699,900

Reduced By $95,100
View Details 37 Photos
On Market For 145 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2651

  • Year Built

    2005

  • $/SqFt

    $641

Comstock Park - Come see this gem before someone snags it first! MLS#O6163891. PREFERRED REALTY OF FLORIDA.

Home For Sale $449,526

Reduced By $35,474
View Details 28 Photos
On Market For 150 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1725

  • Year Built

    1990

  • $/SqFt

    $261

Villas Of Casselberry - Nothing else to do but schedule a tour and call this stunning home yours! MLS#O6162964. COLDWELL BANKER REALTY.

Pended $1,999,000

Reduced By $501,000
View Details 68 Photos
*POTENTIAL GREAT VALUE
On Market For 137 Days

  • Bedrooms

    7

  • Full Bath(s)

    6

  • Sq. Ft.

    6854

  • Year Built

    2003

  • $/SqFt

    $292

Lugano Terrace - Please ask for a measured floor plan to explore every detail of this extraordinary home. MLS#O6161682. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,650,000

Reduced By $20,350,000
View Details 50 Photos
On Market For 155 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3448

  • Year Built

    2020

  • $/SqFt

    $479

Winter Park Village - Schedule a showing today and experience the epitome of Florida living at 2519 CHANTILLY AVENUE. MLS#O6154620. DALTON WADE INC.

Home For Sale $569,900

Reduced By $10,000
View Details 39 Photos
On Market For 163 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2300

  • Year Built

    1987

  • $/SqFt

    $248

The owner has been meticulous in the maintenance of this home. MLS#O6156969. COLDWELL BANKER REALTY.

Home For Sale $599,999

View Details 34 Photos
On Market For 166 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2340

  • Year Built

    1971

  • $/SqFt

    $256

Arrowhead Cove - Highest And Best Offers In By Sunday 5/5/24. MLS#O6159358. PARK PLACE REAL ESTATE.

Home For Sale $3,500,000

View Details 59 Photos
On Market For 174 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4325

  • Year Built

    2022

  • $/SqFt

    $809

Virginia Heights - Elevate your everyday in this modern masterpiece that’s not just a home; it’s a statement. MLS#O6157505. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $7,250,000

View Details 55 Photos
*POTENTIAL GREAT VALUE
On Market For 173 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    9075

  • Year Built

    2021

  • $/SqFt

    $799

Don’t miss your opportunity to own one of Winter Parks most remarkable residences. MLS#O6156666. COMPASS FLORIDA, LLC.

Home For Sale $808,000

Reduced By $41,550
View Details 24 Photos
On Market For 172 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2124

  • Year Built

    1958

  • $/SqFt

    $380

Just a comfortable Bicycle Ride and you’ll arrive at Ward park, Babe Ruth Ball Fields, Cady Way Pool, Advent Health Center/Winter Park Hospital, and all that Park Avenue and the Rollins College area has to offer! MLS#O6157948. KELLER WILLIAMS WINTER PARK.

Pended $445,900

Reduced By $49,100
View Details 55 Photos
On Market For 181 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1748

  • Year Built

    1957

  • $/SqFt

    $255

With an Acceptable Offer, Sellers willing to contribute up to $8,000 towards Buyer’s closing costs at closing. MLS#O6157847. COLDWELL BANKER REALTY.

Home For Sale $1,695,000

Reduced By $255,000
View Details 41 Photos
On Market For 175 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3112

  • Year Built

    2005

  • $/SqFt

    $545

Center of Metro Orlando. NO OVERHEAD POWER LINES; UNDERGROUND! MLS#O6157218. COLONIALTOWN REALTY.

Home For Sale $485,600

Reduced By $84,150
View Details 31 Photos
On Market For 183 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1520

  • Year Built

    1955

  • $/SqFt

    $319

Very close proximity to Lake Berry & Lake Mizell, Windsong Cady Way Park, and Bike Paths. CALL, BUY, IMPROVE & CAPITALIZE NOW! MLS#S5094636. RE/MAX VANTAGE.

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