184 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $2,495,000

View 2156 Talman Ct Winter Park FL
View 2156 Talman Ct Winter Park FL
View 2156 Talman Ct Winter Park FL
*POTENTIAL GREAT VALUE
On Market For 4 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7762

  • Year Built

    2008

  • $/SqFt

    $321

Don't miss this once-in-a-lifetime opportunity to experience the ultimate experience in luxury living. Schedule your private showing today. MLS#G5069117. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $825,000

View 2227 Howard Dr Winter Park FL
View 2227 Howard Dr Winter Park FL
View 2227 Howard Dr Winter Park FL
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2196

  • Year Built

    1958

  • $/SqFt

    $376

Lake Forest Park - Zoned for Audubon K-8 and Winter Park High. No HOA. MLS#O6112111. KELLY PRICE & COMPANY LLC.

Home For Sale $589,500

View 321 Elkhorn Ct Winter Park FL
View 321 Elkhorn Ct Winter Park FL
View 321 Elkhorn Ct Winter Park FL
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1921

  • Year Built

    1966

  • $/SqFt

    $307

**Duke energy will be putting the power lines underground in 2023** MLS#O6113291. RE/MAX 200 REALTY.

Home For Sale $1,725,000

View 1640 Mayfield Ave Winter Park FL
View 1640 Mayfield Ave Winter Park FL
View 1640 Mayfield Ave Winter Park FL
On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2907

  • Year Built

    1953

  • $/SqFt

    $593

Nestled just steps away from Phelps Park, tennis and pickle ball courts and a short biking distance to Park Avenue and Downtown Winter Park, this home offers a perfect combination of idyllic location and elegance.Schedule a showing and experience the epitome of Florida living. MLS#O6113882. SANDRA COLL.

Home For Sale $600,000

On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2000

  • Year Built

    1964

  • $/SqFt

    $300

Water Heater - 2022, Roof - 2011, Hvac - 2011. MLS#O6112299. KELLER WILLIAMS WINTER PARK.

Home For Sale $450,000

On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1982

  • Year Built

    1986

  • $/SqFt

    $227

Glenmoor - Schedule a Showing Today: Don't miss out on this incredible opportunity! MLS#O6113547. MAINFRAME REAL ESTATE.

Home For Sale $875,000

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2723

  • Year Built

    1925

  • $/SqFt

    $321

College Place - Found easy walking distance to everything you would want in Winter Park, you will want to experience this property in person. MLS#O6113579. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $679,900

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2702

  • Year Built

    1999

  • $/SqFt

    $252

New hot water heater. roof 2016. Oversized two-car garage! MLS#O6113794. EXP REALTY LLC.

Home For Sale $670,000

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2592

  • Year Built

    2019

  • $/SqFt

    $258

Overall, this Winter Park home in the Lake Florence Preserve gated community offers a spacious and well-designed layout, upgraded features, and access to a serene community dock, making it a desirable place to live. MLS#O6113682. COMPASS FLORIDA LLC.

Pended $425,000

On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1393

  • Year Built

    1956

  • $/SqFt

    $305

Winter Park Village - Please submit highest and best asap MLS#O6113425. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $1,750,000

On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3853

  • Year Built

    2012

  • $/SqFt

    $454

Dixie Terrace - Schedule your private showing today and experience luxury living in Winter Park MLS#O6113129. MVP REALTY ASSOCIATES LLC.

Home For Sale $790,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2269

  • Year Built

    1980

  • $/SqFt

    $348

All of this situated on nearly 1/3 acre homesite with a nice long driveway! MLS#O6110390. LOVELAND PROPERTIES.

Home For Sale $625,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1950

  • Year Built

    1953

  • $/SqFt

    $321

Northwood Terrace - Property may be under audio/video surveillance. MLS#V4930291. LIVELY REAL ESTATE.

Home For Sale $620,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2148

  • Year Built

    1966

  • $/SqFt

    $289

Schedule a showing today and experience the charm and comfort this home has to offer. MLS#O6112057. REDFIN CORPORATION.

Pended $3,950,000

On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4913

  • Year Built

    1990

  • $/SqFt

    $804

Osceola Shores - Lake Osceola 1-story residence with tons of potential to remodel or build new as value in the land - sold "As Is"... Winter Park "chain of lakes" w/ beautiful outdoor entertaining area and elevated setting over picturesque grounds and lake views... Includes boathouse. MLS#O6109921. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,600,000

On Market For 11 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4500

  • Year Built

    2023

  • $/SqFt

    $578

Winter Park Village - Complete with a three-car garage and low-maintenance tropical landscaping, this beautiful home will be ready for move in June 2023. MLS#O6111525. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $2,275,000

On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3850

  • Year Built

    2023

  • $/SqFt

    $591

Conwill Estates - Contact us today to schedule a tour and make this dream home yours! MLS#O6112581. NEW GATE CAPITAL PARTNERS, LLC.

Home For Sale $1,390,000

On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2998

  • Year Built

    1951

  • $/SqFt

    $464

Elizabeth Heights - Call today for a private tour. MLS#O6112725. EXP REALTY LLC.

Pended $899,000

On Market For 1 Day
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1946

  • Year Built

    1967

  • $/SqFt

    $462

Winter Park Heights - Close to all the amenities Park Avenue offers and the perfect location. MLS#O6109089. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $699,500

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2193

  • Year Built

    1954

  • $/SqFt

    $319

Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane. MLS#O6112697. SUMMERHILL REALTY GROUP LLC.

Home For Sale $563,250

*POTENTIAL GREAT VALUE
On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2610

  • Year Built

    1969

  • $/SqFt

    $216

Winter Woods is convenient to downtown Winter Park, Park Ave, shopping district, restaurants, Winter Park YMCA, Phelps Park, golf courses, and access to SR 436, SR 417, and SR 408. MLS#O6112308. MARKET CONNECT REALTY LLC.

Pended $345,000

On Market For 6 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1286

  • Year Built

    1984

  • $/SqFt

    $268

Country Lane - Embrace the opportunity to make this house your own and embark on the exciting journey of homeownership. MLS#O6111336. RE/MAX TOWN & COUNTRY REALTY.

Pended $300,000

*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1276

  • Year Built

    1950

  • $/SqFt

    $235

Glencoe - The Garage workshop space can be converted back to full garage or made into a guest home, yoga studio, office space, or what ever your mind envisions. MLS#O6112596. COMPASS FLORIDA LLC.

Pended $275,000

On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    690

  • Year Built

    1925

  • $/SqFt

    $399

Karolina On Killarney - Septic was replaced within last 10 years. MLS#O6111437. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $16,000,000

On Market For 12 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    8353

  • Year Built

    1919

  • $/SqFt

    $1,915

Cloister Grove - Prime location and unrivaled lot quality. MLS#O6112070. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,600,000

On Market For 14 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5475

  • Year Built

    2023

  • $/SqFt

    $658

Contact us today to schedule a private showing and experience the epitome of fine living! MLS#O6111531. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,395,000

On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3995

  • Year Built

    2023

  • $/SqFt

    $599

Lake Forest Park - Call today to schedule an appointment. MLS#O6110772. THE HOPE GROUP.

Pended $2,248,000

On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3812

  • Year Built

    2023

  • $/SqFt

    $590

Comstock Park - TPO commercial grade flat roof, hybrid 80 gallon water heater, 2 car garage, 2 AC's, pavered driveway, vinyl fence & so much more. MLS#O6112393. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $850,000

On Market For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2582

  • Year Built

    1951

  • $/SqFt

    $329

Charmont - In addition to Park Avenue and Rollins College, these destinations are all less than 2 miles away: Glenridge Middle School, Mead Gardens, Leu Gardens, and Baldwin Park. MLS#O6111813. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $610,000

On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1634

  • Year Built

    1950

  • $/SqFt

    $373

Carver Town - West Side Winter Park Investment Property MLS#O6112106. KELLER WILLIAMS WINTER PARK.

Home For Sale $500,000

On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2188

  • Year Built

    1995

  • $/SqFt

    $229

Schedule a viewing today and envision the possibilities of calling this property your own. MLS#O6112224. SCHULTE REALTY LLC.

Home For Sale $449,900

On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1753

  • Year Built

    1968

  • $/SqFt

    $257

Great location close to Park Avenue with fine dining, entertainment, boutique shops, and top-rated schools. Schedule your private showing today! MLS#G5068719. BHHS FLORIDA REALTY.

Home For Sale $399,900

On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1200

  • Year Built

    1952

  • $/SqFt

    $333

Schedule a showing today and experience the comfort, convenience, and prime location that this 3 bedroom, 1 bathroom home has to offer. MLS#O6111401. RE/MAX TOWN & COUNTRY REALTY.

Pended $1,300,000

On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2972

  • Year Built

    1962

  • $/SqFt

    $437

The property is conveniently located to Park Avenue, known for its shops and trendy restaurants. MLS#O6111890. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $449,000

On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1730

  • Year Built

    1976

  • $/SqFt

    $260

2022 new roof with gutters. 2021 Water Heater. 2007 AC. MLS#O6111464. WEICHERT REALTORS HALLMARK PROPERTIES.

Pended $400,000

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1554

  • Year Built

    1964

  • $/SqFt

    $257

Don't miss this chance to create your perfect home! ! MLS#T3444746. KELLER WILLIAMS SOUTH TAMPA.

Pended $685,000

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2018

  • Year Built

    1954

  • $/SqFt

    $339

Conwill Estates - ***ACT FAST*** Due to its high visibility to traffic, passersby and the constant influx of builders in this area, this property is not expected to be on the market for long. MLS#O6110248. BEYCOME OF FLORIDA LLC.

Pended $515,000

On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2146

  • Year Built

    1987

  • $/SqFt

    $240

A short drive to trendy Park Ave with great restaurants and shopping. MLS#O6111298. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,100,000

On Market For 21 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3436

  • Year Built

    2023

  • $/SqFt

    $611

Lake Knowles Terrace - The outdoor entertaining area is enhanced by a large, covered lanai which features a built-in summer kitchen and a lavish saltwater pool with heated spa. MLS#O6109944. KELLER WILLIAMS WINTER PARK.

Home For Sale $495,000

On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1313

  • Year Built

    1964

  • $/SqFt

    $377

Howell Heights - The top-notch designer bathrooms and light fixtures add a touch of elegance to this beautifully updated home. MLS#O6110347. KELLER WILLIAMS WINTER PARK.

Pended $1,499,000

On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3085

  • Year Built

    2001

  • $/SqFt

    $486

Windsong Elizabeths Walk - Call today to schedule a private showing. MLS#G5068430. ROCK SPRINGS REALTY, LLC.

Home For Sale $675,000

Reduced By $20,000

On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1758

  • Year Built

    1964

  • $/SqFt

    $384

Winter Park Pines - New pool pump, filter and salt system installed in 2021. Whole home water softener. MLS#O6107610. TREE REALTY.

Pended $449,900

On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1064

  • Year Built

    1956

  • $/SqFt

    $423

Contact us today for a full list of features and to schedule a viewing of this incredible property. MLS#O6110012. INVESTOR'S REAL ESTATE LLC.

Pended $425,900

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1416

  • Year Built

    1970

  • $/SqFt

    $301

Come to view this beauty today before it is gone! MLS#O6109413. EXPLORE FLORIDA REALTY SERVICES LLC.

Pended $475,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1987

  • $/SqFt

    $249

Hyde Park - For those who seek a Central Florida escape, this resplendent retreat may be your key to paradise. MLS#O6110241. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $415,000

Reduced By $10,000

On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1412

  • Year Built

    1967

  • $/SqFt

    $294

Call to schedule your private showing today! MLS#O6110408. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,297,500

*POTENTIAL GREAT VALUE
On Market For 21 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3839

  • Year Built

    1972

  • $/SqFt

    $338

Quail Hollow - Updates include kitchen 2012, roof 2015, 2 new HVACs 2023, tankless H20 heater, sliding doors 2020, privacy fence 2019. Top-rated schools! MLS#O6108870. PREMIER SOTHEBY'S INTL. REALTY.

Pended $399,000

On Market For 1 Day
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1104

  • Year Built

    1956

  • $/SqFt

    $361

Winter Park Village - Call today for your private viewing of this home. MLS#O6109397. FANNIE HILLMAN & ASSOCIATES.

Pended $350,000

On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1284

  • Year Built

    1951

  • $/SqFt

    $273

Call for your Private Showing Today! ! MLS#O6109138. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $3,495,000

On Market For 25 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4932

  • Year Built

    2007

  • $/SqFt

    $709

Don't miss your opportunity to own this one-of-a-kind property in the heart of Winter Park. MLS#O6108900. KELLER WILLIAMS WINTER PARK.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

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