239 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Pended $5,500,000

View 75 Palmer Ave Winter Park FL
View 75 Palmer Ave Winter Park FL
View 75 Palmer Ave Winter Park FL
On Market For 1 Day
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3442

  • Year Built

    1940

  • $/SqFt

    $1,598

Don't miss this rare opportunity to experience the ultimate blend of luxury, convenience, and natural beauty. MLS#O6195846. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,895,000

View 1540 Palm Ave Winter Park FL
View 1540 Palm Ave Winter Park FL
View 1540 Palm Ave Winter Park FL
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3423

  • Year Built

    2014

  • $/SqFt

    $554

Lake Knowles Terrace - Original Windsor Home-http://www.nicolegibbonsstyle.com/2012/07/magnificent-house-windsor-gwyneth-paltrow.html

MLS#O6205484. KELLY PRICE & COMPANY LLC.

Home For Sale $730,000

View 1364 Heavenly Cv Winter Park FL
View 1364 Heavenly Cv Winter Park FL
View 1364 Heavenly Cv Winter Park FL
On Market For 16 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2798

  • Year Built

    2015

  • $/SqFt

    $261

Come see all that makes this home so special. MLS#O6204349. KELLER WILLIAMS CLASSIC.

Home For Sale $650,000

View 1037 Fairway Dr Winter Park FL
View 1037 Fairway Dr Winter Park FL
View 1037 Fairway Dr Winter Park FL
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2145

  • Year Built

    1978

  • $/SqFt

    $303

Roof - 2023, Hvac - 2018, Electric - 2011. MLS#O6200795. KELLER WILLIAMS WINTER PARK.

Home For Sale $639,000

*POTENTIAL GREAT VALUE
On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2407

  • Year Built

    1953

  • $/SqFt

    $265

Lawndale - Don't miss this opportunity to own a sophisticated and impeccably updated home in a prime Winter Park location, offering both luxury and convenience at your doorstep. Schedule your showing today! MLS#O6202988. COLDWELL BANKER REALTY.

Home For Sale $598,000

On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1897

  • Year Built

    1966

  • $/SqFt

    $315

Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today! MLS#O6202425. COLDWELL BANKER REALTY.

Home For Sale $425,000

On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1558

  • Year Built

    1980

  • $/SqFt

    $273

Cedar Ridge - Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living! MLS#O6204317. KELLER WILLIAMS ADVANTAGE 2 REALTY.

Home For Sale $399,995

On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1250

  • Year Built

    1961

  • $/SqFt

    $320

Winter Park Estates - Don't miss your chance to make this dream a reality - schedule your showing today! MLS#O6205934. RE/MAX INNOVATION.

Home For Sale $474,900

On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1808

  • Year Built

    1984

  • $/SqFt

    $263

Country Lane - LIMITED ACCESS to the lake (kayak, canoe, paddleboard) and wonderful for evening SUNSETS and morning FISHING! ! MLS#O6203688. TOP VALUE PROPERTIES LLC.

Home For Sale $399,000

On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1282

  • Year Built

    1957

  • $/SqFt

    $311

Enjoy all of the benefits of a Winter Park location including easy access to Winter Park Hospital, Rollins College, and infamous Park Avenue. MLS#O6205578. OLDE TOWN BROKERS INC.

Home For Sale $330,000

On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1205

  • Year Built

    1949

  • $/SqFt

    $274

Karolina On Killarney - Winter Park shopping and entertainment all just minutes away! New roof in 2022. MLS#O6201057. SPARROW REALTY & RENTALS.

Pended $1,495,000

On Market For 1 Day
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3272

  • Year Built

    1956

  • $/SqFt

    $457

Minutes to top-notch public and private schools. MLS#O6200361. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $469,500

On Market For 4 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1036

  • Year Built

    1950

  • $/SqFt

    $453

Carver Town - Ideal for those who value the blend of modern updates and prime location, this home offers an excellent opportunity to enjoy the best of downtown Winter Park living without the luxury price tag. MLS#O6205155. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,350,000

On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2688

  • Year Built

    2004

  • $/SqFt

    $502

Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today! MLS#O6195756. KELLY PRICE & COMPANY LLC.

Home For Sale $1,325,000

*POTENTIAL GREAT VALUE
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3834

  • Year Built

    1940

  • $/SqFt

    $346

Golfview - Schedule a showing today and make this your dream home! MLS#O6204804. COSTAL LIGHTHOUSE INVESTMENTS.

Home For Sale $1,089,000

On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2267

  • Year Built

    1986

  • $/SqFt

    $480

Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer. MLS#O6202020. COMPASS FLORIDA LLC.

Pended $480,000

On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1460

  • Year Built

    1958

  • $/SqFt

    $329

Brookshire Heights - Under Contract - not accepting backup offers at this time. MLS#O6204799. COMPASS FLORIDA LLC.

Home For Sale $5,200,000

On Market For 8 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5681

  • Year Built

    1985

  • $/SqFt

    $915

Virginia Heights - Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today! MLS#O6203847. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,895,000

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3653

  • Year Built

    1951

  • $/SqFt

    $519

Cloister Grove - Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods. MLS#O6203731. FANNIE HILLMAN & ASSOCIATES.

Pended $1,895,000

On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3059

  • Year Built

    1989

  • $/SqFt

    $619

Comstock Park - Contact us today to schedule a private viewing and make this your dream home. MLS#O6203973. CORCORAN PREMIER REALTY.

Home For Sale $1,000,000

*POTENTIAL GREAT VALUE
On Market For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3902

  • Year Built

    1969

  • $/SqFt

    $256

Just 4 miles to downtown Park Avenue shopping and dining district. MLS#O6202663. COLDWELL BANKER REALTY.

Home For Sale $439,990

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1635

  • Year Built

    1976

  • $/SqFt

    $269

Woodcrest - Schedule your visit today and come see why this should be your next home. MLS#O6204096. FUTURE HOME REALTY INC.

Home For Sale $3,125,000

On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3576

  • Year Built

    2007

  • $/SqFt

    $874

Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away. MLS#O6203301. FANNIE HILLMAN & ASSOCIATES.

Pended $1,649,000

On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2697

  • Year Built

    2017

  • $/SqFt

    $611

Lake Knowles Terrace - Make this move-in ready, well-appointed & conveniently located home yours! MLS#O6202790. KELLY PRICE & COMPANY LLC.

Home For Sale $1,499,900

On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2846

  • Year Built

    2003

  • $/SqFt

    $527

Charmont - See links for WALKTHROUGH VIDEO and MATTERPORT TOUR. MLS#O6201138. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $460,000

On Market For 33 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1444

  • Year Built

    1980

  • $/SqFt

    $319

Oakcrest - Schedule your showing today and fall in love with your new Winter Park pool home filled with modern updates and tons of charm! MLS#O6201703. WEMERT GROUP REALTY LLC.

Home For Sale $457,500

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1500

  • Year Built

    1965

  • $/SqFt

    $305

Georgetown Estates - This Home Is Ready For The New Buyers! MLS#O6203487. DEVLIN INVESTORS & ASSOCIATES.

Home For Sale $444,999

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1969

  • $/SqFt

    $294

Eastbrook - This home is all set for easy living—come check it out! MLS#O6203876. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $439,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1262

  • Year Built

    1978

  • $/SqFt

    $348

Howell Branch Woods - Nestled in the desirable Winter Park area and free from the constraints of an HOA, this residence promises both convenience and freedom, inviting you to make it your own slice of paradise. MLS#O6203723. ADAMUS REALTY GROUP, INC.

Home For Sale $330,000

*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1531

  • Year Built

    1962

  • $/SqFt

    $216

Eastbrook - Seller responds to most offers in 24 hours but please allow up to 72 hours for a response. MLS#S5104482. GRP.

Home For Sale $619,000

On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2295

  • Year Built

    1989

  • $/SqFt

    $270

Schedule a visit today and see it for yourself! MLS#O6202722. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,895,000

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3217

  • Year Built

    1952

  • $/SqFt

    $589

Cloister Grove - An exclusive respite, this home represents the epitome of Winter Park living at its finest. MLS#O6202026. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $1,850,000

On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $532

Dixie Terrace - Welcome to your new home in Winter Park, designed for those who desire the very best in life. MLS#O6200787. HOMEVEST REALTY.

Pended $1,099,000

On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2169

  • Year Built

    1958

  • $/SqFt

    $507

With all these fabulous highlights combined, this home promises an exceptional living experience! MLS#O6200234. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $398,990

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1160

  • Year Built

    1957

  • $/SqFt

    $344

Tanglewood - (Some pictures are one year old) MLS#S5104475. LA ROSA REALTY KISSIMMEE.

Home For Sale $2,650,000

On Market For 14 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3731

  • Year Built

    2024

  • $/SqFt

    $710

View detailed design and inspiration deck at https://urbanperchhomes.com/1791-taylor-avenue-winter-park-fl-32789-custom-home/ MLS#O6202078. KELLER WILLIAMS WINTER PARK.

Home For Sale $915,000

On Market For 60 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2548

  • Year Built

    1940

  • $/SqFt

    $359

This home is centrally located, just a short drive to all major roadways, is in a great school district and is a short walk or bike ride to shops, restaurants and so much more! MLS#O6195868. MAINFRAME REAL ESTATE.

Home For Sale $659,900

On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1764

  • Year Built

    1960

  • $/SqFt

    $374

Come to see your dream home today! MLS#O6202560. EXPLORE FLORIDA REALTY SERVICES LLC.

Pended $1,575,000

On Market For 3 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3245

  • Year Built

    2016

  • $/SqFt

    $485

Brookshire Heights - * Video depicts yellow front door, this has been updated to Blue* MLS#O6199777. PREFERRED REAL ESTATE BROKERS.

Home For Sale $779,000

Reduced By $20,000

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2289

  • Year Built

    1968

  • $/SqFt

    $340

Winter Park Pines - Don't miss your chance to make this stunning property your own – schedule a showing today and experience the epitome of modern living at 754 Gilbert Rd. MLS#O6202180. LEERDAM PROPERTIES INC..

Home For Sale $600,000

On Market For 18 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1568

  • Year Built

    1950

  • $/SqFt

    $383

Glencoe - Don't miss out—schedule your showing today and seize the opportunity to make this dream home yours. MLS#O6202325. LA ROSA REALTY ORLANDO LLC.

Home For Sale $439,000

On Market For 31 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1967

  • $/SqFt

    $290

MLS#O6194293. BEAR TEAM REAL ESTATE.

Home For Sale $1,895,000

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3361

  • Year Built

    2007

  • $/SqFt

    $564

Charmont - Discover the perfect blend of historic charm and modern luxury in this exquisite home—a true sanctuary in the heart of Winter Park. MLS#O6201554. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $775,000

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2902

  • Year Built

    1997

  • $/SqFt

    $267

It is conveniently located to SR 417, lots of restaurants and shopping! Please schedule your appointment today! MLS#O6201350. RE/MAX TOWN & COUNTRY REALTY.

Pended $650,000

On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1668

  • Year Built

    1961

  • $/SqFt

    $390

This delightful property combines thoughtful updates with timeless charm, making it a must-see for those desiring a turn-key home in Winter Park. MLS#O6201320. LIGHTHOUSE PROPERTY GRP INC.

Home For Sale $649,500

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1726

  • Year Built

    2002

  • $/SqFt

    $376

Come and see this beautiful home before it's gone! MLS#O6200647. COLDWELL BANKER REALTY.

Pended $425,000

On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1362

  • Year Built

    1983

  • $/SqFt

    $312

Bel Aire Pines - Don't miss out on the opportunity to make this stunning pool home your own! MLS#O6201572. REDFIN CORPORATION.

Home For Sale $424,900

On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1422

  • Year Built

    1980

  • $/SqFt

    $299

Wrenwood Heights - Renovations just completed in April 2024. MLS#O6198477. THE REAL ESTATE COLLECTION LLC.

Home For Sale $398,000

Reduced By $22,000

On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $403

Stansbury Estates - Please present highest and best offers to listing agents email. MLS#G5081725. REAL BROKER, LLC.

Pended $365,000

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1350

  • Year Built

    1958

  • $/SqFt

    $270

Winter Park Estates - Whether you're enjoying a leisurely stroll through the neighborhood or unwinding in your own private backyard oasis, you'll love coming home to this peaceful paradise. MLS#O6202067. LPT REALTY.

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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