229 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $3,125,000

View 1108 N New York Ave Winter Park FL
View 1108 N New York Ave Winter Park FL
View 1108 N New York Ave Winter Park FL
On Market For 2 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.

Home For Sale $1,649,000

View 1521 Magnolia Ave Winter Park FL
View 1521 Magnolia Ave Winter Park FL
View 1521 Magnolia Ave Winter Park FL
On Market For 3 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

View 1741 Laurel Rd Winter Park FL
View 1741 Laurel Rd Winter Park FL
View 1741 Laurel Rd Winter Park FL
On Market For 11 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

View 7320 Beacon Pl Winter Park FL
View 7320 Beacon Pl Winter Park FL
View 7320 Beacon Pl Winter Park FL
On Market For 26 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 2 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 2 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 2 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 3 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 3 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 4 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 4 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 7 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 7 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 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2608

  • Year Built

    1940

  • $/SqFt

    $351

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 5 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 $799,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2289

  • Year Built

    1968

  • $/SqFt

    $349

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 11 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 24 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 8 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 8 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 8 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 8 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 $420,000

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $426

Stansbury Estates - There were already offers on the home prior to it hitting the market! OPEN HOUSE SATURDAY 5/11 11a-2p! 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.

Home For Sale $1,649,000

On Market For 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3028

  • Year Built

    2006

  • $/SqFt

    $545

Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods. MLS#O6200815. EXP REALTY LLC.

Home For Sale $1,489,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2812

  • Year Built

    2001

  • $/SqFt

    $530

Experience the epitome of lakeside living and make this dream home yours today. MLS#O6199613. SOTERA LIVING.

Pended $799,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2822

  • Year Built

    2014

  • $/SqFt

    $283

Sanctuary At Aloma - Twenty-five minutes to Orlando and one hour to the beach! MLS#O6199197. COLDWELL BANKER REALTY.

Home For Sale $568,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1919

  • Year Built

    1970

  • $/SqFt

    $296

Woodcrest - Be A Happy Home Owner, Or Shrewd Investor! MLS#O6200506. COLDWELL BANKER REALTY.

Pended $459,000

On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1634

  • Year Built

    1993

  • $/SqFt

    $281

Don't miss the rare opportunity to call this community home! Schedule your private showing today! MLS#O6201373. COMPASS FLORIDA LLC.

Home For Sale $428,990

On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1582

  • Year Built

    1956

  • $/SqFt

    $271

Tanglewood - Schedule your private tour today and discover the perfect blend of comfort, style, and convenience! MLS#O6200824. BHHS FLORIDA REALTY.

Home For Sale $1,650,000

On Market For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3233

  • Year Built

    1953

  • $/SqFt

    $510

Maitland Shores - Experience the allure of Winter Park living at 940 Moss Lane, where each day unfolds with the promise of new adventures and endless possibilities. Schedule your private visit today. MLS#O6200641. MAINFRAME REAL ESTATE.

Pended $1,320,000

On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3248

  • Year Built

    2015

  • $/SqFt

    $406

Conveniently located, this community offers easy access to SR 417, UCF, Rollins College, downtown Winter Park and Orlando. MLS#O6198447. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $774,900

*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3496

  • Year Built

    2015

  • $/SqFt

    $222

Enclave At Aloma - MLS#O6201034. RE/MAX 200 REALTY.

Home For Sale $1,950,000

On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2701

  • Year Built

    2024

  • $/SqFt

    $722

Sylvan Heights - Completing this house is the clean outdoor living space with a custom detailed ceiling and flooring creating a seamless transition from the living space to the pool entertainment space. MLS#O6199494. THE HOPE GROUP.

Pended $519,900

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1575

  • Year Built

    1984

  • $/SqFt

    $330

Tamarak - This dream home has it all! Schedule your appointment today! MLS#O6199981. COLDWELL BANKER REALTY.

Home For Sale $11,795,000

*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    8188

  • Year Built

    2021

  • $/SqFt

    $1,441

Don't miss the opportunity to make this your own private paradise. MLS#O6199109. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $4,150,000

*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6939

  • Year Built

    1999

  • $/SqFt

    $598

Comstock Park - With its timeless elegance and modern amenities, this home offers a unique lifestyle of comfort and sophistication in the heart of Winter Park. MLS#O6199396. PALMANO GROUP RE BROKERAGE LLC.

Home For Sale $1,690,000

On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3518

  • Year Built

    1964

  • $/SqFt

    $480

Green Oaks - Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr. MLS#O6199755. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $675,000

Reduced By $20,000

On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1275

  • Year Built

    1960

  • $/SqFt

    $529

Lake Knowles Terrace - Don't miss out on this fantastic opportunity! MLS#O6199975. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $449,000

On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1584

  • Year Built

    1982

  • $/SqFt

    $283

Cedar Ridge - The only thing missing from this home is YOU. Schedule your private showing today! MLS#O6199274. CHARLES RUTENBERG REALTY ORLANDO.

Pended $445,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1846

  • Year Built

    1972

  • $/SqFt

    $241

Winter Woods has an optional HOA that covers things like community landscaping, and neighborhood events. MLS#O6197886. MILLER GRANT AND COMPANY.

Home For Sale $4,500,000

On Market For 18 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5320

  • Year Built

    2002

  • $/SqFt

    $846

Close to the charming boutiques and restaurants on Park Avenue. MLS#O6199601. FANNIE HILLMAN & ASSOCIATES.

Pended $2,100,000

On Market For 2 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3300

  • Year Built

    1987

  • $/SqFt

    $636

Sylvan Lake Shores - Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.

MLS#O6199085. KELLY PRICE & COMPANY LLC.

Pended $644,900

On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2572

  • Year Built

    2015

  • $/SqFt

    $251

Be sure to schedule your private showing to tour this move-in ready home today! MLS#O6197471. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $469,900

On Market For 17 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1434

  • Year Built

    1973

  • $/SqFt

    $328

Woodcrest - Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers! ! MLS#S5103770. LA ROSA REALTY ORLANDO LLC.

Home For Sale $2,495,000

On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3154

  • Year Built

    1951

  • $/SqFt

    $791

Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle." MLS#O6198338. FANNIE HILLMAN & ASSOCIATES.

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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