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View 253 Winter Park Florida Homes for Sale

Pended $495,000

View 2657 Tierra Cir Winter Park FL
View Details 38 Photos
View 2657 Tierra Cir Winter Park FL
View 2657 Tierra Cir Winter Park FL
View 2657 Tierra Cir Winter Park FL
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1874

  • Year Built

    1969

  • $/SqFt

    $264

Casa Aloma - Enjoy the best of Winter Park living in an affordable home that perfectly balances modern updates with classic charm. MLS#O6214086. RE/MAX TOWN & COUNTRY REALTY.

Pended $325,000

View 1619 Winter Green Blvd Winter Park FL
View Details 55 Photos
View 1619 Winter Green Blvd Winter Park FL
View 1619 Winter Green Blvd Winter Park FL
View 1619 Winter Green Blvd Winter Park FL
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1995

  • $/SqFt

    $298

The fully fenced private backyard is just enough space and even includes a storage closet! MLS#A4613826. SANDS REALTY GROUP LLC.

Home For Sale $2,750,000

View 350 E Reading Way Winter Park FL
View Details 54 Photos
View 350 E Reading Way Winter Park FL
View 350 E Reading Way Winter Park FL
View 350 E Reading Way Winter Park FL
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4693

  • Year Built

    2017

  • $/SqFt

    $586

Charmont - Excellent K-8 Audubon Park School and Winter Park High School. MLS#O6213583. FANNIE HILLMAN & ASSOCIATES.

Pended $2,395,000

View 1620 Palm Ave Winter Park FL
View Details 49 Photos
View 1620 Palm Ave Winter Park FL
View 1620 Palm Ave Winter Park FL
View 1620 Palm Ave Winter Park FL
On Market For 16 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4002

  • Year Built

    2018

  • $/SqFt

    $598

Winter Park Heights - Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest! MLS#O6213282. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $695,000

Reduced By $5,000
View Details 15 Photos
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1927

  • $/SqFt

    $557

Don't miss out on this unique chance to create your custom retreat in a peaceful yet conveniently located area of Winter Park. MLS#O6213932. MARGAUX REALTY INC.

Home For Sale $399,000

Reduced By $20,000
View Details 31 Photos
On Market For 18 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    1980

  • $/SqFt

    $248

Cedar Ridge - Schedule your private showing today and experience the perfect blend of modern living and prime location at 1932 Heathwood. MLS#O6213275. RE/MAX 200 REALTY.

Home For Sale $5,695,000

View Details 3 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5096

  • Year Built

    2025

  • $/SqFt

    $1,118

Price is subject to change through construction. MLS#O6211406. CORCORAN PREMIER REALTY.

Home For Sale $3,850,000

View Details 95 Photos
On Market For 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6223

  • Year Built

    2005

  • $/SqFt

    $619

Windsong Lakeside - Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong. MLS#O6212927. MAINFRAME REAL ESTATE.

Pended $700,000

View Details 45 Photos
*POTENTIAL GREAT VALUE
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2416

  • Year Built

    2021

  • $/SqFt

    $290

Hawks Crest - This exclusive residence exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. MLS#O6205633. PREMIER SOTHEBY'S INTL. REALTY.

Pended $480,000

View Details 16 Photos
On Market For 19 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1741

  • Year Built

    1976

  • $/SqFt

    $276

Howell Estates - Don't overlook how much you will love having a 10x10 storage building in addition to your 500+ SF oversized 2 Car Garage. MLS#T3533034. LPT REALTY.

Pended $450,000

View Details 29 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1263

  • Year Built

    1976

  • $/SqFt

    $356

Call today to schedule your tour! MLS#O6209967. WEMERT GROUP REALTY LLC.

Home For Sale $2,100,000

Reduced By $100,000
View Details 36 Photos
On Market For 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3880

  • Year Built

    2019

  • $/SqFt

    $541

Lake Forest Park - Perfect home to raise a family walking distance to Kellys ice cream shop, Salty Donuts, and Audubon Park k9. MLS#O6212649. BALDWIN PARK REALTY LLC.

Home For Sale $500,000

Reduced By $25,000
View Details 39 Photos
On Market For 21 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2086

  • Year Built

    1966

  • $/SqFt

    $240

Winter Park Pines - Schedule a tour today and experience the perfect blend of convenience, comfort, and style. MLS#O6213247. RE/MAX 200 REALTY.

Pended $349,900

View Details 39 Photos
*POTENTIAL GREAT VALUE
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1703

  • Year Built

    1983

  • $/SqFt

    $205

Howell Estates - Come check out this diamond in the rough and finish polishing to your new home. MLS#O6211059. COLDWELL BANKER REALTY.

Pended $412,000

Reduced By $13,000
View Details 20 Photos
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1524

  • Year Built

    1980

  • $/SqFt

    $270

Cedar Ridge - Priced competitively to move, stake your claim now. MLS#O6213019. ZEMBALA GROUP.

Pended $699,500

View Details 28 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    2007

  • $/SqFt

    $367

Temple Terrace - Situated in the heart of a TOP-RATED SCHOOL DISTRICT and just minutes from the beautiful Azalea Garden, vibrant Park Avenue, the distinguished Interlachen Country Club, a variety of local shops and restaurants, Minnehaha Park and Howell Branch Preserve, this residence combines LUXURY, PRIVACY and CONVENIENCE in one captivating package. MLS#O6212786. PREMIUM PROPERTIES R.E SERVICE.

Home For Sale $7,999,999

View Details 99 Photos
*POTENTIAL GREAT VALUE
On Market For 22 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7916

  • Year Built

    1996

  • $/SqFt

    $1,011

Kronenberger -

MLS#O6212012. IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Home For Sale $1,675,000

View Details 37 Photos
On Market For 24 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3068

  • Year Built

    1956

  • $/SqFt

    $546

All Double Pane Aluminum Windows throughout home. MLS#O6212814. LPT REALTY.

Home For Sale $1,249,999

Reduced By $50,000
View Details 54 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    1958

  • $/SqFt

    $595

Sells Terrace - Don't miss the chance to make this stunning property your new home! MLS#O6212040. ALL REAL ESTATE & INVESTMENTS.

Home For Sale $455,000

View Details 32 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1621

  • Year Built

    1983

  • $/SqFt

    $281

Cedar Ridge - With easy access to the 417 and proximity to Trinity Prep and Park Maitland Preschool, Foxtail Coffee, and Donut King, you'll also enjoy the newly renovated Winter Park Village. Schedule your private showing today! MLS#O6198596. EXP REALTY LLC.

Pended $375,000

View Details 63 Photos
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    954

  • Year Built

    1945

  • $/SqFt

    $393

Golfview - Whether you’re an avid golfer, a busy professional, or someone who loves being close to vibrant city life, this home offers the perfect location to enjoy it all. MLS#O6211540. COLDWELL BANKER REALTY.

Home For Sale $5,500,000

View Details 41 Photos
On Market For 24 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5636

  • Year Built

    2024

  • $/SqFt

    $976

Comstock Park - Proximity to ICC, WPRC, Phelps Park/YMCA and Park Avenue. MLS#O6209613. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $899,000

Reduced By $36,000
View Details 34 Photos
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2455

  • Year Built

    1982

  • $/SqFt

    $366

Golfside - With top-rated schools in the vicinity, this home offers a blend of luxury, convenience, and natural beauty. MLS#O6205246. ANNE ROGERS REALTY GROUP INC.

Home For Sale $489,000

Reduced By $10,900
View Details 44 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1990

  • Year Built

    1989

  • $/SqFt

    $246

Don't miss your chance to make this house your new home. MLS#O6204283. KELLER WILLIAMS ADVANTAGE REALTY.

Pended $1,895,000

Reduced By $100,000
View Details 55 Photos
On Market For 23 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3762

  • Year Built

    2015

  • $/SqFt

    $504

Kenilworth Shores - Conveniently located near local grocery stores, ball fields, parks, the Cady Way Trail, Interlachen Country Club, Baldwin Park, Park Avenue, & well-rated public & private schools, this home offers a thoughtful, well functioning design & easy living lifestyle sure to delight its new owners. MLS#O6211444. KELLY PRICE & COMPANY LLC.

Home For Sale $389,000

View Details 24 Photos
*POTENTIAL GREAT VALUE
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1442

  • Year Built

    1955

  • $/SqFt

    $270

Albert Lee Ridge - For more information or to schedule a private showing, contact us today. MLS#O6210454. LPT REALTY.

Home For Sale $384,000

Reduced By $14,000
View Details 27 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1143

  • Year Built

    1981

  • $/SqFt

    $336

Wooded view across Grand Road. Unbeatable value. MLS#O6211870. COLDWELL BANKER REALTY.

Home For Sale $649,999

Reduced By $38,001
View Details 38 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2093

  • Year Built

    1979

  • $/SqFt

    $311

Greenview Winter Pines - Don't miss your chance to experience this captivating home firsthand - schedule your private showing today. MLS#O6211471. CORCORAN PREMIER REALTY.

Pended $489,900

View Details 37 Photos
On Market For 26 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1755

  • Year Built

    1981

  • $/SqFt

    $279

Wrenwood Heights - Formal living & dining areas, separate family room, 3 way split bedroom plan, The PERFECT location convenient to shopping, dining, main roads. WELCOME HOME! MLS#S5106049. WEICHERT REALTORS HALLMARK PRO.

Home For Sale $465,000

Reduced By $10,000
View Details 22 Photos
*POTENTIAL GREAT VALUE
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2038

  • Year Built

    1982

  • $/SqFt

    $228

Cedar Ridge - Close to shopping, dining and entertainment. MLS#O6210978. MARK SPAIN REAL ESTATE.

Pended $380,000

View Details 12 Photos
On Market For 26 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    899

  • Year Built

    1925

  • $/SqFt

    $423

Don’t miss this opportunity to own a piece of this exclusive community.. . MLS#O6210271. LA ROSA REALTY ORLANDO LLC.

Home For Sale $4,300,000

View Details 68 Photos
On Market For 28 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4338

  • Year Built

    1970

  • $/SqFt

    $991

Timberlane Shores - This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes. MLS#O6207007. PARK 26 REALTY LLC.

Pended $564,000

View Details 14 Photos
On Market For 28 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1985

  • Year Built

    1969

  • $/SqFt

    $284

Golfside - This location is a dream! Welcome Home! MLS#O6210921. HOUSE HUNTING IN FLORIDA LLC.

Home For Sale $379,000

Reduced By $20,900
View Details 25 Photos
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1340

  • Year Built

    1986

  • $/SqFt

    $283

Temple Terrace - Make this charming home yours today and experience the best of Winter Park living at an amazing price. MLS#O6210685. FATHOM REALTY FL LLC.

Pended $989,000

Reduced By $28,000
View Details 30 Photos
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1889

  • Year Built

    1957

  • $/SqFt

    $524

Tuscania - Reach out today for your personal showing and experience the charm and elegance of this Winter Park home! MLS#O6209184. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $599,000

Reduced By $16,000
View Details 26 Photos
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1488

  • Year Built

    1977

  • $/SqFt

    $403

Golfview - Zoned for top Winter Park schools. Welcome home! MLS#O6210359. FANNIE HILLMAN & ASSOCIATES.

Pended $575,000

View Details 50 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1892

  • Year Built

    1977

  • $/SqFt

    $304

Lake Waunatta Woods - Contact us today to experience it in person. MLS#O6210249. EXP REALTY LLC.

Pended $499,000

View Details 15 Photos
On Market For 25 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1720

  • Year Built

    1958

  • $/SqFt

    $290

Kenilworth Shores - Great locale with being close to so much including the local schools, restaurants and shopping. Property being sold AS-IS. MLS#O6210414. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $2,195,000

Reduced By $255,000
View Details 65 Photos
On Market For 32 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3669

  • Year Built

    1979

  • $/SqFt

    $598

Call today for your private viewing of this pristine, well loved Sevilla home. MLS#O6209249. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $880,000

Reduced By $10,000
View Details 45 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2126

  • Year Built

    1966

  • $/SqFt

    $414

Contact us today to schedule a private showing and step into a world of refined living. MLS#O6209293. MEP REALTY INVESTMENTS LLC.

Home For Sale $699,000

Reduced By $26,000
View Details 82 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2021

  • $/SqFt

    $395

Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee are located at the front of the neighborhood for added convenience. MLS#O6210192. LPT REALTY.

Home For Sale $525,000

Reduced By $5,000
View Details 31 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2040

  • Year Built

    1974

  • $/SqFt

    $257

Wrenwood Heights - Additional updates include Roof, HVAC, plumbing, water heater, and more.

Situated in a prime Winterpark location, 7112 Ivy Ct is just minutes away from downtown's vibrant shopping and dining options, providing the perfect blend of convenience and luxury. MLS#O6207442. COMPASS FLORIDA LLC.

Home For Sale $499,000

Reduced By $20,000
View Details 49 Photos
*POTENTIAL GREAT VALUE
On Market For 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2279

  • Year Built

    1965

  • $/SqFt

    $219

Don't miss your chance to own this dream home – schedule your showing today and begin creating cherished memories in this Winter Park gem! MLS#O6204088. C BRENNER INC.

Pended $950,000

View Details 36 Photos
On Market For 32 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2692

  • Year Built

    1926

  • $/SqFt

    $353

To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_ MLS#O6209454. SILVERLEAF REALTY GROUP.

Pended $499,000

View Details 56 Photos
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2138

  • Year Built

    1990

  • $/SqFt

    $233

Buyers are responsible to verify school assignment. MLS#O6209178. COLDWELL BANKER REALTY.

Home For Sale $349,000

Reduced By $20,000
View Details 30 Photos
On Market For 33 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1150

  • Year Built

    1961

  • $/SqFt

    $303

Don't forget this home is zoned for top rated Winter Park schools! MLS#O6209037. MEGAN DOWDY REALTY, LLC.

Home For Sale $1,385,000

View Details 57 Photos
On Market For 34 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2306

  • Year Built

    1966

  • $/SqFt

    $601

Green Oaks - With its desirable single-story layout, large outdoor space, and a corner lot, this ranch-style home offers a blend of comfort and functionality for today's lifestyle. MLS#O6209075. KELLY PRICE & COMPANY LLC.

Pended $896,700

Reduced By $18,300
View Details 60 Photos
On Market For 16 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3057

  • Year Built

    2020

  • $/SqFt

    $293

Waters Edge At Hawks Crest - Ask for this home's feature sheet and reach out to schedule your private tour today. MLS#O6208249. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $825,000

View Details 44 Photos
On Market For 34 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2637

  • Year Built

    2019

  • $/SqFt

    $313

Preserve At Hawks Crest - This exclusive residence offers a refined lifestyle for those who appreciate peaceful and convenient living, blending luxury, comfort, and community into one perfect package. MLS#O6208471. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $494,999

Reduced By $29,500
View Details 45 Photos
On Market For 33 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1971

  • $/SqFt

    $256

Don’t miss your opportunity to own this incredible home; schedule a showing today and make your dream of Winter Park living a reality! MLS#O6209190. EXP REALTY LLC.

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