238 Results

Winter Park Homes For Sale & Winter Park FL Real Estate

Home For Sale $2,750,000

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 Today
  • 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.

Home For Sale $2,395,000

View 1620 Palm Ave Winter Park FL
View 1620 Palm Ave Winter Park FL
View 1620 Palm Ave Winter Park FL
On Market Today
  • 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 $700,000

View 1299 Grand Rd Winter Park FL
View 1299 Grand Rd Winter Park FL
View 1299 Grand Rd Winter Park FL
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1927

  • $/SqFt

    $561

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 $495,000

View 1414 Bessmor Rd Winter Park FL
View 1414 Bessmor Rd Winter Park FL
View 1414 Bessmor Rd Winter Park FL
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1043

  • Year Built

    1956

  • $/SqFt

    $475

Tenant occupied till end of December 2024 MLS#O6214050. HOME WISE REALTY GROUP INC.

Home For Sale $419,000

On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    1980

  • $/SqFt

    $260

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

On Market For 2 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

On Market For 2 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.

Home For Sale $700,000

On Market For 2 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.

Home For Sale $480,000

On Market For 2 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.

Home For Sale $450,000

On Market For 2 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 $2,200,000

On Market For 4 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3880

  • Year Built

    2019

  • $/SqFt

    $567

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 $525,000

On Market For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2086

  • Year Built

    1966

  • $/SqFt

    $252

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

Home For Sale $349,900

*POTENTIAL GREAT VALUE
On Market For 3 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.

Home For Sale $425,000

On Market For 5 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1524

  • Year Built

    1980

  • $/SqFt

    $279

Cedar Ridge - Priced competitively to move, stake your claim now. MLS#O6213019. PREFERRED REAL ESTATE BROKERS.

Pended $699,500

On Market For 5 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

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    7916

  • Year Built

    1996

  • $/SqFt

    $1,011

Kronenberger -

MLS#O6212012. IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Home For Sale $1,675,000

On Market For 6 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 $1,299,999

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    1958

  • $/SqFt

    $619

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

Pended $480,000

On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1000

  • Year Built

    1972

  • $/SqFt

    $480

Don't miss the opportunity to make 705 Douglas Ave. your new address in Winter Park! MLS#O6212303. PREFERRED REAL ESTATE BROKERS.

Pended $455,000

On Market For 5 Days
  • Bedrooms

    3

  • 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.

Home For Sale $375,000

On Market For 6 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

On Market For 8 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 $935,000

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2455

  • Year Built

    1982

  • $/SqFt

    $381

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 $499,900

On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1990

  • Year Built

    1989

  • $/SqFt

    $251

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

Home For Sale $1,995,000

On Market For 9 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3762

  • Year Built

    2015

  • $/SqFt

    $530

Kenilworth Shores - Schedule your appointment today to view this exceptional property. MLS#O6211444. KELLY PRICE & COMPANY LLC.

Home For Sale $398,000

On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1143

  • Year Built

    1981

  • $/SqFt

    $348

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

Home For Sale $389,000

*POTENTIAL GREAT VALUE
On Market For 9 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 $688,000

On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2093

  • Year Built

    1979

  • $/SqFt

    $329

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

Home For Sale $489,900

On Market For 10 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 $475,000

*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2038

  • Year Built

    1982

  • $/SqFt

    $233

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

Pended $380,000

On Market For 9 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

On Market For 11 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

On Market For 11 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.

Pended $525,000

On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1642

  • Year Built

    1956

  • $/SqFt

    $320

Enjoy classic Winter Park charm in this beautiful 3 bedroom, 2 bath family home located in the heart of highly sought after Kenilworth Shores!! ! MLS#O6210755. FANNIE HILLMAN & ASSOCIATES.

Home For Sale $399,900

On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1340

  • Year Built

    1986

  • $/SqFt

    $298

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 $1,695,000

On Market For 12 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    3266

  • Year Built

    1999

  • $/SqFt

    $519

Excellent Winter Park Schools, one block to Winter Park YMCA & Phelps Park and minutes from Maitland, Baldwin Park, Rollins College and Park Ave!! Schedule your private showing today!! ! MLS#O6210620. FANNIE HILLMAN & ASSOCIATES.

Pended $2,100,000

On Market For 13 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3949

  • Year Built

    1979

  • $/SqFt

    $532

Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High. MLS#O6210237. PREMIER SOTHEBY'S INTL. REALTY.

Home For Sale $989,000

Reduced By $28,000

On Market For 14 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 $615,000

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1488

  • Year Built

    1977

  • $/SqFt

    $413

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

Pended $575,000

On Market For 14 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.

Home For Sale $499,000

On Market For 7 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

On Market For 15 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 $890,000

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2126

  • Year Built

    1966

  • $/SqFt

    $419

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 $725,000

On Market For 15 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2021

  • $/SqFt

    $410

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.

Pended $530,000

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2040

  • Year Built

    1974

  • $/SqFt

    $260

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 $519,000

*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    5

  • Full Bath(s)

    2

  • Sq. Ft.

    2279

  • Year Built

    1965

  • $/SqFt

    $228

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 $387,000

On Market For 5 Days
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    845

  • Year Built

    1956

  • $/SqFt

    $458

Lawndale - Don't miss out on the lifestyle this beautiful home offers! MLS#O6210089. OPENDOOR BROKERAGE LLC.

Pended $950,000

On Market For 15 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.

Home For Sale $499,000

*POTENTIAL GREAT VALUE
On Market For 15 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 $359,000

Reduced By $10,000

On Market For 16 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1150

  • Year Built

    1961

  • $/SqFt

    $312

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

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 407 718 3706 and speak with one of our real estate consultants.

EasyStreet

Call to Schedule a Showing

(407) 718-3706

(407) 718-3706