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View 240 Winter Park Florida Homes for Sale

Pended $1,190,000

Reduced By $70,000

View 449 Seymour Ave Winter Park FL
View Details 22 Photos
View 449 Seymour Ave Winter Park FL
View 449 Seymour Ave Winter Park FL
View 449 Seymour Ave Winter Park FL
On Market For 100 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2051

  • Year Built

    1952

  • $/SqFt

    $580

Osceola Shores - Property being sold AS-IS. Survey available. MLS#O6218618. FANNIE HILLMAN & ASSOCIATES.

Pended $875,000

Reduced By $120,000

View 608 Balmoral Rd Winter Park FL
View Details 35 Photos
View 608 Balmoral Rd Winter Park FL
View 608 Balmoral Rd Winter Park FL
View 608 Balmoral Rd Winter Park FL
On Market For 92 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2105

  • Year Built

    1960

  • $/SqFt

    $416

Kenilworth Shores - Take advantage of this fantastic opportunity! MLS#O6217655. PREMIER SOTHEBY'S INTL. REALTY.

Pended $1,575,000

View 627 Country Club Dr Winter Park FL
View Details 5 Photos
View 627 Country Club Dr Winter Park FL
View 627 Country Club Dr Winter Park FL
View 627 Country Club Dr Winter Park FL
On Market For 100 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2024

  • $/SqFt

    $551

Lake Killarney Shores - Make an appointment today before this amazing home is gone. MLS#O6218203. CLASSIC HOMES.

Home For Sale $946,500

Reduced By $18,500

View 675 Overspin Dr Winter Park FL
View Details 34 Photos
View 675 Overspin Dr Winter Park FL
View 675 Overspin Dr Winter Park FL
View 675 Overspin Dr Winter Park FL
On Market For 102 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2764

  • Year Built

    2010

  • $/SqFt

    $342

You must see it in person to truly appreciate all this home has to offer! MLS#O6217949. MAINFRAME REAL ESTATE.

Home For Sale $2,190,000

Reduced By $60,000
View Details 49 Photos
On Market For 105 Days

  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    3554

  • Year Built

    1998

  • $/SqFt

    $616

Tuscany Terrace - This home is being sold with all the furniture but can be removed if Buyer does not want it. Some pictures are "Virtually Staged." MLS#O6217019. LOKATION.

Home For Sale $1,449,000

Reduced By $40,000
View Details 50 Photos
On Market For 105 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2838

  • Year Built

    2024

  • $/SqFt

    $511

Winter Park Village - Don't miss the chance to turn this dream home into your own reality —schedule a private tour today and step into the lifestyle you've been envisioning. Your ideal home awaits! MLS#O6216221. PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $699,000

Reduced By $51,000
View Details 43 Photos
On Market For 106 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2309

  • Year Built

    1963

  • $/SqFt

    $303

Winter Park Pines - You want a place to play, you are minutes from the WP Pines golf course, Cady Way Bike trail, pool, pickleball/tennis courts, playground, and sports fields plus shopping and WP Hospital. MLS#O6216911. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $464,900

Reduced By $22,100
View Details 67 Photos
*POTENTIAL GREAT VALUE
On Market For 96 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3020

  • Year Built

    1959

  • $/SqFt

    $154

For piece of mind, seller will offer a HOME WARRANTY and $5,000 CREDIT towards flooring MLS#O6214075. REDFIN CORPORATION.

Home For Sale $950,000

Reduced By $250,000
View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 107 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3834

  • Year Built

    1940

  • $/SqFt

    $248

Golfview - Schedule your private tour today and make this dream home yours! MLS#O6216744. KELLER WILLIAMS WINTER PARK.

Home For Sale $375,000

Reduced By $40,000
View Details 25 Photos
On Market For 88 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1318

  • Year Built

    1981

  • $/SqFt

    $285

Don't miss the chance to visit this delightful property before it's off the market! MLS#O6205879. COMPASS FLORIDA LLC.

Pended $1,250,000

Reduced By $245,000
View Details 40 Photos
On Market For 101 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2795

  • Year Built

    2017

  • $/SqFt

    $447

Lake Knowles Terrace - Schedule your private tour today and make this exquisite Winter Park home your own. MLS#O6215483. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $545,000

Reduced By $80,000
View Details 60 Photos
On Market For 109 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1705

  • Year Built

    1926

  • $/SqFt

    $320

Lawndale - Easy access to I-4, 1792, Maitland, and downtown Orlando. Schedule your showing today! MLS#O6215384. KELLER WILLIAMS WINTER PARK.

Home For Sale $1,400,000

View Details 46 Photos
On Market For 112 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2334

  • Year Built

    2024

  • $/SqFt

    $600

Don't miss your chance to own this premier home in Winter Park! MLS#V4936864. SUMMER WIND REALTY CENTRAL FL.

Pended $955,000

Reduced By $20,000
View Details 38 Photos
On Market For 73 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2310

  • Year Built

    1968

  • $/SqFt

    $413

MLS#O6213510. KELLY PRICE & COMPANY LLC.

Home For Sale $410,000

Reduced By $25,000
View Details 34 Photos
On Market For 107 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1750

  • Year Built

    1967

  • $/SqFt

    $234

Eastbrook - With no HOA, this prime location home offers top-rated Seminole County schools nearby and is located near Downtown Orlando and Downtown Winter Park, as well as popular Central Florida theme parks, Winter Park hospital, public golf courses, and near Winter Park's Park Avenue boutique shopping, museums, Rollins College, Full Sail University, YMCA, and University of Central Florida, and so many other modern-day conveniences. Schedule your private showing today! MLS#O6213538. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $575,000

Reduced By $74,000
View Details 19 Photos
On Market For 110 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1144

  • Year Built

    1955

  • $/SqFt

    $503

Buyer will be responsible for confirming room measurements. MLS#O6214438. CHARLES RUTENBERG REALTY ORLANDO.

Pended $649,000

Reduced By $51,000
View Details 16 Photos
On Market For 52 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1248

  • Year Built

    1927

  • $/SqFt

    $520

2 Lots - 1297 and 1299 being sold as bundle. MLS#O6213932. MARGAUX REALTY INC.

Home For Sale $5,695,000

View Details 3 Photos
On Market For 116 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 $3,650,000

Reduced By $200,000
View Details 89 Photos
On Market For 99 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6223

  • Year Built

    2005

  • $/SqFt

    $587

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 $7,500,000

Reduced By $499,999
View Details 99 Photos
On Market For 120 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    7916

  • Year Built

    1996

  • $/SqFt

    $947

Kronenberger -

MLS#O6212012. IRON VALLEY REAL ESTATE CENTRAL FLORIDA.

Home For Sale $1,550,000

Reduced By $125,000
View Details 41 Photos
On Market For 120 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3068

  • Year Built

    1956

  • $/SqFt

    $505

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

Home For Sale $5,500,000

View Details 46 Photos
On Market For 83 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5636

  • Year Built

    2024

  • $/SqFt

    $976

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

Pended $389,000

View Details 24 Photos
*POTENTIAL GREAT VALUE
On Market For 90 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 $624,900

Reduced By $63,100
View Details 48 Photos
On Market For 85 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2093

  • Year Built

    1979

  • $/SqFt

    $299

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 40 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.

Pended $440,000

Reduced By $35,000
View Details 22 Photos
*POTENTIAL GREAT VALUE
On Market For 121 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2038

  • Year Built

    1982

  • $/SqFt

    $216

Cedar Ridge - Close to shopping, dining and entertainment, this home blends comfort and style, providing an ideal setting for both everyday living and special occasions. MLS#O6210978. MARK SPAIN REAL ESTATE.

Pended $3,500,000

Reduced By $800,000
View Details 68 Photos
On Market For 124 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4338

  • Year Built

    1970

  • $/SqFt

    $807

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.

Home For Sale $357,000

Reduced By $42,900
View Details 25 Photos
On Market For 125 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1340

  • Year Built

    1986

  • $/SqFt

    $266

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 $685,000

Reduced By $40,000
View Details 82 Photos
On Market For 122 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2021

  • $/SqFt

    $387

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 $1,295,000

Reduced By $90,000
View Details 57 Photos
On Market For 130 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2306

  • Year Built

    1966

  • $/SqFt

    $562

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.

Home For Sale $489,995

Reduced By $34,504
View Details 46 Photos
On Market For 130 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1971

  • $/SqFt

    $254

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.

Home For Sale $1,795,000

Reduced By $190,000
View Details 43 Photos
*POTENTIAL GREAT VALUE
On Market For 135 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4133

  • Year Built

    2021

  • $/SqFt

    $434

Schedule a private viewing today and experience the epitome of luxury living near Park Ave. MLS#O6208366. COLDWELL BANKER REALTY.

Pended $419,000

Reduced By $30,000
View Details 23 Photos
On Market For 116 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1645

  • Year Built

    1983

  • $/SqFt

    $255

Don’t miss this opportunity to own a beautifully maintained home in a prime location. MLS#O6203546. COLDWELL BANKER REALTY.

Home For Sale $6,800,000

Reduced By $450,000
View Details 72 Photos
On Market For 128 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4581

  • Year Built

    1934

  • $/SqFt

    $1,484

Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions. MLS#O6206309. KELLY PRICE & COMPANY LLC.

Home For Sale $2,495,000

Reduced By $300,000
View Details 63 Photos
On Market For 141 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4500

  • Year Built

    2024

  • $/SqFt

    $554

Winter Park Village - Experience the pinnacle of luxury living with this exceptional new construction home.
Brought to you by https://my.matterport.com/show/?m=hii6iJs7gyG MLS#O6206511. COMPASS FLORIDA LLC.

Home For Sale $389,900

Reduced By $10,100
View Details 24 Photos
On Market For 141 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1627

  • Year Built

    1961

  • $/SqFt

    $240

Eastbrook - Use it for your closing costs or to lower your interest rate. Schedule your private showing today! MLS#O6206562. FLOBELLA REALTY LLC.

Pended $1,790,000

Reduced By $105,000
View Details 64 Photos
On Market For 119 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3423

  • Year Built

    2014

  • $/SqFt

    $523

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

MLS#O6205484. KELLY PRICE & COMPANY LLC.

Pended $403,000

Reduced By $22,000
View Details 33 Photos
On Market For 133 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1558

  • Year Built

    1980

  • $/SqFt

    $259

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 $995,000

Reduced By $94,000
View Details 38 Photos
On Market For 127 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2267

  • Year Built

    1986

  • $/SqFt

    $439

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

Pended $4,650,000

Reduced By $550,000
View Details 33 Photos
On Market For 146 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    5681

  • Year Built

    1985

  • $/SqFt

    $819

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

View Details 46 Photos
On Market For 148 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.

Home For Sale $929,000

Reduced By $71,000
View Details 19 Photos
*POTENTIAL GREAT VALUE
On Market For 148 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3902

  • Year Built

    1969

  • $/SqFt

    $238

Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation. MLS#O6202663. COLDWELL BANKER REALTY.

Pended $2,750,000

Reduced By $375,000
View Details 48 Photos
On Market For 127 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3576

  • Year Built

    2007

  • $/SqFt

    $769

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 $1,750,000

Reduced By $100,000
View Details 72 Photos
On Market For 150 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3478

  • Year Built

    2003

  • $/SqFt

    $503

Dixie Terrace -

MLS#O6200787. HOMEVEST REALTY.

Home For Sale $1,730,000

Reduced By $165,000
View Details 49 Photos
On Market For 145 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3217

  • Year Built

    1952

  • $/SqFt

    $538

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 $370,000

Reduced By $28,990
View Details 43 Photos
*IS SHORT SALE
On Market For 151 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1160

  • Year Built

    1957

  • $/SqFt

    $319

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

Home For Sale $825,000

Reduced By $90,000
View Details 60 Photos
On Market For 152 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2548

  • Year Built

    1940

  • $/SqFt

    $324

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 $399,900

Reduced By $39,100
View Details 32 Photos
On Market For 155 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1512

  • Year Built

    1967

  • $/SqFt

    $264

MLS#O6194293. BEAR TEAM REAL ESTATE.

Pended $1,735,000

Reduced By $160,000
View Details 40 Photos
On Market For 133 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3361

  • Year Built

    2007

  • $/SqFt

    $516

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 $350,000

Reduced By $70,000
View Details 34 Photos
On Market For 138 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    987

  • Year Built

    1956

  • $/SqFt

    $355

Stansbury Estates - Make this your dream home today! MLS#G5081725. REAL BROKER, LLC.

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