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Displaying: For Sale

Location: Winter Park

Property Type(s): Condos

Price: $200,000 to $299,000

Winter Park - 33 properties found

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  • WINTER PARK, FL 32792

    $229,900Listed 06/24/2026 3:50PM   MLS ID: O6419422

    For Sale O6419422 - WINTER PARK, FL 32792 0 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1219
       Built: 1970   Tax: $1,675 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,399 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($140)


    Taxes:$1,675

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2503 TAHOE CIR #2503, WINTER PARK, FL 32792

    $250,00083 Days on yellowkey   MLS ID: O6395130

    For Sale O6395130 - 2503 TAHOE CIR #2503, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1173
       Built: 1981   Tax: $506 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,412 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($42)


    Taxes:$506

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792

    $230,0001 Day on yellowkey   MLS ID: O6419151

    For Sale O6419151 - 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792 63 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1578
       Built: 1974
    Monthly Fee: $575
       Tax: $3,078 (2025)
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,260) + Fees ($575) + Taxes in 2025 ($257)


    Taxes:$3,078

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792

    $250,00065 Days on yellowkey   MLS ID: O6400674

    REDUCED by $9,000 (3.5%) on 06/20/2026

    For Sale O6400674 - 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499
       Tax: $2,560 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $2,082 (change assumption)
    Mortgage ($1,370) + Fees ($499) + Taxes in 2024 ($213)


    Taxes:$2,560

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792

    $259,00068 Days on yellowkey   MLS ID: O6398500

    REDUCED by $10,000 (3.7%) on 06/04/2026

    For Sale O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1987   Tax: $1,107 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($92)


    Taxes:$1,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7733 COUNTRY PL #G2, WINTER PARK, FL 32792

    $244,0002 Days on yellowkey   MLS ID: O6418682

    For Sale O6418682 - 7733 COUNTRY PL #G2, WINTER PARK, FL 32792 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1982   Tax: $371 (2025)
    Community: Goldenrod Villas Condo
    Condo


    Estimated Monthly Payment: $1,368 (change assumption)
    Mortgage ($1,337) + Taxes in 2025 ($31)


    Taxes:$371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1500 GAY RD #3C, WINTER PARK, FL 32789

    $250,0006 Days on yellowkey   MLS ID: O6417533

    For Sale O6417533 - 1500 GAY RD #3C, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972
    Monthly Fee: $425
       Tax: $3,244 (2025)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $2,065 (change assumption)
    Mortgage ($1,370) + Fees ($425) + Taxes in 2025 ($270)


    Taxes:$3,244

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 7484 CANFORD CT #8, WINTER PARK, FL 32792

    $240,00058 Days on yellowkey   MLS ID: O6402492

    REDUCED by $10,000 (4.0%) on 06/22/2026

    For Sale O6402492 - 7484 CANFORD CT #8, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1578
       Built: 1974   Tax: $2,121 (2025)
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $1,492 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($177)


    Taxes:$2,121

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 151 N ORLANDO AVE #259, WINTER PARK, FL 32789

    $229,90034 Days on yellowkey   MLS ID: O6409651

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $9,100 (3.8%) on 06/17/2026

    For Sale O6409651 - 151 N ORLANDO AVE #259, WINTER PARK, FL 32789 31 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 582
       Built: 1960   Tax: $2,552 (2025)
    Community: Lake Killarney Condo
    Condo


    Estimated Monthly Payment: $1,472 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($213)


    Taxes:$2,552

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1500 GAY RD #24B, WINTER PARK, FL 32789

    $259,500267 Days on yellowkey   MLS ID: O6348568

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $2,000 (0.8%) on 05/15/2026

    For Sale O6348568 - 1500 GAY RD #24B, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $1,271 (2024)
    Community: Chateaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,528 (change assumption)
    Mortgage ($1,422) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 700 MELROSE AVE #F 21, WINTER PARK, FL 32789

    $235,90019 Days on yellowkey   MLS ID: O6413612

    For Sale O6413612 - 700 MELROSE AVE #F 21, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 787
       Built: 1964   Tax: $1,123 (2025)
    Community: Winter Park Gdns Condo
    Condo


    Estimated Monthly Payment: $1,386 (change assumption)
    Mortgage ($1,293) + Taxes in 2025 ($94)


    Taxes:$1,123

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789

    $299,000137 Days on yellowkey   MLS ID: O6380753

    REDUCED by $13,000 (4.2%) on 06/18/2026

    For Sale O6380753 - 184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789 29 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1133
       Built: 1985
    Monthly Fee: $310
       Tax: $2,915 (2025)
    Community: Sandlewood Creek Condo Ph 10
    Condo


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,638) + Fees ($310) + Taxes in 2025 ($243)


    Taxes:$2,915

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1500 GAY RD #20D, WINTER PARK, FL 32789

    $258,000119 Days on yellowkey   MLS ID: O6385626

    REDUCED by $4,000 (1.5%) on 06/07/2026

    For Sale O6385626 - 1500 GAY RD #20D, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $3,283 (2024)
    Community: Chat6eaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,687 (change assumption)
    Mortgage ($1,414) + Taxes in 2024 ($274)


    Taxes:$3,283

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1500 GAY RD #17D, WINTER PARK, FL 32789

    $259,90037 Days on yellowkey   MLS ID: O6408516

    For Sale O6408516 - 1500 GAY RD #17D, WINTER PARK, FL 32789 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $3,244 (2025)
    Community: Chateaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,694 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($270)


    Taxes:$3,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 700 MELROSE AVE #H4, WINTER PARK, FL 32789

    $290,00033 Days on yellowkey   MLS ID: O6409318

    For Sale O6409318 - 700 MELROSE AVE #H4, WINTER PARK, FL 32789 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1074
       Built: 1964
    Monthly Fee: $699
       Tax: $851 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,589) + Fees ($699) + Taxes in 2025 ($71)


    Taxes:$851

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789

    $298,000204 Days on yellowkey   MLS ID: O6362403

    For Sale O6362403 - 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 710
       Built: 1960   Tax: $2,965 (2025)
    Community: Lake Killarney Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,633) + Taxes in 2025 ($247)


    Taxes:$2,965

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 200 SAINT ANDREWS BLVD #3206, WINTER PARK, FL 32792

    $230,00011 Days on yellowkey   MLS ID: O6416143

    For Sale O6416143 - 200 SAINT ANDREWS BLVD #3206, WINTER PARK, FL 32792 31 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1219
       Built: 1970   Tax: $2,175 (2025)
    Community: Four Seasons Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,441 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($181)


    Taxes:$2,175

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 700 MELROSE AVE #K25, WINTER PARK, FL 32789

    $245,00015 Days on yellowkey   MLS ID: O6414821

    0 Days Off yellowkey (back on 6/13/2026)

    For Sale O6414821 - 700 MELROSE AVE #K25, WINTER PARK, FL 32789 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 787
       Built: 1964   Tax: $3,196 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $1,609 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7771 COUNTRY PL #7, WINTER PARK, FL 32792

    $219,900204 Days on yellowkey   MLS ID: O6364384

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale O6364384 - 7771 COUNTRY PL #7, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1230
       Built: 1987
    Monthly Fee: $340
       Tax: $2,950 (2024)
    Community: Goldenrod Villas Condo
    Condo


    Estimated Monthly Payment: $1,791 (change assumption)
    Mortgage ($1,205) + Fees ($340) + Taxes in 2024 ($246)


    Taxes:$2,950

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2384 SUN VALLEY CIR, WINTER PARK, FL 32792

    $269,900114 Days on yellowkey   MLS ID: O6386755

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $5,000 (1.8%) on 04/28/2026

    For Sale O6386755 - 2384 SUN VALLEY CIR, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1311
       Built: 1983   Tax: $688 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,536 (change assumption)
    Mortgage ($1,479) + Taxes in 2024 ($57)


    Taxes:$688

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


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