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Displaying: For Sale

Location: Winter Park

Property Type(s): Condos

Living Area Square Feet: 1000 to 1499

Winter Park - 45 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


  • 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


  • 300 CAROLINA AVE #402C, WINTER PARK, FL 32789

    $750,00033 Days on yellowkey   MLS ID: O6410016

    For Sale O6410016 - 300 CAROLINA AVE #402C, WINTER PARK, FL 32789 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1350
       Built: 1982   Tax: $2,416 (2025)
    Community: Park West Condominiums
    Spa: No

    Condo


    Estimated Monthly Payment: $4,311 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($201)


    Taxes:$2,416

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 340 KILLARNEY BAY CT #4-4, WINTER PARK, FL 32789

    $379,00040 Days on yellowkey   MLS ID: O6407259

    1 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $16,000 (4.1%) on 06/16/2026

    For Sale O6407259 - 340 KILLARNEY BAY CT #4-4, WINTER PARK, FL 32789 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1428
       Built: 1986   Tax: $1,080 (2025)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $2,167 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($90)


    Taxes:$1,080

    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


  • 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789

    $475,000146 Days on yellowkey   MLS ID: O6375307

    For Sale O6375307 - 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789 55 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1428
       Built: 1986   Tax: $6,595 (2025)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $3,152 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($550)


    Taxes:$6,595

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 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


  • 4756 TANGERINE AVE #4756, WINTER PARK, FL 32792

    $195,0007 Days on yellowkey   MLS ID: R4911483

    For Sale R4911483 - 4756 TANGERINE AVE #4756, WINTER PARK, FL 32792 5 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1058
       Built: 1973   Tax: $2,244 (2025)
    Community: Wrenwood Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,255 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($187)


    Taxes:$2,244

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1695 LEE RD #E215, WINTER PARK, FL 32789

    $135,000127 Days on yellowkey   MLS ID: O6383089

    REDUCED by $14,990 (10.0%) on 06/17/2026

    For Sale O6383089 - 1695 LEE RD #E215, WINTER PARK, FL 32789 82 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1966
    Monthly Fee: $624
       Tax: $2,472 (2024)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,570 (change assumption)
    Mortgage ($740) + Fees ($624) + Taxes in 2024 ($206)


    Taxes:$2,472

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 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


  • 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792

    $194,90059 Days on yellowkey   MLS ID: O6402025

    REDUCED by $5,000 (2.5%) on 06/16/2026

    For Sale O6402025 - 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1981   Tax: $3,077 (2025)
    Community: Winter Park Villas
    Condo


    Estimated Monthly Payment: $1,324 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($256)


    Taxes:$3,077

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4798 TANGERINE AVE #4798, WINTER PARK, FL 32792

    $180,00020 Days on yellowkey   MLS ID: S5150136

    REDUCED by $5,000 (2.7%) on 06/15/2026

    For Sale S5150136 - 4798 TANGERINE AVE #4798, WINTER PARK, FL 32792 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1058
       Built: 1973   Tax: $368 (2025)
    Community: Wrenwood Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,017 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($31)


    Taxes:$368

    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


  • 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


  • 300 CAROLINA AVE #301, WINTER PARK, FL 32789

    $739,00020 Days on yellowkey   MLS ID: O6413279

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

    For Sale O6413279 - 300 CAROLINA AVE #301, WINTER PARK, FL 32789 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1305
       Built: 1981   Tax: $4,605 (2025)
    Community: Park West Condo
    Condo


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($384)


    Taxes:$4,605

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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