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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 3 to 3

Winter Park - 103 properties found

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  • 3207 LOWNDES DR, WINTER PARK, FL 32792

    $485,000146 Days on yellowkey   MLS ID: O6362285

    0 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $10,000 (2.0%) on 04/23/2026

    For Sale O6362285 - 3207 LOWNDES DR, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2028
       Built: 1967   Tax: $4,172 (2024)
    Community: Georgetown Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,657) + Taxes in 2024 ($348)


    Taxes:$4,172

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2157 LAKE DR, WINTER PARK, FL 32789

    $689,00026 Days on yellowkey   MLS ID: O6412258

    REDUCED by $70,000 (9.2%) on 05/31/2026

    For Sale O6412258 - 2157 LAKE DR, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2124
       Built: 1962   Tax: $1,605 (2025)
    Community: Killarney Point
    Single Family


    Estimated Monthly Payment: $3,909 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($134)


    Taxes:$1,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1433 ASTER CT, WINTER PARK, FL 32792

    $389,00042 Days on yellowkey   MLS ID: O6407873

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $10,000 (2.5%) on 05/21/2026

    For Sale O6407873 - 1433 ASTER CT, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1363
       Built: 1984   Tax: $1,057 (2025)
    Community: Garden Lake Estates Unit 3
    Single Family


    Estimated Monthly Payment: $2,220 (change assumption)
    Mortgage ($2,131) + Taxes in 2025 ($88)


    Taxes:$1,057

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1340 PLACE PICARDY, WINTER PARK, FL 32789

    $1,599,000133 Days on yellowkey   MLS ID: O6382113

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale O6382113 - 1340 PLACE PICARDY, WINTER PARK, FL 32789 34 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3459
       Built: 1997   Tax: $7,515 (2025)
    Community: Fontainebleau
    Single Family


    Estimated Monthly Payment: $9,388 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($626)


    Taxes:$7,515

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1092 EASTBROOK BLVD, WINTER PARK, FL 32792

    $399,00040 Days on yellowkey   MLS ID: O6407251

    REDUCED by $11,000 (2.7%) on 05/27/2026

    For Sale O6407251 - 1092 EASTBROOK BLVD, WINTER PARK, FL 32792 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1122
       Built: 1959   Tax: $4,373 (2025)
    Community: Eastbrook Sub
    Single Family


    Estimated Monthly Payment: $2,551 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($364)


    Taxes:$4,373

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 621 HUNTINGTON AVE, WINTER PARK, FL 32789

    $1,795,00086 Days on yellowkey   MLS ID: O6394464

    For Sale O6394464 - 621 HUNTINGTON AVE, WINTER PARK, FL 32789 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 2008   Tax: $12,854 (2025)
    Community: Winter Park Rev
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,907 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($1,071)


    Taxes:$12,854

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1600 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

    $1,200,00045 Days on yellowkey   MLS ID: NS1088189

    For Sale NS1088189 - 1600 S PENNSYLVANIA AVE, WINTER PARK, FL 32789 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2158
       Built: 1958   Tax: $5,218 (2025)
    Community: Banks Colonial Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,010 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($435)


    Taxes:$5,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1617 CHILEAN LN, WINTER PARK, FL 32792

    $367,500161 Days on yellowkey   MLS ID: O6373026

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $2,400 (0.6%) on 04/30/2026

    For Sale O6373026 - 1617 CHILEAN LN, WINTER PARK, FL 32792 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1359
       Built: 1960   Tax: $3,432 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($2,014) + Taxes in 2024 ($286)


    Taxes:$3,432

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1725 CAROLLEE LN, WINTER PARK, FL 32789

    $1,005,00059 Days on yellowkey   MLS ID: O6402656

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $10,000 (1.0%) on 05/12/2026

    For Sale O6402656 - 1725 CAROLLEE LN, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2335
       Built: 1960   Tax: $8,445 (2025)
    Community: Green Terrace
    Single Family


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($5,507) + Taxes in 2025 ($704)


    Taxes:$8,445

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2973 SANBINA ST, WINTER PARK, FL 32789

    $377,88041 Days on yellowkey   MLS ID: O6407521

    For Sale O6407521 - 2973 SANBINA ST, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1965   Tax: $5,253 (2025)
    Community: Howell Heights
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,071) + Taxes in 2025 ($438)


    Taxes:$5,253

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1960 WINTER PARK RD, WINTER PARK, FL 32789

    $899,00049 Days on yellowkey   MLS ID: O6406091

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale O6406091 - 1960 WINTER PARK RD, WINTER PARK, FL 32789 47 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1864
       Built: 1948   Tax: $7,103 (2025)
    Community: Charmont
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,518 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($592)


    Taxes:$7,103

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 7532 AZUREBROOK CT, WINTER PARK, FL 32792

    $410,00048 Days on yellowkey   MLS ID: O6406380

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale O6406380 - 7532 AZUREBROOK CT, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1402
       Built: 1979   Tax: $4,889 (2025)
    Community: Laurel Spgs
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($407)


    Taxes:$4,889

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 346 S RANGER BLVD, WINTER PARK, FL 32792

    $475,000284 Days on yellowkey   MLS ID: S5134662

    For Sale S5134662 - 346 S RANGER BLVD, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 1965   Tax: $5,339 (2024)
    Community: Winter Park Pines
    Single Family


    Estimated Monthly Payment: $3,048 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($445)


    Taxes:$5,339

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 3054 BLUEBROOK DR, WINTER PARK, FL 32792

    $410,00074 Days on yellowkey   MLS ID: O6398450

    REDUCED by $17,500 (4.1%) on 05/15/2026

    For Sale O6398450 - 3054 BLUEBROOK DR, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1939
       Built: 1973   Tax: $6,422 (2025)
    Community: Laurel Spgs
    Single Family


    Estimated Monthly Payment: $2,782 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($535)


    Taxes:$6,422

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 423 OLOLU DR, WINTER PARK, FL 32789

    $549,000168 Days on yellowkey   MLS ID: O6369976

    REDUCED by $40,000 (6.8%) on 05/14/2026

    For Sale O6369976 - 423 OLOLU DR, WINTER PARK, FL 32789 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1920
       Built: 1981   Tax: $4,030 (2024)
    Community: Killarney Circle
    Single Family


    Estimated Monthly Payment: $3,344 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($336)


    Taxes:$4,030

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 517 ROUGHBEARD RD, WINTER PARK, FL 32792

    $565,00072 Days on yellowkey   MLS ID: O6399029

    1 Days Off yellowkey (back on 5/2/2026)

    For Sale O6399029 - 517 ROUGHBEARD RD, WINTER PARK, FL 32792 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 1971   Tax: $4,323 (2025)
    Community: Winter Park Pines Unit 17
    Single Family


    Estimated Monthly Payment: $3,456 (change assumption)
    Mortgage ($3,096) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 5331 OAK CT, WINTER PARK, FL 32792

    $460,000344 Days on yellowkey   MLS ID: S5130868

    For Sale S5130868 - 5331 OAK CT, WINTER PARK, FL 32792 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1263
       Built: 1976   Tax: $2,311 (2024)
    Community: Wrenwood Heights Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,713 (change assumption)
    Mortgage ($2,520) + Taxes in 2024 ($193)


    Taxes:$2,311

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1354 INDIANA AVE, WINTER PARK, FL 32789

    $589,900112 Days on yellowkey   MLS ID: O6387500

    For Sale O6387500 - 1354 INDIANA AVE, WINTER PARK, FL 32789 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1269
       Built: 1947   Tax: $5,352 (2024)
    Community: Metzingers Add
    Single Family


    Estimated Monthly Payment: $3,678 (change assumption)
    Mortgage ($3,232) + Taxes in 2024 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 632 COUNTRY CLUB DR, WINTER PARK, FL 32789

    $1,050,000607 Days on yellowkey   MLS ID: O6250417

    0 Days Off yellowkey (back on 9/29/2025)

    For Sale O6250417 - 632 COUNTRY CLUB DR, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2342
       Built: 1952   Tax: $4,638 (2023)
    Community: Lords Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,140 (change assumption)
    Mortgage ($5,753) + Taxes in 2023 ($387)


    Taxes:$4,638

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2023

    Middle School: College Park Middle


  • 2020 COCOS CT, WINTER PARK, FL 32792

    $458,990104 Days on yellowkey   MLS ID: O6389901

    1 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $1,000 (0.2%) on 04/17/2026

    For Sale O6389901 - 2020 COCOS CT, WINTER PARK, FL 32792 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1715
       Built: 1966   Tax: $1,410 (2024)
    Community: Eastbrook Sub Unit 8
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,632 (change assumption)
    Mortgage ($2,515) + Taxes in 2024 ($117)


    Taxes:$1,410

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle






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