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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 3 to 3

Winter Park - 94 properties found

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  • 1036 MANCHESTER CIR, WINTER PARK, FL 32792

    $400,00032 Days on yellowkey   MLS ID: O6395138

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

    For Sale O6395138 - 1036 MANCHESTER CIR, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 1974   Tax: $4,126 (2024)
    Community: Howell Estates Rep
    Single Family


    Estimated Monthly Payment: $2,536 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($344)


    Taxes:$4,126

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 517 ROUGHBEARD RD, WINTER PARK, FL 32792

    $565,00020 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


  • 1438 TIERRA CIR, WINTER PARK, FL 32792

    $525,0002 Days on yellowkey   MLS ID: O6403855

    For Sale O6403855 - 1438 TIERRA CIR, WINTER PARK, FL 32792 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1627
       Built: 1968   Tax: $1,630 (2024)
    Community: Casa Aloma
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,877) + Taxes in 2024 ($136)


    Taxes:$1,630

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1725 CAROLLEE LN, WINTER PARK, FL 32789

    $1,015,0007 Days on yellowkey   MLS ID: O6402656

    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: $6,265 (change assumption)
    Mortgage ($5,562) + Taxes in 2025 ($704)


    Taxes:$8,445

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1701 GOODRICH AVE, WINTER PARK, FL 32789

    $739,00014 Days on yellowkey   MLS ID: O6400278

    For Sale O6400278 - 1701 GOODRICH AVE, WINTER PARK, FL 32789 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $5,023 (2025)
    Community: Sylvan Hgts
    Single Family


    Estimated Monthly Payment: $4,468 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($419)


    Taxes:$5,023

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1205 VALLEY CREEK RUN, WINTER PARK, FL 32792

    $450,00033 Days on yellowkey   MLS ID: O6394946

    For Sale O6394946 - 1205 VALLEY CREEK RUN, WINTER PARK, FL 32792 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1815
       Built: 1997
    Monthly Fee: $22
       Tax: $2,237 (2024)
    Community: Lost Creek
    Single Family


    Estimated Monthly Payment: $2,674 (change assumption)
    Mortgage ($2,466) + Fees ($22) + Taxes in 2024 ($186)


    Taxes:$2,237

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1550 NORFOLK AVE, WINTER PARK, FL 32789

    $725,0004 Days on yellowkey   MLS ID: O6402927

    For Sale O6402927 - 1550 NORFOLK AVE, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1762
       Built: 1949   Tax: $3,951 (2025)
    Community: Orwin Manor Stratford Sec
    Single Family


    Estimated Monthly Payment: $4,302 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($329)


    Taxes:$3,951

    Elementary School: Princeton Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 405 LAKE FAIR LN, WINTER PARK, FL 32789

    $459,00040 Days on yellowkey   MLS ID: O6393594

    REDUCED by $999 (0.2%) on 04/25/2026

    For Sale O6393594 - 405 LAKE FAIR LN, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1491
       Built: 1957   Tax: $1,355 (2025)
    Community: Fairbanks Shores 5Th Add
    Single Family


    Estimated Monthly Payment: $2,628 (change assumption)
    Mortgage ($2,515) + Taxes in 2025 ($113)


    Taxes:$1,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1830 EDWIN BLVD, WINTER PARK, FL 32789

    $679,80018 Days on yellowkey   MLS ID: O6400055

    For Sale O6400055 - 1830 EDWIN BLVD, WINTER PARK, FL 32789 52 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1957   Tax: $3,955 (2025)
    Community: Campo Bello
    Single Family


    Estimated Monthly Payment: $4,054 (change assumption)
    Mortgage ($3,725) + Taxes in 2025 ($330)


    Taxes:$3,955

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2707 TIERRA CIR, WINTER PARK, FL 32792

    $495,0005 Days on yellowkey   MLS ID: O6398979

    For Sale O6398979 - 2707 TIERRA CIR, WINTER PARK, FL 32792 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1710
       Built: 1970   Tax: $3,237 (2025)
    Community: Casa Aloma
    Single Family


    Estimated Monthly Payment: $2,982 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($270)


    Taxes:$3,237

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3054 BLUEBROOK DR, WINTER PARK, FL 32792

    $427,50022 Days on yellowkey   MLS ID: O6398450

    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: $2,878 (change assumption)
    Mortgage ($2,342) + Taxes in 2025 ($535)


    Taxes:$6,422

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1926 NATALEN RD, WINTER PARK, FL 32792

    $639,90059 Days on yellowkey   MLS ID: O6388308

    REDUCED by $10,000 (1.5%) on 04/24/2026

    For Sale O6388308 - 1926 NATALEN RD, WINTER PARK, FL 32792 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1469
       Built: 1957   Tax: $7,308 (2024)
    Community: Kenilworth Shores Sec 07
    Single Family


    Estimated Monthly Payment: $4,115 (change assumption)
    Mortgage ($3,506) + Taxes in 2024 ($609)


    Taxes:$7,308

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 3627 SEAGRAPE DR, WINTER PARK, FL 32792

    $339,0002 Days on yellowkey   MLS ID: O6403218

    For Sale O6403218 - 3627 SEAGRAPE DR, WINTER PARK, FL 32792 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1233
       Built: 1965   Tax: $3,401 (2024)
    Community: Eastbrook Sub Unit 03
    Single Family


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($283)


    Taxes:$3,401

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 418 GILBERT RD, WINTER PARK, FL 32792

    $729,00039 Days on yellowkey   MLS ID: O6385950

    REDUCED by $11,000 (1.5%) on 05/01/2026

    For Sale O6385950 - 418 GILBERT RD, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1964   Tax: $9,094 (2025)
    Community: Winter Park Pines Ut 5
    Single Family


    Estimated Monthly Payment: $4,752 (change assumption)
    Mortgage ($3,994) + Taxes in 2025 ($758)


    Taxes:$9,094

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2237 WOODCREST DR, WINTER PARK, FL 32792

    $490,0003 Days on yellowkey   MLS ID: O6404115

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

    For Sale O6404115 - 2237 WOODCREST DR, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1492
       Built: 1959   Tax: $1,919 (2025)
    Community: Kenilworth Estates 1St Add
    Single Family


    Estimated Monthly Payment: $2,845 (change assumption)
    Mortgage ($2,685) + Taxes in 2025 ($160)


    Taxes:$1,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1836 GRINNELL TER, WINTER PARK, FL 32789

    $1,050,00087 Days on yellowkey   MLS ID: O6380457

    For Sale O6380457 - 1836 GRINNELL TER, WINTER PARK, FL 32789 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1907
       Built: 1995   Tax: $11,979 (2025)
    Community: Lake Virginia
    Single Family


    Estimated Monthly Payment: $6,752 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($998)


    Taxes:$11,979

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3440 ALLSTON LN, WINTER PARK, FL 32792

    $420,0008 Days on yellowkey   MLS ID: O6401731

    For Sale O6401731 - 3440 ALLSTON LN, WINTER PARK, FL 32792 37 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1533
       Built: 1993
    Monthly Fee: $65
       Tax: $1,364 (2024)
    Community: Villas Of Casselberry Ph 4
    Single Family


    Estimated Monthly Payment: $2,480 (change assumption)
    Mortgage ($2,301) + Fees ($65) + Taxes in 2024 ($114)


    Taxes:$1,364

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1354 INDIANA AVE, WINTER PARK, FL 32789

    $589,90060 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


  • 950 HANOVER AVE, WINTER PARK, FL 32789

    $470,00023 Days on yellowkey   MLS ID: O6398273

    For Sale O6398273 - 950 HANOVER AVE, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1606
       Built: 1956   Tax: $3,525 (2025)
    Community: Albert Lee Ridge 1St Add
    Single Family


    Estimated Monthly Payment: $2,869 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($294)


    Taxes:$3,525

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7761 FOX KNOLL PL, WINTER PARK, FL 32792

    $425,00011 Days on yellowkey   MLS ID: O6401159

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

    For Sale O6401159 - 7761 FOX KNOLL PL, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1485
       Built: 1989
    Monthly Fee: $20
       Tax: $4,308 (2024)
    Community: Bridgewater
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,329) + Fees ($20) + Taxes in 2024 ($359)


    Taxes:$4,308

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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