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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 5 to 5

Winter Park - 61 properties found

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  • 1630 LASBURY AVE, WINTER PARK, FL 32789

    $2,750,0001 Day on yellowkey   MLS ID: O6404300

    For Sale O6404300 - 1630 LASBURY AVE, WINTER PARK, FL 32789 37 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4917
       Built: 2003   Tax: $14,204 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,252 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($1,184)


    Taxes:$14,204

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1927 ELAND AVE, WINTER PARK, FL 32789

    $825,00082 Days on yellowkey   MLS ID: O6381009

    For Sale O6381009 - 1927 ELAND AVE, WINTER PARK, FL 32789 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1957   Tax: $3,190 (2024)
    Community: Lake Bell Terrace
    Single Family


    Estimated Monthly Payment: $4,786 (change assumption)
    Mortgage ($4,520) + Taxes in 2024 ($266)


    Taxes:$3,190

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1130 PARK NORTH PLACE, WINTER PARK, FL 32789

    $2,495,00039 Days on yellowkey   MLS ID: O6392394

    REDUCED by $155,000 (5.8%) on 04/22/2026

    For Sale O6392394 - 1130 PARK NORTH PLACE, WINTER PARK, FL 32789 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4011
       Built: 1968   Tax: $9,744 (2025)
    Community: Park North
    Single Family


    Estimated Monthly Payment: $14,483 (change assumption)
    Mortgage ($13,671) + Taxes in 2025 ($812)


    Taxes:$9,744

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1510 MILLER AVE, WINTER PARK, FL 32789

    $1,634,900209 Days on yellowkey   MLS ID: O6350503

    For Sale O6350503 - 1510 MILLER AVE, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3252
       Built: 2026   Tax: $3,573 (2025)
    Community: Lawndale
    Single Family


    Estimated Monthly Payment: $9,256 (change assumption)
    Mortgage ($8,958) + Taxes in 2025 ($298)


    Taxes:$3,573

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1864 GRINNELL TER, WINTER PARK, FL 32789

    $1,599,0003 Days on yellowkey   MLS ID: O6403822

    For Sale O6403822 - 1864 GRINNELL TER, WINTER PARK, FL 32789 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3028
       Built: 2006   Tax: $16,615 (2025)
    Community: Fremar
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,146 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,385)


    Taxes:$16,615

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 450 LAKEWOOD DR, WINTER PARK, FL 32789

    $2,500,0003 Days on yellowkey   MLS ID: O6403490

    For Sale O6403490 - 450 LAKEWOOD DR, WINTER PARK, FL 32789 77 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4572
       Built: 2000   Tax: $11,393 (2025)
    Community: Osceola Shores Sec 03
    Single Family


    Estimated Monthly Payment: $14,648 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($949)


    Taxes:$11,393

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1660 PALMER AVE, WINTER PARK, FL 32789

    $4,950,000438 Days on yellowkey   MLS ID: O6282425

    For Sale O6282425 - 1660 PALMER AVE, WINTER PARK, FL 32789 53 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 6406
       Built: 2024   Tax: $6,144 (2024)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,635 (change assumption)
    Mortgage ($27,123) + Taxes in 2024 ($512)


    Taxes:$6,144

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1821 PINETREE RD, WINTER PARK, FL 32789

    $6,997,0003 Days on yellowkey   MLS ID: O6395725

    For Sale O6395725 - 1821 PINETREE RD, WINTER PARK, FL 32789 63 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5006
       Built: 2018   Tax: $71,518 (2025)
    Community: Sicilian Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,299 (change assumption)
    Mortgage ($38,339) + Taxes in 2025 ($5,960)


    Taxes:$71,518

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 785 N PHELPS AVE, WINTER PARK, FL 32789

    $1,989,00040 Days on yellowkey   MLS ID: O6393117

    REDUCED by $60,000 (2.9%) on 04/23/2026

    For Sale O6393117 - 785 N PHELPS AVE, WINTER PARK, FL 32789 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2964
       Built: 2026   Tax: $9,172 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,663 (change assumption)
    Mortgage ($10,898) + Taxes in 2025 ($764)


    Taxes:$9,172

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 640 ARJAY WAY, WINTER PARK, FL 32789

    $1,890,000104 Days on yellowkey   MLS ID: O6372947

    REDUCED by $35,000 (1.8%) on 04/22/2026

    For Sale O6372947 - 640 ARJAY WAY, WINTER PARK, FL 32789 46 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3953
       Built: 1958   Tax: $11,586 (2024)
    Community: Timberlane Shores
    Single Family


    Estimated Monthly Payment: $11,321 (change assumption)
    Mortgage ($10,356) + Taxes in 2024 ($965)


    Taxes:$11,586

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 1751 GLENCOE RD, WINTER PARK, FL 32789

    $3,490,000181 Days on yellowkey   MLS ID: O6339739

    REDUCED by $100,000 (2.8%) on 04/23/2026

    For Sale O6339739 - 1751 GLENCOE RD, WINTER PARK, FL 32789 45 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4520
       Built: 2025   Tax: $12,895 (2024)
    Community: Forest Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,197 (change assumption)
    Mortgage ($19,123) + Taxes in 2024 ($1,075)


    Taxes:$12,895

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 1473 BERKSHIRE AVE, WINTER PARK, FL 32789

    $1,499,000316 Days on yellowkey   MLS ID: O6320741

    For Sale O6320741 - 1473 BERKSHIRE AVE, WINTER PARK, FL 32789 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2895
       Built: 2025   Tax: $5,730 (2024)
    Community: Orwin Manor Westminster Sec
    Single Family


    Estimated Monthly Payment: $8,691 (change assumption)
    Mortgage ($8,213) + Taxes in 2024 ($478)


    Taxes:$5,730

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1018 BRADFORD DR, WINTER PARK, FL 32792

    $549,0004 Days on yellowkey   MLS ID: O6403259

    For Sale O6403259 - 1018 BRADFORD DR, WINTER PARK, FL 32792 65 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 1974   Tax: $2,229 (2024)
    Community: Howell Estates Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($186)


    Taxes:$2,229

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1351 MAGNOLIA AVE, WINTER PARK, FL 32789

    $3,100,0003 Days on yellowkey   MLS ID: O6404105

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

    For Sale O6404105 - 1351 MAGNOLIA AVE, WINTER PARK, FL 32789 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026   Tax: $9,720 (2025)
    Community: Lake Knowles Terrace Add 02
    Single Family


    Estimated Monthly Payment: $17,796 (change assumption)
    Mortgage ($16,986) + Taxes in 2025 ($810)


    Taxes:$9,720

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 150 DANA WAY, WINTER PARK, FL 32789

    $3,799,00038 Days on yellowkey   MLS ID: O6394012

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

    For Sale O6394012 - 150 DANA WAY, WINTER PARK, FL 32789 81 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4451
       Built: 2026   Tax: $14,010 (2025)
    Community: Charmont
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,983 (change assumption)
    Mortgage ($20,816) + Taxes in 2025 ($1,168)


    Taxes:$14,010

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1437 MILLER AVE, WINTER PARK, FL 32789

    $750,0004 Days on yellowkey   MLS ID: O6403858

    For Sale O6403858 - 1437 MILLER AVE, WINTER PARK, FL 32789 1 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2150
       Built: 1932   Tax: $6,987 (2025)
    Community: Lawndale
    Single Family


    Estimated Monthly Payment: $4,692 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($582)


    Taxes:$6,987

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1761 LEGION DR, WINTER PARK, FL 32789

    $3,270,000326 Days on yellowkey   MLS ID: O6302616

    REDUCED by $25,000 (0.8%) on 04/15/2026

    For Sale O6302616 - 1761 LEGION DR, WINTER PARK, FL 32789 54 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4955
       Built: 2017   Tax: $22,139 (2024)
    Community: Green Oaks Rep 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,762 (change assumption)
    Mortgage ($17,917) + Taxes in 2024 ($1,845)


    Taxes:$22,139

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 420 OHIO ST, WINTER PARK, FL 32789

    $1,360,0006 Days on yellowkey   MLS ID: O6399541

    For Sale O6399541 - 420 OHIO ST, WINTER PARK, FL 32789 8 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3735
       Built: 2026   Tax: $1,281 (2025)
    Community: Karolina On Killarney
    Single Family


    Estimated Monthly Payment: $7,559 (change assumption)
    Mortgage ($7,452) + Taxes in 2025 ($107)


    Taxes:$1,281

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 352 CAMBRIDGE BLVD, WINTER PARK, FL 32789

    $650,000102 Days on yellowkey   MLS ID: O6375545

    2 Days Off yellowkey (back on 3/11/2026)

    For Sale O6375545 - 352 CAMBRIDGE BLVD, WINTER PARK, FL 32789 35 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1917
       Built: 1920   Tax: $9,806 (2024)
    Community: Glencoe Sub
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($817)


    Taxes:$9,806

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1287 VERDANT GLADE PL, WINTER PARK, FL 32792

    $850,00010 Days on yellowkey   MLS ID: O6400331

    For Sale O6400331 - 1287 VERDANT GLADE PL, WINTER PARK, FL 32792 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2020
    Monthly Fee: $413
       Tax: $6,133 (2025)
    Community: Meadows At Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,581 (change assumption)
    Mortgage ($4,657) + Fees ($413) + Taxes in 2025 ($511)


    Taxes:$6,133

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle






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