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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Springs - 22 properties found

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  • 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708

    $589,50017 Days on yellowkey   MLS ID: O6398359

    REDUCED by $5,500 (0.9%) on 05/02/2026

    For Sale O6398359 - 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2101
       Built: 1994
    Monthly Fee: $42
       Tax: $7,266 (2024)
    Community: Davenport Glen
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,878 (change assumption)
    Mortgage ($3,230) + Fees ($42) + Taxes in 2024 ($605)


    Taxes:$7,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $520,0005 Days on yellowkey   MLS ID: O6401888

    For Sale O6401888 - 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1981
    Monthly Fee: $118
       Tax: $4,618 (2025)
    Community: Fairway Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,352 (change assumption)
    Mortgage ($2,849) + Fees ($118) + Taxes in 2025 ($385)


    Taxes:$4,618

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 672 VISTAWILLA DR, WINTER SPRINGS, FL 32708

    $650,0004 Days on yellowkey   MLS ID: O6402872

    For Sale O6402872 - 672 VISTAWILLA DR, WINTER SPRINGS, FL 32708 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1986   Tax: $4,505 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,937 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($375)


    Taxes:$4,505

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $448,00018 Days on yellowkey   MLS ID: O6399111

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

    For Sale O6399111 - 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 1994
    Monthly Fee: $117
       Tax: $2,755 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,455) + Fees ($117) + Taxes in 2024 ($230)


    Taxes:$2,755

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708

    $500,00032 Days on yellowkey   MLS ID: V4948285

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

    REDUCED by $7,000 (1.4%) on 04/25/2026

    For Sale V4948285 - 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 1984
    Monthly Fee: $23
       Tax: $5,298 (2024)
    Community: Deer Run Unit 21B
    Single Family


    Estimated Monthly Payment: $3,204 (change assumption)
    Mortgage ($2,740) + Fees ($23) + Taxes in 2024 ($441)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $519,00010 Days on yellowkey   MLS ID: O6401946

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6401946 - 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2001
    Monthly Fee: $150
       Tax: $5,151 (2024)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,844) + Fees ($150) + Taxes in 2024 ($429)


    Taxes:$5,151

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $714,90011 Days on yellowkey   MLS ID: O6401291

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

    For Sale O6401291 - 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 95 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 1989
    Monthly Fee: $48
       Tax: $4,456 (2025)
    Community: Glen Eagle Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,336 (change assumption)
    Mortgage ($3,917) + Fees ($48) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $849,9006 Days on yellowkey   MLS ID: O6402358

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,375 (change assumption)
    Mortgage ($4,657) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $649,90072 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,100 (3.7%) on 04/15/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2001
    Monthly Fee: $42
       Tax: $5,539 (2024)
    Community: Chestnut Ridge
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,561) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708

    $559,90019 Days on yellowkey   MLS ID: O6398229

    REDUCED by $10,000 (1.8%) on 04/29/2026

    For Sale O6398229 - 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2321
       Built: 1998
    Monthly Fee: $42
       Tax: $4,167 (2025)
    Community: Winding Hollow
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($3,068) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,167

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 130 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $725,00018 Days on yellowkey   MLS ID: O6398011

    For Sale O6398011 - 130 E BAHAMA RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2158
       Built: 1991   Tax: $3,366 (2024)
    Community: Bahama Ranches
    Single Family


    Estimated Monthly Payment: $4,253 (change assumption)
    Mortgage ($3,973) + Taxes in 2024 ($280)


    Taxes:$3,366

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500230 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 650 CAYUGA DR, WINTER SPRINGS, FL 32708

    $709,00095 Days on yellowkey   MLS ID: O6378029

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

    REDUCED by $15,000 (2.1%) on 04/15/2026

    For Sale O6378029 - 650 CAYUGA DR, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2429
       Built: 1987
    Monthly Fee: $6
       Tax: $5,200 (2025)
    Community: Tuscawilla Unit 14A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,324 (change assumption)
    Mortgage ($3,885) + Fees ($6) + Taxes in 2025 ($433)


    Taxes:$5,200

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708

    $599,00018 Days on yellowkey   MLS ID: O6394521

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6394521 - 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1996
    Monthly Fee: $48
       Tax: $3,067 (2024)
    Community: Winding Hollow Unit 1
    Single Family


    Estimated Monthly Payment: $3,586 (change assumption)
    Mortgage ($3,282) + Fees ($48) + Taxes in 2024 ($256)


    Taxes:$3,067

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1106 SUPERIOR CT, WINTER SPRINGS, FL 32708

    $625,00068 Days on yellowkey   MLS ID: O6385551

    0 Days Off yellowkey (back on 4/20/2026)

    For Sale O6385551 - 1106 SUPERIOR CT, WINTER SPRINGS, FL 32708 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2353
       Built: 1986
    Monthly Fee: $3
       Tax: $7,786 (2024)
    Community: Tuscawilla Unit 13
    Single Family


    Estimated Monthly Payment: $4,076 (change assumption)
    Mortgage ($3,425) + Fees ($3) + Taxes in 2024 ($649)


    Taxes:$7,786

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000249 Days on yellowkey   MLS ID: O6330022

    1 Days Off yellowkey (back on 4/18/2026)

    REDUCED by $15,000 (3.2%) on 04/06/2026

    For Sale O6330022 - 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2092
       Built: 1975   Tax: $5,400 (2024)
    Community: North Orlando Terrace Unit 2 Sec 9
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($450)


    Taxes:$5,400

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708

    $550,00041 Days on yellowkey   MLS ID: V4948084

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale V4948084 - 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $137
       Tax: $6,465 (2025)
    Community: Tuskawilla Crossings Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($3,014) + Fees ($137) + Taxes in 2025 ($539)


    Taxes:$6,465

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $540,00027 Days on yellowkey   MLS ID: O6394987

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6394987 - 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2002
    Monthly Fee: $150
       Tax: $6,288 (2024)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($2,959) + Fees ($150) + Taxes in 2024 ($524)


    Taxes:$6,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $685,00026 Days on yellowkey   MLS ID: O6397034

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6397034 - 1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2353
       Built: 2001
    Monthly Fee: $127
       Tax: $3,886 (2024)
    Community: Citrus Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,204 (change assumption)
    Mortgage ($3,753) + Fees ($127) + Taxes in 2024 ($324)


    Taxes:$3,886

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 WOODCREST ST, WINTER SPRINGS, FL 32708

    $550,00038 Days on yellowkey   MLS ID: O6394375

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

    For Sale O6394375 - 421 WOODCREST ST, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2374
       Built: 1996
    Monthly Fee: $42
       Tax: $3,295 (2024)
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $3,330 (change assumption)
    Mortgage ($3,014) + Fees ($42) + Taxes in 2024 ($275)


    Taxes:$3,295

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


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