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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Price: $400,000 to $499,000

Winter Springs - 29 properties found

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  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,00033 Days on yellowkey   MLS ID: O6386843

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

    For Sale O6386843 - 936 TORREY PINE DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,652 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2024 ($221)


    Taxes:$2,652

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $445,0007 Days on yellowkey   MLS ID: O6401016

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,989 (change assumption)
    Mortgage ($2,438) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1307 ORTEGA ST, WINTER SPRINGS, FL 32708

    $438,00046 Days on yellowkey   MLS ID: O6391915

    REDUCED by $7,000 (1.6%) on 04/27/2026

    For Sale O6391915 - 1307 ORTEGA ST, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 1984
    Monthly Fee: $29
       Tax: $4,874 (2026)
    Community: Sunrise Unit 2-B
    Single Family


    Estimated Monthly Payment: $2,835 (change assumption)
    Mortgage ($2,400) + Fees ($29) + Taxes in 2026 ($406)


    Taxes:$4,874

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2026

    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


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $444,5003 Days on yellowkey   MLS ID: O6404240

    For Sale O6404240 - 1024 DINERO DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 1986
    Monthly Fee: $29
       Tax: $4,882 (2024)
    Community: Sunrise Estates Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,871 (change assumption)
    Mortgage ($2,436) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00053 Days on yellowkey   MLS ID: O6389425

    For Sale O6389425 - 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1657
       Built: 1988
    Monthly Fee: $125
       Tax: $4,965 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 562 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $470,000215 Days on yellowkey   MLS ID: O6348719

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

    For Sale O6348719 - 562 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1996
    Monthly Fee: $78
       Tax: $4,123 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,575) + Fees ($78) + Taxes in 2024 ($344)


    Taxes:$4,123

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $407,500151 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 05/01/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($2,233) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 630 FALCON CT, WINTER SPRINGS, FL 32708

    $419,00018 Days on yellowkey   MLS ID: O6396134

    REDUCED by $6,000 (1.4%) on 05/01/2026

    For Sale O6396134 - 630 FALCON CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1360
       Built: 1986
    Monthly Fee: $64
       Tax: $1,454 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,481 (change assumption)
    Mortgage ($2,296) + Fees ($64) + Taxes in 2024 ($121)


    Taxes:$1,454

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708

    $450,00031 Days on yellowkey   MLS ID: O6394544

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

    REDUCED by $20,000 (4.3%) on 04/19/2026

    For Sale O6394544 - 632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1917
       Built: 1980
    Monthly Fee: $44
       Tax: $1,888 (2025)
    Community: Tuskawilla Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,667 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($157)


    Taxes:$1,888

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1171 SADDLEHORN CIR, WINTER SPRINGS, FL 32708

    $420,00013 Days on yellowkey   MLS ID: O6401152

    For Sale O6401152 - 1171 SADDLEHORN CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1611
       Built: 1984
    Monthly Fee: $38
       Tax: $4,128 (2024)
    Community: Tuscawilla Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($2,301) + Fees ($38) + Taxes in 2024 ($344)


    Taxes:$4,128

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $405,00093 Days on yellowkey   MLS ID: O6378665

    For Sale O6378665 - 1411 BORG LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $1,871 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($2,219) + Fees ($90) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 788 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $445,00020 Days on yellowkey   MLS ID: O6397299

    For Sale O6397299 - 788 ANDOVER CIR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1994
    Monthly Fee: $124
       Tax: $3,567 (2025)
    Community: Georgetowne Unit 3
    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,438) + Fees ($124) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 104 REDTAIL PL, WINTER SPRINGS, FL 32708

    $469,90092 Days on yellowkey   MLS ID: O6378697

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

    For Sale O6378697 - 104 REDTAIL PL, WINTER SPRINGS, FL 32708 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1995
    Monthly Fee: $170
       Tax: $2,250 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $2,932 (change assumption)
    Mortgage ($2,575) + Fees ($170) + Taxes in 2024 ($187)


    Taxes:$2,250

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 905 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $455,00060 Days on yellowkey   MLS ID: O6388252

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388252 - 905 TORREY PINE DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1934
       Built: 1996
    Monthly Fee: $126
       Tax: $2,379 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,493) + Fees ($126) + Taxes in 2024 ($198)


    Taxes:$2,379

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $448,99774 Days on yellowkey   MLS ID: O6383538

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,694 (change assumption)
    Mortgage ($2,460) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708

    $485,00074 Days on yellowkey   MLS ID: O6383553

    2 Days Off yellowkey (back on 4/21/2026)

    For Sale O6383553 - 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2013
    Monthly Fee: $167
       Tax: $4,643 (2024)
    Community: Winter Spgs Village Ph 2
    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2024 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $439,00046 Days on yellowkey   MLS ID: O6391562

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale O6391562 - 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 1980
    Monthly Fee: $117
       Tax: $2,390 (2024)
    Community: Country Club Village Unit 1
    Single Family


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,405) + Fees ($117) + Taxes in 2024 ($199)


    Taxes:$2,390

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90087 Days on yellowkey   MLS ID: O6377459

    For Sale O6377459 - 903 TORREY PINE DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 1998
    Monthly Fee: $126
       Tax: $2,155 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,880 (change assumption)
    Mortgage ($2,575) + Fees ($126) + Taxes in 2024 ($180)


    Taxes:$2,155

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708

    $400,00074 Days on yellowkey   MLS ID: O6383626

    1 Days Off yellowkey (back on 4/19/2026)

    REDUCED by $25,000 (5.9%) on 04/07/2026

    For Sale O6383626 - 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1979   Tax: $5,840 (2025)
    Community: North Orlando Ranches Sec 09
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($487)


    Taxes:$5,840

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.