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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Springs - 26 properties found

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  • 717 WILSON RD, WINTER SPRINGS, FL 32708

    $375,000112 Days on yellowkey   MLS ID: O6372938

    REDUCED by $14,900 (3.8%) on 05/01/2026

    For Sale O6372938 - 717 WILSON RD, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $164 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,158 (change assumption)
    Mortgage ($2,055) + Fees ($90) + Taxes in 2024 ($14)


    Taxes:$164

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $398,500131 Days on yellowkey   MLS ID: O6369225

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1988
    Monthly Fee: $106
       Tax: $4,083 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,184) + Fees ($106) + Taxes in 2024 ($340)


    Taxes:$4,083

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $395,0003 Days on yellowkey   MLS ID: O6404082

    For Sale O6404082 - 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1314
       Built: 1993
    Monthly Fee: $117
       Tax: $1,736 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($2,164) + Fees ($117) + Taxes in 2025 ($145)


    Taxes:$1,736

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500171 Days on yellowkey   MLS ID: O6359275

    REDUCED by $10,000 (3.2%) on 04/23/2026

    For Sale O6359275 - 114 SUNDANCE CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1356
       Built: 1997
    Monthly Fee: $120
       Tax: $4,059 (2024)
    Community: Seasons The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,674) + Fees ($120) + Taxes in 2024 ($338)


    Taxes:$4,059

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 807 BUCKIE DR, WINTER SPRINGS, FL 32708

    $375,0005 Days on yellowkey   MLS ID: O6386108

    For Sale O6386108 - 807 BUCKIE DR, WINTER SPRINGS, FL 32708 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 1978
    Monthly Fee: $35
       Tax: $4,487 (2025)
    Community: Highlands Sec 1
    Single Family


    Estimated Monthly Payment: $2,464 (change assumption)
    Mortgage ($2,055) + Fees ($35) + Taxes in 2025 ($374)


    Taxes:$4,487

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $365,00026 Days on yellowkey   MLS ID: O6397231

    REDUCED by $10,000 (2.7%) on 04/29/2026

    For Sale O6397231 - 448 MACGREGOR RD, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1477
       Built: 1993
    Monthly Fee: $6
       Tax: $1,141 (2024)
    Community: Highland Village 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,101 (change assumption)
    Mortgage ($2,000) + Fees ($6) + Taxes in 2024 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 239 PANORAMA DR, WINTER SPRINGS, FL 32708

    $340,00024 Days on yellowkey   MLS ID: O6397776

    REDUCED by $10,000 (2.9%) on 04/24/2026

    For Sale O6397776 - 239 PANORAMA DR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1349
       Built: 1996
    Monthly Fee: $139
       Tax: $4,336 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,863) + Fees ($139) + Taxes in 2025 ($361)


    Taxes:$4,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708

    $357,50025 Days on yellowkey   MLS ID: O6397680

    For Sale O6397680 - 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1518
       Built: 1983
    Monthly Fee: $29
       Tax: $1,540 (2024)
    Community: Sunrise Village Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,116 (change assumption)
    Mortgage ($1,959) + Fees ($29) + Taxes in 2024 ($128)


    Taxes:$1,540

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 655 MURPHY RD, WINTER SPRINGS, FL 32708

    $375,00026 Days on yellowkey   MLS ID: O6396767

    5 Days Off yellowkey (back on 4/28/2026)

    For Sale O6396767 - 655 MURPHY RD, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1320
       Built: 1981   Tax: $976 (2024)
    Community: Foxmoor Unit 3
    Single Family


    Estimated Monthly Payment: $2,136 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($81)


    Taxes:$976

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708

    $339,90034 Days on yellowkey   MLS ID: O6394428

    REDUCED by $10,000 (2.9%) on 04/14/2026

    For Sale O6394428 - 214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1053
       Built: 1972   Tax: $657 (2024)
    Community: North Orlando Terrace Unit 1 Sec 3
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,862) + Taxes in 2024 ($55)


    Taxes:$657

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1328 ANDES DR, WINTER SPRINGS, FL 32708

    $385,00012 Days on yellowkey   MLS ID: O6398729

    For Sale O6398729 - 1328 ANDES DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1987
    Monthly Fee: $29
       Tax: $3,128 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($2,110) + Fees ($29) + Taxes in 2024 ($261)


    Taxes:$3,128

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708

    $325,00010 Days on yellowkey   MLS ID: O6402158

    1 Days Off yellowkey (back on 4/25/2026)

    For Sale O6402158 - 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1987
    Monthly Fee: $20
       Tax: $4,931 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,212 (change assumption)
    Mortgage ($1,781) + Fees ($20) + Taxes in 2024 ($411)


    Taxes:$4,931

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708

    $300,00010 Days on yellowkey   MLS ID: O6402028

    For Sale O6402028 - 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708 67 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1298
       Built: 1983
    Monthly Fee: $95
       Tax: $2,905 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,644) + Fees ($95) + Taxes in 2025 ($242)


    Taxes:$2,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000152 Days on yellowkey   MLS ID: O6364352

    REDUCED by $6,000 (1.8%) on 04/24/2026

    For Sale O6364352 - 140 N. FAIRFAX, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1188
       Built: 1959   Tax: $2,426 (2024)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00049 Days on yellowkey   MLS ID: O6391011

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale O6391011 - 1219 SWAN ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1978   Tax: $2,327 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($194)


    Taxes:$2,327

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 DEER SONG DR, WINTER SPRINGS, FL 32708

    $310,00031 Days on yellowkey   MLS ID: O6395309

    For Sale O6395309 - 130 DEER SONG DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,102 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $2,084 (change assumption)
    Mortgage ($1,699) + Fees ($127) + Taxes in 2025 ($259)


    Taxes:$3,102

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708

    $360,00072 Days on yellowkey   MLS ID: O6384572

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

    REDUCED by $10,000 (2.7%) on 04/03/2026

    For Sale O6384572 - 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1686
       Built: 1977
    Monthly Fee: $40
       Tax: $1,514 (2024)
    Community: Highlands Sec 4
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,973) + Fees ($40) + Taxes in 2024 ($126)


    Taxes:$1,514

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708

    $365,00065 Days on yellowkey   MLS ID: O6385028

    REDUCED by $9,900 (2.6%) on 04/20/2026

    For Sale O6385028 - 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1985
    Monthly Fee: $106
       Tax: $5,066 (2025)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,528 (change assumption)
    Mortgage ($2,000) + Fees ($106) + Taxes in 2025 ($422)


    Taxes:$5,066

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00064 Days on yellowkey   MLS ID: O6386661

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

    For Sale O6386661 - 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 1993
    Monthly Fee: $39
       Tax: $2,158 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Fees ($39) + Taxes in 2024 ($180)


    Taxes:$2,158

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $375,00030 Days on yellowkey   MLS ID: O6396343

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1769
       Built: 1974
    Monthly Fee: $90
       Tax: $4,070 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $2,484 (change assumption)
    Mortgage ($2,055) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


12




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.