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Winter Springs Homes For Sale & Real Estate - 201 homes

Winter Springs homes for sale are located in Seminole County, Florida. Find homes in Winter Springs for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Springs houses.

Location: Winter Springs

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  • 1059 CEDAR BAY, WINTER SPRINGS, FL 32708

    $450,00089 Days on yellowkey   MLS ID: O6382674

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

    For Sale O6382674 - 1059 CEDAR BAY, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 2016
    Monthly Fee: $230
       Tax: $3,955 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $3,025 (change assumption)
    Mortgage ($2,466) + Fees ($230) + Taxes in 2024 ($330)


    Taxes:$3,955

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90045 Days on yellowkey   MLS ID: O6398877

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $599,00065 Days on yellowkey   MLS ID: O6394390

    REDUCED by $9,000 (1.5%) on 05/25/2026

    For Sale O6394390 - 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3408
       Built: 2000
    Monthly Fee: $48
       Tax: $4,927 (2025)
    Community: Winding Hollow
    Single Family


    Estimated Monthly Payment: $3,741 (change assumption)
    Mortgage ($3,282) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708

    $249,9003 Days on yellowkey   MLS ID: O6411934

    For Sale O6411934 - 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1156
       Built: 1984
    Monthly Fee: $207
       Tax: $3,463 (2025)
    Community: Casa Park Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $1,865 (change assumption)
    Mortgage ($1,369) + Fees ($207) + Taxes in 2025 ($289)


    Taxes:$3,463

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708

    $539,9992 Days on yellowkey   MLS ID: S5150838

    For Sale S5150838 - 1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1980
    Monthly Fee: $28
       Tax: $2,836 (2024)
    Community: Sunrise Unit 2-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,223 (change assumption)
    Mortgage ($2,959) + Fees ($28) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $359,9003 Days on yellowkey   MLS ID: O6411718

    For Sale O6411718 - 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1992
    Monthly Fee: $22
       Tax: $4,816 (2025)
    Community: Mount Greenwood Unit 1
    Single Family


    Estimated Monthly Payment: $2,395 (change assumption)
    Mortgage ($1,972) + Fees ($22) + Taxes in 2025 ($401)


    Taxes:$4,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $495,00091 Days on yellowkey   MLS ID: O6386347

    For Sale O6386347 - 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2002
    Monthly Fee: $150
       Tax: $2,713 (2024)
    Community: Parkstone Unit 2
    Single Family


    Estimated Monthly Payment: $3,088 (change assumption)
    Mortgage ($2,712) + Fees ($150) + Taxes in 2024 ($226)


    Taxes:$2,713

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $850,00014 Days on yellowkey   MLS ID: O6408959

    For Sale O6408959 - 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 40 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3118
       Built: 2001
    Monthly Fee: $127
       Tax: $8,339 (2025)
    Community: Citrus Oaks
    Single Family


    Estimated Monthly Payment: $5,479 (change assumption)
    Mortgage ($4,657) + Fees ($127) + Taxes in 2025 ($695)


    Taxes:$8,339

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $499,99933 Days on yellowkey   MLS ID: O6401888

    REDUCED by $10,001 (2.0%) on 05/26/2026

    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: $3,242 (change assumption)
    Mortgage ($2,740) + 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


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $460,0004 Days on yellowkey   MLS ID: O6410431

    For Sale O6410431 - 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1612
       Built: 1983
    Monthly Fee: $3
       Tax: $3,127 (2024)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,784 (change assumption)
    Mortgage ($2,520) + Fees ($3) + Taxes in 2024 ($261)


    Taxes:$3,127

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00028 Days on yellowkey   MLS ID: O6404598

    REDUCED by $20,000 (2.4%) on 05/25/2026

    For Sale O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2252
       Built: 1977   Tax: $2,738 (2024)
    Community: North Orlando Ranches Sec 04
    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($228)


    Taxes:$2,738

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: None


  • 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,990234 Days on yellowkey   MLS ID: O6350799

    For Sale O6350799 - 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1091
       Built: 1992
    Monthly Fee: $127
       Tax: $2,209 (2024)
    Community: Deersong
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,534) + Fees ($127) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $340,00028 Days on yellowkey   MLS ID: O6401477

    For Sale O6401477 - 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1602
       Built: 2005
    Monthly Fee: $264
       Tax: $4,310 (2024)
    Community: Barclay Reserve Twnhms
    Townhouse


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,863) + Fees ($264) + Taxes in 2024 ($359)


    Taxes:$4,310

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 1815 SENECA BLVD, WINTER SPRINGS, FL 32708

    $999,000165 Days on yellowkey   MLS ID: O6368232

    REDUCED by $30,000 (2.9%) on 05/20/2026

    For Sale O6368232 - 1815 SENECA BLVD, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3885
       Built: 1989   Tax: $5,558 (2024)
    Community: Tuscawilla Unit 14B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,937 (change assumption)
    Mortgage ($5,474) + Taxes in 2024 ($463)


    Taxes:$5,558

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $424,00031 Days on yellowkey   MLS ID: O6404240

    REDUCED by $15,000 (3.4%) on 05/30/2026

    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: $2,759 (change assumption)
    Mortgage ($2,323) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708

    $509,00067 Days on yellowkey   MLS ID: O6393850

    REDUCED by $5,000 (1.0%) on 05/30/2026

    For Sale O6393850 - 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 1995
    Monthly Fee: $162
       Tax: $6,261 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $3,473 (change assumption)
    Mortgage ($2,789) + Fees ($162) + Taxes in 2024 ($522)


    Taxes:$6,261

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900136 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1985
    Monthly Fee: $3
       Tax: $3,119 (2024)
    Community: Oak Forest Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,734) + Fees ($3) + Taxes in 2024 ($260)


    Taxes:$3,119

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $750,00017 Days on yellowkey   MLS ID: O6407736

    For Sale O6407736 - 1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2803
       Built: 2005
    Monthly Fee: $100
       Tax: $8,230 (2024)
    Community: Barrington Estates
    Single Family


    Estimated Monthly Payment: $4,895 (change assumption)
    Mortgage ($4,109) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,230

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $438,997102 Days on yellowkey   MLS ID: O6383538

    REDUCED by $10,000 (2.2%) on 05/05/2026

    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: $2,639 (change assumption)
    Mortgage ($2,405) + 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


  • 4901 PETRA CT, WINTER SPRINGS, FL 32708

    $674,9003 Days on yellowkey   MLS ID: O6412001

    For Sale O6412001 - 4901 PETRA CT, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2644
       Built: 1986
    Monthly Fee: $40
       Tax: $2,783 (2024)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $3,970 (change assumption)
    Mortgage ($3,698) + Fees ($40) + Taxes in 2024 ($232)


    Taxes:$2,783

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Winter Springs Homes for Sale and Other Real Estate?

Winter Springs home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Springs listings.



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.