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Winter Springs Homes For Sale & Real Estate - 202 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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  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $372,50055 Days on yellowkey   MLS ID: O6396343

    REDUCED by $2,500 (0.7%) on 05/08/2026

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 24 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: $2,470 (change assumption)
    Mortgage ($2,041) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1838 SENECA BLVD, WINTER SPRINGS, FL 32708

    $749,9001 Day on yellowkey   MLS ID: O6411007

    For Sale O6411007 - 1838 SENECA BLVD, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3195
       Built: 1993
    Monthly Fee: $8
       Tax: $5,731 (2025)
    Community: Tuscawilla Unit 14B
    Single Family


    Estimated Monthly Payment: $4,595 (change assumption)
    Mortgage ($4,109) + Fees ($8) + Taxes in 2025 ($478)


    Taxes:$5,731

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 324 DORNOCH CT, WINTER SPRINGS, FL 32708

    $399,0001 Day on yellowkey   MLS ID: O6411464

    For Sale O6411464 - 324 DORNOCH CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1989
    Monthly Fee: $35
       Tax: $1,941 (2025)
    Community: Highland Village 2
    Single Family


    Estimated Monthly Payment: $2,383 (change assumption)
    Mortgage ($2,186) + Fees ($35) + Taxes in 2025 ($162)


    Taxes:$1,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708

    $799,9001 Day on yellowkey   MLS ID: O6411489

    For Sale O6411489 - 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708 61 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3286
       Built: 2004
    Monthly Fee: $100
       Tax: $7,344 (2025)
    Community: Barrington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,095 (change assumption)
    Mortgage ($4,383) + Fees ($100) + Taxes in 2025 ($612)


    Taxes:$7,344

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $460,0001 Day 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


  • 221 SHERRY AVE, WINTER SPRINGS, FL 32708

    $366,90022 Days on yellowkey   MLS ID: O6404854

    For Sale O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 1971   Tax: $523 (2025)
    Community: North Orlando Townsite Fourth Add Replat
    Single Family


    Estimated Monthly Payment: $2,054 (change assumption)
    Mortgage ($2,010) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $340,00025 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


  • 424 FLATWOOD DR, WINTER SPRINGS, FL 32708

    $525,00017 Days on yellowkey   MLS ID: S5149589

    For Sale S5149589 - 424 FLATWOOD DR, WINTER SPRINGS, FL 32708 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2164
       Built: 1997
    Monthly Fee: $82
       Tax: $3,052 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($2,877) + Fees ($82) + Taxes in 2024 ($254)


    Taxes:$3,052

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $569,90015 Days on yellowkey   MLS ID: O6407307

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 76 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2001
    Monthly Fee: $150
       Tax: $4,293 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,123) + Fees ($150) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500255 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


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $563,408198 Days on yellowkey   MLS ID: O6359884

    REDUCED by $10,040 (1.8%) on 05/28/2026

    For Sale O6359884 - 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $130
       Tax: $4,781 (2024)
    Community: Tuskawilla Crossings 34'S
    Single Family


    Estimated Monthly Payment: $3,616 (change assumption)
    Mortgage ($3,087) + Fees ($130) + Taxes in 2024 ($398)


    Taxes:$4,781

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $384,900156 Days on yellowkey   MLS ID: O6369225

    REDUCED by $13,600 (3.4%) on 05/18/2026

    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: $2,555 (change assumption)
    Mortgage ($2,109) + 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


  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00024 Days on yellowkey   MLS ID: O6404923

    REDUCED by $60,000 (5.2%) on 05/28/2026

    For Sale O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 49 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3440
       Built: 1996
    Monthly Fee: $123
       Tax: $7,388 (2024)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,711 (change assumption)
    Mortgage ($5,972) + Fees ($123) + Taxes in 2024 ($616)


    Taxes:$7,388

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 240 MOREE LOOP #3, WINTER SPRINGS, FL 32708

    $187,00044 Days on yellowkey   MLS ID: O6399451

    REDUCED by $6,000 (3.1%) on 05/28/2026

    For Sale O6399451 - 240 MOREE LOOP #3, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $425
       Tax: $2,103 (2024)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,025) + Fees ($425) + Taxes in 2024 ($175)


    Taxes:$2,103

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708

    $435,00011 Days on yellowkey   MLS ID: O6408099

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

    For Sale O6408099 - 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2006
    Monthly Fee: $245
       Tax: $3,673 (2024)
    Community: The Landings At Parkstone
    Townhouse


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($306)


    Taxes:$3,673

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 820 WAKULLA LN, WINTER SPRINGS, FL 32708

    $419,90022 Days on yellowkey   MLS ID: TB8504175

    REDUCED by $5,000 (1.2%) on 05/28/2026

    For Sale TB8504175 - 820 WAKULLA LN, WINTER SPRINGS, FL 32708 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 2012
    Monthly Fee: $167
       Tax: $5,649 (2025)
    Community: Winter Spgs Village Ph 1
    Single Family


    Estimated Monthly Payment: $2,939 (change assumption)
    Mortgage ($2,301) + Fees ($167) + Taxes in 2025 ($471)


    Taxes:$5,649

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $329,90030 Days on yellowkey   MLS ID: O6403125

    REDUCED by $10,000 (2.9%) on 05/28/2026

    For Sale O6403125 - 439 OLD FARM LN, WINTER SPRINGS, FL 32708 68 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2007
    Monthly Fee: $300
       Tax: $5,063 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($1,808) + Fees ($300) + Taxes in 2025 ($422)


    Taxes:$5,063

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00052 Days on yellowkey   MLS ID: O6396955

    REDUCED by $25,000 (3.7%) on 05/28/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,667 (change assumption)
    Mortgage ($3,562) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $385,00022 Days on yellowkey   MLS ID: O6405666

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $5,000 (1.3%) on 05/22/2026

    For Sale O6405666 - 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007   Tax: $4,488 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,484 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($374)


    Taxes:$4,488

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $420,0002 Days on yellowkey   MLS ID: O6411321

    For Sale O6411321 - 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1997
    Monthly Fee: $126
       Tax: $2,093 (2025)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2025 ($174)


    Taxes:$2,093

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.