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Winter Springs Homes For Sale & Real Estate - 63 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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  • 1426 WHITEHALL BOULEVARD, WINTER SPRINGS, FL 32708

    $369,000106 Days on yellowkey   MLS ID: O5949813

    3 Days Off yellowkey (back on 9/20/2021)

    REDUCED by $1,000 (0.3%) on 08/13/2021

    For Sale O5949813 - 1426 WHITEHALL BOULEVARD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1628
       Built: 1993
    Monthly Fee: $95
       Tax: $1,804 (2020)
    Community: Georgetowne Unit 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,267 (change assumption)
    Mortgage ($2,022) + Fees ($95) + Taxes in 2020 ($150)

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    Taxes:$1,804

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 220 HIGHLANDS GLEN CIRCLE, WINTER SPRINGS, FL 32708

    $209,90027 Days on yellowkey   MLS ID: O5965000

    10 Days Off yellowkey (back on 9/6/2021)

    REDUCED by $10,000 (4.5%) on 09/20/2021

    For Sale O5965000 - 220 HIGHLANDS GLEN CIRCLE, WINTER SPRINGS, FL 32708 11 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 909
       Built: 1990
    Monthly Fee: $55
       Tax: $1,659 (2020)
    Community: Highlands Glen
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,343 (change assumption)
    Mortgage ($1,150) + Fees ($55) + Taxes in 2020 ($138)

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    Taxes:$1,659

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1154 W WINGED FOOT CIRCLE, WINTER SPRINGS, FL 32708

    $385,0001 Day on yellowkey   MLS ID: O5972327

    For Sale O5972327 - 1154 W WINGED FOOT CIRCLE, WINTER SPRINGS, FL 32708 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1844
       Built: 1980
    Monthly Fee: $93
       Tax: $2,261 (2020)
    Community: Country Club Village Unit 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,391 (change assumption)
    Mortgage ($2,110) + Fees ($93) + Taxes in 2020 ($188)

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    Taxes:$2,261

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 120 W TRADE WINDS ROAD, WINTER SPRINGS, FL 32708

    $500,00032 Days on yellowkey   MLS ID: T3325314

    5 Days Off yellowkey (back on 9/6/2021)

    REDUCED by $19,000 (3.7%) on 09/20/2021

    For Sale T3325314 - 120 W TRADE WINDS ROAD, WINTER SPRINGS, FL 32708 88 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1974
       Built: 1978   Tax: $3,980 (2020)
    Community: North Orlando Ranches Sec 03
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,071 (change assumption)
    Mortgage ($2,740) + Taxes in 2020 ($332)

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    Taxes:$3,980

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 326 SAN RAFAEL STREET UNIT 326, WINTER SPRINGS, FL 32708

    $120,0003 Days on yellowkey   MLS ID: O5974069

    For Sale O5974069 - 326 SAN RAFAEL STREET UNIT 326, WINTER SPRINGS, FL 32708 0 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 735
       Built: 1981   Tax: $1,015 (2020)
    Community: Indian Ridge Ph 2
    Pool: No

    Condo


    Estimated Monthly Payment: $742 (change assumption)
    Mortgage ($658) + Taxes in 2020 ($85)

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    Taxes:$1,015

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 411 N HAWTHORN CIRCLE, WINTER SPRINGS, FL 32708

    $285,00011 Days on yellowkey   MLS ID: O5971495

    REDUCED by $10,000 (3.4%) on 09/18/2021

    For Sale O5971495 - 411 N HAWTHORN CIRCLE, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1974   Tax: $1,189 (2020)
    Community: North Orlando Terrace Unit 2 Sec 9
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,661 (change assumption)
    Mortgage ($1,562) + Taxes in 2020 ($99)

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    Taxes:$1,189

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 708 CASTLEWOOD DRIVE, WINTER SPRINGS, FL 32708

    $219,9004 Days on yellowkey   MLS ID: O5973865

    For Sale O5973865 - 708 CASTLEWOOD DRIVE, WINTER SPRINGS, FL 32708 0 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1168
       Built: 1982
    Monthly Fee: $75
       Tax: $459 (2020)
    Community: Wildwood
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,205) + Fees ($75) + Taxes in 2020 ($38)

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    Taxes:$459

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 892 BENTLEY GREEN CIRCLE, WINTER SPRINGS, FL 32708

    $499,0004 Days on yellowkey   MLS ID: O5973731

    For Sale O5973731 - 892 BENTLEY GREEN CIRCLE, WINTER SPRINGS, FL 32708 0 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2268
       Built: 1992
    Monthly Fee: $70
       Tax: $6,638 (2020)
    Community: Bentley Club At Bentley Green
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,357 (change assumption)
    Mortgage ($2,734) + Fees ($70) + Taxes in 2020 ($553)

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    Taxes:$6,638

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1037 CHESTERFIELD Circle, WINTER SPRINGS, FL 32708

    $479,9004 Days on yellowkey   MLS ID: O5973827

    For Sale O5973827 - 1037 CHESTERFIELD Circle, WINTER SPRINGS, FL 32708 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1671
       Built: 1984
    Monthly Fee: $22
       Tax: $3,564 (2020)
    Community: Amherst
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,949 (change assumption)
    Mortgage ($2,630) + Fees ($22) + Taxes in 2020 ($297)

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    Taxes:$3,564

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 431 DIAMOND DOVE COVE, WINTER SPRINGS, FL 32708

    $438,3394 Days on yellowkey   MLS ID: G5046678

    For Sale G5046678 - 431 DIAMOND DOVE COVE, WINTER SPRINGS, FL 32708 0 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2353
       Built: 2021
    Monthly Fee: $215
       Tax: $1,053 (2021)
    Community: Seminole Crossing Townhomes
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,705 (change assumption)
    Mortgage ($2,402) + Fees ($215) + Taxes in 2021 ($88)

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    Taxes:$1,053

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2021

    Middle School: Indian Trails Middle


  • 735 WILLOW DRIVE, WINTER SPRINGS, FL 32708

    $204,90035 Days on yellowkey   MLS ID: O5966785

    REDUCED by $5,000 (2.4%) on 09/17/2021

    For Sale O5966785 - 735 WILLOW DRIVE, WINTER SPRINGS, FL 32708 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1168
       Built: 1983
    Monthly Fee: $75
       Tax: $235 (2020)
    Community: Wildwood
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,217 (change assumption)
    Mortgage ($1,123) + Fees ($75) + Taxes in 2020 ($20)

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    Taxes:$235

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1358 MILL STREAM LANE, WINTER SPRINGS, FL 32708

    $389,90071 Days on yellowkey   MLS ID: O5957962

    REDUCED by $10,000 (2.5%) on 09/17/2021

    For Sale O5957962 - 1358 MILL STREAM LANE, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2164
       Built: 2014
    Monthly Fee: $178
       Tax: $3,494 (2020)
    Community: Jesups Landing
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($2,136) + Fees ($178) + Taxes in 2020 ($291)

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    Taxes:$3,494

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 866 GAZELL TRAIL, WINTER SPRINGS, FL 32708

    $474,50011 Days on yellowkey   MLS ID: O5970648

    REDUCED by $10,400 (2.1%) on 09/17/2021

    For Sale O5970648 - 866 GAZELL TRAIL, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1884
       Built: 1979
    Monthly Fee: $3
       Tax: $2,341 (2020)
    Community: Tuscawilla Unit 06
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,600) + Fees ($3) + Taxes in 2020 ($195)

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    Taxes:$2,341

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 600 VIANA COURT, WINTER SPRINGS, FL 32708

    $649,0004 Days on yellowkey   MLS ID: O5973765

    For Sale O5973765 - 600 VIANA COURT, WINTER SPRINGS, FL 32708 0 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3623
       Built: 1999
    Monthly Fee: $150
       Tax: $6,870 (2020)
    Community: Seville Chase
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,279 (change assumption)
    Mortgage ($3,556) + Fees ($150) + Taxes in 2020 ($573)

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    Taxes:$6,870

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: South Seminole Middle


  • 1457 LA PALOMA CIRCLE, WINTER SPRINGS, FL 32708

    $332,5004 Days on yellowkey   MLS ID: O5973473

    For Sale O5973473 - 1457 LA PALOMA CIRCLE, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1293
       Built: 1983
    Monthly Fee: $24
       Tax: $2,581 (2020)
    Community: Sunrise Village Unit 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,061 (change assumption)
    Mortgage ($1,822) + Fees ($24) + Taxes in 2020 ($215)

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    Taxes:$2,581

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 727 SYBILWOOD CIRCLE, WINTER SPRINGS, FL 32708

    $600,0004 Days on yellowkey   MLS ID: O5973802

    For Sale O5973802 - 727 SYBILWOOD CIRCLE, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2719
       Built: 1982   Tax: $3,472 (2020)
    Community: Tuscawilla Unit 08
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,577 (change assumption)
    Mortgage ($3,288) + Taxes in 2020 ($289)

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    Taxes:$3,472

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 1434 MT LAUREL DRIVE, WINTER SPRINGS, FL 32708

    $599,90012 Days on yellowkey   MLS ID: O5970065

    REDUCED by $25,100 (4.0%) on 09/17/2021

    For Sale O5970065 - 1434 MT LAUREL DRIVE, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2590
       Built: 1984   Tax: $5,053 (2020)
    Community: Tuscawilla Unit 09-B
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,708 (change assumption)
    Mortgage ($3,287) + Taxes in 2020 ($421)

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    Taxes:$5,053

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 918 TORREY PINE DRIVE, WINTER SPRINGS, FL 32708

    $413,00013 Days on yellowkey   MLS ID: O5970278

    3 Days Off yellowkey (back on 9/17/2021)

    For Sale O5970278 - 918 TORREY PINE DRIVE, WINTER SPRINGS, FL 32708 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2019
       Built: 1996
    Monthly Fee: $85
       Tax: $2,256 (2020)
    Community: Greenbriar Sub Ph 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,536 (change assumption)
    Mortgage ($2,263) + Fees ($85) + Taxes in 2020 ($188)

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    Taxes:$2,256

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2020

    Middle School: Indian Trails Middle


  • 45 S CORTEZ AVENUE, WINTER SPRINGS, FL 32708

    $284,00014 Days on yellowkey   MLS ID: O5971624

    REDUCED by $9,000 (3.1%) on 09/17/2021

    For Sale O5971624 - 45 S CORTEZ AVENUE, WINTER SPRINGS, FL 32708 0 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1224
       Built: 1960   Tax: $1,362 (2020)
    Community: North Orlando 2Nd Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,670 (change assumption)
    Mortgage ($1,556) + Taxes in 2020 ($114)

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    Taxes:$1,362

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 302 SAN GABRIEL STREET, WINTER SPRINGS, FL 32708

    $225,0005 Days on yellowkey   MLS ID: O5973531

    For Sale O5973531 - 302 SAN GABRIEL STREET, WINTER SPRINGS, FL 32708 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1993
    Monthly Fee: $72
       Tax: $1,346 (2020)
    Community: Deersong 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($1,233) + Fees ($72) + Taxes in 2020 ($112)

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    Taxes:$1,346

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2020

    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®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 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.