REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

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

Sort:
  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,90073 Days on yellowkey   MLS ID: S5144978

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

    REDUCED by $12,000 (3.1%) on 04/16/2026

    For Sale S5144978 - 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2013
    Monthly Fee: $300
       Tax: $2,266 (2024)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($2,054) + Fees ($300) + Taxes in 2024 ($189)


    Taxes:$2,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708

    $179,50025 Days on yellowkey   MLS ID: O6404380

    For Sale O6404380 - 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 972
       Built: 1973   Tax: $1,726 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,127 (change assumption)
    Mortgage ($984) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708

    $275,00051 Days on yellowkey   MLS ID: O6396912

    For Sale O6396912 - 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981   Tax: $4,268 (2025)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($356)


    Taxes:$4,268

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $395,00028 Days on yellowkey   MLS ID: O6404082

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

    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


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,900112 Days on yellowkey   MLS ID: O6377459

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

    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


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $299,90091 Days on yellowkey   MLS ID: O6384932

    REDUCED by $15,100 (4.8%) on 04/29/2026

    For Sale O6384932 - 421 HORIZON DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1069
       Built: 1998
    Monthly Fee: $142
       Tax: $3,681 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,643) + Fees ($142) + Taxes in 2025 ($307)


    Taxes:$3,681

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 649 DAVID ST, WINTER SPRINGS, FL 32708

    $265,00057 Days on yellowkey   MLS ID: O6395999

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

    For Sale O6395999 - 649 DAVID ST, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1077
       Built: 1971   Tax: $3,074 (2025)
    Community: North Orlando Townsite 4Th Add Rep
    Single Family


    Estimated Monthly Payment: $1,708 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($256)


    Taxes:$3,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,00058 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


  • 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $234,99936 Days on yellowkey   MLS ID: O6401530

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

    For Sale O6401530 - 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1280
       Built: 1989
    Monthly Fee: $185
       Tax: $1,834 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,288) + Fees ($185) + Taxes in 2025 ($153)


    Taxes:$1,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 684 OLEAN CT, WINTER SPRINGS, FL 32708

    $849,90042 Days on yellowkey   MLS ID: O6399510

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

    For Sale O6399510 - 684 OLEAN CT, WINTER SPRINGS, FL 32708 62 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2832
       Built: 1988
    Monthly Fee: $8
       Tax: $8,448 (2025)
    Community: Chelsea Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,657) + Fees ($8) + Taxes in 2025 ($704)


    Taxes:$8,448

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00028 Days on yellowkey   MLS ID: O6404018

    For Sale O6404018 - 1281 NATURES WAY, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3212
       Built: 1972   Tax: $2,240 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($187)


    Taxes:$2,240

    Elementary School: Keeth Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4910 E LAKE DR, WINTER SPRINGS, FL 32708

    $2,399,00028 Days on yellowkey   MLS ID: O6398929

    For Sale O6398929 - 4910 E LAKE DR, WINTER SPRINGS, FL 32708 73 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3657
       Built: 1964   Tax: $6,256 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $13,666 (change assumption)
    Mortgage ($13,145) + Taxes in 2024 ($521)


    Taxes:$6,256

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708

    $274,90098 Days on yellowkey   MLS ID: G5108558

    REDUCED by $5,100 (1.8%) on 05/01/2026

    For Sale G5108558 - 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981
    Monthly Fee: $373
       Tax: $2,582 (2025)
    Community: Tuscany Place
    Condo


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,506) + Fees ($373) + Taxes in 2025 ($215)


    Taxes:$2,582

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $407,500176 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


  • 600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708

    $269,000442 Days on yellowkey   MLS ID: O6286935

    For Sale O6286935 - 600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1985
    Monthly Fee: $397
       Tax: $766 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,474) + Fees ($397) + Taxes in 2024 ($64)


    Taxes:$766

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $219,50070 Days on yellowkey   MLS ID: O6390697

    REDUCED by $10,000 (4.4%) on 05/01/2026

    For Sale O6390697 - 502 CLUB DR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,355 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,203) + Fees ($520) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708

    $450,00056 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


  • 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $485,00073 Days on yellowkey   MLS ID: O6390820

    REDUCED by $10,000 (2.0%) on 04/30/2026

    For Sale O6390820 - 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2023
    Monthly Fee: $236
       Tax: $6,591 (2024)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,657) + Fees ($236) + Taxes in 2024 ($549)


    Taxes:$6,591

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 807 BUCKIE DR, WINTER SPRINGS, FL 32708

    $375,00030 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


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,99086 Days on yellowkey   MLS ID: O6386473

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6386473 - 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,109) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    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.