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 - 198 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:
  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00073 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


  • 965 PAPAYA LN, WINTER SPRINGS, FL 32708

    $729,90012 Days on yellowkey   MLS ID: OM724828

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale OM724828 - 965 PAPAYA LN, WINTER SPRINGS, FL 32708 58 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3514
       Built: 1986
    Monthly Fee: $3
       Tax: $3,805 (2025)
    Community: Oak Forest Unit 5
    Single Family


    Estimated Monthly Payment: $4,319 (change assumption)
    Mortgage ($3,999) + Fees ($3) + Taxes in 2025 ($317)


    Taxes:$3,805

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 343 SAN MIGUEL ST #343, WINTER SPRINGS, FL 32708

    $189,9007 Days on yellowkey   MLS ID: O6409678

    For Sale O6409678 - 343 SAN MIGUEL ST #343, WINTER SPRINGS, FL 32708 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 945
       Built: 1980   Tax: $1,251 (2025)
    Community: Indian Ridge
    Condo


    Estimated Monthly Payment: $1,145 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($104)


    Taxes:$1,251

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 538 CRIMSON LN, WINTER SPRINGS, FL 32708

    $384,9007 Days on yellowkey   MLS ID: O6409571

    For Sale O6409571 - 538 CRIMSON LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007
    Monthly Fee: $300
       Tax: $5,370 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,109) + Fees ($300) + Taxes in 2025 ($448)


    Taxes:$5,370

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00047 Days on yellowkey   MLS ID: O6398133

    REDUCED by $26,000 (9.9%) on 05/21/2026

    FORECLOSURE O6398133 - 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1148
       Built: 1959   Tax: $2,741 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($228)


    Taxes:$2,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $750,00013 Days on yellowkey   MLS ID: O6407736

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

    Bed: 4   Bath: 4.0   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


  • 600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708

    $310,00011 Days on yellowkey   MLS ID: O6402233

    For Sale O6402233 - 600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708 21 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1726
       Built: 2007   Tax: $4,110 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $2,041 (change assumption)
    Mortgage ($1,699) + Taxes in 2024 ($343)


    Taxes:$4,110

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708

    $514,00063 Days on yellowkey   MLS ID: O6393850

    REDUCED by $5,000 (1.0%) on 05/21/2026

    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: $3,500 (change assumption)
    Mortgage ($2,816) + 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


  • 1059 CEDAR BAY, WINTER SPRINGS, FL 32708

    $450,00085 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


  • 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $224,900274 Days on yellowkey   MLS ID: O6339004

    SHORT SALE O6339004 - 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1130
       Built: 1990
    Monthly Fee: $190
       Tax: $420 (2025)
    Community: Mount Greenwood Unit 4
    Townhouse


    Estimated Monthly Payment: $1,457 (change assumption)
    Mortgage ($1,232) + Fees ($190) + Taxes in 2025 ($35)


    Taxes:$420

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $235,00022 Days on yellowkey   MLS ID: O6405365

    REDUCED by $5,000 (2.1%) on 05/20/2026

    For Sale O6405365 - 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1180
       Built: 1987
    Monthly Fee: $190
       Tax: $3,168 (2024)
    Community: Mount Greenwood Unit 2 Of
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,742 (change assumption)
    Mortgage ($1,288) + Fees ($190) + Taxes in 2024 ($264)


    Taxes:$3,168

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $789,00023 Days on yellowkey   MLS ID: O6404221

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale O6404221 - 10 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 3636
       Built: 1981   Tax: $6,129 (2025)
    Community: North Orlando
    Apartment


    Estimated Monthly Payment: $4,834 (change assumption)
    Mortgage ($4,323) + Taxes in 2025 ($511)


    Taxes:$6,129

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000176 Days on yellowkey   MLS ID: O6364352

    0 Days Off yellowkey (back on 5/20/2026)

    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


  • 1835 SENECA BLVD, WINTER SPRINGS, FL 32708

    $945,00021 Days on yellowkey   MLS ID: O6405243

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $30,000 (3.1%) on 05/18/2026

    For Sale O6405243 - 1835 SENECA BLVD, WINTER SPRINGS, FL 32708 57 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3742
       Built: 1988
    Monthly Fee: $8
       Tax: $5,740 (2024)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,664 (change assumption)
    Mortgage ($5,178) + Fees ($8) + Taxes in 2024 ($478)


    Taxes:$5,740

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1422 SPALDING RD, WINTER SPRINGS, FL 32708

    $425,000364 Days on yellowkey   MLS ID: O6313691

    For Sale O6313691 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1983
    Monthly Fee: $95
       Tax: $1,306 (2024)
    Community: Wedgewood Tennis Villas
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,533 (change assumption)
    Mortgage ($2,329) + Fees ($95) + Taxes in 2024 ($109)


    Taxes:$1,306

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708

    $819,00037 Days on yellowkey   MLS ID: O6399823

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6399823 - 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708 39 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 1988
    Monthly Fee: $20
       Tax: $368 (2024)
    Community: Lake Tuskawilla Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,538 (change assumption)
    Mortgage ($4,488) + Fees ($20) + Taxes in 2024 ($31)


    Taxes:$368

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 214 PERTH CT, WINTER SPRINGS, FL 32708

    $589,90015 Days on yellowkey   MLS ID: O6407533

    For Sale O6407533 - 214 PERTH CT, WINTER SPRINGS, FL 32708 80 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Woodlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 214 PERTH CT #A, WINTER SPRINGS, FL 32708

    $589,90016 Days on yellowkey   MLS ID: O6407330

    For Sale O6407330 - 214 PERTH CT #A, WINTER SPRINGS, FL 32708 85 photos

    Bed: 6   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Apartment


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $310,00031 Days on yellowkey   MLS ID: O6401830

    For Sale O6401830 - 578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1516
       Built: 2005
    Monthly Fee: $265
       Tax: $3,815 (2025)
    Community: Barclay Reserve Townhomes
    Townhouse


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,699) + Fees ($265) + Taxes in 2025 ($318)


    Taxes:$3,815

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 1553 CRANSTON ST, WINTER SPRINGS, FL 32708

    $728,500215 Days on yellowkey   MLS ID: O6355188

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6355188 - 1553 CRANSTON ST, WINTER SPRINGS, FL 32708 41 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3385
       Built: 2005
    Monthly Fee: $100
       Tax: $10,068 (2024)
    Community: Barrington Estates
    Single Family


    Estimated Monthly Payment: $4,931 (change assumption)
    Mortgage ($3,992) + Fees ($100) + Taxes in 2024 ($839)


    Taxes:$10,068

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights 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.