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


Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Springs - 39 properties found

Sort:
  • 905 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $455,00060 Days on yellowkey   MLS ID: O6388252

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

    For Sale O6388252 - 905 TORREY PINE DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1934
       Built: 1996
    Monthly Fee: $126
       Tax: $2,379 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,493) + Fees ($126) + Taxes in 2024 ($198)


    Taxes:$2,379

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $448,99774 Days on yellowkey   MLS ID: O6383538

    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: $2,694 (change assumption)
    Mortgage ($2,460) + 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


  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00049 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


  • 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708

    $360,00072 Days on yellowkey   MLS ID: O6384572

    0 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $10,000 (2.7%) on 04/03/2026

    For Sale O6384572 - 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1686
       Built: 1977
    Monthly Fee: $40
       Tax: $1,514 (2024)
    Community: Highlands Sec 4
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,973) + Fees ($40) + Taxes in 2024 ($126)


    Taxes:$1,514

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708

    $485,00074 Days on yellowkey   MLS ID: O6383553

    2 Days Off yellowkey (back on 4/21/2026)

    For Sale O6383553 - 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2013
    Monthly Fee: $167
       Tax: $4,643 (2024)
    Community: Winter Spgs Village Ph 2
    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2024 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $439,00046 Days on yellowkey   MLS ID: O6391562

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale O6391562 - 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 1980
    Monthly Fee: $117
       Tax: $2,390 (2024)
    Community: Country Club Village Unit 1
    Single Family


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,405) + Fees ($117) + Taxes in 2024 ($199)


    Taxes:$2,390

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708

    $365,00065 Days on yellowkey   MLS ID: O6385028

    REDUCED by $9,900 (2.6%) on 04/20/2026

    For Sale O6385028 - 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1985
    Monthly Fee: $106
       Tax: $5,066 (2025)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,528 (change assumption)
    Mortgage ($2,000) + Fees ($106) + Taxes in 2025 ($422)


    Taxes:$5,066

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90087 Days on yellowkey   MLS ID: O6377459

    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


  • 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708

    $400,00074 Days on yellowkey   MLS ID: O6383626

    1 Days Off yellowkey (back on 4/19/2026)

    REDUCED by $25,000 (5.9%) on 04/07/2026

    For Sale O6383626 - 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1979   Tax: $5,840 (2025)
    Community: North Orlando Ranches Sec 09
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($487)


    Taxes:$5,840

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00064 Days on yellowkey   MLS ID: O6386661

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6386661 - 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 1993
    Monthly Fee: $39
       Tax: $2,158 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Fees ($39) + Taxes in 2024 ($180)


    Taxes:$2,158

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 403 MURPHY RD, WINTER SPRINGS, FL 32708

    $408,50090 Days on yellowkey   MLS ID: O6379099

    For Sale O6379099 - 403 MURPHY RD, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1520
       Built: 1973   Tax: $5,275 (2024)
    Community: North Orlando Terrace Unit 2 Sec 8
    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,238) + Taxes in 2024 ($440)


    Taxes:$5,275

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $375,00030 Days on yellowkey   MLS ID: O6396343

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 22 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: $2,484 (change assumption)
    Mortgage ($2,055) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $454,90025 Days on yellowkey   MLS ID: O6397781

    For Sale O6397781 - 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 1984   Tax: $1,787 (2025)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,641 (change assumption)
    Mortgage ($2,493) + Taxes in 2025 ($149)


    Taxes:$1,787

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900108 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 56 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
    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


  • 1075 CONDOR PL, WINTER SPRINGS, FL 32708

    $414,90047 Days on yellowkey   MLS ID: O6391519

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

    For Sale O6391519 - 1075 CONDOR PL, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1749
       Built: 1988
    Monthly Fee: $28
       Tax: $3,267 (2024)
    Community: Sunrise Estates Unit 4
    Single Family


    Estimated Monthly Payment: $2,574 (change assumption)
    Mortgage ($2,273) + Fees ($28) + Taxes in 2024 ($272)


    Taxes:$3,267

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1171 SAN BLAS CV, WINTER SPRINGS, FL 32708

    $339,800127 Days on yellowkey   MLS ID: A4676256

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

    For Sale A4676256 - 1171 SAN BLAS CV, WINTER SPRINGS, FL 32708 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1551
       Built: 1984
    Monthly Fee: $25
       Tax: $4,229 (2024)
    Community: Sunrise Unit 2D
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,862) + Fees ($25) + Taxes in 2024 ($352)


    Taxes:$4,229

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $495,00063 Days on yellowkey   MLS ID: O6386347

    For Sale O6386347 - 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 2.5
    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


  • 1716 FOX GLEN CT, WINTER SPRINGS, FL 32708

    $479,000159 Days on yellowkey   MLS ID: O6362670

    For Sale O6362670 - 1716 FOX GLEN CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1889
       Built: 2000
    Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,625)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1096 DYSON DR, WINTER SPRINGS, FL 32708

    $624,900340 Days on yellowkey   MLS ID: S5127598

    For Sale S5127598 - 1096 DYSON DR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1882
       Built: 1971
    Community: Winter Spgs
    Single Family


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($3,424)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


12




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.