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Homes with a Pool in Winter Springs, FL
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27 listings
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3 bedsWith a pool

Homes with a Pool in Winter Springs, FL

Homes with a Pool in Winter Springs, FL

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24 of 27 Listings
Map

Homes with a Pool in Winter Springs, FL

24 of 27 Listings

Your Winter Springs agent

MG

Mk Alliance Group

HomeSmart

Lic. #SL3351719

HomeSmartCall Mk
  1. 632 Tuskawilla Point Ln — photoPrice ReducedOpen house Sat, Oct 3 · 12:00 PM40Active

    $574,900

    4 bd · 3 ba · 1,917 sqft

    632 Tuskawilla Point Ln, Winter Springs, FL

    Ingrid Jimenez Calvo · AXEN REALTY, LLC

  2. 1230 Stone Harbour Rd — photoOpen house Sat, Oct 3 · 11:00 AM71Active

    $589,900

    4 bd · 2 ba · 2,050 sqft

    1230 Stone Harbour Rd, Winter Springs, FL

    Diane Sterling · KELLER WILLIAMS ADVANTAGE REALTY

  3. 1447 Bird Rd — photo100Active

    $2,500,000

    6 bd · 6 ba · 6,132 sqft

    1447 Bird Rd, Winter Springs, FL

    Robert Sassos · SIMPLICITY: A RE BROKERAGE CO

  4. 704 Ironwood Ct — photo42Active

    $995,000

    4 bd · 3 ba · 2,974 sqft

    704 Ironwood Ct, Winter Springs, FL

    Jill Ashton · COLDWELL BANKER REALTY

  5. 4038 Biscayne Dr — photoOpen house Sun, Oct 4 · 1:00 PM75Active

    $525,000

    4 bd · 3 ba · 2,181 sqft

    4038 Biscayne Dr, Winter Springs, FL

    Caroline Van Den Berg · VAN DEN BERG REAL ESTATE GROUP

  6. 1024 Dinero Dr — photoOpen house Sat, Oct 3 · 12:00 PM41Active

    $394,900

    3 bd · 2 ba · 1,463 sqft

    1024 Dinero Dr, Winter Springs, FL

    Jesse McNinch · LPT REALTY LLC

  7. 855 Benchwood Dr — photoOpen house Sat, Oct 3 · 12:00 PM35Active

    $499,000

    4 bd · 3 ba · 2,268 sqft

    855 Benchwood Dr, Winter Springs, FL

    Thomas Nickley, Jr · KELLER WILLIAMS REALTY AT THE PARKS

  8. 1041 Northern Way — photoOpen house Sun, Oct 4 · 12:00 PM73Active

    $999,000

    5 bd · 4 ba · 3,014 sqft

    1041 Northern Way, Winter Springs, FL

    Mariann Torres · LPT REALTY, LLC

  9. 205 Inkwood Ct — photo37Active

    $429,000

    3 bd · 2 ba · 1,748 sqft

    205 Inkwood Ct, Winter Springs, FL

    Travous Dever · THE KEYES COMPANY

  10. 766 Andover Cir — photo70Active

    $550,000

    3 bd · 2 ba · 1,735 sqft

    766 Andover Cir, Winter Springs, FL

    Alex Jerez · MILLENIUM REALTY GROUP

  11. 943 March Hare Ct — photoPrice Reduced60Active

    $569,999

    4 bd · 2 ba · 1,985 sqft

    943 March Hare Ct, Winter Springs, FL

    Kristin Dobo · SCHMITT REALTY PLLC

  12. 116 Partridge Cir — photo46Active

    $624,500

    3 bd · 3 ba · 2,272 sqft

    116 Partridge Cir, Winter Springs, FL

    Christine Schneider · RE/MAX TOWN & COUNTRY REALTY

  13. 864 Bentley Green Cir — photoPrice Reduced58Active

    $699,000

    4 bd · 3 ba · 2,272 sqft

    864 Bentley Green Cir, Winter Springs, FL

    Patrick Calathes · REAL BROKER, LLC

  14. 909 Devon Creek Rd — photoPrice Reduced35Active

    $497,500

    4 bd · 3 ba · 2,256 sqft

    909 Devon Creek Rd, Winter Springs, FL

    David DeCristo · MARK SPAIN REAL ESTATE

  15. 625 Pearl Rd — photo37Active

    $439,900

    3 bd · 3 ba · 1,730 sqft

    625 Pearl Rd, Winter Springs, FL

    Jack Luiz · LANDSHARK REALTY

  16. 699 N Endeavour Dr — photoOpen house Sat, Oct 3 · 10:00 AM43Active

    $519,000

    4 bd · 2 ba · 1,931 sqft

    699 N Endeavour Dr, Winter Springs, FL

    Dominick Florio · RE/MAX TOWN & COUNTRY REALTY

  17. 248 Huntridge Way — photoPrice Reduced30Active

    $629,900

    4 bd · 3 ba · 2,840 sqft

    248 Huntridge Way, Winter Springs, FL

    Heather Unger, PA · ACME REAL ESTATE FLORIDA LLC

  18. 1142 Oday Dr — photoPrice Reduced11Active

    $490,000

    4 bd · 3 ba · 2,300 sqft

    1142 Oday Dr, Winter Springs, FL

    Alvin Moore · MOREHOUSE REALTY INC

  19. 1162 E Winged Foot Cir — photoPrice Reduced81Active

    $425,000

    3 bd · 2 ba · 1,574 sqft

    1162 E Winged Foot Cir, Winter Springs, FL

    Sandra Buckner · COLDWELL BANKER REALTY

  20. 133 Redtail Pl — photo35Active

    $510,000

    3 bd · 2 ba · 1,978 sqft

    133 Redtail Pl, Winter Springs, FL

    Paul Partyka · PARTYKA GROUP INC

  21. 1114 Seafarer Ln — photo24Active

    $539,000

    4 bd · 2 ba · 2,066 sqft

    1114 Seafarer Ln, Winter Springs, FL

    Danny Stewart · ROBERT SLACK LLC

  22. 212 S Cortez Ave — photoPrice Reduced41Active

    $369,900

    4 bd · 3 ba · 1,344 sqft

    212 S Cortez Ave, Winter Springs, FL

    Colleen Nolan · OFFERPAD BROKERAGE FL, LLC

  23. 629 Alton Rd — photoPrice Reduced20Active

    $374,900

    3 bd · 2 ba · 1,210 sqft

    629 Alton Rd, Winter Springs, FL

    Robert Salmons · ENTERA REALTY LLC

  24. 324 Ringwood Cir — photoPrice Reduced45Active

    $520,000

    4 bd · 2 ba · 1,941 sqft

    324 Ringwood Cir, Winter Springs, FL

    Tyler Allen · VELOCITY

12

About Homes with a Pool in Winter Springs, FL

Homes with a Pool in Winter Springs, FL: 27 active listings as of October 3, 2026, 10:02 UTC.

Explore Winter Springs homes

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
  • Your Winter Springs agent

    MG

    Mk Alliance Group

    HomeSmart

    Lic. #SL3351719

    HomeSmartCall Mk

    Winter Springs, FL community profile

    Population
    40,563
    Median income
    $85,011
    Housing units
    17,247
    People per sq. mi.
    2,169.1
    Area
    18.7 sq. mi.

    Source: HJN community data

    Winter Springs housing market

    September 2026 · This period is still settling

    Winter Springs 12-month median sale price trend

    Selling at 97.5% of asking price

    Buyers here are paying below asking. MLS · 42 sales · as of Sep 28, 2026

    Homes that sold · County records, as of Sep 15, 2026

    Median sale price
    $383,500$306,250–$507,750 typical range
    Price per sq. ft.
    $223
    Sales
    28
    Paid in cash
    21.4%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

    Median list price
    $388,750
    Homes for sale
    124
    Median days on market
    33 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -9.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,910 sq. ft.