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3 bedsWith a pool
34 listings

Homes Under $300K in Winter Springs, FL

Homes Under $300K in Winter Springs, FL

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24 of 34 Listings
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Homes Under $300K in Winter Springs, FL

24 of 34 Listings

  1. 702 Glasgow Ct — photoNew46
Active

$299,990

4 bd · 3 ba · 1,878 sqft

702 Glasgow Ct, Winter Springs, FL

Jen King · KELLER WILLIAMS HERITAGE REALTY

  • 466 Tradition Ln — photoNew1Active

    $289,000

    2 bd · 3 ba · 1,275 sqft

    466 Tradition Ln, Winter Springs, FL

    Theresa Hopcraft · SOVEREIGN REALTY INVESTMENTS LLC

  • 600 Casa Park N Ct. — photoNew27Active

    $219,900

    2 bd · 1 ba · 980 sqft

    600 Casa Park N Ct., Winter Springs, FL

    Carmen Vazquez · REALTY TECH INC

  • 425 S Hawthorn Cir — photo34Active

    $260,000

    3 bd · 2 ba · 948 sqft

    425 S Hawthorn Cir, Winter Springs, FL

    James Clark · CENTURY 21 ALTON CLARK

  • 499 Club Dr — photo36Active

    $205,000

    2 bd · 2 ba · 1,224 sqft

    499 Club Dr, Winter Springs, FL

    Chris Winn · BLOOM HOME GROUP REALTY LLC

  • 711 Thistle Pl — photoPrice ReducedOpen house Sat, Oct 24 · 11:00 AM54Active

    $279,900

    3 bd · 2 ba · 960 sqft

    711 Thistle Pl, Winter Springs, FL

    Kim Laney · FLORIDA REALTY INVESTMENTS

  • 131 Kristi Ann Ct — photoPrice Reduced34Active

    $206,499

    2 bd · 2 ba · 898 sqft

    131 Kristi Ann Ct, Winter Springs, FL

    Megan Bish · 407 PROPERTIES

  • 700 Castlewood Dr — photoPrice Reduced22Active

    $258,500

    3 bd · 2 ba · 1,366 sqft

    700 Castlewood Dr, Winter Springs, FL

    Mel Bernstein · PREMIER SOTHEBYS INT'L REALTY

  • 728 Ridgewood Way — photoPrice Reduced25Active

    $258,500

    3 bd · 2 ba · 1,366 sqft

    728 Ridgewood Way, Winter Springs, FL

    Mel Bernstein · PREMIER SOTHEBYS INT'L REALTY

  • 130 Rhoden Ln — photo29Active

    $220,000

    2 bd · 2 ba · 896 sqft

    130 Rhoden Ln, Winter Springs, FL

    Kelly Popchock · KELLER WILLIAMS REALTY AT THE PARKS

  • 414 Horizon Dr — photoPrice Reduced55Active

    $299,900

    3 bd · 2 ba · 1,101 sqft

    414 Horizon Dr, Winter Springs, FL

    Sara Nicholas, PA · CHARLES RUTENBERG REALTY ORLANDO

  • 113 Kristi Ann Ct — photo18Active

    $210,000

    2 bd · 2 ba · 898 sqft

    113 Kristi Ann Ct, Winter Springs, FL

    Jose Perez · COLDWELL BANKER REALTY

  • 417 Sheoah Blvd #17 — photoPrice Reduced21Active

    $166,000

    2 bd · 2 ba · 936 sqft

    417 Sheoah Blvd #17, Winter Springs, FL

    Valerie Casals · INVESTOR'S REAL ESTATE LLC

  • 220 Moree Loop #1 — photo26Active

    $130,000

    1 bd · 1 ba · 710 sqft

    220 Moree Loop #1, Winter Springs, FL

    Trace Christian, III · COLDWELL BANKER REALTY

  • 600 Northern Way #1108 — photoPrice Reduced27Active

    $245,000

    3 bd · 3 ba · 1,411 sqft

    600 Northern Way #1108, Winter Springs, FL

    Tae Harper · ALFANO PROPERTY MANAGEMENT

  • 736 Summerland Dr — photo56Active

    $299,900

    3 bd · 2 ba · 1,298 sqft

    736 Summerland Dr, Winter Springs, FL

    Jose Hernandez · LA ROSA REALTY CW PROPERTIES L

  • 611 Casa Park a Ct — photoPrice Reduced35Active

    $234,900

    2 bd · 3 ba · 1,156 sqft

    611 Casa Park a Ct, Winter Springs, FL

    Erica Diltz · BALDWIN PARK REALTY LLC

  • 1307 Park Villa Pl — photoPrice Reduced40Active

    $233,000

    2 bd · 2 ba · 1,156 sqft

    1307 Park Villa Pl, Winter Springs, FL

    Nicole Anderson · HD REALTY LLC

  • 70 Moree Loop #61 — photoPrice Reduced36Active

    $178,900

    2 bd · 2 ba · 1,080 sqft

    70 Moree Loop #61, Winter Springs, FL

    Susan Schneider · COLDWELL BANKER REALTY

  • 311 San Miguel Street — photo52Active

    $178,900

    2 bd · 2 ba · 945 sqft

    311 San Miguel Street, Winter Springs, FL

    Toni Ledgerwood PLLC · Coldwell Banker Coast Realty

  • 1453 Casa Park Cir — photo33Active

    $244,999

    2 bd · 2 ba · 1,156 sqft

    1453 Casa Park Cir, Winter Springs, FL

    Rafael Ortiz Pena · KELLER WILLIAMS LEGACY REALTY

  • 162 Constitution Way — photoPrice Reduced75Active

    $289,900

    3 bd · 3 ba · 1,468 sqft

    162 Constitution Way, Winter Springs, FL

    Akshay Khemlani · BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

  • 498 Green Spring Cir — photoPrice Reduced20Active

    $244,000

    2 bd · 2 ba · 1,363 sqft

    498 Green Spring Cir, Winter Springs, FL

    Nicole Van Treese · SUNDIAL REAL ESTATE LLC

  • 429 Sheoah Blvd #9 — photo41Active

    $199,000

    3 bd · 2 ba · 1,187 sqft

    429 Sheoah Blvd #9, Winter Springs, FL

    Freddy Escobar · LPT REALTY, LLC

  • 12

    About Homes Under $300K in Winter Springs, FL

    Homes Under $300K in Winter Springs, FL: 34 active listings as of October 23, 2026, 19:05 UTC.

    Property types among these 34 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
    Property typeListingsShare
    Townhouse1647.1%
    Condominium926.5%
    Single Family Residence720.6%

    Homes Under $300K in nearby cities

    • Homes Under $300K in Orlando
    • Homes Under $300K in Kissimmee
    • Homes Under $300K in Winter Garden
    • Homes Under $300K in Apopka
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    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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  • Homes Under $300K in Sanford
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  • Explore Winter Springs homes

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    Your Winter Springs agent

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    Mk Alliance Group

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    Lic. #SL3351719

    HomeSmartCall Mk

    Your Winter Springs agent

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    Listing data & MLS disclosures

    Daytona Beach Area Association of REALTORS
    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Information is deemed reliable but not guaranteed.
    Listing information ©2026 Daytona Beach Area Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-08-29 13:03:58 UTC
    Stellar MLS
    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.

    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

    Winter Springs 12-month median sale price trend

    Selling at 97.6% of asking price

    Buyers here are paying below asking. MLS · 42 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $426,250$316,250–$599,375 typical range
    Price per sq. ft.
    $226
    Sales
    54
    Paid in cash
    25.9%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

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

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

    Year-over-year
    0.5%

    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.
    Homes Under $300K in Winter Springs, FL