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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Price: $500,000 to $599,000

Winter Springs - 14 properties found

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  • 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708

    $589,50017 Days on yellowkey   MLS ID: O6398359

    REDUCED by $5,500 (0.9%) on 05/02/2026

    For Sale O6398359 - 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2101
       Built: 1994
    Monthly Fee: $42
       Tax: $7,266 (2024)
    Community: Davenport Glen
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,878 (change assumption)
    Mortgage ($3,230) + Fees ($42) + Taxes in 2024 ($605)


    Taxes:$7,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $520,0005 Days on yellowkey   MLS ID: O6401888

    For Sale O6401888 - 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1981
    Monthly Fee: $118
       Tax: $4,618 (2025)
    Community: Fairway Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,352 (change assumption)
    Mortgage ($2,849) + Fees ($118) + Taxes in 2025 ($385)


    Taxes:$4,618

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $549,00038 Days on yellowkey   MLS ID: O6394274

    For Sale O6394274 - 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $30
       Tax: $5,731 (2025)
    Community: Deer Run Unit 20
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,008) + Fees ($30) + Taxes in 2025 ($478)


    Taxes:$5,731

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708

    $500,00032 Days on yellowkey   MLS ID: V4948285

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

    REDUCED by $7,000 (1.4%) on 04/25/2026

    For Sale V4948285 - 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 1984
    Monthly Fee: $23
       Tax: $5,298 (2024)
    Community: Deer Run Unit 21B
    Single Family


    Estimated Monthly Payment: $3,204 (change assumption)
    Mortgage ($2,740) + Fees ($23) + Taxes in 2024 ($441)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $519,00010 Days on yellowkey   MLS ID: O6401946

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6401946 - 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2001
    Monthly Fee: $150
       Tax: $5,151 (2024)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,844) + Fees ($150) + Taxes in 2024 ($429)


    Taxes:$5,151

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708

    $559,90019 Days on yellowkey   MLS ID: O6398229

    REDUCED by $10,000 (1.8%) on 04/29/2026

    For Sale O6398229 - 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2321
       Built: 1998
    Monthly Fee: $42
       Tax: $4,167 (2025)
    Community: Winding Hollow
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($3,068) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,167

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,00080 Days on yellowkey   MLS ID: O6382648

    REDUCED by $10,000 (1.7%) on 04/12/2026

    For Sale O6382648 - 30 SABLE CT, WINTER SPRINGS, FL 32708 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 1976   Tax: $3,043 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,118) + Taxes in 2024 ($254)


    Taxes:$3,043

    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

    $519,00039 Days on yellowkey   MLS ID: O6393850

    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: $3,528 (change assumption)
    Mortgage ($2,844) + 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


  • 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708

    $599,00018 Days on yellowkey   MLS ID: O6394521

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

    For Sale O6394521 - 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1996
    Monthly Fee: $48
       Tax: $3,067 (2024)
    Community: Winding Hollow Unit 1
    Single Family


    Estimated Monthly Payment: $3,586 (change assumption)
    Mortgage ($3,282) + Fees ($48) + Taxes in 2024 ($256)


    Taxes:$3,067

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $573,448173 Days on yellowkey   MLS ID: O6359884

    For Sale O6359884 - 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $130
       Tax: $4,781 (2024)
    Community: Tuskawilla Crossings 34'S
    Single Family


    Estimated Monthly Payment: $3,671 (change assumption)
    Mortgage ($3,142) + Fees ($130) + Taxes in 2024 ($398)


    Taxes:$4,781

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708

    $550,00041 Days on yellowkey   MLS ID: V4948084

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale V4948084 - 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $137
       Tax: $6,465 (2025)
    Community: Tuskawilla Crossings Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($3,014) + Fees ($137) + Taxes in 2025 ($539)


    Taxes:$6,465

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $540,00027 Days on yellowkey   MLS ID: O6394987

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

    For Sale O6394987 - 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2002
    Monthly Fee: $150
       Tax: $6,288 (2024)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($2,959) + Fees ($150) + Taxes in 2024 ($524)


    Taxes:$6,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 203 HERRELL RD, WINTER SPRINGS, FL 32708

    $573,000174 Days on yellowkey   MLS ID: O6358036

    For Sale O6358036 - 203 HERRELL RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3566
       Built: 1987   Tax: $5,127 (2024)
    Community: North Orlando Ranches Sec 06
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($3,140) + Taxes in 2024 ($427)


    Taxes:$5,127

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 421 WOODCREST ST, WINTER SPRINGS, FL 32708

    $550,00038 Days on yellowkey   MLS ID: O6394375

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6394375 - 421 WOODCREST ST, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2374
       Built: 1996
    Monthly Fee: $42
       Tax: $3,295 (2024)
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $3,330 (change assumption)
    Mortgage ($3,014) + Fees ($42) + Taxes in 2024 ($275)


    Taxes:$3,295

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle






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.