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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Springs - 16 properties found

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  • 684 OLEAN CT, WINTER SPRINGS, FL 32708

    $849,90017 Days on yellowkey   MLS ID: O6399510

    0 Days Off yellowkey (back on 5/2/2026)

    For Sale O6399510 - 684 OLEAN CT, WINTER SPRINGS, FL 32708 62 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2832
       Built: 1988
    Monthly Fee: $8
       Tax: $8,448 (2025)
    Community: Chelsea Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,657) + Fees ($8) + Taxes in 2025 ($704)


    Taxes:$8,448

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $700,00027 Days on yellowkey   MLS ID: O6396955

    REDUCED by $35,000 (4.8%) on 04/24/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,941 (change assumption)
    Mortgage ($3,836) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo 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


  • 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $699,90013 Days on yellowkey   MLS ID: O6394958

    For Sale O6394958 - 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2509
       Built: 1999
    Monthly Fee: $187

    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,835) + Fees ($187) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708

    $865,00046 Days on yellowkey   MLS ID: O6390916

    1 Days Off yellowkey (back on 4/26/2026)

    For Sale O6390916 - 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708 60 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2660
       Built: 1990
    Monthly Fee: $48
       Tax: $5,093 (2024)
    Community: Glen Eagle Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,212 (change assumption)
    Mortgage ($4,740) + Fees ($48) + Taxes in 2024 ($424)


    Taxes:$5,093

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 223 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $725,00051 Days on yellowkey   MLS ID: O6388044

    For Sale O6388044 - 223 BLUE CREEK DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 1996
    Monthly Fee: $70
       Tax: $188 (2025)
    Community: Chestnut Estates Ph 2
    Single Family


    Estimated Monthly Payment: $4,058 (change assumption)
    Mortgage ($3,973) + Fees ($70) + Taxes in 2025 ($16)


    Taxes:$188

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    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


  • 124 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $750,000151 Days on yellowkey   MLS ID: O6365177

    REDUCED by $54,900 (6.8%) on 04/14/2026

    For Sale O6365177 - 124 BLUE CREEK DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2762
       Built: 1995
    Monthly Fee: $70
       Tax: $8,440 (2024)
    Community: Chestnut Estates Ph 1
    Single Family


    Estimated Monthly Payment: $4,883 (change assumption)
    Mortgage ($4,109) + Fees ($70) + Taxes in 2024 ($703)


    Taxes:$8,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90017 Days on yellowkey   MLS ID: O6398877

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1502 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $849,00059 Days on yellowkey   MLS ID: O6387997

    2 Days Off yellowkey (back on 4/16/2026)

    For Sale O6387997 - 1502 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2801
       Built: 1990
    Monthly Fee: $48
       Tax: $6,293 (2025)
    Community: Glen Eagle Unit 1
    Single Family


    Estimated Monthly Payment: $5,224 (change assumption)
    Mortgage ($4,652) + Fees ($48) + Taxes in 2025 ($524)


    Taxes:$6,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708

    $600,00040 Days on yellowkey   MLS ID: O6393344

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

    For Sale O6393344 - 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2541
       Built: 2017
    Monthly Fee: $100
       Tax: $3,845 (2024)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,708 (change assumption)
    Mortgage ($3,288) + Fees ($100) + Taxes in 2024 ($320)


    Taxes:$3,845

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 4245 LORI LOOP, WINTER SPRINGS, FL 32708

    $629,900110 Days on yellowkey   MLS ID: O6373966

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

    For Sale O6373966 - 4245 LORI LOOP, WINTER SPRINGS, FL 32708 74 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2678
       Built: 1989
    Monthly Fee: $17
       Tax: $3,320 (2024)
    Community: Willow Run
    Single Family


    Estimated Monthly Payment: $3,745 (change assumption)
    Mortgage ($3,451) + Fees ($17) + Taxes in 2024 ($277)


    Taxes:$3,320

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 620 STALLION CT, WINTER SPRINGS, FL 32708

    $650,00033 Days on yellowkey   MLS ID: O6395164

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

    For Sale O6395164 - 620 STALLION CT, WINTER SPRINGS, FL 32708 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 1979   Tax: $3,831 (2024)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $3,881 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,90069 Days on yellowkey   MLS ID: O6384753

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

    For Sale O6384753 - 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2908
       Built: 2003
    Monthly Fee: $150
       Tax: $2,062 (2025)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $4,321 (change assumption)
    Mortgage ($3,999) + Fees ($150) + Taxes in 2025 ($172)


    Taxes:$2,062

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $700,000109 Days on yellowkey   MLS ID: O6374007

    REDUCED by $14,000 (2.0%) on 04/02/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,526 (change assumption)
    Mortgage ($3,836) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 203 WISE OWL WAY, WINTER SPRINGS, FL 32708

    $599,90086 Days on yellowkey   MLS ID: O6380678

    REDUCED by $14,600 (2.4%) on 03/31/2026

    For Sale O6380678 - 203 WISE OWL WAY, WINTER SPRINGS, FL 32708 60 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2531
       Built: 2020
    Monthly Fee: $130
       Tax: $6,177 (2024)
    Community: Tuskawilla Crossings
    Single Family


    Estimated Monthly Payment: $3,932 (change assumption)
    Mortgage ($3,287) + Fees ($130) + Taxes in 2024 ($515)


    Taxes:$6,177

    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.