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Longwood Single Family Homes For Sale - 182 homes

Longwood Single Family Homes for Sale are located in Seminole County, Florida. Find single family homes for sale in Longwood with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Longwood single family houses.

Location: Longwood

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  • 222 W COTTESMORE CIR, LONGWOOD, FL 32779

    $459,00046 Days on yellowkey   MLS ID: O6402708

    0 Days Off yellowkey (back on 6/3/2026)

    For Sale O6402708 - 222 W COTTESMORE CIR, LONGWOOD, FL 32779 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1891
       Built: 1977
    Monthly Fee: $23
       Tax: $5,117 (2024)
    Community: Wekiva Hunt Club 3 Fox Hunt Sec 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,964 (change assumption)
    Mortgage ($2,515) + Fees ($23) + Taxes in 2024 ($426)


    Taxes:$5,117

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 204 GREEN LAKE CIR, LONGWOOD, FL 32779

    $775,000425 Days on yellowkey   MLS ID: O6299404

    REDUCED by $10,000 (1.3%) on 05/14/2026

    For Sale O6299404 - 204 GREEN LAKE CIR, LONGWOOD, FL 32779 76 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3496
       Built: 1978
    Monthly Fee: $54
       Tax: $4,254 (2024)
    Community: Sweetwater Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,655 (change assumption)
    Mortgage ($4,246) + Fees ($54) + Taxes in 2024 ($355)


    Taxes:$4,254

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 521 GRANADA WAY, LONGWOOD, FL 32750

    $599,00064 Days on yellowkey   MLS ID: O6397339

    REDUCED by $30,000 (4.8%) on 05/18/2026

    For Sale O6397339 - 521 GRANADA WAY, LONGWOOD, FL 32750 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 1980
    Monthly Fee: $25
       Tax: $6,550 (2025)
    Community: Columbus Harbor
    Single Family


    Estimated Monthly Payment: $3,853 (change assumption)
    Mortgage ($3,282) + Fees ($25) + Taxes in 2025 ($546)


    Taxes:$6,550

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 342 COBLE DR, LONGWOOD, FL 32779

    $530,000130 Days on yellowkey   MLS ID: O6379074

    REDUCED by $5,000 (0.9%) on 06/03/2026

    For Sale O6379074 - 342 COBLE DR, LONGWOOD, FL 32779 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2596
       Built: 1978
    Monthly Fee: $23
       Tax: $2,766 (2024)
    Community: Wekiva Hills Sec 04
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,158 (change assumption)
    Mortgage ($2,904) + Fees ($23) + Taxes in 2024 ($231)


    Taxes:$2,766

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 710 EAST CT, LONGWOOD, FL 32750

    $340,000233 Days on yellowkey   MLS ID: S5137189

    REDUCED by $19,000 (5.3%) on 06/03/2026

    For Sale S5137189 - 710 EAST CT, LONGWOOD, FL 32750 27 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1533
       Built: 1971   Tax: $3,133 (2024)
    Community: Longwood North
    Single Family


    Estimated Monthly Payment: $2,124 (change assumption)
    Mortgage ($1,863) + Taxes in 2024 ($261)


    Taxes:$3,133

    Elementary School: Longwood Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 2108 SILVER LEAF CT, LONGWOOD, FL 32779

    $1,049,000224 Days on yellowkey   MLS ID: O6357139

    2 Days Off yellowkey (back on 4/9/2026)

    For Sale O6357139 - 2108 SILVER LEAF CT, LONGWOOD, FL 32779 50 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4200
       Built: 1984
    Monthly Fee: $104
       Tax: $6,605 (2024)
    Community: Wingfield Reserve Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,402 (change assumption)
    Mortgage ($5,748) + Fees ($104) + Taxes in 2024 ($550)


    Taxes:$6,605

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 247 N MOUNTS BAY CT, LONGWOOD, FL 32779

    $560,00033 Days on yellowkey   MLS ID: O6405504

    REDUCED by $15,000 (2.6%) on 05/28/2026

    For Sale O6405504 - 247 N MOUNTS BAY CT, LONGWOOD, FL 32779 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 1989
    Monthly Fee: $23
       Tax: $3,159 (2024)
    Community: Wekiva Hills Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,355 (change assumption)
    Mortgage ($3,068) + Fees ($23) + Taxes in 2024 ($263)


    Taxes:$3,159

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 283 LAKAY PL, LONGWOOD, FL 32779

    $825,00095 Days on yellowkey   MLS ID: O6389639

    1 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $24,000 (2.8%) on 05/09/2026

    For Sale O6389639 - 283 LAKAY PL, LONGWOOD, FL 32779 53 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3596
       Built: 2004
    Monthly Fee: $169
       Tax: $6,719 (2024)
    Community: Terra Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,249 (change assumption)
    Mortgage ($4,520) + Fees ($169) + Taxes in 2024 ($560)


    Taxes:$6,719

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 2151 JUDITH PL, LONGWOOD, FL 32779

    $799,000222 Days on yellowkey   MLS ID: FC313733

    1 Days Off yellowkey (back on 2/1/2026)

    For Sale FC313733 - 2151 JUDITH PL, LONGWOOD, FL 32779 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 1988   Tax: $2,499 (2024)
    Community: Mandarin Sec 8
    Single Family


    Estimated Monthly Payment: $4,586 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($208)


    Taxes:$2,499

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 235 S SHADOWBAY BLVD, LONGWOOD, FL 32779

    $425,000356 Days on yellowkey   MLS ID: O6320596

    1 Days Off yellowkey (back on 4/20/2026)

    For Sale O6320596 - 235 S SHADOWBAY BLVD, LONGWOOD, FL 32779 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1981
    Monthly Fee: $156
       Tax: $2,265 (2024)
    Community: Shadowbay Unit 1
    Single Family


    Estimated Monthly Payment: $2,673 (change assumption)
    Mortgage ($2,329) + Fees ($156) + Taxes in 2024 ($189)


    Taxes:$2,265

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 3508 VESTAVIA WAY, LONGWOOD, FL 32779

    $509,00044 Days on yellowkey   MLS ID: V4948800

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale V4948800 - 3508 VESTAVIA WAY, LONGWOOD, FL 32779 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 1984
    Monthly Fee: $20
       Tax: $2,343 (2024)
    Community: Vestavia
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,789) + Fees ($20) + Taxes in 2024 ($195)


    Taxes:$2,343

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 781 SILHOUETTE CT, LONGWOOD, FL 32750

    $330,00015 Days on yellowkey   MLS ID: O6411597

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale O6411597 - 781 SILHOUETTE CT, LONGWOOD, FL 32750 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1324
       Built: 1989   Tax: $2,396 (2025)
    Community: Nelson Court
    Single Family


    Estimated Monthly Payment: $2,008 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($200)


    Taxes:$2,396

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 105 CEDAR OAK TRL, LONGWOOD, FL 32750

    $600,00045 Days on yellowkey   MLS ID: O6403317

    REDUCED by $25,000 (4.0%) on 05/14/2026

    For Sale O6403317 - 105 CEDAR OAK TRL, LONGWOOD, FL 32750 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2212
       Built: 1973   Tax: $2,305 (2024)
    Community: Woodlands Sec 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,480 (change assumption)
    Mortgage ($3,288) + Taxes in 2024 ($192)


    Taxes:$2,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1351 N CLASSIC CT, LONGWOOD, FL 32779

    $3,500,00050 Days on yellowkey   MLS ID: O6399898

    REDUCED by $50,000 (1.4%) on 05/13/2026

    For Sale O6399898 - 1351 N CLASSIC CT, LONGWOOD, FL 32779 100 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5012
       Built: 1989
    Monthly Fee: $167
       Tax: $11,952 (2024)
    Community: Brantley Cove North
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,341 (change assumption)
    Mortgage ($19,178) + Fees ($167) + Taxes in 2024 ($996)


    Taxes:$11,952

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000211 Days on yellowkey   MLS ID: O6360634

    0 Days Off yellowkey (back on 11/17/2025)

    SHORT SALE O6360634 - 4 WOODEN SHOE LN, LONGWOOD, FL 32750 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2682
       Built: 1974
    Monthly Fee: $25
       Tax: $7,731 (2024)
    Community: Sleepy Hollow 1St Add
    Single Family


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($1,918) + Fees ($25) + Taxes in 2024 ($644)


    Taxes:$7,731

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 226 W CUMBERLAND CIR, LONGWOOD, FL 32779

    $419,00025 Days on yellowkey   MLS ID: O6408998

    0 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $10,000 (2.3%) on 05/27/2026

    For Sale O6408998 - 226 W CUMBERLAND CIR, LONGWOOD, FL 32779 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 1977
    Monthly Fee: $22
       Tax: $1,938 (2025)
    Community: Wekiva Hunt Club 3 Fox Hunt Sec 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($2,296) + Fees ($22) + Taxes in 2025 ($162)


    Taxes:$1,938

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 2165 BLUE IRIS PL, LONGWOOD, FL 32779

    $900,00078 Days on yellowkey   MLS ID: O6392949

    1 Days Off yellowkey (back on 6/1/2026)

    For Sale O6392949 - 2165 BLUE IRIS PL, LONGWOOD, FL 32779 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2951
       Built: 1987
    Monthly Fee: $68
       Tax: $4,316 (2024)
    Community: Whispering Winds
    Single Family


    Estimated Monthly Payment: $5,359 (change assumption)
    Mortgage ($4,931) + Fees ($68) + Taxes in 2024 ($360)


    Taxes:$4,316

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 236 DUNCAN TRL, LONGWOOD, FL 32779

    $395,00071 Days on yellowkey   MLS ID: C7524258

    3 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $5,000 (1.3%) on 05/07/2026

    For Sale C7524258 - 236 DUNCAN TRL, LONGWOOD, FL 32779 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1979
    Monthly Fee: $23
       Tax: $5,495 (2025)
    Community: Wekiva Hills Sec 08
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($2,164) + Fees ($23) + Taxes in 2025 ($458)


    Taxes:$5,495

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 3147 TALA LOOP, LONGWOOD, FL 32779

    $3,700,00018 Days on yellowkey   MLS ID: O6408606

    For Sale O6408606 - 3147 TALA LOOP, LONGWOOD, FL 32779 100 photos

    Bed: 7   Bath: 8.0   Gar: 4
    Liv Area Sq Ft: 7313
       Built: 1994
    Monthly Fee: $347
       Tax: $13,711 (2025)
    Community: Alaqua Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,763 (change assumption)
    Mortgage ($20,273) + Fees ($347) + Taxes in 2025 ($1,143)


    Taxes:$13,711

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 CHERRY HILL CIR, LONGWOOD, FL 32779

    $699,00022 Days on yellowkey   MLS ID: O6410123

    For Sale O6410123 - 101 CHERRY HILL CIR, LONGWOOD, FL 32779 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 1977
    Monthly Fee: $29
       Tax: $6,170 (2025)
    Community: Brantley Hall Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,373 (change assumption)
    Mortgage ($3,830) + Fees ($29) + Taxes in 2025 ($514)


    Taxes:$6,170

    Elementary School: Forest City Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle




Why Bother Searching Elsewhere for Longwood Single Family Homes for Sale?

Longwood home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Longwood . You can use our website to view Multiple Listing Service (MLS) data on Longwood single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Longwood single family home listings.



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.