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Longwood Single Family Homes For Sale - 167 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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  • 3508 VESTAVIA WAY, LONGWOOD, FL 32779

    $509,00036 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


  • 208 ORANGE RIDGE CIR, LONGWOOD, FL 32779

    $759,90053 Days on yellowkey   MLS ID: O6394394

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

    For Sale O6394394 - 208 ORANGE RIDGE CIR, LONGWOOD, FL 32779 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 1984   Tax: $4,035 (2024)
    Community: Orange Ridge Farms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,500 (change assumption)
    Mortgage ($4,164) + Taxes in 2024 ($336)


    Taxes:$4,035

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2656 BENT HICKORY CIR, LONGWOOD, FL 32779

    $425,00024 Days on yellowkey   MLS ID: O6406840

    REDUCED by $25,000 (5.6%) on 06/02/2026

    For Sale O6406840 - 2656 BENT HICKORY CIR, LONGWOOD, FL 32779 85 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1897
       Built: 1985
    Monthly Fee: $99
       Tax: $2,919 (2024)
    Community: Sabal Point At Sabal Green
    Single Family


    Estimated Monthly Payment: $2,671 (change assumption)
    Mortgage ($2,329) + Fees ($99) + Taxes in 2024 ($243)


    Taxes:$2,919

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 781 SILHOUETTE CT, LONGWOOD, FL 32750

    $330,0007 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


  • 130 FOXRIDGE RUN, LONGWOOD, FL 32750

    $399,99012 Days on yellowkey   MLS ID: O6410544

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

    For Sale O6410544 - 130 FOXRIDGE RUN, LONGWOOD, FL 32750 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 1972   Tax: $1,523 (2025)
    Community: Woodlands Sec 2
    Single Family


    Estimated Monthly Payment: $2,319 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($127)


    Taxes:$1,523

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 105 CEDAR OAK TRL, LONGWOOD, FL 32750

    $600,00037 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


  • 2880 CITRON DR, LONGWOOD, FL 32779

    $535,00021 Days on yellowkey   MLS ID: O6408197

    REDUCED by $4,000 (0.7%) on 06/01/2026

    For Sale O6408197 - 2880 CITRON DR, LONGWOOD, FL 32779 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 1980   Tax: $1,869 (2025)
    Community: Grove Estates
    Single Family


    Estimated Monthly Payment: $3,087 (change assumption)
    Mortgage ($2,931) + Taxes in 2025 ($156)


    Taxes:$1,869

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 1351 N CLASSIC CT, LONGWOOD, FL 32779

    $3,500,00042 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


  • 814 MIAMI SPRINGS DR, LONGWOOD, FL 32779

    $1,050,00084 Days on yellowkey   MLS ID: O6390329

    REDUCED by $35,000 (3.2%) on 05/15/2026

    For Sale O6390329 - 814 MIAMI SPRINGS DR, LONGWOOD, FL 32779 49 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3706
       Built: 2002   Tax: $5,468 (2024)
    Community: Highland Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,209 (change assumption)
    Mortgage ($5,753) + Taxes in 2024 ($456)


    Taxes:$5,468

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000203 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

    $419,00017 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


  • 885 WOODGATE TRL, LONGWOOD, FL 32750

    $419,90014 Days on yellowkey   MLS ID: O6408514

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

    For Sale O6408514 - 885 WOODGATE TRL, LONGWOOD, FL 32750 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 1980   Tax: $1,745 (2025)
    Community: Woodgate
    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($145)


    Taxes:$1,745

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 322 N SHADOWBAY BLVD, LONGWOOD, FL 32779

    $499,900476 Days on yellowkey   MLS ID: O6280309

    REDUCED by $25,100 (4.8%) on 03/31/2026

    For Sale O6280309 - 322 N SHADOWBAY BLVD, LONGWOOD, FL 32779 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 1993   Tax: $2,483 (2025)
    Community: Lake Vista At Shadowbay
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,946 (change assumption)
    Mortgage ($2,739) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 2165 BLUE IRIS PL, LONGWOOD, FL 32779

    $900,00070 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

    $395,00063 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

    $3,700,00010 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

    $699,00014 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


  • 230 HUNTERS TRL, LONGWOOD, FL 32779

    $749,0009 Days on yellowkey   MLS ID: O6411144

    For Sale O6411144 - 230 HUNTERS TRL, LONGWOOD, FL 32779 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3180
       Built: 1980
    Monthly Fee: $44
       Tax: $3,493 (2025)
    Community: Markham Place
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,439 (change assumption)
    Mortgage ($4,104) + Fees ($44) + Taxes in 2025 ($291)


    Taxes:$3,493

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2025

    Middle School: Markham Woods Middle


  • 470 FREEMAN ST, LONGWOOD, FL 32750

    $475,00036 Days on yellowkey   MLS ID: O6403714

    REDUCED by $15,000 (3.1%) on 05/20/2026

    For Sale O6403714 - 470 FREEMAN ST, LONGWOOD, FL 32750 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2261
       Built: 1998
    Monthly Fee: $51
       Tax: $4,198 (2024)
    Community: Longwood Plantation
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,603) + Fees ($51) + Taxes in 2024 ($350)


    Taxes:$4,198

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1860 MARLEY PL, LONGWOOD, FL 32750

    $425,00016 Days on yellowkey   MLS ID: O6409046

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

    For Sale O6409046 - 1860 MARLEY PL, LONGWOOD, FL 32750 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2060
       Built: 1998
    Monthly Fee: $39
       Tax: $2,132 (2025)
    Community: Chelsea Place
    Single Family


    Estimated Monthly Payment: $2,545 (change assumption)
    Mortgage ($2,329) + Fees ($39) + Taxes in 2025 ($178)


    Taxes:$2,132

    Elementary School: Highlands Elementary

    High School: Lake Mary High

    Tax Year: 2025

    Middle School: Greenwood Lakes 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.