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Longwood Single Family Homes For Sale - 164 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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  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000201 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

    $419,00015 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

    $419,90012 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

    $499,900474 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

    $900,00068 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

    $395,00061 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

    $3,700,0008 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

    $699,00012 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

    $749,0007 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

    $475,00034 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

    $425,00014 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


  • 1209 ROXBORO RD, LONGWOOD, FL 32750

    $775,000142 Days on yellowkey   MLS ID: O6373160

    REDUCED by $24,999 (3.1%) on 05/29/2026

    For Sale O6373160 - 1209 ROXBORO RD, LONGWOOD, FL 32750 75 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3332
       Built: 1969
    Monthly Fee: $13
       Tax: $4,384 (2024)
    Community: Knollwood 1St Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,625 (change assumption)
    Mortgage ($4,246) + Fees ($13) + Taxes in 2024 ($365)


    Taxes:$4,384

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 76 SWEETBRIAR BR, LONGWOOD, FL 32750

    $575,00091 Days on yellowkey   MLS ID: O6387478

    REDUCED by $5,000 (0.9%) on 05/05/2026

    For Sale O6387478 - 76 SWEETBRIAR BR, LONGWOOD, FL 32750 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2186
       Built: 1973   Tax: $6,141 (2024)
    Community: Woodlands Sec 3
    Single Family


    Estimated Monthly Payment: $3,662 (change assumption)
    Mortgage ($3,151) + Taxes in 2024 ($512)


    Taxes:$6,141

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750

    $688,00059 Days on yellowkey   MLS ID: O6396065

    REDUCED by $17,000 (2.4%) on 05/14/2026

    For Sale O6396065 - 375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2997
       Built: 2006
    Monthly Fee: $148
       Tax: $4,171 (2024)
    Community: Brentwood Club
    Single Family


    Estimated Monthly Payment: $4,265 (change assumption)
    Mortgage ($3,770) + Fees ($148) + Taxes in 2024 ($348)


    Taxes:$4,171

    Elementary School: Longwood Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 1398 COR JESU CT, LONGWOOD, FL 32750

    $450,000210 Days on yellowkey   MLS ID: O6358213

    REDUCED by $20,000 (4.3%) on 05/14/2026

    For Sale O6358213 - 1398 COR JESU CT, LONGWOOD, FL 32750 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 1984   Tax: $4,124 (2024)
    Community: Cor Jesu
    Single Family


    Estimated Monthly Payment: $2,809 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($344)


    Taxes:$4,124

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 104 STONEBROOK CT, LONGWOOD, FL 32779

    $889,00089 Days on yellowkey   MLS ID: O6386029

    REDUCED by $6,000 (0.7%) on 05/31/2026

    For Sale O6386029 - 104 STONEBROOK CT, LONGWOOD, FL 32779 77 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3575
       Built: 1982
    Monthly Fee: $108
       Tax: $9,000 (2025)
    Community: Sweetwater Oaks
    Single Family


    Estimated Monthly Payment: $5,729 (change assumption)
    Mortgage ($4,871) + Fees ($108) + Taxes in 2025 ($750)


    Taxes:$9,000

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 628 E CLUB CIR, LONGWOOD, FL 32779

    $995,00021 Days on yellowkey   MLS ID: O6400643

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6400643 - 628 E CLUB CIR, LONGWOOD, FL 32779 41 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4026
       Built: 1988
    Monthly Fee: $367
       Tax: $5,748 (2024)
    Community: Sweetwater Club Unit 7
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,298 (change assumption)
    Mortgage ($5,452) + Fees ($367) + Taxes in 2024 ($479)


    Taxes:$5,748

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779

    $549,00084 Days on yellowkey   MLS ID: O6389594

    REDUCED by $1,000 (0.2%) on 05/26/2026

    For Sale O6389594 - 300 E SWEETWATER CREEK DR, LONGWOOD, FL 32779 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 1976
    Monthly Fee: $54
       Tax: $2,650 (2024)
    Community: Sweetwater Oaks Sec 05
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($3,008) + Fees ($54) + Taxes in 2024 ($221)


    Taxes:$2,650

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 432 WILDERNESS DR, LONGWOOD, FL 32779

    $689,00070 Days on yellowkey   MLS ID: O6393288

    REDUCED by $5,000 (0.7%) on 05/22/2026

    For Sale O6393288 - 432 WILDERNESS DR, LONGWOOD, FL 32779 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 1981
    Monthly Fee: $46
       Tax: $6,626 (2024)
    Community: Cypress Landing At Sabal Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,373 (change assumption)
    Mortgage ($3,775) + Fees ($46) + Taxes in 2024 ($552)


    Taxes:$6,626

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 1707 GRANGE CIR, LONGWOOD, FL 32750

    $476,00073 Days on yellowkey   MLS ID: O6392182

    For Sale O6392182 - 1707 GRANGE CIR, LONGWOOD, FL 32750 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1981
       Built: 1987   Tax: $2,283 (2024)
    Community: Tiberon Hills Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,608) + Taxes in 2024 ($190)


    Taxes:$2,283

    Elementary School: Longwood Elementary

    High School: Lake Mary High

    Tax Year: 2024

    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.