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Longwood Homes For Sale & Real Estate - 239 homes

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

Location: Longwood

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  • 814 MIAMI SPRINGS DR, LONGWOOD, FL 32779

    $1,050,00081 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


  • 486 N PIN OAK PL #308, LONGWOOD, FL 32779

    $179,900113 Days on yellowkey   MLS ID: O6381034

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

    REDUCED by $5,000 (2.7%) on 05/27/2026

    For Sale O6381034 - 486 N PIN OAK PL #308, LONGWOOD, FL 32779 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1110
       Built: 1991   Tax: $2,066 (2025)
    Community: Windsor At Sabal Walk A Condo
    Condo


    Estimated Monthly Payment: $1,158 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 661 N WILDFLOWER CT, LONGWOOD, FL 32750

    $295,90062 Days on yellowkey   MLS ID: O6395227

    REDUCED by $14,100 (4.5%) on 06/01/2026

    For Sale O6395227 - 661 N WILDFLOWER CT, LONGWOOD, FL 32750 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1266
       Built: 1984   Tax: $3,772 (2024)
    Community: Meadow Ridge
    Half Duplex


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,621) + Taxes in 2024 ($314)


    Taxes:$3,772

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3996 RADLEY CT #3996, LONGWOOD, FL 32779

    $225,000202 Days on yellowkey   MLS ID: O6358122

    REDUCED by $10,000 (4.3%) on 06/01/2026

    For Sale O6358122 - 3996 RADLEY CT #3996, LONGWOOD, FL 32779 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 1988
    Monthly Fee: $522
       Tax: $2,453 (2025)
    Community: Wekiva Hunt Club Condo
    Condo


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,233) + Fees ($522) + Taxes in 2025 ($204)


    Taxes:$2,453

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000200 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

    $419,00014 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

    $419,90011 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

    $499,900473 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


  • 498 N PIN OAK PL #306, LONGWOOD, FL 32779

    $150,00047 Days on yellowkey   MLS ID: O6399772

    SHORT SALE O6399772 - 498 N PIN OAK PL #306, LONGWOOD, FL 32779 14 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 823
       Built: 1991   Tax: $179 (2024)
    Community: Windsor At Sabal Walk A Condo
    Condo


    Estimated Monthly Payment: $837 (change assumption)
    Mortgage ($822) + Taxes in 2024 ($15)


    Taxes:$179

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750

    $322,000106 Days on yellowkey   MLS ID: O6382698

    REDUCED by $5,000 (1.5%) on 05/07/2026

    For Sale O6382698 - 601 JOYFUL BLOSSOM PL, LONGWOOD, FL 32750 30 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1369
       Built: 2013
    Monthly Fee: $163
       Tax: $3,462 (2024)
    Community: Hanover Pointe Rep - Rep
    Townhouse


    Estimated Monthly Payment: $2,216 (change assumption)
    Mortgage ($1,764) + Fees ($163) + Taxes in 2024 ($288)


    Taxes:$3,462

    Elementary School: Longwood Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 2165 BLUE IRIS PL, LONGWOOD, FL 32779

    $900,00067 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

    $395,00060 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

    $3,700,0007 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

    $699,00011 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

    $749,0006 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


  • 335 GOLFSIDE CV, LONGWOOD, FL 32779

    $310,00047 Days on yellowkey   MLS ID: O6399625

    REDUCED by $10,000 (3.1%) on 06/01/2026

    For Sale O6399625 - 335 GOLFSIDE CV, LONGWOOD, FL 32779 50 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1648
       Built: 1984
    Monthly Fee: $23
       Tax: $2,417 (2024)
    Community: Wekiva Villas On The Green 2
    Condo


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,699) + Fees ($23) + Taxes in 2024 ($201)


    Taxes:$2,417

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 986 GRAND WILDMERE CV, LONGWOOD, FL 32750

    $415,0006 Days on yellowkey   MLS ID: O6411035

    For Sale O6411035 - 986 GRAND WILDMERE CV, LONGWOOD, FL 32750 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1743
       Built: 2020
    Monthly Fee: $390

    Community: Grandview At Lake Wildmere
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,664 (change assumption)
    Mortgage ($2,274) + Fees ($390) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Winter Springs Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 145 STENHOUSE LN, LONGWOOD, FL 32779

    $334,90032 Days on yellowkey   MLS ID: O6403064

    REDUCED by $4,600 (1.4%) on 05/09/2026

    For Sale O6403064 - 145 STENHOUSE LN, LONGWOOD, FL 32779 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1472
       Built: 2010
    Monthly Fee: $310
       Tax: $4,261 (2024)
    Community: Wekiva Landings
    Townhouse


    Estimated Monthly Payment: $2,500 (change assumption)
    Mortgage ($1,835) + Fees ($310) + Taxes in 2024 ($355)


    Taxes:$4,261

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 470 FREEMAN ST, LONGWOOD, FL 32750

    $475,00033 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


  • 1405 CRICKET CT, LONGWOOD, FL 32750

    $315,00051 Days on yellowkey   MLS ID: O6397641

    For Sale O6397641 - 1405 CRICKET CT, LONGWOOD, FL 32750 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1984
    Monthly Fee: $68
       Tax: $3,994 (2024)
    Community: Westlake Manor Unit 2B
    Townhouse


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($1,726) + Fees ($68) + Taxes in 2024 ($333)


    Taxes:$3,994

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Longwood home, townhome, condo, villa, and other listing sales 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 houses for sale in Longwood . You can use our website to view Multiple Listing Service (MLS) data on Longwood Real Estate. 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 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.