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Longwood Homes For Sale & Real Estate - 257 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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  • 519 STANTON PL, LONGWOOD, FL 32779

    $295,000165 Days on yellowkey   MLS ID: S5140902

    REDUCED by $15,000 (4.8%) on 05/03/2026

    For Sale S5140902 - 519 STANTON PL, LONGWOOD, FL 32779 27 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1289
       Built: 1982
    Monthly Fee: $486
       Tax: $3,380 (2024)
    Community: Governors Point Ph 1
    Townhouse


    Estimated Monthly Payment: $2,384 (change assumption)
    Mortgage ($1,616) + Fees ($486) + Taxes in 2024 ($282)


    Taxes:$3,380

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1351 N CLASSIC CT, LONGWOOD, FL 32779

    $3,500,00051 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

    $350,000212 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

    $419,00026 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

    $900,00079 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

    $395,00072 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

    $3,700,00019 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

    $699,00023 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

    $749,00018 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


  • 129 HIDDEN OAK DR, LONGWOOD, FL 32779

    $489,90045 Days on yellowkey   MLS ID: O6403496

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

    For Sale O6403496 - 129 HIDDEN OAK DR, LONGWOOD, FL 32779 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2194
       Built: 1973
    Monthly Fee: $175
       Tax: $4,887 (2024)
    Community: The Spgs Glenwood Village Sec 2
    Townhouse


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,684) + Fees ($175) + Taxes in 2024 ($407)


    Taxes:$4,887

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 123 TOMOKA TRL #123, LONGWOOD, FL 32779

    $249,900452 Days on yellowkey   MLS ID: V4941609

    For Sale V4941609 - 123 TOMOKA TRL #123, LONGWOOD, FL 32779 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1243
       Built: 1974   Tax: $2,219 (2024)
    Community: Wekiva Villas Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,554 (change assumption)
    Mortgage ($1,369) + Taxes in 2024 ($185)


    Taxes:$2,219

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 105 FAIRWAY DR, LONGWOOD, FL 32779

    $170,000324 Days on yellowkey   MLS ID: O6330225

    REDUCED by $4,999 (2.9%) on 05/18/2026

    For Sale O6330225 - 105 FAIRWAY DR, LONGWOOD, FL 32779 36 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1140
       Built: 1973
    Monthly Fee: $566
       Tax: $1,370 (2024)
    Community: Fairway Villas
    Condo


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($931) + Fees ($566) + Taxes in 2024 ($114)


    Taxes:$1,370

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 119 MEADOWFIELD LN, LONGWOOD, FL 32779

    $365,00026 Days on yellowkey   MLS ID: G5112577

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale G5112577 - 119 MEADOWFIELD LN, LONGWOOD, FL 32779 44 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1200
       Built: 1974   Tax: $3,811 (2025)
    Community: Meredith Manor Golf View Estates Sec
    Single Family


    Estimated Monthly Payment: $2,318 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($318)


    Taxes:$3,811

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1562 DOWNY BIRCH LN, LONGWOOD, FL 32750

    $314,90060 Days on yellowkey   MLS ID: O6396660

    REDUCED by $5,100 (1.6%) on 05/12/2026

    For Sale O6396660 - 1562 DOWNY BIRCH LN, LONGWOOD, FL 32750 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1369
       Built: 2013
    Monthly Fee: $194
       Tax: $2,266 (2025)
    Community: Hanover Pointe
    Townhouse


    Estimated Monthly Payment: $2,108 (change assumption)
    Mortgage ($1,725) + Fees ($194) + Taxes in 2025 ($189)


    Taxes:$2,266

    Elementary School: Longwood Elementary

    High School: Lake Mary High

    Tax Year: 2025

    Middle School: Greenwood Lakes Middle


  • 3301 SUNSET RIDGE CT, LONGWOOD, FL 32779

    $1,990,00048 Days on yellowkey   MLS ID: O6402005

    2 Days Off yellowkey (back on 5/29/2026)

    For Sale O6402005 - 3301 SUNSET RIDGE CT, LONGWOOD, FL 32779 96 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5962
       Built: 2009
    Monthly Fee: $50
       Tax: $13,177 (2025)
    Community: Sandy Lane Reserve Phase 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,052 (change assumption)
    Mortgage ($10,904) + Fees ($50) + Taxes in 2025 ($1,098)


    Taxes:$13,177

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 1652 RUTLEDGE RD, LONGWOOD, FL 32779

    $709,00050 Days on yellowkey   MLS ID: V4948735

    For Sale V4948735 - 1652 RUTLEDGE RD, LONGWOOD, FL 32779 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2760
       Built: 1982   Tax: $2,994 (2024)
    Community: Mandarin Sec 2
    Single Family


    Estimated Monthly Payment: $4,134 (change assumption)
    Mortgage ($3,885) + Taxes in 2024 ($250)


    Taxes:$2,994

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 737 E CHURCH AVE, LONGWOOD, FL 32750

    $405,000177 Days on yellowkey   MLS ID: O6365251

    REDUCED by $14,000 (3.3%) on 05/28/2026

    For Sale O6365251 - 737 E CHURCH AVE, LONGWOOD, FL 32750 49 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 2542
       Built: 1973   Tax: $5,240 (2024)
    Community: Wildmere Resurvey Of Blk 4
    Spa: No

    Apartment


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($2,219) + Taxes in 2024 ($437)


    Taxes:$5,240

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779

    $3,799,000261 Days on yellowkey   MLS ID: O6339805

    For Sale O6339805 - 808 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779 65 photos

    Bed: 7   Bath: 8.0   Gar: 5
    Liv Area Sq Ft: 14801
       Built: 1977
    Monthly Fee: $370
       Tax: $29,413 (2024)
    Community: Sweetwater Club Unit 1-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $23,637 (change assumption)
    Mortgage ($20,816) + Fees ($370) + Taxes in 2024 ($2,451)


    Taxes:$29,413

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 1950 ELKHORN CT, LONGWOOD, FL 32750

    $824,85099 Days on yellowkey   MLS ID: TB8482417

    REDUCED by $25,050 (2.9%) on 05/27/2026

    For Sale TB8482417 - 1950 ELKHORN CT, LONGWOOD, FL 32750 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3422
       Built: 2001
    Monthly Fee: $120
       Tax: $5,359 (2024)
    Community: Hidden Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,086 (change assumption)
    Mortgage ($4,520) + Fees ($120) + Taxes in 2024 ($447)


    Taxes:$5,359

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 135 SPRINGWOOD CIR #E, LONGWOOD, FL 32750

    $99,00754 Days on yellowkey   MLS ID: O6400969

    REDUCED by $10,116 (9.3%) on 05/27/2026

    For Sale O6400969 - 135 SPRINGWOOD CIR #E, LONGWOOD, FL 32750 14 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 666
       Built: 1973   Tax: $1,135 (2024)
    Community: Springwood Village
    Condo


    Estimated Monthly Payment: $637 (change assumption)
    Mortgage ($542) + Taxes in 2024 ($95)


    Taxes:$1,135

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle




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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.