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Longwood Homes For Sale & Real Estate - 269 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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  • 283 LAKAY PL, LONGWOOD, FL 32779

    $825,000128 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


  • 235 S SHADOWBAY BLVD, LONGWOOD, FL 32779

    $425,000389 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


  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000244 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


  • 3147 TALA LOOP, LONGWOOD, FL 32779

    $3,700,00051 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

    $699,00055 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


  • 737 E CHURCH AVE, LONGWOOD, FL 32750

    $405,000209 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


  • 3540 LEGACY HILLS CT, LONGWOOD, FL 32779

    $4,499,00051 Days on yellowkey   MLS ID: O6408704

    For Sale O6408704 - 3540 LEGACY HILLS CT, LONGWOOD, FL 32779 80 photos

    Bed: 7   Bath: 8.5   Gar: 4
    Liv Area Sq Ft: 12006
       Built: 2005
    Monthly Fee: $885
       Tax: $30,230 (2025)
    Community: Alaqua Lakes Ph 5B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $28,056 (change assumption)
    Mortgage ($24,651) + Fees ($885) + Taxes in 2025 ($2,519)


    Taxes:$30,230

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1130 BROWNSHIRE CT, LONGWOOD, FL 32779

    $1,600,00062 Days on yellowkey   MLS ID: O6408467

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale O6408467 - 1130 BROWNSHIRE CT, LONGWOOD, FL 32779 59 photos

    Bed: 4   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 7451
       Built: 1984
    Monthly Fee: $367
       Tax: $18,909 (2025)
    Community: Sweetwater Club Unit 3
    Single Family


    Estimated Monthly Payment: $10,710 (change assumption)
    Mortgage ($8,767) + Fees ($367) + Taxes in 2025 ($1,576)


    Taxes:$18,909

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Markham Woods Middle


  • 8201 OLYMPIA CT #8201, LONGWOOD, FL 32779

    $195,000134 Days on yellowkey   MLS ID: O6385064

    REDUCED by $5,000 (2.5%) on 05/22/2026

    For Sale O6385064 - 8201 OLYMPIA CT #8201, LONGWOOD, FL 32779 41 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1365
       Built: 1984
    Monthly Fee: $488
       Tax: $2,537 (2025)
    Community: Clubside At Sabal Point A Condo
    Condo


    Estimated Monthly Payment: $1,768 (change assumption)
    Mortgage ($1,068) + Fees ($488) + Taxes in 2025 ($211)


    Taxes:$2,537

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 3545 LEGACY HILLS CT, LONGWOOD, FL 32779

    $4,800,00097 Days on yellowkey   MLS ID: O6396829

    REDUCED by $400,000 (7.7%) on 05/12/2026

    For Sale O6396829 - 3545 LEGACY HILLS CT, LONGWOOD, FL 32779 100 photos

    Bed: 7   Bath: 8.0   Gar: 6
    Liv Area Sq Ft: 10684
       Built: 2002
    Monthly Fee: $885
       Tax: $43,088 (2024)
    Community: Alaqua Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,776 (change assumption)
    Mortgage ($26,301) + Fees ($885) + Taxes in 2024 ($3,591)


    Taxes:$43,088

    Elementary School: Heathrow Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 1934 WINGFIELD DR, LONGWOOD, FL 32779

    $924,50064 Days on yellowkey   MLS ID: O6407478

    2 Days Off yellowkey (back on 5/17/2026)

    For Sale O6407478 - 1934 WINGFIELD DR, LONGWOOD, FL 32779 59 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3575
       Built: 1990
    Monthly Fee: $104
       Tax: $6,902 (2024)
    Community: Wingfield Reserve Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,745 (change assumption)
    Mortgage ($5,066) + Fees ($104) + Taxes in 2024 ($575)


    Taxes:$6,902

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 441 WILD OAK CIR, LONGWOOD, FL 32779

    $770,00069 Days on yellowkey   MLS ID: O6405462

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale O6405462 - 441 WILD OAK CIR, LONGWOOD, FL 32779 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 1982
    Monthly Fee: $54
       Tax: $3,972 (2024)
    Community: Sweetwater Oaks Sec 13
    Single Family


    Estimated Monthly Payment: $4,604 (change assumption)
    Mortgage ($4,219) + Fees ($54) + Taxes in 2024 ($331)


    Taxes:$3,972

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 2040 E TRIANGLE DR, LONGWOOD, FL 32779

    $340,00065 Days on yellowkey   MLS ID: O6406274

    For Sale O6406274 - 2040 E TRIANGLE DR, LONGWOOD, FL 32779 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1283
       Built: 1985
    Monthly Fee: $28
       Tax: $3,449 (2024)
    Community: Lake Brantley Isles 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,863) + Fees ($28) + Taxes in 2024 ($287)


    Taxes:$3,449

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 262 OAKMONT RESERVE DR, LONGWOOD, FL 32750

    $764,900150 Days on yellowkey   MLS ID: O6382404

    REDUCED by $5,000 (0.6%) on 05/11/2026

    For Sale O6382404 - 262 OAKMONT RESERVE DR, LONGWOOD, FL 32750 65 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3430
       Built: 2018
    Monthly Fee: $120
       Tax: $7,565 (2025)
    Community: Oakmont Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,942 (change assumption)
    Mortgage ($4,191) + Fees ($120) + Taxes in 2025 ($630)


    Taxes:$7,565

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Greenwood Lakes Middle


  • 116 SPRINGWOOD CIR #D, LONGWOOD, FL 32750

    $169,99976 Days on yellowkey   MLS ID: O6403702

    2 Days Off yellowkey (back on 5/8/2026)

    For Sale O6403702 - 116 SPRINGWOOD CIR #D, LONGWOOD, FL 32750 67 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1020
       Built: 1973
    Monthly Fee: $370
       Tax: $523 (2025)
    Community: Springwood Village
    Condo


    Estimated Monthly Payment: $1,345 (change assumption)
    Mortgage ($931) + Fees ($370) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 280 SPRINGSIDE RD S, LONGWOOD, FL 32779

    $626,640187 Days on yellowkey   MLS ID: O6372736

    For Sale O6372736 - 280 SPRINGSIDE RD S, LONGWOOD, FL 32779 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2436
       Built: 1987
    Monthly Fee: $180
       Tax: $6,507 (2024)
    Community: The Springs
    Single Family


    Estimated Monthly Payment: $4,156 (change assumption)
    Mortgage ($3,434) + Fees ($180) + Taxes in 2024 ($542)


    Taxes:$6,507

    Elementary School: Sabal Point Elementary

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7302 OLYMPIA CT, LONGWOOD, FL 32779

    $249,90072 Days on yellowkey   MLS ID: O6405170

    For Sale O6405170 - 7302 OLYMPIA CT, LONGWOOD, FL 32779 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1365
       Built: 1984   Tax: $2,457 (2025)
    Community: Clubside At Sabal Point A Condo
    Condo


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($205)


    Taxes:$2,457

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 749 SEMINOLE AVE, LONGWOOD, FL 32750

    $299,00087 Days on yellowkey   MLS ID: O6400530

    INCREASED by $10,000 (3.5%) on 05/04/2026

    For Sale O6400530 - 749 SEMINOLE AVE, LONGWOOD, FL 32750 14 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1108
       Built: 1971   Tax: $2,752 (2024)
    Community: Lake Wayman Heights Lake Add
    Single Family


    Estimated Monthly Payment: $1,868 (change assumption)
    Mortgage ($1,638) + Taxes in 2024 ($229)


    Taxes:$2,752

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1469 GRACE LAKE CIR, LONGWOOD, FL 32750

    $560,000262 Days on yellowkey   MLS ID: O6355680

    For Sale O6355680 - 1469 GRACE LAKE CIR, LONGWOOD, FL 32750 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2174
       Built: 1982
    Monthly Fee: $40
       Tax: $5,031 (2025)
    Community: North Cove
    Single Family


    Estimated Monthly Payment: $3,528 (change assumption)
    Mortgage ($3,068) + Fees ($40) + Taxes in 2025 ($419)


    Taxes:$5,031

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 425 E JESSUP AVE, LONGWOOD, FL 32750

    $444,99084 Days on yellowkey   MLS ID: O6397582

    For Sale O6397582 - 425 E JESSUP AVE, LONGWOOD, FL 32750 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1835
       Built: 2026
    Monthly Fee: $180
       Tax: $172 (2026)
    Community: Casaluna Townhomes
    Townhouse


    Estimated Monthly Payment: $2,633 (change assumption)
    Mortgage ($2,438) + Fees ($180) + Taxes in 2026 ($14)


    Taxes:$172

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None




Why Bother Searching Elsewhere for Longwood Homes for Sale and Other Real Estate?

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.