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Longwood Single Family Homes For Sale - 189 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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  • 1398 COR JESU CT, LONGWOOD, FL 32750

    $450,000251 Days on yellowkey   MLS ID: O6358213

    3 Days Off yellowkey (back on 6/8/2026)

    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


  • 284 ISLAND SOUND CT, LONGWOOD, FL 32779

    $799,99977 Days on yellowkey   MLS ID: O6401810

    For Sale O6401810 - 284 ISLAND SOUND CT, LONGWOOD, FL 32779 33 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2692
       Built: 2021
    Monthly Fee: $159
       Tax: $6,766 (2025)
    Community: Retreat At Lake Brantley
    Single Family


    Estimated Monthly Payment: $5,106 (change assumption)
    Mortgage ($4,383) + Fees ($159) + Taxes in 2025 ($564)


    Taxes:$6,766

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 102 N SILVER CLUSTER CT, LONGWOOD, FL 32750

    $383,00088 Days on yellowkey   MLS ID: O6399945

    3 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $12,000 (3.0%) on 05/13/2026

    For Sale O6399945 - 102 N SILVER CLUSTER CT, LONGWOOD, FL 32750 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1166
       Built: 1975   Tax: $4,071 (2024)
    Community: Lake Searcy Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,099) + Taxes in 2024 ($339)


    Taxes:$4,071

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 1805 MEADOWBEND DR, LONGWOOD, FL 32750

    $1,400,000113 Days on yellowkey   MLS ID: O6392482

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6392482 - 1805 MEADOWBEND DR, LONGWOOD, FL 32750 47 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4000
       Built: 1985
    Monthly Fee: $25
       Tax: $7,684 (2024)
    Community: Meadowlands 5 Acre Dev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,336 (change assumption)
    Mortgage ($7,671) + Fees ($25) + Taxes in 2024 ($640)


    Taxes:$7,684

    Elementary School: Longwood Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 710 EAST CT, LONGWOOD, FL 32750

    $340,000264 Days on yellowkey   MLS ID: S5137189

    REDUCED by $19,000 (5.3%) on 06/03/2026

    For Sale S5137189 - 710 EAST CT, LONGWOOD, FL 32750 27 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1533
       Built: 1971   Tax: $3,133 (2024)
    Community: Longwood North
    Single Family


    Estimated Monthly Payment: $2,124 (change assumption)
    Mortgage ($1,863) + Taxes in 2024 ($261)


    Taxes:$3,133

    Elementary School: Longwood Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 283 LAKAY PL, LONGWOOD, FL 32779

    $825,000126 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

    $425,000387 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

    $350,000242 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

    $3,700,00049 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

    $699,00053 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


  • 3301 SUNSET RIDGE CT, LONGWOOD, FL 32779

    $1,990,00078 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


  • 3540 LEGACY HILLS CT, LONGWOOD, FL 32779

    $4,499,00049 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

    $1,600,00060 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


  • 1446 VIVALDI PL, LONGWOOD, FL 32779

    $825,000179 Days on yellowkey   MLS ID: A4678437

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $24,900 (2.9%) on 04/28/2026

    For Sale A4678437 - 1446 VIVALDI PL, LONGWOOD, FL 32779 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3310
       Built: 2011
    Monthly Fee: $122
       Tax: $7,442 (2025)
    Community: Bella Vista
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,263 (change assumption)
    Mortgage ($4,520) + Fees ($122) + Taxes in 2025 ($620)


    Taxes:$7,442

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3545 LEGACY HILLS CT, LONGWOOD, FL 32779

    $4,800,00095 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


  • 219 NOB HILL CIR, LONGWOOD, FL 32779

    $589,750117 Days on yellowkey   MLS ID: O6392082

    REDUCED by $5,000 (0.8%) on 05/18/2026

    For Sale O6392082 - 219 NOB HILL CIR, LONGWOOD, FL 32779 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 1963   Tax: $4,190 (2025)
    Community: Meredith Manor Nob Hill Sec
    Single Family


    Estimated Monthly Payment: $3,581 (change assumption)
    Mortgage ($3,231) + Taxes in 2025 ($349)


    Taxes:$4,190

    Elementary School: Forest City Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 1934 WINGFIELD DR, LONGWOOD, FL 32779

    $924,50062 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


  • 334 MAPLE DR, LONGWOOD, FL 32750

    $469,900365 Days on yellowkey   MLS ID: O6325785

    For Sale O6325785 - 334 MAPLE DR, LONGWOOD, FL 32750 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1970   Tax: $2,482 (2024)
    Community: Sanlando Spgs
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,782 (change assumption)
    Mortgage ($2,575) + Taxes in 2024 ($207)


    Taxes:$2,482

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 441 WILD OAK CIR, LONGWOOD, FL 32779

    $770,00067 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

    $340,00063 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




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.