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Displaying: For Sale

Location: Longwood

Property Type(s): Single Family

Beds: 4 to 4

Longwood - 97 properties found

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  • 216 TOLLGATE TRL, LONGWOOD, FL 32750

    $399,0004 Days on yellowkey   MLS ID: NS1088092

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

    For Sale NS1088092 - 216 TOLLGATE TRL, LONGWOOD, FL 32750 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2011
       Built: 1971   Tax: $2,002 (2025)
    Community: The Woodlands
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($167)


    Taxes:$2,002

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 1398 COR JESU CT, LONGWOOD, FL 32750

    $465,000180 Days on yellowkey   MLS ID: O6358213

    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: $2,892 (change assumption)
    Mortgage ($2,548) + Taxes in 2024 ($344)


    Taxes:$4,124

    Elementary School: Longwood Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Greenwood Lakes Middle


  • 1401 WINDSOR AVE, LONGWOOD, FL 32750

    $759,900101 Days on yellowkey   MLS ID: O6376311

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376311 - 1401 WINDSOR AVE, LONGWOOD, FL 32750 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3576
       Built: 1970
    Monthly Fee: $13
       Tax: $4,109 (2024)
    Community: Knollwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,519 (change assumption)
    Mortgage ($4,164) + Fees ($13) + Taxes in 2024 ($342)


    Taxes:$4,109

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 105 CEDAR OAK TRL, LONGWOOD, FL 32750

    $625,0005 Days on yellowkey   MLS ID: O6403317

    For Sale O6403317 - 105 CEDAR OAK TRL, LONGWOOD, FL 32750 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2212
       Built: 1973   Tax: $2,305 (2024)
    Community: Woodlands Sec 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,617 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($192)


    Taxes:$2,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 212 TOLLGATE TRL, LONGWOOD, FL 32750

    $490,0003 Days on yellowkey   MLS ID: O6404009

    For Sale O6404009 - 212 TOLLGATE TRL, LONGWOOD, FL 32750 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 1972
    Monthly Fee: $8
       Tax: $1,770 (2024)
    Community: Woodlands The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,840 (change assumption)
    Mortgage ($2,685) + Fees ($8) + Taxes in 2024 ($148)


    Taxes:$1,770

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 105 SWEET BAY LN, LONGWOOD, FL 32779

    $785,0003 Days on yellowkey   MLS ID: O6401023

    For Sale O6401023 - 105 SWEET BAY LN, LONGWOOD, FL 32779 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2853
       Built: 1978
    Monthly Fee: $229
       Tax: $7,454 (2025)
    Community: Springs The Deerwood Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,151 (change assumption)
    Mortgage ($4,301) + Fees ($229) + Taxes in 2025 ($621)


    Taxes:$7,454

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 478 SABAL TRAIL CIR, LONGWOOD, FL 32779

    $645,0006 Days on yellowkey   MLS ID: O6403175

    For Sale O6403175 - 478 SABAL TRAIL CIR, LONGWOOD, FL 32779 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 1984
    Monthly Fee: $85
       Tax: $6,601 (2025)
    Community: Sabal Point Sabal Trail At
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,169 (change assumption)
    Mortgage ($3,534) + Fees ($85) + Taxes in 2025 ($550)


    Taxes:$6,601

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 284 ISLAND SOUND CT, LONGWOOD, FL 32779

    $799,9996 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


  • 219 NOB HILL CIR, LONGWOOD, FL 32779

    $594,75046 Days on yellowkey   MLS ID: O6392082

    REDUCED by $5,000 (0.8%) on 04/23/2026

    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: $3,608 (change assumption)
    Mortgage ($3,259) + Taxes in 2025 ($349)


    Taxes:$4,190

    Elementary School: Forest City Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 308 SMOKERISE BLVD, LONGWOOD, FL 32779

    $649,00059 Days on yellowkey   MLS ID: O6387465

    REDUCED by $1,000 (0.2%) on 04/26/2026

    For Sale O6387465 - 308 SMOKERISE BLVD, LONGWOOD, FL 32779 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 1979
    Monthly Fee: $108
       Tax: $5,564 (2025)
    Community: Sweetwater Oaks Sec 12
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,128 (change assumption)
    Mortgage ($3,556) + Fees ($108) + Taxes in 2025 ($464)


    Taxes:$5,564

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 2 HUDSON CV, LONGWOOD, FL 32750

    $544,00033 Days on yellowkey   MLS ID: O6395131

    REDUCED by $5,000 (0.9%) on 04/15/2026

    For Sale O6395131 - 2 HUDSON CV, LONGWOOD, FL 32750 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 1974
    Monthly Fee: $25
       Tax: $2,399 (2024)
    Community: Sleepy Hollow 1St Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,206 (change assumption)
    Mortgage ($2,981) + Fees ($25) + Taxes in 2024 ($200)


    Taxes:$2,399

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 105 E COTTESMORE CIR, LONGWOOD, FL 32779

    $550,0003 Days on yellowkey   MLS ID: O6403980

    For Sale O6403980 - 105 E COTTESMORE CIR, LONGWOOD, FL 32779 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 1977
    Monthly Fee: $23
       Tax: $3,894 (2024)
    Community: Wekiva Hunt Club 3 Fox Hunt Sec 3
    Single Family


    Estimated Monthly Payment: $3,361 (change assumption)
    Mortgage ($3,014) + Fees ($23) + Taxes in 2024 ($324)


    Taxes:$3,894

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 106 LONESOME PINE DR, LONGWOOD, FL 32779

    $655,0003 Days on yellowkey   MLS ID: O6403779

    For Sale O6403779 - 106 LONESOME PINE DR, LONGWOOD, FL 32779 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2379
       Built: 1976
    Monthly Fee: $54
       Tax: $2,761 (2025)
    Community: Sweetwater Oaks Sec 08
    Single Family


    Estimated Monthly Payment: $3,873 (change assumption)
    Mortgage ($3,589) + Fees ($54) + Taxes in 2025 ($230)


    Taxes:$2,761

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 1508 CANARY ST, LONGWOOD, FL 32750

    $345,0003 Days on yellowkey   MLS ID: O6402841

    For Sale O6402841 - 1508 CANARY ST, LONGWOOD, FL 32750 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1595
       Built: 1973   Tax: $1,210 (2025)
    Community: Sky Lark Sub
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($101)


    Taxes:$1,210

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 216 THISTLEWOOD CIR, LONGWOOD, FL 32779

    $657,90038 Days on yellowkey   MLS ID: O6394238

    REDUCED by $2,000 (0.3%) on 05/01/2026

    For Sale O6394238 - 216 THISTLEWOOD CIR, LONGWOOD, FL 32779 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 1980
    Monthly Fee: $54
       Tax: $6,425 (2024)
    Community: Sweetwater Oaks Sec 12
    Single Family


    Estimated Monthly Payment: $4,194 (change assumption)
    Mortgage ($3,605) + Fees ($54) + Taxes in 2024 ($535)


    Taxes:$6,425

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1889 RANCHLAND TRL, LONGWOOD, FL 32750

    $998,9006 Days on yellowkey   MLS ID: V4948599

    For Sale V4948599 - 1889 RANCHLAND TRL, LONGWOOD, FL 32750 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2333
       Built: 1998   Tax: $6,016 (2024)
    Community: Meadowlands
    Single Family


    Estimated Monthly Payment: $5,975 (change assumption)
    Mortgage ($5,473) + Taxes in 2024 ($501)


    Taxes:$6,016

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 470 FREEMAN ST, LONGWOOD, FL 32750

    $490,0004 Days on yellowkey   MLS ID: O6403714

    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: $3,086 (change assumption)
    Mortgage ($2,685) + Fees ($51) + Taxes in 2024 ($350)


    Taxes:$4,198

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1209 ROXBORO RD, LONGWOOD, FL 32750

    $799,999112 Days on yellowkey   MLS ID: O6373160

    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: $4,762 (change assumption)
    Mortgage ($4,383) + Fees ($13) + Taxes in 2024 ($365)


    Taxes:$4,384

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 3508 VESTAVIA WAY, LONGWOOD, FL 32779

    $509,0004 Days on yellowkey   MLS ID: V4948800

    For Sale V4948800 - 3508 VESTAVIA WAY, LONGWOOD, FL 32779 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 1984
    Monthly Fee: $20
       Tax: $2,343 (2024)
    Community: Vestavia
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,789) + Fees ($20) + Taxes in 2024 ($195)


    Taxes:$2,343

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3301 SUNSET RIDGE CT, LONGWOOD, FL 32779

    $1,990,0007 Days on yellowkey   MLS ID: O6402005

    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






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.