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Maitland Homes For Sale & Real Estate - 147 homes

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

Location: Maitland

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  • 755 WOODSIDE RD, MAITLAND, FL 32751

    $975,00057 Days on yellowkey   MLS ID: O6402797

    REDUCED by $24,999 (2.5%) on 06/25/2026

    For Sale O6402797 - 755 WOODSIDE RD, MAITLAND, FL 32751 62 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3049
       Built: 1974
    Monthly Fee: $8
       Tax: $6,508 (2024)
    Community: Forest Brook 5Th Sec
    Single Family


    Estimated Monthly Payment: $5,893 (change assumption)
    Mortgage ($5,342) + Fees ($8) + Taxes in 2024 ($542)


    Taxes:$6,508

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2494 CASTLEWOOD RD, MAITLAND, FL 32751

    $570,0001 Day on yellowkey   MLS ID: O6419597

    For Sale O6419597 - 2494 CASTLEWOOD RD, MAITLAND, FL 32751 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2482
       Built: 1971   Tax: $3,375 (2025)
    Community: English Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,404 (change assumption)
    Mortgage ($3,123) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 51 OAKLEIGH LN, MAITLAND, FL 32751

    $1,135,00071 Days on yellowkey   MLS ID: O6399404

    REDUCED by $20,000 (1.7%) on 06/24/2026

    For Sale O6399404 - 51 OAKLEIGH LN, MAITLAND, FL 32751 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4149
       Built: 1972   Tax: $5,558 (2025)
    Community: Oakleigh Third Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,682 (change assumption)
    Mortgage ($6,219) + Taxes in 2025 ($463)


    Taxes:$5,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1511 GLASTONBERRY RD, MAITLAND, FL 32751

    $549,00051 Days on yellowkey   MLS ID: O6404282

    REDUCED by $16,000 (2.8%) on 06/24/2026

    For Sale O6404282 - 1511 GLASTONBERRY RD, MAITLAND, FL 32751 81 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2376
       Built: 1969   Tax: $1,959 (2024)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($163)


    Taxes:$1,959

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 204 QUAYSIDE CIR #504, MAITLAND, FL 32751

    $458,500124 Days on yellowkey   MLS ID: O6383019

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $500 (0.1%) on 05/02/2026

    For Sale O6383019 - 204 QUAYSIDE CIR #504, MAITLAND, FL 32751 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1984
    Monthly Fee: $590
       Tax: $6,851 (2024)
    Community: Moorings On Lake Maitland Condo
    Condo


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($2,512) + Fees ($590) + Taxes in 2024 ($571)


    Taxes:$6,851

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $689,000138 Days on yellowkey   MLS ID: O6380728

    2 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $10,000 (1.4%) on 06/23/2026

    For Sale O6380728 - 2514 TUSCARORA TRL, MAITLAND, FL 32751 37 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 3000
       Built: 1971   Tax: $4,200 (2025)
    Community: Dommerich Hills 2 Nd Add
    Single Family


    Estimated Monthly Payment: $4,125 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 933 and 935 ROBINHOOD CT, MAITLAND, FL 32751

    $549,000244 Days on yellowkey   MLS ID: O6355207

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $50,900 (8.5%) on 06/10/2026

    For Sale O6355207 - 933 and 935 ROBINHOOD CT, MAITLAND, FL 32751 52 photos

    Bed: 6   Bath: 0.0   Gar: 4
    Liv Area Sq Ft: 2484
       Built: 1979   Tax: $7,294 (2024)
    Community: Oakwood
    Apartment


    Estimated Monthly Payment: $3,616 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($608)


    Taxes:$7,294

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 614 BROOKWOOD LN, MAITLAND, FL 32751

    $899,00041 Days on yellowkey   MLS ID: O6408295

    REDUCED by $26,000 (2.8%) on 06/24/2026

    For Sale O6408295 - 614 BROOKWOOD LN, MAITLAND, FL 32751 52 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3485
       Built: 1968   Tax: $2,836 (2024)
    Community: Forest Brook
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,162 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 320 WHITE OAK CIR, MAITLAND, FL 32751

    $799,000104 Days on yellowkey   MLS ID: O6390473

    REDUCED by $26,000 (3.2%) on 06/23/2026

    For Sale O6390473 - 320 WHITE OAK CIR, MAITLAND, FL 32751 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 1973
    Monthly Fee: $31
       Tax: $3,975 (2025)
    Community: Maitland Grove
    Single Family


    Estimated Monthly Payment: $4,740 (change assumption)
    Mortgage ($4,378) + Fees ($31) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 9001 LAKE CHARITY DR, MAITLAND, FL 32751

    $575,00049 Days on yellowkey   MLS ID: O6405361

    For Sale O6405361 - 9001 LAKE CHARITY DR, MAITLAND, FL 32751 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1623
       Built: 1958   Tax: $1,937 (2025)
    Community: Druid Hills Ests
    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($161)


    Taxes:$1,937

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1911 BELFORD CT, MAITLAND, FL 32751

    $1,125,00010 Days on yellowkey   MLS ID: O6409794

    For Sale O6409794 - 1911 BELFORD CT, MAITLAND, FL 32751 42 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3314
       Built: 1995
    Monthly Fee: $395
       Tax: $8,545 (2025)
    Community: Maitland Club Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,271 (change assumption)
    Mortgage ($6,164) + Fees ($395) + Taxes in 2025 ($712)


    Taxes:$8,545

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 245 ORANGE PL, MAITLAND, FL 32751

    $675,0002 Days on yellowkey   MLS ID: O6419510

    For Sale O6419510 - 245 ORANGE PL, MAITLAND, FL 32751 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1935
       Built: 1946   Tax: $10,093 (2025)
    Community: Orangedale Park Rep
    Single Family


    Estimated Monthly Payment: $4,540 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($841)


    Taxes:$10,093

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 245 ORANGE PL, MAITLAND, FL 32751

    $675,00027 Days on yellowkey   MLS ID: O6409154

    For Sale O6409154 - 245 ORANGE PL, MAITLAND, FL 32751 22 photos

    Bed: 3   Bath: 0.0
    Liv Area Sq Ft: 1935
       Built: 1946   Tax: $10,093 (2025)
    Community: Orangedale Park Rep
    Apartment


    Estimated Monthly Payment: $4,540 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($841)


    Taxes:$10,093

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 892 PARK LAKE CIR #69, MAITLAND, FL 32751

    $225,00029 Days on yellowkey   MLS ID: O6411386

    REDUCED by $4,000 (1.7%) on 06/23/2026

    For Sale O6411386 - 892 PARK LAKE CIR #69, MAITLAND, FL 32751 37 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1353
       Built: 1972   Tax: $3,327 (2025)
    Community: Park Lake Twnhs
    Townhouse


    Estimated Monthly Payment: $1,510 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($277)


    Taxes:$3,327

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 195 CEDARWOOD DR, MAITLAND, FL 32751

    $800,0007 Days on yellowkey   MLS ID: O6418229

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale O6418229 - 195 CEDARWOOD DR, MAITLAND, FL 32751 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1941
       Built: 1958   Tax: $2,492 (2025)
    Community: Lakewood Shores 1St Add
    Single Family


    Estimated Monthly Payment: $4,591 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($208)


    Taxes:$2,492

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1000 WINDERLEY PL #141, MAITLAND, FL 32751

    $300,0007 Days on yellowkey   MLS ID: O6417569

    For Sale O6417569 - 1000 WINDERLEY PL #141, MAITLAND, FL 32751 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1275
       Built: 1982
    Monthly Fee: $526
       Tax: $2,725 (2025)
    Community: Sun Bay Club Condo Ut 1
    Condo


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($1,644) + Fees ($526) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 1065 GREGORY DR, MAITLAND, FL 32751

    $519,00028 Days on yellowkey   MLS ID: O6411336

    For Sale O6411336 - 1065 GREGORY DR, MAITLAND, FL 32751 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1929
       Built: 1958   Tax: $5,684 (2025)
    Community: Druid Hills Estates 1St Add
    Single Family


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,844) + Taxes in 2025 ($474)


    Taxes:$5,684

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 2801 WAUMPI TRL, MAITLAND, FL 32751

    $849,90094 Days on yellowkey   MLS ID: S5146322

    REDUCED by $15,000 (1.7%) on 06/11/2026

    For Sale S5146322 - 2801 WAUMPI TRL, MAITLAND, FL 32751 53 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2836
       Built: 1972   Tax: $305 (2024)
    Community: Dommerich Hills 6Th Add
    Single Family


    Estimated Monthly Payment: $4,682 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($25)


    Taxes:$305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 653 GREEN MEADOW AVE, MAITLAND, FL 32751

    $495,00055 Days on yellowkey   MLS ID: O6402661

    REDUCED by $23,000 (4.4%) on 06/23/2026

    For Sale O6402661 - 653 GREEN MEADOW AVE, MAITLAND, FL 32751 71 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 1970   Tax: $1,992 (2024)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,712) + Taxes in 2024 ($166)


    Taxes:$1,992

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1149 CHARMING ST, MAITLAND, FL 32751

    $590,00015 Days on yellowkey   MLS ID: O6414938

    1 Days Off yellowkey (back on 6/23/2026)

    For Sale O6414938 - 1149 CHARMING ST, MAITLAND, FL 32751 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2006
    Monthly Fee: $520
       Tax: $5,576 (2025)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $4,217 (change assumption)
    Mortgage ($3,233) + Fees ($520) + Taxes in 2025 ($465)


    Taxes:$5,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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

Maitland 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 Maitland. You can use our website to view Multiple Listing Service (MLS) data on Maitland 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 Maitland 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.