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Maitland Single Family Homes For Sale - 81 homes

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

Location: Maitland

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  • 2494 CASTLEWOOD RD, MAITLAND, FL 32751

    $570,00015 Days 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


  • 119 HOLLIE CT, MAITLAND, FL 32751

    $975,000169 Days on yellowkey   MLS ID: O6375808

    For Sale O6375808 - 119 HOLLIE CT, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2192
       Built: 1964   Tax: $12,057 (2024)
    Community: Hollieanna Shores
    Single Family


    Estimated Monthly Payment: $6,347 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($1,005)


    Taxes:$12,057

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 110 N LAKEWOOD CIR, MAITLAND, FL 32751

    $375,00013 Days on yellowkey   MLS ID: O6420264

    For Sale O6420264 - 110 N LAKEWOOD CIR, MAITLAND, FL 32751 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1341
       Built: 1959   Tax: $769 (2025)
    Community: Lakewood Shores
    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($64)


    Taxes:$769

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1327 CHIPOLA TRL, MAITLAND, FL 32751

    $415,00034 Days on yellowkey   MLS ID: O6404670

    3 Days Off yellowkey (back on 7/1/2026)

    For Sale O6404670 - 1327 CHIPOLA TRL, MAITLAND, FL 32751 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1969   Tax: $3,454 (2024)
    Community: Indian Hills Unit 1 Rep
    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,274) + Taxes in 2024 ($288)


    Taxes:$3,454

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 2801 WAUMPI TRL, MAITLAND, FL 32751

    $849,900108 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


  • 140 WIGWAM PL, MAITLAND, FL 32751

    $609,90078 Days on yellowkey   MLS ID: O6401560

    REDUCED by $10,000 (1.6%) on 07/02/2026

    For Sale O6401560 - 140 WIGWAM PL, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 1957   Tax: $3,978 (2025)
    Community: Dommerich Estates
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,342) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1291 OXFORD RD, MAITLAND, FL 32751

    $419,00029 Days on yellowkey   MLS ID: O6414229

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $11,000 (2.6%) on 06/22/2026

    For Sale O6414229 - 1291 OXFORD RD, MAITLAND, FL 32751 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1370
       Built: 1961   Tax: $4,642 (2025)
    Community: English Estates Unit 2
    Single Family


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($2,296) + Taxes in 2025 ($387)


    Taxes:$4,642

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2155 FENNELL ST, MAITLAND, FL 32751

    $489,90034 Days on yellowkey   MLS ID: S5151303

    0 Days Off yellowkey (back on 7/1/2026)

    For Sale S5151303 - 2155 FENNELL ST, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1997   Tax: $2,383 (2025)
    Community: Winfield
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,684) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2150 TORTOISE SHELL DR, MAITLAND, FL 32751

    $409,90077 Days on yellowkey   MLS ID: O6392895

    REDUCED by $15,000 (3.5%) on 06/18/2026

    For Sale O6392895 - 2150 TORTOISE SHELL DR, MAITLAND, FL 32751 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1512
       Built: 1997
    Monthly Fee: $17
       Tax: $5,334 (2025)
    Community: Winfield
    Single Family


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,246) + Fees ($17) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 1244 E LAKE COLONY DR, MAITLAND, FL 32751

    $1,790,00070 Days on yellowkey   MLS ID: O6402702

    REDUCED by $105,000 (5.5%) on 05/26/2026

    For Sale O6402702 - 1244 E LAKE COLONY DR, MAITLAND, FL 32751 37 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4478
       Built: 2002
    Monthly Fee: $342
       Tax: $17,421 (2025)
    Community: Lake Colony Ph 02
    Single Family


    Estimated Monthly Payment: $11,602 (change assumption)
    Mortgage ($9,808) + Fees ($342) + Taxes in 2025 ($1,452)


    Taxes:$17,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 502 OAK LN, MAITLAND, FL 32751

    $599,000100 Days on yellowkey   MLS ID: O6394681

    REDUCED by $30,000 (4.8%) on 05/01/2026

    For Sale O6394681 - 502 OAK LN, MAITLAND, FL 32751 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1966
       Built: 1958   Tax: $5,118 (2025)
    Community: Oakland Shores
    Single Family


    Estimated Monthly Payment: $3,709 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($427)


    Taxes:$5,118

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Millennium Middle


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $689,000152 Days on yellowkey   MLS ID: O6380728

    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


  • 624 TUSCARORA TRL, MAITLAND, FL 32751

    $945,00014 Days on yellowkey   MLS ID: O6418744

    1 Days Off yellowkey (back on 6/30/2026)

    For Sale O6418744 - 624 TUSCARORA TRL, MAITLAND, FL 32751 42 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3370
       Built: 1961   Tax: $5,322 (2025)
    Community: Dommerich Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($5,178) + Taxes in 2025 ($443)


    Taxes:$5,322

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 245 ORANGE PL, MAITLAND, FL 32751

    $675,00016 Days on yellowkey   MLS ID: O6419510

    3 Days Off yellowkey (back on 6/29/2026)

    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


  • 551 RUFFEL ST, MAITLAND, FL 32751

    $278,50099 Days on yellowkey   MLS ID: S5146986

    REDUCED by $21,400 (7.1%) on 06/29/2026

    For Sale S5146986 - 551 RUFFEL ST, MAITLAND, FL 32751 15 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1162
       Built: 1970   Tax: $396 (2025)
    Community: Clark Homes Acres
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,559 (change assumption)
    Mortgage ($1,526) + Taxes in 2025 ($33)


    Taxes:$396

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1001 VERSAILLES CT, MAITLAND, FL 32751

    $975,00075 Days on yellowkey   MLS ID: O6401795

    3 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $23,000 (2.3%) on 06/19/2026

    For Sale O6401795 - 1001 VERSAILLES CT, MAITLAND, FL 32751 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3625
       Built: 1981
    Monthly Fee: $29
       Tax: $6,161 (2025)
    Community: Versailles
    Single Family


    Estimated Monthly Payment: $5,885 (change assumption)
    Mortgage ($5,342) + Fees ($29) + Taxes in 2025 ($513)


    Taxes:$6,161

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 220 ADAMS DR, MAITLAND, FL 32751

    $1,995,00035 Days on yellowkey   MLS ID: O6413737

    For Sale O6413737 - 220 ADAMS DR, MAITLAND, FL 32751 47 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3005
       Built: 1977   Tax: $15,563 (2025)
    Community: Kings Row
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,228 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,297)


    Taxes:$15,563

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2112 CHIPPEWA TRL, MAITLAND, FL 32751

    $949,00098 Days on yellowkey   MLS ID: O6394702

    REDUCED by $16,000 (1.7%) on 06/29/2026

    For Sale O6394702 - 2112 CHIPPEWA TRL, MAITLAND, FL 32751 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2407
       Built: 1961   Tax: $2,725 (2025)
    Community: Dommerich Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,427 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 631 LAKE CATHERINE DR, MAITLAND, FL 32751

    $1,795,00052 Days on yellowkey   MLS ID: O6408700

    For Sale O6408700 - 631 LAKE CATHERINE DR, MAITLAND, FL 32751 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2351
       Built: 1970   Tax: $11,896 (2025)
    Community: Sheridan Place
    Single Family


    Estimated Monthly Payment: $10,827 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($991)


    Taxes:$11,896

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $749,900119 Days on yellowkey   MLS ID: O6390221

    REDUCED by $49,100 (6.1%) on 05/11/2026

    For Sale O6390221 - 2040 GERONIMO TRL, MAITLAND, FL 32751 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1963   Tax: $3,301 (2025)
    Community: Highland Park Ests
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($275)


    Taxes:$3,301

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle




Why Bother Searching Elsewhere for Maitland Single Family Homes for Sale?

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