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Maitland Single Family Homes For Sale - 89 homes

Maitland Single Family Homes for Sale are located in Orange 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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  • 541 MANOR RD, MAITLAND, FL 32751

    $1,499,00048 Days on yellowkey   MLS ID: O6406458

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $100,000 (6.3%) on 06/25/2026

    For Sale O6406458 - 541 MANOR RD, MAITLAND, FL 32751 39 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 3400
       Built: 1956   Tax: $10,374 (2025)
    Community: Ravndals Rep
    Single Family


    Estimated Monthly Payment: $9,078 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($865)


    Taxes:$10,374

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 755 CRANES CT, MAITLAND, FL 32751

    $1,395,500446 Days on yellowkey   MLS ID: O6299581

    For Sale O6299581 - 755 CRANES CT, MAITLAND, FL 32751 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4566
       Built: 2009
    Monthly Fee: $199
       Tax: $10,895 (2024)
    Community: Lake Sybelia Cove
    Single Family


    Estimated Monthly Payment: $8,753 (change assumption)
    Mortgage ($7,646) + Fees ($199) + Taxes in 2024 ($908)


    Taxes:$10,895

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 703 NICOMA TRAIL, MAITLAND, FL 32751

    $735,00049 Days on yellowkey   MLS ID: O6408335

    REDUCED by $15,000 (2.0%) on 06/09/2026

    For Sale O6408335 - 703 NICOMA TRAIL, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 1961   Tax: $4,767 (2025)
    Community: Dommerich Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,425 (change assumption)
    Mortgage ($4,027) + Taxes in 2025 ($397)


    Taxes:$4,767

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1065 GREGORY DR, MAITLAND, FL 32751

    $519,00041 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


  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $799,900113 Days on yellowkey   MLS ID: O6389520

    REDUCED by $24,100 (2.9%) on 06/30/2026

    For Sale O6389520 - 1501 DRUID ISLE RD, MAITLAND, FL 32751 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 3000
       Built: 1971   Tax: $11,716 (2025)
    Community: Druid Isle
    Single Family


    Estimated Monthly Payment: $5,359 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 499 JULIAN LN, MAITLAND, FL 32751

    $455,00052 Days on yellowkey   MLS ID: O6408583

    REDUCED by $4,000 (0.9%) on 06/17/2026

    For Sale O6408583 - 499 JULIAN LN, MAITLAND, FL 32751 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1596
       Built: 1997
    Monthly Fee: $79
       Tax: $2,495 (2025)
    Community: Brittany Gardens
    Single Family


    Estimated Monthly Payment: $2,780 (change assumption)
    Mortgage ($2,493) + Fees ($79) + Taxes in 2025 ($208)


    Taxes:$2,495

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1783 SUNNYSIDE DR, MAITLAND, FL 32751

    $849,9008 Days on yellowkey   MLS ID: O6420390

    For Sale O6420390 - 1783 SUNNYSIDE DR, MAITLAND, FL 32751 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2055
       Built: 1986   Tax: $4,197 (2025)
    Community: Dixie Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,007 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($350)


    Taxes:$4,197

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 140 E FAITH TER, MAITLAND, FL 32751

    $500,000118 Days on yellowkey   MLS ID: V4947849

    REDUCED by $25,000 (4.8%) on 05/29/2026

    For Sale V4947849 - 140 E FAITH TER, MAITLAND, FL 32751 28 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2748
       Built: 1956   Tax: $5,451 (2024)
    Community: Northwood Heights
    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,740) + Taxes in 2024 ($454)


    Taxes:$5,451

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 2494 CASTLEWOOD RD, MAITLAND, FL 32751

    $570,00014 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

    $975,000168 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

    $375,00012 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

    $415,00033 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


  • 1404 CARING CT, MAITLAND, FL 32751

    $659,50020 Days on yellowkey   MLS ID: G5113516

    REDUCED by $400 (0.1%) on 07/03/2026

    For Sale G5113516 - 1404 CARING CT, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2005
    Monthly Fee: $285
       Tax: $8,409 (2025)
    Community: Enclave At Maitland A-F
    Single Family


    Estimated Monthly Payment: $4,599 (change assumption)
    Mortgage ($3,614) + Fees ($285) + Taxes in 2025 ($701)


    Taxes:$8,409

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2801 WAUMPI TRL, MAITLAND, FL 32751

    $849,900107 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

    $609,90077 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

    $419,00028 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


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $599,000100 Days on yellowkey   MLS ID: O6394358

    REDUCED by $20,000 (3.2%) on 07/02/2026

    For Sale O6394358 - 1750 POCAHONTAS PATH, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1922
       Built: 1957
    Monthly Fee: $17
       Tax: $4,060 (2025)
    Community: Dommerich Estates 1St Add
    Single Family


    Estimated Monthly Payment: $3,637 (change assumption)
    Mortgage ($3,282) + Fees ($17) + Taxes in 2025 ($338)


    Taxes:$4,060

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2155 FENNELL ST, MAITLAND, FL 32751

    $489,90033 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


  • 726 FOREST GLEN CT, MAITLAND, FL 32751

    $559,90010 Days on yellowkey   MLS ID: O6420590

    For Sale O6420590 - 726 FOREST GLEN CT, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 1973   Tax: $2,879 (2025)
    Community: Forest Brook 5Th Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,308 (change assumption)
    Mortgage ($3,068) + Taxes in 2025 ($240)


    Taxes:$2,879

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2150 TORTOISE SHELL DR, MAITLAND, FL 32751

    $409,90076 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




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.