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Maitland Single Family Homes For Sale - 82 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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  • 1783 SUNNYSIDE DR, MAITLAND, FL 32751

    $849,9009 Days on yellowkey   MLS ID: O6420390

    0 Days Off yellowkey (back on 7/8/2026)

    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


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $599,000101 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 46 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


  • 1404 CARING CT, MAITLAND, FL 32751

    $639,00021 Days on yellowkey   MLS ID: G5113516

    REDUCED by $20,500 (3.1%) on 07/08/2026

    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: $4,487 (change assumption)
    Mortgage ($3,501) + 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


  • 1511 GLASTONBERRY RD, MAITLAND, FL 32751

    $549,00065 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


  • 726 FOREST GLEN CT, MAITLAND, FL 32751

    $559,90011 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


  • 823 WOODS COURT, MAITLAND, FL 32751

    $950,0003 Days on yellowkey   MLS ID: O6422384

    For Sale O6422384 - 823 WOODS COURT, MAITLAND, FL 32751 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2145
       Built: 1979   Tax: $7,742 (2025)
    Community: Dommerich Woods
    Single Family


    Estimated Monthly Payment: $5,851 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($645)


    Taxes:$7,742

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $410,00036 Days on yellowkey   MLS ID: O6413652

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

    REDUCED by $10,000 (2.4%) on 06/29/2026

    For Sale O6413652 - 200 MOSELEY AVE, MAITLAND, FL 32751 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2026   Tax: $1,843 (2025)
    Community: Pindar Sub
    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($154)


    Taxes:$1,843

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 900 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,150,00010 Days on yellowkey   MLS ID: O6420911

    For Sale O6420911 - 900 BRIGHTWATER CIR, MAITLAND, FL 32751 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3857
       Built: 1999
    Monthly Fee: $395
       Tax: $8,875 (2025)
    Community: Maitland Club Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,436 (change assumption)
    Mortgage ($6,301) + Fees ($395) + Taxes in 2025 ($740)


    Taxes:$8,875

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 255 W GEORGE AVE, MAITLAND, FL 32751

    $1,499,00027 Days on yellowkey   MLS ID: O6415928

    For Sale O6415928 - 255 W GEORGE AVE, MAITLAND, FL 32751 77 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4814
       Built: 1957   Tax: $7,347 (2025)
    Community: Replat Blk B Poors Add
    Single Family


    Estimated Monthly Payment: $8,826 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($612)


    Taxes:$7,347

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 755 WOODSIDE RD, MAITLAND, FL 32751

    $925,00071 Days on yellowkey   MLS ID: O6402797

    REDUCED by $50,000 (5.1%) on 07/07/2026

    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: $5,619 (change assumption)
    Mortgage ($5,068) + Fees ($8) + Taxes in 2024 ($542)


    Taxes:$6,508

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1905 POINSETTA LN, MAITLAND, FL 32751

    $499,00058 Days on yellowkey   MLS ID: O6406934

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

    REDUCED by $11,900 (2.3%) on 06/01/2026

    For Sale O6406934 - 1905 POINSETTA LN, MAITLAND, FL 32751 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1970   Tax: $3,353 (2025)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($279)


    Taxes:$3,353

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 910 GAMEWELL AVE, MAITLAND, FL 32751

    $645,00062 Days on yellowkey   MLS ID: O6404438

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

    REDUCED by $10,000 (1.5%) on 06/18/2026

    For Sale O6404438 - 910 GAMEWELL AVE, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 1964   Tax: $5,302 (2025)
    Community: Greenwood Gardens Sec 02 Rep 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,976 (change assumption)
    Mortgage ($3,534) + Taxes in 2025 ($442)


    Taxes:$5,302

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 541 MANOR RD, MAITLAND, FL 32751

    $1,499,00049 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

    $1,395,500447 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

    $735,00050 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

    $519,00042 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

    $799,900114 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

    $455,00053 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


  • 140 E FAITH TER, MAITLAND, FL 32751

    $500,000119 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

    $570,00015 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




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.