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Maitland Single Family Homes For Sale - 74 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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  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $850,00030 Days on yellowkey   MLS ID: O6389520

    REDUCED by $25,000 (2.9%) on 04/14/2026

    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: $5,634 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1404 STRATFORD RD, MAITLAND, FL 32751

    $419,90042 Days on yellowkey   MLS ID: O6387116

    1 Days Off yellowkey (back on 3/13/2026)

    For Sale O6387116 - 1404 STRATFORD RD, MAITLAND, FL 32751 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2473
       Built: 1961
    Monthly Fee: $3
       Tax: $5,107 (2024)
    Community: English Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,729 (change assumption)
    Mortgage ($2,301) + Fees ($3) + Taxes in 2024 ($426)


    Taxes:$5,107

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 310 WHITE OAK CIR, MAITLAND, FL 32751

    $849,00090 Days on yellowkey   MLS ID: O6373919

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6373919 - 310 WHITE OAK CIR, MAITLAND, FL 32751 36 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 1973
    Monthly Fee: $35
       Tax: $7,779 (2025)
    Community: Maitland Grove Unit 1
    Single Family


    Estimated Monthly Payment: $5,335 (change assumption)
    Mortgage ($4,652) + Fees ($35) + Taxes in 2025 ($648)


    Taxes:$7,779

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2801 WAUMPI TRL, MAITLAND, FL 32751

    $879,00024 Days on yellowkey   MLS ID: S5146322

    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: $4,842 (change assumption)
    Mortgage ($4,816) + Taxes in 2024 ($25)


    Taxes:$305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 344 BANYAN DR, MAITLAND, FL 32751

    $398,0006 Days on yellowkey   MLS ID: O6397900

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6397900 - 344 BANYAN DR, MAITLAND, FL 32751 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 1972   Tax: $1,336 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,292 (change assumption)
    Mortgage ($2,181) + Taxes in 2024 ($111)


    Taxes:$1,336

    Elementary School: Sabal Point Elementary

    High School: None

    Tax Year: 2024

    Middle School: None


  • 220 ALPINE DR, MAITLAND, FL 32751

    $450,00042 Days on yellowkey   MLS ID: O6388051

    For Sale O6388051 - 220 ALPINE DR, MAITLAND, FL 32751 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 988
       Built: 1953   Tax: $5,537 (2024)
    Community: Sunset Ridge
    Single Family


    Estimated Monthly Payment: $2,927 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($461)


    Taxes:$5,537

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1529 GLASTONBERRY RD, MAITLAND, FL 32751

    $525,00042 Days on yellowkey   MLS ID: O6387618

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6387618 - 1529 GLASTONBERRY RD, MAITLAND, FL 32751 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1970
    Monthly Fee: $3
       Tax: $5,753 (2024)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $3,359 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2024 ($479)


    Taxes:$5,753

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2466 FIELDINGWOOD RD, MAITLAND, FL 32751

    $599,0006 Days on yellowkey   MLS ID: O6396883

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6396883 - 2466 FIELDINGWOOD RD, MAITLAND, FL 32751 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1765
       Built: 1972   Tax: $1,712 (2024)
    Community: English Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($3,282) + Taxes in 2024 ($143)


    Taxes:$1,712

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $679,00017 Days on yellowkey   MLS ID: O6394358

    For Sale O6394358 - 1750 POCAHONTAS PATH, MAITLAND, FL 32751 38 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: $4,076 (change assumption)
    Mortgage ($3,720) + 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


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $799,00035 Days on yellowkey   MLS ID: O6390221

    For Sale O6390221 - 2040 GERONIMO TRL, MAITLAND, FL 32751 33 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: $4,653 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($275)


    Taxes:$3,301

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 361 HICKORY DR, MAITLAND, FL 32751

    $369,00014 Days on yellowkey   MLS ID: O6395765

    For Sale O6395765 - 361 HICKORY DR, MAITLAND, FL 32751 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1407
       Built: 1959   Tax: $2,679 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($223)


    Taxes:$2,679

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 2600 MOHAWK TRL, MAITLAND, FL 32751

    $669,00016 Days on yellowkey   MLS ID: O6392479

    For Sale O6392479 - 2600 MOHAWK TRL, MAITLAND, FL 32751 52 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2265
       Built: 1965   Tax: $3,038 (2025)
    Community: Dommerich Hills Second Add
    Single Family


    Estimated Monthly Payment: $3,919 (change assumption)
    Mortgage ($3,666) + Taxes in 2025 ($253)


    Taxes:$3,038

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2642 BROOKSIDE CT, MAITLAND, FL 32751

    $640,00044 Days on yellowkey   MLS ID: O6387114

    For Sale O6387114 - 2642 BROOKSIDE CT, MAITLAND, FL 32751 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 1970   Tax: $5,909 (2025)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $3,999 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($492)


    Taxes:$5,909

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1231 SIDCUP RD, MAITLAND, FL 32751

    $495,000253 Days on yellowkey   MLS ID: TB8414987

    2 Days Off yellowkey (back on 3/13/2026)

    For Sale TB8414987 - 1231 SIDCUP RD, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1798
       Built: 1960   Tax: $1,683 (2024)
    Community: English Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,712) + Taxes in 2024 ($140)


    Taxes:$1,683

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1256 WELLINGTON TER, MAITLAND, FL 32751

    $1,390,00055 Days on yellowkey   MLS ID: O6383274

    For Sale O6383274 - 1256 WELLINGTON TER, MAITLAND, FL 32751 52 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4280
       Built: 1987
    Monthly Fee: $48
       Tax: $13,013 (2025)
    Community: Wellington
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,749 (change assumption)
    Mortgage ($7,616) + Fees ($48) + Taxes in 2025 ($1,084)


    Taxes:$13,013

    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

    $540,00035 Days on yellowkey   MLS ID: V4947849

    REDUCED by $10,000 (1.8%) on 04/01/2026

    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: $3,413 (change assumption)
    Mortgage ($2,959) + Taxes in 2024 ($454)


    Taxes:$5,451

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 1241 MANCHESTER RD, MAITLAND, FL 32751

    $625,00016 Days on yellowkey   MLS ID: S5146896

    For Sale S5146896 - 1241 MANCHESTER RD, MAITLAND, FL 32751 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 1963   Tax: $4,268 (2024)
    Community: English Estates Unit 2
    Single Family


    Estimated Monthly Payment: $3,780 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($356)


    Taxes:$4,268

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 2065 DERBYSHIRE RD, MAITLAND, FL 32751

    $449,990104 Days on yellowkey   MLS ID: S5140785

    REDUCED by $40,000 (8.2%) on 04/05/2026

    For Sale S5140785 - 2065 DERBYSHIRE RD, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1430
       Built: 1959   Tax: $1,582 (2024)
    Community: English Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($132)


    Taxes:$1,582

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 350 NORTHWIND RD, MAITLAND, FL 32751

    $3,100,00076 Days on yellowkey   MLS ID: O6377888

    REDUCED by $199,000 (6.0%) on 04/11/2026

    For Sale O6377888 - 350 NORTHWIND RD, MAITLAND, FL 32751 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4819
       Built: 2019   Tax: $18,531 (2025)
    Community: Lake Maitland Owl Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,530 (change assumption)
    Mortgage ($16,986) + Taxes in 2025 ($1,544)


    Taxes:$18,531

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1662 BOBTAIL DR, MAITLAND, FL 32751

    $525,0009 Days on yellowkey   MLS ID: O6395347

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6395347 - 1662 BOBTAIL DR, MAITLAND, FL 32751 44 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2398
       Built: 1997
    Monthly Fee: $18
       Tax: $5,702 (2025)
    Community: Winfield Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,370 (change assumption)
    Mortgage ($2,877) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,702

    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.