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Maitland Homes For Sale & Real Estate - 150 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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  • 1327 CHIPOLA TRL, MAITLAND, FL 32751

    $415,00010 Days on yellowkey   MLS ID: O6404670

    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


  • 1000 WINDERLEY PL #226, MAITLAND, FL 32751

    $315,00048 Days on yellowkey   MLS ID: O6402450

    REDUCED by $10,000 (3.1%) on 06/09/2026

    For Sale O6402450 - 1000 WINDERLEY PL #226, MAITLAND, FL 32751 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1538
       Built: 1982   Tax: $1,318 (2025)
    Community: Sun Bay Club Condo
    Condo


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($110)


    Taxes:$1,318

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2450 DERBYSHIRE RD, MAITLAND, FL 32751

    $715,00032 Days on yellowkey   MLS ID: O6407991

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6407991 - 2450 DERBYSHIRE RD, MAITLAND, FL 32751 48 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 1964   Tax: $6,941 (2025)
    Community: English Estates Unit 2
    Single Family


    Estimated Monthly Payment: $4,496 (change assumption)
    Mortgage ($3,918) + Taxes in 2025 ($578)


    Taxes:$6,941

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1000 S ORLANDO AVE #A31, MAITLAND, FL 32751

    $300,00011 Days on yellowkey   MLS ID: O6413581

    1 Days Off yellowkey (back on 6/9/2026)

    For Sale O6413581 - 1000 S ORLANDO AVE #A31, MAITLAND, FL 32751 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 952
       Built: 1964   Tax: $2,259 (2025)
    Community: Maitland Harbour Apts
    Condo


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($188)


    Taxes:$2,259

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 747 N LAKE SYBELIA DR, MAITLAND, FL 32751

    $3,895,00034 Days on yellowkey   MLS ID: O6406879

    5 Days Off yellowkey (back on 6/9/2026)

    For Sale O6406879 - 747 N LAKE SYBELIA DR, MAITLAND, FL 32751 37 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 5347
       Built: 2023   Tax: $23,099 (2025)
    Community: Sybelia Shores Second Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,267 (change assumption)
    Mortgage ($21,342) + Taxes in 2025 ($1,925)


    Taxes:$23,099

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2697 QUEEN MARY PL, MAITLAND, FL 32751

    $520,00017 Days on yellowkey   MLS ID: O6411521

    1 Days Off yellowkey (back on 6/9/2026)

    For Sale O6411521 - 2697 QUEEN MARY PL, MAITLAND, FL 32751 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1558
       Built: 1996
    Monthly Fee: $79
       Tax: $7,441 (2025)
    Community: Brittany Gardens
    Single Family


    Estimated Monthly Payment: $3,548 (change assumption)
    Mortgage ($2,849) + Fees ($79) + Taxes in 2025 ($620)


    Taxes:$7,441

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1393 BENEVOLENT ST, MAITLAND, FL 32751

    $379,00060 Days on yellowkey   MLS ID: O6399560

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6399560 - 1393 BENEVOLENT ST, MAITLAND, FL 32751 43 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1674
       Built: 2005
    Monthly Fee: $520
       Tax: $3,322 (2025)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $2,874 (change assumption)
    Mortgage ($2,077) + Fees ($520) + Taxes in 2025 ($277)


    Taxes:$3,322

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $420,00012 Days on yellowkey   MLS ID: O6413652

    REDUCED by $5,000 (1.2%) on 06/05/2026

    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: $2,455 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($154)


    Taxes:$1,843

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 67 CYPRESS LN, MAITLAND, FL 32751

    $999,000158 Days on yellowkey   MLS ID: O6371328

    REDUCED by $131,000 (11.6%) on 05/15/2026

    For Sale O6371328 - 67 CYPRESS LN, MAITLAND, FL 32751 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 1979
    Monthly Fee: $8
       Tax: $4,139 (2024)
    Community: Maitland Shores
    Single Family


    Estimated Monthly Payment: $5,827 (change assumption)
    Mortgage ($5,474) + Fees ($8) + Taxes in 2024 ($345)


    Taxes:$4,139

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 751 SEQUOIA TRL, MAITLAND, FL 32751

    $899,00034 Days on yellowkey   MLS ID: O6400821

    For Sale O6400821 - 751 SEQUOIA TRL, MAITLAND, FL 32751 45 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3138
       Built: 1967   Tax: $4,080 (2025)
    Community: Dommerich Woods
    Single Family


    Estimated Monthly Payment: $5,266 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($340)


    Taxes:$4,080

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 E FAITH TER, MAITLAND, FL 32751

    $500,00095 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


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $699,000128 Days on yellowkey   MLS ID: O6380728

    REDUCED by $20,000 (2.8%) on 06/05/2026

    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: $4,180 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2155 FENNELL ST, MAITLAND, FL 32751

    $489,90010 Days on yellowkey   MLS ID: S5151303

    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


  • 631 LAKE CATHERINE DR, MAITLAND, FL 32751

    $1,795,00028 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


  • 766 TERRA PL, MAITLAND, FL 32751

    $1,149,90014 Days on yellowkey   MLS ID: O6411881

    For Sale O6411881 - 766 TERRA PL, MAITLAND, FL 32751 37 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3040
       Built: 1986   Tax: $8,473 (2025)
    Community: Terra Place
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,007 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($706)


    Taxes:$8,473

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 370 SULTANA LN, MAITLAND, FL 32751

    $499,90046 Days on yellowkey   MLS ID: O6401047

    REDUCED by $10,000 (2.0%) on 06/02/2026

    For Sale O6401047 - 370 SULTANA LN, MAITLAND, FL 32751 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 1967   Tax: $2,809 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,973 (change assumption)
    Mortgage ($2,739) + Taxes in 2024 ($234)


    Taxes:$2,809

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 755 CRANES CT, MAITLAND, FL 32751

    $1,395,500423 Days on yellowkey   MLS ID: O6299581

    For Sale O6299581 - 755 CRANES CT, MAITLAND, FL 32751 54 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


  • 550 FLEMMING WAY #100, MAITLAND, FL 32751

    $139,00010 Days on yellowkey   MLS ID: O6412669

    For Sale O6412669 - 550 FLEMMING WAY #100, MAITLAND, FL 32751 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1051
       Built: 1973
    Monthly Fee: $448
       Tax: $2,287 (2025)
    Community: Carrington Park A Condo
    Condo


    Estimated Monthly Payment: $1,400 (change assumption)
    Mortgage ($762) + Fees ($448) + Taxes in 2025 ($191)


    Taxes:$2,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 119 HOLLIE CT, MAITLAND, FL 32751

    $975,000145 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


  • 2453 WORTHINGTON RD, MAITLAND, FL 32751

    $560,000191 Days on yellowkey   MLS ID: TB8454086

    REDUCED by $25,000 (4.3%) on 06/05/2026

    For Sale TB8454086 - 2453 WORTHINGTON RD, MAITLAND, FL 32751 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 1966   Tax: $1,675 (2024)
    Community: English Estates Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,208 (change assumption)
    Mortgage ($3,068) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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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.