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Maitland Homes For Sale & Real Estate - 149 homes

Maitland homes for sale are located in Orange 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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  • 1393 BENEVOLENT ST, MAITLAND, FL 32751

    $379,00058 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


  • 908 VERSAILLES CIR, MAITLAND, FL 32751

    $899,0008 Days on yellowkey   MLS ID: O6413200

    For Sale O6413200 - 908 VERSAILLES CIR, MAITLAND, FL 32751 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 1979   Tax: $11,362 (2025)
    Community: Versailles
    Single Family


    Estimated Monthly Payment: $5,873 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($947)


    Taxes:$11,362

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $420,00010 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

    $999,000156 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

    $899,00032 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

    $500,00093 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

    $699,000126 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


  • 2130 DELORAINE TRL, MAITLAND, FL 32751

    $799,00067 Days on yellowkey   MLS ID: O6397018

    REDUCED by $20,000 (2.4%) on 06/02/2026

    For Sale O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 1964   Tax: $10,394 (2025)
    Community: Highland Park Estates First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,244 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($866)


    Taxes:$10,394

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2155 FENNELL ST, MAITLAND, FL 32751

    $489,9008 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

    $1,795,00026 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

    $1,149,90012 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

    $499,90044 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

    $1,395,500421 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

    $139,0008 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

    $975,000143 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

    $560,000189 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


  • 457 FORESTWOOD LN, MAITLAND, FL 32751

    $849,00024 Days on yellowkey   MLS ID: O6409383

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

    For Sale O6409383 - 457 FORESTWOOD LN, MAITLAND, FL 32751 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 1978
    Monthly Fee: $33
       Tax: $8,237 (2025)
    Community: Stonewood
    Single Family


    Estimated Monthly Payment: $5,371 (change assumption)
    Mortgage ($4,652) + Fees ($33) + Taxes in 2025 ($686)


    Taxes:$8,237

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 499 JULIAN LN, MAITLAND, FL 32751

    $459,00027 Days on yellowkey   MLS ID: O6408583

    REDUCED by $6,000 (1.3%) on 06/05/2026

    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: $2,802 (change assumption)
    Mortgage ($2,515) + 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


  • 2401 LEGACY LAKE DR #2401, MAITLAND, FL 32751

    $355,0009 Days on yellowkey   MLS ID: O6412788

    For Sale O6412788 - 2401 LEGACY LAKE DR #2401, MAITLAND, FL 32751 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2000
    Monthly Fee: $589
       Tax: $2,250 (2025)
    Community: Visconti East
    Condo


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($1,945) + Fees ($589) + Taxes in 2025 ($187)


    Taxes:$2,250

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 530 LAKE CATHERINE DR, MAITLAND, FL 32751

    $2,395,00036 Days on yellowkey   MLS ID: O6405379

    For Sale O6405379 - 530 LAKE CATHERINE DR, MAITLAND, FL 32751 70 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3456
       Built: 1984   Tax: $11,363 (2025)
    Community: Fries Park House Prop
    Single Family


    Estimated Monthly Payment: $14,070 (change assumption)
    Mortgage ($13,123) + Taxes in 2025 ($947)


    Taxes:$11,363

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle




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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.