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Maitland Homes For Sale & Real Estate - 115 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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  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $759,00068 Days on yellowkey   MLS ID: O6380728

    REDUCED by $20,000 (2.6%) on 04/16/2026

    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: $4,509 (change assumption)
    Mortgage ($4,159) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1140 S ORLANDO AVE #H-13, MAITLAND, FL 32751

    $449,00041 Days on yellowkey   MLS ID: O6387926

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6387926 - 1140 S ORLANDO AVE #H-13, MAITLAND, FL 32751 34 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 816
       Built: 1964
    Monthly Fee: $546
       Tax: $3,419 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $3,291 (change assumption)
    Mortgage ($2,460) + Fees ($546) + Taxes in 2025 ($285)


    Taxes:$3,419

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1230 HOLLYRIDGE TRL, MAITLAND, FL 32751

    $574,90036 Days on yellowkey   MLS ID: O6389346

    REDUCED by $10,100 (1.7%) on 04/08/2026

    For Sale O6389346 - 1230 HOLLYRIDGE TRL, MAITLAND, FL 32751 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1641
       Built: 1983   Tax: $1,955 (2024)
    Community: Dommerich Woods Unit 2
    Single Family


    Estimated Monthly Payment: $3,313 (change assumption)
    Mortgage ($3,150) + Taxes in 2024 ($163)


    Taxes:$1,955

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 2113 FALKNER RD, MAITLAND, FL 32751

    $399,900Listed 04/16/2026 10:47AM   MLS ID: V4948473

    For Sale V4948473 - 2113 FALKNER RD, MAITLAND, FL 32751 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 1998
    Monthly Fee: $18
       Tax: $5,992 (2025)
    Community: Winfield
    Single Family


    Estimated Monthly Payment: $2,709 (change assumption)
    Mortgage ($2,191) + Fees ($18) + Taxes in 2025 ($499)


    Taxes:$5,992

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 67 CYPRESS LN, MAITLAND, FL 32751

    $1,130,00098 Days on yellowkey   MLS ID: O6371328

    REDUCED by $95,000 (7.8%) on 04/16/2026

    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: $6,545 (change assumption)
    Mortgage ($6,192) + 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


  • 354 HICKORY DR, MAITLAND, FL 32751

    $375,0001 Day on yellowkey   MLS ID: O6398112

    For Sale O6398112 - 354 HICKORY DR, MAITLAND, FL 32751 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 1972   Tax: $2,884 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,295 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($240)


    Taxes:$2,884

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 106 OAKWOOD DR, MAITLAND, FL 32751

    $649,90033 Days on yellowkey   MLS ID: O6390412

    REDUCED by $30,000 (4.4%) on 04/16/2026

    For Sale O6390412 - 106 OAKWOOD DR, MAITLAND, FL 32751 55 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1877
       Built: 1963   Tax: $1,940 (2024)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,723 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($162)


    Taxes:$1,940

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 1393 BENEVOLENT ST, MAITLAND, FL 32751

    $379,000Listed 04/16/2026 12:02AM   MLS ID: O6399560

    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


  • 51 OAKLEIGH LN, MAITLAND, FL 32751

    $1,240,0001 Day on yellowkey   MLS ID: O6399404

    For Sale O6399404 - 51 OAKLEIGH LN, MAITLAND, FL 32751 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4149
       Built: 1972   Tax: $5,558 (2025)
    Community: Oakleigh Third Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,258 (change assumption)
    Mortgage ($6,794) + Taxes in 2025 ($463)


    Taxes:$5,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1665 KING ARTHUR CIR, MAITLAND, FL 32751

    $1,100,0001 Day on yellowkey   MLS ID: O6399064

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6399064 - 1665 KING ARTHUR CIR, MAITLAND, FL 32751 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3019
       Built: 1976   Tax: $11,474 (2025)
    Community: Kings Row
    Single Family


    Estimated Monthly Payment: $6,983 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($956)


    Taxes:$11,474

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 105 TANGELO CT, MAITLAND, FL 32751

    $1,798,999133 Days on yellowkey   MLS ID: O6364116

    For Sale O6364116 - 105 TANGELO CT, MAITLAND, FL 32751 21 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3203
       Built: 2026   Tax: $6,909 (2024)
    Community: Hollieanna Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,433 (change assumption)
    Mortgage ($9,857) + Taxes in 2024 ($576)


    Taxes:$6,909

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1321 BENEVOLENT ST, MAITLAND, FL 32751

    $384,00065 Days on yellowkey   MLS ID: O6377413

    REDUCED by $1,000 (0.3%) on 04/02/2026

    For Sale O6377413 - 1321 BENEVOLENT ST, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1751
       Built: 2006
    Monthly Fee: $520
       Tax: $2,204 (2024)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,104) + Fees ($520) + Taxes in 2024 ($184)


    Taxes:$2,204

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 570 MANOR RD, MAITLAND, FL 32751

    $12,500,000364 Days on yellowkey   MLS ID: O6300040

    For Sale O6300040 - 570 MANOR RD, MAITLAND, FL 32751 99 photos

    Bed: 6   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 11668
       Built: 1996   Tax: $61,937 (2024)
    Community: Lake Maitland Manor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $73,653 (change assumption)
    Mortgage ($68,491) + Taxes in 2024 ($5,161)


    Taxes:$61,937

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2837 SHADOW VIEW CIR #2837, MAITLAND, FL 32751

    $225,00057 Days on yellowkey   MLS ID: O6382993

    For Sale O6382993 - 2837 SHADOW VIEW CIR #2837, MAITLAND, FL 32751 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1280
       Built: 2000   Tax: $3,600 (2025)
    Community: Visconti East
    Condo


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($300)


    Taxes:$3,600

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 223 QUAYSIDE CIR #C, MAITLAND, FL 32751

    $575,000146 Days on yellowkey   MLS ID: O6362370

    For Sale O6362370 - 223 QUAYSIDE CIR #C, MAITLAND, FL 32751 50 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1734
       Built: 1985
    Monthly Fee: $882
       Tax: $4,185 (2024)
    Community: Moorings On Lake Maitland Condo Bldg 05
    Condo


    Estimated Monthly Payment: $4,381 (change assumption)
    Mortgage ($3,151) + Fees ($882) + Taxes in 2024 ($349)


    Taxes:$4,185

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 225 QUAYSIDE CIR, MAITLAND, FL 32751

    $560,000196 Days on yellowkey   MLS ID: O6338754

    REDUCED by $35,000 (5.9%) on 04/03/2026

    For Sale O6338754 - 225 QUAYSIDE CIR, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1734
       Built: 1985   Tax: $3,080 (2024)
    Community: Moorings On Lake Maitland Condo Bldg 05
    Condo


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($3,068) + Taxes in 2024 ($257)


    Taxes:$3,080

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1074 HAMLET DR, MAITLAND, FL 32751

    $308,000260 Days on yellowkey   MLS ID: O6331672

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale O6331672 - 1074 HAMLET DR, MAITLAND, FL 32751 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1076
       Built: 1994
    Monthly Fee: $52
       Tax: $1,135 (2024)
    Community: Hamlet At Maitland
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,688) + Fees ($52) + Taxes in 2024 ($95)


    Taxes:$1,135

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2130 DELORAINE TRL, MAITLAND, FL 32751

    $850,0009 Days on yellowkey   MLS ID: O6397018

    For Sale O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751 40 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: $5,524 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($866)


    Taxes:$10,394

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 790 S LAKE SYBELIA DR, MAITLAND, FL 32751

    $975,00043 Days on yellowkey   MLS ID: G5108209

    REDUCED by $20,000 (2.0%) on 04/08/2026

    For Sale G5108209 - 790 S LAKE SYBELIA DR, MAITLAND, FL 32751 73 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2021
       Built: 1958   Tax: $6,881 (2025)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $5,916 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($573)


    Taxes:$6,881

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751

    $197,5001 Day on yellowkey   MLS ID: O6397395

    For Sale O6397395 - 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 2000
    Monthly Fee: $417
       Tax: $2,886 (2025)
    Community: Visconti West Condo
    Condo


    Estimated Monthly Payment: $1,740 (change assumption)
    Mortgage ($1,082) + Fees ($417) + Taxes in 2025 ($241)


    Taxes:$2,886

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Maitland Homes for Sale and Other Real Estate?

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.