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Maitland Homes For Sale & Real Estate - 148 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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  • 1001 VERSAILLES CT, MAITLAND, FL 32751

    $998,00038 Days on yellowkey   MLS ID: O6401795

    REDUCED by $52,000 (5.0%) on 05/15/2026

    For Sale O6401795 - 1001 VERSAILLES CT, MAITLAND, FL 32751 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3625
       Built: 1981
    Monthly Fee: $29
       Tax: $6,161 (2025)
    Community: Versailles
    Single Family


    Estimated Monthly Payment: $6,011 (change assumption)
    Mortgage ($5,468) + Fees ($29) + Taxes in 2025 ($513)


    Taxes:$6,161

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 623 GREEN MEADOW AVE, MAITLAND, FL 32751

    $525,000110 Days on yellowkey   MLS ID: O6380203

    For Sale O6380203 - 623 GREEN MEADOW AVE, MAITLAND, FL 32751 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 1970   Tax: $2,070 (2024)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $3,049 (change assumption)
    Mortgage ($2,877) + Taxes in 2024 ($173)


    Taxes:$2,070

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1256 WELLINGTON TER, MAITLAND, FL 32751

    $1,250,000102 Days on yellowkey   MLS ID: O6383274

    1 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $140,000 (10.1%) on 05/12/2026

    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: $7,982 (change assumption)
    Mortgage ($6,849) + 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


  • 109 KYLE DR, MAITLAND, FL 32751

    $850,00011 Days on yellowkey   MLS ID: O6410033

    For Sale O6410033 - 109 KYLE DR, MAITLAND, FL 32751 97 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1973
    Monthly Fee: $13
       Tax: $6,724 (2025)
    Community: Minnehaha Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,231 (change assumption)
    Mortgage ($4,657) + Fees ($13) + Taxes in 2025 ($560)


    Taxes:$6,724

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 105 TANGELO CT, MAITLAND, FL 32751

    $1,798,999180 Days on yellowkey   MLS ID: O6364116

    2 Days Off yellowkey (back on 5/25/2026)

    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: No

    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


  • 1851 HURON TRL, MAITLAND, FL 32751

    $949,90018 Days on yellowkey   MLS ID: O6407236

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6407236 - 1851 HURON TRL, MAITLAND, FL 32751 67 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 1959   Tax: $11,783 (2025)
    Community: Dommerich Estates 3Rd Add Maitland
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,187 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($982)


    Taxes:$11,783

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 24 MINNEHAHA CIR, MAITLAND, FL 32751

    $849,90018 Days on yellowkey   MLS ID: O6407597

    For Sale O6407597 - 24 MINNEHAHA CIR, MAITLAND, FL 32751 54 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2669
       Built: 1957
    Monthly Fee: $13
       Tax: $674,620 (2025)
    Community: Minnehaha Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $60,888 (change assumption)
    Mortgage ($4,657) + Fees ($13) + Taxes in 2025 ($56,218)


    Taxes:$674,620

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2453 WORTHINGTON RD, MAITLAND, FL 32751

    $585,000178 Days on yellowkey   MLS ID: TB8454086

    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: $3,345 (change assumption)
    Mortgage ($3,205) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 790 S LAKE SYBELIA DR, MAITLAND, FL 32751

    $960,00090 Days on yellowkey   MLS ID: G5108209

    REDUCED by $15,000 (1.5%) on 05/01/2026

    For Sale G5108209 - 790 S LAKE SYBELIA DR, MAITLAND, FL 32751 70 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: $5,834 (change assumption)
    Mortgage ($5,260) + Taxes in 2025 ($573)


    Taxes:$6,881

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2150 TORTOISE SHELL DR, MAITLAND, FL 32751

    $429,90040 Days on yellowkey   MLS ID: O6392895

    For Sale O6392895 - 2150 TORTOISE SHELL DR, MAITLAND, FL 32751 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1512
       Built: 1997
    Monthly Fee: $17
       Tax: $5,334 (2025)
    Community: Winfield
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,356) + Fees ($17) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 1511 GLASTONBERRY RD, MAITLAND, FL 32751

    $565,00028 Days on yellowkey   MLS ID: O6404282

    For Sale O6404282 - 1511 GLASTONBERRY RD, MAITLAND, FL 32751 77 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: $3,259 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($163)


    Taxes:$1,959

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $225,000104 Days on yellowkey   MLS ID: O6382993

    3 Days Off yellowkey (back on 5/16/2026)

    For Sale O6382993 - 2837 SHADOW VIEW CIR #2837, MAITLAND, FL 32751 36 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


  • 1140 S ORLANDO AVE #E2, MAITLAND, FL 32751

    $235,00017 Days on yellowkey   MLS ID: O6404875

    For Sale O6404875 - 1140 S ORLANDO AVE #E2, MAITLAND, FL 32751 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 612
       Built: 1971   Tax: $539 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $1,333 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($45)


    Taxes:$539

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2040 BOBTAIL DR, MAITLAND, FL 32751

    $370,00014 Days on yellowkey   MLS ID: O6408698

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6408698 - 2040 BOBTAIL DR, MAITLAND, FL 32751 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1382
       Built: 1998
    Monthly Fee: $18
       Tax: $3,097 (2025)
    Community: Winfield Ut 1
    Single Family


    Estimated Monthly Payment: $2,303 (change assumption)
    Mortgage ($2,027) + Fees ($18) + Taxes in 2025 ($258)


    Taxes:$3,097

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 2134 KORAT LN, MAITLAND, FL 32751

    $364,50016 Days on yellowkey   MLS ID: O6401286

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6401286 - 2134 KORAT LN, MAITLAND, FL 32751 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 1998
    Monthly Fee: $18
       Tax: $5,340 (2025)
    Community: Winfield
    Single Family


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($1,997) + Fees ($18) + Taxes in 2025 ($445)


    Taxes:$5,340

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 1321 BENEVOLENT ST, MAITLAND, FL 32751

    $369,000112 Days on yellowkey   MLS ID: O6377413

    3 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $5,900 (1.6%) on 05/02/2026

    For Sale O6377413 - 1321 BENEVOLENT ST, MAITLAND, FL 32751 38 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: $2,725 (change assumption)
    Mortgage ($2,022) + 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


  • 601 ORANOLE RD, MAITLAND, FL 32751

    $385,900330 Days on yellowkey   MLS ID: O6324872

    3 Days Off yellowkey (back on 5/21/2026)

    For Sale O6324872 - 601 ORANOLE RD, MAITLAND, FL 32751 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1950
       Built: 1958   Tax: $4,216 (2024)
    Community: Oakland Shores 3Rd Add Rep
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,114) + Taxes in 2024 ($351)


    Taxes:$4,216

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 210 ALPINE DR, MAITLAND, FL 32751

    $527,30063 Days on yellowkey   MLS ID: O6395056

    REDUCED by $22,700 (4.1%) on 05/12/2026

    For Sale O6395056 - 210 ALPINE DR, MAITLAND, FL 32751 13 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1328
       Built: 1950   Tax: $7,052 (2025)
    Community: Sunset Ridge
    Single Family


    Estimated Monthly Payment: $3,477 (change assumption)
    Mortgage ($2,889) + Taxes in 2025 ($588)


    Taxes:$7,052

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 220 ALPINE DR, MAITLAND, FL 32751

    $427,40089 Days on yellowkey   MLS ID: O6388051

    REDUCED by $22,600 (5.0%) on 05/12/2026

    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: $2,803 (change assumption)
    Mortgage ($2,342) + Taxes in 2024 ($461)


    Taxes:$5,537

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $824,00077 Days on yellowkey   MLS ID: O6389520

    REDUCED by $26,000 (3.1%) on 04/28/2026

    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: $5,491 (change assumption)
    Mortgage ($4,515) + Taxes in 2025 ($976)


    Taxes:$11,716

    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.