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Maitland Homes For Sale & Real Estate - 130 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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  • 987 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,100,0005 Days on yellowkey   MLS ID: O6401747

    For Sale O6401747 - 987 BRIGHTWATER CIR, MAITLAND, FL 32751 60 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3270
       Built: 1996
    Monthly Fee: $395
       Tax: $12,450 (2025)
    Community: Maitland Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,460 (change assumption)
    Mortgage ($6,027) + Fees ($395) + Taxes in 2025 ($1,037)


    Taxes:$12,450

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1776 BOBTAIL DR, MAITLAND, FL 32751

    $524,99920 Days on yellowkey   MLS ID: G5110747

    For Sale G5110747 - 1776 BOBTAIL DR, MAITLAND, FL 32751 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 1998
    Monthly Fee: $17
       Tax: $2,578 (2025)
    Community: Winfield
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($2,877) + Fees ($17) + Taxes in 2025 ($215)


    Taxes:$2,578

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 210 ALPINE DR, MAITLAND, FL 32751

    $550,00029 Days on yellowkey   MLS ID: O6395056

    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: $3,601 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($588)


    Taxes:$7,052

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $824,00043 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


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $799,00048 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


  • 1325 LAKE SHADOW CIR #12202, MAITLAND, FL 32751

    $199,000104 Days on yellowkey   MLS ID: O6373693

    REDUCED by $16,000 (7.4%) on 04/27/2026

    For Sale O6373693 - 1325 LAKE SHADOW CIR #12202, MAITLAND, FL 32751 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1111
       Built: 2000   Tax: $1,234 (2024)
    Community: Visconti West
    Condo


    Estimated Monthly Payment: $1,193 (change assumption)
    Mortgage ($1,090) + Taxes in 2024 ($103)


    Taxes:$1,234

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1281 WELLINGTON TER, MAITLAND, FL 32751

    $979,0009 Days on yellowkey   MLS ID: TB8499961

    For Sale TB8499961 - 1281 WELLINGTON TER, MAITLAND, FL 32751 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 1985
    Monthly Fee: $48
       Tax: $6,219 (2024)
    Community: Wellington
    Single Family


    Estimated Monthly Payment: $5,930 (change assumption)
    Mortgage ($5,364) + Fees ($48) + Taxes in 2024 ($518)


    Taxes:$6,219

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1009 GROVE ST #1009, MAITLAND, FL 32751

    $219,500187 Days on yellowkey   MLS ID: O6353973

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $5,500 (2.4%) on 04/03/2026

    For Sale O6353973 - 1009 GROVE ST #1009, MAITLAND, FL 32751 27 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1353
       Built: 1972
    Monthly Fee: $483
       Tax: $2,929 (2024)
    Community: Park Lake Townhouses
    Condo


    Estimated Monthly Payment: $1,930 (change assumption)
    Mortgage ($1,203) + Fees ($483) + Taxes in 2024 ($244)


    Taxes:$2,929

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 250 ORANGE PL, MAITLAND, FL 32751

    $325,00062 Days on yellowkey   MLS ID: O6384786

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6384786 - 250 ORANGE PL, MAITLAND, FL 32751 20 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 564
       Built: 1940   Tax: $3,885 (2025)
    Community: Orangedale Park Rep
    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($324)


    Taxes:$3,885

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1140 S ORLANDO AVE #F11, MAITLAND, FL 32751

    $349,00054 Days on yellowkey   MLS ID: O6388276

    For Sale O6388276 - 1140 S ORLANDO AVE #F11, MAITLAND, FL 32751 47 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 816
       Built: 1969   Tax: $3,419 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($1,912) + Taxes in 2025 ($285)


    Taxes:$3,419

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 361 HICKORY DR, MAITLAND, FL 32751

    $349,00027 Days on yellowkey   MLS ID: O6395765

    REDUCED by $20,000 (5.4%) on 04/27/2026

    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: $2,136 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($223)


    Taxes:$2,679

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 2004 MICHAEL TIAGO CIR, MAITLAND, FL 32751

    $430,00076 Days on yellowkey   MLS ID: O6380430

    3 Days Off yellowkey (back on 4/27/2026)

    For Sale O6380430 - 2004 MICHAEL TIAGO CIR, MAITLAND, FL 32751 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 2012
    Monthly Fee: $340
       Tax: $6,270 (2025)
    Community: Maitland Village
    Townhouse


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,356) + Fees ($340) + Taxes in 2025 ($522)


    Taxes:$6,270

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 1170 WILLOWBROOK TRL, MAITLAND, FL 32751

    $759,00021 Days on yellowkey   MLS ID: O6396754

    0 Days Off yellowkey (back on 4/26/2026)

    For Sale O6396754 - 1170 WILLOWBROOK TRL, MAITLAND, FL 32751 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2159
       Built: 1966   Tax: $4,455 (2025)
    Community: Maitland Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,530 (change assumption)
    Mortgage ($4,159) + Taxes in 2025 ($371)


    Taxes:$4,455

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1001 VERSAILLES CT, MAITLAND, FL 32751

    $1,050,0004 Days on yellowkey   MLS ID: O6401795

    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: $6,296 (change assumption)
    Mortgage ($5,753) + 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


  • 921 N THISTLE LN, MAITLAND, FL 32751

    $1,049,00012 Days on yellowkey   MLS ID: R4911080

    REDUCED by $51,000 (4.6%) on 04/22/2026

    For Sale R4911080 - 921 N THISTLE LN, MAITLAND, FL 32751 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 1967   Tax: $4,489 (2025)
    Community: Highland Park Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,122 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($374)


    Taxes:$4,489

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 140 WIGWAM PL, MAITLAND, FL 32751

    $649,9007 Days on yellowkey   MLS ID: O6401560

    For Sale O6401560 - 140 WIGWAM PL, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 1957   Tax: $3,978 (2025)
    Community: Dommerich Estates
    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,561) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2809 WAUMPI TRL, MAITLAND, FL 32751

    $745,00013 Days on yellowkey   MLS ID: O6399820

    For Sale O6399820 - 2809 WAUMPI TRL, MAITLAND, FL 32751 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2330
       Built: 1971   Tax: $6,426 (2024)
    Community: Dommerich Hills 6Th Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,618 (change assumption)
    Mortgage ($4,082) + Taxes in 2024 ($535)


    Taxes:$6,426

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $659,00030 Days on yellowkey   MLS ID: O6394358

    REDUCED by $20,000 (2.9%) on 04/21/2026

    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: $3,966 (change assumption)
    Mortgage ($3,611) + 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


  • 2011 MICHAEL TIAGO CIR, MAITLAND, FL 32751

    $525,00017 Days on yellowkey   MLS ID: O6397660

    For Sale O6397660 - 2011 MICHAEL TIAGO CIR, MAITLAND, FL 32751 65 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2702
       Built: 2014
    Monthly Fee: $340
       Tax: $4,685 (2025)
    Community: Maitland Village
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,607 (change assumption)
    Mortgage ($2,877) + Fees ($340) + Taxes in 2025 ($390)


    Taxes:$4,685

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 106 OAKWOOD DR, MAITLAND, FL 32751

    $649,90046 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




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.