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Maitland Homes For Sale & Real Estate - 132 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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  • 1132 CHARMING ST, MAITLAND, FL 32751

    $599,000Listed 07/15/2026 3:53PM   MLS ID: O6424632

    For Sale O6424632 - 1132 CHARMING ST, MAITLAND, FL 32751 0 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2006
    Monthly Fee: $520
       Tax: $6,053 (2025)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $4,306 (change assumption)
    Mortgage ($3,282) + Fees ($520) + Taxes in 2025 ($504)


    Taxes:$6,053

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 229 FLAME AVE, MAITLAND, FL 32751

    $995,0007 Days on yellowkey   MLS ID: O6422450

    For Sale O6422450 - 229 FLAME AVE, MAITLAND, FL 32751 66 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4055
       Built: 1971
    Monthly Fee: $17
       Tax: $7,127 (2025)
    Community: Hidden Estates Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,063 (change assumption)
    Mortgage ($5,452) + Fees ($17) + Taxes in 2025 ($594)


    Taxes:$7,127

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 703 NICOMA TRAIL, MAITLAND, FL 32751

    $725,00056 Days on yellowkey   MLS ID: O6408335

    REDUCED by $10,000 (1.4%) on 07/13/2026

    For Sale O6408335 - 703 NICOMA TRAIL, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 1961   Tax: $4,767 (2025)
    Community: Dommerich Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,370 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($397)


    Taxes:$4,767

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $725,000125 Days on yellowkey   MLS ID: O6390221

    REDUCED by $24,900 (3.3%) on 07/15/2026

    For Sale O6390221 - 2040 GERONIMO TRL, MAITLAND, FL 32751 47 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: $4,248 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($275)


    Taxes:$3,301

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 448 STONEWOOD LN, MAITLAND, FL 32751

    $599,900141 Days on yellowkey   MLS ID: O6385060

    REDUCED by $25,090 (4.0%) on 07/15/2026

    SHORT SALE O6385060 - 448 STONEWOOD LN, MAITLAND, FL 32751 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3308
       Built: 1980
    Monthly Fee: $33
       Tax: $11,256 (2025)
    Community: Stonewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,258 (change assumption)
    Mortgage ($3,287) + Fees ($33) + Taxes in 2025 ($938)


    Taxes:$11,256

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 2666 TUSCARORA TRL, MAITLAND, FL 32751

    $549,99012 Days on yellowkey   MLS ID: O6422193

    For Sale O6422193 - 2666 TUSCARORA TRL, MAITLAND, FL 32751 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 1968
    Monthly Fee: $8
       Tax: $1,734 (2025)
    Community: Forest Brook
    Single Family


    Estimated Monthly Payment: $3,166 (change assumption)
    Mortgage ($3,014) + Fees ($8) + Taxes in 2025 ($145)


    Taxes:$1,734

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 204 QUAYSIDE CIR #504, MAITLAND, FL 32751

    $458,500144 Days on yellowkey   MLS ID: O6383019

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $500 (0.1%) on 05/02/2026

    For Sale O6383019 - 204 QUAYSIDE CIR #504, MAITLAND, FL 32751 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1984
    Monthly Fee: $590
       Tax: $6,851 (2024)
    Community: Moorings On Lake Maitland Condo
    Condo


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($2,512) + Fees ($590) + Taxes in 2024 ($571)


    Taxes:$6,851

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2150 TORTOISE SHELL DR, MAITLAND, FL 32751

    $399,90083 Days on yellowkey   MLS ID: O6392895

    REDUCED by $10,000 (2.4%) on 07/15/2026

    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: $2,653 (change assumption)
    Mortgage ($2,191) + 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


  • 751 SEQUOIA TRL, MAITLAND, FL 32751

    $875,00064 Days on yellowkey   MLS ID: O6400821

    REDUCED by $24,000 (2.7%) on 06/25/2026

    For Sale O6400821 - 751 SEQUOIA TRL, MAITLAND, FL 32751 44 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: $5,134 (change assumption)
    Mortgage ($4,794) + Taxes in 2025 ($340)


    Taxes:$4,080

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2130 DELORAINE TRL, MAITLAND, FL 32751

    $779,00099 Days on yellowkey   MLS ID: O6397018

    REDUCED by $20,000 (2.5%) on 07/11/2026

    For Sale O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751 47 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: $5,135 (change assumption)
    Mortgage ($4,268) + Taxes in 2025 ($866)


    Taxes:$10,394

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1424 RIDGEWOOD AVE, MAITLAND, FL 32751

    $975,0005 Days on yellowkey   MLS ID: O6424220

    0 Days Off yellowkey (back on 7/14/2026)

    For Sale O6424220 - 1424 RIDGEWOOD AVE, MAITLAND, FL 32751 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3070
       Built: 2020   Tax: $8,712 (2025)
    Community: Coffins Sub
    Townhouse


    Estimated Monthly Payment: $6,068 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($726)


    Taxes:$8,712

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 726 FOREST GLEN CT, MAITLAND, FL 32751

    $559,90017 Days on yellowkey   MLS ID: O6420590

    For Sale O6420590 - 726 FOREST GLEN CT, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 1973   Tax: $2,879 (2025)
    Community: Forest Brook 5Th Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,308 (change assumption)
    Mortgage ($3,068) + Taxes in 2025 ($240)


    Taxes:$2,879

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 499 JULIAN LN, MAITLAND, FL 32751

    $449,00059 Days on yellowkey   MLS ID: O6408583

    REDUCED by $6,000 (1.3%) on 07/14/2026

    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: $2,747 (change assumption)
    Mortgage ($2,460) + 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


  • 119 HOLLIE CT, MAITLAND, FL 32751

    $975,000175 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


  • 2112 CHIPPEWA TRL, MAITLAND, FL 32751

    $899,000104 Days on yellowkey   MLS ID: O6394702

    REDUCED by $50,000 (5.3%) on 07/14/2026

    For Sale O6394702 - 2112 CHIPPEWA TRL, MAITLAND, FL 32751 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2407
       Built: 1961   Tax: $2,725 (2025)
    Community: Dommerich Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,153 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $209,50060 Days on yellowkey   MLS ID: O6404875

    REDUCED by $5,000 (2.3%) on 07/14/2026

    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: $1,193 (change assumption)
    Mortgage ($1,148) + Taxes in 2025 ($45)


    Taxes:$539

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 ORANOLE RD, MAITLAND, FL 32751

    $385,900373 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


  • 1055 DRUID DR, MAITLAND, FL 32751

    $549,0002 Days on yellowkey   MLS ID: O6424543

    For Sale O6424543 - 1055 DRUID DR, MAITLAND, FL 32751 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 1959   Tax: $2,557 (2025)
    Community: Druid Hills Estates 1St Add
    Single Family


    Estimated Monthly Payment: $3,221 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($213)


    Taxes:$2,557

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 249 W LAKE FAITH DR #205, MAITLAND, FL 32751

    $315,00061 Days on yellowkey   MLS ID: O6406744

    REDUCED by $10,000 (3.1%) on 07/13/2026

    For Sale O6406744 - 249 W LAKE FAITH DR #205, MAITLAND, FL 32751 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1739
       Built: 1974
    Monthly Fee: $620
       Tax: $1,339 (2025)
    Community: Lake Faith Villas
    Condo


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($1,726) + Fees ($620) + Taxes in 2025 ($112)


    Taxes:$1,339

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1001 VERSAILLES CT, MAITLAND, FL 32751

    $975,00081 Days on yellowkey   MLS ID: O6401795

    3 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $23,000 (2.3%) on 06/19/2026

    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: $5,885 (change assumption)
    Mortgage ($5,342) + 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




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.