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Maitland Homes For Sale & Real Estate - 133 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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  • 921 N THISTLE LN, MAITLAND, FL 32751

    $1,049,00018 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


  • 1241 MANCHESTER RD, MAITLAND, FL 32751

    $625,00035 Days on yellowkey   MLS ID: S5146896

    For Sale S5146896 - 1241 MANCHESTER RD, MAITLAND, FL 32751 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 1963   Tax: $4,268 (2024)
    Community: English Estates Unit 2
    Single Family


    Estimated Monthly Payment: $3,780 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($356)


    Taxes:$4,268

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


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

    $225,00076 Days on yellowkey   MLS ID: O6382993

    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


  • 106 OAKWOOD DR, MAITLAND, FL 32751

    $649,00052 Days on yellowkey   MLS ID: O6390412

    REDUCED by $900 (0.1%) on 05/02/2026

    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: $3,718 (change assumption)
    Mortgage ($3,556) + Taxes in 2024 ($162)


    Taxes:$1,940

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


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

    $199,000110 Days on yellowkey   MLS ID: O6373693

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

    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


  • 1244 E LAKE COLONY DR, MAITLAND, FL 32751

    $1,895,0005 Days on yellowkey   MLS ID: O6402702

    For Sale O6402702 - 1244 E LAKE COLONY DR, MAITLAND, FL 32751 39 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4478
       Built: 2002
    Monthly Fee: $342
       Tax: $17,421 (2025)
    Community: Lake Colony Ph 02
    Single Family


    Estimated Monthly Payment: $12,177 (change assumption)
    Mortgage ($10,383) + Fees ($342) + Taxes in 2025 ($1,452)


    Taxes:$17,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2809 WAUMPI TRL, MAITLAND, FL 32751

    $745,00019 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


  • 755 WOODSIDE RD, MAITLAND, FL 32751

    $999,9996 Days on yellowkey   MLS ID: O6402797

    For Sale O6402797 - 755 WOODSIDE RD, MAITLAND, FL 32751 62 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3049
       Built: 1974
    Monthly Fee: $8
       Tax: $6,508 (2024)
    Community: Forest Brook 5Th Sec
    Single Family


    Estimated Monthly Payment: $6,030 (change assumption)
    Mortgage ($5,479) + Fees ($8) + Taxes in 2024 ($542)


    Taxes:$6,508

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 320 WHITE OAK CIR, MAITLAND, FL 32751

    $849,00053 Days on yellowkey   MLS ID: O6390473

    For Sale O6390473 - 320 WHITE OAK CIR, MAITLAND, FL 32751 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 1973
    Monthly Fee: $31
       Tax: $3,975 (2025)
    Community: Maitland Grove
    Single Family


    Estimated Monthly Payment: $5,014 (change assumption)
    Mortgage ($4,652) + Fees ($31) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $749,00087 Days on yellowkey   MLS ID: O6380728

    REDUCED by $10,000 (1.3%) on 04/30/2026

    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: $4,454 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1321 BENEVOLENT ST, MAITLAND, FL 32751

    $369,00084 Days on yellowkey   MLS ID: O6377413

    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


  • 775 WOODSIDE RD, MAITLAND, FL 32751

    $449,0004 Days on yellowkey   MLS ID: O6403039

    For Sale O6403039 - 775 WOODSIDE RD, MAITLAND, FL 32751 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $3,458 (2025)
    Community: Forest Brook 5Th Sec
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($288)


    Taxes:$3,458

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 140 WIGWAM PL, MAITLAND, FL 32751

    $649,90013 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


  • 204 QUAYSIDE CIR #504, MAITLAND, FL 32751

    $458,50073 Days on yellowkey   MLS ID: O6383019

    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


  • 210 ALPINE DR, MAITLAND, FL 32751

    $550,00035 Days on yellowkey   MLS ID: O6395056

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

    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: $3,601 (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


  • 220 ALPINE DR, MAITLAND, FL 32751

    $450,00061 Days on yellowkey   MLS ID: O6388051

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

    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: $2,927 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($461)


    Taxes:$5,537

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $349,00060 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


  • 653 GREEN MEADOW AVE, MAITLAND, FL 32751

    $528,0004 Days on yellowkey   MLS ID: O6402661

    For Sale O6402661 - 653 GREEN MEADOW AVE, MAITLAND, FL 32751 71 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 1970   Tax: $1,992 (2024)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $3,059 (change assumption)
    Mortgage ($2,893) + Taxes in 2024 ($166)


    Taxes:$1,992

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1150 LAKE SHADOW CIR #3305, MAITLAND, FL 32751

    $205,00079 Days on yellowkey   MLS ID: O6374903

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

    For Sale O6374903 - 1150 LAKE SHADOW CIR #3305, MAITLAND, FL 32751 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 2000
    Monthly Fee: $418
       Tax: $2,823 (2024)
    Community: Visconti East
    Condo


    Estimated Monthly Payment: $1,776 (change assumption)
    Mortgage ($1,123) + Fees ($418) + Taxes in 2024 ($235)


    Taxes:$2,823

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 350 NORTHWIND RD, MAITLAND, FL 32751

    $3,100,00095 Days on yellowkey   MLS ID: O6377888

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

    REDUCED by $199,000 (6.0%) on 04/11/2026

    For Sale O6377888 - 350 NORTHWIND RD, MAITLAND, FL 32751 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4819
       Built: 2019   Tax: $18,531 (2025)
    Community: Lake Maitland Owl Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,530 (change assumption)
    Mortgage ($16,986) + Taxes in 2025 ($1,544)


    Taxes:$18,531

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle




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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.