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Displaying: For Sale

Location: Maitland

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Maitland - 19 properties found

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  • 921 N THISTLE LN, MAITLAND, FL 32751

    $1,049,00017 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

    $625,00034 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


  • 2809 WAUMPI TRL, MAITLAND, FL 32751

    $745,00018 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


  • 140 WIGWAM PL, MAITLAND, FL 32751

    $649,90012 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


  • 790 S LAKE SYBELIA DR, MAITLAND, FL 32751

    $960,00061 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 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: $5,834 (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


  • 1421 SUNNYSIDE DR, MAITLAND, FL 32751

    $999,999164 Days on yellowkey   MLS ID: O6358123

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

    REDUCED by $100,001 (9.1%) on 04/24/2026

    For Sale O6358123 - 1421 SUNNYSIDE DR, MAITLAND, FL 32751 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1966   Tax: $5,513 (2024)
    Community: Maitland Park South
    Single Family


    Estimated Monthly Payment: $5,939 (change assumption)
    Mortgage ($5,479) + Taxes in 2024 ($459)


    Taxes:$5,513

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2642 BROOKSIDE CT, MAITLAND, FL 32751

    $629,0004 Days on yellowkey   MLS ID: O6403669

    For Sale O6403669 - 2642 BROOKSIDE CT, MAITLAND, FL 32751 30 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 1970   Tax: $5,909 (2025)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $3,939 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($492)


    Taxes:$5,909

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $799,00053 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


  • 1776 BOBTAIL DR, MAITLAND, FL 32751

    $524,99925 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


  • 1170 WILLOWBROOK TRL, MAITLAND, FL 32751

    $759,00026 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


  • 67 CYPRESS LN, MAITLAND, FL 32751

    $1,130,000116 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


  • 2130 DELORAINE TRL, MAITLAND, FL 32751

    $829,00027 Days on yellowkey   MLS ID: O6397018

    REDUCED by $21,000 (2.5%) on 04/21/2026

    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: $5,409 (change assumption)
    Mortgage ($4,542) + Taxes in 2025 ($866)


    Taxes:$10,394

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2112 CHIPPEWA TRL, MAITLAND, FL 32751

    $965,00032 Days on yellowkey   MLS ID: O6394702

    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: $5,515 (change assumption)
    Mortgage ($5,288) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2600 MOHAWK TRL, MAITLAND, FL 32751

    $669,00034 Days on yellowkey   MLS ID: O6392479

    For Sale O6392479 - 2600 MOHAWK TRL, MAITLAND, FL 32751 52 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2265
       Built: 1965   Tax: $3,038 (2025)
    Community: Dommerich Hills Second Add
    Single Family


    Estimated Monthly Payment: $3,919 (change assumption)
    Mortgage ($3,666) + Taxes in 2025 ($253)


    Taxes:$3,038

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 101 MARINER WAY, MAITLAND, FL 32751

    $769,00025 Days on yellowkey   MLS ID: O6396663

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

    For Sale O6396663 - 101 MARINER WAY, MAITLAND, FL 32751 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2413
       Built: 1972
    Monthly Fee: $8
       Tax: $3,528 (2025)
    Community: Maitland Isle
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,516 (change assumption)
    Mortgage ($4,214) + Fees ($8) + Taxes in 2025 ($294)


    Taxes:$3,528

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1662 BOBTAIL DR, MAITLAND, FL 32751

    $525,00027 Days on yellowkey   MLS ID: O6395347

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6395347 - 1662 BOBTAIL DR, MAITLAND, FL 32751 44 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2398
       Built: 1997
    Monthly Fee: $18
       Tax: $5,702 (2025)
    Community: Winfield Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,370 (change assumption)
    Mortgage ($2,877) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,702

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 351 WHITE OAK CIR, MAITLAND, FL 32751

    $865,00068 Days on yellowkey   MLS ID: O6384081

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6384081 - 351 WHITE OAK CIR, MAITLAND, FL 32751 94 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2305
       Built: 1978
    Monthly Fee: $35
       Tax: $3,901 (2025)
    Community: Maitland Grove
    Single Family


    Estimated Monthly Payment: $5,100 (change assumption)
    Mortgage ($4,740) + Fees ($35) + Taxes in 2025 ($325)


    Taxes:$3,901

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 150 SENECA TRL, MAITLAND, FL 32751

    $745,00046 Days on yellowkey   MLS ID: O6389696

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

    For Sale O6389696 - 150 SENECA TRL, MAITLAND, FL 32751 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2221
       Built: 1957
    Monthly Fee: $8
       Tax: $10,543 (2025)
    Community: Dommerich Estates 1St Add
    Single Family


    Estimated Monthly Payment: $4,969 (change assumption)
    Mortgage ($4,082) + Fees ($8) + Taxes in 2025 ($879)


    Taxes:$10,543

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 312 MACARTHUR PL, MAITLAND, FL 32751

    $774,90090 Days on yellowkey   MLS ID: O6379212

    For Sale O6379212 - 312 MACARTHUR PL, MAITLAND, FL 32751 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 1981   Tax: $8,950 (2024)
    Community: Sybelia Place
    Single Family


    Estimated Monthly Payment: $4,992 (change assumption)
    Mortgage ($4,246) + Taxes in 2024 ($746)


    Taxes:$8,950

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle






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.