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Homes for Sale Near Maitland Middle in Maitland - 63 homes

Maitland Middle is an Middle School in Orange County. Find homes for sale close to Maitland Middle. Our REALTORS® can assist you in your search for Maitland Middle, Maitland nearby homes.

Location: Maitland

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  • 755 CRANES CT, MAITLAND, FL 32751

    $1,395,500446 Days on yellowkey   MLS ID: O6299581

    For Sale O6299581 - 755 CRANES CT, MAITLAND, FL 32751 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4566
       Built: 2009
    Monthly Fee: $199
       Tax: $10,895 (2024)
    Community: Lake Sybelia Cove
    Single Family


    Estimated Monthly Payment: $8,753 (change assumption)
    Mortgage ($7,646) + Fees ($199) + Taxes in 2024 ($908)


    Taxes:$10,895

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 703 NICOMA TRAIL, MAITLAND, FL 32751

    $735,00049 Days on yellowkey   MLS ID: O6408335

    REDUCED by $15,000 (2.0%) on 06/09/2026

    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: $4,425 (change assumption)
    Mortgage ($4,027) + Taxes in 2025 ($397)


    Taxes:$4,767

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1783 SUNNYSIDE DR, MAITLAND, FL 32751

    $849,9008 Days on yellowkey   MLS ID: O6420390

    For Sale O6420390 - 1783 SUNNYSIDE DR, MAITLAND, FL 32751 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2055
       Built: 1986   Tax: $4,197 (2025)
    Community: Dixie Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,007 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($350)


    Taxes:$4,197

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 119 HOLLIE CT, MAITLAND, FL 32751

    $975,000168 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


  • 1404 CARING CT, MAITLAND, FL 32751

    $659,50020 Days on yellowkey   MLS ID: G5113516

    REDUCED by $400 (0.1%) on 07/03/2026

    For Sale G5113516 - 1404 CARING CT, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2005
    Monthly Fee: $285
       Tax: $8,409 (2025)
    Community: Enclave At Maitland A-F
    Single Family


    Estimated Monthly Payment: $4,599 (change assumption)
    Mortgage ($3,614) + Fees ($285) + Taxes in 2025 ($701)


    Taxes:$8,409

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 140 WIGWAM PL, MAITLAND, FL 32751

    $609,90077 Days on yellowkey   MLS ID: O6401560

    REDUCED by $10,000 (1.6%) on 07/02/2026

    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: $3,673 (change assumption)
    Mortgage ($3,342) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $325,00054 Days on yellowkey   MLS ID: O6406744

    REDUCED by $14,000 (4.1%) on 06/22/2026

    For Sale O6406744 - 249 W LAKE FAITH DR #205, MAITLAND, FL 32751 35 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: $2,512 (change assumption)
    Mortgage ($1,781) + 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


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $599,000100 Days on yellowkey   MLS ID: O6394358

    REDUCED by $20,000 (3.2%) on 07/02/2026

    For Sale O6394358 - 1750 POCAHONTAS PATH, MAITLAND, FL 32751 39 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: $3,637 (change assumption)
    Mortgage ($3,282) + 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


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $689,000151 Days on yellowkey   MLS ID: O6380728

    REDUCED by $10,000 (1.4%) on 06/23/2026

    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: $4,125 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 900 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,150,0009 Days on yellowkey   MLS ID: O6420911

    For Sale O6420911 - 900 BRIGHTWATER CIR, MAITLAND, FL 32751 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3857
       Built: 1999
    Monthly Fee: $395
       Tax: $8,875 (2025)
    Community: Maitland Club Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,436 (change assumption)
    Mortgage ($6,301) + Fees ($395) + Taxes in 2025 ($740)


    Taxes:$8,875

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 624 TUSCARORA TRL, MAITLAND, FL 32751

    $945,00013 Days on yellowkey   MLS ID: O6418744

    1 Days Off yellowkey (back on 6/30/2026)

    For Sale O6418744 - 624 TUSCARORA TRL, MAITLAND, FL 32751 42 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3370
       Built: 1961   Tax: $5,322 (2025)
    Community: Dommerich Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($5,178) + Taxes in 2025 ($443)


    Taxes:$5,322

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 245 ORANGE PL, MAITLAND, FL 32751

    $675,00015 Days on yellowkey   MLS ID: O6419510

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

    For Sale O6419510 - 245 ORANGE PL, MAITLAND, FL 32751 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1935
       Built: 1946   Tax: $10,093 (2025)
    Community: Orangedale Park Rep
    Single Family


    Estimated Monthly Payment: $4,540 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($841)


    Taxes:$10,093

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 551 RUFFEL ST, MAITLAND, FL 32751

    $278,50098 Days on yellowkey   MLS ID: S5146986

    REDUCED by $21,400 (7.1%) on 06/29/2026

    For Sale S5146986 - 551 RUFFEL ST, MAITLAND, FL 32751 15 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1162
       Built: 1970   Tax: $396 (2025)
    Community: Clark Homes Acres
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,559 (change assumption)
    Mortgage ($1,526) + Taxes in 2025 ($33)


    Taxes:$396

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1001 VERSAILLES CT, MAITLAND, FL 32751

    $975,00074 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


  • 2491 LAUDER DR, MAITLAND, FL 32751

    $1,299,00025 Days on yellowkey   MLS ID: R4911437

    For Sale R4911437 - 2491 LAUDER DR, MAITLAND, FL 32751 18 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 1967   Tax: $9,506 (2024)
    Community: Highland Park Estates First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,910 (change assumption)
    Mortgage ($7,118) + Taxes in 2024 ($792)


    Taxes:$9,506

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $410,00035 Days on yellowkey   MLS ID: O6413652

    REDUCED by $10,000 (2.4%) on 06/29/2026

    For Sale O6413652 - 200 MOSELEY AVE, MAITLAND, FL 32751 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2026   Tax: $1,843 (2025)
    Community: Pindar Sub
    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($154)


    Taxes:$1,843

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 220 ADAMS DR, MAITLAND, FL 32751

    $1,995,00034 Days on yellowkey   MLS ID: O6413737

    For Sale O6413737 - 220 ADAMS DR, MAITLAND, FL 32751 47 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3005
       Built: 1977   Tax: $15,563 (2025)
    Community: Kings Row
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,228 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,297)


    Taxes:$15,563

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2112 CHIPPEWA TRL, MAITLAND, FL 32751

    $949,00097 Days on yellowkey   MLS ID: O6394702

    REDUCED by $16,000 (1.7%) on 06/29/2026

    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: $5,427 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 67 CYPRESS LN, MAITLAND, FL 32751

    $999,000181 Days on yellowkey   MLS ID: O6371328

    3 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $131,000 (11.6%) on 05/15/2026

    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: $5,827 (change assumption)
    Mortgage ($5,474) + 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


  • 892 PARK LAKE CIR #69, MAITLAND, FL 32751

    $225,00042 Days on yellowkey   MLS ID: O6411386

    REDUCED by $4,000 (1.7%) on 06/23/2026

    For Sale O6411386 - 892 PARK LAKE CIR #69, MAITLAND, FL 32751 37 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1353
       Built: 1972   Tax: $3,327 (2025)
    Community: Park Lake Twnhs
    Townhouse


    Estimated Monthly Payment: $1,510 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($277)


    Taxes:$3,327

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle




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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.