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Homes for Sale Near Maitland Middle in Maitland - 57 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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  • 1140 S ORLANDO AVE #G8, MAITLAND, FL 32751

    $230,0001 Day on yellowkey   MLS ID: O6426413

    0 Days Off yellowkey (back on 7/20/2026)

    For Sale O6426413 - 1140 S ORLANDO AVE #G8, MAITLAND, FL 32751 11 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 816
       Built: 1967   Tax: $416 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $1,295 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($35)


    Taxes:$416

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 823 WOODS COURT, MAITLAND, FL 32751

    $950,00015 Days on yellowkey   MLS ID: O6422384

    For Sale O6422384 - 823 WOODS COURT, MAITLAND, FL 32751 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2145
       Built: 1979   Tax: $7,742 (2025)
    Community: Dommerich Woods
    Single Family


    Estimated Monthly Payment: $5,851 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($645)


    Taxes:$7,742

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 255 W GEORGE AVE, MAITLAND, FL 32751

    $1,499,00039 Days on yellowkey   MLS ID: O6415928

    For Sale O6415928 - 255 W GEORGE AVE, MAITLAND, FL 32751 77 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4814
       Built: 1957   Tax: $7,347 (2025)
    Community: Replat Blk B Poors Add
    Single Family


    Estimated Monthly Payment: $8,826 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($612)


    Taxes:$7,347

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $315,00067 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 31 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


  • 1166 N LAKE SYBELIA, MAITLAND, FL 32751

    $2,999,00054 Days on yellowkey   MLS ID: O6411525

    REDUCED by $101,000 (3.3%) on 07/13/2026

    For Sale O6411525 - 1166 N LAKE SYBELIA, MAITLAND, FL 32751 71 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 5355
       Built: 1998   Tax: $11,303 (2025)
    Community: Lake Sybelia Shores
    Single Family


    Estimated Monthly Payment: $17,374 (change assumption)
    Mortgage ($16,432) + Taxes in 2025 ($942)


    Taxes:$11,303

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 551 RUFFEL ST, MAITLAND, FL 32751

    $258,500111 Days on yellowkey   MLS ID: S5146986

    REDUCED by $20,000 (7.2%) on 07/20/2026

    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: $1,449 (change assumption)
    Mortgage ($1,416) + Taxes in 2025 ($33)


    Taxes:$396

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 9001 LAKE CHARITY DR, MAITLAND, FL 32751

    $550,00075 Days on yellowkey   MLS ID: O6405361

    REDUCED by $25,000 (4.3%) on 07/20/2026

    For Sale O6405361 - 9001 LAKE CHARITY DR, MAITLAND, FL 32751 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1623
       Built: 1958   Tax: $1,937 (2025)
    Community: Druid Hills Ests
    Single Family


    Estimated Monthly Payment: $3,175 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($161)


    Taxes:$1,937

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2624 TUSCARORA TRL, MAITLAND, FL 32751

    $834,90010 Days on yellowkey   MLS ID: O6424397

    For Sale O6424397 - 2624 TUSCARORA TRL, MAITLAND, FL 32751 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 1968   Tax: $4,150 (2025)
    Community: Dommerich Hills Second Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,920 (change assumption)
    Mortgage ($4,575) + Taxes in 2025 ($346)


    Taxes:$4,150

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 703 NICOMA TRAIL, MAITLAND, FL 32751

    $725,00062 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


  • 631 LAKE CATHERINE DR, MAITLAND, FL 32751

    $1,795,00064 Days on yellowkey   MLS ID: O6408700

    For Sale O6408700 - 631 LAKE CATHERINE DR, MAITLAND, FL 32751 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2351
       Built: 1970   Tax: $11,896 (2025)
    Community: Sheridan Place
    Single Family


    Estimated Monthly Payment: $10,827 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($991)


    Taxes:$11,896

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $599,000113 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 46 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


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $725,000131 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


  • 1460 LYNDALE BLVD, MAITLAND, FL 32751

    $1,449,0004 Days on yellowkey   MLS ID: O6425646

    For Sale O6425646 - 1460 LYNDALE BLVD, MAITLAND, FL 32751 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2625
       Built: 1966   Tax: $5,516 (2025)
    Community: Maitland Park South
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,399 (change assumption)
    Mortgage ($7,940) + Taxes in 2025 ($460)


    Taxes:$5,516

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 900 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,150,00022 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


  • 1395 BENEVOLENT ST, MAITLAND, FL 32751

    $425,0006 Days on yellowkey   MLS ID: O6425566

    0 Days Off yellowkey (back on 7/18/2026)

    For Sale O6425566 - 1395 BENEVOLENT ST, MAITLAND, FL 32751 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1751
       Built: 2005
    Monthly Fee: $520
       Tax: $2,372 (2025)
    Community: Montacino
    Townhouse


    Estimated Monthly Payment: $3,046 (change assumption)
    Mortgage ($2,329) + Fees ($520) + Taxes in 2025 ($198)


    Taxes:$2,372

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $225,00055 Days on yellowkey   MLS ID: O6411386

    1 Days Off yellowkey (back on 7/18/2026)

    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


  • 916 PARK LAKE CIR #34, MAITLAND, FL 32751

    $259,0005 Days on yellowkey   MLS ID: O6425726

    For Sale O6425726 - 916 PARK LAKE CIR #34, MAITLAND, FL 32751 18 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1496
       Built: 1972   Tax: $3,144 (2025)
    Community: Park Lake Twnhs
    Condo


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($262)


    Taxes:$3,144

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 206 MOSELEY AVE, MAITLAND, FL 32751

    $449,00046 Days on yellowkey   MLS ID: O6414097

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6414097 - 206 MOSELEY AVE, MAITLAND, FL 32751 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1838
       Built: 2026   Tax: $3,007 (2025)
    Community: Pindar Sub
    Single Family


    Estimated Monthly Payment: $2,711 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $410,00048 Days on yellowkey   MLS ID: O6413652

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

    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


  • 1404 CARING CT, MAITLAND, FL 32751

    $638,90033 Days on yellowkey   MLS ID: G5113516

    REDUCED by $100 (0.0%) on 07/17/2026

    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: $4,486 (change assumption)
    Mortgage ($3,501) + 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


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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.