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Homes for Sale Near Maitland Middle in Maitland - 55 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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  • 206 QUAYSIDE CIR #404, MAITLAND, FL 32751

    $570,000169 Days on yellowkey   MLS ID: O6358836

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

    For Sale O6358836 - 206 QUAYSIDE CIR #404, MAITLAND, FL 32751 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1985
    Monthly Fee: $570
       Tax: $1,618 (2024)
    Community: Moorings On Lake Maitland Condo Bldg 03
    Condo


    Estimated Monthly Payment: $3,828 (change assumption)
    Mortgage ($3,123) + Fees ($570) + Taxes in 2024 ($135)


    Taxes:$1,618

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1511 E HORATIO AVE, MAITLAND, FL 32751

    $719,0004 Days on yellowkey   MLS ID: O6401235

    For Sale O6401235 - 1511 E HORATIO AVE, MAITLAND, FL 32751 31 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2676
       Built: 1957   Tax: $6,013 (2025)
    Community: Minnehaha Shores
    Single Family


    Estimated Monthly Payment: $4,441 (change assumption)
    Mortgage ($3,940) + Taxes in 2025 ($501)


    Taxes:$6,013

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1009 GROVE ST #1009, MAITLAND, FL 32751

    $219,500183 Days on yellowkey   MLS ID: O6353973

    REDUCED by $5,500 (2.4%) on 04/03/2026

    For Sale O6353973 - 1009 GROVE ST #1009, MAITLAND, FL 32751 27 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1353
       Built: 1972
    Monthly Fee: $483
       Tax: $2,929 (2024)
    Community: Park Lake Townhouses
    Condo


    Estimated Monthly Payment: $1,930 (change assumption)
    Mortgage ($1,203) + Fees ($483) + Taxes in 2024 ($244)


    Taxes:$2,929

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2040 GERONIMO TRL, MAITLAND, FL 32751

    $799,00044 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


  • 204 QUAYSIDE CIR #201, MAITLAND, FL 32751

    $482,0008 Days on yellowkey   MLS ID: O6394791

    For Sale O6394791 - 204 QUAYSIDE CIR #201, MAITLAND, FL 32751 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1984   Tax: $6,566 (2025)
    Community: Moorings On Lake Maitland Condo
    Condo


    Estimated Monthly Payment: $3,188 (change assumption)
    Mortgage ($2,641) + Taxes in 2025 ($547)


    Taxes:$6,566

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1074 HAMLET DR, MAITLAND, FL 32751

    $308,000269 Days on yellowkey   MLS ID: O6331672

    For Sale O6331672 - 1074 HAMLET DR, MAITLAND, FL 32751 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1076
       Built: 1994
    Monthly Fee: $52
       Tax: $1,135 (2024)
    Community: Hamlet At Maitland
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,688) + Fees ($52) + Taxes in 2024 ($95)


    Taxes:$1,135

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 551 RUFFEL ST, MAITLAND, FL 32751

    $299,90024 Days on yellowkey   MLS ID: S5146986

    REDUCED by $5,099 (1.7%) on 04/20/2026

    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: $1,676 (change assumption)
    Mortgage ($1,643) + Taxes in 2025 ($33)


    Taxes:$396

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1161 CHARMING ST, MAITLAND, FL 32751

    $599,00023 Days on yellowkey   MLS ID: O6395711

    REDUCED by $26,000 (4.2%) on 04/08/2026

    For Sale O6395711 - 1161 CHARMING ST, MAITLAND, FL 32751 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2006
    Monthly Fee: $520
       Tax: $4,384 (2025)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $4,167 (change assumption)
    Mortgage ($3,282) + Fees ($520) + Taxes in 2025 ($365)


    Taxes:$4,384

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2600 MOHAWK TRL, MAITLAND, FL 32751

    $669,00025 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


  • 223 QUAYSIDE CIR #C, MAITLAND, FL 32751

    $575,000155 Days on yellowkey   MLS ID: O6362370

    For Sale O6362370 - 223 QUAYSIDE CIR #C, MAITLAND, FL 32751 50 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1734
       Built: 1985
    Monthly Fee: $882
       Tax: $4,185 (2024)
    Community: Moorings On Lake Maitland Condo Bldg 05
    Condo


    Estimated Monthly Payment: $4,381 (change assumption)
    Mortgage ($3,151) + Fees ($882) + Taxes in 2024 ($349)


    Taxes:$4,185

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 225 QUAYSIDE CIR, MAITLAND, FL 32751

    $560,000205 Days on yellowkey   MLS ID: O6338754

    REDUCED by $35,000 (5.9%) on 04/03/2026

    For Sale O6338754 - 225 QUAYSIDE CIR, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1734
       Built: 1985   Tax: $3,080 (2024)
    Community: Moorings On Lake Maitland Condo Bldg 05
    Condo


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($3,068) + Taxes in 2024 ($257)


    Taxes:$3,080

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1180 BANBURY TRL, MAITLAND, FL 32751

    $825,00043 Days on yellowkey   MLS ID: O6390521

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6390521 - 1180 BANBURY TRL, MAITLAND, FL 32751 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2663
       Built: 1968   Tax: $3,424 (2025)
    Community: Maitland Woods Third Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,806 (change assumption)
    Mortgage ($4,520) + Taxes in 2025 ($285)


    Taxes:$3,424

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 335 W LAKE FAITH DR #S, MAITLAND, FL 32751

    $249,900198 Days on yellowkey   MLS ID: O6351302

    REDUCED by $5,100 (2.0%) on 04/02/2026

    For Sale O6351302 - 335 W LAKE FAITH DR #S, MAITLAND, FL 32751 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1456
       Built: 1974
    Monthly Fee: $571
       Tax: $3,277 (2024)
    Community: Lake Faith Villas Condo
    Condo


    Estimated Monthly Payment: $2,213 (change assumption)
    Mortgage ($1,369) + Fees ($571) + Taxes in 2024 ($273)


    Taxes:$3,277

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 101 MARINER WAY, MAITLAND, FL 32751

    $769,00016 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


  • 2514 TUSCARORA TRL, MAITLAND, FL 32751

    $759,00077 Days on yellowkey   MLS ID: O6380728

    REDUCED by $20,000 (2.6%) on 04/16/2026

    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: $4,509 (change assumption)
    Mortgage ($4,159) + Taxes in 2025 ($350)


    Taxes:$4,200

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1140 S ORLANDO AVE #H-13, MAITLAND, FL 32751

    $449,00050 Days on yellowkey   MLS ID: O6387926

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

    For Sale O6387926 - 1140 S ORLANDO AVE #H-13, MAITLAND, FL 32751 34 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 816
       Built: 1964
    Monthly Fee: $546
       Tax: $3,419 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $3,291 (change assumption)
    Mortgage ($2,460) + Fees ($546) + Taxes in 2025 ($285)


    Taxes:$3,419

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1393 BENEVOLENT ST, MAITLAND, FL 32751

    $379,0009 Days on yellowkey   MLS ID: O6399560

    For Sale O6399560 - 1393 BENEVOLENT ST, MAITLAND, FL 32751 43 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1674
       Built: 2005
    Monthly Fee: $520
       Tax: $3,322 (2025)
    Community: Enclave/Maitland A-F
    Townhouse


    Estimated Monthly Payment: $2,874 (change assumption)
    Mortgage ($2,077) + Fees ($520) + Taxes in 2025 ($277)


    Taxes:$3,322

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 105 TANGELO CT, MAITLAND, FL 32751

    $1,798,999142 Days on yellowkey   MLS ID: O6364116

    For Sale O6364116 - 105 TANGELO CT, MAITLAND, FL 32751 21 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3203
       Built: 2026   Tax: $6,909 (2024)
    Community: Hollieanna Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,433 (change assumption)
    Mortgage ($9,857) + Taxes in 2024 ($576)


    Taxes:$6,909

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 570 MANOR RD, MAITLAND, FL 32751

    $12,500,000373 Days on yellowkey   MLS ID: O6300040

    For Sale O6300040 - 570 MANOR RD, MAITLAND, FL 32751 99 photos

    Bed: 6   Bath: 8.5   Gar: 6
    Liv Area Sq Ft: 11668
       Built: 1996   Tax: $61,937 (2024)
    Community: Lake Maitland Manor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $73,653 (change assumption)
    Mortgage ($68,491) + Taxes in 2024 ($5,161)


    Taxes:$61,937

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 320 WHITE OAK CIR, MAITLAND, FL 32751

    $849,00043 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


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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.