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Homes for Sale Near Maitland Middle in Maitland - 68 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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  • 631 LAKE CATHERINE DR, MAITLAND, FL 32751

    $1,795,00015 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


  • 1000 S ORLANDO AVE #B25, MAITLAND, FL 32751

    $332,50075 Days on yellowkey   MLS ID: O6391679

    1 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $2,500 (0.7%) on 05/01/2026

    For Sale O6391679 - 1000 S ORLANDO AVE #B25, MAITLAND, FL 32751 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 952
       Built: 1964   Tax: $2,559 (2025)
    Community: Maitland Harbour Apts
    Condo


    Estimated Monthly Payment: $2,035 (change assumption)
    Mortgage ($1,822) + Taxes in 2025 ($213)


    Taxes:$2,559

    Elementary School: Lake Sybelia Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $639,00064 Days on yellowkey   MLS ID: O6394358

    REDUCED by $20,000 (3.0%) on 05/04/2026

    For Sale O6394358 - 1750 POCAHONTAS PATH, MAITLAND, FL 32751 38 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: $3,857 (change assumption)
    Mortgage ($3,501) + 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


  • 2130 DELORAINE TRL, MAITLAND, FL 32751

    $819,00056 Days on yellowkey   MLS ID: O6397018

    REDUCED by $10,000 (1.2%) on 05/06/2026

    For Sale O6397018 - 2130 DELORAINE TRL, MAITLAND, FL 32751 37 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: $5,354 (change assumption)
    Mortgage ($4,488) + Taxes in 2025 ($866)


    Taxes:$10,394

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 868 TOWN CIR #123, MAITLAND, FL 32751

    $260,00025 Days on yellowkey   MLS ID: O6406031

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6406031 - 868 TOWN CIR #123, MAITLAND, FL 32751 33 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1565
       Built: 1979
    Monthly Fee: $425
       Tax: $1,811 (2025)
    Community: Park Lake Twnhs Ph 02
    Condo


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,425) + Fees ($425) + Taxes in 2025 ($151)


    Taxes:$1,811

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1100 S ORLANDO AVE #306, MAITLAND, FL 32751

    $649,00073 Days on yellowkey   MLS ID: O6392583

    For Sale O6392583 - 1100 S ORLANDO AVE #306, MAITLAND, FL 32751 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1125
       Built: 1973
    Monthly Fee: $618
       Tax: $4,561 (2025)
    Community: West Cove Condo
    Condo


    Estimated Monthly Payment: $4,554 (change assumption)
    Mortgage ($3,556) + Fees ($618) + Taxes in 2025 ($380)


    Taxes:$4,561

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 353 W LAKE FAITH DR #116, MAITLAND, FL 32751

    $344,900186 Days on yellowkey   MLS ID: O6352070

    REDUCED by $5,000 (1.4%) on 05/08/2026

    For Sale O6352070 - 353 W LAKE FAITH DR #116, MAITLAND, FL 32751 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1403
       Built: 1974
    Monthly Fee: $570
       Tax: $1,848 (2024)
    Community: Lake Faith Villas Condo
    Condo


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($1,890) + Fees ($570) + Taxes in 2024 ($154)


    Taxes:$1,848

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 873 CRANES CT, MAITLAND, FL 32751

    $1,249,90064 Days on yellowkey   MLS ID: O6394418

    For Sale O6394418 - 873 CRANES CT, MAITLAND, FL 32751 36 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3902
       Built: 1996
    Monthly Fee: $199
       Tax: $9,081 (2025)
    Community: Lake Sybelia Cove Ph 01
    Single Family


    Estimated Monthly Payment: $7,804 (change assumption)
    Mortgage ($6,849) + Fees ($199) + Taxes in 2025 ($757)


    Taxes:$9,081

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1135 THUNDER TRL, MAITLAND, FL 32751

    $850,00084 Days on yellowkey   MLS ID: O6385581

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

    For Sale O6385581 - 1135 THUNDER TRL, MAITLAND, FL 32751 31 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2966
       Built: 1967   Tax: $6,279 (2025)
    Community: Dommerich Hills Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,181 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($523)


    Taxes:$6,279

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 204 QUAYSIDE CIR #201, MAITLAND, FL 32751

    $482,00046 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


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

    $349,00088 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


  • 204 QUAYSIDE CIR #504, MAITLAND, FL 32751

    $458,500101 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


  • 1140 S ORLANDO AVE #F8, MAITLAND, FL 32751

    $469,90069 Days on yellowkey   MLS ID: O6392367

    REDUCED by $10,000 (2.1%) on 05/01/2026

    For Sale O6392367 - 1140 S ORLANDO AVE #F8, MAITLAND, FL 32751 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 816
       Built: 1969
    Monthly Fee: $546
       Tax: $3,419 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($2,575) + 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


  • 987 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,100,00039 Days on yellowkey   MLS ID: O6401747

    For Sale O6401747 - 987 BRIGHTWATER CIR, MAITLAND, FL 32751 60 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3270
       Built: 1996
    Monthly Fee: $395
       Tax: $12,450 (2025)
    Community: Maitland Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,460 (change assumption)
    Mortgage ($6,027) + Fees ($395) + Taxes in 2025 ($1,037)


    Taxes:$12,450

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 824 TOWN CIR #101, MAITLAND, FL 32751

    $264,990102 Days on yellowkey   MLS ID: O6384312

    21 Days Off yellowkey (back on 4/22/2026)

    For Sale O6384312 - 824 TOWN CIR #101, MAITLAND, FL 32751 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1565
       Built: 1974
    Monthly Fee: $405
       Tax: $3,849 (2025)
    Community: Park Lake Twnhs Ph 02
    Townhouse


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,452) + Fees ($405) + Taxes in 2025 ($321)


    Taxes:$3,849

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1033 HAMLET DR, MAITLAND, FL 32751

    $350,000204 Days on yellowkey   MLS ID: O6359229

    For Sale O6359229 - 1033 HAMLET DR, MAITLAND, FL 32751 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1146
       Built: 1994
    Monthly Fee: $52
       Tax: $474 (2024)
    Community: Hamlet At Maitland
    Single Family


    Estimated Monthly Payment: $2,009 (change assumption)
    Mortgage ($1,918) + Fees ($52) + Taxes in 2024 ($40)


    Taxes:$474

    Elementary School: Dommerich Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2112 CHIPPEWA TRL, MAITLAND, FL 32751

    $965,00061 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


  • 1511 E HORATIO AVE, MAITLAND, FL 32751

    $719,00042 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


  • 1074 HAMLET DR, MAITLAND, FL 32751

    $308,000307 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

    $299,90062 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




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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.