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Maitland Homes For Sale & Real Estate - 124 homes

Maitland homes for sale are located in Orange County, Florida. Find homes in Maitland for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Maitland houses.

Location: Maitland

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  • 570 MANOR RD, MAITLAND, FL 32751

    $12,500,000372 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


  • 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751

    $197,50010 Days on yellowkey   MLS ID: O6397395

    For Sale O6397395 - 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 2000
    Monthly Fee: $417
       Tax: $2,886 (2025)
    Community: Visconti West Condo
    Condo


    Estimated Monthly Payment: $1,740 (change assumption)
    Mortgage ($1,082) + Fees ($417) + Taxes in 2025 ($241)


    Taxes:$2,886

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2422 BRANCH WAY #100, MAITLAND, FL 32751

    $115,00010 Days on yellowkey   MLS ID: O6398992

    For Sale O6398992 - 2422 BRANCH WAY #100, MAITLAND, FL 32751 22 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 550
       Built: 1973
    Monthly Fee: $126
       Tax: $1,408 (2024)
    Community: Carrington Park A Condo
    Condo


    Estimated Monthly Payment: $873 (change assumption)
    Mortgage ($630) + Fees ($126) + Taxes in 2024 ($117)


    Taxes:$1,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1421 SUNNYSIDE DR, MAITLAND, FL 32751

    $1,100,000154 Days on yellowkey   MLS ID: O6358123

    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: $6,487 (change assumption)
    Mortgage ($6,027) + Taxes in 2024 ($459)


    Taxes:$5,513

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 933 and 935 ROBINHOOD CT, MAITLAND, FL 32751

    $599,900182 Days on yellowkey   MLS ID: O6355207

    REDUCED by $75,100 (11.1%) on 04/14/2026

    For Sale O6355207 - 933 and 935 ROBINHOOD CT, MAITLAND, FL 32751 52 photos

    Bed: 6   Bath: 0.0   Gar: 4
    Liv Area Sq Ft: 2484
       Built: 1979   Tax: $7,294 (2024)
    Community: Oakwood
    Apartment


    Estimated Monthly Payment: $3,895 (change assumption)
    Mortgage ($3,287) + Taxes in 2024 ($608)


    Taxes:$7,294

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2453 WORTHINGTON RD, MAITLAND, FL 32751

    $585,000139 Days on yellowkey   MLS ID: TB8454086

    For Sale TB8454086 - 2453 WORTHINGTON RD, MAITLAND, FL 32751 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 1966   Tax: $1,675 (2024)
    Community: English Estates Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,345 (change assumption)
    Mortgage ($3,205) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1275 LAKE SHADOW CIR #13107, MAITLAND, FL 32751

    $179,90096 Days on yellowkey   MLS ID: O6374698

    For Sale O6374698 - 1275 LAKE SHADOW CIR #13107, MAITLAND, FL 32751 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 2000   Tax: $2,194 (2024)
    Community: Visconti West
    Condo


    Estimated Monthly Payment: $1,169 (change assumption)
    Mortgage ($986) + Taxes in 2024 ($183)


    Taxes:$2,194

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: Lockhart Middle


  • 320 WHITE OAK CIR, MAITLAND, FL 32751

    $849,00042 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


  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $850,00038 Days on yellowkey   MLS ID: O6389520

    REDUCED by $25,000 (2.9%) on 04/14/2026

    For Sale O6389520 - 1501 DRUID ISLE RD, MAITLAND, FL 32751 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 3000
       Built: 1971   Tax: $11,716 (2025)
    Community: Druid Isle
    Single Family


    Estimated Monthly Payment: $5,634 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1404 STRATFORD RD, MAITLAND, FL 32751

    $419,90050 Days on yellowkey   MLS ID: O6387116

    1 Days Off yellowkey (back on 3/13/2026)

    For Sale O6387116 - 1404 STRATFORD RD, MAITLAND, FL 32751 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2473
       Built: 1961
    Monthly Fee: $3
       Tax: $5,107 (2024)
    Community: English Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,729 (change assumption)
    Mortgage ($2,301) + Fees ($3) + Taxes in 2024 ($426)


    Taxes:$5,107

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 310 WHITE OAK CIR, MAITLAND, FL 32751

    $849,00098 Days on yellowkey   MLS ID: O6373919

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6373919 - 310 WHITE OAK CIR, MAITLAND, FL 32751 36 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 1973
    Monthly Fee: $35
       Tax: $7,779 (2025)
    Community: Maitland Grove Unit 1
    Single Family


    Estimated Monthly Payment: $5,335 (change assumption)
    Mortgage ($4,652) + Fees ($35) + Taxes in 2025 ($648)


    Taxes:$7,779

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 344 BANYAN DR, MAITLAND, FL 32751

    $398,00014 Days on yellowkey   MLS ID: O6397900

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6397900 - 344 BANYAN DR, MAITLAND, FL 32751 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 1972   Tax: $1,336 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,292 (change assumption)
    Mortgage ($2,181) + Taxes in 2024 ($111)


    Taxes:$1,336

    Elementary School: Sabal Point Elementary

    High School: None

    Tax Year: 2024

    Middle School: None


  • 220 ALPINE DR, MAITLAND, FL 32751

    $450,00050 Days on yellowkey   MLS ID: O6388051

    For Sale O6388051 - 220 ALPINE DR, MAITLAND, FL 32751 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 988
       Built: 1953   Tax: $5,537 (2024)
    Community: Sunset Ridge
    Single Family


    Estimated Monthly Payment: $2,927 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($461)


    Taxes:$5,537

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1529 GLASTONBERRY RD, MAITLAND, FL 32751

    $525,00050 Days on yellowkey   MLS ID: O6387618

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6387618 - 1529 GLASTONBERRY RD, MAITLAND, FL 32751 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1970
    Monthly Fee: $3
       Tax: $5,753 (2024)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $3,359 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2024 ($479)


    Taxes:$5,753

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2466 FIELDINGWOOD RD, MAITLAND, FL 32751

    $599,00014 Days on yellowkey   MLS ID: O6396883

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6396883 - 2466 FIELDINGWOOD RD, MAITLAND, FL 32751 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1765
       Built: 1972   Tax: $1,712 (2024)
    Community: English Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($3,282) + Taxes in 2024 ($143)


    Taxes:$1,712

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 361 HICKORY DR, MAITLAND, FL 32751

    $369,00022 Days on yellowkey   MLS ID: O6395765

    For Sale O6395765 - 361 HICKORY DR, MAITLAND, FL 32751 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1407
       Built: 1959   Tax: $2,679 (2024)
    Community: Druid Hills Park
    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($223)


    Taxes:$2,679

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 1231 SIDCUP RD, MAITLAND, FL 32751

    $495,000261 Days on yellowkey   MLS ID: TB8414987

    2 Days Off yellowkey (back on 3/13/2026)

    For Sale TB8414987 - 1231 SIDCUP RD, MAITLAND, FL 32751 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1798
       Built: 1960   Tax: $1,683 (2024)
    Community: English Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,712) + Taxes in 2024 ($140)


    Taxes:$1,683

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1256 WELLINGTON TER, MAITLAND, FL 32751

    $1,390,00063 Days on yellowkey   MLS ID: O6383274

    For Sale O6383274 - 1256 WELLINGTON TER, MAITLAND, FL 32751 52 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4280
       Built: 1987
    Monthly Fee: $48
       Tax: $13,013 (2025)
    Community: Wellington
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,749 (change assumption)
    Mortgage ($7,616) + Fees ($48) + Taxes in 2025 ($1,084)


    Taxes:$13,013

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2065 DERBYSHIRE RD, MAITLAND, FL 32751

    $449,990112 Days on yellowkey   MLS ID: S5140785

    REDUCED by $40,000 (8.2%) on 04/05/2026

    For Sale S5140785 - 2065 DERBYSHIRE RD, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1430
       Built: 1959   Tax: $1,582 (2024)
    Community: English Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($132)


    Taxes:$1,582

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 350 NORTHWIND RD, MAITLAND, FL 32751

    $3,100,00084 Days on yellowkey   MLS ID: O6377888

    REDUCED by $199,000 (6.0%) on 04/11/2026

    For Sale O6377888 - 350 NORTHWIND RD, MAITLAND, FL 32751 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4819
       Built: 2019   Tax: $18,531 (2025)
    Community: Lake Maitland Owl Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,530 (change assumption)
    Mortgage ($16,986) + Taxes in 2025 ($1,544)


    Taxes:$18,531

    Elementary School: Dommerich Elem

    High School: Winter Park 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.