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Maitland Homes For Sale & Real Estate - 147 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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  • 220 ALPINE DR, MAITLAND, FL 32751

    $427,400112 Days on yellowkey   MLS ID: O6388051

    REDUCED by $22,600 (5.0%) on 05/12/2026

    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: $2,803 (change assumption)
    Mortgage ($2,342) + Taxes in 2024 ($461)


    Taxes:$5,537

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1501 DRUID ISLE RD, MAITLAND, FL 32751

    $824,000100 Days on yellowkey   MLS ID: O6389520

    REDUCED by $26,000 (3.1%) on 04/28/2026

    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: $5,491 (change assumption)
    Mortgage ($4,515) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 BANYON TREE CIR #206, MAITLAND, FL 32751

    $117,90077 Days on yellowkey   MLS ID: O6394980

    For Sale O6394980 - 416 BANYON TREE CIR #206, MAITLAND, FL 32751 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 658
       Built: 1973
    Monthly Fee: $256
       Tax: $1,736 (2024)
    Community: Carrington Park A Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,047 (change assumption)
    Mortgage ($646) + Fees ($256) + Taxes in 2024 ($145)


    Taxes:$1,736

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 200 SPARTAN DR, MAITLAND, FL 32751

    $525,00086 Days on yellowkey   MLS ID: O6394981

    REDUCED by $15,000 (2.8%) on 05/12/2026

    For Sale O6394981 - 200 SPARTAN DR, MAITLAND, FL 32751 3 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1830
       Built: 1962   Tax: $5,197 (2025)
    Community: Cool-More Sub
    Single Family


    Estimated Monthly Payment: $3,310 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($433)


    Taxes:$5,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $649,00096 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


  • 775 WOODSIDE RD, MAITLAND, FL 32751

    $449,00055 Days on yellowkey   MLS ID: O6403039

    0 Days Off yellowkey (back on 5/10/2026)

    For Sale O6403039 - 775 WOODSIDE RD, MAITLAND, FL 32751 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $3,458 (2025)
    Community: Forest Brook 5Th Sec
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($288)


    Taxes:$3,458

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1928 SOUTH BLVD, MAITLAND, FL 32751

    $479,90052 Days on yellowkey   MLS ID: R4910950

    1 Days Off yellowkey (back on 5/8/2026)

    For Sale R4910950 - 1928 SOUTH BLVD, MAITLAND, FL 32751 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 1969   Tax: $3,564 (2024)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $2,927 (change assumption)
    Mortgage ($2,630) + Taxes in 2024 ($297)


    Taxes:$3,564

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 2422 BRANCH WAY #100, MAITLAND, FL 32751

    $115,00072 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: $216
       Tax: $1,408 (2024)
    Community: Carrington Park A Condo
    Condo


    Estimated Monthly Payment: $963 (change assumption)
    Mortgage ($630) + Fees ($216) + Taxes in 2024 ($117)


    Taxes:$1,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 814 PARK LAKE CIR #8, MAITLAND, FL 32751

    $216,00051 Days on yellowkey   MLS ID: O6404876

    For Sale O6404876 - 814 PARK LAKE CIR #8, MAITLAND, FL 32751 30 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1432
       Built: 1972   Tax: $3,936 (2025)
    Community: Park Lake Twnhs
    Condo


    Estimated Monthly Payment: $1,512 (change assumption)
    Mortgage ($1,184) + Taxes in 2025 ($328)


    Taxes:$3,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 STONEWOOD LN, MAITLAND, FL 32751

    $624,990121 Days on yellowkey   MLS ID: O6385060

    INCREASED by $19,990 (3.3%) on 05/04/2026

    For Sale O6385060 - 448 STONEWOOD LN, MAITLAND, FL 32751 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3308
       Built: 1980
    Monthly Fee: $33
       Tax: $11,256 (2025)
    Community: Stonewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,425) + Fees ($33) + Taxes in 2025 ($938)


    Taxes:$11,256

    Elementary School: Lake Orienta Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 2642 BROOKSIDE CT, MAITLAND, FL 32751

    $629,00056 Days on yellowkey   MLS ID: O6403669

    For Sale O6403669 - 2642 BROOKSIDE CT, MAITLAND, FL 32751 30 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 1970   Tax: $5,909 (2025)
    Community: Forest Brook 3Rd Sec
    Single Family


    Estimated Monthly Payment: $3,939 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($492)


    Taxes:$5,909

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


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

    $349,000111 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


  • 1994 KENASTON RD #1994, MAITLAND, FL 32751

    $399,000160 Days on yellowkey   MLS ID: O6374243

    REDUCED by $16,000 (3.9%) on 04/28/2026

    For Sale O6374243 - 1994 KENASTON RD #1994, MAITLAND, FL 32751 30 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2103
       Built: 1982   Tax: $4,582 (2025)
    Community: Ultra Vista Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($382)


    Taxes:$4,582

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1000 WINDERLEY PL #239, MAITLAND, FL 32751

    $299,00085 Days on yellowkey   MLS ID: O6395472

    For Sale O6395472 - 1000 WINDERLEY PL #239, MAITLAND, FL 32751 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1164
       Built: 1982
    Monthly Fee: $523
       Tax: $489 (2025)
    Community: Sun Bay Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,638) + Fees ($523) + Taxes in 2025 ($41)


    Taxes:$489

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 987 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,100,00062 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


  • 1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751

    $174,90061 Days on yellowkey   MLS ID: O6402311

    For Sale O6402311 - 1375 LAKE SHADOW CIR #11203, MAITLAND, FL 32751 40 photos

    Bed: 2   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 898
       Built: 2000
    Monthly Fee: $462
       Tax: $2,714 (2025)
    Community: Visconti West
    Condo


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($958) + Fees ($462) + Taxes in 2025 ($226)


    Taxes:$2,714

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 360 LAKE SEMINARY CIR, MAITLAND, FL 32751

    $4,999,000217 Days on yellowkey   MLS ID: O6362152

    For Sale O6362152 - 360 LAKE SEMINARY CIR, MAITLAND, FL 32751 5 photos

    Bed: 5   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 6466
       Built: 2026   Tax: $3,536 (2024)
    Community: Floridahaven
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,686 (change assumption)
    Mortgage ($27,391) + Taxes in 2024 ($295)


    Taxes:$3,536

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1033 HAMLET DR, MAITLAND, FL 32751

    $350,000227 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


  • 1100 LAKE SHADOW CIR #2307, MAITLAND, FL 32751

    $200,00065 Days on yellowkey   MLS ID: S5148098

    For Sale S5148098 - 1100 LAKE SHADOW CIR #2307, MAITLAND, FL 32751 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1111
       Built: 2000   Tax: $3,059 (2025)
    Community: Visconti West
    Condo


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($255)


    Taxes:$3,059

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1074 HAMLET DR, MAITLAND, FL 32751

    $308,000330 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




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Maitland home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Maitland. You can use our website to view Multiple Listing Service (MLS) data on Maitland Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Maitland listings.



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.