REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Maitland Homes For Sale & Real Estate - 128 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

Sort:
  • 1010 WINDERLEY PL #127, MAITLAND, FL 32751

    $329,900100 Days on yellowkey   MLS ID: O6395028

    REDUCED by $2,600 (0.8%) on 07/09/2026

    For Sale O6395028 - 1010 WINDERLEY PL #127, MAITLAND, FL 32751 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1563
       Built: 1997
    Monthly Fee: $375
       Tax: $4,625 (2025)
    Community: Villas Lake Destiny
    Townhouse


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($1,808) + Fees ($375) + Taxes in 2025 ($385)


    Taxes:$4,625

    Elementary School: Lake Sybelia Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: Lockhart Middle


  • 51 OAKLEIGH LN, MAITLAND, FL 32751

    $1,110,00085 Days on yellowkey   MLS ID: O6399404

    REDUCED by $25,000 (2.2%) on 07/08/2026

    For Sale O6399404 - 51 OAKLEIGH LN, MAITLAND, FL 32751 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4149
       Built: 1972   Tax: $5,558 (2025)
    Community: Oakleigh Third Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,545 (change assumption)
    Mortgage ($6,082) + Taxes in 2025 ($463)


    Taxes:$5,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1140 S ORLANDO AVE #E11, MAITLAND, FL 32751

    $195,9008 Days on yellowkey   MLS ID: O6421126

    For Sale O6421126 - 1140 S ORLANDO AVE #E11, MAITLAND, FL 32751 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 612
       Built: 1971   Tax: $2,526 (2024)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $1,284 (change assumption)
    Mortgage ($1,073) + Taxes in 2024 ($211)


    Taxes:$2,526

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1783 SUNNYSIDE DR, MAITLAND, FL 32751

    $849,9009 Days on yellowkey   MLS ID: O6420390

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale O6420390 - 1783 SUNNYSIDE DR, MAITLAND, FL 32751 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2055
       Built: 1986   Tax: $4,197 (2025)
    Community: Dixie Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,007 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($350)


    Taxes:$4,197

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1750 POCAHONTAS PATH, MAITLAND, FL 32751

    $599,000101 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


  • 1404 CARING CT, MAITLAND, FL 32751

    $639,00021 Days on yellowkey   MLS ID: G5113516

    REDUCED by $20,500 (3.1%) on 07/08/2026

    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: $4,487 (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


  • 1140 S ORLANDO AVE #E2, MAITLAND, FL 32751

    $214,50054 Days on yellowkey   MLS ID: O6404875

    REDUCED by $5,000 (2.3%) on 07/08/2026

    For Sale O6404875 - 1140 S ORLANDO AVE #E2, MAITLAND, FL 32751 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 612
       Built: 1971   Tax: $539 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $1,220 (change assumption)
    Mortgage ($1,175) + Taxes in 2025 ($45)


    Taxes:$539

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $325,00055 Days on yellowkey   MLS ID: O6406744

    REDUCED by $14,000 (4.1%) on 06/22/2026

    For Sale O6406744 - 249 W LAKE FAITH DR #205, MAITLAND, FL 32751 34 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: $2,512 (change assumption)
    Mortgage ($1,781) + 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


  • 1511 GLASTONBERRY RD, MAITLAND, FL 32751

    $549,00065 Days on yellowkey   MLS ID: O6404282

    REDUCED by $16,000 (2.8%) on 06/24/2026

    For Sale O6404282 - 1511 GLASTONBERRY RD, MAITLAND, FL 32751 81 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2376
       Built: 1969   Tax: $1,959 (2024)
    Community: Northgate
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($163)


    Taxes:$1,959

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 726 FOREST GLEN CT, MAITLAND, FL 32751

    $559,90011 Days on yellowkey   MLS ID: O6420590

    For Sale O6420590 - 726 FOREST GLEN CT, MAITLAND, FL 32751 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 1973   Tax: $2,879 (2025)
    Community: Forest Brook 5Th Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,308 (change assumption)
    Mortgage ($3,068) + Taxes in 2025 ($240)


    Taxes:$2,879

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 823 WOODS COURT, MAITLAND, FL 32751

    $950,0003 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


  • 200 MOSELEY AVE, MAITLAND, FL 32751

    $410,00036 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


  • 2329 COAWOOD #103, MAITLAND, FL 32751

    $140,0008 Days on yellowkey   MLS ID: O6421431

    0 Days Off yellowkey (back on 7/6/2026)

    For Sale O6421431 - 2329 COAWOOD #103, MAITLAND, FL 32751 1 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1206
       Built: 1973
    Monthly Fee: $470
       Tax: $2,475 (2025)
    Community: Carrington Park A Condo
    Condo


    Estimated Monthly Payment: $1,443 (change assumption)
    Mortgage ($767) + Fees ($470) + Taxes in 2025 ($206)


    Taxes:$2,475

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1140 S ORLANDO AVE #H3, MAITLAND, FL 32751

    $419,90021 Days on yellowkey   MLS ID: O6415783

    REDUCED by $20,000 (4.5%) on 07/07/2026

    For Sale O6415783 - 1140 S ORLANDO AVE #H3, MAITLAND, FL 32751 47 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 816
       Built: 1964
    Monthly Fee: $546
       Tax: $2,530 (2025)
    Community: Lake Maitland Terrace Apts
    Condo


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,301) + Fees ($546) + Taxes in 2025 ($211)


    Taxes:$2,530

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $215,00065 Days on yellowkey   MLS ID: O6404876

    REDUCED by $1,000 (0.5%) on 07/07/2026

    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: $1,506 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($328)


    Taxes:$3,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 900 BRIGHTWATER CIR, MAITLAND, FL 32751

    $1,150,00010 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


  • 255 W GEORGE AVE, MAITLAND, FL 32751

    $1,499,00027 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


  • 1150 LAKE SHADOW CIR #3304, MAITLAND, FL 32751

    $139,90057 Days on yellowkey   MLS ID: A4693485

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $10,000 (6.7%) on 05/22/2026

    For Sale A4693485 - 1150 LAKE SHADOW CIR #3304, MAITLAND, FL 32751 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 2000
    Monthly Fee: $509
       Tax: $3,110 (2025)
    Community: Visconti East
    Condo


    Estimated Monthly Payment: $1,535 (change assumption)
    Mortgage ($767) + Fees ($509) + Taxes in 2025 ($259)


    Taxes:$3,110

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1460 LAKE SHADOW CIR #7207, MAITLAND, FL 32751

    $245,0003 Days on yellowkey   MLS ID: O6422624

    For Sale O6422624 - 1460 LAKE SHADOW CIR #7207, MAITLAND, FL 32751 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1372
       Built: 2000   Tax: $3,635 (2025)
    Community: Visconti West Condo
    Condo


    Estimated Monthly Payment: $1,645 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($303)


    Taxes:$3,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 755 WOODSIDE RD, MAITLAND, FL 32751

    $925,00071 Days on yellowkey   MLS ID: O6402797

    REDUCED by $50,000 (5.1%) on 07/07/2026

    For Sale O6402797 - 755 WOODSIDE RD, MAITLAND, FL 32751 62 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3049
       Built: 1974
    Monthly Fee: $8
       Tax: $6,508 (2024)
    Community: Forest Brook 5Th Sec
    Single Family


    Estimated Monthly Payment: $5,619 (change assumption)
    Mortgage ($5,068) + Fees ($8) + Taxes in 2024 ($542)


    Taxes:$6,508

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Maitland Homes for Sale and Other Real Estate?

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.