9,992

Maitland, FL Homes

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  • /14

    $106,000

    $24K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    480 Banyon Tree Cir Unit 100, Maitland, FL 32751

    Spacious 1/1 Carrington Park Condo; New community. Great amenities, pools, gym & club house. Close to Winter Park, Downtown Orlando & schools. The unit is in excellent condition. Floor and kitchen renovated. New air conditioning.Rented until Feb-28-2027 at $1000

    Moses Nae MIAMI TANGO INVESTMENTS REALTY

    480 Banyon Tree Cir Unit 100, Maitland, FL 32751
  • /2

    $253,000

    Sold Aug 15, 2025

    1152 Grove St Unit 185, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,575 Sq Ft
    • Built 1979

    Last Sold Summary

    • 14% Below List Price
    • $161/SF
    • 86 Days On Market

    Current Estimated Value $263,134

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    1152 Grove St Unit 185, Maitland, FL 32751
    • /2

      Est $199,193

      Not Listed For Sale

      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2306, Maitland, FL 32751

      Last Sold Summary

      • 334 Days On Market

  • /44

    $875,000

    Open Sun 12PM - 2PM $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,138 Sq Ft

    751 Sequoia Trail, Maitland, FL 32751

    Virtually Staged. Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools.The home’s impressive

    Pat Hancock THOMAS LYNNE REALTY GROUP LLC

    751 Sequoia Trail, Maitland, FL 32751
  • /2

    $191,000

    Sold Aug 15, 2025

    39 S College Ave, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 1962

    Last Sold Summary

    • 20% Below List Price
    • $112/SF
    • 45 Days On Market

    Current Estimated Value $207,172

    Last Listing Agent Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    39 S College Ave, Maitland, FL 32751
    • /24

      Est $205,515

      Not Listed For Sale

      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2000
      1100 Lake Shadow Cir Unit 2202, Maitland, FL 32751

      Last Sold Summary

      • 90 Days On Market

  • /34

    $185,000

    Pending
    • 2 Beds
    • 2 Baths
    • 905 Sq Ft

    341 Cherrywood Gardens Dr Unit 2, Maitland, FL 32751

    Under contract-accepting backup offers. Looking for an investment with passive income? This may be the answer to your goal! A 2-Bedroom, 2-Full Bath with tenants in place is ready for steal at Cherrywood Gardens! A quiet, small, and well- maintained community tucked in the heart of Maitland where most tenants stay long-term due to its strategic location and great features. Unit 341 has its own 2

    Aurora Millado SPHERA REALTY LLC

    341 Cherrywood Gardens Dr Unit 2, Maitland, FL 32751
  • /2

    $235,000

    Sold Aug 01, 2025

    6 Barnard Ct, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Built 1956

    Last Sold Summary

    • 26% Below List Price
    • $155/SF
    • 133 Days On Market

    Current Estimated Value $397,879

    Last Listing Agent Brian Opre THE REAL ESTATE PRINCIPLE, INC

    6 Barnard Ct, Maitland, FL 32751
    • /32

      Est $270,679

      Not Listed For Sale

      860 Town Cir Unit 119, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      860 Town Cir Unit 119, Maitland, FL 32751

      Last Sold Summary

      • 28 Days On Market

  • /35

    $332,500

    $7K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    1010 Winderley Place Unit 127, Maitland, FL 32751

    Back on the market through no fault of the property. Recently appraised at $340,000 and inspections were completed without issue. A great opportunity for a qualified buyer seeking a smooth transaction and quick closing. Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake

    Don Harkins DON HARKINS REALTY LLC

    1010 Winderley Place Unit 127, Maitland, FL 32751
  • /2

    $630,000

    Sold Jul 18, 2025

    2318 Mohawk Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $363/SF
    • 34 Days On Market

    Current Estimated Value $629,886

    Last Listing Agent Marina Munoz OUTLET REALTY

    2318 Mohawk Trail, Maitland, FL 32751
    • /20

      Est $273,986

      Not Listed For Sale

      816 Park Lake Place, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,447 Sq Ft
      • Built 1980
      816 Park Lake Place, Maitland, FL 32751

      Last Sold Summary

      • 24 Days On Market

  • /53

    $975,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,625 Sq Ft

    1001 Versailles Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. NEW PRICE! Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1001 Versailles Ct, Maitland, FL 32751
  • /2

    $228,000

    Sold Feb 04, 2026

    1601 Grove St Unit 552, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,087 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $210/SF
    • 92 Days On Market

    Current Estimated Value $223,090

    Last Listing Agent Chris Creegan CREEGAN GROUP

    1601 Grove St Unit 552, Maitland, FL 32751
    • /19

      Est $267,824

      Not Listed For Sale

      821 Maple Ct Unit 171, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft
      • Built 1979
      821 Maple Ct Unit 171, Maitland, FL 32751

      Last Sold Summary

      • 3 Days On Market

  • /48

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft

    1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally

    Jodi Lambiase KELLER WILLIAMS REALTY AT THE LAKES

    1100 Lake Shadow Cir Unit 2307, Maitland, FL 32751
  • /2

    $750,000

    Sold Jul 02, 2025

    2337 Worthington Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1968

    Last Sold Summary

    • 21% Below List Price
    • $366/SF
    • 103 Days On Market

    Current Estimated Value $732,929

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    2337 Worthington Rd, Maitland, FL 32751
    • /2

      Est $241,602

      Not Listed For Sale

      1627 Gulfview Dr Unit 441B, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1981
      1627 Gulfview Dr Unit 441B, Maitland, FL 32751

      Last Sold Summary

      • 197 Days On Market

  • /32

    $765,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,287 Sq Ft

    1191 Willowbrook Trail, Maitland, FL 32751

    Under contract-accepting backup offers. Don't miss this rare opportunity to purchase your dream home in the established Maitland Woods neighborhood. This charming 4-bedroom, 2-bath home has been meticulously maintained and contains premium finishes throughout. The open floor plan includes a large family/great room, dining room, and an enclosed patio, perfect for entertaining. The updated kitchen

    Marti Hornell CHARLES RUTENBERG REALTY ORLANDO

    1191 Willowbrook Trail, Maitland, FL 32751
  • /2

    $600,000

    Sold Mar 03, 2026

    2081 Mohican Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • Built 1962

    Last Sold Summary

    • $328/SF

    Current Estimated Value $593,610

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2081 Mohican Trail, Maitland, FL 32751
    • /15

      Est $228,290

      Not Listed For Sale

      617 Grove Ct Unit 533, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,087 Sq Ft
      • Built 1976
      617 Grove Ct Unit 533, Maitland, FL 32751

      Last Sold Summary

      • 288 Days On Market

  • /20

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft

    1074 Hamlet Dr, Maitland, FL 32751

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1074 Hamlet Dr, Maitland, FL 32751
  • /2

    $765,000

    Sold Sep 30, 2025

    808 Ponca Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,311 Sq Ft
    • Built 1962

    Last Sold Summary

    • $331/SF
    • 4 Days On Market

    Current Estimated Value $766,465

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    808 Ponca Trail, Maitland, FL 32751
    • /2

      Est $269,523

      Not Listed For Sale

      830 Park Lake Cir Unit 16, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1972
      830 Park Lake Cir Unit 16, Maitland, FL 32751

      Last Sold Summary

      • 22 Days On Market

  • /63

    $965,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 2,407 Sq Ft

    2112 Chippewa Trail, Maitland, FL 32751

    LONG AWAITED ARRIVAL IN DESIRABLE MAITLAND SUBDIVISION This beautiful, impeccably maintained and updated four bedroom three and a half bath pool home absolutely has it all! Perfectly located in Maitland’s much sought after Dommerich neighborhood and walking distance to top rated elementary and middle schools. This attractive split-floor plan offers four spacious bedrooms and three full baths on

    Laura Heidrich COLDWELL BANKER REALTY

    2112 Chippewa Trail, Maitland, FL 32751
  • /2

    $390,000

    Sold Nov 04, 2025

    1277 Blessing St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $223/SF
    • 119 Days On Market

    Current Estimated Value $393,258

    Last Listing Agent Denise LeHeup KELLER WILLIAMS WINTER PARK

    1277 Blessing St, Maitland, FL 32751
    • /2

      Est $253,776

      Not Listed For Sale

      520 Ruffel St, Maitland, FL 32751

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1966
      520 Ruffel St, Maitland, FL 32751

      Last Sold Summary

      • 13 Days On Market

  • /53

    $800,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,941 Sq Ft

    195 Cedarwood Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Nestled on the shores of skiable Lake of the Woods, this beautifully maintained 3-bedroom, 2 and a half bath waterfront residence offers over 105 feet of private lake frontage with breathtaking open-water views. Designed for those who embrace the lake lifestyle, the property features a private boat launch, two docks, and a solar-powered boat lift, providing

    Chase Morton Tate COMPASS FLORIDA LLC

    195 Cedarwood Dr, Maitland, FL 32751
  • /2

    $1,655,000

    Sold Oct 31, 2025

    104 E Lake Colony Dr, Maitland, FL 32751

    • 5 Beds
    • 4.5 Baths
    • 5,209 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Below List Price
    • $318/SF
    • 18 Days On Market

    Current Estimated Value $1,638,596

    Last Listing Agent David Plasencia COLDWELL BANKER REALTY

    104 E Lake Colony Dr, Maitland, FL 32751
    • /2

      Est $228,710

      Not Listed For Sale

      912 Park Lake Cir Unit 32, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 1,353 Sq Ft
      • Built 1972
      912 Park Lake Cir Unit 32, Maitland, FL 32751

      Last Sold Summary

      • 17 Days On Market

  • /31

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    2155 Fennell St, Maitland, FL 32751

    Welcome to 2155 Fennell Street, a beautifully renovated pool home nestled in the desirable Maitland community. This move-in ready residence has undergone an extensive transformation, offering the perfect blend of modern elegance, functionality, and Florida lifestyle living. From the moment you arrive, you'll appreciate the brand-new roof, new driveway, fresh exterior paint, and impressive curb

    Deidre Rios TCA REALTY, LLC

    2155 Fennell St, Maitland, FL 32751
  • /2

    $447,000

    Sold Aug 21, 2025

    1941 South Blvd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,879 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 11 Days On Market

    Current Estimated Value $461,757

    Last Listing Agent Bianca Botelho RE/MAX ASSURED

    1941 South Blvd, Maitland, FL 32751
    • /14

      Est $234,778

      Not Listed For Sale

      604 Waverly Ln Unit 410, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1980
      604 Waverly Ln Unit 410, Maitland, FL 32751

      Last Sold Summary

      • 7 Days On Market

  • /32

    $364,500

    Pending
    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    2134 Korat Ln, Maitland, FL 32751

    All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    2134 Korat Ln, Maitland, FL 32751
  • /2

    $232,000

    Sold Apr 22, 2026

    351 W Lake Faith Dr Unit 117, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,403 Sq Ft
    • Built 1974

    Last Sold Summary

    • $165/SF

    Current Estimated Value $265,312

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    351 W Lake Faith Dr Unit 117, Maitland, FL 32751
    • /31

      Est $278,285

      Not Listed For Sale

      828 Maple Ct Unit 179, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,575 Sq Ft
      • Built 1979
      828 Maple Ct Unit 179, Maitland, FL 32751

      Last Sold Summary

      • 59 Days On Market

  • /32

    $419,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,426 Sq Ft

    135 Roosevelt Place, Maitland, FL 32751

    This charming home boasts a wealth of valuable upgrades and improvements, making it an enticing opportunity for anyone seeking a move-in ready property The roof was replaced in 2006, ensuring long-lasting durability. A significant renovation in 2017 introduced modern conveniences, including all-new kitchen appliances and luxurious vinyl plank flooring, with extra flooring thoughtfully

    Julimar Barreiro Pastrana SERHANT

    135 Roosevelt Place, Maitland, FL 32751
  • /2

    $1,100,000

    Sold Oct 27, 2025

    941 Versailles Cir, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,717 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $405/SF
    • 66 Days On Market

    Current Estimated Value $1,078,631

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    941 Versailles Cir, Maitland, FL 32751
    • /2

      Est $290,640

      Not Listed For Sale

      1155 Grove St Unit 136, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,432 Sq Ft
      • Built 1979
      1155 Grove St Unit 136, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

  • /44

    $300,000

    Pending
    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    1000 S Orlando Ave Unit A31, Maitland, FL 32751

    Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland.Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a trulyunique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank

    Chase Morton Tate COMPASS FLORIDA LLC

    1000 S Orlando Ave Unit A31, Maitland, FL 32751

Showing Results 441 - 480, Page 12 of 18

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