9,826

Maitland, FL Homes

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  • /28

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2637 Legacy Villas Dr Unit 2637, Maitland, FL 32751

    Welcome to 2637 Legacy Villas Drive, a spacious 2-bedroom, 2-bath residence located in the gated Visconti community in Maitland. Offering 1,280 square feet of living space, this home features a comfortable and functional floor plan along with the added convenience of a private 2-car garage.Enjoy everything the Visconti community has to give, including a resort-style swimming pool, clubhouse,

    Jai Phillips EXP REALTY SOUTH LLC

    2637 Legacy Villas Dr Unit 2637, Maitland, FL 32751
  • /22

    $2,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    2923 Shadow View Cir Unit 2923 Shadow View Cir, Maitland, FL 32751

    12 Month Lease, $2,500 deposit, available NOW! Rent includes water and trash pick up, just set up electricity and internet!Work, live, and play in the elegant Visconti gated community a desirable townhouse in Maitland City, Florida. This elegant Updated and upgraded 2 bedrooms and 2 bathrooms townhouse with a 2 car garage + 2 extra parking spaces. This property has a stunning new

    2923 Shadow View Cir Unit 2923 Shadow View Cir, Maitland, FL 32751
  • /2

    $1,090,000

    Sold Jun 11, 2026

    1256 Wellington Terrace, Maitland, FL 32751

    • 5 Beds
    • 4.5 Baths
    • 4,280 Sq Ft
    • Built 1987

    Last Sold Summary

    • 25% Below List Price
    • $255/SF
    • 94 Days On Market

    Current Estimated Value $1,127,946

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    1256 Wellington Terrace, Maitland, FL 32751
    • /2

      Est $466,599

      Not Listed For Sale

      1998 Michael Tiago Cir, Maitland, FL 32751

      • 4 Beds
      • 2.5 Baths
      • 2,691 Sq Ft
      • Built 2013
      1998 Michael Tiago Cir, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Ozzie Quiroz COLDWELL BANKER REALTY

  • /19

    $300,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    545 Clark St, Maitland, FL 32751

    Great home in an excellent location,. Inside is a canvas ready for your design work. There is an enclosed front and rear porch. Separate formal living and dining rooms. The kitchen is spacious with a large eat in space. The family room off the kitchen is quiet and perfect for movie nights. All 3 bedrooms are spacious. The primary has a huge walk in closet and large bathroom with a water closet

    Alvin Moore MOREHOUSE REALTY INC

    545 Clark St, Maitland, FL 32751
  • /20

    $1,827 Per Month

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 1317, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1878/mo 12-Month+ Stay base rent: starts at $1827/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1317, Orlando, FL 32810
  • /2

    $647,000

    Sold Apr 15, 2026

    1000 Kewannee Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1963

    Last Sold Summary

    • $317/SF
    • 3 Days On Market

    Current Estimated Value $641,484

    Last Listing Agent David Teller ABSOLUTE REALTY GROUP, LLC

    1000 Kewannee Trail, Maitland, FL 32751
    • /2

      Est $317,263

      Not Listed For Sale

      1902 Water Ln, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,483 Sq Ft
      • Built 1983
      1902 Water Ln, Maitland, FL 32751

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Keith Moore HOMEVEST REALTY

  • /38

    $549,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    1055 Druid Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor

    Justin Harvey FLORIDA HOME TEAM REALTY LLC

    1055 Druid Dr, Maitland, FL 32751
  • /20

    $1,826 Per Month

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 1313, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1883/mo 12-Month+ Stay base rent: starts at $1826/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1313, Orlando, FL 32810
  • /2

    $330,000

    Sold Jun 18, 2026

    361 Hickory Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Built 1959

    Last Sold Summary

    • 11% Below List Price
    • $235/SF
    • 28 Days On Market

    Current Estimated Value $342,711

    Last Listing Agent Emma Nelson KELLER WILLIAMS REALTY AT THE PARKS

    361 Hickory Dr, Maitland, FL 32751
    • /28

      Est $308,830

      Not Listed For Sale

      1979 Water Ln, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,351 Sq Ft
      • Built 1983
      1979 Water Ln, Maitland, FL 32751

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Alexais Montenegro LA ROSA REALTY INTERNACIONAL L

  • /32

    $295,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1000 Winderley Place Unit 141, Maitland, FL 32751

    Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with

    Cece Wong EXP REALTY LLC

    1000 Winderley Place Unit 141, Maitland, FL 32751
  • /20

    $1,881 Per Month

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 3225, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1931/mo 12-Month+ Stay base rent: starts at $1881/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 3225, Orlando, FL 32810
  • /2

    $230,000

    Sold Nov 14, 2025

    1825 Shadow View Cir, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,583 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $145/SF
    • 110 Days On Market

    Last Listing Agent Chuck Lemire PLATINUM REAL ESTATE

    1825 Shadow View Cir, Maitland, FL 32751
    • /33

      Est $298,752

      Not Listed For Sale

      436 Poplar Ct, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1983
      436 Poplar Ct, Maitland, FL 32751

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Nick Romero CHARLES RUTENBERG REALTY ORLANDO

  • /38

    $1,075,000

    $165K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 4,149 Sq Ft

    51 Oakleigh Ln, Maitland, FL 32751

    Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard.

    Karen Albright OPENDOOR BROKERAGE LLC

    51 Oakleigh Ln, Maitland, FL 32751
  • /3

    $799 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    312 Orange St, Maitland, FL 32751

    Property Id: 1769832 Maitland, FL 32751 Beautiful house with shared living space.

    312 Orange St, Maitland, FL 32751
  • /2

    $529,500

    Sold Mar 24, 2026

    721 Gamewell Ave, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1976

    Last Sold Summary

    • $290/SF
    • 4 Days On Market

    Current Estimated Value $530,449

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    721 Gamewell Ave, Maitland, FL 32751
    • /2

      Est $416,962

      Not Listed For Sale

      1942 Michael Tiago Cir, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 2011
      1942 Michael Tiago Cir, Maitland, FL 32751

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Rosa Hughes KELLER WILLIAMS HERITAGE REALTY

  • /33

    $349,999

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft

    1866 Bobtail Dr, Maitland, FL 32751

    Under contract-accepting backup offers. Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The

    Ryan Everroad 407 PROPERTIES

    1866 Bobtail Dr, Maitland, FL 32751
  • /20

    $2,291 Per Month

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 2324, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2325/mo 12-Month+ Stay base rent: starts at $2291/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 2324, Orlando, FL 32810
  • /2

    $235,000

    Sold Jan 29, 2026

    613 Orange Tree Ct Unit 507, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 10 Days On Market

    Current Estimated Value $237,334

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
    • /13

      Est $154,349

      Not Listed For Sale

      1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Isabel Melin Mora MELIN REALTY LLC

  • /45

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,297 Sq Ft

    2414 Chinook Trail, Maitland, FL 32751

    **Due to the interest, please submit offers by Monday night 7pm. Do not add an escalation clause. Please provide your best offer. Thanks! ** Expect to be impressed with this beautifully maintained 3-bed/3-bath, 1-story Dommerich pool home. With almost 2,300 square feet of thoughtfully designed living space, this home offers over $100K in impactful updates and improvements, including a newer roof

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    2414 Chinook Trail, Maitland, FL 32751
  • /5

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Condo for Rent

    2422 Branch Way Unit 104, Maitland, FL 32751

    Property Id: 2587286 Cozy 1 bedroom 1 bath 1st floor unit. Excellent location on Howell Branch near 436. Unit features new flooring, spacious closet, and a pool view.

    2422 Branch Way Unit 104, Maitland, FL 32751
  • /2

    $324,000

    Sold Jun 18, 2026

    1000 S Orlando Ave Unit B25, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $340/SF
    • 59 Days On Market

    Current Estimated Value $327,416

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1000 S Orlando Ave Unit B25, Maitland, FL 32751
    • /42

      Est $200,134

      Not Listed For Sale

      1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft
      • Built 2000
      1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Elizabeth Petters DON ASHER & ASSOCIATES, INC.

  • /21

    $219,900

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    1100 Lake Shadow Cir Unit 2103, Maitland, FL 32751

    Exceptional - 2 bed 2 bath condo on 1st floor in resort style community of Visconti. Featuring designer paint throughout, plush carpeting, a gourmet kitchen with newer appliances, laundry room with full size washer/dryer hook ups and screened in patio with outside storage. Community offers its residents 2 tropical pools overlooking Lake Shadow, Gym, Tennis - and basketball court, play ground and

    Andreas Kunert KUNERT REALTY INC

    1100 Lake Shadow Cir Unit 2103, Maitland, FL 32751
  • /20

    $1,881 Per Month

    • 1 Bed
    • 1 Bath
    • 790 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 4218, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1931/mo 12-Month+ Stay base rent: starts at $1881/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 4218, Orlando, FL 32810
  • /2

    $815,000

    Sold Jul 07, 2026

    457 Forestwood Ln, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,610 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $312/SF
    • 11 Days On Market

    Current Estimated Value $833,894

    Last Listing Agent Anthony DiNova UNITED REAL ESTATE PREFERRED

    457 Forestwood Ln, Maitland, FL 32751
    • /12

      Not Listed For Sale

      1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cherry Bian ENGINE REALTY INC

  • /44

    $1,295,000

    $91K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 2,473 Sq Ft

    1615 King Arthur Cir, Maitland, FL 32751

    Under contract-accepting backup offers. New Price!! Owner Motivated!! Beautifully updated pool home in the sought-after King's Row, Maitland community. This home blends timeless character with modern finishes. The corner lot residence features a three wide driveway, freshly updated landscaping and a commercial grade in ground basketball goal. Exterior paint (2026) creates warm curb appeal.

    Dan Haber CORCORAN PREMIER REALTY

    1615 King Arthur Cir, Maitland, FL 32751
  • /20

    $1,827 Per Month

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 1303, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1878/mo 12-Month+ Stay base rent: starts at $1827/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1303, Orlando, FL 32810
  • /2

    $275,000

    Sold Sep 23, 2025

    1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,372 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $200/SF
    • 83 Days On Market

    Current Estimated Value $274,140

    Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

    1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751
    • /2

      Est $151,151

      Not Listed For Sale

      1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft
      • Built 2000
      1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Simon Colak USCO CAPITAL GROUP

  • /50

    $699,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    212 Flame Ave, Maitland, FL 32751

    Under contract-accepting backup offers. RARE OPPORTUNITY! Nestled on .68 acres in one of Maitland‘s most established and beautiful neighborhoods, Hidden Estates, this single story 4 bedroom, 2.5 bath pool home is filled with loads of character and charm. Once you enter the handsome foyer with brick flooring, you will notice the spaciousness of this home, which is one of its greatest features. The

    Laura Heidrich COLDWELL BANKER REALTY

    212 Flame Ave, Maitland, FL 32751
  • /20

    $1,826 Per Month

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    9301 Summit Centre Way Unit 4303, Orlando, FL 32810

    Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $1883/mo 12-Month+ Stay base rent: starts at $1826/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 4303, Orlando, FL 32810
  • /2

    $855,000

    Sold Jan 07, 2026

    939 Versailles Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $313/SF
    • 72 Days On Market

    Current Estimated Value $876,445

    Last Listing Agent Nicole Dege REDFIN CORPORATION

    939 Versailles Cir, Maitland, FL 32751
    • /2

      Est $261,721

      Not Listed For Sale

      20 People St, Maitland, FL 32751

      20 People St, Maitland, FL 32751

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Julia Meffen FLORIDA HOMES & LOANS INC.

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