9,826

Maitland, FL Homes

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  • /32

    $1,825,000

    $370K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,754 Sq Ft

    1111 Audubon Way, Maitland, FL 32751

    Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in

    Melissa Shipp KELLER WILLIAMS ADVANTAGE REALTY

    1111 Audubon Way, Maitland, FL 32751
  • /20

    $1,881 Per Month

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

    9301 Summit Centre Way Unit 2316, 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 2316, Orlando, FL 32810
  • /2

    $403,000

    Sold Apr 28, 2026

    1404 Stratford Rd, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,473 Sq Ft
    • Built 1961

    Last Sold Summary

    • 4% Below List Price
    • $163/SF
    • 7 Days On Market

    Current Estimated Value $411,593

    Last Listing Agent Eva Hockenberry MAINSTAY BROKERAGE LLC

    1404 Stratford Rd, Maitland, FL 32751
    • /2

      Est $315,298

      Not Listed For Sale

      1000 Winderley Place Unit 140, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 140, Maitland, FL 32751

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  • /34

    $535,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft

    112 Roosevelt Place, Maitland, FL 32751

    Move-in ready and full of charm, this one-story Maitland home offers 4 bedrooms, 2 bathrooms, and an array of desirable features. Enjoy Florida living with your own in-ground pool, or relax by the cozy wood-burning fireplace in the front living room. The updated kitchen (2019) features granite countertops and modern finishes, while the primary bathroom includes a beautifully tiled walk-in shower.

    Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    112 Roosevelt Place, Maitland, FL 32751
  • /20

    $2,302 Per Month

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

    9301 Summit Centre Way Unit 3202, 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 $2365/mo 12-Month+ Stay base rent: starts at $2302/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 3202, Orlando, FL 32810
  • /2

    $825,000

    Sold Sep 30, 2025

    125 White Oak Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Below List Price
    • $327/SF
    • 17 Days On Market

    Current Estimated Value $830,021

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    125 White Oak Cir, Maitland, FL 32751
    • /2

      Est $320,189

      Not Listed For Sale

      410 Citrus Ln, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1983
      410 Citrus Ln, Maitland, FL 32751

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

  • /13

    $120,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    2517 Caper Ln Unit 205, Maitland, FL 32751

    **ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances

    MAYOLET BORNAS MAYOLET REALTY LLC

    2517 Caper Ln Unit 205, Maitland, FL 32751
  • /15

    $2,275 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,015 Sq Ft
    • House for Rent

    31 Bel Air St, Eatonville, FL 32751

    Step into comfort and convenience with this 3-bedroom, 1.5-bath home that offers room to live and relax. Featuring both a welcoming living room and a separate family room, this layout provides the perfect balance of gathering spaces and cozy retreats. The kitchen and common areas flow seamlessly, making everyday living easy and enjoyable. A dedicated laundry room with washer and dryer

    31 Bel Air St, Eatonville, FL 32751
  • /2

    $647,000

    Sold Oct 31, 2025

    955 Gamewell Ave, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 2,491 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Below List Price
    • $260/SF
    • 20 Days On Market

    Current Estimated Value $678,722

    Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

    955 Gamewell Ave, Maitland, FL 32751
    • /2

      Est $331,544

      Not Listed For Sale

      479 Citrus Ln, Maitland, FL 32751

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

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Chris Creegan CREEGAN GROUP

  • /31

    $300,000

    $45K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft

    249 W Lake Faith Dr Unit 205, Maitland, FL 32751

    Under contract-accepting backup offers. Virtually Staged. Tucked away in this delightful and quiet lakefront community this beautifully renovated GROUND FLOOR condo offers so much, including a 2 PARKING SPACES - one is a deeded carport and the other is an open assigned parking spot... And there is a separate storage closet too! Situated on one level, this condo overlooks the charming grounds and

    Dawn Romance FANNIE HILLMAN & ASSOCIATES

    249 W Lake Faith Dr Unit 205, Maitland, FL 32751
  • /20

    $2,307 Per Month

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

    9301 Summit Centre Way Unit 2130, 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 $2370/mo 12-Month+ Stay base rent: starts at $2307/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 2130, Orlando, FL 32810
  • /2

    $507,200

    Sold Dec 04, 2025

    1550 Ridgewood Ave, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 46 Days On Market

    Current Estimated Value $567,091

    Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

    1550 Ridgewood Ave, Maitland, FL 32751
    • /2

      Est $464,529

      Not Listed For Sale

      1970 Michael Tiago Cir, Maitland, FL 32751

      • 4 Beds
      • 2.5 Baths
      • 2,365 Sq Ft
      • Built 2012
      1970 Michael Tiago Cir, Maitland, FL 32751

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Barry Macchione REMAX EXPERTS

  • /70

    $252,000

    $8K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    603 Waverly Ln Unit 405B, Maitland, FL 32751

    Welcome home to this spacious 3-bedroom, 2.5-bath condo in the desirable Park Lake Grove community. Enjoy peaceful lake views from your living room, and the convenience of an attached 1-car garage. The thoughtfully designed floor plan offers generous living space, 2 primary bedrooms with en suites upstairs, natural light, and plenty of storage. Community amenities include a pool and lake access.

    Dante Sandroni SANDRONI HOLDINGS REAL ESTATE LLC

    603 Waverly Ln Unit 405B, Maitland, FL 32751
  • /12

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft
    • Condo for Rent

    821 Mulberry St Unit D, Maitland, FL 32751

    Your Perfect Orlando-Area Retreat Awaits Discover the ideal blend of comfort and location in this inviting 2-bedroom, 1-bathroom apartment. Perfectly positioned between downtown Orlando, Winter Park, and Altamonte Springs, you'll enjoy effortless access to the best of Central Florida living. Move-In Ready Convenience • Unfurnished – just bring your furnisher • Electricity and

    821 Mulberry St Unit D, Maitland, FL 32751
  • /2

    $210,000

    Sold Jul 24, 2026

    1927 Legacy Cove Dr, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $164/SF
    • 42 Days On Market

    Last Listing Agent Kristin Duncan CHARLES RUTENBERG REALTY ORLANDO

    1927 Legacy Cove Dr, Maitland, FL 32751
    • /2

      Est $271,387

      Not Listed For Sale

      1000 Winderley Place Unit 237, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,164 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 237, Maitland, FL 32751

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  • /23

    $219,900

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

    1475 Lake Shadow Cir Unit 6105, Maitland, FL 32751

    Impressive - 2 bedroom 2 bath condo on first floor in resort style community of Visconti Maitland. This recently remodeled unit features designer paint throughout, berber carpet, new ceramic tile, a gourmet kitchen with contemporary light grey cabinets, stainless steel appliances and laundry room with w/d hook ups. Community offers its residents 2 tropical pools overlooking Lake Shadow, a fitness

    Andreas Kunert KUNERT REALTY INC

    1475 Lake Shadow Cir Unit 6105, Maitland, FL 32751
  • /20

    $1,894 Per Month

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

    9301 Summit Centre Way Unit 1110, 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 $1947/mo 12-Month+ Stay base rent: starts at $1894/mo Landing's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1110, Orlando, FL 32810
  • /2

    $579,000

    Sold Oct 10, 2025

    1434 Winston Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1971

    Last Sold Summary

    • $250/SF
    • 16 Days On Market

    Current Estimated Value $580,996

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    1434 Winston Rd, Maitland, FL 32751
    • /2

      Not Listed For Sale

      1000 S Orlando Ave Unit 4, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft
      • Built 1964
      1000 S Orlando Ave Unit 4, Maitland, FL 32751

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Sue Grafton FANNIE HILLMAN & ASSOCIATES

  • /48

    $578,000

    $51K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,966 Sq Ft

    502 Oak Ln, Maitland, FL 32751

    Virtually Staged. Welcome to 502 Oak Lane in Maitland, a beautifully updated 3 bedroom, 3.5 bathroom pool home offering comfort, character, and peace of mind. Thoughtfully improved throughout, the home features fully updated plumbing, including the replacement of the original cast iron plumbing, along with a brand-new pool pump.Inside, you will find a well-designed layout with spacious

    Andre Kressler KRESSLER REAL ESTATE

    502 Oak Ln, Maitland, FL 32751
  • /20

    $1,881 Per Month

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

    9301 Summit Centre Way Unit 3303, 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 3303, Orlando, FL 32810
  • /2

    $255,000

    Sold Dec 08, 2025

    240 Cherrywood Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $220/SF
    • 6 Days On Market

    Current Estimated Value $270,669

    Last Listing Agent Martha Grasty EXP REALTY LLC

    240 Cherrywood Dr, Maitland, FL 32751
    • /2

      Est $223,733

      Not Listed For Sale

      607 Waverly Ln Unit 403, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,328 Sq Ft
      • Built 1980
      607 Waverly Ln Unit 403, Maitland, FL 32751

      Last Sold Summary

      • 177 Days On Market

      Last Listing Agent Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

  • /77

    $1,499,000

    Under Contract
    • 5 Beds
    • 4 Baths
    • 4,814 Sq Ft

    255 W George Ave, Maitland, FL 32751

    Under contract-accepting backup offers. A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design.

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    255 W George Ave, Maitland, FL 32751
  • /20

    $1,827 Per Month

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

    9301 Summit Centre Way Unit 1223, 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 1223, Orlando, FL 32810
  • /2

    $620,000

    Sold Aug 13, 2026

    623 Woodley Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Above List Price
    • $350/SF
    • 4 Days On Market

    Current Estimated Value $437,543

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    623 Woodley Rd, Maitland, FL 32751
    • /2

      Est $230,025

      Not Listed For Sale

      808 Park Lake Cir Unit 5, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 1,432 Sq Ft
      • Built 1972
      808 Park Lake Cir Unit 5, Maitland, FL 32751

      Last Sold Summary

      • 162 Days On Market

      Last Listing Agent Carolyn Dickinson JBM REALTY LLC

  • /32

    $749,000

    Pending
    • 3 Beds
    • 3 Baths
    • 3,554 Sq Ft

    255 Wood Lake Dr, Maitland, FL 32751

    LAKEFRONT LIVING IN THE HEART OF MAITLAND WITH EAST/WEST EXPOSURE! Set on approximately .68 acres with an impressive 115 feet of frontage on beautiful Wood Lake, this gorgeous updated 3-bedroom, 3-bath residence offers the perfect blend of timeless character, modern updates, and effortless Florida living with the potential to add your own private dock. From the moment you step inside, expansive

    Lianna D'Angelo SOTERA LIVING

    255 Wood Lake Dr, Maitland, FL 32751
  • /19

    $2,195 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    3016 Legacy Villas Dr, Maitland, FL 32751

    Property Id: 1456532 Spacious & QUIET 2/2 plus office with door, could be 3rd bedroom with 2 car garage available in Visconti; a nice resort style gated community with 2 large swimming pools, car washing station, fitness center, game room, tennis and basketball courts. Across the street from the Fire/Police station Close to everything, only minutes away from Altamonte Mall, WP

    3016 Legacy Villas Dr, Maitland, FL 32751
  • /2

    $330,000

    Sold Dec 30, 2025

    735 Gamewell Ave, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft
    • Built 1952

    Last Sold Summary

    • $352/SF
    • 2 Days On Market

    Current Estimated Value $335,856

    Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    735 Gamewell Ave, Maitland, FL 32751
    • /2

      Est $239,603

      Not Listed For Sale

      1615 Grove St Unit 545, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,087 Sq Ft
      • Built 1979
      1615 Grove St Unit 545, Maitland, FL 32751

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Eric Soto TC ORLANDO HOMES LLC

  • /31

    $688,000

    $31K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    1511 E Horatio Ave, Maitland, FL 32751

    Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Lease Purchase available with a downpayment. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept living area, featuring high ceilings and abundant

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1511 E Horatio Ave, Maitland, FL 32751
  • /20

    $1,826 Per Month

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

    9301 Summit Centre Way Unit 2313, 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 2313, Orlando, FL 32810
  • /2

    $385,000

    Sold Feb 24, 2026

    210 Magnolia Rd Unit 106, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $276/SF
    • 16 Days On Market

    Current Estimated Value $380,533

    Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    210 Magnolia Rd Unit 106, Maitland, FL 32751
    • /2

      Not Listed For Sale

      1000 S Orlando Ave Unit 6, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft
      • Built 1964
      1000 S Orlando Ave Unit 6, Maitland, FL 32751

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Loralee Rider RIDER REALTY, LLC

Showing Results 121 - 160, Page 4 of 18

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