9,991

Maitland, FL Homes

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  • /28

    $479,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,879 Sq Ft

    1928 South Blvd, Maitland, FL 32751

    Under contract-accepting backup offers. A rare Maitland find that combines a spacious 4-bedroom layout. Enjoy the freedom of a non-flood zone and no HOA fees or restrictions. The "Big Three" are already done: Roof (2022), HVAC (2023), and Water Heater (2024). Bonus: Original windows successfully passed all 4-point and wind mitigation inspections. Inside, a wide-open interior is flooded with

    Doori Sung LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    1928 South Blvd, Maitland, FL 32751
  • /20

    $1,775 Per Month

    • 1 Bed
    • 1 Bath
    • 872 Sq Ft
    • Townhouse for Rent

    1618 Legacy Park Dr, Maitland, FL 32751

    Property Id: 136498Very Nice!! Large 1 br 2 story condo with GARAGE located in the quiet gated resort style community of Visconti in Maitland. There are 2 large swimming pools, car washing station, fitness center, game room, tennis and basketball courts.Has newly updated kitchen with new cabinets, granite counter tops and all new stainless steel appliances. All rooms have ceiling

    1618 Legacy Park Dr, Maitland, FL 32751
  • /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 $275,443

    Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

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

      Est $241,212

      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

  • /25

    $420,000

    New Construction $39K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft

    200 Moseley Ave, Maitland, FL 32751

    Every detail of this home was thoughtfully curated to offer timeless beauty, upscale finishes, and modern functionality. This exceptional property blends contemporary design with everyday comfort, creating the perfect living experiences. The oversized walk-in shower creates a true resort-style experience with floor-to-ceiling marble-inspired tile, frameless glass enclosure, rainfall showerhead,

    Brianna Grant SYCHAR REALTY

    200 Moseley Ave, Maitland, FL 32751
  • /20

    $1,892 Per Month

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

    9301 Summit Centre Way Unit 4307, 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 $1892/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 4307, Orlando, FL 32810
  • /2

    $524,900

    Sold Aug 26, 2025

    2621 Queen Mary Place, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 2,130 Sq Ft
    • Built 1998

    Last Sold Summary

    • $246/SF
    • 1 Day On Market

    Current Estimated Value $526,434

    Last Listing Agent Michael Rains, P.A. ADAIR REALTY INC

    2621 Queen Mary Place, Maitland, FL 32751
    • /67

      Est $291,478

      Not Listed For Sale

      1000 Winderley Place Unit 241, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,275 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 241, Maitland, FL 32751

      Last Sold Summary

      • 14 Days On Market

  • /38

    $325,000

    Open Sun 1PM - 3PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft

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

    One or more photo(s) has been virtually staged. Tucked away in this delightful 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 a peek of Lake Faith

    Dawn Romance FANNIE HILLMAN & ASSOCIATES

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

    $2,345 Per Month

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

    9301 Summit Centre Way Unit 2311, 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 $2345/mo12-Month+ Stay base rent: starts at $2345/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 2311, 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 $869,413

    Last Listing Agent Nicole Dege REDFIN CORPORATION

    939 Versailles Cir, 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

  • /50

    $995,000

    $454K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,144 Sq Ft

    791 Sequoia Trail, Maitland, FL 32751

    Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along apeaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and

    David Van Wormer VANWORMER REALTY & DEVELOPMENT

    791 Sequoia Trail, Maitland, FL 32751
  • /7

    $800 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    840 Mulberry St, Maitland, FL 32751

    Property Id: 2589203Private rooms for rent looking for single adults to rent private rooms in a single family house give us a call or text

    840 Mulberry St, Maitland, FL 32751
  • /2

    $545,000

    Sold Sep 10, 2025

    1758 Bobtail Dr, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,304 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Below List Price
    • $237/SF
    • 69 Days On Market

    Current Estimated Value $544,176

    Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

    1758 Bobtail Dr, Maitland, FL 32751
    • /2

      Est $377,114

      Not Listed For Sale

      294 Macarthur Place, Maitland, FL 32751

      294 Macarthur Place, Maitland, FL 32751

      Last Sold Summary

      • 121 Days On Market

  • /38

    $599,000

    $30K PRICE DROP Pending
    • 3 Beds
    • 3.5 Baths
    • 1,966 Sq Ft

    502 Oak Ln, Maitland, FL 32751

    Welcome to 502 Oak Lane in Maitland, a beautifully updated pool home that blends comfort, character, and peace of mind. This fully improved 3 bedroom, 3.5 bathroom home has been thoughtfully updated throughout, including the replacement of the cast iron plumbing, offering both charm and important system improvements.Inside, you will find a well designed layout with spacious living areas,

    Andre Kressler KRESSLER REAL ESTATE

    502 Oak Ln, Maitland, FL 32751
  • /19

    $1,956 Per Month

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

    9301 Summit Centre Way Unit 1218, 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 $1956/mo12-Month+ Stay base rent: starts at $1956/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1218, 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 $412,075

    Last Listing Agent Eva Hockenberry MAINSTAY BROKERAGE LLC

    1404 Stratford Rd, Maitland, FL 32751
    • /2

      Est $269,904

      Not Listed For Sale

      914 Park Lake Cir Unit 33, Maitland, FL 32751

      • 3 Beds
      • 3 Baths
      • 1,496 Sq Ft
      • Built 1972
      914 Park Lake Cir Unit 33, Maitland, FL 32751

      Last Sold Summary

      • 112 Days On Market

  • /77

    $1,499,000

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

    255 W George Ave, Maitland, FL 32751

    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. Five bedrooms, four baths, stretching

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

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

    $1,956 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 $1956/mo12-Month+ Stay base rent: starts at $1956/moLanding's apartments at The Tiffany at

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

    $197,000

    Sold Feb 03, 2026

    1140 S Orlando Ave Unit E1, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $241/SF
    • 272 Days On Market

    Current Estimated Value $204,655

    Last Listing Agent Chris Schiffermiller UNITED REAL ESTATE PREFERRED

    1140 S Orlando Ave Unit E1, Maitland, FL 32751
    • /2

      Est $344,000

      Not Listed For Sale

      1010 Winderley Place Unit 139, Maitland, FL 32751

      • 3 Beds
      • 2.5 Baths
      • 1,651 Sq Ft
      • Built 1999
      1010 Winderley Place Unit 139, Maitland, FL 32751

      Last Sold Summary

      • 84 Days On Market

  • /31

    $719,000

    • 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

    $2,350 Per Month

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

    9301 Summit Centre Way Unit 1203, 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 $2350/mo12-Month+ Stay base rent: starts at $2350/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1203, 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 $824,002

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

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

      Est $320,255

      Not Listed For Sale

      416 Citrus Ln, Maitland, FL 32751

      • 3 Beds
      • 2 Baths
      • 1,254 Sq Ft
      • Built 1983
      416 Citrus Ln, Maitland, FL 32751

      Last Sold Summary

      • 2 Days On Market

  • /28

    $139,000

    • 2 Beds
    • 1 Bath
    • 1,051 Sq Ft

    550 Flemming Way Unit 100, Maitland, FL 32751

    Bright and well maintained 2 bedroom, 1 bath condo located in a desirable shopping and dining area! This inviting home features abundant natural light, a spacious walk-in closet in the primary bedroom, and a relaxing enclosed patio perfect for additional living space or entertaining. The HOA includes water for added convenience. Residents also enjoy access to a community pool and low-maintenance

    Brandy Ray LOKATION

    550 Flemming Way Unit 100, Maitland, FL 32751
  • /20

    $2,345 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 $2348/mo12-Month+ Stay base rent: starts at $2345/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 3202, Orlando, FL 32810
  • /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 $670,329

    Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

    955 Gamewell Ave, Maitland, FL 32751
    • /2

      Est $284,826

      Not Listed For Sale

      1000 Winderley Place Unit 221, Maitland, FL 32751

      • 2 Beds
      • 2 Baths
      • 1,275 Sq Ft
      • Built 1982
      1000 Winderley Place Unit 221, Maitland, FL 32751

      Last Sold Summary

      • 13 Days On Market

  • /25

    $210,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    1140 S Orlando Ave Unit E11, Maitland, FL 32751

    Rare Opportunity for Lakeside Living!This beautifully maintained 1-bedroom, 1-bath, 612 sq. ft. condo is nestled in the highly sought-after Lake Maitland Terrace community—perfectly positioned on Lake Maitland, the largest lake in the Winter Park Chain of Lakes. Enjoy the ultimate lakefront lifestyle with fishing, kayaking, canoeing, and water-skiing just steps from your door. The community

    Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

    1140 S Orlando Ave Unit E11, Maitland, FL 32751
  • /2

    $2,565 Per Month

    • 4 Beds
    • 2 Baths
    • 1,605 Sq Ft
    • House for Rent

    135 N Lakewood Cir, Maitland, FL 32751

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    135 N Lakewood Cir, Maitland, FL 32751
  • /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 $660,004

    Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

    1550 Ridgewood Ave, Maitland, FL 32751
    • /2

      Not Listed For Sale

      1000 S Orlando Ave Unit 2, Maitland, FL 32751

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

      Last Sold Summary

      • 25 Days On Market

  • /44

    $729,000

    $30K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    1761 Tippicanoe Trail, Maitland, FL 32751

    Under contract-accepting backup offers. Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light,

    Jeff Clark COLDWELL BANKER REALTY

    1761 Tippicanoe Trail, Maitland, FL 32751
  • /20

    $1,892 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 $1892/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

    9301 Summit Centre Way Unit 1317, 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 $574,959

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    1434 Winston Rd, Maitland, FL 32751
    • /2

      Est $176,058

      Not Listed For Sale

      222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751

      • 2 Beds
      • 1.5 Baths
      • 953 Sq Ft
      • Built 1974
      222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751

      Last Sold Summary

      • 48 Days On Market

Showing Results 121 - 160, Page 4 of 18

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