Maitland, FL Homes

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  /21

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  444 Banyon Tree Cir Unit 202, Maitland, FL 32751

  Beautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland area. This second floor unit features an updated kitchen, laminate flooring throughout, and an ope-concept layout that offers abundant natural light, including a bright and inviting porch space. The spacious primary-suite includes two walk-in closets. The communit offers a playground, fitness center,

  Lidia Gloria THE KEYES COMPANY

  444 Banyon Tree Cir Unit 202, Maitland, FL 32751
• 

  

  

  /20

  $1,892 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 $1977/mo12-Month+ Stay base rent: starts at $1892/moLanding's apartments at The Tiffany at

  (415) 653-0687

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

  $270,000 Sold Jul 17, 2025

  531 Wigman Dr, Maitland, FL 32751

  • 4 Beds
  • 1.5 Baths
  • 1,301 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $208/SF
  • 9 Days On Market

  Current Estimated Value $278,703

  Last Listing Agent Anthony Figueroa LLC OUTLET REALTY

  531 Wigman Dr, Maitland, FL 32751
• 

  

  /2

  Est $344,468 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

  • 4% Below List Price
  • $218/SF
  • 84 Days On Market

  • Last Sold Price $360,000
  • Feb 17, 2025

  Last Listing Agent Jesse Sobel COMPASS FLORIDA LLC
• 

  

  

  /33

  $260,000

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft

  868 Town Cir Unit 123, Maitland, FL 32751

  This is the kind of first home that makes life easier. With over 1,500 SqFt, 3 bedrooms, 2.5 baths, and thoughtful updates throughout, this Maitland condo gives you room to grow without the heavy upkeep of a single family home. The remodeled kitchen features quartz counters, stainless steel appliances, and updated cabinetry, while downstairs tile flooring keeps maintenance simple. Enjoy a large

  Myriam Balthazar EPIQUE REALTY, INC.

  868 Town Cir Unit 123, Maitland, FL 32751
• 

  

  /24

  $1,575 Per Month

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Condo for Rent

  1150 Lake Shadow Cir Unit 3203, Maitland, FL 32751

  Come enjoy the Visconti lifestyle! Great location near Maitland Office Park and only 10 miles to downtown Orlando. Gorgeous, gated community with resort-style amenities including a lakefront pool, fitness center, tennis courts, playground and more. This 2-bedroom, 2-bath, 2nd floor condo is available immediately with recent updates like brand new carpet, fixtures, refrigerator, etc. The open

  Karen Ledet EXP REALTY LLC

  1150 Lake Shadow Cir Unit 3203, 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 $266,748

  Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

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

  /2

  Est $311,218 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% Below List Price
  • $254/SF
  • 2 Days On Market

  • Last Sold Price $319,000
  • Oct 18, 2024

  Last Listing Agent Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY
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  /39

  $670,000

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  910 Gamewell Ave, Maitland, FL 32751

  Tucked away in the heart of Maitland, this thoughtfully updated three-bedroom, two bath residence blends everyday comfort with meaningful, modern upgrades. A private spa pool creates a serene outdoor retreat—perfect for unwinding or entertaining year-round in true Florida style. Inside, the home offers both function and peace of mind with a dedicated laundry room featuring a brand-new washer

  Sarah Tomlinson COMPASS FLORIDA LLC

  910 Gamewell Ave, Maitland, FL 32751
• 

  

  /11

  $1,300

  Total Monthly Price

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

  468 Banyon Tree Cir Unit 202, Maitland, FL 32751

  Lovely upstairs one bedroom, one bath, newly painted, stainless steel appliances, new vinyl flooring and baseboards conveniently located to shopping and to full Sail University right off Howell branch close to the intersection of Highway 436. Call to see.

  468 Banyon Tree Cir Unit 202, Maitland, FL 32751
• 

  /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 $519,024

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

  2621 Queen Mary Place, Maitland, FL 32751
• 

  /2

  Est $287,496 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

  • 7% Below List Price
  • $242/SF
  • 13 Days On Market

  • Last Sold Price $309,000
  • Nov 22, 2024

  Last Listing Agent Jean Chalifour COLDWELL BANKER REALTY
• 

  

  /34

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  1000 Winderley Place Unit 239, Maitland, FL 32751

  Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1000 Winderley Place Unit 239, Maitland, FL 32751
• 

  

  /30

  $3,500 Per Month

  • 4 Beds
  • 2 Baths
  • 1,649 Sq Ft
  • House for Rent

  2120 Deloraine Trail, Maitland, FL 32751

  There is a reason why Dommerich continues to be one of the most sought-after neighborhoods in Maitland. The very best schools are walkable as well as Maitland Community Park. Most of all, it is home to a tightly-knit community of neighbors. This four-bedroom two-bath home has been renovated with lots of extras. Porcelain tile wood grain floors are throughout living spaces, so durable and so great

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2120 Deloraine Trail, Maitland, FL 32751
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  /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 $863,463

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  939 Versailles Cir, Maitland, FL 32751
• 

  /2

  Est $348,466 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

  • 7% Below List Price
  • $394/SF
  • 25 Days On Market

  • Last Sold Price $375,000
  • Nov 18, 2024

  Last Listing Agent Loralee Rider RIDER REALTY, LLC
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  /62

  $575,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,551 Sq Ft

  572 Green Meadow Ct, Maitland, FL 32751

  Nestled within the established community of Forest Brook, on a quiet cul-de-sac, you will find an immaculately kept pool home that is ready for a new owner to enjoy! This mid-century design boasts gorgeous, vaulted hardwood ceilings, charm & character throughout, as well as natural light. As you enter the home you are immediately greeted by an atrium/music room with multiple glass walls &

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  572 Green Meadow Ct, Maitland, FL 32751
• 

  

  /35

  $1,550

  Total Monthly Price

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

  1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751

  Live the lakefront lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Freshly painted and completely refreshed, this residence features brand-new appliances, a brand-new air conditioning system, and stunning new wood flooring throughout the main living areas. The bedroom offers sleek, modern concrete flooring—adding

  1140 S Orlando Ave Unit Exeter E2, Maitland, FL 32751
• 

  /2

  $267,500 Sold May 23, 2025

  1000 Winderley Place Unit 237, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $259,448

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 237, Maitland, FL 32751
• 

  /2

  Est $175,357 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

  • 4% Below List Price
  • $191/SF
  • 48 Days On Market

  • Last Sold Price $182,100
  • Nov 21, 2024

  Last Listing Agent Allison Day RE/MAX
• 

  

  /49

  $469,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  2319 Falmouth Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Welcome to this wonderful 3 bedroom, 2 bathroom mid-century home with amazing curbside appeal in the desirable English Estates neighborhood. This home is located on a generous corner lot with a brick paver walkway flanked by beautifully manicured landscape and an impressively large camphor tree. The light blue front door adds a touch of charm and elegance

  Lisa Gould KELLER WILLIAMS WINTER PARK

  2319 Falmouth Rd, Maitland, FL 32751
• 

  

  /22

  $3,750 Per Month

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • House for Rent

  2652 Queen Mary Place, Maitland, FL 32751

  One or more photo(s) has been virtually staged. This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. The outdoor area has just undergone a complete renovation with a new screened porch, fence, landscaping, sprinkler system and paver accents. A split floor plan offering three bedrooms, two bathrooms, foyer, formal dining room, living room,

  Erin Tompkins COLDWELL BANKER REALTY

  2652 Queen Mary Place, 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 $528,463

  Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  1758 Bobtail Dr, Maitland, FL 32751
• 

  /2

  Est $412,414 Not Listed For Sale

  1930 Rogers Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 2024

  1930 Rogers Ave, Maitland, FL 32751

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 4 Days On Market

  • Last Sold Price $416,000
  • Mar 22, 2025

  Last Listing Agent Adrian Shipp KELLER WILLIAMS CLASSIC
• 

  

  /35

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2150 Tortoise Shell Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout.The kitchen serves as the heart

  Claire Sims LLC LPT REALTY, LLC

  2150 Tortoise Shell Dr, Maitland, FL 32751
• 

  

  /50

  $2,100

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,360 Sq Ft
  • Condo for Rent

  600 Waverly Ln Unit 600 Waverly Lane, Maitland, FL 32751

  600 Waverly Lane offers the perfect blend of comfort, convenience, and classic Florida living.This inviting residence features a spacious layout with abundant natural light, creating a warm and welcoming atmosphere throughout. The home includes generously sized bedrooms, well appointed bathrooms, and a functional kitchen ideal for both everyday living and entertaining.Step outside

  600 Waverly Ln Unit 600 Waverly Lane, Maitland, FL 32751
• 

  /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 $419,749

  Last Listing Agent Eva Hockenberry MAINSTAY BROKERAGE LLC

  1404 Stratford Rd, Maitland, FL 32751
• 

  

  /22

  Est $262,979 Not Listed For Sale

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft
  • Built 1981

  1714 Gulfview Dr Unit 427-C, Maitland, FL 32751

  Last Sold Summary

  • 12% Below List Price
  • $226/SF
  • 1 Day On Market

  • Last Sold Price $300,000
  • Jun 20, 2024

  Last Listing Agent Yien Yao KELLER WILLIAMS ADVANTAGE 2 REALTY
• 

  

  /12

  $265,000

  • Land
  • 11,761 Sq Ft
  • $981,481 per Acre

  0 Mechanic St, Maitland, FL 32751

  Unlock the Potential of Your Dream Property in Maitland, Florida!Discover a prime opportunity to build your vision in the heart of Maitland, a charming and thriving community just minutes from downtown Orlando. This vacant land offers a blank canvas for your dream home or investment property. Nestled in a highly desirable area, you'll enjoy easy access to top-rated schools, tranquil parks,

  Cheree Graham KELLER WILLIAMS REALTY AT THE PARKS

  0 Mechanic St, Maitland, FL 32751
• 

  

  /25

  $1,975 Per Month

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Townhouse for Rent

  932 Robinhood Ct, Maitland, FL 32751

  Great duplex in Maitland! Freshly painted, Newer stainless steel kitchen appliances. Tile throughout, screened in porch, on quiet cul-de-sac. Very near Shopping, Restaurants, SunRail boarding literally down the street. 3 Bedrooms, 2 Baths, 2 Car Garage. Lawncare included in rent. Sorry NO Pets.

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  932 Robinhood Ct, Maitland, FL 32751
• 

  /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 $203,715

  Last Listing Agent Chris Schiffermiller UNITED REAL ESTATE PREFERRED

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

  /2

  Est $342,952 Not Listed For Sale

  472 Citrus Ln, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft
  • Built 1983

  472 Citrus Ln, Maitland, FL 32751

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 91 Days On Market

  • Last Sold Price $355,000
  • Oct 29, 2024

  Last Listing Agent Mitch Mells Weichert Corporate
• 

  

  /53

  $534,900

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  1230 Hollyridge Trail, Maitland, FL 32751

  Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room

  Stephanie Doucette BOWERBIRD REALTY

  1230 Hollyridge Trail, Maitland, FL 32751
• 

  

  /5

  $1,850 Per Month

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Townhouse for Rent

  1475 Lake Shadow Cir, Maitland, FL 32751

  Available June 1st, a lovely 2/2 unit includes a 1-car garage and is situated within the secure, gated Visconti Community. This home is a wonderful place for those who value a peaceful retreat without sacrificing the energy of the city, offering a bright and welcoming atmosphere to come home to at the end of the day. Ideally located for quick access to I-4 and the 408, this home is just minutes

  1475 Lake Shadow Cir, Maitland, FL 32751
• 

  /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 $807,325

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
• 

  /2

  Est $275,294 Not Listed For Sale

  854 Town Cir Unit 116, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Built 1974

  854 Town Cir Unit 116, Maitland, FL 32751

  Last Sold Summary

  • 7% Below List Price
  • $189/SF
  • 18 Days On Market

  • Last Sold Price $296,000
  • Aug 16, 2024

  Last Listing Agent Kim North COLDWELL BANKER STEVENS RE
• 

  

  /92

  $565,000

  • 5 Beds
  • 3 Baths
  • 2,376 Sq Ft

  1511 Glastonberry Rd, Maitland, FL 32751

  This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful wood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The bright and airy

  Maydelin Munoz FLORIDA REALTY INVESTMENTS

  1511 Glastonberry Rd, Maitland, FL 32751
• 

  

  /21

  $1,565 Per Month

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Condo for Rent

  1100 Lake Shadow Cir Unit 2107, Maitland, FL 32751

  COMPETITIVELY PRICED2|2 IN VISCONTI Welcome to this 2-bedroom, 2-bath first floor condo ideally located across from the pool, fitness center, clubhouse and lake in the highly sought-after Visconti community! Enjoy the convenience of a prime location within the community . Spacious and functional 2/2 layout Well-maintained and truly move-in ready Prime location near resort-style amenities

  Yurisleydi Concepcion TAMPA HOME REALTY LLC

  1100 Lake Shadow Cir Unit 2107, Maitland, 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 $647,240

  Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

  955 Gamewell Ave, Maitland, FL 32751
• 

  /2

  Not Listed For Sale

  1000 S Orlando Ave Unit 5, Maitland, FL 32751

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

  1000 S Orlando Ave Unit 5, Maitland, FL 32751

  Last Sold Summary

  • $331/SF
  • 41 Days On Market

  • Last Sold Price $315,000
  • Apr 30, 2025

  Last Listing Agent Laura Napoleon KELLER WILLIAMS WINTER PARK

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