Maitland, FL Homes

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  /31

  $789,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  2411 Mcintosh Way, Maitland, FL 32751

  Under contract-accepting backup offers. Expect to be impressed with this stylish renovation on a cozy quiet street in the desirable neighborhood of Dommerich in Maitland. This three-bedroom, two-bath home is 2,216 square feet with a separate flex space, ideal for a home office, studio or transform it into guest suite. A modern layout with generous spaces and consistent neutral finishes make it

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2411 Mcintosh Way, Maitland, FL 32751
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  /35

  $2,399 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  1776 Pembrook Dr, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1776 Pembrook Dr, Orlando, FL 32810
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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

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  939 Versailles Cir, Maitland, FL 32751
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  /13

  Est $160,301 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13208, Maitland, FL 32751
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  /77

  $625,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  1447 Caring Ct, Maitland, FL 32751

  Beautiful move-in ready home in the highly sought-after gated community of Montacino, located in the heart of Maitland. This single-story Mediterranean inspired home boasts three spacious bedrooms, including the grand Primary bedroom suite with its private spa-inspired bathroom with a jacuzzi tub, another inviting full bathroom, a convenient half bath, and a separate office or den great for

  Thomas Siciliano KELLER WILLIAMS HERITAGE REALTY

  1447 Caring Ct, Maitland, FL 32751
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  /37

  $3,950 per month

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft
  • House for Rent

  820 Mojave Trail, Maitland, FL 32751

  Charming Mid-Century Ranch in Dommerich Estates with Private PoolWelcome to this classic 3-bedroom, 2-bathroom mid-century ranch in the desirable Dommerich Estates neighborhood. Offering 2,368 square feet of comfortable living space, this home blends vintage character with practical updates.Step inside to find original terrazzo floors throughout and a front living room with a distinctive

  Kelly Price KELLY PRICE & COMPANY LLC

  820 Mojave Trail, Maitland, FL 32751
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  /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 $264,817

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 237, Maitland, FL 32751
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  /42

  Est $206,465 Not Listed For Sale

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

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751

  1225 Lake Shadow Cir Unit 14203, Maitland, FL 32751
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  /50

  $810,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  109 Minnehaha Cir, Maitland, FL 32751

  Under contract-accepting backup offers. RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha and the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  109 Minnehaha Cir, Maitland, FL 32751
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  /35

  $1,499 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Furnished Studio-Orlando - Maitland - Summit Tower Blvd

  1951 Summit Tower Blvd, Orlando, FL 32810

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  1951 Summit Tower Blvd, Orlando, FL 32810
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  /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 $532,358

  Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  1758 Bobtail Dr, Maitland, FL 32751
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  /12

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751

  1400 Lake Shadow Cir Unit 10204, Maitland, FL 32751
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  /36

  $895,000

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft

  310 White Oak Cir, Maitland, FL 32751

  Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  310 White Oak Cir, Maitland, FL 32751
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  /21

  $2,999 per month

  • 3 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • House for Rent

  2080 Thunderbird Trail, Maitland, FL 32751

  Set on a quiet, shaded street in Maitland, this welcoming home on Thunderbird Trail blends easy living with a convenient location close to everyday essentials, parks, and local favorites. A comfortable layout offers flexible spaces for relaxing or working, complemented by neutral finishes and plenty of natural light. The kitchen is practical and tidy, and the bedrooms feel calm and private. Enjoy

  Steve Simpson 407 PROPERTIES

  2080 Thunderbird Trail, Maitland, FL 32751
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  /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

  Last Listing Agent Chris Schiffermiller UNITED REAL ESTATE PREFERRED

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

  Est $157,616 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751

  1275 Lake Shadow Cir Unit 13305, Maitland, FL 32751
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  /39

  $649,990 Pending

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  1301 Druid Isle Rd, Maitland, FL 32751

  Under contract-accepting backup offers. Nestled in the highly desirable Druid Isle neighborhood, this single-family residence offers the perfect blend of comfort, style, and waterfront living. Boasting 2,162 square feet of thoughtfully designed living space, this 4-bedroom, 3-bathroom home is ideal for both everyday living and entertaining. A welcoming layout and abundant natural light create a

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  1301 Druid Isle Rd, Maitland, FL 32751
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  /17

  $2,548 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 $2445/mo12-Month+ Stay base rent: starts at $2548/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 3202, Orlando, FL 32810
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  /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 $819,535

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
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  /19

  Est $228,926 Not Listed For Sale

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

  1548 Gulfview Dr Unit 445, Maitland, FL 32751

  1548 Gulfview Dr Unit 445, Maitland, FL 32751
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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
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  /29

  $3,650 per month

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft
  • House for Rent

  1511 E Horatio Ave, Maitland, FL 32751

  Stunning home with Luxury finishes located in one of Central Florida's most desirable areas. This 4 bedroom 3 bathroom home is the perfect blend of modern space with a cozy home feeling. There is lots of space to entertain, both indoors and outdoors with a great fenced in yard. Don't miss this opportunity to reside in comfort and elegance. Call or text today to schedule a showing.

  Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

  1511 E Horatio Ave, Maitland, FL 32751
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  /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 $648,704

  Last Listing Agent Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

  955 Gamewell Ave, Maitland, FL 32751
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  /26

  Est $237,817 Not Listed For Sale

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

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751

  1939 Legacy Cove Dr Unit 1939, Maitland, FL 32751
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  /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
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  /17

  $2,022 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 $1992/mo12-Month+ Stay base rent: starts at $2022/moLanding's apartments at The Tiffany at

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

  $1,920,000 Sold Mar 19, 2025

  1100 S Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 3,726 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Below List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,899,690

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1100 S Lake Sybelia Dr, Maitland, FL 32751
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  /2

  Est $319,235 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  416 Citrus Ln, Maitland, FL 32751

  416 Citrus Ln, Maitland, FL 32751
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  /2

  $265,000

  • Land
  • 0.27 Acre
  • $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
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  /32

  $2,275 per month

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Townhouse for Rent

  824 Town Cir Unit 101, Maitland, FL 32751

  Welcome to Park Lake Townhouses, a beautifully maintained lakeside community offering tranquility and convenience. This spacious 3-bedroom, 2.5-bath end-unit features 1,565 square feet of comfortable living space, complete with an attached garage and a private outdoor courtyard—perfect for relaxing or entertaining. Step inside to find an open-concept living and dining area with plenty of natural

  Teresa Dishington D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  824 Town Cir Unit 101, Maitland, FL 32751
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  /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

  Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

  1550 Ridgewood Ave, Maitland, FL 32751
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  /2

  Est $295,223 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  1000 Winderley Place Unit 221, Maitland, FL 32751

  1000 Winderley Place Unit 221, Maitland, FL 32751
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  /5

  $279,800

  • Land
  • 0.43 Acre
  • $650,698 per Acre

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751

  Lake Howell Rd with a Maitland city address. Build your home and professional office or mixed use such as office space and apartments above and live rent free. The city will allow up to approximately 3,700 sq ft of building area. You will not be able to find another opportunity like this close to everything: Semoran Blvd, restaurants, shopping and more!

  Marta Zelaya CHARLES RUTENBERG REALTY ORLANDO

  0 Lake Howell Rd Unit MFRO6346556, Maitland, FL 32751
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  /17

  $2,158 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 $2192/mo12-Month+ Stay base rent: starts at $2158/moLanding's apartments at The Tiffany at

  9301 Summit Centre Way Unit 1303, 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 $582,203

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  1434 Winston Rd, Maitland, FL 32751
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  /2

  Est $352,208 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1000 S Orlando Ave Unit 2, Maitland, FL 32751

  1000 S Orlando Ave Unit 2, Maitland, FL 32751
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  $230,000 Pending

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

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751

  Under contract-accepting backup offers. This rare 4-bedroom, 2-bath first-floor end-unit condo presents an exceptional opportunity in the gated community of Visconti West in Maitland, Florida—perfect timing for holiday-season buyers. Offering true resort-style living with the convenience of ground-floor access, this light-filled home features an open, functional floor plan designed for comfort

  Alie Gattis MAINFRAME REAL ESTATE

  1460 Lake Shadow Cir Unit 7107, Maitland, FL 32751
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  /55

  $1,599 per month

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

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751

  Great home in the heart of central florida. Woud make an ideal home for a small family in highly popular Maitland. The community features two swimming pools with an onsite gym, club house, tennis courts and a basketball court. Out back, there are spectacular views of Lake Shadow with a walking area and a picnic area to enjoy the scenery. The unit is conveniently located close to I-4 with major

  Hemant Panchal CORE REAL ESTATE SERVICES LLC

  1420 Lake Shadow Cir Unit 9207, Maitland, FL 32751
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  /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

  Last Listing Agent Martha Grasty EXP REALTY LLC

  240 Cherrywood Dr, Maitland, FL 32751
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  /2

  Est $177,809 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 953 Sq Ft

  222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751

  222 Cherrywood Gardens Dr Unit 7, Maitland, FL 32751

Showing Results 121 - 160, Page 4 of 18