Maitland, FL Homes

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  $267,900

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

  1000 Winderley Place Unit 128, Maitland, FL 32751

  Immaculate 2BR/2BA Condo in a Gated Maitland Community. - Spacious and well maintained 2-bedroom, 2-bath condominium offering 1,275 sq. ft. of living space.Features include a sunken living room, wood, vinly and carpet flooring. and a bright, open layout. located in a desirable gated community with access to a community swimming pool and well-kept common areas.Conveniently located near shopping,

  Akil Jaffer DOVER INTERNATIONAL CO., INC.

  1000 Winderley Place Unit 128, Maitland, FL 32751
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  /15

  $2,595 per month

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • House for Rent

  339 Croton Dr, Maitland, FL 32751

  WELCOME TO THIS BEATIFUL MAITLAND HOME in the Seminole County School District comes with many upgrades including a beautiful outdoor kitchen and living space. This move-in-ready FIRST FLOOR 3-bedroom, 2-bathroom residence offers modern updates, a large bonus room and comfortable living. A spacious kitchen and living space, stainless steel appliances, and spacious island, is a chef's delight.

  Johnny Reyes LPT REALTY, LLC

  339 Croton Dr, Maitland, FL 32751
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  $500,000 Sold Dec 16, 2025

  113 Gem Lake Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1939

  Last Sold Summary

  • 13% Below List Price
  • $325/SF
  • 642 Days On Market

  Last Listing Agent Darryl Donkel HOME WISE REALTY GROUP, INC.

  113 Gem Lake Dr, Maitland, FL 32751
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  /34

  Est $809,496 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,366 Sq Ft

  1100 S Orlando Ave Unit 712, Maitland, FL 32751

  1100 S Orlando Ave Unit 712, Maitland, FL 32751
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  /35

  $339,900

  • 2 Beds
  • 2 Baths
  • 1,177 Sq Ft

  2344 Sierra Ln, Maitland, FL 32751

  CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric insert. The bonus

  Kathy McDonald WATSON REALTY CORP

  2344 Sierra Ln, Maitland, FL 32751
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  /59

  $3,200 per month

  • 4 Beds
  • 2 Baths
  • 2,317 Sq Ft
  • House for Rent

  505 Lake Shore Dr, Maitland, FL 32751

  Imagine mornings with the sunrise shimmering across Lake Faith, directly across the street from your front door. Coffee by the crackling wood-burning fireplace makes Florida feel like fall in New England (Yes, even in Florida we like to imagine it gets cold), and evenings end with sunset strolls and dinner in Winter Park or Maitland. This isn’t just a house, it’s a retreat, a lifestyle, a

  505 Lake Shore Dr, Maitland, FL 32751
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  /2

  $178,900 Sold Nov 26, 2025

  107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751

  • 2 Beds
  • 1.5 Baths
  • 953 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Above List Price
  • $188/SF
  • 5 Days On Market

  Last Listing Agent Francis Zipeto KELLER WILLIAMS CLASSIC

  107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751
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  /15

  Est $277,948 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1113 Grove St Unit 152, Maitland, FL 32751

  1113 Grove St Unit 152, Maitland, FL 32751
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  /27

  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft

  1241 Manchester Rd, Maitland, FL 32751

  Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of livingspace in the heart of Maitland. This solid block construction home, situated on a corner lot,offers incredible potential for new owners to bring their vision to life and make it their own.Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent

  Suzy Masson OLDE TOWN BROKERS INC

  1241 Manchester Rd, Maitland, FL 32751
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  /2

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 2,397 Sq Ft
  • House for Rent

  101 S College Ave, Maitland, FL 32751

  Stunning fully remodeled 4 bedroom, 2 bath home.

  Norma Saab SAAB REALTY GROUP INC

  101 S College Ave, Maitland, FL 32751
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  /2

  $361,200 Sold Oct 31, 2025

  2570 Derbyshire Rd, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 1,857 Sq Ft
  • Built 1964

  Last Sold Summary

  • 16% Below List Price
  • $195/SF
  • 19 Days On Market

  Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

  2570 Derbyshire Rd, Maitland, FL 32751
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  /24

  Est $299,304 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,403 Sq Ft

  111 W Lake Faith Dr Unit 238, Maitland, FL 32751

  111 W Lake Faith Dr Unit 238, Maitland, FL 32751
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  /25

  $249,000

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

  1503 Grove St Unit 559, Maitland, FL 32751

  Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in 2021. NEW Appliances flooring and paint in 2025. Exterior

  Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

  1503 Grove St Unit 559, Maitland, FL 32751
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  /30

  $1,550 per month

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

  1606 Legacy Park Dr, Maitland, FL 32751

  VISCONTI EAST!!!! BEST COMMUNITY IN 32751!!!! Gated. Resort Style Amenities. TOWNHOUSE 3 Stories WITH GARAGE. 1 Bedroom and 1 Bathroom. Renovated!!! Tile!!! Walk In closet. Fully Equipped Kitchen. Washer and Dryer. Rent includes Water/Sewer and VALET TRASH!!!!

  1606 Legacy Park Dr, Maitland, FL 32751
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  /2

  $416,000 Sold Mar 22, 2025

  1930 Rogers Ave, Maitland, FL 32751

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

  Last Sold Summary

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

  Current Estimated Value $416,519

  Last Listing Agent Adrian Shipp KELLER WILLIAMS CLASSIC

  1930 Rogers Ave, Maitland, FL 32751
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  /33

  Est $319,496 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  1965 Water Ln, Maitland, FL 32751

  1965 Water Ln, Maitland, FL 32751
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  /5

  $300,000 Pending

  • 4 Beds
  • 4 Baths
  • 1,248 Sq Ft

  105 Oakwood Dr, Maitland, FL 32751

  Alert - Multi-Family 4-Unit Property in Seminole County Alert! This rare 4-unit multi-family opportunity in Seminole County, just minutes from the Orlando Science Center, Howell Branch Preserve, museums, parks, shopping, and top-rated schools. Featuring 4* bedrooms (Single family unit has multiple rooms with easy potential for a 2/2 or take advantage of both entries and make it another efficiency

  Steven Koleno BEYCOME OF FLORIDA LLC

  105 Oakwood Dr, Maitland, FL 32751
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  /2

  $305,000 Sold Jul 15, 2025

  1000 Winderley Place Unit 143, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $198/SF
  • 135 Days On Market

  Current Estimated Value $305,736

  Last Listing Agent Sandi Peery RE/MAX TOWN & COUNTRY REALTY

  1000 Winderley Place Unit 143, Maitland, FL 32751
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  /17

  Est $175,193 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 905 Sq Ft

  329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751

  329 Cherrywood Gardens Dr Unit 329, Maitland, FL 32751
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  /13

  $1,799,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,203 Sq Ft

  105 Tangelo Ct, Maitland, FL 32751

  Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  105 Tangelo Ct, Maitland, FL 32751
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  /2

  $650,000 Sold Jun 30, 2025

  1055 Thunder Trail, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,351 Sq Ft
  • Built 1968

  Last Sold Summary

  • $276/SF

  Current Estimated Value $661,355

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1055 Thunder Trail, Maitland, FL 32751
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  /28

  Est $455,314 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  603 W Faith Terrace, Maitland, FL 32751

  603 W Faith Terrace, Maitland, FL 32751
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  /20

  $399,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,582 Sq Ft

  301 Clark St, Maitland, FL 32751

  Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT!! Newly Renovated Home with Private In-Law attached 2/2 Apartment, quite a versatile space .Located just off Interstate 4, this renovated single-family home offers the perfect blend of modern comfort and unbeatable convenience. With downtown Orlando just minutes away and easy access to Florida’s stunning east coast beaches, this home

  Jennifer Garrison GARRISON REALTY GROUP LLC

  301 Clark St, Maitland, FL 32751
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  /2

  $740,000 Sold Jul 18, 2025

  986 Stonewood Ln, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $337/SF
  • 30 Days On Market

  Current Estimated Value $740,008

  Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

  986 Stonewood Ln, Maitland, FL 32751
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  /13

  Est $260,352 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  832 Town Cir Unit 105, Maitland, FL 32751

  832 Town Cir Unit 105, Maitland, FL 32751
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  /59

  $228,500

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

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751

  Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new.Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room,

  Jayesh Khatri RE/MAX INNOVATION

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751
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  /2

  $555,000 Sold Jan 07, 2025

  1230 Hollyridge Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Below List Price
  • $338/SF
  • 50 Days On Market

  Current Estimated Value $535,232

  Last Listing Agent Joseph Cosgrove JAMIESON PROPERTIES, INC.

  1230 Hollyridge Trail, Maitland, FL 32751
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  /18

  Est $257,868 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  887 Park Lake Cir Unit 4, Maitland, FL 32751

  887 Park Lake Cir Unit 4, Maitland, FL 32751
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  /25

  $122,000

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft

  480 Banyon Tree Cir Unit 102, Maitland, FL 32751

  Great condo to hold as an investment property or first-time purchase. The one-bed condo at Carrington Park has ceramic tile floors throughout. Ground floor unit with fresh paint and large open living room. Community offers three pools, fitness center, clubhouse, playground, park/picnic spaces and more! Excellent location in Maitland and convenient to shopping, restaurants and the Orlando metro

  Travis Stone BENOIT MANAGEMENT LLC

  480 Banyon Tree Cir Unit 102, Maitland, FL 32751
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  /2

  $507,500 Sold Dec 04, 2025

  702 Green Meadow Ave, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,621 Sq Ft
  • Built 1969

  Last Sold Summary

  • 17% Below List Price
  • $194/SF
  • 181 Days On Market

  Last Listing Agent Cheryl Geluso RE/MAX ASSURED

  702 Green Meadow Ave, Maitland, FL 32751
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  /36

  Est $496,921 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  508 W Faith Terrace, Maitland, FL 32751

  508 W Faith Terrace, Maitland, FL 32751
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  /45

  $245,000 Pending

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

  1514 Legacy Club Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome home to 1514 Legacy Club Drive, nestled in the highly sought-after Visconti East community. Live the true Florida lifestyle in this resort-style, gated neighborhood where affordable and quality living are still a reality. This stunning three-story condo with attached 2 car garage home has just been enhanced with a freshly painted interior

  Virginia Bellhorn WATSON REALTY CORP

  1514 Legacy Club Dr, Maitland, FL 32751
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  /2

  $150,000 Sold Oct 24, 2025

  1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 32 Days On Market

  Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
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  /30

  Not Listed For Sale

  0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751

  0 S Lake Destiny Rd Unit O6003665, Maitland, FL 32751
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  /46

  $580,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft

  2318 Castlewood Rd, Maitland, FL 32751

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style.Heart of the Home: The Kitchen is at the center of the home and has been

  Ronda the Re Christiansen KELLER WILLIAMS ADVANTAGE REALTY

  2318 Castlewood Rd, Maitland, FL 32751
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  /2

  $380,000 Sold Sep 17, 2025

  2041 Warrens Ave, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,549 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $245/SF
  • 101 Days On Market

  Current Estimated Value $378,421

  Last Listing Agent Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

  2041 Warrens Ave, Maitland, FL 32751
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  /30

  Est $279,423 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751

  291 W Lake Faith Dr Unit 142, Maitland, FL 32751
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  /38

  $429,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  380 Banyan Dr, Maitland, FL 32751

  Under contract-accepting backup offers. Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A

  Brett Wright FLORIDA HOMES REALTY & MORTGAGE

  380 Banyan Dr, Maitland, FL 32751
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  /2

  $770,000 Sold Dec 11, 2025

  51 Oakleigh Ln, Maitland, FL 32751

  • 4 Beds
  • 5 Baths
  • 4,149 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $186/SF
  • 47 Days On Market

  Last Listing Agent Milton James COLDWELL BANKER RESIDENTIAL RE

  51 Oakleigh Ln, Maitland, FL 32751
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  /22

  Est $288,614 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  1140 S Orlando Ave Unit 1, Maitland, FL 32751

  1140 S Orlando Ave Unit 1, Maitland, FL 32751

Showing Results 241 - 280, Page 7 of 18