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Maitland Homes for Sale

Maitland is a suburban city located in Orange County, Florida.  It is part of the Greater Metro Orlando area.  The City of Maitland has a history of strong residential identity, sustained by the beauty of the area and the diverse economy in the region. This history continues today and the City will maintain and advance this tradition well into the future. While growth continues, residents of the City are proud of the City’s past and actively pursue preservation of historical residences. A “historical corridor” has been established. This corridor encompasses old residences still standing and occupied in the Lake Lily-Lake Catherine area and extending through the central portion of the City.

Maitland public schools are part of the Orange County Public School District. Winter Park High School, Maitland Middle School, Dommerich Elementary School, and Lake Sybelia Elementary School are all top-ranking schools in the area. Maitland has easy access to shopping malls, restaurants, and I-4 which makes it less than 45 minutes from Central Florida’s world renowned theme parks!

Maitland offers many styles of housing including luxury, waterfront, golf front, single-family homes, townhomes, condos, and villas. Prices range from under $200K to over $10 million offering opportunities for all types of buyers. Some of the most desirable communities in Central Florida are located in Maitland including Adams Grove, Apache Trail Village, Delroy Park, Dixie Terrace, Dommerich Estates, Dommerich Hills, Dommerich Woods, Druid Hills, Enclave, Fair Oaks, Hollieanna Shores, Kings Row, Lake Colony, Lake Colony Estates, Lake Eulalia Hights, Lake Maitland Owl Preserve, Lake Maitland Shores, Lake Sybelia Cove, Lake Sybelia Estates, Lake Sybelia Shores, Maitland, Maitland Club, Maitland Cove, Maitland Isle, Maitland Point, Maitland Woods, Maitland Village, Oakleigh, Oaks of Maitland, Packwood, Poors, Sheridan Place, Stonehill, Stonewood, Terra Place, Turner Properties, Wellington, Windsor Park, Woodstream and many more.

Looking to sell your home in Maitland? Follow this link to get an "Instant" Home Value Report

Newest Maitland Homes for Sale

9009 Lake Hope Drive, Maitland image
9009 Lake Hope Drive, Maitland $409,900

GORGEOUS Home that backs up to Conservation (NO REAR NEIGHBORS) and has water views of Lake Charity, this 3 bed/2 bath split plan Ranch home sits on a spacious .36 acres ...

  • 3 Beds
  • 2 Baths
  • Druid Hills Estates SubDv.
  • 32751 Zip Code
2131 Dyan Way, Maitland image
2131 Dyan Way, Maitland $995,000

Modern Farmhouse home on incredible property, built by Keith Groninger in 2014, is situated in the heart of Dommerich, 2 blocks from the school, in a serene cul-de-sac. A...

  • 4 Beds
  • 3.5 Baths
  • Dommerich SubDv.
  • 32751 Zip Code
900 Old Horatio Avenue, Maitland image
900 Old Horatio Avenue, Maitland $645,000

Beautiful Mid-Century home with unique architecture and open floor plan. This 4 bedroom, 2.5 bathroom renovated home sits on almost half an acre overlooking The Covered B...

  • 4 Beds
  • 2.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
2245 Chippewa Trail, Maitland image
2245 Chippewa Trail, Maitland $589,000

Lovely 5 bedroom, 3.1 bath pool home in Dommerich Hills! This home features a large open kitchen with cabinets galore, stainless steel appliances, and built in desk area....

  • 5 Beds
  • 3.5 Baths
  • Dommerich Hills SubDv.
  • 32751 Zip Code
200 N Lake Sybelia Drive, Maitland image
200 N Lake Sybelia Drive, Maitland $1,495,000

Magnificent 6BR 6BA home boasts over 4,400 heated square feet and a total of 6,000+ square feet under roof. Lot features large oak trees, large fenced back yard, and unb...

  • 6 Beds
  • 6 Baths
  • Maitland SubDv.
  • 32751 Zip Code
1303 Azalea Lane, Maitland image
1303 Azalea Lane, Maitland $3,495,000

Exquisite lakefront property on Lake Maitland & "chain of 6 lakes" nestled on a very secluded street. This spacious transitional home offers a terrific wide open floor pl...

  • 4 Beds
  • 5.5 Baths
  • Lake Maitland Park SubDv.
  • 32751 Zip Code
639 Woodley Road, Maitland image
639 Woodley Road, Maitland $420,000

RARE gem in lovely Maitland! Beautifully renovated 4 Bed/3 Bth/2 car garage, Single Family Home with large fenced yard. Main home has 3 Bed/2 Bth split floorplan, plus an...

  • 4 Beds
  • 3 Baths
  • Oakland Shores 1st Add SubDv.
  • 32751 Zip Code
1264 Wellington Terrace, Maitland image
1264 Wellington Terrace, Maitland $869,000

The beautiful tree-lined streets lead the way to this custom-built lakefront pool home in the desirable Maitland neighborhood of Wellington. Just minutes from I-4, 429, a...

  • 5 Beds
  • 4 Baths
  • Wellington SubDv.
  • 32751 Zip Code
231 Adams Drive, Maitland image
231 Adams Drive, Maitland $687,500

Premium Maitland neighborhood on wonderful large "double lot" on corner of Adams Dr & Hollie Ct with huge yard and plenty of room for expansion, additional garage, pool, ...

  • 3 Beds
  • 3 Baths
  • Hollieanna Shores SubDv.
  • 32751 Zip Code
1070 Druid Drive, Maitland image
1070 Druid Drive, Maitland $425,000

This single story, meticulously kept 4 bedroom 3 bath pool home is located in the desirable Druid Hills estate of Maitland. The 3 way split plan is conducive for a multi-...

  • 4 Beds
  • 3 Baths
  • Druid Hills Estates 1st Add SubDv.
  • 32751 Zip Code
1160 Willa Vista Trail, Maitland image
1160 Willa Vista Trail, Maitland $424,900

This lovely, well cared for home is located in one of Maitland's most spectacular neighborhoods, Maitland Woods! This split bedroom floorplan features the master suite on...

  • 4 Beds
  • 2 Baths
  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
1638 Algonquin Trail, Maitland image
1638 Algonquin Trail, Maitland $459,000

Gorgeous Dommerich Estates home with lake access to the Winter Park chain of lakes!This immaculate 3 bedroom/ 2 bath 2110 SF home features a large updated kitchen with Wo...

  • 3 Beds
  • 2.5 Baths
  • Dommerich Estates SubDv.
  • 32751 Zip Code
1874 Bristol Court, Maitland image
1874 Bristol Court, Maitland $525,000

NEW ROOF IN 2019! This gorgeous Maitland home located in a lake front community will immediately catch your eye, from the beautiful landscaping to the brick front. From t...

  • 4 Beds
  • 2.5 Baths
  • Wellington SubDv.
  • 32751 Zip Code
941 N Thistle Lane, Maitland image
941 N Thistle Lane, Maitland $489,000

Maitland home on a wonderfully quiet street in Dommerich! This spacious 4/2, 2,390 sf home is full of beauty, warmth and value! 4-bed, 2-bath with open kitchen to dining ...

  • 4 Beds
  • 2 Baths
  • Highland Park Ests SubDv.
  • 32751 Zip Code
2335 Huron Trail, Maitland image
2335 Huron Trail, Maitland $395,000

This is the one you have been looking for! This Dommerich 4 bedroom and 2 bath home is your opportunity to live the good life. Generously updated and maintained, this h...

  • 4 Beds
  • 2 Baths
  • Dommerich Hills First Add SubDv.
  • 32751 Zip Code
200 Westwind Court, Maitland image
200 Westwind Court, Maitland $2,599,000

Modern elegance describes this Winter Park chain of lakes, lakefront transitional Dutch Colonial style custom home. Located on a quiet cove and built by prominent custom ...

  • 4 Beds
  • 4.5 Baths
  • Lake Maitland Point SubDv.
  • 32751 Zip Code
2471 Mcintosh Way, Maitland image
2471 Mcintosh Way, Maitland $530,000

Welcome to the heart of the Dommerich Community located in Maitland, FL! This 5 bedroom 3 bathroom, ranch-style layout features over 3300 sq/ft of living space and is rea...

  • 5 Beds
  • 3 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
1700 Lyndale Boulevard, Maitland image
1700 Lyndale Boulevard, Maitland $899,999

Live just five minutes from Park Ave in this stunning custom-built Italian Villa located in Maitland on a desirable corner lot bursting with curb appeal. An entertainers ...

  • 4 Beds
  • 4.5 Baths
  • Dixie Terrace SubDv.
  • 32751 Zip Code
341 Sultana Lane, Maitland image
341 Sultana Lane, Maitland $359,000

(Two full lots) Remodeled 3/2 pool home, in a great rising location, with a large yard (adjacent buildable/merchantable lot). This home features a gorgeous new kitchen w...

  • 3 Beds
  • 2 Baths
  • Druid Hills Park SubDv.
  • 32751 Zip Code
2507 Tuscarora Trail, Maitland image
2507 Tuscarora Trail, Maitland $485,000 ▼

Price Improvement!! Come see this Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick driveway and new stacked s...

  • 4 Beds
  • 2.5 Baths
  • Dommerich Hills Second Add SubDv.
  • 32751 Zip Code
959 Brightwater Circle, Maitland image
959 Brightwater Circle, Maitland $699,900

Beautiful pool home in luxury guard gated Maitland Club. This spacious 5 bedroom, 4.5 bath, over 4200 sq ft home has undergone remodeling to include new flooring througho...

  • 5 Beds
  • 4.5 Baths
  • Maitland Club SubDv.
  • 32751 Zip Code
2151 Thunderbird Trail, Maitland image
2151 Thunderbird Trail, Maitland $425,000

1900 square feet house on a lovely quite street in Dommerich with a oversized gorgeous included screen in pool. New roof with new cylinder skylight and updated soffits. ...

  • 3 Beds
  • 2 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
1871 Choctaw Trail, Maitland image
1871 Choctaw Trail, Maitland $395,000

Lake Access to The Winter Park Chain! Great opportunity to own this 4 bedroom, 2 bath pool home located in the desirable Dommerich! Features newer roof & HVAC. Fireplac...

  • 4 Beds
  • 2 Baths
  • Dommerich Estates 3rd Add SubDv.
  • 32751 Zip Code
520 Manor Road, Maitland image
520 Manor Road, Maitland $7,500,000 ▼

Captivating and timeless, this luxurious gated Winter Park Chain of Lakes estate sits on over 2 acres, with panoramic Lake Maitland views and a sense of privacy and seclu...

  • 10 Beds
  • 11.5 Baths
  • Lake Maitland Manor SubDv.
  • 32751 Zip Code
360 N Lake Sybelia Drive, Maitland image
360 N Lake Sybelia Drive, Maitland $1,595,000 ▼

Exceptional Maitland home overlooking skiable and private Lake Sybelia. Centrally located to the best of local shopping and dining, this beautiful property is situated on...

  • 5 Beds
  • 6 Baths
  • Poors 2nd Add SubDv.
  • 32751 Zip Code

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