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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

2507 Tuscarora Trail, Maitland image
2507 Tuscarora Trail, Maitland $489,900

Make this your home for the Holidays!!! Come see this Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick drivew...

  • 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
909 Thunder Trail, Maitland image
909 Thunder Trail, Maitland $515,900

Stunning Dommerich home completely Redesigned showcase is beautiful mature landscapes and elegant outdoor custom pool with waterfall. Soft contemporary tones meet modern ...

  • 4 Beds
  • 2 Baths
  • Dommerich Hills Second Add SubDv.
  • 32751 Zip Code
960 Stonewood Lane, Maitland image
960 Stonewood Lane, Maitland $450,000

This stunning 3-bedroom/2-bath pool home has been beautifully renovated to include every upgrade! Located in an established community, the exterior features stacked stone...

  • 3 Beds
  • 2.5 Baths
  • Stonewood First Add 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
457 Stonewood Lane, Maitland image
457 Stonewood Lane, Maitland $465,000

Great location in Stonewood neighborhood of Maitland. This gorgeous 2 story home sits on an oversized fenced lot with screened in-ground pool and spa. You'll fall in love...

  • 4 Beds
  • 2.5 Baths
  • Stonewood 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 $7,750,000

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 $1,650,000 ▼

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
240 N Lake Sybelia Drive, Maitland image
240 N Lake Sybelia Drive, Maitland $1,950,000

Contemporary meets coastal in this stunning home, perfect for entertaining and enjoying lakefront living with porches upstairs and down, and beautiful outdoor spaces fron...

  • 5 Beds
  • 5.5 Baths
  • Henry Didier Sub SubDv.
  • 32751 Zip Code
1111 Covewood Trail, Maitland image
1111 Covewood Trail, Maitland $429,900 ▼

Driving through canopy lined streets you will the the wonderful subdivision of Maitland Woods, a truly great place to call home! A large, eat-in kitchen overlooking the p...

  • 4 Beds
  • 2 Baths
  • Maitland Woods Second Add SubDv.
  • 32751 Zip Code
916 Robinhood Court, Maitland image
916 Robinhood Court, Maitland $399,900 ▼

Generating Income duplex! It features 2 units on separate meters. Unit #916 has 3 bedrooms and 1.5 baths Lease expire 11-30-2020 Tenants paying $1,250 / Month Unit #914 h...

  • 5 Beds
  • 2.5 Baths
  • Oakwood SubDv.
  • 32751 Zip Code
300 Westwind Court, Maitland image
300 Westwind Court, Maitland $1,400,000

RARE find! Cleared lot that is ready to build your dream home on the largest lake on the chain, Lake Maitland! The lot is 0.60 acres and the city has approved a home to b...

  • Lake Maitland Point SubDv.
  • 32751 Zip Code
2051 Dyan Way, Maitland image
2051 Dyan Way, Maitland $609,500 ▼

Located on a quiet cul de sac, this one-story 5 bed/4 bath, 3,136 sq ft ranch home is a short walk to top-rated Dommerich Elementary and Maitland Middle schools. Built in...

  • 5 Beds
  • 4 Baths
  • Maitland Highlands SubDv.
  • 32751 Zip Code
37 Minnehaha Circle, Maitland image
37 Minnehaha Circle, Maitland $543,999 ▼

One of Maitland’s finest Mid-Century Modern style homes! Sitting high on a large corner lot with views from the front porch facing Lake Minnehaha, this 4 Bed, 3 Bath pool...

  • 4 Beds
  • 3 Baths
  • Minnehaha Shores SubDv.
  • 32751 Zip Code
1205 Charming Street, Maitland image
1205 Charming Street, Maitland — 1205 $520,000

Great location! Beautiful 4 bedroom, 3 bath end unit townhome. Located in the award winning, gated community of The Enclave at Maitland. The floor plan offers three bedro...

  • 4 Beds
  • 3 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
111 Stone Hill Drive, Maitland image
111 Stone Hill Drive, Maitland $539,000 ▼

Seldom do you find an original 25-year-old home still in impeccable condition like this one! Pride of ownership shows in every room and you know the home was well cared f...

  • 5 Beds
  • 4.5 Baths
  • Stonehill SubDv.
  • 32751 Zip Code
123 Atlantic Drive, Maitland image
123 Atlantic Drive, Maitland $1,650,000

Unique opportunity to purchase the 12,800 sf +/- office warehouse in Maitland, FL with 3 existing tenants in place, in addition to the owner’s current space. The property...

  • Seminole Indust Park SubDv.
  • 32751 Zip Code
231 Flame Avenue, Maitland image
231 Flame Avenue, Maitland $474,750 ▼

Remodeled pool home located in the established community of Hidden Estates of Maitland. Nice curb appeal on this immaculate home that includes 5 bedrooms, 3 full baths, f...

  • 5 Beds
  • 3 Baths
  • Hidden Estates Unit 3 SubDv.
  • 32751 Zip Code
2070 Geronimo Trail, Maitland image
2070 Geronimo Trail, Maitland $399,000 ▼

Fantastic opportunity in Dommerich. 4 bedroom, 3 bath, pool home in Highland Park Estates. This home has had one owner for the past 30+ years. Wonderful layout. Separate ...

  • 4 Beds
  • 3 Baths
  • Highland Park Estates SubDv.
  • 32751 Zip Code
430 Ventris Lane, Maitland image
430 Ventris Lane, Maitland $897,000 ▼

Lowest Priced Lot on the Chain of Lakes!! A wonderful opportunity to build your dream home on the Beautiful Winter Park Chain of Lakes! Nestled on a quiet street in the “...

  • 32751 Zip Code
161 Talmeda Trail, Maitland image
161 Talmeda Trail, Maitland $474,000 ▼

This beautiful 5 bedroom, 3.5 bath home, with separate in-law or guest suite, sits on a large corner lot in the highly coveted neighborhood of Maitland Woods. New roof Oc...

  • 5 Beds
  • 3.5 Baths
  • Maitland Woods Second Add SubDv.
  • 32751 Zip Code
561 E Horatio Avenue, Maitland image
561 E Horatio Avenue, Maitland $849,000

A unique opportunity to own two buildings on .4 acres near one of the most recognizable intersections in Maitland! This large parcel also has plenty of parking in the ba...

  • Packwood Sub SubDv.
  • 32751 Zip Code
1141 Covewood Trail, Maitland image
1141 Covewood Trail, Maitland $524,900 ▼

Fabulous home tucked away deep in the established neighborhood of Maitland Woods on a tree-lined street close to Maitland amenities and easy access to major roads. This 5...

  • 5 Beds
  • 3.5 Baths
  • Maitland Woods Second Add SubDv.
  • 32751 Zip Code
1460 Lyndale Boulevard, Maitland image
1460 Lyndale Boulevard, Maitland $529,900 ▼

Welcome home! This spacious home is located in a prime location right on the border of Maitland and Winter Park. It is zoned for the top schools in the area, including Do...

  • 4 Beds
  • 2.5 Baths
  • Maitland Park South SubDv.
  • 32751 Zip Code

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