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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

825 Suwanee Court, Maitland image
825 Suwanee Court, Maitland $642,400

Maitland Best Kept Secret! The Oaks Of Maitland is sought after because of location, schools and quality of living. Wonderfully maintained 4 bedroom, pool home located o...

  • 4 Beds
  • 2.5 Baths
  • Oaks Maitland Add 01 SubDv.
  • 32751 Zip Code
1321 Audubon Road, Maitland image
1321 Audubon Road, Maitland $379,000

Re-roof, remodel or rebuild in Maitland/Winter Park. Roof has leaks. Lot size is 85'x130'. Mature tree-lined street with little traffic. Best schools: Dommerich Elementar...

  • 3 Beds
  • 2 Baths
  • Lake Maitland Park SubDv.
  • 32751 Zip Code
1107 Shady Run Lane, Maitland image
1107 Shady Run Lane, Maitland $995,000

Picturesque 5 bed / 6 bath plus office including media room, refrigerated wine room and 3 car garage! Highly sought Maitland Forest neighborhood pool home away on quiet c...

  • 5 Beds
  • 5.5 Baths
  • Maitland Forest SubDv.
  • 32751 Zip Code
241 Talmeda Trail, Maitland image
241 Talmeda Trail, Maitland $459,900

A great opportunity to own in Maitland Woods! Spacious 4 bedroom, 2 & 1/2 bathroom single story pool home nestled in a quiet neighborhood and situated on 1 of the largest...

  • 4 Beds
  • 2.5 Baths
  • Maitland Woods Third Add SubDv.
  • 32751 Zip Code
1300 Wellington Terrace, Maitland image
1300 Wellington Terrace, Maitland $674,900

BRAND NEW BARREL TILE ROOF! Located in a quiet neighborhood where every street ends in a cul-de-sac, this STUNNING LAKEFRONT property has it all! Enter and you’re greeted...

  • 4 Beds
  • 2.5 Baths
  • Wellington SubDv.
  • 32751 Zip Code
360 E Trotters Drive, Maitland image
360 E Trotters Drive, Maitland $529,900

Welcoming and radiant, this four bedroom, two and a half bath, single-family home sits on just under half an acre in the heart of this desirable Maitland neighborhood. Th...

  • 4 Beds
  • 2.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
625 Brookwood Lane, Maitland image
625 Brookwood Lane, Maitland $409,000

Great cul-de-sac location in Maitland to raise a family! Nice and clean 4 Bedroom 3 Full Bath Pool home, close to 2600 sqft heated over 3100 under roof. Large open floor ...

  • 4 Beds
  • 3 Baths
  • Forest Brook SubDv.
  • 32751 Zip Code
2032 Chippewa Trail, Maitland image
2032 Chippewa Trail, Maitland $445,000

Gorgeous updated Dommerich home! Shows like a model home! This 4 bedroom/2 Bath Pool/Spa home is what you have been waiting for! Spectacular kitchen with light cabinets, ...

  • 4 Beds
  • 2 Baths
  • Dommerich Hills SubDv.
  • 32751 Zip Code
1152 Charming Street, Maitland image
1152 Charming Street, Maitland — 1152 $429,900

IMMACULATE 3bed/3.5baths END UNIT Townhome located in the Maitland's EXCLUSIVE award winning GATED COMMUNITY "Montacino” (aka Enclave at Maitland)! SPECTACULAR LAKE VIEWS...

  • 3 Beds
  • 3.5 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
812 Brightwater Circle, Maitland image
812 Brightwater Circle, Maitland $925,000

Imagine waking up each day and enjoying a gorgeous sunrise overlooking Lake Charity. Just picture yourself spending afternoons water skiing, paddle boarding and fishing....

  • 5 Beds
  • 4.5 Baths
  • Maitland Club Rep SubDv.
  • 32751 Zip Code
1700 Lyndale Boulevard, Maitland image
1700 Lyndale Boulevard, Maitland $1,025,000

Welcome Home to your very own Custom Built “Italian Villa” located on a Beautiful Corner Lot! Every detail was planned with the Best Design and Quality Finishes in mind. ...

  • 4 Beds
  • 4.5 Baths
  • Dixie Terrace SubDv.
  • 32751 Zip Code
2507 Tuscarora Trail, Maitland image
2507 Tuscarora Trail, Maitland $539,900

Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick driveway and new stacked stone create a wonderful first impr...

  • 4 Beds
  • 2.5 Baths
  • Dommerich Hills Second Add SubDv.
  • 32751 Zip Code
110 Stone Hill Drive, Maitland image
110 Stone Hill Drive, Maitland $699,000

Gorgeous home in the jewel of Maitland, Stone Hill neighborhood with easy access to Interstate 4 and near exclusive Park Avenue in Winter Park. Corner lot with great cur...

  • 5 Beds
  • 4.5 Baths
  • Stonehill SubDv.
  • 32751 Zip Code
1750 N Maitland Avenue, Maitland image
1750 N Maitland Avenue, Maitland $865,000

EXCELLENT LOCATION! Gorgeous above-market grade office building now available. Stand-alone, one-story solid structure with its own private, fenced 15-space parking lot be...

  • Acreage & Unrec SubDv.
  • 32751 Zip Code
685 Mayo Avenue, Maitland image
685 Mayo Avenue, Maitland $1,100,000

Private estate home located on 1.47 lush acres in Maitland. This exquisite home features 4 bedrooms and 3.5 baths in the main house plus a first floor office and bonus ro...

  • 5 Beds
  • 4.5 Baths
  • Maitland Forest SubDv.
  • 32751 Zip Code
1888 Derbyshire Road, Maitland image
1888 Derbyshire Road, Maitland $549,900

Amazingly spacious and beautifully updated modern home in the heart of Maitland! Located on a fully-fenced 0.34 acres, you will love this fully renovated two-story POOL h...

  • 4 Beds
  • 3 Baths
  • Wellington SubDv.
  • 32751 Zip Code
561 N Lake Sybelia Drive, Maitland image
561 N Lake Sybelia Drive, Maitland $799,000

FIRST TIME EVER ON THE MARKET! Lakefront (Lake Sybelia) elevated lot with wonderful tall oak trees. You will enjoy breath-taking views of the lake either from the porch o...

  • Northshore Estates SubDv.
  • 32751 Zip Code
763 N Lake Sybelia Drive, Maitland image
763 N Lake Sybelia Drive, Maitland $1,100,000

Three lots on Lake Sybelia in Maitland. Unique beautiful one of a kind property.

  • Lakeview Terrace Rep SubDv.
  • 32751 Zip Code
920 Versailles Circle, Maitland image
920 Versailles Circle, Maitland $425,000

Great one story home with double master suites plus a third bedroom/den and two and a half baths. Wonderful updated kitchen with large pantry, formal dining room and Grea...

  • 3 Beds
  • 2.5 Baths
  • Versailles SubDv.
  • 32751 Zip Code
448 Stonewood Lane, Maitland image
448 Stonewood Lane, Maitland $484,900 ▼

RENOVATED 4 bedroom 3 bath POOL home with 3308 square feet on .26 acre lot conveniently located in Maitland with easy access to Uptown Altamonte, I-4, 436 and Maitland Bo...

  • 4 Beds
  • 3 Baths
  • Stonewood SubDv.
  • 32751 Zip Code
1420-A Ridgewood Avenue, Maitland image
1420-A Ridgewood Avenue, Maitland — Na $825,000

Under Construction. Pre-construction 2950 sq. ft. custom-built Townhome conveniently located just west of Lake Maitland. Sit back and relax on your balcony. Grill steaks ...

  • 4 Beds
  • 3.5 Baths
  • Coffins SubDv.
  • 32751 Zip Code
749 Terra Place, Maitland image
749 Terra Place, Maitland $569,000 ▼

Welcome to your new home! Within close range to the desirable Maitland community park. You can play a game of basketball, try your hand at tennis, or use either 1 of the ...

  • 3 Beds
  • 3.5 Baths
  • Terra Place SubDv.
  • 32751 Zip Code
1404 Caring Court, Maitland image
1404 Caring Court, Maitland $465,000 ▼

Location! Location! Location! Beautiful Mediterranean house with quick access to highway I-4. Close to Winter Park, Downtown Maitland, and Downtown Orlando. Three bedroo...

  • 3 Beds
  • 2.5 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
221 Minnehaha Road, Maitland image
221 Minnehaha Road, Maitland $765,000

One or more photo(s) has been virtually staged. Looking for a LARGE move-in condition 4/3 Mediterranean Entertainer's Delight PLUS fully equipped HOME THEATER. This one ...

  • 4 Beds
  • 3 Baths
  • Packwood SubDv.
  • 32751 Zip Code
661 Mojave Trail, Maitland image
661 Mojave Trail, Maitland $499,000 ▼

Make this remodeled 4 bed- 2 bath- 2 car Ranch style home with pool on large corner lot in Dommerich Estates, a highly sought-after A-rated zoned school district, your ne...

  • 4 Beds
  • 2 Baths
  • Dommerich Estates 3rd Add SubDv.
  • 32751 Zip Code

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