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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

244 Spartan Drive, Maitland $450,000

This property is the ULTIMATE find…Tucked away on a quiet cul-de sac this one of a kind masterpiece is one not to miss! Situated on nearly half an acre with a fully fenc...

3 Beds
2 Baths
Cool-More Sub SubDv.
32751 Zip Code

2411 Chinook Trail, Maitland $425,000

Welcome Home to this stylishly updated Dommerich charmer on beautifully elevated lot and super peaceful street. An intimate courtyard with artisan midcentury block with f...

3 Beds
2 Baths
Dommerich Hills First Add SubDv.
32751 Zip Code

2136 Chippewa Trail, Maitland $400,000

First time on the market in over 40+ years! You will love this spacious one-story 3 bedroom, 2.5 bathroom POOL home in the highly desirable Dommerich community in Maitlan...

3 Beds
2.5 Baths
Dommerich Hills SubDv.
32751 Zip Code

1105 Tuckaseegee Trail, Maitland $485,000

Updated 4/2 pool home in Dommerich Estates backing up to Maitland Community Park on quiet dead-end street! Brand new roof & carpet in bedrooms September 2020, udpated ele...

4 Beds
2 Baths
Dommerich Estates SubDv.
32751 Zip Code

1424 Ridgewood Avenue, Maitland — Na $719,900 ▼

BRAND NEW CUSTOM TOWNHOME — NO HOA FEES. - UPDATED STAGING - This NEW home offers LOW maintenance living, in a desirable location where Maitland meets Winter Park. This b...

4 Beds
3.5 Baths
Coffins SubDv.
32751 Zip Code

103 W Lake Colony Drive, Maitland $925,000

Discreetly tucked behind gates within the private luxury enclave of Lake Colony Estates in Maitland, this gorgeous custom-built Spanish-Mediterranean estate pool home boa...

5 Beds
5 Baths
Lake Colony Ph 01 Rep SubDv.
32751 Zip Code

502 Oak Lane, Maitland $449,900 ▼

Immaculate 3 bedroom / 3.5 bath (including a Master suite) home with a pool, sitting on a huge lot in the heart of Maitland. Work from home with additional bonus room/off...

3 Beds
3.5 Baths
Oakland Shores SubDv.
32751 Zip Code

534 Pawnee Trail, Maitland $415,000 ▼

Must Have, Maitland! Here’s a rare opportunity to own a 3 bedroom 2 and a half bath home on a well-manicured lot in the heart of Dommerich. Enjoy boating, kayaking, paddl...

3 Beds
2.5 Baths
Dommerich Estates 1st Add SubDv.
32751 Zip Code

2660 Queen Mary Place, Maitland $384,900

Desirable gated community of Brittany Gardens in Maitland! Magnificent curb appeal with spectacular landscaping, spacious open layout, spectacular gourmet kitchen, 5 piec...

3 Beds
2 Baths
Brittany Gardens SubDv.
32751 Zip Code

2595 Modac Trail, Maitland $530,000

Stunning 5/3 corner lot pool home in desirable Dommerich Hills! Pack your bags and welcome home. Over-sized corner lot is a rare gem. The backyard boasts of an iron fenc...

5 Beds
3 Baths
Dommerich Hills 6th Add SubDv.
32751 Zip Code

1865 E Adams Drive, Maitland $970,000 ▼

A custom-built brick home in Kings Row awaits you on a beautifully elevated lot on over a 1/3 of an acre and features almost 3,900 square feet of spacious living. This 4-...

4 Beds
3.5 Baths
Kings Row SubDv.
32751 Zip Code

624 Brookwood Lane, Maitland $595,000

You finally found your Home Sweet Home! In the heart of a well-established and desired neighborhood of Maitland with fabulous restaurants and shopping - a great opportuni...

4 Beds
4 Baths
Forest Brook SubDv.
32751 Zip Code

916 Robinhood Court, Maitland $379,000

Generating Income duplex! It features 2 units on separate meters. Unit #916 has 3 bedrooms and 1.5 baths Lease expire 12-30-2020 Tenants paying $1,250 / Month Unit #914 h...

Oakwood SubDv.
32751 Zip Code

1655 Sunnyside Drive, Maitland $379,000

Embrace the possibilities and imagine your dream home on Sunnyside! This corner lot is perfectly situated among mature landscaping and a lovely community. Minutes away fr...

2 Beds
1 Baths
Dixie Terrace SubDv.
32751 Zip Code

2191 Park Maitland Court, Maitland image

2191 Park Maitland Court, Maitland — Park Maitland $419,000

Beautiful 4 Bedroom/ 3 Bath End Unit Townhouse in secluded, gated neighborhood of Park Maitland Villas. Immaculately maintained & updated w/ wood flooring, crown molding ...

4 Beds
3.5 Baths
Park Maitland SubDv.
32751 Zip Code

656 Bentley Lane, Maitland $2,700,000

Winter Park Chain of Lakes LAKEFRONT 3.39 acres. Truly a rare find, this exquisite plot of land has 140 feet of frontage on Lake Minehaha of the Winter Park Chain of Lak...

32751 Zip Code

410 Lake Seminary Circle, Maitland image

410 Lake Seminary Circle, Maitland $649,000 ▼

This lovely lakefront home, situated on a cul de sac in a beautiful private neighborhood offers open living and fabulous views of Maitland's Lake Seminary. Enjoy all the ...

3 Beds
2 Baths
Floridahaven SubDv.
32751 Zip Code

891 Cranes Court, Maitland $840,000

UNIQUE Opportunity in Maitland!! 4 Bedroom PLUS office/3.5 Bath pool home in GATED community! 4,110 square feet of space perfect for enjoying and entertaining! Most of...

4 Beds
3.5 Baths
Lake Sybelia Cove Ph 01 SubDv.
32751 Zip Code

1619 Druid Road, Maitland $739,000

Transform yourselves back to the Islands and step into this Tropical Florida Oasis. Imagine entertaining your friends on this wrap around attractive PVC Decking with moor...

5 Beds
4 Baths
Druid Hills SubDv.
32751 Zip Code

541 Lake Catherine Drive, Maitland image

541 Lake Catherine Drive, Maitland $899,000

Rare opportunity on Lake Catherine Lakefront. A Must see. A short walk to events,art festivals,various concerts, local farmers market, restaurants and shopping, nearby ac...

4 Beds
3 Baths
Maitland South SubDv.
32751 Zip Code

113 Stone Hill Drive, Maitland $624,900 ▼

OWNER MOTIVATED! PRICE REDUCED! STUNNING custom 4 bedroom, 3 bath pool home, built by Dave Konkol. Located in desirable Stonehill. Nearly 2,900 sqft of living space and o...

4 Beds
3 Baths
Stonehill SubDv.
32751 Zip Code

747 N Lake Sybelia Drive, Maitland image

747 N Lake Sybelia Drive, Maitland $895,000

Beautiful lake front lot with over 100 feet of lake frontage on Lake Sybelia. Large lot with almost three quarter acres of land. Enjoy amazing views in the quit, central...

4 Beds
2.5 Baths
Sybelia Shores Second Add SubDv.
32751 Zip Code

747 N Lake Sybelia Drive, Maitland $895,000

Beautiful lake front lot with over 100 feet of lake frontage on Lake Sybelia. Large lot with almost three quarter acres of land. Enjoy amazing views in the quit, centrall...

Sybelia Shores Second Add SubDv.
32751 Zip Code

1280 Wellington Terrace, Maitland $675,000 ▼

Picturing a beautiful sunset everynight? Look no further! This lake home in the quiet neighborhood of Wellington, a hidden gem that offers peaceful surroundings, deed...

4 Beds
3 Baths
Wellington SubDv.
32751 Zip Code

457 Stonewood Lane, Maitland $405,000 ▼

Wow! Amazing deal on this 2 story Stonewood pool home. Looking for square footage? Check out this home with large room sizes, special accent features such as pillars, bui...

4 Beds
2.5 Baths
Stonewood First Add SubDv.
32751 Zip Code

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