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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

500 Manor Road, Maitland $1,550,000

Beautiful and very spacious single-story family home with 4 bedrooms and 3 baths. The home affords a generous amount of open space, including a bonus room, home office w/...

4 Beds
3 Baths
Landings 02 SubDv.
32751 Zip Code

755 Woodside Road, Maitland $545,000

Bring all offers! LIKE NEW BEAUTIFULLY REMODELED HOME WITH OVER $120,000 IN PREMIUM UPGRADES! Over 3,000 sqft, 3 Beds 3 baths, 2 car garage, with pool and jacuzzi. Singl...

3 Beds
3 Baths
Forest Brook SubDv.
32751 Zip Code

201 Sandspur Road, Maitland $889,000

Just Completed! Built for luxury living and convenience, this contemporary home built by Clarkson Concepts was made to impress! Located near Maitland Town Center and just...

4 Beds
3 Baths
Jackson Acres SubDv.
32751 Zip Code

109 Whitecaps Circle, Maitland $699,000

Fabulous updated 4 bedroom 2 bath one story ranch home in sought after Maitland neighborhood. There's open and airy feel with vaulted ceiling and light engineered wood fl...

4 Beds
2 Baths
Hollieanna Shores SubDv.
32751 Zip Code

607 W Faith Terrace, Maitland $549,900

Spectacular Maitland home in sought-after neighborhood of Oakland Shores! This immaculate 4 bedroom, 2 ½ bath with office home is move-in ready! Spacious foyer leads you ...

4 Beds
2 Baths
Oakland Shores 1st Add SubDv.
32751 Zip Code

183 Orange Place, Maitland — D $625,000

Custom townhome, new construction in 2018 by Meridian Homes in the best location with so many amenities nearby. Strategically located behind the Enzian Theater and Park M...

3 Beds
3 Baths
Orange Place SubDv.
32751 Zip Code

2005 Falmouth Road, Maitland $389,000

This 3 bedroom 2 bathroom POOL home boasts a completely renovated kitchen with a breakfast bar, all appliances and the smart refrigerator less than a year old, updated ba...

3 Beds
2 Baths
English Estates Unit 1 SubDv.
32751 Zip Code

644 Bentley Lane, Maitland $1,750,000

First time on the market. Lovely private lakefront home, approximately 119’ of water frontage on the shores of Lake Minnehaha. Tucked away, off a quiet street, this hom...

3 Beds
2 Baths
N/A SubDv.
32751 Zip Code

1813 Braeloch Court, Maitland $499,000 ▼

Location! Location! Immaculate CUSTOM home nestled on a large CUL-DE-SAC lot in the desirable community of WELLINGTON. This 4 BD 2.5 BA offering tons of NATURAL LIGHT and...

4 Beds
2 Baths
Wellington SubDv.
32751 Zip Code

703 Fairoaks Lane, Maitland $1,100,000

This "one of it's kind" Tree House sits on almost a half an acre of land and is tucked away on a cul-de-sac, & yet centrally located! Come home as you drive through oak t...

4 Beds
4 Baths
Terra Place SubDv.
32751 Zip Code

2240 Thunderbird Trail, Maitland $839,000 ▼

Don't miss out on this spacious home on a quiet street in Dommerich, one of central Florida's most sought-after family neighborhoods. Walk to top-rated Dommerich Elementa...

5 Beds
4 Baths
Highland Park Estates First Add SubDv.
32751 Zip Code

171 Marion Way, Maitland $480,000

This is the one you've been waiting for! Great neighborhood, no HOA. From the charming front porch enter this 3 bedroom, 2-1/2 bath home in a convenient neighborhood tuck...

4 Beds
2 Baths
Greenwood Gardens SubDv.
32751 Zip Code

2157 Lake Howell Preserve Court, Maitland image

2157 Lake Howell Preserve Court, Maitland — Preserve @Maitland $569,000

NEW CONSTRUCTION AND READY TO CLOSE! This Maitland Gem Provides Both Suburban Comforts and City Adventures. The Preserve at Maitland is nestled between the bustling downt...

3 Beds
3 Baths
Preserve @Maitland SubDv.
32751 Zip Code

2168 Mohawk Trail, Maitland $725,000 ▼

This large custom 5 bedroom 3 bath home with 3300+ square feet with pool and covered porch is a one of a kind in the heart of Dommerich that doesn’t come around often and...

5 Beds
3 Baths
Dommerich Hills SubDv.
32751 Zip Code

420 W Trotters Drive, Maitland $749,000 ▼

This contemporary light-filled four-bedroom, three-and-a-half bathroom home among lakefront estate homes sits on a quiet street in one of the most desirable Maitland neig...

4 Beds
3 Baths
Delroy Park SubDv.
32751 Zip Code

2162 Lake Howell Preserve Court, Maitland image

2162 Lake Howell Preserve Court, Maitland — Preserve @Maitland $529,900 ▼

NEW CONSTRUCTION AND READY TO CLOSE! This Maitland Gem Provides Both Suburban Comforts and City Adventures. The Preserve at Maitland is nestled between the bustling downt...

3 Beds
3 Baths
Preserve @Maitland SubDv.
32751 Zip Code

2502 Saginaw Trail, Maitland $779,000 ▼

A one of a kind Dommerich home located on a very expansive .28 acre corner lot won’t last long! No expense has been spared updating the interior and the exterior of the ...

4 Beds
3 Baths
Dommerich Hills 3rd Add SubDv.
32751 Zip Code

360 N Lake Sybelia Drive, Maitland image

360 N Lake Sybelia Drive, Maitland $2,095,000

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

430 Lake Howell Road, Maitland $950,000

Professional Office recently renovated, 5 Exam Rooms. 1 Office. 2 Bathrooms and Reception Area. Property is currently set up to convert to an Air B&B for weekends.

Lake Howell Commerce Center SubDv.
32751 Zip Code

620 N Wymore Road Unit 220 / B6, Maitland image

620 N Wymore Road Unit 220 / B6, Maitland $589,000

Core Group Real Estate, LLC, as Owner’s exclusive broker, is pleased to offer the opportunity to invest in the Suite 220, 620 North Wymore Road property located in the Or...

Maitland Prof Office Village Condo SubDv.
32751 Zip Code

130 White Oak Circle, Maitland $699,000

Beautifully, fully remodeled executive home in an upscale neighborhood. Expect to be impressed. Minutes from Winter Park, Lake Sybelia, the Maitland Business Center and m...

5 Beds
3 Baths
Maitland Grove SubDv.
32751 Zip Code

1061 Cottontail Lane, Maitland $1,300,000 ▼

In the Historic Downtown Maitland District amongst beautiful Lake Catherine, Lake Lily, and Park Lake sit the homes of 1061 Cottontail Lane and the adjacent 539 Lake Aven...

7 Beds
7 Baths
Fries Park House Prop SubDv.
32751 Zip Code

125 Stone Hill Drive, Maitland $1,789,000

A Wonderful Opportunity to Live in a Custom-Built Home on Beautiful Lake Seminary. Enjoy Stunning Sunrises, Boating, Paddle Boarding, Kayaking and Fishing. Breathtaking V...

8 Beds
7 Baths
Stonehill SubDv.
32751 Zip Code

2166 Lake Howell Preserve Court, Maitland image

2166 Lake Howell Preserve Court, Maitland — Preserve @Maitland $509,000 ▼

NEW CONSTRUCTION AND READY TO CLOSE! This Maitland Gem Provides Both Suburban Comforts and City Adventures. The Preserve at Maitland is nestled between the bustling downt...

3 Beds
3 Baths
Preserve @Maitland SubDv.
32751 Zip Code

1619 Druid Road, Maitland $669,000 ▼

Superb Maitland location tucked away under a gorgeous canopy of trees. This home offers so much for the active family lifestyle. Soak in the natural beauty of the tropica...

5 Beds
4 Baths
Druid Hills SubDv.
32751 Zip Code

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