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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

1130 Rollingwood Trail, Maitland $474,900

Maitland Woods home tucked away in back of neighborhood on quiet oak-lined street and a beautifully elevated property has been fully renovated. 4 bed, 2 bath nearly 2,200...

4 Beds
2 Baths
Maitland Woods 3rd Add SubDv.
32751 Zip Code

933 Brightwater Circle, Maitland $739,000

JUST LISTED! Pam Niemann designed 2012 Parade of Homes "FIRST PLACE" winner for Kitchen & Family Rm Renovation. Upon entering the open foyer you will note floating angu...

4 Beds
4 Baths
Maitland Club Rep SubDv.
32751 Zip Code

1700 Lyndale Boulevard, Maitland $989,000 ▼

Elegance, style and sophistication! Stunning Custom Dave Cahill Homes Masterpiece! Gorgeous modern, light and bright with full in-law apartment and picturesque fountain g...

4 Beds
4.5 Baths
Dixie Terrace SubDv.
32751 Zip Code

890 W Trotters Drive, Maitland $4,500,000

2019 NEW CONSTRUCTION MODERN FARMHOUSE LOCATED ON LAKE MAITLAND THE LARGEST OF ALL THE WINTER PARK CHAIN OF LAKES. THOUGHTFULLY DESIGNED WITH LUXURY ENTERTAINING AND WATE...

5 Beds
5.5 Baths
Delroy Park SubDv.
32751 Zip Code

800 Chickapee Trail, Maitland $459,000

Completely move in ready Dommerich home with split floor plan and pool, on a quiet street! Oversized master bedroom and bath, as well as a true walk-in closet. No carpet...

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

2123 Chippewa Trail, Maitland $399,999

This Mid-Century immaculately presented beauty is awaiting a family. The four bedroom and two bath, split plan home is ready for move in. This brilliant property, feature...

4 Beds
2 Baths
Dommerich Hills SubDv.
32751 Zip Code

2521 Deloraine Trail, Maitland $636,825

Incredibly spacious, updated Dommerich home situated on large .35 acre lot and boasting over 3200 square feet! This 4 bedroom 3 1/2 bath has many upgrades & updating thro...

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

2451 Deloraine Trail, Maitland $615,000

Spectacular remodeled Dommerich pool home! This 4 Bedroom/3 Bath 2700 SF home with office is what you have been waiting for!! Chef’s kitchen is the heart of the home with...

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

125 Stone Hill Drive, Maitland $1,890,000

Need more LIVING SPACE? Looking for a LAKEFRONT? Hoping for an IN-LAW or NANNY SUITE? This spacious home, on spring-fed Lake Seminary, will be your next address! Over 8,0...

7 Beds
7 Baths
Stonehill SubDv.
32751 Zip Code

115 Lamorak Lane, Maitland $795,000

BEAUTIFULLY UPDATED 3 WAY SPLIT PLAN EXECUTIVE HOME IN KINGS ROW The owners spared no expense with the high-end renovations in this home. Entering the home through the ...

5 Beds
3 Baths
Kings Row SubDv.
32751 Zip Code

2111 Mohican Trail, Maitland $515,000

Fractional Ownership. Wonderful new listing in Dommerich! You must see this very large, 2,600+ SF home featuring 5 bedrooms, 4 full baths, plus an office and an oversized...

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

504 Lake Shore Drive, Maitland $424,947 ▼

Amazing LAKEFRONT property in desirable MAITLAND! MILLION DOLLAR VIEWS from entire living area and kitchen! You will enjoy living in this mid-century retro remodeled home...

3 Beds
3 Baths
Oakland Shores SubDv.
32751 Zip Code

190 E Faith Terrace, Maitland $445,000

LAKE SEMINARY, you can't go wrong with a lake front home. Clear, Spring Fed, 35ft deep. Built in 1958, 3/2 with shower in utility room. 2400 Square Feet. See Survey post...

3 Beds
2 Baths
Acreage & Unrec SubDv.
32751 Zip Code

1160 Rollingwood Trail, Maitland $447,000

Welcome to the sought-after Maitland Woods community. This 4 bedroom 2.5 bath POOL home offers a beautiful brick elevation giving the home the curb appeal you've been loo...

4 Beds
2.5 Baths
Maitland Woods Third Add SubDv.
32751 Zip Code

1631 Indian Dance Court, Maitland $939,900

This fabulous, traditional style home with an open floor plan has it all! Sitting on over 1/3 acre, the 4,110 SF home has large, open living spaces with a downstairs bonu...

5 Beds
3.5 Baths
Oaks Maitland Add 01 SubDv.
32751 Zip Code

1566 Ridgewood Avenue Unit NO, Maitland image

1566 Ridgewood Avenue Unit NO, Maitland $672,500 ▼

Priced to sell!!! Don't miss out on this beautiful David Weekley built home in sought after Maitland/Winter Park area! This open floorplan with master bedroom on the mai...

5 Beds
3 Baths
Dixie Terrace SubDv.
32751 Zip Code

507 Alpine Drive, Maitland $399,000

Welcome to this enchanting reconstructed Mediterranean masterpiece! Come live like you are on a vacation in Italy every day on Alpine Drive. This Italian Villa was taken ...

1 Beds
1 Baths
Dixie Terrace SubDv.
32751 Zip Code

2311 Park Maitland Court, Maitland image

2311 Park Maitland Court, Maitland — N/A $384,400 ▼

HERE IT IS! Lovely Park Maitland Villas GATED community with DOWNSTAIRS MASTER SUITE!! Welcome HOME to this fantastic townhome featuring wood floors, 20 foot ceilings, ...

3 Beds
3.5 Baths
Park Maitland Villas SubDv.
32751 Zip Code

240 Wood Lake Drive, Maitland $525,000 ▼

Stunning Maitland POOL HOME offers 4 BEDROOMS with 3 BATHS AND OVERSIZED OFFICE on .79 ACRES. This home is MOVE-IN READY with fresh NEUTRAL PAINT throughout with NEWLY RE...

4 Beds
3 Baths
Bretton Woods SubDv.
32751 Zip Code

2519 Native Court, Maitland $483,500 ▼

This home has it all! Great plan for a family! There is a beautiful wrap around pool/patio area for entertaining. There is real brick on the patio and plenty of room for ...

3 Beds
3 Baths
Dommerich Hills Second Add SubDv.
32751 Zip Code

1850 E Adams Drive, Maitland $6,650,000

Boasting modern Hacienda-style architecture and 280 feet of lakefront on Lake Maitland, this gorgeous 3.24 acre gated residence offers nearly 14,000 total square feet. An...

6 Beds
6.5 Baths
Adams Grove SubDv.
32751 Zip Code

270 Lake Seminary Circle, Maitland image

270 Lake Seminary Circle, Maitland $555,000

MAITLAND LAKEFRONT OPPORTUNITY! BUILD NEW or REMODEL EXISTING RANCH with a SPLIT FLOOR PLAN. This property is located in a quiet neighborhood on a dead end street with ea...

3 Beds
2 Baths
Floridahaven SubDv.
32751 Zip Code

879 Cranes Court, Maitland $739,900

Luxury and tranquility await in this exclusive Maitland gated community of 19 homes located across from beautiful Lake Sybelia. This fabulous pool home is situated on a p...

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

430 Ventris Lane, Maitland $825,000

Lakefront Lot with Chain of Lake Access!!

32751 Zip Code

202 Quayside Circle Unit 304, Maitland image

202 Quayside Circle Unit 304, Maitland — 202 $378,900 ▼

Beautifully renovated lake view unit with modern-minimal detail. Turnkey 2-bedroom/2 bath with extensive upgrades. Come live the real Florida lifestyle in this carefree h...

2 Beds
2 Baths
Moorings On Lake Maitland Condo SubDv.
32751 Zip Code

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