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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

202 Quayside Circle Unit 203, Maitland image
202 Quayside Circle Unit 203, Maitland — 202 $385,000

Welcome home to this lovely lakefront condo at the Moorings on beautiful Lake Maitland ! Upon entering you will be greeted with an abundance of natural light and stunning...

  • 2 Beds
  • 2 Baths
  • Moorings On Lake Maitland Condo SubDv.
  • 32751 Zip Code
457 Stonewood Lane, Maitland image
457 Stonewood Lane, Maitland $430,000

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
1921 Cove Colony Road, Maitland image
1921 Cove Colony Road, Maitland $445,000

Never been on the market! Prime location in the heart of Maitland - walking distance to top-rated Dommerich Elementary and Maitland Middle schools. Situated on 1/3 of an ...

  • 3 Beds
  • 2 Baths
  • Cove Colony SubDv.
  • 32751 Zip Code
1131 Willa Vista Trail, Maitland image
1131 Willa Vista Trail, Maitland $429,000

Sought after Maitland Woods location. Updated home with newer roof, new windows, freshly painted inside and out, updated bathrooms, engineered wood floors, granite counte...

  • 3 Beds
  • 2 Baths
  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
1851 Geronimo Trail, Maitland image
1851 Geronimo Trail, Maitland $485,000

Now is your chance to be just a few blocks from Dommerich Elementary and Maitland Middle. This beautiful and spacious Dommerich Estates home consists of 4 bedrooms, and ...

  • 4 Beds
  • 3 Baths
  • Dommerich Estates 4th Add SubDv.
  • 32751 Zip Code
1 Shadow Ln, Maitland image
1 Shadow Ln, Maitland $839,900

This home has been meticulously renovated with attention to detail and luxury finishes throughout. Walking through the double front doors, you will see an expansive livi...

  • 3 Beds
  • 2.5 Baths
  • Ravndals Rep SubDv.
  • 32751 Zip Code
530 E Trotters Drive, Maitland image
530 E Trotters Drive, Maitland $3,450,000

Set on a meticulously manicured lot on Lake Maitland (Winter Park Chain of Lakes) rests this elegant French Provincial estate. Remodeled in 2013 by Posada Custom Homes, t...

  • 5 Beds
  • 4.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
910 Mcgregor Way, Maitland image
910 Mcgregor Way, Maitland $649,000

Truly a one-of-a-kind Dommerich home situated on a half an acre wrapping corner, this 4-bedroom, 3-bath home boasts nearly 2,900 SF. Welcome home! If you are looking for ...

  • 4 Beds
  • 3 Baths
  • Dommerich SubDv.
  • 32751 Zip Code
111 Talmeda Trail, Maitland image
111 Talmeda Trail, Maitland $599,900 ▼

Get in to see this fantastic family home that is centrally located in north Maitland. Easy access to major road systems but a great quiet neighborhood. This home has it a...

  • 4 Beds
  • 3 Baths
  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
70 Cypress Lane, Maitland image
70 Cypress Lane, Maitland $2,650,000

This exquisite home provides a $100 million dollar view. With just under 4,000 square feet of living space, this beautiful family home has 5-bedrooms and 4.5-baths. The g...

  • 5 Beds
  • 4.5 Baths
  • Acreage SubDv.
  • 32751 Zip Code
146 W Sybelia Ave, Maitland image
146 W Sybelia Ave, Maitland $425,000

Free-standing office building in the heart of downtown Maitland. Located just 2 buildings off of Maitland Avenue, and just north of the post office, this property is conv...

  • Greenwood Acres SubDv.
  • 32751 Zip Code
77 Eastwind Lane, Maitland image
77 Eastwind Lane, Maitland $1,595,000

Charming, canal-front FL ranch located on a quiet dead-end street and meticulously maintained by the current owner for 40 years. Rare opportunity on "Chain of Lakes" and ...

  • Lake Maitland Shores SubDv.
  • 32751 Zip Code
77 Eastwind Lane, Maitland image
77 Eastwind Lane, Maitland $1,595,000

Charming, canal-front Florida ranch located on a quiet dead-end street and meticulously maintained by the current owner for almost 40 years. Rare opportunity on "Chain of...

  • 3 Beds
  • 2.5 Baths
  • Lake Maitland Shores SubDv.
  • 32751 Zip Code
770 Dommerich Drive, Maitland image
770 Dommerich Drive, Maitland $1,180,000

Exquisite new listing in The Oaks of Maitland. Completely remodeled in 2019-2020 this 4 bedroom, 2.5 bath pool home features an expansive interior layout with over 3,600 ...

  • 4 Beds
  • 2.5 Baths
  • Oaks Maitland SubDv.
  • 32751 Zip Code
2333 Tuscarora Trail, Maitland image
2333 Tuscarora Trail, Maitland $439,900 ▼

This spacious bi-level in Dommerich Hills features over 2,100 square feet. The main level offers 3 bedrooms, including a master with an updated bathroom, a second guest b...

  • 4 Beds
  • 3 Baths
  • Dommerich Hills First Add SubDv.
  • 32751 Zip Code
901 Camelot Road, Maitland image
901 Camelot Road, Maitland $450,000 ▼

AVAILABLE JUST IN TIME FOR BACK TO SCHOOL!! The enviable, top-rated Dommerich Elementary and Maitland Middle schools are within a short walking distance!! This home is zo...

  • 4 Beds
  • 2.5 Baths
  • Windsor Park SubDv.
  • 32751 Zip Code
912 Druid Road, Maitland image
912 Druid Road, Maitland $775,000 ▼

PRICE REDUCED! Come live the Florida lifestyle in this lovely lake front home, with attached in law suite, on Lake Hope! After a long week of work, invite the neighbors ...

  • 6 Beds
  • 5 Baths
  • 32751 Zip Code
213 Flame Avenue, Maitland image
213 Flame Avenue, Maitland $699,000 ▼

THIS IS IT! Your own private resort conveniently located in the private Hidden Estates enclave. Perfect for entertaining all your friends and family, this spacious home o...

  • 5 Beds
  • 4.5 Baths
  • Hidden Estates Unit 2 SubDv.
  • 32751 Zip Code
600 S Lake Sybelia Drive, Maitland image
600 S Lake Sybelia Drive, Maitland $2,750,000

Come see this lovely 2 acre executive estate home located with over 250 feet of lake frontage on beautiful Lake Sybelia! If you are wanting to enjoy the Florida lakefron...

  • 7 Beds
  • 8.5 Baths
  • Lakeview Terrace Rep SubDv.
  • 32751 Zip Code
514 Lake Shore Drive, Maitland image
514 Lake Shore Drive, Maitland $628,999 ▼

Beautifully remodeled home on private Lake Faith. This home went through a complete renovation over the past 18 months and is now ready for your enjoyment. Attention to d...

  • 3 Beds
  • 2.5 Baths
  • Oakland Shores SubDv.
  • 32751 Zip Code
2300 Deloraine Trail, Maitland image
2300 Deloraine Trail, Maitland $399,000

Incredibly spacious corner lot for this tri-level Dommerich home, beautifully elevated, featuring 5 bedrooms, 2.5 baths and nearly 2,300 SF. This architecture style is a ...

  • 4 Beds
  • 2.5 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
1250 N Maitland Avenue, Maitland image
1250 N Maitland Avenue, Maitland $2,790,000

Former charter school available for sale or lease. The school needs extensive renovations and owner can perform them as part the lease. The property is about 8.62 acres s...

  • Woodbridge SubDv.
  • 32751 Zip Code
890 W Trotters Drive, Maitland image
890 W Trotters Drive, Maitland $3,795,000 ▼

THIS 2019 EXQUISITELY BUILT CUSTOM HOME IS PERFECTLY LOCATED ON LAKE MAITLAND THE LARGEST OF THE HISTORIC WINTER PARK CHAIN OF LAKES. SITUATED ON JUST OVER AN ACRE AND A...

  • 5 Beds
  • 5.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
1217 Thunder Trail, Maitland image
1217 Thunder Trail, Maitland $399,850 ▼

Maitland, Move in ready! New Roof 2020! Get ready to fall in love from the moment you open the door to find the oversized vaulted ceilings and gorgeous beams! Don’t worry...

  • 3 Beds
  • 2 Baths
  • Dommerich Woods Unit 1 SubDv.
  • 32751 Zip Code
1321 Audubon Road, Maitland image
1321 Audubon Road, Maitland $435,000 ▲

INCREDIBLE PROPERTY that's Ready to build! 85x129 vacant lot on a quiet street in the heart of Maitland! Located just a few blocks behind the Enzian Theater and all the s...

  • Lake Maitland Park SubDv.
  • 32751 Zip Code

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