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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

471 Dommerich Drive, Maitland image
471 Dommerich Drive, Maitland $1,900,000

Enjoy spectacular sunsets from this gorgeous home on the Winter Park/Maitland Chain of Lakes! This custom built home has it all - 5 bedrooms (master and 2 bedrooms downs...

  • 5 Beds
  • 4.5 Baths
  • Dommerich Estates SubDv.
  • 32751 Zip Code
111 Stone Hill Drive, Maitland image
111 Stone Hill Drive, Maitland $549,000

Seldom do you find an original 25-year-old home still in impeccable condition like this one! Pride of ownership shows in every room and you know the home was well cared f...

  • 5 Beds
  • 4.5 Baths
  • Stonehill SubDv.
  • 32751 Zip Code
2131 Dyan Way, Maitland image
2131 Dyan Way, Maitland $995,000

Custom newer construction modern farmhouse style home built by Keith Groninger in 2014 is in the heart of Dommerich, 2 blocks from the school, in a serene cul-de-sac. Thi...

  • 4 Beds
  • 3.5 Baths
  • Dommerich Brook SubDv.
  • 32751 Zip Code
123 Atlantic Drive, Maitland image
123 Atlantic Drive, Maitland $1,650,000

Unique opportunity to purchase the 12,800 sf +/- office warehouse in Maitland, FL with 3 existing tenants in place, in addition to the owner’s current space. The property...

  • Seminole Indust Park SubDv.
  • 32751 Zip Code
2159 Chippewa Trail, Maitland image
2159 Chippewa Trail, Maitland $367,500

Highly desirable Dommerich home, walking distance to schools and Athletic Fields. Large Great Room with Brick Fireplace. Separate Dining Room with Brick Accent and Fren...

  • 4 Beds
  • 2 Baths
  • Dommerich Hills SubDv.
  • 32751 Zip Code
2030 Geronimo Trail, Maitland image
2030 Geronimo Trail, Maitland $369,000

Beautiful 3 Bedroom /2 Bath home located in sought-after neighborhood of Dommerich! This lovely home has a lot to offer with a bright kitchen with light cabinets and brea...

  • 3 Beds
  • 2 Baths
  • Highland Park Estates SubDv.
  • 32751 Zip Code
721 Sequoia Trail, Maitland image
721 Sequoia Trail, Maitland $598,900

Beautiful Maitland home situated in desirable Dommerich Estates. One Block from Lake Minnehaha with a creek running through the back yard. Serene pond view. Extremely ...

  • 3 Beds
  • 3 Baths
  • Dommerich Woods SubDv.
  • 32751 Zip Code
972 Stonewood Lane, Maitland image
972 Stonewood Lane, Maitland $439,900

You will notice immediately the stunning curb appeal of this remodeled home nestled in the welcoming community of Stonewood on an oversized fenced lot with huge oak trees...

  • 4 Beds
  • 2.5 Baths
  • Stonewood First Add SubDv.
  • 32751 Zip Code
231 Flame Avenue, Maitland image
231 Flame Avenue, Maitland $489,750

Remodeled pool home located in the established community of Hidden Estates of Maitland. Nice curb appeal on this immaculate home that includes 5 bedrooms, 3 full baths, f...

  • 5 Beds
  • 3 Baths
  • Hidden Estates Unit 3 SubDv.
  • 32751 Zip Code
2070 Geronimo Trail, Maitland image
2070 Geronimo Trail, Maitland $415,000

Highly desirable 4 bedroom, pool home in Dommerich. Front living and dining rooms. Family room with wood-burning fireplace is off the kitchen. Screened patio. Large 0.22 ...

  • 4 Beds
  • 3 Baths
  • Highland Park Estates SubDv.
  • 32751 Zip Code
430 Ventris Lane, Maitland image
430 Ventris Lane, Maitland $950,000

A wonderful opportunity to build your dream home on the Beautiful Winter Park Chain of Lakes! Nestled on a quiet street in the “Heart of Maitland”, this oversized lot has...

  • 32751 Zip Code
900 Old Horatio Avenue, Maitland image
900 Old Horatio Avenue, Maitland $645,000

Beautiful Mid-Century home with unique architecture and open floor plan. This 4 bedroom, 2.5 bathroom renovated home sits on almost half an acre overlooking The Covered B...

  • 4 Beds
  • 2.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
2521 Deloraine Trail, Maitland image
2521 Deloraine Trail, Maitland $599,000

*Virtual staging photos have been used* Incredibly spacious, updated Dommerich home with freshly painted interior situated on large .35 acre lot and boasting over 3200 sq...

  • 4 Beds
  • 3.5 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
161 Talmeda Trail, Maitland image
161 Talmeda Trail, Maitland $499,000 ▼

This beautiful 5 bedroom, 3.5 bath home, with separate in-law or guest suite, sits on a large corner lot in the highly coveted neighborhood of Maitland Woods. New roof Oc...

  • 5 Beds
  • 3.5 Baths
  • Maitland Woods Second Add SubDv.
  • 32751 Zip Code
561 E Horatio Avenue, Maitland image
561 E Horatio Avenue, Maitland $849,000

A unique opportunity to own two buildings on .4 acres near one of the most recognizable intersections in Maitland! This large parcel also has plenty of parking in the ba...

  • Packwood Sub SubDv.
  • 32751 Zip Code
206 Quayside Circle Unit 103, Maitland image
206 Quayside Circle Unit 103, Maitland — Quayside $424,900

Want The View? This unique ground floor unit gives you the million dollar view of Lk. Maitland.There are no other condo views, no elevator to wait on, no steps, & you wal...

  • 2 Beds
  • 2 Baths
  • Moorings On Lake Maitland Condo Bldg 03 SubDv.
  • 32751 Zip Code
1141 Covewood Trail, Maitland image
1141 Covewood Trail, Maitland $539,900

Fabulous home tucked away deep in the established neighborhood of Maitland Woods on a tree-lined street close to Maitland amenities and easy access to major roads. This 5...

  • 5 Beds
  • 3.5 Baths
  • Maitland Woods Second Add SubDv.
  • 32751 Zip Code
959 Brightwater Circle, Maitland image
959 Brightwater Circle, Maitland $725,000

Fantastic pool home in guard gated Maitland Club. With over 4,200 sq/ft of living area this home is ideal for a family. This spacious 5 bedroom, 4.5 bath home had in late...

  • 5 Beds
  • 4.5 Baths
  • Maitland Club SubDv.
  • 32751 Zip Code
501 E Trotters Drive, Maitland image
501 E Trotters Drive, Maitland $590,000

Look at this 3/2 with over 2400 sq.ft. living area that offers large bedroom sizes, open living and family room which features a wood burning fireplace and a beautiful vi...

  • 3 Beds
  • 2.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
1985 Hunterfield Road, Maitland image
1985 Hunterfield Road, Maitland $357,000

UPDATED and spacious home CENTRALLY LOCATED in DESIRABLE MAITLAND! Set on a quiet street, with a huge, PRIVATE, FENCED YARD, a big SALT WATER POOL, improvements and upgra...

  • 4 Beds
  • 2 Baths
  • English Estates Unit 4 SubDv.
  • 32751 Zip Code
1460 Lyndale Boulevard, Maitland image
1460 Lyndale Boulevard, Maitland $535,000 ▼

Welcome home! This spacious home is located in a prime location right on the border of Maitland and Winter Park. It is zoned for the top schools in the area, including Do...

  • 4 Beds
  • 2.5 Baths
  • Maitland Park South SubDv.
  • 32751 Zip Code
1016 Druid Road, Maitland image
1016 Druid Road, Maitland $625,000

A premier lakefront property, on Lake Hope in Druid Hills, is tucked away on a secluded road providing privacy and a lifestyle that is unparalleled. 2 large canopy Oaks f...

  • 3 Beds
  • 2.5 Baths
  • Druid Hills Estates SubDv.
  • 32751 Zip Code
450 Stonewood Ln, Maitland image
450 Stonewood Ln, Maitland $385,000 ▼

Location, location, location! Look no further you are home! This beautiful 4 bedroom 2 bath home is centrally located in the Stonewood subdivision of Maitland. Family fri...

  • 4 Beds
  • 2 Baths
  • Stonewood SubDv.
  • 32751 Zip Code
2661 Queen Mary Place, Maitland image
2661 Queen Mary Place, Maitland $429,000 ▼

Owner say sell it! Huge price reduction on this already well priced property! Peace and serenity in this security gate, friendly walk-able neighborhood. MOVE IN READY, ...

  • 4 Beds
  • 2.5 Baths
  • Brittany Gardens SubDv.
  • 32751 Zip Code
31 Maitland Groves Road, Maitland image
31 Maitland Groves Road, Maitland $595,000

Welcome home to one of Maitland's most desirable neighborhoods. Once entering the large foyer you will immediately feel the openness of this pristine home. The beautiful ...

  • 4 Beds
  • 3.5 Baths
  • Maitland Grove SubDv.
  • 32751 Zip Code

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