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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

1024 Kewannee Trail, Maitland image
1024 Kewannee Trail, Maitland $539,900

Welcome home! As you are walking up this charming two-story Maitland Home located in the A-rated school district of Dommerich, you will be greeted by lush greenery and a ...

  • 4 Beds
  • 2.5 Baths
  • Dommerich Hills 3rd Add SubDv.
  • 32751 Zip Code
1460 Winston Road, Maitland image
1460 Winston Road, Maitland $389,000

Immaculate home ready for a new family!!! Lots of love in this 3 bedroom, 2 bath ranch-style home. Backs up to CONSERVATION so outdoor entertaining is a pleasure! Scree...

  • 3 Beds
  • 2 Baths
  • English Estates Unit 3 SubDv.
  • 32751 Zip Code
1411 E Horatio Avenue, Maitland image
1411 E Horatio Avenue, Maitland $419,900

Set your appointment today! Come visit this beautiful residence located in the highly sought-after Minnehaha Shores subdivision. You will not be disappointed as this ho...

  • 3 Beds
  • 2 Baths
  • Minnehaha Shores SubDv.
  • 32751 Zip Code
2646 Ultra Vista Drive, Maitland image
2646 Ultra Vista Drive, Maitland $679,900

Introducing 2646 Ultra Vista Drive a Waterfront Single Family Home located on the shoreline of Howell Creek in Maitland. Featuring 3 Bedrooms plus an Office / Den / Flex...

  • 3 Beds
  • 2.5 Baths
  • Brittany Gardens SubDv.
  • 32751 Zip Code
1426 Caring Court, Maitland image
1426 Caring Court, Maitland $629,000

ENCLAVE AT MAITLAND LAKEVIEW Mediterranean. PREMIER LOCATION! This stunning home with 2315 SF features three bedrooms and a dedicated OFFICE, two full bathrooms and two 1...

  • 3 Beds
  • 2.5 Baths
  • Enclave At Maitland SubDv.
  • 32751 Zip Code
1352 W Lake Colony Drive, Maitland image
1352 W Lake Colony Drive, Maitland $995,000

In a sought after luxury gated community Lake Colony Estates of Maitland, a beautiful custom home with over 4,300 square feet of luxurious living area. Split plan with th...

  • 4 Beds
  • 4 Baths
  • Lake Colony Ph 01 Rep SubDv.
  • 32751 Zip Code
1632 Bobtail Drive, Maitland image
1632 Bobtail Drive, Maitland $369,900

This is a 4 bedroom/2 bathroom home in a highly desirable location! It's turnkey and ready for new owner's to make it their own. The layout is open, with split bedrooms, ...

  • 4 Beds
  • 2 Baths
  • Winfield SubDv.
  • 32751 Zip Code
2319 Hunterfield Road, Maitland image
2319 Hunterfield Road, Maitland $446,000

One or more photo(s) has been virtually staged. This Maitland one-story home offers an in-ground pool, granite countertops, and a two-car garage. This home has been virtu...

  • 3 Beds
  • 2 Baths
  • English Estates Unit 2 SubDv.
  • 32751 Zip Code
2464 Fieldingwood Road, Maitland image
2464 Fieldingwood Road, Maitland $525,000 ▼

Welcome to 2464 Fieldingwood Rd, with its prime location and large footprint, there will be plenty of space for you to enjoy! As you enter the home you will love the brig...

  • 4 Beds
  • 2 Baths
  • English Woods SubDv.
  • 32751 Zip Code
750 S Lake Sybelia Drive, Maitland image
750 S Lake Sybelia Drive, Maitland $1,025,000

Ho, ho, ho! Merry Christmas! This listing is a gift to the family that has always wanted a home on beautiful Lake Sybelia. Our 3200 SF, 4-bedroom, 3-bathroom offering sta...

  • 4 Beds
  • 3 Baths
  • Lakeview Terrace Rep SubDv.
  • 32751 Zip Code
790 Brightwater Circle, Maitland image
790 Brightwater Circle, Maitland $849,000

Ready for move in! This well-appointed Florida pool home located in the exclusive and beautiful gated community of Maitland Club in the city of Maitland. The property has...

  • 4 Beds
  • 3 Baths
  • Maitland Club Rep SubDv.
  • 32751 Zip Code
1271 Winston Road, Maitland image
1271 Winston Road, Maitland $479,000 ▼

One or more photo(s) has been virtually staged. This Maitland one-story home offers an in-ground pool, and a two-car garage.

  • 3 Beds
  • 2 Baths
  • English Estates Unit 2 SubDv.
  • 32751 Zip Code
350 Sandspur Road, Maitland image
350 Sandspur Road, Maitland $899,900

Pre-Construction. To be built. New build opportunity in Maitland featuring a contemporary 1-story home to be constructed by award winning builder, Clarkson Concepts. Exp...

  • 4 Beds
  • 3.5 Baths
  • Poors 2nd Add SubDv.
  • 32751 Zip Code
680 Old Horatio Avenue, Maitland image
680 Old Horatio Avenue, Maitland $995,000 ▼

CANAL FRONT in WINTER PARK CHAIN of LAKES on BUILDABLE LEVEL LOT ! 85 ft. of canal with concrete sea wall, boat house & dry land 85 x 151, Total lot is 85 x 203. Single s...

  • Long Branch Sub SubDv.
  • 32751 Zip Code
670 Old Horatio Avenue, Maitland image
670 Old Horatio Avenue, Maitland $849,000 ▼

CANAL FRONT in WINTER PARK CHAIN of LAKES on BUILDABLE LEVEL LOT ! 85 ft. of canal with sea wall, boat slip, deck & dry land 85 x 149, Total lot is 85 x 203. Waterfront ...

  • Long Branch Sub SubDv.
  • 32751 Zip Code
107 Kyle Drive, Maitland image
107 Kyle Drive, Maitland $749,000

Welcome to the stunning 4 bedroom 2 full bathroom home located in the highly sought after Minnehaha Shores community! This home us sure to WOW anyone who enters. Fully re...

  • 4 Beds
  • 2 Baths
  • Minnehaha Shores SubDv.
  • 32751 Zip Code
831 Collie Lane, Maitland image
831 Collie Lane, Maitland $549,000 ▼

2396 Square Feet, 4 Bedroom, 3 bath home in desirable Dommerich neighborhood. Permits shows new roof in 2014 and new HVAC in 2016. Two car garage with utility area.

  • 4 Beds
  • 3 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
680 Old Horatio Avenue, Maitland image
680 Old Horatio Avenue, Maitland $995,000 ▼

CANAL FRONT in WINTER PARK CHAIN of LAKES on BUILDABLE LEVEL LOT ! 85 ft. of canal with concrete sea wall, boat house & dry land 85 x 151, Total lot is 85 x 203. Single ...

  • 3 Beds
  • 3 Baths
  • Long Branch Sub SubDv.
  • 32751 Zip Code
670 Old Horatio Avenue, Maitland image
670 Old Horatio Avenue, Maitland $849,000 ▼

CANAL FRONT in WINTER PARK CHAIN of LAKES on BUILDABLE LEVEL LOT ! 85 ft. of canal with sea wall, boat slip, deck & dry land 85 x 149, Total lot is 85 x 203. Waterfront ...

  • 3 Beds
  • 1 Baths
  • Long Branch Sub SubDv.
  • 32751 Zip Code
641 Lake Avenue, Maitland image
641 Lake Avenue, Maitland $585,000 ▼

Welcome Home!! Beautifully renovated lakefront Maitland home in desirable Lake Eulalia Heights community! The interior is open, light, and bright with elegantly placed wi...

  • 3 Beds
  • 3 Baths
  • Lake Eulalia Heights SubDv.
  • 32751 Zip Code
160 Softwind Trail, Maitland image
160 Softwind Trail, Maitland $436,000 ▼

One or more photo(s) has been virtually staged. This Maitland one-story cul-de-sac home offers an in-ground pool, a patio, and a two-car garage.

  • 4 Beds
  • 2 Baths
  • Windgrove SubDv.
  • 32751 Zip Code
656 Bentley Lane, Maitland image
656 Bentley Lane, Maitland $2,500,000

Incredible opportunity on sought after Lake Minnehaha of the Winter Park Chain of Lakes. This homesite boasts over 140’ of lake frontage and includes an additional parcel...

  • Maitland Forest SubDv.
  • 32751 Zip Code
430 Lake Howell Road, Maitland image
430 Lake Howell Road, Maitland $739,900 ▼

Professional Office recently renovated, 5 Spacious Exam Rooms. 1 Office. 2 Bathrooms and Reception Area. Property converts from an office to an active Air B&B on weekends...

  • Lake Howell Commerce Center SubDv.
  • 32751 Zip Code
113 Gem Lake Drive, Maitland image
113 Gem Lake Drive, Maitland $525,000 ▼

1939 home was moved from PARK AVE many years ago. NOW IN MAITLAND bordering WINTER PARK. INCLUDES 1/16 ownership of LAKE LOT. A Must remodel piece of HISTORY with 82 YEA...

  • 3 Beds
  • 2 Baths
  • Park Lake Shores SubDv.
  • 32751 Zip Code

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