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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

450 Stonewood Lane, Maitland image
450 Stonewood Lane, Maitland $395,000

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 fr...

  • 4 Beds
  • 2 Baths
  • Stonewood SubDv.
  • 32751 Zip Code
310 E Trotters Drive, Maitland image
310 E Trotters Drive, Maitland $539,000

Beautiful Maitland home in the established neighborhood of Delroy Park, a quiet area anchored by Lake Maitland and little Lake Nina, a part of Winter Park Chain of Lakes....

  • 5 Beds
  • 3 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
101 Oakleigh Lane, Maitland image
101 Oakleigh Lane, Maitland $1,349,900

Come tour this absolutely gorgeous, brand-new contemporary pool home constructed by renown local luxury home-builder, Clarkson Concepts. YES! It does have an oversized 3 ...

  • 4 Beds
  • 4.5 Baths
  • Under Oaks SubDv.
  • 32751 Zip Code
801 Woods Court, Maitland image
801 Woods Court, Maitland $389,900

Move-in-Ready DOMMERICH ESTATES home on quiet cul-de-sac with huge, fenced yard, LAKE ACCESS to Winter Park Chain of Lakes and TOP RATED SCHOOLS. You’ll love the gorgeous...

  • 3 Beds
  • 2.5 Baths
  • Dommerich Woods SubDv.
  • 32751 Zip Code
2300 Huron Trail, Maitland image
2300 Huron Trail, Maitland $444,900 ▼

Reduced! Lovely, hard-to-find large 4 bedroom pool home in desirable Dommerich with Maitland/Winter Park A schools, close to everything, in great shape! The large kitchen...

  • 4 Beds
  • 2.5 Baths
  • Dommerich Hills First Add SubDv.
  • 32751 Zip Code
1301 Azalea Lane, Maitland image
1301 Azalea Lane, Maitland $1,775,000

This beautiful .78 acre lot situated on a private, low-traffic street on the Winter Park Chain of Lakes provides an opportunity to build a new home or renovate the existi...

  • Lake Maitland Park SubDv.
  • 32751 Zip Code
1301 Azalea Lane, Maitland image
1301 Azalea Lane, Maitland $1,775,000

This beautiful .78 acre lot situated on a private, low-traffic street on the Winter Park Chain of Lakes provides an opportunity to build a new home or renovate the existi...

  • 4 Beds
  • 3 Baths
  • Lake Maitland Park SubDv.
  • 32751 Zip Code
2051 Geronimo Trail, Maitland image
2051 Geronimo Trail, Maitland $359,900 ▼

Beautiful home located in sought-after neighborhood of Dommerich! This lovely 3 bedroom 2 bath home features Hardwood floors, Plantation shutters, New windows, Updated pl...

  • 3 Beds
  • 2 Baths
  • Highland Park Estates SubDv.
  • 32751 Zip Code
2440 Mcintosh Way, Maitland image
2440 Mcintosh Way, Maitland $624,900 ▼

Maitland home on a wonderfully quiet street in Dommerich, 2,870 sf and beautifully renovated home with exquisite details. 4-bed, 3-bath with open kitchen to dining & livi...

  • 4 Beds
  • 3 Baths
  • Dommerich SubDv.
  • 32751 Zip Code
2325 Huron Trail, Maitland image
2325 Huron Trail, Maitland $390,000

With quiet tree lined streets, we welcome you to this Clayton Custom Home filled with many built-in features such as a wood burning fireplace and large formal dining room...

  • 3 Beds
  • 2 Baths
  • Dommerich Hills First Add SubDv.
  • 32751 Zip Code
805 Nicoma Trail, Maitland image
805 Nicoma Trail, Maitland $795,000

A Maitland home like no other in Dommerich on .37 acres, a lot and 1/2, and sidewalk to the schools - a truly perfect location. 5-bed split plan plus in-law suite, that c...

  • 5 Beds
  • 4.5 Baths
  • Dommerich Hills SubDv.
  • 32751 Zip Code
209 Wood Lake Drive, Maitland image
209 Wood Lake Drive, Maitland $479,000 ▼

One or more photo(s) has been virtually staged. LAKE FRONT 4 bedroom, 2 bath home with character in the unique, established Maitland community of Bretton Woods!! This ho...

  • 4 Beds
  • 2 Baths
  • Bretton Woods SubDv.
  • 32751 Zip Code
1303 Druid Road, Maitland image
1303 Druid Road, Maitland $435,000

Mid-century Atomic Ranch home in Druid Hills. This home maintains its original character with re-finished terrazzo floors; stone 3-way fireplace; true-to-period kitchen d...

  • 3 Beds
  • 2.5 Baths
  • Druid Hills SubDv.
  • 32751 Zip Code
515 W Faith Terrace, Maitland image
515 W Faith Terrace, Maitland $384,900 ▼

Pleasant Ranch Style Home located in the beautiful Oakland Shores Neighborhood of Maitland. This 3 bed, 2 bath home boasts an expansive Living Room offering access to eve...

  • 3 Beds
  • 2 Baths
  • Oakland Shores SubDv.
  • 32751 Zip Code
2521 Deloraine Trl, Maitland image
2521 Deloraine Trl, Maitland $614,900 ▼

Gorgeous brick front home located in sought after Dommerich! Nestled on an oversized .35 acre lot, this 4 Bedroom 3 ½ Bath has it all! Step inside of this gorgeous home a...

  • 4 Beds
  • 3.5 Baths
  • Highland Park Estates First Add SubDv.
  • 32751 Zip Code
1874 Bristol Court, Maitland image
1874 Bristol Court, Maitland $525,000

Call now... Just updated this June 2019. This stunning home boasts fresh interior paint plus NEW flooring throughout the home (2019), NEW roof (2019), NEW AC on 2nd floo...

  • 4 Beds
  • 2.5 Baths
  • Wellington SubDv.
  • 32751 Zip Code
1121 Willa Vista Trail, Maitland image
1121 Willa Vista Trail, Maitland $529,000 ▼

Welcome Home to this Immaculate 4 bedroom/4 bath, Plus Office Pool Home Situated on a Beautiful Oversized Corner Lot! Located in Sought After Maitland Woods with just a ...

  • 4 Beds
  • 4 Baths
  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
2487 Fieldingwood Road, Maitland image
2487 Fieldingwood Road, Maitland $375,000

REDUCED DRASTICALLY!! This home is truly a diamond in the ruff nestled in the sought after area of Maitland. It has NO HOA and is COMPLETELY RENOVATED to reflect the lux...

  • 4 Beds
  • 2 Baths
  • English Woods SubDv.
  • 32751 Zip Code
755 Woodside Road, Maitland image
755 Woodside Road, Maitland $350,000 ▼

This 3 bedroom, 2.1 bathroom pool home is among the largest homes in the desirable Forest Brook community. The garage is converted into an office with attached covered du...

  • 3 Beds
  • 2.5 Baths
  • Forest Brook 5th Sec SubDv.
  • 32751 Zip Code
620 Bentley Lane, Maitland image
620 Bentley Lane, Maitland $1,995,000

A rare gem in a private setting on the famed WINTER PARK CHAIN OF LAKES awaits your move! Situated on a no-outlet lane, this beautiful LAKEFRONT ESTATE boasts unexpected ...

  • 5 Beds
  • 4.5 Baths
  • Maitland Forest (Signage) SubDv.
  • 32751 Zip Code
900 Old Horatio Avenue, Maitland image
900 Old Horatio Avenue, Maitland $699,000 ▼

Fantastic home seeks a new owner who has an appreciation for unique architecture, open floor plans, upgrades and loves entertaining. Step through the double entry doors t...

  • 4 Beds
  • 2.5 Baths
  • Delroy Park SubDv.
  • 32751 Zip Code
1630 King Arthur Circle, Maitland image
1630 King Arthur Circle, Maitland $699,500

WELCOME TO KINGS ROW - One of Maitland’s most sought after neighborhoods. This spacious four bedroom, three full bath pool home is situated on an oversized lot. The large...

  • 4 Beds
  • 3 Baths
  • Kings Row SubDv.
  • 32751 Zip Code
1705 E Horatio Avenue, Maitland image
1705 E Horatio Avenue, Maitland $399,900 ▼

DRASTIC PRICE REDUCTION...... Welcome to Dommerich Estates, located in Maitland's Historic District! Imagine yourself in this beautiful 3 bedroom 2 bath home that include...

  • 4 Beds
  • 3 Baths
  • Dommerich Estates 1st Add SubDv.
  • 32751 Zip Code
1160 Willa Vista Trail, Maitland image
1160 Willa Vista Trail, Maitland $449,000

Beautiful 4 bedroom 2 bath pool home in popular Maitland Woods. Split plan, hardwood floors, large newly refinished pool, new windows, plantation shutter, french doors, b...

  • 4 Beds
  • 2 Baths
  • Maitland Woods First Add SubDv.
  • 32751 Zip Code
206 Quayside Circle Unit PH, Maitland image
206 Quayside Circle Unit PH, Maitland — Moorings 206 $379,000 ▼

The Moorings on Lake Maitland! Unique opportunity to own the wonderful PENTHOUSE condo. Elevator in the building makes this condo an easy top floor access! Spacious great...

  • 2 Beds
  • 2 Baths
  • Moorings On Lake Maitland Condo Bldg 03 SubDv.
  • 32751 Zip Code

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