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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

1203 Charming Street, Maitland image
1203 Charming Street, Maitland — Na $439,900

Luxurious Move-In Ready townhome located in the exclusive Gated Community the Enclave at Maitland. Just steps away from the Resort Style Pool, this meticulously maintaine...

  • 3 Beds
  • 2 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
1261 Blessing Street, Maitland image
1261 Blessing Street, Maitland — 1261 $385,000

Enjoy RESORT-STYLE LIVING located in the gated lakefront community of Montacino/Enclave at Maitland. This luxurious move-in ready 4 bedroom, 2.5bath mediterranean style t...

  • 4 Beds
  • 2 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
1417 Caring Court, Maitland image
1417 Caring Court, Maitland $649,000

Welcome home to this beautifully appointed and immaculate 4 bedroom, 3.5 bath executive home in the Enclave at Montacino. This is a rare opportunity to own one of only fe...

  • 4 Beds
  • 3 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
378 Hickory Drive, Maitland image
378 Hickory Drive, Maitland $384,900

Welcome Home to a completely updated home in the desirable Druid Hill neighborhood in Maitland! This entire house and property has been brought back to life. A partial li...

  • 3 Beds
  • 2 Baths
  • Druid Hills Park SubDv.
  • 32751 Zip Code
1942 Michael Tiago Circle, Maitland image
1942 Michael Tiago Circle, Maitland — 1942 $350,000

Move right in to this meticulously maintained Luxury Townhouse in the desirable, gated community of Maitland Village. This Mediterranean style home with it's barrel roof...

  • 3 Beds
  • 2 Baths
  • Maitland Village SubDv.
  • 32751 Zip Code
341 Sultana Lane, Maitland image
341 Sultana Lane, Maitland $425,000

Rare Listing w/pool in Druid Hills Park, This newly renovated home features brand new quartz countertops in the kitchen and master bath, real refinished hardwood floors t...

  • 3 Beds
  • 2 Baths
  • Druid Hills Park SubDv.
  • 32751 Zip Code
49 Minnehaha Circle, Maitland image
49 Minnehaha Circle, Maitland $536,000

This beautiful home in Maitland resides on a private and serene lot located in the neighborhood of Minnehaha Shores. This 3 bed and 2 bath home is excellent for families ...

  • 3 Beds
  • 2 Baths
  • Minnehaha Shores SubDv.
  • 32751 Zip Code
1936 Durrand Avenue, Maitland image
1936 Durrand Avenue, Maitland — 1936 $429,000

This is a 2706 S.F. large townhome with hardwood and tile floors, Granite counter tops upgraded cabinets, screened in porch and more. The community is gated and has a cl...

  • 3 Beds
  • 2 Baths
  • Maitland Village SubDv.
  • 32751 Zip Code
2708 Derbyshire Road, Maitland image
2708 Derbyshire Road, Maitland $389,900

LOCATION, LOCATION, LOCATION!!! VERY DESIRABLE COMMUNITY OF FOREST BROOK!! GREAT MAITLAND ADDRESS IN SEMINOLE COUNTY! Best buy in Forest Brook! Move right in. Really must...

  • 3 Beds
  • 2 Baths
  • Forest Brook 5th Sec SubDv.
  • 32751 Zip Code
Maitland image
Maitland $589,000

Step inside of this gorgeous home nestled in an exclusive area of Maitland. Open concept in main areas, which is perfect for entertaining or a large family needing commun...

  • 5 Beds
  • 3 Baths
  • 32751 Zip Code
1100 S Orlando Avenue Unit 878, Maitland image
1100 S Orlando Avenue Unit 878, Maitland — West Cove $995,000

Wake to a 180-degree sunrise view illuminating Lake Maitland. Having combined two units into one, the present owner created a sanctuary offering 2,366 square feet configu...

  • 3 Beds
  • 3 Baths
  • West Cove SubDv.
  • 32751 Zip Code
539 Lake Avenue, Maitland image
539 Lake Avenue, Maitland $375,000

Move in and make this house your home. Located on .79 acre in the heart of historic Maitland, the large split dual master bedrooms offer excellent privacy and an ideal si...

  • 2 Beds
  • 2 Baths
  • Fries Park House Prop SubDv.
  • 32751 Zip Code
2590 Modac Trail, Maitland image
2590 Modac Trail, Maitland $659,000 ▼

"Just reduced" Photos don't do this justice, you must see this Stunning 3/3 corner lot pool home in desirable Dommerich CUSTOM CUSTOM is what you will think as you walk ...

  • 3 Beds
  • 3 Baths
  • Dommerich Hills 6th Add SubDv.
  • 32751 Zip Code
2502 Chanute Trail, Maitland image
2502 Chanute Trail, Maitland $495,000

Welcome home!!! As your walking up this charming Maitland Home located on an OVERSIZED CORNER LOT, you will be greeted by lush greenery and captivating Oak trees. Origina...

  • 4 Beds
  • 2 Baths
  • Dommerich Hills 3rd Add SubDv.
  • 32751 Zip Code
801 S Lake Destiny Road, Maitland image
801 S Lake Destiny Road, Maitland $699,000

This is a 2.08 residential property consisting of two parcels conveniently located near I-4 Interstate Highway. Due to the mixed-use zoning in the area, this property has...

  • 3 Beds
  • 2 Baths
  • N/A SubDv.
  • 32751 Zip Code
1188 Charming Street, Maitland image
1188 Charming Street, Maitland — 1188 $545,000

Welcome to this meticulously maintained home nestled away in the private community of Enclave/Montacino. As you approach this gorgeous home, you will be greeted with stun...

  • 4 Beds
  • 3 Baths
  • Enclave/Maitland A-F SubDv.
  • 32751 Zip Code
123 Tangelo Court, Maitland image
123 Tangelo Court, Maitland $949,900

Hollieanna Shores Mediterranean home with lake access to the Winter Park Chain of Lakes. This spacious floor plan offers 3,048 square feet of living space with four bedro...

  • 4 Beds
  • 3 Baths
  • Hollieanna Shores SubDv.
  • 32751 Zip Code
641 Lake Catherine Drive, Maitland image
641 Lake Catherine Drive, Maitland $2,450,000

Breathtaking waterfront home in Maitland, FL. Originally from 1968, but completely rebuilt from the ground up in 2018-2019! This magnificent house is a true custom built ...

  • 5 Beds
  • 5 Baths
  • Sheridan Place SubDv.
  • 32751 Zip Code
445 Piney Croft Lane, Maitland image
445 Piney Croft Lane, Maitland $775,000

A highly desired Maitland Community tucked in amongst The Winter Park Chain of Lakes. 5 Bedrooms, 4 Baths, plus office/Bonus/Game room. Surrounded by mature trees, plants...

  • 5 Beds
  • 4 Baths
  • Fries Surv SubDv.
  • 32751 Zip Code
935 Versailles Cir, Maitland image
935 Versailles Cir, Maitland $619,999 ▼

Your new home awaits you in the sought-after Versailles community. With 3 bedrooms 2 remodeled bathrooms and 2,002 square feet including an additional 272 square feet of ...

  • 3 Beds
  • 2 Baths
  • Versailles SubDv.
  • 32751 Zip Code
2339 Huron Trail, Maitland image
2339 Huron Trail, Maitland $569,000

You will love this charming light and bright Dommerich home in the heart of Maitland. Upon entering, you are greeted into a beautiful, well-cared-for place that is 2,144 ...

  • 3 Beds
  • 2 Baths
  • Dommerich Hills Second Add SubDv.
  • 32751 Zip Code
908 Versailles Circle, Maitland image
908 Versailles Circle, Maitland $599,000 ▼

This meticulous pool home in one of winter park chain of lakes neighborhoods. This 4 bed, 2 bath home offers a very private split plan with master bedroom across 3 bedro...

  • 4 Beds
  • 2 Baths
  • Versailles SubDv.
  • 32751 Zip Code
505 Lake Shore Drive, Maitland image
505 Lake Shore Drive, Maitland $425,000

Welcome to OAKLAND SHORES. This mid century Florida ranch style home has remarkable character and space. Three spacious bedrooms, two bath, living room, study, and the la...

  • 3 Beds
  • 2 Baths
  • Oakland Shores SubDv.
  • 32751 Zip Code
113 Gem Lake Drive, Maitland image
113 Gem Lake Drive, Maitland $575,000

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
2490 Lauder Drive, Maitland image
2490 Lauder Drive, Maitland $449,000

Beautiful Maitland home on an oversized lot tucked away on a quiet street in Dommerich. With nearly 2,000 square feet, this three-bedroom, two-bath home has formal living...

  • 3 Beds
  • 2 Baths
  • Highland Park Ests 1st Add SubDv.
  • 32751 Zip Code

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