Maitland Homes For Sale

Captivating and timeless, this luxurious gated Winter Park Chain of Lakes estate sits on over 2 acres, with panoramic Lake Maitland views and a sense of privacy and seclu...

Boasting modern Hacienda-style architecture and 280 feet of lakefront on Lake Maitland, this gorgeous 3.24 acre gated residence offers nearly 14,000 total square feet. An...

Exquisite lakefront property on Lake Maitland & "chain of 6 lakes" nestled on a very secluded street. This spacious transitional home offers a terrific wide open floor pl...

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 ...

Contemporary meets coastal in this stunning home, perfect for entertaining and enjoying lakefront living with porches upstairs and down, and beautiful outdoor spaces fron...

Experience breath-taking views from the moment you open the front door! The open floor plan has stunning lake views from the downstairs main living areas, master suite, 5...

Amazing opportunity! 8,000 sq.ft Custom lakefront home on pristine Lake Seminary, some repair needed. Two Master Suites, 6 bedrooms/ 7 bathrooms, & nanny/in-law suite wit...

Looking for a serene lakefront lifestyle...Then welcome home. From the moment you arrive, you will immediately feel the sense of space on the oversized lot with ample par...

Magnificent 6BR 6BA home boasts over 4,400 heated square feet and a total of 6,000+ square feet under roof. Lot features large oak trees, large fenced back yard, and unb...

Live just five minutes from Park Ave in this stunning custom-built Italian Villa located in Maitland on a desirable corner lot bursting with curb appeal. An entertainers ...

Beautifully appointed 5 bed, 4.5 bath pool home, located in the heart of Maitland. This oasis is nestled on a quiet street surrounded by stately oaks while near all the h...

RARE FIND IN DESIRABLE WELLINGTON NEIGHBORHOOD. BEAUTIFUL CUSTOM HOME ON PRIVATE SPRING FED SKI LAKE, 1 MILE NORTH OF WINTER PARK CHAIN. OPEN SPLIT PLAN, DOCK, POOL, SPA....

Under Construction. New construction – Beautiful Townhouse in Maitland FL / Winter Park / Park Avenue. This custom-built energy efficient luxury townhouse features a comf...

Beautiful pool home in luxury guard gated Maitland Club. This spacious 5 bedroom, 4.5 bath, over 4200 sq ft home has undergone remodeling to include new flooring througho...

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...

A premier lakefront property, on Lake Hope in Druid Hills, is tucked away on a secluded road with unparalleled privacy and a lake lifestyle that is highly desirable and a...

Lovely 5 bedroom, 3.1 bath pool home in Dommerich Hills! This home features a large open kitchen with cabinets galore, stainless steel appliances, and built in desk area....

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...

Great location! Beautiful 4 bedroom, 3 bath end unit townhome. Located in the award winning, gated community of The Enclave at Maitland. The floor plan offers three bedro...

Welcome to the heart of the Dommerich Community located in Maitland, FL! This 5 bedroom 3 bathroom, ranch-style layout features over 3300 sq/ft of living space and is rea...

NEW ROOF IN 2019! This gorgeous Maitland home located in a lake front community will immediately catch your eye, from the beautiful landscaping to the brick front. From t...

This home has all the hard-to-find features desired in Maitland - fully remodeled, zoned for Dommerich Elementary, and a well-planned open layout with ample storage. Thro...

Welcome home to this charming remodeled 4-bedroom 2-bath pool home located in sought after Dommerich Estates. With tremendous curb appeal and short walk to top rated Dom...

PRICE IMPROVEMENT!! Come see this Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick driveway and new stacked s...

Maitland home on a wonderfully quiet street in Dommerich! This spacious 4/2, 2,390 sf home is full of beauty, warmth and value! 4-bed, 2-bath with open kitchen to dining ...

Corporate owned and ready for a buyer! Remodeled pool home located in the established community of Hidden Estates of Maitland. Nice curb appeal on this immaculate home th...

Great location in Stonewood neighborhood of Maitland. This gorgeous 2 story home sits on an oversized fenced lot with screened in-ground pool and spa. You'll fall in love...

Short Sale. This short sale has been approved. This short sale is listed at the lender approved price. Do not miss this investment opportunity. This listing can close qui...

Gorgeous Dommerich Estates home with lake access to the Winter Park chain of lakes!This immaculate 2110 SF home features a large updated kitchen with Wood cabinets, new a...

Welcome home to Dommerich, one of the most desirable neighborhoods in Maitland just a short distance to the schools and Maitland Community Park. This 4-bedroom 2-bath hom...

1900 square feet house on a lovely quite street in Dommerich with a oversized gorgeous included screen in pool. New roof with new cylinder skylight and updated soffits. ...

This lovely, well cared for home is located in one of Maitland's most spectacular neighborhoods, Maitland Woods! This split bedroom floorplan features the master suite on...

Look no further for freshly renovated Dommerich home, meticulously cared for. A 3-bed 2 bath, pool home, plus an office, enjoys a split plan and great spacious function a...

Presenting 2662 Ultra Vista Drive located in the highly desireable gated community of Brittany Gardens in Maitland. Situated on a Premium lot adjacent to Brittany Park a...

GORGEOUS Home that backs up to Conservation (NO REAR NEIGHBORS) and has water views of Lake Charity, this 3 bed/2 bath split plan Ranch home sits on a spacious .36 acres ...

Generating Income duplex! It features 2 units on separate meters. Unit #916 has 3 bedrooms and 1.5 baths Lease expires 11-30-2020 Tenants paying $1,250 / Month Unit #914 ...

Lake Access to The Winter Park Chain! Great opportunity to own this 4 bedroom, 2 bath pool home located in the desirable Dommerich! Features newer roof & HVAC. Fireplac...

Wonderful family home with great private pool area and large completely fenced back yard. Screened in lanai overlooks pool. The home has many upgrades to include new ki...

One or more photo(s) has been virtually staged. In Maitland you will find a quaint Gated Community where your new life begins. Upon arrival you will be impressed w/the Br...

Great Location Close To Everything. Four Bedroom Two Bathroom Pool Home. Large Living And Dining Area With Very Open Floor Plan. Kitchen Has Updated Shaker Style Cabinets...

Park Maitland Villas is an exclusive enclave of 70 townhomes located a few blocks form Winter Park yet very convenient to both the Sanford and Orlando airports. Amenitie...

Looking for a quiet, great neighborhood that is known for its character? This area is experiencing lots of activity from custom builders to high end remodels. You don't...

Located in the gated community of Park Maitland Villas, this 3 bedroom 2 and a half bathroom townhouse is ready to be your new home. The downstairs features an open floor...

AMAZING LOCATION! and beautiful home with lots of space for everyone. was completely remodeled circa 2014 - newer windows, ceramic tile floors , pavers, remodeled bathro...

Midcentury Modern open floorplan with high-end and custom renovations including Quartz Calcutta waterfall countertops, solid wood premium cabinets by Diamond, imported po...

Feeling Rural, this is a dirt road access property, farming style, Great property 4 bedrooms, with 2 bath and 2 car garage, enclosed porch great for entertaining, central...

Come see a beautiful WATERFRONT home in the convenient area of 436 and 17-92 with quick access to major roadways to get you places fast. Large front yard with plenty of ...

Great house, great location, great schools! Nice 4 bedroom, 2 bath, 2 car garage home conveniently located 2 blocks from 436, shopping, restaurants and transportation. ...

Located in the Maitland area surrounded by beautiful trees. This 4 bedroom/ 2 bath split plan is move in ready, with an enjoyable backyard with screen patio. Laminate flo...

This meticulously renovated home has so much to offer for an incredible price. The house is an absolute gem located at the end of a road (court) and adjacent to the lake...

Located in the heart of West Maitland, just south of Hwy 414, just west of I-4. Walking distance to RDV Sportsplex! Easy access to 434, I-4 and all major highway arteri...

Beautiful single story home with open floor plan and large fenced yard located on corner lot in Maitland! This home opens up to the living room with fireplace and flows i...

WELCOME HOME TO PARK MAITLAND! THIS AMAZING HOME OFFERS MANY GREAT FEATURES THAT YOU MUST SEE TO ENJOY: SOARING CEILINGS ON THE MAIN FLOOR AND VAULTED CEILING ON THE 2N...

Great Investor Opportunity! Corner Lot Located in the Heart of Maitland, Surrounded by Splendid and Remodeled Properties. This Beautiful 3 Bedroom / 2 Bathroom Home Featu...

Gorgeous unit, fully updated to make you feel you are on vacation all year round. The Villas at Lake Destiny is one of the most sought out places in the area. Laminate fl...

One or more photo(s) has been virtually staged. BEAUTIFUL AND COMFORTABLE TOWNHOUSE FOR SALE IN AN EXCELLENT AND QUIET LOCATION, 3 BEDROOMS, 2 BATHROOMS AND A HALF BATH. ...

Opportunities like this do not come around that often. This is a 3 bedroom 1.5 bathroom home located minutes from downtown Maitland and the Maitland Center. This home i...