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...

Modern elegance describes this Winter Park chain of lakes, lakefront transitional Dutch Colonial style custom home. Located on a quiet cove and built by prominent custom ...

Just Reduced! Absolutely stunning, private lakefront estate on the shores of Lake Minnehaha. Tucked away, off a quiet street, this gated estate home features gorgeous pa...

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...

PRICED TO SELL!!! Spacious, custom built lakefront home on pristine Lake Seminary! Two Master Suites, 6 bedrooms/ 7 bathrooms, & nanny/in-law suite with separate entrance...

This beautiful .56 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...

Exceptional Maitland home overlooking skiable and private Lake Sybelia. Centrally located to the best of local shopping and dining, this beautiful property is situated on...

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 ...

Fabulous, custom, 5 bedroom, 4 bathroom, 4586 heated sq ft, pool home situated on a private spring fed lake. Enjoy boating, skiing, fishing or just harmonizing with natu...

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

One of Maitland’s finest Mid-Century Modern style homes! Sitting high on a large corner lot with views from the front porch facing Lake Minnehaha, this 4 Bed, 3 Bath pool...

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 will immediately catch your eye, from the beautiful landscaping to the brick front. From the moment you step inside, the ope...

***Rare & Stunning Maitland Woods home.*** This 4 bedroom, 3 full bath, 3 car garage, single family pool home shows beautifully. The corner lot property features a brigh...

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...

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...

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...

Make this your home for the Holidays!!! Come see this Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick drivew...

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...

This single story, meticulously kept 4 bedroom 3 bath pool home is located in the desirable Druid Hills estate of Maitland. The 3 way split plan is conducive for a multi-...

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...

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

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...

This is the one you have been looking for! This Dommerich 4 bedroom and 2 bath home is your opportunity to live the good life. Generously updated and maintained, this h...

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...

Fantastic opportunity in Dommerich. 4 bedroom, 3 bath, pool home in Highland Park Estates. This home has had one owner for the past 30+ years. Wonderful layout. Separate ...

Beautiful 3 Bedroom /2 Bath home located in sought-after neighborhood of Dommerich! New roof (2020) New AC (2020) New electrical panel (2020) This lovely home has a lot t...

Great Opportunity for this Maitland Pool home in the Forest Brook Community !! If Landscaping is your " Thing " then look No Further than this Professionally designed Ma...

One or more photo(s) has been virtually staged. This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. A split flo...

(Two full lots) Remodeled 3/2 pool home, in a great rising location, with a large yard (adjacent buildable/merchantable lot). This home features a gorgeous new kitchen w...

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...

BACK ON THE MARKET .... DUE TO BUYER FINANCING ....Welcome to Dommerich Estates, located in Maitland's Historic District! Imagine yourself in this beautiful 3 bedroom 2 b...

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...

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...

This is a must see POOL home in the HEART of Maitland. This 4 bedroom 2 bath home with a 2 car garage is nestled on over a QUARTER ACRE is ready to be yours. Amazing cur...

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

Long time owners just hate to say goodbye to this solidly built home, in the established community of English Woods, which they called home for over 30 years. Kitchen has...

Look no further - this 3 bedroom 2 bath pool home is waiting for its new owner! As you enter the home, you are greeted with an open great room area to your left, which is...

Great Maitland Bungalow home with full brick paved driveway!AC only one year old , roof 8 years old ,and hot water heater 2 years old. This home had a lot of love put in...

Come take a look at this lovely pool home located within sought after community of English Estates. After a long week of work invite the neighbors over for a BBQ on the ...

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 ...

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...

Completely updated 4 bedrooms 2 bath Maitland pool home. Located in the desirable Windgrove community, just 10 minutes away from Downtown Orlando. This move-in ready home...

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...

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 all major highway arteries. This lov...

Reduced 25K for a quick sale Won't last long, Beautiful 3 bedroom, 2 bathroom family home in good Winfield neighborhood. Great for commuters with convenient access to I-4...

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

New Price Reduction - Priced to Sell! Authentic 1960 Pool Ranch available in Maitland/Altamonte! Huge floor plan: 4 bedrooms, 3 bathrooms split plan with a guest suite. L...

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...

LIVE CLOSE TO WORK! So close to Maitland Center you can walk to work. Must see beautiful Mediterranean town home located in the heart of Maitland with amazing views of La...

Location! Location! Location! Come see this beautiful Mediterranean town home located in the heart of Maitland boasting amazing views of Lake Destiny! This 3 bedroom, 2.5...

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. ...