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...

Lovely French Provincial estate on the Winter Park chain of lakes. This 5 BD/4 BA/2.5 BA home was extensively remodeled in 2013 by Posada Custom Homes. Beautiful well-e...

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...

Enjoy spectacular sunsets from this gorgeous home on the Winter Park/Maitland Chain of Lakes! This custom built home has it all - 5 bedrooms (master and 2 bedrooms downs...

Spacious, custom built lakefront home on pristine Lake Seminary! Two Master Suites, 6 bedrooms/ 7 bathrooms, & nanny/in-law suite with separate entrance. Large chef’s kit...

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...

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...

Luxurious lakefront living is featured in this stunning, transitional style, well-maintained pool home with tile roof in the desirable & exclusive Stonehill neighborhood....

Custom newer construction modern farmhouse style home built by Keith Groninger in 2014 is in the heart of Dommerich, 2 blocks from the school, in a serene cul-de-sac. Thi...

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...

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...

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

Fantastic pool home in guard gated Maitland Club. With over 4,200 sq/ft of living area this home is ideal for a family. This spacious 5 bedroom, 4.5 bath home had in late...

BEAUTIFULLY UPDATED 3 WAY SPLIT PLAN EXECUTIVE HOME IN KINGS ROW The owners spared no expense with the high-end renovations in this home. Entering the home through the ...

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 providing privacy and a lifestyle that is unparalleled. 2 large canopy Oaks f...

Stunning fully renovated MOVE-IN-READY home on oversized lot. Open concept floor plan with 4 bedrooms, 4 full baths and over 4,000 SQFT. You will be amazed with the real ...

Located on a quiet cul de sac, this one-story 5 bed/4 bath, 3,136 sq ft ranch home is a short walk to top-rated Dommerich Elementary and Maitland Middle schools. Built in...

Beautiful Maitland home situated in desirable Dommerich Estates. One Block from Lake Minnehaha with a creek running through the back yard. Serene pond view. Extremely ...

*Virtual staging photos have been used* Incredibly spacious, updated Dommerich home with freshly painted interior situated on large .35 acre lot and boasting over 3200 sq...

Welcome home to one of Maitland's most desirable neighborhoods. Once entering the large foyer you will immediately feel the openness of this pristine home. The beautiful ...

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...

Seldom do you find an original 25-year-old home still in impeccable condition like this one! Pride of ownership shows in every room and you know the home was well cared f...

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...

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...

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...

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 ...

This beautiful 5 bedroom, 3.5 bath home, with separate in-law or guest suite, sits on a large corner lot in the highly coveted neighborhood of Maitland Woods. New roof Oc...

Remodeled pool home located in the established community of Hidden Estates of Maitland. Nice curb appeal on this immaculate home that includes 5 bedrooms, 3 full baths, f...

Driving through canopy lined streets you will the the wonderful subdivision of Maitland Woods, a truly great place to call home! A large, eat-in kitchen overlooking the p...

You will notice immediately the stunning curb appeal of this remodeled home nestled in the welcoming community of Stonewood on an oversized fenced lot with huge oak trees...

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...

Owner says sell it! Huge price reduction on this already well priced property! Peace and serenity in this security gate, friendly walk-able neighborhood. MOVE IN READY,...

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...

Great opportunity to purchase charming one-story home in the sought after Hollieanna Shores neighborhood along the shores of Lake Maitland where opportunities to buy here...

Highly desirable 4 bedroom, pool home in Dommerich. Front living and dining rooms. Family room with wood-burning fireplace is off the kitchen. Screened patio. Large 0.22 ...

Generating Income duplex! It features 2 units on separate meters. Unit #916 has 3 bedrooms and 1.5 baths Unit #914 has 2 bedrooms and 1 bathroom lease expire 1-31-2020, B...

This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. A split floor plan offering three bedrooms, two bathrooms, ...

Seller Motivated....bring offer! Enjoy tranquil walks around beautiful Lake Sybelia and launch your boat from the neighborhood boat ramp!! This well maintained home has t...

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 fri...

PRICE REDUCED! 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 lo...

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...

Stunning - fully remodeled 4 bed home in top location of Maitland. This classy, country style home features designer paint, upgraded brazillian wood - tile flooring throu...

Property Sold "As Is". Roof is 1 year old, New A/C, New Hot Water Heater.

5 Full Bedrooms / 2 Bathrooms / 2000 sq ft / 2 Car Carport / Large Fenced Yard / 2 Storage Sheds / Beautiful Tree Lot Available For Immediate Occupancy.

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...

This house is a must see! This excellent home is centrally located in the heart of Maitland. Property features an open floor plan with 4 bedrooms, 3 bathrooms, new roof (...

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

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...

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...

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 home in a great location! With easy access to 17-92 you’ll be moments from restaurants and shopping. This home is move in ready with granite counter tops thru-out,...

If you are looking for a townhome that is ready for you to move in, this Beautiful end unit Townhome in esteemed Maitland lakeside community is the one you've been waitin...

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 15K for quick sale, Beautiful 3 bedroom, 2 bathroom family home in good Winfield neighborhood. Great for commuters with convenient access to I-4, 434, and Maitlan...

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...

REDUCED! Enjoy maintenance free living in this stunning 3 bedroom, 2 1/2 bath town home! The many interior features include plantation shutters, tile and wood floors, 4...

Centrally located in the sought after Winfield at Maitland Park, this 3/2 home has it all. Desirable floor plan. Large master suite with double vanity in master bath. Gia...

This gorgeous 4 bedroom two bathroom home sits on nearly a quarter acre in the heart of MAITLAND! A traditional formal living room and dining room combination welcome yo...

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...

Have you been dreaming of an affordable, updated townhome? Nestled in the Security Gated Lakefront community of The Villas of Lake Destiny, this beautiful 2 story Villa b...

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. ...