Maitland Properties for Sale

LAKEFRONT TREASURE on WINTER PARK CHAIN OF LAKES! Welcome to 944 Versailles Circle boasting expansive views of Lake Minnehaha from almost every room! This 2 story custom ...

One or more photo(s) has been virtually staged. Perfect starter home nestled in the heart of Maitland’s coveted Winfield neighborhood! Boasting an incredible location thi...

Rare FIND…Welcome to this stunning top-floor condo in the highly sought-after gated community of Visconti West. This spacious 3-bed, 2-bath unit boasts an open floor plan...

2-Story Townhome located in a centrally located community off 17-92 and Maitland Blvd. One of the larger units is set in a private community with only one entry in and ou...

Impressive Mediterranean 4 bedroom, 2.5 bath town home in the gated community of Enclave at Maitland. This stunning end unit has been recently painted both interior and e...

Here in beautiful Park Lake Grove , you will discover the perfect blend of city living and comfort in this spacious 3-bedroom, 3-bathroom condo, nestled in the heart of b...

***MOTIVATED SELLER***PRICED TO SELL!***Nicely designed and very desirable ground floor corner unit in Maitland Exchange Office Complex. This 870-square-foot unit offer t...

Welcome to this charming 3-bedroom, 2-bath home nestled in the quaint and quiet Winfield At Maitland Park community. This property offers an ideal location for those seek...

Perfectly placed on a meticulously manicured Lake Maitland canal-front lot, this five-bedroom, three-bath home offers 3,881 square feet of living area with a total of 5,1...

This 2 Bed 2 Bath 1st floor Condo in Carrington Park is an excellent choice for those seeking a comfortable and well-located home. This condo has been freshly painted and...

BEAUTIFUL CONDO IN GREAT LOCATION, very quiet Cherrywood Gardens, one-story, 1 bedroom, 1 bath Maitland condo is move-in ready. The kitchen includes a range, a built-in ...

Home at last ! This mid century charmer has been lovingly maintained and is move in ready. Squeaky clean. Brand new roof ! 3 bed 2 bath open floor plan is perfect for e...

WELCOME HOME! From the beautiful brick drive with side parking to the double-door entry, this stunning, recently updated 4-bed/2 bath pool home in the highly sought-after...

Elegant modern Mediterranean designed “1-level” home artfully renovated with a wide open bright, flexible floor plan and soaring ceilings! This wonderful property is loca...

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and 2 bathrooms, this home o...

RECENTLY REMODELED PROFESSIONAL OFFICE CONDO LOCATED IN DOWNTOWN MAITLAND. THIS FANTASTIC 1ST FLOOR CONDO OFFERS A FRONT RECEPTION / WAITING AREA, 5 NICE SIZE OFFICES, CO...

Excellent office building. Has many possible uses. Presently is an executive office building with 24 suites. Most of the building is rented month to month. Has 3 lobb...

Stunning, nicely upgraded 2 bed 2 bath condo on second floor in resort style community of Visconti. This contemporary light and bright unit features and open floor plan w...

Discover the allure of mid-century modern living in this impressive "Dommerich Estates" residence boasting 4 bedrooms, 2 baths, a delightful pool, and spa. Roof installed...

Custom designed Santa Barbara style home in sought after Maitland Manors. Built by award-winning Silliman Homes, known for superior quality, bespoke finishes, and thought...

FOR SALE- Beautiful condo. Close to everything: downtown, gated community, resort style pool area, tennis, basketball court, car wash area, trash pickup at each front doo...

Beautiful condominium located in the gated community of Lake Faith Villas is ready for it's new owner. Located in the heart of Maitland and a short drive to I-4, 414, 41...

Welcome to this spacious 2 bedroom, 2 bathroom condo located on the first floor in Lake Faith Villas Condominiums. This condo is over 1,400 sq. ft. with an enormous amoun...

Highly desirable location for restaurant, business or retail space. 30,000+ vehicles drive by every day on this corner property of Lake Howell Road and Howell Branch wit...

Spectacular pool home, completely remodeled in amazing location near 436 rd. With all it has to offer, the updated professional appraisal report is available for $814,000...

Great Location in Maitland. 3 bedroom 2 bath home with easy access to main roadways, shopping & dining. The home has formal living and dining rooms, fireplace and screen...

Welcome home to your spacious 3 bed, 2.5 bath townhome in the gated community of Enclave in Maitland! Step through the arched entryway to the large kitchen / family room ...

One level living in this cozy 2 br 2 bath condo with brand new roof July 2023. Enter the large Livingroom dining room combination which has laminate floors and big window...

Are you looking for that special place you can call home that is both your sanctuary and an entertainer’s dream? Well, this is it! This Maitland POOL home has been unique...

Adorable 2 bed/1 bath condo located in gated community. The community offers swimming pool, fitness center and clubhouse. Located close to I-4, and minutes from Downtow...

One or more photo(s) has been virtually staged. Welcome to your dream home! This fully renovated, mid-century ranch-style house is a true gem. Boasting over 3000 square ...

Back on the market!! Listed at previous appraisal price before the kitchen cabinets were upgraded!! Location, Location, low-maintenance lifestyle, and water access to Lak...

Winter Park Chain of Lakes...this is a rare opportunity to create and build your dream estate on the north shore of Lake Maitland. This property is approximately 1.5 acre...

Welcome to Dommerich Hills and 1006 Kewannee Trail! Located in Winter Park High School district, this stunning ONE STORY home combines classic mid-century style with bea...

Amazing home in a beautiful location of Maitland, set back from public roads providing extra seclusion behind an 8-foot robust wood fence. Once inside the private courtya...

Brand new tile roof has been ordered and will be installed prior to closing. Beautiful home in the highly sough after and gated, Maitland Club community. This home featur...

Welcome to this charming 3-bedroom, 2-bath ranch-style home nestled on a spacious lot at the tranquil end of cul-de-sac in the highly sought-after Maitland community. As ...

Enjoy luxury living in the Maitland, Florida community, a city that combines an ideal location, natural beauty, a high quality of life, and recreational options, making i...

Beautiful water views of Lake Waumpi from this amazing single story Dommerich home! Perfect for a growing family with 4 bedrooms/split bedroom plan, 2.5 baths and 2,744 s...

Price Improvement……Gorgeous renovated home in the beautiful community of Maitland shores. Home is located a block away from Lake Maitland and located on a quiet dead-end...

Move in Ready 2 bed 1 bath condo in the desirable LAKEFRONT community of Lake Maitland Terrace. This SECOND FLOOR has a great open floor plan. This unit is located at Ex...

Beautiful Dommerich Estates home with lake access to the Winter Park chain of lakes. Lovely light, bright 4 bedroom/3 bath home with walking distance to top rated schools...

Must see beautiful 4 bedrooms/2 bath home with over 2K square feet!! NO HOA!!! Walk inside to a large living room, family room and separate dining room. Very spacious ...

Beautiful “Move-In Ready” Maitland Grove home with GORGEOUS 60-foot Resort Style POOL! Bordering on Winter Park area and walking distance to a new shopping developments i...

Experience the epitome of luxury living with this absolutely spectacular MOVE-IN READY 5 BEDROOM, 3 FULL BATHROOM POOL HOME nestled in the heart of Seminole County, and t...

Enjoy the Florida lifestyle in this charming first floor one bedroom, one bathroom condo in the Arlington Building. This community sits on Lake Maitland with access to ...

Great opportunity to have your own business location right here in Maitland. This Opportunity includes this 863 sqft condo. The condo is 863 sq ft, the unit has a lob...

Welcome to this remarkable 5-bedroom, 2.5-bathroom corner home, an expansive and inviting residence that offers both space and an enviable location. Situated conveniently...

Great potential property zoned C-3 Commercial district, with a long list of uses as a Convenience store, Retail store, Personal service store, Business and professional o...

Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overloo...