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...

THIS 2019 EXQUISITELY BUILT CUSTOM HOME IS PERFECTLY LOCATED ON LAKE MAITLAND THE LARGEST OF THE HISTORIC WINTER PARK CHAIN OF LAKES. SITUATED ON JUST OVER AN ACRE AND A...

Set on a meticulously manicured lot on Lake Maitland (Winter Park Chain of Lakes) rests this elegant French Provincial estate. Remodeled in 2013 by Posada Custom Homes, t...

Come see this lovely 2 acre executive estate home located with over 250 feet of lake frontage on beautiful Lake Sybelia! If you are wanting to enjoy the Florida lakefron...

This exquisite home provides a $100 million dollar view. With just under 4,000 square feet of living space, this beautiful family home has 5-bedrooms and 4.5-baths. The g...

Stunning Mediterranean home on the Winter Park Chain of Lakes. Sitting on 3/4 acre of land 17’ above the lake, this gorgeous offering is unlike any other home on Lake Min...

Charming, canal-front Florida ranch located on a quiet dead-end street and meticulously maintained by the current owner for almost 40 years. Rare opportunity on "Chain of...

Exquisite new listing in The Oaks of Maitland. Completely remodeled in 2019-2020 this 4 bedroom, 2.5 bath pool home features an expansive interior layout with over 3,600 ...

Enjoy luxurious lakefront living in this updated modern Mediterranean extremely well-maintained lakefront pool home in the desirable & exclusive Stonehill enclave. This s...

This home has been meticulously renovated with attention to detail and luxury finishes throughout. Walking through the double front doors, you will see an expansive livi...

Welcome home to Lake Catherine. Classic traditional home with large and inviting front porch- perfect for enjoying magnificent sunsets and peaceful lake views. This prope...

PRICE REDUCED! Come live the Florida lifestyle in this lovely lake front home, with attached in law suite, on Lake Hope! After a long week of work, invite the neighbors ...

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....

THIS IS IT! Your own private resort conveniently located in the private Hidden Estates enclave. Perfect for entertaining all your friends and family, this spacious home o...

Under Construction. Pre-construction Pricing. Builder will allow buyer selected custom choices allowances at this time. Beautiful NEW 4 bed, 3.5 bath Townhome, located in...

Truly a one-of-a-kind Dommerich home situated on a half an acre wrapping corner, this 4-bedroom, 3-bath home boasts nearly 2,900 SF. Welcome home! If you are looking for ...

Beautifully remodeled home on private Lake Faith. This home went through a complete renovation over the past 18 months and is now ready for your enjoyment. Attention to d...

Get in to see this fantastic family home that is centrally located in north Maitland. Easy access to major road systems but a great quiet neighborhood. This home has it a...

Now is your chance to be just a few blocks from Dommerich Elementary and Maitland Middle. This beautiful and spacious Dommerich Estates home consists of 4 bedrooms, and ...

AVAILABLE JUST IN TIME FOR BACK TO SCHOOL!! The enviable, top-rated Dommerich Elementary and Maitland Middle schools are within a short walking distance!! This home is zo...

Never been on the market! Prime location in the heart of Maitland - walking distance to top-rated Dommerich Elementary and Maitland Middle schools. Situated on 1/3 of an ...

This spacious bi-level in Dommerich Hills features over 2,100 square feet. The main level offers 3 bedrooms, including a master with an updated bathroom, a second guest b...

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...

Wow! Amazing deal on this 2 story Stonewood pool home. Looking for square footage? Check out this home with large room sizes, special accent features such as pillars, bui...

Fantastic, sought-after Maitland Woods location. Convenient to I-4, Lake Sybelia, 17-92 and Downtown Maitland. Charming neighborhood surrounded by more expensive homes. U...

One or more photo(s) has been virtually staged. FRESHLY PAINTED MOVE IN READY Welcome to Maitland's Best Kept Secret! This Stunning Two Story Townhouse Overlooking Lake C...

One or more photo(s) has been virtually staged. Presenting 2662 Ultra Vista Drive located in the highly desireable gated community of Brittany Gardens in Maitland. Situa...

Newly Renovated. 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 .3...

Maitland, Move in ready! New Roof 2020! Get ready to fall in love from the moment you open the door to find the oversized vaulted ceilings and gorgeous beams! Don’t worry...

Incredibly spacious corner lot for this tri-level Dommerich home, beautifully elevated, featuring 5 bedrooms, 2.5 baths and nearly 2,300 SF. This architecture style is a ...

Updated Lake Maitland Manor. No HOA. Located behind Luke's Kitchen and Bar. Walk to restaurants and shops. Meticulously maintained 3/2/2, with loft above garage, nest...

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, Fireplace, priva...

One or more photo(s) has been virtually staged. Check out this Maitland Mid-Century Charmer! Located in the heart of Maitland this updated 4 bedroom/ 2 bath home is ready...

TWO HOMES IN ONE...KITCHEN, LR & DR, DOWNSTAIRS MASTER SUITE plus completely SEPARATE UPSTAIRS LIVING AREA with OVERSIZE BEDROOMS EACH WITH BATH and a SECOND FAMILY ROOM....

Welcome home to the secluded community of Park Maitland Villas. This beautiful 2-story townhome offers 3-bedrooms with 2.5-baths within 1,742 square feet of living area....

Welcome home! Here is your opportunity to live in the conveniently located neighborhood of Forest Brook. This home is freshly landscaped with beautiful mature trees. The ...

Your search is over! This beautifully maintained 4 bedrooms, 2 baths home is located in the highly desirable English Estates. The home features a spacious floor plan whic...

Mid Century Modern Home in the heart of Maitland! This 3 bedroom, 2 bath home has a desirable open floor plan with vaulted ceilings throughout. Spacious living room/dinin...

Beautiful Mediterranean Townhome in the heart of this inviting floor plan boast 3 bedroom bedrooms 2.5 baths with a loft on the second floor and a great room, kitchen ...

Great starter home with high ceilings featuring 3 bedrooms and 2 baths. Open floor plan throughout the kitchen and dining area with the master bedroom away from the other...

Beautiful 3 bedroom, 2.5 bathroom, two-story townhome located in the gated community of Enclave at Maitland. This townhome features an open foyer with arch entries leadi...

This Maitland townhome is tucked away just far enough to offer the perfect balance of comfort and convenience. The open floorplan includes designer touches such as diagon...

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...

Beautifully renovated! Located in the well-established Forest Brooke Community, This is a truly move-in ready 2 bedroom, 1 bath home with NEW shaker wood cabinets through...

Back On Market. Priced $5,000 UNDER Appraised Value. This upgraded 3 Bedroom 2 bath townhome is located in Park Maitland. This home has a two car garage, ceramic tile thr...

One or more photo(s) has been virtually staged. Don't miss this opportunity to own a beautiful 3 bedroom, 2.5 bath in Park Maitland Villas. The open floor plan with direc...

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...