Maitland Homes For Sale

Private 2-acre gated estate on Lake Maitland "6-lake chain of lakes", gorgeous timeless architecture with magnificent manicured grounds! This fabulous residence is extrem...

Lovely French Provincial estate on the north shore of Lake Maitland. This 5 BD/4 BA/2.5 BA home was extensively remodeled in 2013 by Posada Custom Homes. Beautiful well-...

New construction featured in this year’s Parade of Homes. This custom E2 Homes waterfront home is being sold fully furnished. Get swept away by this stunning, canal front...

LUXURIOUS LAKEFRONT ESTATE! Appraised at $4 Million Dollars. This Winter Park Chain of Lakes Custom 3 car garage home has panoramic views of Lake Minnehaha w/ 110' of wat...

*PRE-CONSTRUCTION - TO BE BUILT* Build the home of your dreams! The opportunity is yours on this vacant waterfront lot. A private boardwalk with boat dock on a canal lead...

Very rare opportunity to purchase one and a ½ acres of pristine lakefront on Lake Maitland. Breathtaking views of the lake. This six bedroom three and ½ bath home was d...

Incredible home for sale in Maitland located in a tucked back oasis that most don't know about. This home features some of the most ornate and lavish finishes one could o...

LIVE THE WINTER PARK CHAIN OF LAKES LIFESTYLE in this beautiful 2 story home with a south facing heated infiniti pool and spa with a spectacular view of Lake Minnehaha. I...

You will feel like you have traveled back in time to “Old Florida” as you meander down the long, private drive to this Lake Maitland home that sits on 1.45 acres. This is...

Situated on pristine Lake Seminary, this custom lake front home is spacious, gracious, and a solid fortress. This 8,000 SF, 8 bedroom/7 bathroom home is built with concre...

**LAKE VIEWS**LAKE VIEWS** CAN BE YOURS FROM MOST EVERY ROOM IN THIS CUSTOM CHARLES CLAYTON EUROPEAN CHATEAU built with the 21st century BUYER in mind. 6200 sq ft 5/4.5 p...

This beautiful four-bedroom, three-bath home boasts 4,780 square feet under air and 5,606 total square feet. Once inside, you will find an open living room and dining roo...

Truly exquisite, completely remodeled Williamsburg estate home right out of Southern Living Magazine. Tucked away, a few doors down from the shores of Lake Maitland Chain...

Enjoy magnificent sunsets on Lake Minnehaha, on the Winter Park Chain of Lakes. Do you like to ski, boat and fish? Look no further...bring your boat, skis and fishing pol...

To enter this beautiful Maitland neigborhood by water you enter a short canal that opens up like a waterfront cul-de-sac. Most of this home has been updated. It feature...

SPECTACULAR DOMMERICH ESTATES HOME with access to Winter Park Chain of Lakes! THEATRE ROOM, STORAGE inside & out (bring your boat or RV - there's space), beautiful WOOD f...

Gorgeous and luxurious 6 Bedroom/4.5 Bath Home with a pool and over-sized hot tub combo. This home offers a retreat-like feel with beautiful marble and granite features t...

Beautifully constructed two-story home in the heart of Maitland, on a spacious corner lot and a short walk to Lake Maitland. This perfectly appointed Winter Park Chain of...

Beautifully, fully remodeled executive home in an upscale neighborhood. Expect to be impressed. Minutes from Winter Park, Lake Sybelia, the Maitland Business Center and m...

Well-maintained custom built two-story pool home with gorgeous lake view in the highly desirable Maitland neighborhood of Stonehill. Lushly landscaped front and back yard...

JUST REDUCED AGAIN! SELLER MOTIVATED!!! OWNER WILL CONSIDER LEASE TO OWN OPTION AS WELL AS SALE!*****MAJOR UPDATES JUST COMPLETED INCL NEW SECOND BATH, NEW POWDER ROOM,...

Magnificent 5bedroom 5bath home on private cul de sac in desirable Gated Maitland Club. Entering through 8 Ft Honduras Mahagony Front doors into 16ft ceilings, beautiful ...

Private brick paved cul-de-sac with a spacious backyard, this beautiful 2006 custom built home has much to offer! Three bedrooms on main floor and upstairs suite! Perfect...

Lakefront living at its finest! Don’t miss your chance to own this immaculate 4 Bed-3 Bath home located on the private, spring fed Lake Sybelia in the heart of Maitland! ...

Stunning creek-side pool home in the heart of Maitland. Located in sought after Dommerich Hills, this family home boasts 6 bedrooms, 4.5 baths and plenty of space for ent...

Rare Opportunity to purchase in this highly sought after neighborhood! Immaculately renovated custom 4 bedroom POOL (salt water) home offers stunning curb appeal with lus...

Beautiful updated Dommerich pool home is located in a family friendly Maitland neighborhood. This 1 story home underwent a total renovation in 2008 to an open floor plan ...

Newer home in Dommerich Woods built in 2009 by custom builder Shawn Wolfe with Native Homes! Situated on a double wooded lot, this four bedroom, three bath home with bea...

Fabulous Maitland home in Dommerich on beautiful quiet oak-lined street, and spacious yard and walking to schools. This 2,900 square feet home is a rare find and truly sp...

LUXURIOUS, EXECUTIVE HOME WITH A SPARKLING SALT WATER SWIMMING POOL! This immaculate home was ***COMPLETELY REMODELED IN 2007*** ALL NEW WINDOWS with a HUGE ADDITION and ...

Unique opportunity to live on a quiet, tree-lined, dead-end street just a few blocks from Park Avenue. This wonderful family home with four bedrooms and two and a half ba...

DEEDED LAKE ACCESS TO WINTER PARK CHAIN OF LAKES! RENOVATED AND MOVE IN READY! This impeccably renovated Mid Century pool home is located in the highly desirable Dommeric...

Druid Hills – Maitland! Outstanding 3 bedroom 2 bath home, with a HUGE FAMILY ROOM boasting a pristine lake view. Come home and enjoy an exclusive living area with a WOOD...

Stunning complete renovation in Dommerich Estates! Enjoy access to the Winter Park chain of lakes via Lake Minnehaha. Entertain family and friends in this open floor plan...

A jewel in the crown of Maitland! Just a little under half an acre with lush landscape and a perfectly manicured lawn. This well cared for four bedroom, two and one half ...

Remarkable updated Dommerich home on a quiet street with minimal traffic. This 4 bedroom 2.5 bath home offers an open concept plan that is great for entertaining. The ki...

This home won't last long- Fully remodeled 4/3 Dommerich home move-in ready on a quiet street. Walk your children just 1 block to A+ schools Dommerich Elementary and Mait...

Wonderful & spacious home situated on large corner lot in charming Maitland Woods neighborhood. Large formal living & dining rooms with wood floors, family room with wood...

Beautifully remodeled 4 bedroom 3 bath pool/spa home with open kitchen w/large island/breakfast bar and stainless appliances. Other features include fireplace in the kitc...

Located on a quiet street in desirable Dommerich Estates, this 4 bedroom/ 2 bath split plan pool home is in move-in condition. A functional floor plan with a large formal...

DON'T MISS OUT ON THIS DOMMERICH STUNNER in the highly-desired Dommerich Estates area. Move right in to this nature-filled, 3 Bedroom 2 Bath with 2,248 SF, OPEN LAYOUT, C...

This spacious home needs a family to make it theirs! The split bedroom plan and two distinct living areas provide even the busiest of households plenty of space for priva...

BEAUTIFUL single story home with a 2 car garage! This home has amazing mature landscaping all around. You will notice beautiful wood flooring throughout the home and a GO...

Beautiful home, perfectly maintained. 4 generous bedrooms, split plan, huge island in kitchen, granite countertops, all appliances, tiled Florida Room, screened, oversiz...

In the heart of Maitland you will find a Quaint Gated Community where your new life begins. This single story residence boasts 3 Bedrooms / 2 Baths plus an Office/Den. An...

It's not often that you can get a split plan, 3-car garage and over 2500 square feet in Dommerich and the best schools in Orange County – about 10 blocks to grade school ...

Charming and well maintained 4 bedroom 2 bath home in Dommerich Estates! Privately located near the end of Mojave trail. As you enter this home, you walk under 1 of 2 sky...

Updated Dommerich Clayton home situated on large lot with the ultimate in privacy, backing to conservation area. Brand new wood & carpet flooring, all new paint throughou...

Nestled on a Tree Lined Street in Dommerich Hills you will find your new home. Featuring 4 Bedrooms, 2.5 Bathrooms, Foyer, Formal Living & Dining Rooms, Family Room, Ren...

Priced $25,000 BELOW APPRAISAL ! Come see this CHARMING Ranch Style Home in one of Maitland's most serene and secluded neighborhoods. This lovely 5 Bedroom 3 Bathroom Ho...

Awesome home located in the desirable Maitland. This 2-story pool home has a split level floor plan, featuring five bedrooms, 4 baths 2,881 square feet ,New appliance...

Prime location just minutes from Winter Park's sought after Park Ave with shops & fine dining. This 3 bedroom 3 bath home is tucked behind Park Grove and has fresh paint,...

Here is your chance to own a beautiful well maintained home in the sought after neighborhood of Dommerich Hills. This home boasts an open floor plan with sightlines from...

Located Brittany Gardens, a Quaint Gated Community in Maitland. Upon arrival you will be impressed with the lush landscaping and pristine condition. Your new home feature...

LOCATION + LAKE ACCESS! Just a short walk to Community Park and Lake Sybelia dock for lake activities! Situated on a large corner lot in the quiet section of the much sou...

Pride of ownership is evident in every aspect of this spectacular home located in desirable Dommerich Estates in Maitland! Spacious 4 bedroom and 2 bath home offers a ve...

Location, Location, Location. Charming 4 bedroom/2 bath pool home located in highly desirable Dommerich Hills in Maitland. Upon entry you will notice the beautiful cherry...

Stop the car! Located on a premium, fenced in lot, this stunning 4 bed/3 bath pool home has a sprawling layout you have to see to believe. Upon entry the foyer is flanked...

Built in 2002, this Maitland two-story offers granite kitchen countertops, granite master bath countertops, hardwood flooring, and a two-car garage. Upgraded features inc...

Sought after lakefront community of Versailles, this pool home is situated on an oversized lot offering community access to the Winter Park - Maitland chain of lakes. Gr...

Very well maintained Stonewood Neighborhood Pool Home- Updates include Wood Floors in Most Rooms, Granite Counters in Kitchen, Baths totally renovated with granite. Doubl...

This 4 bedroom 2 bath home is located in Dommerich Hills with Dommerich Elementary and Maitland Middle nearby. Over-sized 2 car garage with plenty of storage shelves and ...

Located in the sought after community DOMMERICH HILLS!! This charming 3 bed 2 bath pool home on an OVERSIZED lot with huge backyard is ready to be called home! Gorgeous w...

Fresh new paint and brand new carpet in this lovely 4 bed/2 bath home with large pool! Open floor plan with large kitchen. Split bedroom layout with two bedrooms on eac...

Walk the cemented pathway leading to the covered entryway of this traditional single story home. The home welcomes you with an open concept floorplan and a bright living ...

Stunning 4 bedroom, 2 bath REMODELED pool home in a quaint neighborhood of Maitland. The home sits on an oversized corner lot and has been updated with new plumbing, elec...

Gorgeous, just-like-new townhome in the exclusive gated community of Maitland Village Terrific location and convenient low-maintenance living. Centrally located in the ga...

A WATERFRONT Community and LIFESTYLE awaits you! This 3 bedroom 2.5 bathroom townhouse in the heart of Maitland, FL is ready for YOU to call it HOME! This GEM features W...

Lovely updated Maitland home lives large with 4 bedrooms and 3 baths. Move-in ready with NEW roof (Dec 2017), new HVAC (Dec 2016), already re-plumbed and double pane wind...

This three-bedroom home is located in Maitland and features a screened patio in the backyard with a few large trees. The master bathroom features dual sinks, separate tub...

This amazing moving ready home is in the English Estates neighborhood conveniently located in desirable Maitland. The backyard features an awesome family pool, that will ...

PRICE IMPROVEMENT. Forest Brook: Voted one of Maitland's most desirable communities. You have found your hidden Spanish Mediterranean oasis in the heart of one of Semino...

English Estates Gem conveniently located in desirable Maitland. As you enter the home there is a formal foyer w/seating area, formal dining and living room combo with ne...

This is the home you've been waiting for! AMAZING updated, well maintained and move in ready 4 Bedroom/2 Bath Maitland home convenient to everything! You'll love this sp...

This home is located in desirable English Estates and is ready for you with neutral traditional colors throughout and some modern design touches. New kitchen, flooring...

Maitland is a small suburb of Orlando, just past Winter Park. Home is located off Maitland Ave. One third acre lot, this 4 BR, 2 Bath, 2184 sq ft home, has a clean back-y...

A beautiful 4 bedroom 2.5 bath, 1 Car Garage, Two Story End Unit Town Home, Living Room, Dining Room, Breakfast Bar, Gourmet Kitchen with Crown Molding & Granite Upgraded...

Absolutely wonderful, spacious & spotless home situated on a gorgeous lot. Current owner has taken meticulous care of this home - roof replaced in '09, re-plumbed in '10,...

Immaculate home in a No HOA community. Park like setting and Cul de Sac street with boat ramp. Ski access to Lake of the Woods Lake. Home is presently used as a 3BDR a...

Located in the sought-after and well established neighborhood of English Estates. This beautiful pool home has 3 bedrooms,2 baths and is in move-in condition! Completely ...

A beautiful 4 bedroom 2.5 bath in a Gated Community with views on Lake Charity. A beautifull large Pool. An open Kitchen with Crown Molding & Granite Upgraded Tiles. Open...

Beautiful single story home located in the sought after English Estates that offers three large bedrooms, with two baths and over 1700 square feet of living area and Read...

Move in ready town home located in sought after Park Maitland Villas. This beautiful home boasts exotic brazilian walnut wood floors in the family and dining room. New ...

Amazing 4 bedroom 2 full bathroom home with fenced yard in desirable Winfield of Maitland. This home is a real charmer in a fantastic location. This move-in ready home ...

Stop! Look no further.... This 3 bedroom, 2 bathroom home is nestled on a large corner with .31 of an acre. Home features a family room, formal living room, formal dining...

Fabulous 3 bedroom 2 full bathroom home with fenced yard and private pool in desirable Winfield of Maitland. Location is Amazing and property is in move in condition. Gr...

Water Front, Maitland Location! Three story Townhome, with foyer and entry level just off the over-sized two car garage brings you to the second level entering the large ...

Well maintained 2 bedrooms 2 bath townhouse, kitchen, living, office, two full car garage, conveniently located in an excellent and quiet gated community (Visonti), few m...

Welcome home! You’ll be in a great central location just a minute away from everything: all the restaurants and shopping of Winter Park, LA Fitness, Ross, Michaels, Offic...

Sure to sell quickly, this 3 bedroom 2 bath Maitland home is so convenient to shopping, dining, entertainment and accessible to all area routes of transportation. Anticip...

Do not miss out on this 3 bed 2 bath remodeled home for under 200k located close to downtown Orlando