Maitland Homes For Sale

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...

2019 NEW CONSTRUCTION MODERN FARMHOUSE LOCATED ON LAKE MAITLAND THE LARGEST OF ALL THE WINTER PARK CHAIN OF LAKES. THOUGHTFULLY DESIGNED WITH LUXURY ENTERTAINING AND WATE...

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...

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

Exquisite fully remodeled home nestled on the border of Maitland and Winter park. From the minute you step through the handmade mahogany front doors you will be amazed by...

Divine details in this stunning Coastal style home with exposed rafter tails & metal roof nestled on Lake Sybelia’s eastern shoreline. A completely new interior with luxu...

ALMOST HALF ACRE (20823 sq ft) HIGH AND DRY featuring 180 ft of picturesque shoreline on Lake Maitland, largest of the Winter Park Chain of Lakes! This move in ready home...

Need more LIVING SPACE? Looking for a LAKEFRONT? Hoping for an IN-LAW or NANNY SUITE? This spacious home, on spring-fed Lake Seminary, will be your next address! Over 8,0...

Get to know Lake Sybelia Dr. Situated on 2.77 acres with private water frontage on Lake Sybelia. This house is set behind gates, with an oversized circular driveway in ...

** REDUCED** Enjoy LAKEFRONT living in this fabulous two-story pool home. The spacious, contemporary 5 bedroom, 4+ bath home has a screen-enclosed pool, private boat dock...

Rarely available! This 4 bed/3.5 bath 3,946 sq. ft. one-story home is located in Maitland Sanctuary! This perfect combination of elegance and comfort is Florida living a...

Built in 2017 this stunner of a transitional style home in a great location shows better than new. It has modern, attractive building materials including: wood, marble, l...

Elegance, style and sophistication! Stunning Custom Dave Cahill Homes Masterpiece! Gorgeous modern, light and bright with full in-law apartment and picturesque fountain g...

This fabulous, traditional style home with an open floor plan has it all! Sitting on over 1/3 acre, the 4,110 SF home has large, open living spaces with a downstairs bonu...

Fabulous, custom, 5 bedroom, 4 bathroom, pool home situated on a private spring fed lake. Enjoy boating, skiing, fishing or just harmonizing with nature. This beautiful...

One or more photo(s) has been virtually staged. Imagine waking up each day and enjoying a gorgeous sunrise overlooking Lake Charity. Just picture yourself spending after...

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...

Price Improvement! Picturesque 5 bed / 6 bath plus office including media room, refrigerated wine room and 3 car garage! Highly sought Maitland Forest neighborhood pool h...

Under Construction. New construction townhouse Maitland FL near Park Avenue in Winter Park. This custom-built energy efficient luxury townhouse features a comfortable fa...

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 ...

Dommerich Estates! BETTER THAN NEW! This is not the run of the mill “flip” house. This FABULOUS home is situated on 2 platted lots (21,284 SF). The home has been meticulo...

Luxury and tranquility await in this exclusive Maitland gated community of 19 homes located across from beautiful Lake Sybelia. This fabulous pool home is situated on a p...

JUST LISTED! Pam Niemann designed 2012 Parade of Homes "FIRST PLACE" winner for Kitchen & Family Rm Renovation. Upon entering the open foyer you will note floating angu...

Spectacular Santa Barbara style custom home built by Silliman Cityside Homes. This gorgeous 4 bed, 3.5 bath pool home was the 2013 Parade of Homes Grand Winner! Quality a...

This home is meticulously maintained and has a whole house generator. No power loss here when a hurricane hits! As you park on the paver driveway you will see this 3/4 b...

This Stunning Modern Traditional Estate Home is located in the Exclusive Hidden Estates Subdivision. Boasting over four thousand square feet, this Spacious Single Story H...

Priced to sell!!! Don't miss out on this beautiful David Weekley built home in sought after Maitland/Winter Park area! This open floorplan with master bedroom on the mai...

Gorgeous home in the jewel of Maitland, Stone Hill neighborhood with easy access to Interstate 4 and near exclusive Park Avenue in Winter Park. Corner lot with great cur...

Incredibly spacious, updated Dommerich home situated on large .35 acre lot and boasting over 3200 square feet! This 4 bedroom 3 1/2 bath has many upgrades & updating thro...

Spectacular remodeled Dommerich pool home! This 4 Bedroom/3 Bath 2700 SF home with office is what you have been waiting for!! Chef’s kitchen is the heart of the home with...

MAITLAND LAKEFRONT OPPORTUNITY! BUILD NEW or REMODEL EXISTING RANCH with a SPLIT FLOOR PLAN. This property is located in a quiet neighborhood on a dead end street with ea...

Immaculate Executive home in the desired community of Hidden Estates. This 5 Bedroom, 3 full bath home has all the space you have been searching for to enjoy and enterta...

Stunning Maitland POOL HOME offers 4 BEDROOMS with 3 BATHS AND OVERSIZED OFFICE on .79 ACRES. This home is MOVE-IN READY with fresh NEUTRAL PAINT throughout with NEWLY RE...

Fractional Ownership. Wonderful new listing in Dommerich! You must see this very large, 2,600+ SF home featuring 5 bedrooms, 4 full baths, plus an office and an oversized...

PRICE IMPROVEMENT!!!! on this Updated Dommerich beauty! Nothing left to do here- just bring the family and move right in! The antique brick driveway and new stacked ston...

This beautiful house is located in the heart of Maitland with a large fully fenced yard and room to add a pool. Large chef’s kitchen with porcelain tile floors, remodeled...

This home has it all! Great plan for a family! There is a beautiful wrap around pool/patio area for entertaining. There is real brick on the patio and plenty of room for ...

Maitland Woods home tucked away in back of neighborhood on quiet oak-lined street and a beautifully elevated property has been fully renovated. 4 bed, 2 bath nearly 2,200...

Completely move in ready Dommerich home with split floor plan and pool, on a quiet street! Oversized master bedroom and bath, as well as a true walk-in closet. No carpet...

Location! Location! Location! Beautiful Mediterranean house with quick access to highway I-4. Close to Winter Park, Downtown Maitland, and Downtown Orlando. Three bedroo...

YOU WILL BE IN AWE AFTER SEEING THIS FABULOUS HOME! A GREAT BUY!!! RECENT APPRAISAL (4/21/18) IS $482k, SO LIST PRICE IS NOW $32,500 BELOW THAT APPRAISAL. ACT N...

Welcome to the sought-after Maitland Woods community. This 4 bedroom 2.5 bath POOL home offers a beautiful brick elevation giving the home the curb appeal you've been loo...

LAKE SEMINARY, you can't go wrong with a lake front home. Clear, Spring Fed, 35ft deep. Built in 1958, 3/2 with shower in utility room. 2400 Square Feet. See Survey post...

Price reduction just in time for the selling season!!! A great opportunity to own in Maitland Woods! Spacious 4 bedroom, 2 & 1/2 bathroom single story pool home nestled i...

So much to love and access to Lake Minnehaha! Located on an oversized, fenced-in lot, this 4 bed/3.5 bath pool home has so much character and an incredible outdoor space....

Dommerich Estates charmer that is truly move in ready!! This is the perfect home for your family, located on a quiet street, a block from schools walk and close to Maitla...

Amazing LAKEFRONT property in desirable MAITLAND! MILLION DOLLAR VIEWS from entire living area and kitchen! You will enjoy living in this mid-century retro remodeled home...

Welcome Home! Stunning 4 bed, 2 bath home in highly desirable Dommerich Estates Neighborhood on a corner lot. Original oak wood floors throughout, BRAND NEW roof April ...

Put your own spin on this perfectly placed home and make it your own! Located just down the road from Lake Sybelia Elementary. Featuring a spacious master bedroom, formal...

This Mid-Century immaculately presented beauty is awaiting a family. The four bedroom and two bath, split plan home is ready for move in. This brilliant property, feature...

Welcome to this enchanting reconstructed Mediterranean masterpiece! Come live like you are on a vacation in Italy every day on Alpine Drive. This Italian Villa was taken ...

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

Motivated Seller! Look no further! Completely REMODELED and MOVE IN READY 4 bedroom, 2 bath, 2 car garage, 2300 sqft. This fabulous split plan home has a oversized backya...

HERE IT IS! Lovely Park Maitland Villas GATED community with DOWNSTAIRS MASTER SUITE!! Welcome HOME to this fantastic townhome featuring wood floors, 20 foot ceilings, ...

This Maitland one-story home offers an in-ground pool, hardwood flooring, and a two-car garage. Upgraded features include overall fresh interior paint. Home comes with...

This spacious 3 bed, 2 full bath 1,966 SqFt Dommerich pool home features formal living and dining rooms, a separate family room open to the kitchen, 2 wood burning firepl...

One or more photo(s) has been virtually staged. You're gonna love this COMPLETE & BEAUTIFULLY REMODELED 4/2 POOL HOME nestled on a cul-de-sac in highly sought after Fores...

Enjoy maintenance free living in this stunning 3BR/2.5BA townhome! This townhome looks brand new, with one owner who has impeccably cared for and updated the home. It is ...

Major Price Correction!!!!!! Check out this Maitland beauty!! This Home features a layout like no other, with soaring ceilings in the living room and formal dining room. ...

Location, Location, Location! In sought after neighborhood of Stonewood. 4 bedrooms, 2 bath ranch includes formal living room, dining room and separate family room plus t...

Fresh Renovation, 4 Bed 2 Bath Block Home in Sought After English Woods, No HOA Restrictions, Bring Your Toys! Split Bedrooms, New From Top To Bottom, Enter Through The L...

Don't miss out on this thoughtfully renovated Maitland bungalow. From the craftsman touches and white brick fireplace sitting room & library to the spacious galley kitche...

**NESTLED AMONG THE SHADE OF MATURE OAKS, THIS 3X2 CLASSIC CLAYTON BUILT HOME IS ONLY STEPS AWAY FROM TOP RATED SCHOOLS! * GOODBYE CARPOOL HASSLES, HELLO GREAT NEIGHBORHO...

*** GREAT LOCATION, TOP RATED SCHOOLS WITH PRICE IMPROVEMENT *** Do not miss this remodeled, move in ready home located on a cul-de-sac in Maitland’s sought after neighbo...

Great cul-de-sac location in Maitland to raise a family! Nice and clean 4 Bedroom 3 Full Bath Pool home, over to 2500 sqft heated, 3100 under roof. Large open floor plan ...

This Maitland one-story offers an in-ground pool, front porch, fireplace, granite kitchen countertops, master bathroom with tile-surround shower, sun room, and two-car ga...

New Price, Great home for Entertaining! This 3 bedroom, 2 bath home is located in the heart of English Estates in Maitland. The exterior was painted in 2015, a remodeled...

Welcome home to your beautiful new Mediterranean-style townhome. Enjoy RESORT-STYLE LIVING located in the gated community of Enclave at Maitland. This Beautiful Townhome...

Here is your chance to own a move in ready home in a quiet sought after Maitland neighborhood. This well appointed 4 bed 2 bath home sits on over 1/3 acre just a few min...

Short Sale. SHORT SALE. Two story, 4 bedroom 3 bath home in the heart of Maitland. As you enter the home, the formal living and dining room have a beautiful high ceilin...

Beautiful Mediterranean-style townhouse located in the gated community of Enclave at Maitland, situated with serene views of Lake Charity. The huge kitchen has granite an...

CUTE AS A BUTTON! PRISTINE 3/2 POOL home located in quiet cul-de-sac of Forest Brook! This home boasts 1800 SF of living with large private yard. Impeccably maintained...

If you are looking for a townhome that is ready for your move in, please schedule your private showing today. It is located in the beautiful community of the Enclave in M...

Your perfect oasis in Maitland, this single family home with a private pool is ready for you to call it home. A split floor plan with three bedrooms and one bathroom dow...

Don’t miss your opportunity to buy this beautiful block home! Hardwood floors throughout, 3 bedrooms, 2 full baths, 2 car garage, garden tub, and a bonus room. Ceramic ti...

This is a Beautiful Park Maitland Gated Townhome in a Very Sought after Community of Seminole County. This home has been UPGRADED throughout starting with Travertine tile...

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...

The beautiful landscaping, manicured lawn and abundance of rose bushes welcomes you and your guests to this lovely home! The lot and a half yard give you plenty of room t...

This upgraded 3 Bedroom 2 bath townhome is located in Park Maitland. This home has a two car garage, ceramic tile throughout main floor & carpet throughout upper level. ...

Enjoy the pool at this 3 bedroom, 2 bath home in Maitland. Features include a family room which overlooks the pool and patio. The master bedroom overlooks as well. The la...

Bank owned. Needs work. Property is being sold as is, where is. Seller has no knowledge of the property or its improvements, and has never occupied the property.

Built in 2002, this Maitland two-story offers a sunny courtyard and a two-car garage. Upgraded features include fresh interior paint and a new HVAC. A community pool and ...

Welcome to this fantastic Mid Century Modern house. The house is pristine and has been well cared for. It has wood floors throughout and tile in the wet areas. The lot is...

between alta monte springs and downtown orlando with easy access to i-4. large home on oversize lot. may consider holding note with substantial down-payment for a contrac...

Presentable home in location that allows great flexability in accessing various parts of the State due to close proximity of I-4. Sun Rail, downtown Winter Park, Amtract ...