Maitland Homes For Sale

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-...

PRICED TO SELL - LUXURIOUS LAKEFRONT ESTATE! This Winter Park Chain of Lakes Custom 3 car garage home has panoramic views of Lake Minnehaha w/ 110' of water frontage. The...

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...

Gorgeous 1.67 acre lakefront property on Lake Maitland… the largest lake on the Winter Park Chain of Lakes. This is a wonderful opportunity to make this 6 bed/6.5 bath po...

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...

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...

** Enjoy LAKEFRONT living in this well-maintained, custom-built, two-story pool home in the highly desirable Stonehill subdivision….This beautiful and spacious contempora...

Located on Lake Nina, one of the Maitland/ Winter Park Chain of Lakes best kept secrets sits this 3 bedroom 2 full bath 2 half bath home. Home boasts over 3,100 Htd. Sq.F...

LAKEFRONT!! Enjoy all the amenities that this home on Lake Minnehaha offers! With 50 plus feet on the water, on a dead end quiet street and with a convenient circular d...

STUNNING 5 bed/5.5 bath PLUS office including media/bonus room. Maitland Forest pool home tucked away on quiet cul-de-sac across from Lake Minnehaha. Entertain on your ba...

This fabulous contemporary estate is situated on a half acre lot in an established neighborhood between Lake Catherine & Lake Lilly Park. This custom home built by Maroo...

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...

Frontage On Two Lakes!! Priced Below Appraisal and lowest price per sq ft Lakefront. Located in Prime Maitland area. Pool Home nestled between 2 lakes. Enjoy Sunrise e...

Welcome to a unique, one-of-a-kind home, with a versatile floorplan and an In-Law suite, located on a .4-acre lot! With 6 bedrooms, 5 bathrooms, and multiple bonus areas,...

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...

MAJOR PRICE REDUCTION FOR A QUICK SALE! Traditional farmhouse meets modern luxury for this completely renovated home located in the highly sought after Maitland area just...

Stately elegance abounds in this masterful French Provincial 4410 sq. ft. 5 Bedroom, 4.5 Bath Rick Watson Custom Built Home in the beautiful GATED Community of Lake Colon...

This custom pool home is located in a small gated community in Maitland..The home features bedrooms 4 bedrooms 3.5 bathrooms plus an office and oversized 3 car garage....

Currently being offered below recent appraised value. Beautiful custom Cahill-built home in Lake Colony Estates, the top gated neighborhood in Maitland. The quality finis...

One of a kind 2-story with nearly 3,200 sf and situated among the finest lakefront homes and on a wrapping corner with a short walk to Lake Maitland Winter Park Chain of ...

This home is located on a prime cul-de-sac site in an intimate gated community in the heart of Maitland. Maitland Club has plenty to offer with the security of gated entr...

Dommerich Estates Pool home with 4 bedrooms, 3 baths and 2 half bathrooms. House was recently finished, it features 9 foot ceilings, an open concept floor plan with an ov...

Lakefront living awaits! Come tour this elegant French-provincial estate located in the popular, guard-gated community of Maitland Club.  With nearly 90 feet of frontage ...

NO HOA! Come & enjoy all that Winter Park has to offer when you move into the Dommerich community. With access to the Winter Park Chain of Lakes & more than 5 natural com...

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...

Within the growing suburb of Maitland, the intimate Stonehill community holds a home near I-4 that is walking distance to a community center and places of worship. First ...

Your waterfront paradise awaits! This private spring fed 55-acre lake ensures minimal boat traffic and maximum privacy while still being able to waterski and watersport o...

Now Offered Below Appraised Value. Beautiful Home on desirable Lake Catherine Now Available. This home has been Completely Remodeled (2006) and Meticulously Maintained. ...

5 bedroom, 3.5 bathroom pool home on just short of half an acre in the sought after city of Maitland. This gorgeous, tile roof home offers a formal living room, formal di...

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 ...

Beautifully, fully remodeled executive home in an upscale neighborhood, being sold well below newly appraised value of $695,000. Expect to be impressed. Minutes from Wint...

Seller offering a $20,000 credit to Buyer at closing for this fabulous and nearly 3,200 sf this Dommerich Estates gem is on one of the best streets, lined with mature Oak...

Stonehill is a charming community of just 30 homes. With easy access to I-4, the RDV sports complex, Winter Park boutiques and restaurants and short walk to Lake Lilly an...

BRAND NEW CUSTOM EXECUTIVE HOME - MOVE IN READY, centrally located in Maitland! GARAGE FACES REAR. No detail overlooked – The open floor plan encompasses volume ceilings,...

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! ...

Perfectly appointed, traditional, one-story home on serene scenic cul de sac off Lake Catherine in Olde Maitland. Spacious yet cozy, classic yet updated, tucked away on ...

This is your opportunity to own a beautiful one of a kind single story custom home in Dommerich Estates. This home features 4 bedrooms and 3.5 baths, with a 3 way split f...

Have you been looking for an AFFORDABLE LAKEFRONT home with your own PRIVATE DOCK near Winter Park? LOOK NO FURTHER! Welcome to Audubon Way, located on the south shore of...

Take a second look - new pics for this stunning lakefront home in desirable Druid Isle community. Completely updated in 2017-2018, this gorgeous home features open-concep...

Welcome to THE OAKS OF MAITLAND! Expect to be impressed with this ONE STORY original BUILDER'S OWN CUSTOM HOME that has been fabulously updated: new interior & exterior ...

No Better location within Dommerich , sidewalk to schools, on a beautiful quiet oak-lined street with spacious yard. This 2,900 square feet home is a rare find and truly ...

Looking for a large, gorgeous and private backyard? Check out this one! Along with a lovely 4 bedroom, 3 bath family home with large in-law suite overlooking gorgeous ya...

Seller offering $5000 towards buyer’s closing costs with acceptable offer! A completely and tastefully renovated 3 bedroom (plus 400 sq. ft. bonus room overlooking pool)...

Gorgeous Lake Sybelia lakefront bungalow on a nice size lot. Boat dock on private Lake Sybelia. Two bedrooms, two full baths cottage style home with breath-taking views...

You will not want to miss out on this beautiful home, move-in-ready, with a pool, located on a wonderful street in Dommerich... walking distance to Dommerich Elementary a...

YOUR DREAM HOME AWAITS!!! The Exquisite Redesign of this Home Far Surpasses All The Rest!!! This Home features an open split floor plan with 4 bedrooms & 3 bathrooms. The...

Beautiful home situated on an oversized lot in desired Kings Row neighborhood, within strolling distance to park and playground. "A" rated schools. Updated eat-in kitchen...

THIS IS THE DOMMERICH ESTATES HOME YOU HAVE BEEN LOOKING FOR!!! WALK TO Dommerich Elementary & Maitland Middle!! FABULOUS curb appeal welcomes you to this treasure featu...

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

Fabulous Maitland Isle, mid-century modern influenced home, with great wrapping corner lot into cul-de-sac, super quiet street and unbeatable location with Winter Park Ch...

Welcome home 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 bee...

Under Appraised Value!!! BACK ON MARKET 8/03/18 - Seller had the home freshly painted inside and out! - Spacious and Bright Split Floor Plan Pool Home tucked back in Mait...

Stop, look no further! This 5 bedroom, 3.5 bathroom POOL home is situated on over a quarter acre, corner lot (.32). Plenty of room to spread out with 2,800 sq ft of liv...

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....

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 $22,100 BELOW THAT APPRAISAL. ACT N...

Beautiful 4 bed 2 bath home on a large corner lot in a very quiet section of Dommerich Estates. Deeded lake access to Maitland chain of lakes (with optional HOA membersh...

Located in the highly sought after community of Dommerich Hills, this spectacular home was 100% renovated in 2015. It is located on a large corner lot only minutes from ...

GORGEOUS, METICULOUSLY MAINTAINED beauty on one of the most desirable and quiet streets in DOMMERICH! The charming CURB APPEAL with long paver driveway and front porch w...

Lovely home in desirable Dommerich Estates, this 3 bedroom, 2 1/2 bath home is in move-in condition. The lanai, pool, 24,000 gallons resurfaced 6 years ago, and built in ...

REDUCED PRICE!! Dommerich Beauty on coveted Cheyenne Trail, walking distance to Lake Minnehaha. Move in ready to this updated spacious open floor plan home. Granite cou...

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 ...

.. bring offer..recent full rehab on large house with 1 and 1/2 lot. 2 a/c split zone walk in closet in master with jetted tub and separate walk in shower with duel sink ...

A Florida classic, Clayton home with crown molding, 2 fireplaces & ceiling fans throughout. French doors open to backyard that features a 38 ft long, kidney shaped pool, ...

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...

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...

New Price!! Sellers Motivated! Here is your chance to own a beautifully updated MID CENTURY MODERN home in sought after Maitland. Kitchen is a designer's dream with new...

This 4 bedroom 2 bath home is located in Dommerich Hills close to Dommerich Elementary and Maitland Middle . Fireplace located in the formal living room great for gatheri...

Spacious and priced by a recent appraisal in one of the most desirable neighborhoods in the area on a corner lot and lakefront on Lake Ruby. This 4/2 split plan (5th bed...

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...

This is a Spacious beautiful home with great upgrades, is ready for it's new owner. Tile runs throughout the house including the four large bedrooms, Kitchen has been up...

WELCOME to Maitland Village - a GATED luxury townhome located less than 1 mile from I-4!!! GORGEOUS Mediterranean style 2-story 4 bedroom/2.5 bath end unit townhome - BE...

Mid-Century Modern 3 Bedroom 2 Bath home located in desirable Dommerich Estates. Renovated Kitchen with breakfast bar opens to the living room and dining room. The Origin...

Priced to Sell! This charming 4 bedroom 2 bath beautiful pool home is located in the highly desirable community of English Estates! The spacious split open floor plan ...

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 ...

Spectacular, like-new townhome in the exclusive gated community of Maitland Village. This end-unit townhome features an exceptional open plan with modern kitchen, granite...

** 4 BEDROOMS - 3.5 BATHS ** GORGEOUS TOWNHOME in GATED COMMUNITY - ORIGINAL OWNER - UPDATED BATHROOMS - TOWEL HEATER - SELLER CHANGED ALL FLOORING. PLANTATION SHUTT...

Built in 2006, this Maitland two-story is located in a well-kept neighborhood and offers scenic views, granite kitchen countertops, and a two-car garage. A community pool...

YOU WILL LOVE THIS BEAUTIFUL HOME IN THE DESIREABLE CITY OF MAITLAND! A SPACIOUS 4/2 OPEN FLOOR PLAN HOME IS AWAITING FOR YOU. THIS JEWEL HAS HARD-TO-FIND 10’ CEILINGS IN...

Water Front Maitland home ready for you. This beautiful pool home backs up to a spring fed pond and a preserve . The Kewannee Park is just around the corner. The propert...

Price reduced to sell! Seller motivated. This is a great house. Several homes well above the 500's in the area. This is a great neighborhood. This is the first time this ...

Carefree living at it's best in this move-in ready townhome in desirable Maitland Village. Unit has no carpet! Oversized granite bar in kitchen overlooks large great ro...

Location, location. Gated community, super clean move in ready! No carpet downstairs, kitchen has oversized island with granite countertops, 42" maple wood cabinets with ...

Value is in the lot. Home is not in safe condition for occupying. .44 lot size. Calling all builders! See pics of new construction on Sandspur

Beautiful four bedroom pool home available in the desirable English Woods community of Maitland. The master bedroom has three closets, full private bath, and sliding door...

Buyer financing fell through, so now you have a chance at this amazing 3 bed 2 bath completely remodeled open-concept pool home in this highly desired Maitland neighborho...

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...

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 ...

Charming “Mid Century Modern” Home in the sought after neighborhood of Oakland Shores. This 3 Bed 2 Bath home has been updated over the years and offers formal living roo...

This turn-key 3 Bedroom, 2 Bath home is what you've been searching for, featuring a split-floor plan with upgrades throughout! As you enter the home, you are greeted with...

Stunning 3 bedroom, 2 bathroom family home in sought after neighborhood Winfield in Maitland. Great for commuters with convenient access to I-4, 434, and Maitland Blvd. C...

WELCOME HOME! Don't miss out on this adorable 3 bedroom, 2 bath home, with NO HOA, on a quarter acre lot! New A/C, variable speed pool filter and dishwasher! As you strol...

Welcome home! Unbeatable Maitland location at a reasonable price. Enjoy Farmers market experience, parks, Enzian theater, variety of dining and art options, popular Par...

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...

CASH ONLY PURCHASE - PLEASE READ REALTOR REMARKS - Can Close IMMEDIATELY!!! This 4 bedroom 3 bath home has a ton of potential and is already partially renovated. Just put...

Located near Lake Gem, this 3 bedroom / 1 bathroom home is ready for it's new owner. Check out the low property taxes. There is no HOA. Fenced. This home is priced to sel...