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-...

Exquisite and unparalleled architecture and design come together at 250 Northwind, a gorgeous new construction, canal-front contemporary that seamlessly blends form, func...

Situated on pristine Lake Seminary in Maitland (Orlando), this custom lake front home is spacious, gracious, and a solid fortress. This location is near everything. This ...

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...

A must see Lakefront on its large private peninsula where you can enjoy magnificent sunrises and sunsets! This 5bdrm/5bath home has just gone through a MAJOR renovation i...

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...

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 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!! Largest and most Private lot in the community! Priced Below Appraisal and lowest price per sq ft Lakefront. Located in Prime Maitland area. Pool...

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...

FIRST TIME EVER ON THE MARKET! This lovingly maintained Lakefront (Lake Sybelia) single story home is situated on an amazing elevated lot with wonderful tall oak trees. ...

Dommerich Estates! Better than NEW! This FABULOUS home is situated on 2 platted lots (21,284 SF) and has been totally remodeled with new additions of master suite, in-law...

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....

NEW PRICE! 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...

Pre-inspected and UNDER APPRAISAL of $820,000! Incredible combination of elegance and Florida style living! One story, corner lot, expansive 4,274 sq. ft custom built hom...

Beautiful home in Maitland Club! This Pam Niemann designed 2012 Parade of Homes “FIRST PLACE” winner for Kitchen and Family Rm renovation is impressive as you enter the o...

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 ...

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...

Come home to a luxurious lifestyle in this professionally designed and renovated estate home featuring 4 bedrooms, 4 oversized bathrooms, and newly installed oversized do...

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

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 ...

Beautiful home in Hollieanna Shores! Bill Felkel designed and built new second story (the second floor features a private office and a master bedroom w/3 closets, soaking...

Luxury estate propped high on the hill on a large .33 acre corner lot. Over 3,200 square feet under air and nearly 4,000 under roof in the picturesque Versailles communit...

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...

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,...

This traditional style POOL HOME is BREATHTAKING! Walking inside you’re welcomed by a large formal living room that connects to a formal dining area. To the right of your...

PRICE REDUCTION ON THIS GREAT MAITLAND HOUSE, WITH ACCESS TO LAKE CATHERINE Perfectly appointed, traditional, one-story home on serene scenic cul de sac off Lake Catheri...

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...

Come on home to the desired Maitland Club neighborhood!! Built by Gallimore Homes, this custom 4 bedroom, 4 bath home features a 3 way split plan that shows like a model...

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...

Beautifully updated Dommerich Estates 4/3 with a pool. Established neighborhood of custom homes next to Lake Minnehaha and Maitland Community Park and located in a desir...

Gorgeous Dommerich 4 Bedroom/ 2 Bath pool home in sought-after Maitland neighborhood! Shows like a Model Home! This immaculate home has a beautiful open floorplan with lo...

Bring an offer! Seller wants to sell by end of 2018!! MUST see this large, gorgeous and private backyard!! Along with a lovely 4 bedroom, 3 bath family home with large in...

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...

Welcome to Dommerich Estates. The Kitchen is long and large boasting Stainless Steel appliances including a FULL size freezer and new stainless dishwasher. The Island eat...

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...

**SELLER OFFERING UP TO $10,000 IN COSMETIC UPGRADE ALLOWANCE WITH AN ACCEPTABLE OFFER**Welcome to the sought-after Maitland Woods community. This 4 bedroom 2.5 bath POOL...

Dommerich home, close to schools, beautiful elevation and truly ready to move in. A 4-bed, 2-bath home walking to Dommerich and Maitland Middle. A 2,200 sf home with an u...

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...

Welcome home to this 3 bedroom, 2 bath home pool home located in Dommerich Estates. With over 2550 sq ft of living space, this home offers a spacious open concept design,...

Beautiful 4 bedroom, 2 bath on a large corner lot in a very quiet section of Dommerich Estates. Deeded lake access to Maitland/Winter Park chain of lakes and a short walk...

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....

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 ...

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...

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 ...

Beautiful 3 bedroom 2 bath, corner lot pool home in sought after Dommerich Hills, in Maitland. Nice oversized corner lot with custom landscaping around the entire home. O...

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...

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...

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...

4 BEDROOM, 3 BATH HOME WITH A 2 CAR GARAGE IN FOREST BROOK. MASSIVE BONUS ROOM, SEPARATE FAMILY ROOM AND A LIVING/DINING ROOM COMBO. LARGE FENCED BACKYARD. CLOSE TO SHOP...

Beautifully maintained & updated pool home in English Estates! Features include split floor plan, family room open to kitchen; kitchen w/passthrough to very nice size rea...

STOP THE CAR! Move in ready 4/2 split plan with pool on a 1/3 acre waterfront lot is perfect for your New Year Day gathering! Well maintained home with large bedrooms, e...

Priced below a recent appraisal ($365,000) 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 b...

Beautiful luxury end unit townhouse in the gated community of Maitland Village. This lovely home offers open floor plan, volume ceilings, hardwood floors, and crown moldi...

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...

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...

Gorgeous & REMODELED FOUR Bedroom, Two & a Half Bath, Concrete Block, Single Family Home with TWO CAR GARAGE and a FENCED Backyard in Desirable ENGLISH ESTATES in Maitla...

Welcome home to this Beautiful, Spacious and Recently Renovated 4-Bedroom, 2-Bath Block Home in English Estates. As you walk through This Home You will quickly notice How...

This is a beautiful home with great upgrades, the ceramic tile runs throughout the house including the four large bedrooms, granite counter tops throughout, stainless ste...

Freshly updated 4 bedroom, 2 bathroom single story home located in Maitland’s Oakland Shores Neighborhood! This beautiful mid-century home has been recently refreshed wit...

One or more photo(s) has been virtually staged. Welcome home to your beautiful new Mediterranean-style townhome. Enjoy RESORT-STYLE LIVING located in the gated community...

One or more photo(s) has been virtually staged. Whether you're a first-time home buyer or investor, look no further! Your new **POOL HOME** is situated on a CORNER LOT in...

This Maitland two-story offers an in-ground pool, stainless steel appliances, a den, and a patio. Home comes with a 30-day buyback guarantee. Terms and conditions appl...

Beautiful 3 Bedroom 2 Bath in Desirable Maitland FL, This property has been Fully Renovated with all the latest. Including Custom Lighting, New Flooring Throughout, Upgra...

This is a well laid out Brittany style home. Lots of open areas and light from windows and skylights. 4th bedroom makes for a great french door office if needed. Warm ...

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...

Come see this IMMACULATE and newer town home in the heart of Maitland. This awesome home is on the same street as baseball fields, a fire station, a police station, and ...

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

Beautiful 2 story 4 bedroom home located in the Winfield neighborhood and close to major access routes with a short drive into Orlando city. Crisp new exterior and interi...

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...

Remodeled Mid-Century Modern home - NEW Kitchen, NEW Roof, NEW Windows, NEW Stainless Steel Appliances, NEW Flooring, and much more, including a huge master suite with du...

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 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...

SHORT SALE! This luxurious 3 bedroom, 2.5 bath Mediterranean Style townhome can be yours! Located in the gated lakefront community of Enclave at Maitland, you will enjoy ...

One or more photo(s) has been virtually staged. Discover Park Maitland, a GATED TOWNHOME community nestled among tree-lined streets and zone for sought-after SEMINOLE COU...

Sold As Is. .44 acre. Could be a great rental but needs much TLC. Tenant of 8 years moved out. Calling all builders!! See pics of new construction down the street.

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. ...

CALLING ALL INVESTORS. SEMINOLE COUNTY SCHOOLS, GREAT HOME FOR THE EXTENDED FAMILY.

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

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 delightfully renovated English Estates home is ready for you! The updated eat-in kitchen includes new cabinets, granite counters, a breakfast bar and gas appliances....

3/2 pool home zoned for Lake Sybelia Elementary. A/C 2016, newer irrigation system, newer bathroom vanities, upgraded appliances, pool works great and is ready for a new...

One or more photo(s) was virtually staged. Location, location, location... Maitland's best kept secret! These townhomes rarely come on the market & are in a private, gate...

Between alta monte springs and downtown orlando with easy access to i-4. large home on oversize lot. 685868

Welcome home. This spacious and well maintained Maitland property is minutes away from shopping great restaurants, and history. This corner lot is fenced and perfect fo...

Three bedroom, 3 bath townhouse in desirable Park Lake in Maitland with one bedroom & bath downstairs with sliders to the patio and two large master suites upstairs each ...

Rare sale in The Park Lake community. Amazing location! Walk to Lake Lilly and all the Maitland restaurants! A+ schools. This is a fixer upper and this town home has ...

SPACIOUS 1 bedroom, 1 bath three-story corner unit with 1 car garage attached. The garage has extra storage space and the laundry area. This home is in GREAT CONDITION,...