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Maitland's 17,000 resident population makes the town a lovely place for any family to settle down in. Right outside of Orlando, Maitland is centrally located and ideal for daily commuters due to its close proximity to big roads like I4. The city has a couple of public schools to choose from, like Lake Sybelia Elementary and Maitland Middle. With its community and convenience, Maitland is the perfect destination for those looking for suburbia. 

Maitland Activities

Around town, there is a variety of places where families could spend a lovely Saturday afternoon. The Maitland Art Center is available to the artistically-inclined, and the Maitland Community Park can house a game of soccer, frisbee, baseball -- you name it! Visit the RDV Complex if you fancy a night of ice-skating for the whole family to enjoy, too. On those beautiful spring days, go for a stroll through the Azalea Gardens to look at flowers and wildlife. Maitland has a very large community life that they promote to all residents! They have regularly scheduled events, such as block parties and farmer's markets, as well as special activities for each season, like 5K runs or their annual Weinerfest. The city offers numerous locations to spend a beautiful day outdoors. With locations such as Bellamy Park, Jim Houser Azalea Garden, Lake Lily park, and more, you can always find a place to enjoy nature with your family. Take your kids to playgrounds, picnic with your family on a Saturday afternoon, play a pick-up soccer game with your friends -- you name it, Maitland has it!

See more Maitland Events on their website!

Brand New Maitland Listings

$1,599,000
4 Beds 5 Baths Stonehill SubDv. 32751 Zip Code
STUNNING Stone Hill home! Your future home offers 4 Bedrooms and 5 Bathrooms, and is located in Maitland, just a half-mile to the SunRail station. Custom details throughout, starting with the wood flooring in a herringbone pattern at the entryway. The main level has a private Study with French doors, and a generously-sized formal Dining Room, a Family Room with vaulted 12-ft ceiling and view of the covered pool, adjoins to the gourmet, eat-in Kitchen. The Kitchen features Quartzie countertops with decorative mosaic backsplash, custom cabinetry, double islands, GE Monogram appliances with an Advantium oven, convention oven, induction cooktop and integrated refrigerator/freezer. There is a Butler’s pantry with a gorgeous stone countertops and an antique mirrored backsplash. Main floor Primary Bedroom has a renovated bath with custom millwork, a large soaking tub with an oversized stone-encased walk-in shower, and custom walk-in closets. Creativity abounds in the spacious upstairs loft, and is ready for your personal touch! There are 3 additional bedrooms, and a guest bath with French doors that lead to a wrought-iron balcony. Enjoy the tranquil sounds of two water features while you relax in the covered lanai which features custom outdoor drapes and palm ceiling fans for a tropical cabana feel. Cool off in the refreshing salt water pool which adjoins to the guest apartment with a separate entrance over the 3-car attached garage. Numerous options for studio space—use it as a gym or yoga studio! Convenient to Maitland City Centre, Winter Park Shops and Restaurants, and I-4. Call for a private showing!

146 Stone Hill Drive, Maitland

$869,000
4 Beds 2 Baths Hidden Estates Unit 2 SubDv. 32751 Zip Code
Welcome to your own private oasis in the charming neighborhood of Hidden Estates. This home is located on a cul-de-sac, nestled on a lot just under an acre in size, adorned with mature oak trees. As you step through the foyer, you will be greeted by an inviting open floorplan featuring a spacious great room and dining room bathed in natural light. The spacious kitchen overlooks the great room and dining room. It boasts a large walk-in pantry, granite countertops, soft close drawers and ample cabinetry. Off of the kitchen, you will find the indoor laundry room with additional storage space. The den/office provides a versatile space for work or relaxation. The great room features 2 sets of sliding doors which open to the expansive outdoor area. There are four bedrooms tucked away to the left of the foyer as you enter the home. A centrally located bathroom features a double vanity sink and a bathtub shower combo. The primary retreat has a stunning view of the backyard and has a walk-in closet and an en-suite bathroom with a walk-in shower. Step outside into your own private sanctuary. You can lounge under the covered patio area, take a swim in the beautiful pool and admire the serene pond view. Enjoy gardening or relaxing around a firepit for cozy evenings under the stars. The home also offers RV parking and 30amp electrical hookup is available. Recent updates include: A/C 2022, water heater: 2023, roof and home renovations: 2015, EV charger, security system owned. This home is zoned for great Seminole County Schools. Conveniently located close to I-4, the Maitland Sunrail Station, Altamonte Springs and is located close to Winter Park, this home offers easy access to all of the wonderful attractions that the Orlando area offers. Don't miss the opportunity to make this hidden gem your own!

410 Melanie Way Way, Maitland

$224,900
2 Beds 1.5 Baths Cherrywood Gardens SubDv. 32751 Zip Code
Welcome to your new home in the heart of Maitland! Nestled in the charming and conveniently located Cherrywood Gardens community, this delightful 2-story condo offers both comfort and convenience. As you step through the ground floor entrance, you'll appreciate the ease of access with 2 designated parking spaces right at your front door, along with ample visitor parking for guests. With only 4 buildings in this secluded and intimate community, you'll enjoy a sense of privacy while still being part of a vibrant neighborhood. Explore the nearby amenities within minutes - from parks and coffee shops to fine dining and shops, everything you need is within a mile or so radius. Commuting is a breeze with the new SunRail station, Maitland Community Park, and Maitland City Cultural Center just a stone's throw away, not to mention easy access to I-4 and Highway 414. Cherrywood Gardens exudes a serene energy with its landscaped outdoor spaces, perfect for leisurely strolls with family or small pets. Take a dip in the eye-catching community pool or host gatherings in the clubhouse. Inside, the condo boasts a spacious dining and living room combo adorned with bamboo wood flooring - an ideal space for entertaining guests. The cozy kitchen features tile floors, granite countertops, and modern cabinets, providing both style and functionality. Step out onto the enclosed rear patio, which opens up to a courtyard, offering a warm spot for your morning coffee or al fresco dining. Adjacent is a multipurpose utility room with washer and dryer hookups, adding to the convenience of everyday living. Don't miss out on this wonderful opportunity to own a beautiful condo in one of Maitland's most sought-after communities. Schedule your showing today and make this your new home sweet home!

218 Cherrywood Gardens Drive Unit 218, Maitland

$359,900
3 Beds 2.5 Baths Villas Lake Destiny SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. AMAZING LOCATION for this updated 3 Bed, 2.5 Bath townhome in the heart of Maitland tucked away in the secluded, Gated Community of Villas of Lake Destiny. Upon entering the Private Courtyard with lush landscaping, you will feel right at home. At the end of the entry hall is the spacious, bright Living Room with soaring 2 story ceilings and Transom Window above the massive Sliding Glass Doors that lead out to the private 22' x 10' Patio surrounded by more lush landscaping and mature trees making it the perfect place to relax and unwind. The large Dining Area is located adjacent to the Living Room and Kitchen which features Corian counters with a Breakfast Bar, Dual Oven Range, Built-In Microwave, plenty of counter space and storage. Head up to the second floor where you will find all the bedrooms featuring High Ceilings. The owner's suite offers a Walk-In Closet AND Wall Closet. The updated En-Suite Bath has a Granite Top double sink vanity with a Corner Cabinet and a Glass Enclosed Shower. Bedroom two has Cathedral Ceilings and access to the Updated Hall Bath while the third bedroom has a Vaulted Ceiling. Completing your future home on the first floor are a Half Bath, Utility Closet with Washer and Dryer, a large Under Stair Storage Closet, a Cozy Space overlooking the Courtyard that can be used as a Breakfast Nook and an oversized One Car Garage. Additional features include Tile Roof replacement in 2023, A/C in 2022 and newer Pella Double-Paned Low-E Windows and Sliding Door. Community amenities include a Lakefront Pool and Spa, Community Boat Ramp and Tennis Courts. Villas at Lake Destiny is located Close to Maitland Office Park, I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more!

1010 Winderley Place Unit 131, Maitland

$4,995,000
6 Beds 5.5 Baths Maitland Forest SubDv. 32751 Zip Code
Pre-Construction. To be built. Stunning modern estate perfectly positioned along the shores of the Winter Park Chain of Lakes. This architectural masterpiece, designed and built by Vimaro Homes is sure to be a showstopper. As you pull up the elegant circular driveway you’re greeted by lush landscaping, and an oversized three car garage. Stepping though the front doors, your eyes are immediately drawn to the bright open floor plan and exquisite architectural details. From the custom three-story staircase to the double sided fireplace and wall of windows overlooking the lake this is truly a bespoke property. The chef in the family will love the open kitchen with its top-of-the-line appliances, custom cabinetry, porcelain counter tops, oversized pantry, and massive center island overlooking the great room. The primary bedroom suite features a bird’s eye view of the lake, an exquisite bathroom that will rival even the most prominent spas, and a huge walk-in closet to house even the largest show collection. Additional features include a home office, two laundry rooms, a guest suite on the first floor, 4 additional bedrooms on the second floor, and a game room with a powder bath on the lower level. For entertaining, simply lower the retractable screens on the covered lanai and open the entire back of the home bringing the outdoors in. Exterior amenities include a summer kitchen, oversized outdoor patio with glass railings, and an amazing pool with a double-sided infinity edge. Last but not least, there is an impressive staircase leading down to the back yard and your own private boat dock. The massive peninsula lot steals the show with one-of-a-kind lake views and plenty of room for a detached guest house or additional garages for the car enthusiast. Don’t miss this opportunity to enjoy living on the Winter Park Chain of lakes for a fraction of typical the cost.

656 Bentley Lane, Maitland

$2,195,000
9 Beds 7 Baths Stonehill SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to the epitome of luxurious, lakefront living nestled against the backdrop of pristine and private, 57 acre, spring-fed Lake Seminary. Enjoy breathtaking water views as you walk amongst this 9 bedrooms and 7 bathrooms custom-built estate with covered boat dock. This enchanting two-story residence, spanning 8,190 square feet on a .52 acre lot, was thoughtfully designed and constructed to last a lifetime with its foam-insulted, concrete tilt-walls. Upon entering the dramatic, grand foyer, you will be captivated by the breathtaking view of the magnificent heated pool, spa and lake. The first floor living space is exquisitely adorned with travertine flooring, 24 foot coffered ceilings, a majestic 2-story marble, gas fireplace and double, custom winding staircases crafted with wrought iron and hardwood. The substantial kitchen is adorned with granite countertops and island, gas cooktop, double ovens, a separate refrigerator and freezer, 3 dishwashers, a hidden butler's pantry, and mud room. The first floor primary suite is a serene escape featuring access to the screen enclosed pool, walk-in closet, soaking tub, walk-in shower, and a private water closet. The first floor also thoughtfully provides a laundry room, plus a private entrance 2-story flex space which can be utilized as an office, social media room or mother-in-law suite. This home also encompasses a theatre room, with a wet/snack bar, and was constructed as a hurricane safe room. Laundry rooms on both levels. Ascend to the second floor, accessed via two staircases, and arrive on a delightfully adorned bridge separating the second primary suite from the additional bedrooms. No detail was overlooked as you enter the second primary suite with balcony access to panoramic water views. The interior is enhanced with a wet bar, two walk-in closets, laundry area and Venetian plaster corridor leading to the primary bathroom with custom cabinetry, walk-in shower, dual sinks, soaking tub and vanity area. Four additional bedrooms, most with lake views, and a bonus room complete the second floor. Technological enhancements include whole house "Smart House" wiring, cat-5 E, LAN System, audio-visual, whole house camera security ready, 4-zoned TRANE HVAC system, GENERAC "QT" generator support system. Outside, a 600 square foot covered lanai with summer kitchen, expansive pool, spa with adorning water feature, boat dock are ready for your yearly enjoyment. Imported Milwaukee bricks adorn the circular driveway leading to a large three car garage located behind a security gate. Easy access to SR 429, I-4, and Sun Rail, Maitland Town Center and Winter Park Village. Schedule your private showing today.

125 Stone Hill Drive, Maitland

$849,900
4 Beds 3 Baths Hidden Estates Unit 2 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. PHENONINAL PRICE REDUCTION. This beautiful Customer Built Home is just waiting for the perfect family. An entertaining mecca with it's huge screened porch overlooking a Park-like backyard. Mature landscaping, trees, Camilas & Azaleas. French Door access from Family Room, Sliding Doors from Primary Suite & Mother In Law Suite and French Cafe Windows from the Kitchen give the back of this home that outdoor experience from almost every room. It just screams ENTERTAINING!!! The Formal Living and Dining Rooms are perfect for your special family gatherings, then relax in the 18x21' Family Room by the Fireplace. NEW ENGINEERED HARDWOOD FLOORS Throughout Most of the Home. NEW ROOF 1/13/2020, NEW 5.0 TON HEAT PUMP SPLIT SYSTEM 1/4/2023. Large Primary Suite with 2 Walk In Closets plus 3 additional bedrooms will accommodate any size family. Mother-In-Law or Nanny EnSuite has 3 separate entrances. The Custom Built Laundry room has a Cedar Lined Closet and tons of storage. The Double Garage has built in shelving and tons of concealed storage. The long winding sidewalk from the street to your front door makes a dramatic entry for your guest to arrive. This One of a Kind Custom Built Home has so many extras, you have to see it for yourself. The family is Ready for Mom's home to receive perfect New Owners to make their own memories in this cherished home.

502 Lisa Lane, Maitland

$540,000
4 Beds 3 Baths Schoolview Add SubDv. 32751 Zip Code
*2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven nestled in the up-and-coming neighborhood of west Maitland with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new flooring throughout. Unwind by the wood-burning fireplace in the spacious sunken living area, perfect for cozy gatherings. This home boasts not one, but two, sets of charming French doors leading out to a spacious screened in Florida room. The indoor-outdoor space offers versatility for relaxation and entertainment, while the private outdoor deck provides a serene retreat for al fresco dining and lounging. End your night by roasting marshmallows in the outdoor fire pit in the fully fenced in, private backyard. The heart of the home is in the recently renovated kitchen, where culinary delights come to life amidst Quartz countertops, an oversized island, modern shaker cabinets, newer stainless steel appliances, and an entire wall of pantry storage. The impeccably placed kitchen desk doubles as a drop off zone as you enter the kitchen from the two-car garage. The soaring ceilings of the dining room create a modern and elegant dining experience for family and guests. The separate and spacious front bedroom and full bathroom are an in-laws dream come true, offering additional privacy for house guests. The spacious primary bedroom offers a sanctuary of relaxation with ensuite bathroom, vanity dressing area and walk-in closet. Two additional bedrooms offer space and comfort for loved ones. Minutes from I-4, Winter Park shopping and dining, and the heart of Maitland, this home is tucked just outside of the hustle and bustle all of Orlando has to offer. The theme parks and airport are all under 30 minutes away! Don't miss out on the chance to call this contemporary oasis your own in this vibrant neighborhood. Embrace the appeal of modern living at 2031 Eaton Street, where style, space, and comfort converge.

2031 Eaton Street, Maitland

$1,100,000
4 Beds 3 Baths Maitland Club Rep SubDv. 32751 Zip Code
Step into luxury living at its finest with this exquisite, fully renovated home nestled within the guard-gated enclave of Maitland Club. This remarkable residence underwent a comprehensive $350,000 renovation from May to November 2018, ensuring a lifestyle of unparalleled elegance and comfort. Offering both contemporary charm and thoughtful design, this .31-acre property features an ideal floor plan, primarily on one level with a 3-way bedroom split plan, and a bonus room on the second floor above the expansive 3-car garage. Upon entry, be greeted by soaring ceilings wrapped in expansive windows, glass doors, and modern fixtures that illuminate the space with fabulous light. The timeless, porcelain "wood-like" tile exudes warmth and sophistication in the living areas, extending even into the luxurious Primary Suite. Entertain with ease in the heart of the home – the renovated kitchen, complete with a breakfast bar overlooking the dinette and family room, a wine fridge, walk-in pantry, and French doors to seamlessly connect indoor and outdoor living spaces. Unwind in the tranquil Primary Suite, featuring private access to the covered patio, and a spa-like ensuite bath boasting dual walk-in closets, a glass shower, soaking tub, and private water closet. Privacy is paramount with a convenient 3-way split floor plan, offering separate living quarters. Outside, discover a backyard retreat that is the epitome of relaxation and entertainment, offering a covered patio, soothing waterfall & bubbling fountains, and a refinished pool, all enjoyed in privacy with a 7+ foot brick wall on 2 sides. Additional highlights include a 24-hour guarded community with access to recently refinished tennis and pickleball courts, a basketball court, and a playground, along with easy access to I-4 for seamless commuting.

944 Brightwater Circle, Maitland

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