Maitland Real Estate

Maitland Real Estate

Maitland: A Charming City in the Heart of Florida

Located in the beautiful state of Florida, Maitland is a city that offers a unique blend of history, culture, and natural beauty. Situated just minutes away from Orlando, Maitland provides residents with a peaceful suburban lifestyle while still being close to all the excitement and amenities of a major city.

One of the standout features of Maitland is its rich history. The city is home to several well-preserved historical buildings and landmarks, including the Maitland Art Center and the Waterhouse Residence Museum. These sites offer a glimpse into the past and provide a unique cultural experience for both residents and visitors.

Nature enthusiasts will also find plenty to love about Maitland. The city is surrounded by lush green spaces and picturesque lakes, making it an ideal location for outdoor activities such as boating, fishing, and hiking. Lake Lily Park, in particular, is a popular spot for picnics and leisurely walks.

In addition to its historical and natural attractions, Maitland also boasts a thriving arts and dining scene. The city is home to numerous art galleries, theaters, and restaurants, offering residents a wide range of cultural experiences and culinary delights.

With its close proximity to Orlando, Maitland provides easy access to world-class theme parks, shopping centers, and entertainment venues. Whether you're seeking a day of excitement at Walt Disney World or a shopping spree at the Mall at Millenia, everything is just a short drive away.

In summary, Maitland is a charming city in the heart of Florida that offers a perfect balance of history, natural beauty, and modern amenities. With its unique blend of old-world charm and contemporary living, Maitland is an ideal place to call home for individuals and families alike.

Newest Listings in Maitland

3 Beds ⋅ 2 Baths ⋅ O6234207 MLS

Excellent location. Close to new office development on Wymore Road. Half block from city park. No HOA fees. Broker related to owner

1731 Fords Avenue, Maitland

5 Beds ⋅ 5 Baths ⋅ A4623480 MLS

This gorgeous custom-built, bright and light modern Mediterranean home is in a desirable gated community with tree-lined streets, minutes to Winter Park, Downtown Orlando, Altamonte Mall, I-4, excellent schools, and all the best shops and restaurants. Entertain in the beautiful, completely private backyard, with recently resurfaced lap pool, with pretty Spanish tile. Large master suite with gorgeous brand new spa-like master bath, complete with chandelier. Have fun customizing your brand new his & her closets from the Container Store This home has brand new closet systems in the Jack and Jill upstairs and a new kitchen pantry. Engineered hardwood and tile throughout makes this home perfect for families with allergies. This house has a spacious nanny suite with full kitchen, living room, and bedroom with private bath. It also has its own entrance that can be locked off to turn this area into a two-bedroom two-bathroom apartment. Move in your adult child and grandkids, or treat your out of town guests to their own luxurious place to stay. Come see everything this gorgeous home has to offer before it's gone!

103 W Lake Colony Drive, Maitland

3 Beds ⋅ 2 Baths ⋅ O6230698 MLS

This is the home you don’t want to pass up! If "good bones" had a definition, it would be this house. Lovingly maintained by the same family for decades, she’s now ready for her next long-term relationship. Let’s dive into what makes her so special: brand new HVAC (installed 9/2024), a sturdy metal roof (2013), a complete re-pipe (2020), and updated electrical—covering all your 4-point inspection needs. But there's even more! A new water heater (2020), extra blown-in insulation (2015), updated ductwork (2009), updated double paned windows and gutters, and a resurfaced pool (2009) mean all the heavy lifting has been done. This home exudes classic charm with a layout that flows effortlessly. Step into a welcoming foyer that opens into a spacious living room to the left. To the right you'll find a split floor plan with two well-sized bedrooms and a shared bath. The primary suite is tucked away at the back, offering serene pool views. This home is made for entertaining! The kitchen features a pass-through window to the screened porch, perfect for serving up drinks and snacks poolside. The cozy eat-in dining space is ideal for intimate meals, and there’s ample laundry and storage space. The oversized 2-car garage includes a workbench for hobbyists and DIY lovers. Outside, the backyard is fully enclosed with a brand-new vinyl fence, providing privacy and peace of mind. The sparkling pool? A true Florida dream—just bring your sunscreen and lounge chairs. This home promises not to disappoint—come see for yourself!

2330 Carolton Road, Maitland

2 Beds ⋅ 2 Baths ⋅ O6241114 MLS ⋅ Building 6 BLDG.

One or more photo(s) has been virtually staged. Resort style living in this sought after gated community located near the Maitland Exchange. A prime second floor location in Building 6 with an amazing pond view to enjoy. This spacious 2/2 condo features Dual Primary Suites with a walk- in closet and a dedicated bathroom. An open floor plan offers a generous-size Living/Dining room combination, a fully equipped kitchen with a closet pantry, separate laundry room with a full-size Washer/Dryer. Enjoy sipping your morning coffee on your privately screened balcony overlooking the pond with a fountain. There is also an extra outside storage closet located on the balcony. Newer AC replaced 1/2023 and Bldg. 6 had a new roof completed in 2024. Monthly fees include: water, sewer, valet trash pickup just outside your front door, pest control, termite bond and building insurance which takes care of the roof and exterior maintenance. The many amenities include: car wash kiosk, lighted tennis and basketball courts, playground, Clubhouse, fitness center and 2 resort style pools surrounded by tropical landscaping. This is a pet friendly community. See attachments for more information on Visconti West. Prime location with easy access to I-4 for a quick commute downtown or to the beaches, convenient to RDV Sprits complex, Restaurants, shopping and more. Schedule your showing today.

1475 Lake Shadow Circle Unit 6204, Maitland

2 Beds ⋅ 2 Baths ⋅ O6240775 MLS ⋅ 1 BLDG.

Absolutely STUNNING! This spacious 2nd/Top floor 2 BR, 2 BA condo offers 1,275SF of Luxuriously Updated space. Walk through the Double Door entry to find a light flooded living space with gorgeous new 24” Ceramic Tile and Recessed Dimmable LED Lighting throughout. Additional updates include a new opened up Kitchen with 42" Wood Cabinets, Quartz Countertops & Backsplash, Stainless Steel Appliances, Center Island and Closet Pantry. Next to the Kitchen is the Dining Area and Living Room featuring a newly faced Wood Burning Fireplace, Wet Bar with Fridge & Lighted Mirror, Vaulted Ceiling accented by a bank of windows for natural lighting and a Private Covered & Screened Balcony with a storage room. Off the Living Room is a set of Natural Wood Double Doors leading to the large Primary Bedroom which features a Luxurious En-Suite Bath and Walk-In Closet with built-in organizers. The updated bath offers a new vanity, beautiful modern mirror (with dimmable lighting options, a defogger & Bluetooth connectivity) and a Stylish Curved Shower. The second bedroom is split from the Primary, has a Private Covered & Screened Balcony and direct access to the Hall Bath which has also been beautifully updated. The Inside Laundry is conveniently located in the Hall alongside the NEW A/C. Sun Bay is Maitland’s best kept secret as a Secluded Gated Waterfront Community. Amenities include BRAND NEW Tile Roof and Gutters, Cable TV and Internet INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. Sun Bay is located on Lake Destiny, Close to Maitland Office Park, I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach Out today to set up a private showing.

1000 Winderley Place Unit 221, Maitland

5 Beds ⋅ 2 Baths ⋅ O6232537 MLS

Welcome to 1760 Shawnee Trail, a beautifully renovated smart home in the heart of Maitland's sought-after Dommerich Estates. This 5-bedroom, 2-bathroom pool home offers 2,090 square feet of functional and modern living space, new HVAC system, new hot water heater, and updated windows, perfectly blending style, comfort, and convenience. Step inside to discover a fully renovated elegant interior with an open-concept design, perfect for entertaining and everyday living. The gourmet kitchen boasts high-end stainless steel appliances, custom cabinetry, and a large island with seating, making it the ideal space for culinary creations. The living and dining areas flow seamlessly, accented by stylish fixtures and abundant natural light. Retreat to the spacious primary suite with ample closet space and a luxurious ensuite bathroom. Four additional bedrooms offer versatility for a home office, guest rooms, or a growing family. Both bathrooms have been tastefully updated with modern finishes. Outside, enjoy your own private oasis with a sparkling pool surrounded by a generous patio area and extensive green space. Perfect for outdoor gatherings or relaxing in the Florida sun, the fenced yard provides privacy and plenty of space for pets or play. Dommerich Estates is highly sought after for its A-rated schools, community spirit, natural beauty, and convenience, making it a highly desirable place to live in the Maitland area. Less than 5 miles from Park Ave in Winter Park, you can enjoy shopping, the farmers market, and fine dining regularly. Take advantage of this rare opportunity to own a move-in-ready home in one of Maitland's premier neighborhoods. Schedule your private showing today!

1760 Shawnee Trail, Maitland

2 Beds ⋅ 1.5 Baths ⋅ O6237252 MLS ⋅ 4 BLDG.

Discover refined living in this spacious 2-bedroom, 1.5-bathroom townhome, perfectly situated in the desirable Maitland community. This charming residence boasts newly installed hurricane windows, enhancing both safety and energy efficiency while adding a touch of modern sophistication. The expansive open floor plan seamlessly integrates the living and dining areas, creating an inviting space ideal for both intimate gatherings and everyday relaxation. The well-appointed kitchen offers ample cabinetry and countertop space, making it a functional and stylish area for culinary endeavors. Upstairs, the two generously sized bedrooms provide a tranquil retreat, offering ample space for restful nights. The townhome features a full bathroom on the upper level and a convenient half-bath on the main floor, ensuring comfort and ease for all residents and guests. Situated in close proximity to notable landmarks, this home provides unparalleled convenience. Winter Park Village, a renowned shopping and dining destination, is just a short drive away, offering an array of upscale boutiques, eateries, and entertainment options. Additionally, the nearby farmers market is perfect for exploring fresh produce and local goods, while Whole Foods Market offers a premium selection of organic and specialty items. Adjacent to the serene Park Lake, this location invites you to enjoy peaceful outdoor activities and scenic nature walks, further enhancing the appeal of this exceptional property. This townhome presents a unique opportunity to embrace a lifestyle of comfort and convenience in the heart of Maitland.

912 Park Lake Circle Unit 32, Maitland

3 Beds ⋅ 3.5 Baths ⋅ O6239574 MLS

Elegant pool home in iconic & coveted Bretton Woods. Discover classic charm & modern comfort in this stunning brick ranch, nestled on an expansive lot. New roof, Trane HVAC, ducts & windows ensure peace of mind & energy efficiency. A sun-dappled front yard & welcoming porch lead to a beautifully updated interior w/ engineered hardwood flooring, a gourmet kitchen w/ top-of-the-line stainless steel appliances & a butler's pantry. Enjoy a large owner's suite w/ en-suite bath and SAUNA. French doors open to an enclosed spa. Guest suite w/ full bath & walk-in closet. The large, fully fenced backyard boasts fruit trees & mature landscaping. A huge screened lanai provides a perfect vantage point to overlook the sparkling pool. The sizable laundry room, extensive storage, outdoor shower & wrap around driveway enhance the functionality of this home. Preserving old Florida charm while offering modern updates, just minutes to I-4 & all Orlando has to offer, this is truly a one-of-a-kind gem.

1501 Oranole Road, Maitland

5 Beds ⋅ 4 Baths ⋅ O6238526 MLS

Discover unparalleled elegance and comfort in the picturesque neighborhood of Druid Hills, Maitland, Florida. This expansive 5-bedroom, 4-bathroom home offers 3,769 square feet of meticulously designed living space and includes a fully remodeled 1/1 in law suite above the garage. Situated on a desirable corner lot with a large circle driveway, you walk into a fully open floor plan that enhances its inviting atmosphere. In addition to the primary living area, you'll find a versatile secondary living room that can serve as a cozy retreat or media room. The home also features a thoughtfully designed office with double doors that open directly onto your private backyard oasis, offering a tranquil space to work and unwind. The recently remodeled kitchen is a culinary dream, featuring the latest in high-end appliances, a large island, and modern finishes. New lighting, including sleek LEDs, and new flooring throughout. The expansive primary bedroom is bathed in natural light that accentuates its airy, open feel. The room features a generous walk-in closet, providing ample storage for your wardrobe and accessories. The adjacent bathroom is a true sanctuary, boasting dual sinks, a sleek walk-in shower, and a luxurious tub perfect for relaxation. This updated space combines modern amenities with serene elegance. Step outside into your personal retreat where a screened-in oasis awaits. The beautifully landscaped backyard is designed for relaxation and entertaining, featuring a serene Koi pond and a fully equipped outdoor kitchen. Whether you're hosting a summer barbecue or enjoying a quiet evening, this outdoor space offers both luxury and tranquility. The attention to detail is evident throughout, from the new roof that ensures peace of mind to the high-end Keff speakers installed in the living room, providing an exceptional audio experience. As well as complete solar panel instillation to power your entire home that are completely paid off! A unique feature of this property is the separate 1-bedroom, 1-bathroom suite above your two car garage, complete with its own private entrance. Ideal for guests, extended family, or even as a rental opportunity, this versatile space adds both privacy and functionality. With a new roof, updated plumbing, fully remodeled kitchen, new appliances, fully paid off solar panels, and modern amenities throughout, this home blends sophisticated living with practical updates, making it a standout choice in one of Maitland’s most charming neighborhoods.

1619 Druid Road, Maitland

3 Beds ⋅ 3 Baths ⋅ O6239066 MLS

Expect to be impressed with this fully renovated Minnehaha Shores Maitland home with Lake Minnehaha access, a part of the Winter Park Chain of Lakes. Lifestyle abounds in the Community Park at the entrance to the neighborhood with tennis and pickleball courts, a playground and walkability to the new Maitland Social with Foxtail Coffee, restaurants and more. The three-bedroom and three-bath home features luxury vinyl wood flooring, creating a seamless design throughout all the living spaces. The kitchen is completely renovated with current designer selections including two-tone shaker-style cabinetry, a center island with quartz counters and counter seating, stainless steel appliances, and beautiful wood grain open shelving with a custom tile accent wall. The incredible walk-in pantry with a barn door accent makes storage simple. This home was renovated with everyday function in mind. The main living space is open and light with a picture window to allow in the morning light, and it opens to the kitchen and the family and dining spaces to create spacious living. Living spaces feature custom accent walls with woodwork features, elevating the design. The laundry room and drop-zone room are generous in size, with tons of storage making organization a breeze. The outdoor lanai is inviting for dining and seating all overlooking a sparkling pool and the private backyard. A lush green backdrop adds to the peaceful easy feeling of this home. The primary bedroom is a restful retreat, all baths feature clean appointments and the primary bath showcases timeless finishes, double sinks, and a large closet. Updates include roof, additional A/C ducts added, plumbing, and electrical. LED recessed lighting, Shade Store window treatments and blinds, designer lighting fixtures, additional storage cabinets in the garage, and more round out the features of this home. The location is unparalleled, close to shopping, restaurants, parks and major roadways. Maitland boasts some of the best schools in Orange County with zoning for Lake Sybelia, Maitland Middle and Winter Park High School. Maitland is also home to great communities and is centrally located near so many amenities.

36 Minnehaha Circle, Maitland

4 Beds ⋅ 2 Baths ⋅ O6238371 MLS

Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot property in the English Estates community of Maitland. Situated on .28 Acres. Over 1900 Sqft of living space with 4 bedrooms and 2 baths the floorplan entails an entry foyer tracing to the formal living room, formal dining room, and into the family room adjacent to the kitchen. Enjoy ample cabinetry at the kitchen with granite and eat-in counter space for meals. A large screened lanai outdoors to entertain with views of the large in ground pool for summer fun. Conveniently located in the heart of Maitland near major shopping, restaurants, and highways. Walking distance, across the street from English estate elementary school. Schedule your showing and come by today!

1521 Oxford Road, Maitland

4 Beds ⋅ 3 Baths ⋅ S5111781 MLS

Discover your dream haven in this idyllic neighborhood. Step into a private sanctuary where modern luxury meets timeless elegance. This meticulously renovated 4-bedroom, 3-bath residence offers an open-concept floor plan, a gourmet kitchen, and exquisite, updated bathrooms. The attached 2-car garage and long paver driveway provide ample parking. Outside, a sparkling pool and private patio await, ideal for entertaining or relaxing. Nestled in a serene, family-friendly community with A-rated schools, this home offers the perfect blend of comfort and convenience. A must-see for those seeking the ultimate in refined living. * Info recorded in the MLS is intended to be accurate, but NOT GUARANTEED. * Home square footage, room sizes and lot size should be independently verified.*

2061 Geronimo Trail, Maitland

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