Maitland / Eatonville Homes with Association Recreation - Owned Community Features

Welcome to Maitland and Eatonville, two charming communities nestled in the heart of Orange County, Florida. Known for their rich history, vibrant culture, and picturesque landscapes, these neighborhoods offer a unique blend of suburban tranquility and urban convenience. With easy access to major highways, residents enjoy a short commute to downtown Orlando, while still being able to retreat to the peaceful ambiance of their homes.

Maitland is renowned for its beautiful lakes, lush parks, and a variety of recreational opportunities. The area boasts an array of dining and shopping options, from quaint local boutiques to popular chain stores, ensuring that residents have everything they need right at their fingertips. Meanwhile, Eatonville, one of the oldest African American municipalities in the United States, is steeped in cultural significance, featuring historic landmarks and annual festivals that celebrate its rich heritage.

For those seeking a lifestyle that combines comfort with community, homes in Maitland and Eatonville often come with Association Recreation - Owned Community Features. These thoughtfully designed communities provide residents with exclusive access to amenities such as sparkling swimming pools, well-maintained fitness centers, and beautifully landscaped parks. Imagine spending weekends lounging by the pool or enjoying a leisurely stroll through the community's scenic trails.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Maitland and Eatonville offer a welcoming environment where neighbors become friends and every day feels like a vacation. Discover the perfect home in this enchanting region, where community and comfort go hand in hand.

Newest Maitland / Eatonville Homes with Association Recreation - Owned Community Features

$325,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy access to boutique shops, upscale dining, and vibrant entertainment. This unit stands out with its unique two-bedroom, one-and-a-half-bath layout—a rare find in the community, where most units are built with just one bath. Sunlight floods in through large windows, and warm wood floors flow throughout. This charming efficiently designed kitchen, with light cabinetry with contrasting hardware, quartz counters, and stainless steel appliances, is perfect for entertaining. Beyond the comforts of the home, enjoy the exclusive opportunity to secure a boat slip—a prized amenity in this tranquil lakeside retreat. Complex is amenity-rich with sidewalks, a community pool where residents enjoy lake access with beautiful views. The amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. Walk to Lake Lily Park’s events, the Enzian Theater, and be just minutes from Winter Park Village and Park Avenue. Zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a chance to embrace the best of Maitland living. Don’t miss your chance to claim this exceptional retreat as your own.

1140 S Orlando Avenue Unit I14, Maitland

$850,000

2 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code

Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island, the heart of a kitchen designed for entertaining and everyday luxury. The GE Monogram and Café appliance suite, paired with custom solid wood, soft-close cabinetry, makes every detail feel bespoke. Natural light fills the living spaces through PGT double-pane insulated windows and Andersen French doors, framing tranquil garden views that create a sense of calm and privacy. Upstairs, two spacious bedroom suites offer comfort and style, each crafted with high-end finishes and thoughtful touches throughout. Beyond the walls, enjoy the rare privilege of a dedicated boat slip on Lake Maitland, Winter Park’s largest and sought-after body of water. Cruise the connected lakes, explore the historic canals or simply unwind at sunset, all just near home. Built in 1985 and completely transformed with modern systems, including a 2023 HVAC and water heater, this residence offers peace of mind to match its beauty. A one-car garage adds convenience, while every finish reflects care, quality and craftsmanship. Here, luxury isn’t just found inside, it’s a way of life, lived by the water.

219 Quayside Circle, Maitland

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