Windermere Homes with Playground Community Features

Windermere Homes with Playground Community Features

Welcome to Windermere, Florida – a charming community nestled in the heart of Orange County, where picturesque landscapes and a welcoming atmosphere create the perfect backdrop for your dream home. Windermere, known for its stunning lakes, lush greenery, and quaint small-town vibe, offers an idyllic escape just minutes away from the bustling city of Orlando.

One of the standout features of Windermere is its family-friendly environment. Many homes in this delightful subdivision are situated within communities that boast fantastic playground amenities, ensuring that your little ones have ample opportunities for outdoor fun and social interaction. Whether it's climbing, swinging, or simply enjoying the fresh air, these playgrounds are designed to foster a sense of community and encourage active lifestyles.

The homes in Windermere are as diverse as the families who live here, ranging from charming single-family residences to luxurious estates. Each property is thoughtfully designed, often featuring spacious layouts, modern finishes, and beautiful outdoor spaces that invite you to relax and unwind. With a strong emphasis on community living, residents often come together for neighborhood events, creating lasting friendships and a sense of belonging.

Windermere’s prime location also means you’re just a short drive away from world-class shopping, dining, and entertainment options. Plus, with access to top-rated schools and recreational facilities, it's no wonder that Windermere is a sought-after destination for families looking to settle down.

Discover the magic of Windermere, where your ideal home awaits amidst the beauty of Florida living. Come and experience a community that truly feels like home!

Newest Windermere Homes with Playground Community Features

$2,099,000
6 Beds 6 Baths Windermere SubDv. 34786 Zip Code
Seller is offering up to $40,000 toward Buyer’s allowable closing costs, prepaids, and/or rate buy-down with acceptable offer. Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one.... Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.

713 Main Street, Windermere

Start Your Search