Windermere Homes with Craftsman Architectural style

Windermere Homes with Craftsman Architectural style

Welcome to Windermere, Florida, a picturesque subdivision nestled in the heart of Orange County. Known for its serene lakes and lush landscapes, Windermere offers a tranquil escape from the hustle and bustle of city life, while still being conveniently located just a stone's throw away from the vibrant attractions of Orlando.

One of the standout features of homes in Windermere is their enchanting Craftsman architectural style. These homes exude warmth and character, often showcasing intricate woodwork, inviting front porches, and beautiful gabled roofs. The Craftsman design emphasizes natural materials and craftsmanship, creating an inviting atmosphere that perfectly complements the surrounding nature. As you stroll through the tree-lined streets, you’ll be captivated by the charm of these unique residences, each with its own personality and story to tell.

Windermere is not just about beautiful homes; it’s a community that fosters connection and outdoor living. With access to stunning lakes, parks, and walking trails, residents can enjoy a variety of recreational activities, from boating to biking. The local farmers' market, boutique shops, and delightful dining options create a vibrant community atmosphere that makes Windermere a perfect place to call home.

Whether you’re seeking a family-friendly neighborhood, a peaceful retreat, or a place to nurture your love for the outdoors, Windermere offers a harmonious blend of charm, community, and Craftsman-style elegance. Discover your dream home in this idyllic setting and experience the best of Florida living!

Newest Windermere Homes with Craftsman Architectural style

713 Main Street, Windermere
$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

How much is your home worth?

Get instant property value now!