Cannondale Real Estate

Welcome to Cannondale, a charming neighborhood nestled in the picturesque town of Wilton, Connecticut. Known for its serene atmosphere and community-centric vibe, Cannondale offers a unique blend of suburban tranquility and easy access to urban conveniences. This hidden gem in Fairfield County is characterized by its lush landscapes, historic architecture, and a welcoming sense of belonging.

Cannondale is perfect for those who appreciate nature and outdoor activities. The neighborhood is surrounded by beautiful parks and nature reserves, providing ample opportunities for hiking, biking, and enjoying the great outdoors. The nearby Norwalk River Valley Trail invites residents to explore its scenic paths, making it a favorite spot for families and fitness enthusiasts alike.

The community is well-served by local amenities, including quaint shops, delightful cafes, and gourmet restaurants. Residents often gather at the Cannondale Historic District, where the charming architecture tells stories of the past, and local events foster a close-knit community spirit. The Wilton Library, just a short drive away, offers a wealth of resources and programming for all ages, further enriching the community experience.

Families will appreciate the highly-rated Wilton Public Schools, renowned for their commitment to academic excellence and holistic development. With a strong sense of community and a safe environment, Cannondale is an ideal place to raise children.

Whether you’re seeking a peaceful retreat or a vibrant community life, Cannondale has it all. Discover the beauty and charm of this lovely neighborhood, where every day feels like a step into a storybook. Your dream home awaits in Cannondale!

Newest Listings in Cannondale

$2,399,000

5 Beds ⋅ 6 Baths ⋅ 24194109 MLS

Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.

14 Powder Horn Hill Rd, Wilton

$1,190,000

3 Beds ⋅ 2 Baths ⋅ 24193149 MLS

Beautifully renovated and impeccably maintained, this sun-filled 3-4 bedroom home offers timeless style, quality craftsmanship, and exceptional indoor-outdoor living on a picturesque, meadow-like property. Soaring ceilings, walls of windows, and an open, inviting layout create the perfect setting for everyday living and entertaining. The chef's kitchen features premium cabinetry, quartz countertops, a large center island, Wolf six-burner cooktop, Bosch wall ovens, and a walk-in pantry, flowing seamlessly into the beamed family room with wide-board floors, wood-burning fireplace, and French doors to an expansive stone patio complete with multiple seating areas, a custom outdoor fireplace, and spa. The main level includes two bedrooms, a renovated full bath, and a flexible den with fireplace and built-ins that can serve as a fourth bedroom or home office. Upstairs, the private primary suite features vaulted ceilings, a walk-in closet, and a beautifully appointed ensuite bath. Recent improvements include a new 50-year roof, high-efficiency propane boiler, sump pump system, renovated basement, CarbonArmor garage wall stabilization, polyaspartic garage floor coating, and fresh interior paint. Central air, whole-house generator, two-car garage, and a level driveway complete this move-in ready home, ideally located just minutes from Wilton's town center, top-rated schools, and commuting routes.

130 Blue Ridge Rd, Wilton

$999,000

3 Beds ⋅ 3 Baths ⋅ 24169226 MLS

This iconic mid-century modern home offers a rare blend of architectural character and natural beauty, situated on two private acres along Olmstead Hill-one of Wilton's designated scenic roads. Designed in 1958 by architect Robert Van Summern (whose work has been featured in The New York Times) as his first family residence, the home thoughtfully integrates timeless design with its serene, wooded surroundings to create a distinctive treehouse-like feel. Original architectural elements remain beautifully intact, including a striking floor-to-ceiling stone fireplace and a dramatic wall of glass that fills the home with natural light throughout the day. The main level features an open layout that seamlessly connects the dining and living areas to a remodeled kitchen featuring custom cabinetry with seeded glass accents, a 9-foot quartz center island, and a dedicated prep sink. A brand-new powder room and freshly painted interiors add a crisp, updated feel, while the vaulted three-season porch and multiple sliding glass doors extend the living space onto the wraparound deck and wooded grounds. Upstairs, the primary suite offers cathedral ceilings, a private balcony overlooking the wooded grounds, and an oversized walk-in closet and dressing area. The en-suite bath showcases striking artisan glass vessel sinks that complement the home's mid-century modern aesthetic. The upper landing features floor-to-ceiling built-in bookcases and a cascading glass chandelier.

305 Olmstead Hill Rd, Wilton

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