Umpawaug Homes with Redding Elementary school

Umpawaug Homes with Redding Elementary school

Welcome to Umpawaug, a charming and serene neighborhood nestled in the heart of Redding, Connecticut. Known for its picturesque landscapes and welcoming community, Umpawaug is the perfect blend of rural tranquility and suburban convenience. With its lush greenery, rolling hills, and scenic views, this area offers an idyllic setting for families, nature enthusiasts, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

One of the standout features of Umpawaug is its close-knit community, where neighbors become friends and local events foster a sense of belonging. Residents enjoy the benefits of a strong community spirit, with various activities and gatherings that encourage connection and collaboration. The neighborhood is also home to several parks and recreational areas, providing ample opportunities for outdoor activities such as hiking, biking, and picnicking.

Families will appreciate the proximity to Redding Elementary School, which is highly regarded for its commitment to academic excellence and nurturing environment. This ensures that children in Umpawaug have access to quality education within a short distance from home, making it an ideal location for families looking to settle down in a supportive community.

In addition to its educational advantages, Umpawaug boasts a variety of charming homes that reflect the area’s unique character. From classic New England-style houses to modern designs, there’s something for everyone in this delightful neighborhood. With its beautiful surroundings, strong community ties, and access to quality schools, Umpawaug truly embodies the essence of suburban living at its finest. Come discover your dream home in this enchanting corner of Redding!

Newest Umpawaug Homes with Redding Elementary school

$7,725,000
7 Beds 13 Baths ACTIVE Status 24164249 MLS
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding

$749,000
4 Beds 4 Baths ACTIVE Status 24149260 MLS
Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

268 Umpawaug Rd, Redding

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