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$3,150,000 (USD)
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N/A Area Single Family Home

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288 Middlesex Avenue Chester, CT 06412

4 Bed
6 Baths
4626 sqft
MLS# 24166793
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Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.
Listing Courtesy of SMART MLS / Listed By: Nancy Mesham, Coldwell Banker Realty
$3,149,000 (USD)
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Lower Weston Area Single Family Home

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214 Good Hill Road Weston, CT 06883

7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$3,000,000 (USD)
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Rowayton Area Single Family Home

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32 Nearwater Road Norwalk, CT 06853

3 Bed
3 Baths
2442 sqft
MLS# 24157507
Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, the association's private beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, parks, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. Light-filled living spaces, comfortable indoor-outdoor flow, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck offering tranquil water views. A versatile third-floor space is perfect for a home office, fitness studio, or guest accommodations and can easily be converted into a fourth bedroom. Whether you're enjoying quiet mornings at Crescent Beach, hosting friends and family, or taking advantage of the area's waterfront activities, 32 Nearwater provides the perfect setting to embrace the Rowayton lifestyle.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty