Winthrop Real Estate

Welcome to Winthrop, a hidden gem nestled in the charming town of Deep River, Connecticut. This delightful neighborhood is characterized by its picturesque landscapes, friendly community, and rich history, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

Winthrop boasts a unique blend of suburban tranquility and easy access to urban amenities. The area is known for its tree-lined streets, well-maintained homes, and a strong sense of community. Residents take pride in their neighborhood, often gathering for seasonal events and block parties that foster connections among neighbors. The welcoming atmosphere is complemented by the stunning natural beauty of the Connecticut River, which is just a stone's throw away, offering opportunities for fishing, kayaking, and scenic strolls along the waterfront.

Education is a priority in Winthrop, with excellent schools that provide a nurturing environment for children. Families appreciate the close-knit community feel, where kids can play safely outdoors and build lifelong friendships.

For those who enjoy outdoor activities, Winthrop is surrounded by lush parks and nature reserves, perfect for hiking, biking, and picnicking. The nearby Deep River town center offers a variety of local shops, cafes, and restaurants, ensuring that residents have everything they need within reach.

With its enchanting charm and vibrant community spirit, Winthrop is more than just a neighborhood—it's a place where memories are made and futures are built. Come discover the warmth and beauty of Winthrop, where your dream home awaits!

Newest Listings in Winthrop

$999,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205606 MLS

Set on nearly six beautifully landscaped acres, this distinctive four-bedroom, three-and-a-half-bath estate blends timeless character with thoughtfully designed living spaces. A welcoming foyer with brick flooring sets the tone, with custom details throughout including wide-board floors, exposed beams, french doors, detailed millwork and four fireplaces. The kitchen is anchored by an impressive oversized fireplace spanning nearly an entire wall, fitted with a gas insert, and a large center island that creates a natural gathering place. The expansive great room features soaring ceilings, custom windows, built-ins, beautiful woodwork and a fireplace, with french doors opening to a covered rear porch overlooking the grounds. The private primary suite encompasses the entire third floor, creating a true retreat. Beyond the home, stone patios and walls create inviting spaces around the saltwater inground pool and pool house. A professionally engineered pond offers swimming and fishing in warmer months and skating in winter. A substantial barn, additional two-car barn/garage and mature landscaping complete this exceptional private estate.

141 Cedar Swamp Rd, Deep River

$579,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24202496 MLS

A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one wood-burning and one gas-give the home warmth and authenticity, while the granite and stainless chef's kitchen brings modern function to its historic-inspired character. Currently two bedrooms, the floor plan offers excellent flexibility with a main-level den and a charming parlor/study adjoining the primary bedroom-ideal for guests, an office, nursery or additional private space. The septic system is sized for a 3-4 bedroom home, offering future possibilities. Stone patios extend the living outdoors, with a hot tub hookup already in place. The former stable barn, complete with stalls and tack room, could return to equestrian use with room for a paddock or become an incredible studio, workshop or hobby space. Two laundry areas, an attached two-car garage with generous storage, generator and two wells-including a separate irrigation well-complete the property. Private, peaceful and wonderfully distinctive, this is the kind of property that feels worlds away while still feeling completely like home.

41 Glen Grove Rd, Deep River

$1,270,000

10 Baths ⋅ ACTIVE Status ⋅ 24156775 MLS

100% occupied industrial warehouse building in the Deep River Industrial Park. Building is on a ground lease with 64 years remaining on the lease. Propane heating, central air, paved parking lot. Great rental history. One owner building

900 Industrial Park Rd, Deep River

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