Winthrop Real Estate

Welcome to the charming neighborhood of Winthrop in Deep River, Connecticut. Nestled in Middlesex County, Winthrop is a picturesque and sought-after community that offers a perfect blend of small-town charm and modern conveniences.

One of the standout features of Winthrop is its peaceful and family-friendly atmosphere. The tree-lined streets and well-maintained homes create a welcoming environment for residents of all ages. The neighborhood is known for its strong sense of community, with neighbors often coming together for local events and gatherings.

Winthrop is also conveniently located near a variety of amenities and attractions. Residents can enjoy easy access to shopping centers, restaurants, parks, and schools, making it an ideal place to call home for families and individuals alike. The nearby Connecticut River provides opportunities for outdoor activities such as boating, fishing, and hiking, adding to the overall appeal of the neighborhood.

With its beautiful surroundings, friendly community, and convenient location, Winthrop is a hidden gem in Deep River. Whether you're looking for a peaceful retreat or a place to raise a family, this neighborhood has something to offer for everyone. Come and discover the beauty and charm of Winthrop – your perfect place to call home.

Newest Listings in Winthrop

$475,000

3 Beds ⋅ 2 Baths ⋅ 24189405 MLS

Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

365 Winthrop Rd, Deep River

$1,270,000

10 Baths ⋅ 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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