Deep River Homes with Historic Antique Style

Deep River Homes with Historic Antique Style

Welcome to Deep River, Connecticut, a charming town nestled in the heart of Middlesex County. Known for its picturesque landscapes and rich history, Deep River offers a unique blend of small-town charm and modern conveniences. With the Connecticut River flowing nearby, residents enjoy beautiful waterfront views and a variety of outdoor activities, from kayaking to hiking along scenic trails.

Deep River boasts a vibrant community spirit, with local events and festivals that celebrate its heritage and bring neighbors together. The town is home to a delightful mix of shops, restaurants, and cultural attractions, ensuring that there's always something to explore.

One of the most captivating aspects of Deep River is its collection of historic homes, many of which showcase stunning antique styles. These homes reflect the town's storied past, with architectural features that tell tales of yesteryear. From colonial-era houses with charming woodwork to Victorian gems adorned with intricate details, each property is a testament to the craftsmanship and artistry of its time.

For those seeking a residence that exudes character and charm, Deep River's historic homes are a treasure trove of possibilities. Imagine sipping your morning coffee on a wraparound porch or hosting friends in a grand parlor adorned with period details. Living in one of these antique-style homes not only connects you to the town's rich history but also provides a unique and inviting atmosphere to call home.

Discover the enchanting allure of Deep River, where history and community come together in perfect harmony. Your dream home awaits!

Newest Deep River Homes with Historic Antique Style

$399,900
2 Beds 1 Baths ACTIVE Status 24179607 MLS
Move right into this Deep River home just moments from the Connecticut River and the charming village and town center. Since purchasing the property, the current owner has completed numerous valuable improvements, including a brand-new roof, new furnace, new oil tank, a tastefully remodeled kitchen, and an updated full bathroom. The main level offers inviting living spaces that blend character and functionality. The living room on first floor is presently used as a bedroom. The laundry is conveniently located off the eat in kitchen and there is a large pantry for storage. The finished upper-level features hardwood floors and provides exceptional flexible living space, while also offering exciting potential for future expansion to create additional bedrooms, a spacious primary suite, home office, or craft room. Additional highlights include updated 200-amp electrical service, and the home is generator-ready, providing added convenience and peace of mind. With public water and public sewer, the property offers both ease of maintenance and flexibility for future growth. Ideally located just minutes from downtown Deep River, you'll enjoy easy access to local restaurants, unique shops, marinas, parks, and the scenic Connecticut River. Whether you're searching for your first home, looking to downsize, or seeking a property with room to grow, this well-maintained home offers the perfect blend of thoughtful updates, future possibilities, and a highly desirable location.

79 River St, Deep River

$1,199,999
9 Beds 9 Baths ACTIVE Status 24179935 MLS
Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.

209 Main St, Deep River

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