Deep River Homes with Colonial 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 perfect blend of small-town charm and modern convenience. With its scenic views along the Connecticut River and a vibrant community spirit, it’s no wonder that Deep River is a sought-after destination for families and professionals alike.

One of the standout features of Deep River is its stunning array of Colonial-style homes. These timeless residences exude elegance and character, showcasing classic architectural elements such as symmetrical facades, gabled roofs, and inviting front porches. Many of these homes are set on spacious lots, providing plenty of room for outdoor activities and gardening. The Colonial style not only reflects the town’s historical roots but also offers a warm and welcoming atmosphere that feels like home.

Living in Deep River means you’ll have access to a variety of amenities, including local shops, restaurants, and parks, all while enjoying the tranquility of suburban life. The town is also conveniently located near major highways, making commuting to nearby cities a breeze. Whether you’re strolling through the historic downtown area or enjoying a day at the nearby nature trails, Deep River is a place where community and nature thrive.

If you’re searching for a home that combines classic charm with modern living, Deep River’s Colonial-style homes are a perfect match. Discover the beauty and warmth of this enchanting town, and let Deep River welcome you home.

Newest Deep River Homes with Colonial Style

$850,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193089 MLS

An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that organically flow from room to room. A spacious open concept will lead you to the hearth of this home, an impressive kitchen that will delight the most discriminating chef. Cherry cabinets, granite counters, center island, SS appliances and a layout that allows for prep, cooking and cleanup to occur simultaneously. Entertaining is a must as your guests greet one another in the storybook family room complete with woodburning fireplace and cathedral ceiling, opening to a 600 sq ft deck where you can enjoy coffee in the morning, wine in the evening, shared meals or the peace of communing with this natural habitat. 4 bedrooms and 2.5 baths include a primary suite with a spa-like jacuzzi bath, dual sinks, shower and a walk in closet sure to accommodate the fashionista in you. 3 additional bedrooms can also be used for office space, a playroom, exercise space or craft room. The hardwood floors gleam in the abundance of sunlight that enters through every corner of this home. And a full basement with meticulously maintained mechanics provides plenty of storage or is ready for your finishing

78 Meadow Woods Rd, Deep River

$3,950,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24192020 MLS

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River

$650,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185333 MLS

Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors open to the formal living room on the right. The living room features hardwood floors and a cozy gas fireplace, providing a warm and inviting atmosphere. The kitchen was updated in 2023 with the finest material including a 5 burner gas range with an additional island oven, quartz and butcher block countertops and a casual eat-in area with sliders leading to the rear deck. To the right of the kitchen area is a convenient laundry closet along with a half bath and mudroom area adding to the home's functionality. Just off the kitchen is a spacious family room with its own private entrance, large windows bringing in natural light and a half bath offering endless possibilities for home office, in-home business, guest space or recreation room. The second floor features a generous primary suite complete with a walk-in closet and private bath with jacuzzi tub and separate shower. Three additional bedrooms and a full bath provide ample space for family and guests. Split-unit systems provide additional heating and cooling on both levels, offering year-round comfort and energy efficiency.

38 Main St, Deep River

$659,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24170783 MLS

Good design is all about the details and this well maintained custom Colonial is just what you have been looking for in the perfect shoreline home. Recently updated, the current owner's signature style has magically taken this charming home from ordinary to extraordinary with her colorful design. From the warm and welcoming entrance, to the well-appointed kitchen or the cozy family room centered around the fireplace, this home offers a lifestyle that embraces quality and comfort. Ideal for entertaining and special occasions, the formal living room and dining room offer guests the perfect balance of relaxed and refined. Upstairs you'll find the primary suite with a walk-in-closet and private bathroom, along with three lovely guest bedrooms with a shared bath. A spacious two-car attached garage offers extra storage and is perfect for all your gardening needs. Enjoy abundant wildlife while savoring the sunshine from your own private deck over-looking park-like grounds; lasting memories will be made with friends and family around a charming fire pit. Prominently set on 1.5 acres, this special home is bordered natural plantings, beautiful rock out-croppings and a variety of stately trees that adorn the property. Located close to Essex Village and Deep River Center this property also offers easy access to several hiking trails and nature preserves in the area. Whether you are looking for a full-time residence or the ideal weekend retreat it's the perfect place to call home.

73 Long Hill Rd, 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

$924,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172586 MLS

Welcome to 15 Pent Rd in Deep River, a truly captivating property that feels like a private retreat from the moment you arrive. Set in a peaceful, natural setting surrounded by trees and scenic outdoor views, this home offers a rare blend of charm, character, and everyday comfort. This home features 4 bedrooms and a finished attic for added living space. Inside, the home is warm, bright, and full of personality. Generous windows allow natural light to pour throughout the living spaces, highlighting the thoughtful layout and inviting atmosphere. The kitchen offers a comfortable gathering space with plenty of cabinetry, workspace, and room to enjoy daily living with ease. The main living areas feel both cozy and open, offering the ideal setting for relaxing, hosting, or creating lasting memories. Throughout the home, you'll find beautiful details, comfortable rooms, and a sense of calm that makes the property feel incredibly special. The exterior immediately draws you in with its inviting presence, spacious yard with a pond, and serene surroundings, creating the perfect backdrop for quiet mornings, entertaining, gardening, or simply enjoying the beauty of nature. Whether you are looking for a full-time residence, a weekend escape, or a home that offers both comfort and natural beauty, 15 Pent Rd is a magnificent opportunity in one of Deep River's most charming communities.

15 Pent Rd, Deep River

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