Chester, CT homes for sale & real estate

Chester, CT Homes for Sale

Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

Chester, CT Homes for Sale

Nestled on a private cul-de-sac overlooking Pratt Read Reservoir, this 4-bedroom, 2.5-bath Colonial offers 3,143 square feet of living space, 200 feet of waterfront frontage, updated bathrooms, and a newer HVAC system. The spacious eat-in kitchen with large pantry opens to a welcoming family room with a gas fireplace, while formal living and dining rooms provide flexible space for entertaining, a home office, or den. A dramatic two-story foyer creates a grand first impression. The primary suite offers generous storage with dual walk-in closets, and a bathroom with a soaking tub, and large walk-in shower. Enjoy year-round water views and outdoor recreation right from your backyard. Kayak, ca

Chester, CT Homes for Sale

Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero refrigerator/freezer. The expansive family room is enhanced by exposed beams and opens directly to a covered patio overlooking the private backyard. Additional rooms provide outstanding flexibility for home offices, a den, fitness room, playroom or other uses. An impressive multi-level deck extends t

Chester, CT Homes for Sale

A private approach leads to this refined colonial home, set on more than four secluded acres. Now offered at a newly reduced price, the property features a heated mineral pool, expansive stone patios, Brazilian Ipe decking, and full-property indoor/outdoor sound-an exceptional setting for effortless entertaining. With roughly 20 acres of protected association land as its backdrop, the grounds offer rare privacy along with gardens, and an outbuilding. . Inside, the home blends classic architecture with modern comfort: a bright dove kitchen with stainless steel appliances and a large island, a formal dining room, a first floor office/den, and a dramatic vaulted family room with a propane fire

Chester, CT Homes for Sale

Charming antique home. Walk to town and Post Cove. Living Room, Dining Room, and Kitchen on the first floor. 3 Bedrooms and a full bath upstairs. Covered, open front porch, and a deck in the rear. Sloped lot with level yard up top behind the house. Good Parking. 2 Car Detached garage at street level below. House is dated but appears in good condition.

Chester, CT Homes for Sale

Single level living in updated condo in Deep River! Peaceful location provides serenity, yet close to vibrant town center with everything you need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!