Chester, CT homes for sale & real estate

Chester, CT Homes for Sale

Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All apartments have been remodeled, utilities are separate and tenant-paid, and the seller recently replaced all hot water heaters (2025)-providing hassle-free operation for years to come. Adjacent 168 Main Street is a turnkey mixed-use asset anchored by a busy laundromat on the first floor, with 3 apartme

Chester, CT Homes for Sale

Enjoy easy one level living in this beautifully updated ranch! The owners have thoughtfully opened up the floor plan, remodeled the kitchen with butcher block counters, refreshed the primary bathroom, finished the lower level, and installed a new roof and gutters, all within the past few years. The spacious 11x24 eat-in kitchen flows seamlessly into the family room, creating the perfect space for gathering. The living room features a cozy fireplace, and a large, private deck off the back offers an inviting outdoor retreat. Downstairs, you'll find a 19x23 finished recreation room, ideal for a playroom, home gym, or media area. Additional highlights include central air and a two car under gar

Chester, CT Homes for Sale

STEP INSIDE AND PRVIEW THIS UP TO DATE VICTORIAN. Easy to show this remodeled two family HOME, could be converted to single family. move in condition, all new appliances. CLOSE TO TOWN, DRUG STORE, GROCERY AND RESTAURANTS.

Chester, CT Homes for Sale

Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the home, including a magnificent 12' natural stone Rumford. A carefully designed addition in 1987 doubled the home's size while maintaining its period character, offering multiple living and dining spaces with warmth and versatility for everyday living and entertaining. Seven bedrooms, each with its own

Chester, CT Homes for Sale

Newly remodeled studio located in Historic Piano Works ! Inside you will love the exposed brick walls, high ceilings, industrial metal ductwork and the beautiful new kitchen featuring shaker white cabinetry, granite countertops, tile backsplash and new stainless steel appliances. New wood flooring throughout and remodeled bathroom. All new lighitng to match the industrial feel within the condo. This condo also includes a new back door that leads to a beautiful and serene back yard where you can sit and listen to the river ! The community amenities include common laundry area, exercise room, mailroom and grill/patio areas.

Chester, CT Homes for Sale

Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you find small shops, grocery store, pharmacy, library, town green & more. In the other direction you are close to the Connecticut River where there is boating, water skiing, kayaking & more. The exterior of the home has underground utilities, Everlast Siding, Thermopane windows, and a spacious front porch w/ wonderful views of the countryside. There is an attached 25.5' x29.5' oversized 2 car garage w/ outstanding HUGE IPE deck on top that feels like you're in your own tree house.