Chester CT Real Estate & Homes for Sale
The median home value in Chester, CT is $365,000.
the county median home value of $252,200.
The national median home value is $185,800.
The average price of homes sold in Chester, CT is $365,000.
Approximately 62.07% of Chester homes are owned,
compared to 26.34% rented, while
11.59% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!
High above the Connecticut river you will find this true oasis which is anything but usual! This custom built contemporary offers terrific views of the Connecticut River, almost 17 acres of privacy & a post-modern design worthy of the term extraordinary! From the full glass family room to the look-out loft, you will be amazed with it's true contemporary charm! As you drive-up the long winding driveway your curiosity piques as the world fades away. The main level includes the kitchen & open dining room with strategically located built-ins, the full glass family room, main level bedroom & full bath. As you walk-up to the second level the dream begins to come-true as you enter the open & spacious living room with it's post-modern full length roof window with retractable shade, banks of sliders that open to a full length upper level wrap around deck overlooking the Connecticut River, fireplace with inserted wood stove, built-ins & look-out loft adding extra height to the view. The upper level also features the master bedroom that opens to the wrap around deck with that view via sliders, additional bedroom & full bath. The grounds offer open spaces with wonderful blooms, a patio & terrace, three car garage (two enclosed ports & an attached carport) with loft storage above & plenty of space to entertain or just roam freely! Conveniently located between NYC & Boston. Your special getaway awaits!
One floor living in this well maintained 3 bedroom Ranch. Deeded access to Cedar Lake right across the street. Spacious living room with bay window. Hardwood floors. 14 x 14' deck overlooks the level lot. Vinyl siding. Full basement.
The charming Colonial sits on a tranquil hillside with over six acres of open fields, a large wildflower meadow, and a pond. The property has been featured in local garden tours. Walk to the front of house, up the field stone steps that lead you to the stone patio with perennial flowers overlooking the beautiful property. The main floor is comprised of a Kitchen with Breakfast area, Corian countertops, sit-at-center-island, gas cook-top, custom cabinets, chestnut floors and was remodeled in 2017. French doors open out to a full length porch with views of the open field, flower meadow and pond. The Living room has a fireplace and a formal Dining room has custom built-ins. The mud room connects to the bright workshop/artist studio, which has three sides of windows. The Master Suite is on the second floor overlooking the pond, and includes a sitting room with a large size dressing room, full Bath, Laundry and a spacious Office with built-ins. The lower level includes two Bedrooms, a full Bath and a sitting room. There is French door access to the outside patio and gardens from this level. Solar panels installed by Aegis have supplied all of the electricity for this house. There is a 10 kW whole house automatic standby generator fueled by propane. A separate guesthouse is included on the property; with its current rent, it can pay 1/3 of your mortgage.
Close to the center of Chester Village, this cozy four bedroom cape on 2 private acres has a patio with a stone fireplace perfect for enjoying the quiet yard. With hardwood floors throughout and recess lighting, the home offers two first floor bedrooms and two on the second. A lower level family room with a wood stove and sliders provides more living space.
WATERVIEW OF CT. RIVER! Cozy Ranch with central air conditioning. Kitchen with slider to brick patio and hot tub. Large yard for gardening and fenced area. Views of Ct. River situated on 8.67 acres. This home can b expanded or BUILT YOUR DREAM HOME ON KNOLL and subdivide ranch on 2 acres. Area of fine homes. Living room/dining room with built-in bookcases, wood stove insert. Bay window with view of Ct. River. This charmer is close to quaint Chester Village for shopping, restaurants, Ct. River and marinas. Basement can be finished for family room/rec room. Over sized garage offers plenty of storage space. Convenient location for commuting. RARE OPPORTUNITY AWAITS YOU!
On a lovely country road close to both Cedar Lake and Pattaconk Reservoir and contiguous to Cockaponset State Forest, this custom ranch style home will appeal to many Buyers. Built with superior materials and master craftsmanship, the three bedroom two full bath home with separate den and family room offers a flexible floor plan with space for everyone. Appointments include gleaming hardwood floors and natural trim, freshly painted walls and lots of windows that allow the home to be bathed in sunlight. A large wrap around deck accessed by sliders from the dining and family rooms can accommodate large parties and allows easy access to the back yard. The unfinished basement has high ceilings, and could easily be converted into additional living space if required but its present condition may be used for hobbies and woodworking. The grounds are landscaped and cleared to the small brook that feeds the Lake and borders Cockaponset, Connecticut's second largest park where hiking trails meander forever! Cedar Lake, a short stroll from the home is ideal for swimming with its two resident beaches and its boat launch is perfect for kayaks, canoes and small boats. In addition, riding stables are plentiful in the area. For those Buyers seeking an active, country life style or wanting to commune with nature, look no further. Chester is a sophisticated town with many fine dining restaurants, boutiques and art galleries and is close to Rte 9, it is an easy commute to Hartford.
Nature lovers take notice! This private 6.82 acres abuts the Cockaponsett State Forest. Flat around the house, but rolling to the forest. Built in 1988, this contemporary home has been lovingly and meticulously cared for by the owners. It boasts a large three car garage, beautiful eat in kitchen, dining area, hot tub room, conversation pit, living room, three bedrooms, 2 1/2 baths and loads of storage. A rose garden, horseshoe pit and nature trails make this a spectacular paradise for nature lovers!
Absolutely charming raised ranch sitting on a picturesque property with loads of trees and privacy! The lower level features a huge family room accented by a beautiful fireplace. All freshly painted & move in condition.
Meticulously cared for, one owner cape located on private 4+ acres that abuts Water Co. land. First floor Master Bedroom has a walk-in closet, updated bath, separate entrance to wrap around porch. First floor open floor plan, Butler's pantry, sliders to large deck, office/bedroom, screened porch. Second floor has two spaces with ample built-in storage that have been used as bedrooms.
Check out this great 2 Bedroom 1 Bath ranch located in a quiet location on a level half acre lightly wooded lot with privacy from the road! The gleaming hardwood floors in the living room welcome you as you open the door, as you make your way to the kitchen and dining area, which feature a doorway to the lovely enclosed porch to enjoy during the warm months of CT! As you work your way to the hallways you have your full bathroom, the spacious master bedroom, the second bedroom with tons of natural light, and an office space perfect to set up shop! We're located within less than a mile to the historic Chester center and the Connecticut River as well with plenty of marinas if you want to dock your boat! Also just a 30 minute ride to Mohegan Sun for shopping, gambling, entertainment or even 20 minutes to the infamous Clinton Crossing Outlets for the avid shopper! Offers responded to within 24 to 48 hours
Oakfield Farm, You'll first notice the beautiful stone walls and entry. Running horse sculptures adorn the first pasture as you head to into the rest of this 25 acre horse farm. Sitting back off the road is a 1644 sf 3 bedroom 2.1 bath home with master bedrooms on both the first and second floor. The 9 -10 stall barn has 12x12 box stalls, tack room, grooming stall, hay storage and a 1/2 bath. There is a 190 x 140 foot sand ring for whatever your discipline requires. Long views of pastures with mature oak trees gives this farm it's name. There is even a pond. If your looking for a well thought out horse farm in an idyllic setting, Oakfield Farm is for you. Additional features include a 15x15 sun room that overlooks the farm, 2 car detached garage that is attached to the horse barn, Run-in sheds in the large pastures, security system and possible subdivision potential.
Located walking distance to Chester village on a 1/2 acre along the Pattaconk Brook. This 1938 Cape has been updated and improved while maintaining the era charm. Updated boiler within 2 years, new windows within 6 years, Full bath beautifully remodeled with subway tile and new fixtures, updated sunny, bright kitchen, tile floor. First floor hardwood with master bedroom and sitting room creatively currently accommodates the nursery, but may be an office, play room or a quiet corner to read.. Second floor offers 2 bedrooms newly carpeted, good closet space and 1/2 bath. Walkout basement, low maintenance aluminum siding, the yard is landscaped with plantings and stone work, large paver patio and surrounded by the beautiful serene brook. As described on the town website "Chester is a beautiful small rural town that has grown and adapted since its historic beginnings (1692) as a shipbuilding and mill town. Quaint and unique, Chester has a picturesque Main Street with interesting architecture, elegant shops, art galleries, superior restaurants, and the world renowned Goodspeed Opera House's local Norma Terris Theatre. Located on the hillside of the Connecticut River, they have a number of marinas, lakes, hidden streams, cascading waterfalls, thousands of acres of state forest" "A place to experience old time New England"
Situated in the heart of the picturesque Lower Connecticut River Valley, this fascinating, Contemporary hilltop retreat boasts an open floorplan enhanced by soaring ceilings & expansive walls of windows. Flooded with natural light, the home is warm & inviting, creating the ideal space for comfortable, everyday living as well as a wonderful place to graciously entertain family & friends. The eat-in kitchen is newly renovated & features quartz countertops, tile backsplash & stainless appliances. The first-floor, master bedroom suite includes a gracious sitting room with French doors that provide access to the expansive, multi-faceted deck. The spacious family room & exercise area have a separate outdoor access & offers the potential for an in-law or au-pair suite. The property's professional landscaping incorporates a variety of perennial plantings with the mature trees that heightens the beauty of the home's natural surroundings. Chester is renowned for its quaint village featuring unique shops, numerous galleries & diverse restaurants. Multiple marinas & boat launches are found along Chester's river front offering boaters & water sports enthusiasts access to this recreational water course. Entrances to the Cockaponset State Forest provide hikers, bikers & horseback riders with miles of trails to explore. Chester offers an easy commute between Hartford, New Haven & New London and is located only two & one-half hours by automobile from both New York City & Boston.
One of Chester's finest homes is majestically sited with striking views of the CT River, the Hills of Lyme and expansive valley views. An absolutely immaculate home along with meticulously manicured grounds of lush lawns and gardens favor a peaceful feeling of serenity. Extraordinary quality throughout, custom designs and details have all been carefully selected, custom moldings, and cabinetry throughout the kitchen, the baths and the closets. This home is flooded with natural light, facing Northeast allowing for the magical views of the morning sunrise. The master bedroom en-suite includes a gorgeous stone gas fireplace and access to a private deck, a perfect way to start and end the day. Dine in the chefs kitchen, with all high-end appliances Sub Zero, Bosch, Viking and Wolf, granite counters, tumbled marble back splash and a wine cooler. The 3rd floor is adaptable in many ways from a guest suite with full bath and walk in closet with chandelier lighting to a game room or teenage get-away. The first floor family room is perfect for Sunday football games & movie nights with surround sound, gas fireplace and large windows. Outdoor dining on the large wraparound Trex deck, the stone paver patio or the gazebo while enjoying the impressive and breathtaking views is nothing short of stunning or at the end of the day take a leisurely stroll into town and dine at some of CT Shoreline's best ranked restaurants.
Charming Colonial with wrap around front porch. This home retains much of its old world charm with some updating done. Updates include thermal windows, vinyl siding, and an addition off the rear adding a 19 x 24 family room with cathedral ceiling. Patio doors lead to the deck overlooking the private backyard and inground pool. First floor laundry room. Home office. Detached 2 car garage.
Stroll to Chester Village from this Greek Revival Colonial with its dramatic two story foyer and sweeping staircase. The home features a remodeled kitchen, 9 foot ceilings and three fireplaces. The large second floor landing boasts a balcony and palladium windows that provides a flexible space perfect for a sitting area, office nook and gallery. Chester is situated in the heart of the Lower Connecticut Valley and is renowned for its quaint village featuring unique shops, numerous galleries and diverse restaurants. Chester is only two and one half hours away by car from both New York City and Boston as well as an easy commute to Hartford, New Haven and New London. Do not miss this opportunity to call Chester home!
164 W Main St, Chester, CT is a single family home that contains 1,890 sq ft. & was built by the owner in 1972, also included 13 Acres of land... 3 bedrooms , 1 bathroom, 2 fireplaces, 2 car attached garage. NEEDS TLC
Vermont in Connecticut! This timeless gem boosts a large first floor master-suite with private terrace and 4 additional bedrooms. Situated nicely on over 4 acres - the home is a 6200+ sq ft masterpiece built in 2007 with a focus on casual luxury living. Features include: Cedar shingle shake siding (treated), music room, large office, massive 1600+ sq ft walk-out lower level media/entertainment room, five full bathrooms & two half bathrooms, gym, wine cellar, and a 3 car garage . Minutes to the historic village of Chester which is vibrant with shopping, restaurants, local bazaars, and fairs. Close to Chester Airport, Cedar Lake and major commuting routes.
This beautiful two floor custom design home by ASW incorporates the attributes of a home built for entertaining with main floor master suite and laundry to suit an age-in-place lifestyle. The interior has nine foot ceilings atop an impressive open- concept great room and custom gourmet kitchen with granite throughout. Vaulted family room with fireplace. Separate formal dining room and study on main floor, 4 bedrooms, 3.5 baths, loft are all part of this design. Other plans & designs are available ! Call for builders spec's. Subject to change and availability. Agent related
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