Chester CT Real Estate & Homes for Sale
The median home value in Chester, CT is $313,700.
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 $313,700.
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!
3 bed/1.1 bath home in scenic Chester, CT! Nestled on almost two acres, this home is ready for new owners. Features include an expansive deck, combo living/dining room, generously-sized rooms, a master bedroom with a half bath, and most importantly: walking distance to town and Chester Elementary School.
In the village living in Chester. Great Main St location, walk to to shops & restaurants. Major renovations done, remodeled kitchen and baths. Gorgeous first floor master suite. Quiet & private deck and patio area in back of home. Shed in back yard for additional storage.
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"
Form meets function in this welcoming and beautifully updated home. It has been maintained with exceptional attention to detail, including an up-to-the-minute kitchen. Perfect sun filled comfortable home, on a bucolic setting, is located a mile from the charming Village of Chester with its fine shops and restaurants, and nearby Norma Terris Theatre, the Home Theatre of Goodspeed Musicals Kitchen, dining room and family room enjoy an open floor plan. Also located on this level are an office, laundry and bathroom. The formal living room is gracious in size and is complimented by a handsome fireplace. Updated improvements include, roof, Buderus furnace, electrical, beautiful flooring, energy efficient windows, interior and exterior were painted. Oversized dining room windows, provide views of natural landscaping. $380,000.
One floor living in quiet neighborhood just outside of Chester Village. Eat-in kitchen, living room with fireplace, dining room, spacious master bedroom with half bath, two additional bedrooms, and a full bath. The full basement is partially finished with a 13 x 27 rec. room. The rooms are generous size. Spacious deck overlooks the level, fenced backyard. Brand new roof. Hardwood is believed to be under the carpeting in all rooms except the master bedroom.
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.
Sunday, 2/24 12:00-2:00PM
Cedar Lake area contemporary style home nestled privately in the Mountain Laurel on a professionally landscaped 2.67 acre lot. This extraordinary home with studio/In law suite is at the end of a quiet cul de sac only a short walk to Cedar lake, and only minutes to Chester Airport and historic Chester Village. Built in 1999 and renovated in 2015/17 with new roof, new kitchen and updated bathroom. Beautiful wood floors, central air, central vac, throughout. Main house has 3 large bedrooms, 3 full bathrooms, cathedral ceiling in living area. High ceilings and oversized windows create sun flooded living space, with multiple large sliders to deck. 3 propane fireplaces including one in the master bedroom which also has a private terrace. Upstairs laundry. Freshly painted exterior. You will love the year-round sunroom and the spacious wrap around deck. The pool is privately situated on top of a sunny hill with a fire-pit patio area. The appx 1000 sq ft in-law suite/studio has its own first floor private entrance, kitchen, living room, deck, garden area, laundry, and full bath. The new Solar system is owned and utility bills extremely low. Home must be seen to be truly appreciated!
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.
Sunday, 2/24 1:00-3:00PM
Call this one HOME! Set nicely on a well maintained .55 acre open lot in a subdivision has many improvements. Views of the historic Gillette Castle as you drive up Castle View Drive. Inviting living room is complimented by the fieldstone fireplace & a large bow window that offers seasonal views of the CT River. 3.25 inch Bellwood white oak floors installed throughout, completed in 2015. The newer high end Electrolux kitchen appliances just make the kitchen shine. Convenient breakfast bar opens to dining area. Step thru the sliders to the deck overlooking the large backyard. Great spot for outdoor living & entertaining. New stairs surrounded by raised paneling that continues down the hallway of the second floor with three bedrooms. The full bath offers a custom built cherry vanity/granite top, double sinks, all new fixtures & tile floor. The upper basement offers a laundry room & walkout to the driveway. Plenty of space for storage-great potential to add additional finished living space, possible second bath. Another set of stairs leads to more basement area for the mechanicals. Presently a great workshop area. So many improvements to list, all new roof 2018 ($18,000) with 50 year warranty , new fascia, soffits & seamless gutters// leaf protection installed 2015 ($8,000). Short drive to Chester village with plenty of special activities, Chester/Hadlyme Ferry & Cedar Lake. A must to preview this property.
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.
More For Your Comfort, Convenience and Money! The home awaits someone who wants to fill its large porch with a swing or rocking chairs and a welcome mat that says something witty. The Colonial is move-in ready awaiting someone to fill its space with their own personal touches. Gleaming hardwood floors are throughout the house; kitchen boasts high top corian counters, cozy family room with gas fireplace and a master suite with bonus room. This home also features a new roof and new siding installed past two years. Off the back porch, you have an ideal level backyard, perhaps for the world's best backyard soccer field or for someone who loves to watch the deer prancing through. This home is near the river and close enough to the charming village of Chester. Never been to Chester? It's a perfect enclave of artists, cozy restaurants and a village stacked with cute nostalgic homes.
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!
Looking for a home with room for everyone.... this is it! This circa 1860 stately country estate, rich in history, sits on 2+ acres with sweeping lawn and serene views. This listing includes a 1.58 acre additional lot abutting this property in this price. The main house has 3 bdrms, 3 baths plus an inlaw suite. It also features an updated 2 bdrm, 2 bath carriage house apartment in the adjacent 3 car garage, and currently offers additional income, making this property attractive to the savvy buyer. Skylights fill this space with light, with it's new kitchen, it's a delight. In the main house the in-law suite renovated in 2014, has a private entrance and full bath. The master suite was lovingly updated in 2008, which includes a sitting area to retreat to, large bath and stunning closet/dressing area. The renovated kitchen includes a butler's pantry and is steps from the large enclosed screen porch for dining and enjoyment. Also, an additional 1.58 acre building lot is being offered at $109,000. Imagine being a short walk to Chester Village filled with fine restaurants, coffee shops, the area's most robust farmer's market, shops, theater and galleries. Make this village country estate your home and write the next chapter of the most "Story'd home in Chester."
Looking for a home with room for everyone.... this is it! This circa 1860 stately country estate, rich in history, sits on 2+ acres with sweeping lawn and serene views. The main house has 3 bdrms, 3 baths plus an inlaw suite. It also features an updated 2 bdrm, 2 bath carriage house apartment in the adjacent 3 car garage, and currently offers additional income, making this property attractive to the savvy buyer. Skylights fill this space with light, with it's new kitchen, it's a delight. In the main house the in-law suite renovated in 2014, has a private entrance and full bath. The master suite was lovingly updated in 2008, which includes a sitting area to retreat to, large bath and stunning closet/dressing area. The renovated kitchen includes a butler's pantry and is steps from the large enclosed screen porch for dining and enjoyment. Also, an additional 1.58 acre building lot is being offered at $109,000. Imagine being a short walk to Chester Village filled with fine restaurants, coffee shops, the area's most robust farmer's market, shops,theater and galleries. Make this village country estate your home and write the next chapter of the most "Story'd home in Chester."
Sunday, 2/24 1:00-3:00PM
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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