Chester CT Real Estate & Homes for Sale
The median home value in Chester, CT is $355,000.
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 $355,000.
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!
Savor the Striking views of the CT River, the hills of Lyme and the expansive valley while enjoying the gorgeous all new heated Gunite in-ground swimming pool. The sweeping manicured grounds have been lovingly cared for. 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 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 including Sub Zero, Bosch, Viking and Wolf, warming drawer, granite counters, tumbled marble back splash and a wine cooler. The third 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 private get-away space. The first floor family room is perfect for Sunday football games 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. And at the end of the day, take a leisurely stroll into town to dine at some of Connecticut Shoreline's best ranked restaurants.
Here's your opportunity to own a piece of history! This vintage antique saltbox colonial, circa 1820, blends the past with modern day accouterments. Come lavish in the completely remodeled chef's kitchen with it's custom cabinetry, honed marble counter-tops, breakfast bar, exposed beams, viking gas cooking, built-in dishwasher, spice drawer & wine rack. The main level flows through the 19th century with a formal dining room, living room & den all featuring wide plank wood flooring of the era. The upper level has been dormer-ed providing extra space at the master & rear quarter bedroom providing for a spacious walk-in closet & full bath. Located on the cusp of the historic Chester Village with it's eateries, shops & galleries all within walking distance, you'll enjoy all the ambiance of what this quaint Connecticut River Valley Community has to offer! The home features wide board flooring through-out the main & upper levels, era latches & fixtures, exposed beams, a full bath on each living level, fully screened rear porch/patio & private, spacious back yard nicely landscaped with accent stone walls, Koi-Pond & garden area. Additionally there is a detached garage with over-head storage. Come enjoy Chester and this piece of history! Centrally located between New York & Boston as well as just minutes to the commuter rail.
Investors dream! Income potential $4,000/mo! ÂEscape from the city! Live and work in one of New Englands quintessential, Historic towns! Great location in the charming village of Chester, this beautifully remodeled mixed use building abuts the Pattaconk brook and is currently being used as retail space and residence. Retail store front at street level provides income with flexible rental space for up to 4 units. ÂPreviously rented for total $2,400/mo. can easily work for retail, office, salon, art gallery, art studio to suit your needs. Extra storage in full attic and basement. The lower level two bedroom residential apartment has been beautifully remodeled with newer kitchen and full bathroom, extra large walk in closet in master bedroom includes a 1/2 bath and laundry. Currently occupied by owner, residential apartment rent up to $1,800/mo. ÂVisitors, artists and musicians alike enjoy this vibrant community with many shops, art galleries and restaurants within walking distance as well as local attractions featuring the Chester-Hadlyme ferry to Gillette Castle State Park, Norma Terris Theatre and seasonal Farmers market. Related MLS-170295814
Live, Work and Play in Chester Village, 2 bedroom apartment over first floor store front. Property backs up to Pattaconk Brook in the back and Main St, near the flag pole, in the downtown. Full Walk out basement with storage room. Walk to local shops, restaurants, post office, library and more! Chester has a lake with beach free for residents and easy on/off access to Route 9. Also listed as Commercial.
Super private home and carriage house with everyday vistas of the property's 3-acre Ivory Pond. You can sit on the deck atop 24 acres watching the sunset; the whole property reflects itself and nothing else. The house has plenty of inside and out space; sliders to the deck for entertaining, but you'll be doing some painting and superficial remodeling first. Two fireplaces and kitchen space to refit with new appliances. Walk right over to the expansive upper level of the carriage house. Previously used as an open apartment with gaming, ping pong and billiards. Use as you wish, once again everything is positioned to take advantage of the fantastic views of the pond. The downstairs of the carriage house has three extra-large 11-foot garage doors opening to work bays or room to hold 8 or more cars in heated space for the enthusiast. The carriage house also has a 15x20 separate studio/office with sliders. Come and make this mini estate your really big-time home. Carriage House was built in 2001 and has 1281 Square Feet of Living Area. Newer Buderus Boiler and Water Heater.
BE HAPPY in the QUAINTEST VILLAGE in CT!!! Tranquil and relaxing move-in-ready Sunny Country Home situated in the Village of charming Chester. Secluded and private property -- 2 floors in excellent condition with 4 bedrooms, 3 baths, 2 fireplaces, 2 decks, 2 stall garage (with extra room for workshop), 2 + well-landscaped acres, 1 in-ground pool and a roomy shed. Culinary Kitchen contains stainless steel appliances with a chef stove and a warmer for your feet while you do the dishes! Roomy dining area, wood beams and wide planked wood floors throughout. Great details and expense went into making this house a real home. A 10 minute walk or 2 minute drive to Chester Village where The Terris Theatre, Award winning restaurants, one of a kind shops and Sunday Market await you. Take a scenic stroll to the CT River and Goodspeed Opera House or a quick drive to Essex Village. The CT River Valley is abundant with activities or simply sit on the decks loving your Wildflower Meadow. Easy mother in law or guest suite in lower level. A perfectly priced must see. Friendly atmosphere, awe inspiring nature, and wonderful Neighbors too!
Welcome to "Greystone Hill". Custom built, this magnificent home offers a spacious open floor plan'¦designed for the way we live today. As you approach this impeccably maintained home with a contemporary flair you will be instantly impressed with the gracious entrance featuring natural stone steps, a charming pergola and custom pavers leading to a 3 car garage. A welcoming two story foyer leads to the light-filled living room w/fireplace & formal dining w/small deck. The recently remodeled chef's kitchen features granite counters, SS appliances, a pantry & casual dining area. The family room w/fireplace opens to a private deck & stone terrace overlooking park like grounds'¦ideal for entertaining. An in-home office, craft room, 1/2 bath & mud-room complete the first level and a separate stairway to a spacious media room could also be an ideal in-law/au-pair suite. The spacious Master offers a spa-like bath, double sinks and W-I-C; 2 additional guest rooms share a well-appointed bath. On the lower level is the perfect workshop w/walkout providing easy access to all of your projects. The house is generator ready & updated mechanicals, including a new modulating air to air heat pump is sure to give peace of mind. Prominently set on 2.2 acres the property's professionally landscaped grounds feature mature plantings, beautiful rock outcroppings & lovely perennial gardens. Located close to the Village enjoy Chester's unique shops, galleries, restaurants, pubs, marinas & so much more.
If you are looking to get away from the hustle and bustle of the city this remarkable home, once a cider mill, would make a great three-season retreat just as it is or could become a year-round home. Sited on over 6 acres of picturesque land which has already had preliminary work completed for three additional building lots which would allow for the creation of a family compound or to create additional income. Step inside and fall in love with the soaring ceilings featuring rough-hewn boarding and warm yourself by the potbelly stove or one of the two fireplaces. One look is all it takes to realize that this five-bedroom home is the very definition of historic New England warmth. The game parlor/ pub complete with a wet bar is the perfect setting for your guest's entertainment. This home also boasts a wrap-around deck complete with an outdoor kitchen for your summertime entertainment and the sprawling lot has many interesting vignettes. Located two hours from New York City or Boston with quaint shops and restaurants just minutes away. Easy access to Route 9, I-95 and Amtrak you will never be at a loss for something to do. Come make your New England getaway vacation dream home a reality .
Secluded, 5.3 acres of lightly wooded property with over 200 feet on the Connecticut Riverfront. Located near the Chester/Hadlyme Ferry with views of Gillette Castle. Potential for subdivision if desired, as well as possible dock on the Connecticut River. Large, level yard with outbuilding suitable for storage, and the barn has been used for horses. Bathrooms and kitchen have many upgrades. Basement is the full footprint of the house for excellent, dry storage. Wood floors were milled with wood from the property. Wide open floor plan creates natural light throughout. Located near Chester Village and all the town and the area has to offer ' restaurants, shopping, theater and more. The Norma Terris Theater is in town and it's only a short drive to the Goodspeed Opera House in East Haddam or the Katherine Hepburn Cultural Arts Center in Old Saybrook.
c.1781, the John Denison Homestead housed Chester's 1st post office in 1810. Lovingly restored, this embankment gambrel with Dutch kick roof boasts modern amenities while retaining much of its period detail. Featuring original wide board chestnut flooring and wall panels; 6 fireplaces, 5 of which are working & wood burning; original mantels and millwork; two stairways including the front foyer's captain's staircase; the master bedroom suite with barrel ceiling and fireplace. Enjoy water views from front porch and the kitchen balcony as well as the home's east facing windows. Relax in the privacy afforded by the established, backyard gardens. The property also includes frontage on the Chester Creek inland waterway with a seasonal, floating dock that provides CT River access for kayaks, canoes and small boats. Situated in the picturesque Lower Connecticut River Valley, Chester is renowned for its quaint village featuring unique shops, numerous galleries, diverse restaurants and a brewery. Multiple marinas and boat launches are found along Chester's river front offering boaters and water sports enthusiasts access to this recreational water course. Entrances to the Cockaponset State Forest provide hikers, bikers and horseback riders with miles of trails to explore. Chester offers an easy commute between Hartford, New Haven and New London and is located only two and one-half hours by automobile from both New York City and Boston. Now is the time to come home to Chester!
Custom built & well maintained Adirondack shingle style home offering the perfect blend of traditional architecture and modern home design. Meticulous craftsmanship, quality materials and vaulted ceilings throughout add to the sense of spaciousness while the distinctly versatile floor plan makes this home ideal for entertaining. A welcoming foyer leads to the dramatic two story great room with stone fireplace creating a warm an inviting gathering space for friends & family. The elegant formal dining room with coffered ceilings and the music room/study is the perfect place for enjoying special occasions. A well appointed chef's kitchen with center island features granite counters, high end stainless appliances and offers easy access to a pantry, laundry room, 1/2 bath & 3 car garage. The first floor Master suite and spacious bath with walk-in closet offers convenient one floor living; a private deck is a wonderful place to relax while overlooking park like grounds. Upstairs you'll find an impressive in-home office, 3 guest rooms, 2 full baths and balcony with a view of the great room below. The lower level features a game room with fireplace, exercise room, full bath and wine cellar. A private deck with custom pergola provides a relaxing environment and is ideal for outdoor entertaining. Offering privacy without seclusion the house is prominently set on 5+ acres overlooking rolling lawns, mature plantings & natural woodlands. You will enjoy this special home for years to come.
Waterfront living at The Jennings Pond Estate - A true hidden gem! A phenomena of history, nature, and architecture privately tucked away in historic Chester Village. This charming contemporary French Country retreat built in 1999 overlooks Jennings Pond and it's magnificent waterfall creating a magical display of water and nature creating a fascinating sense of well-being. The home is in excellent condition and is Appx 3500 Sq ft. It includes a guest house studio with Appx 800 Sq ft of living area. The main house has waterviews from most rooms and has a great open flow. There are 3 large fireplaces, a chefs working French country kitchen Stainless steel Viking gas stove and a subzero refrigerator, a spacious master-suite with attached office/library area and a fireplace. A wonderful bedroom suite on lower lever with fireplace walks out to a terrace overlooking the waterfall. Beautiful perennial beds and herb gardens grace the .75 lot with room for a pool overlooking the Pattaconk River. This piece of heaven is a 5 minute walk to village restaurants, shops and worship facilities. Minutes to major commuting lines and Amtrak stops. 90 mins to Boston and 2 hrs to NYC. Movie buffs will love that Jennings Pond was the site of the 1958 movie "It happen to Jane" starring Doris Day and Jack Lemmon.
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