Chester CT Real Estate & Homes for Sale

17 Properties Found

The median home value in Chester, CT is $292,500. This is higher than the county median home value of $242,000. The national median home value is $232,276. The average price of homes sold in Chester, CT is $292,500. Approximately 63% of Chester homes are owned, compared to 26% rented, while 11% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
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Beds:
2
Baths:
3.00
Sq.Ft.:
2,142
Status:
NEW LISTING
MLS#:
170270730
Type:
Condo
Year built:
2012
Courtesy: Coldwell Banker Residential Br
View additional info

Carefree Living At It's Finest!! Impeccably maintained 2100 SF condo with a gracious open floor plan, sun filled rooms and plenty of storage. First floor highlights include beautiful wood floors, master suite with full bath & laundry, gourmet kitchen, vaulted ceiling living room with cozy gas fireplace and a half bath.  The upstairs is perfect with an additional bedroom, full bath, large family room and attic space. Completing this move in ready, relaxed lifestyle home is a two car attached garage, large back deck, full basement and generator. Don't miss this rare opportunity to own in The Forest....A 12 unit, 55 and over community in the charming town of Chester.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,802
Status:
Active
MLS#:
170267735
Type:
Single Family
Lot size:
2.2 Acres
Year built:
1999
Courtesy: Coldwell Banker Residential Br
View additional info

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.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,608
Status:
Active
MLS#:
170267628
Type:
Single Family
Lot size:
1.6 Acres
Year built:
2002
Courtesy: William Pitt Sotheby's Int'l
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Character, Charm and a bit of European flare awaits you in this 2002 Colonial style home! A few of the highlights include: 3 bedrooms, 3 1/2 baths, hardwood floors, fireplace, gunite pool with spa and heater, and a fabulous bonus room above the garage. Walk out onto the new deck, to the beautifully cleared backyard, where you can enjoy the natural surroundings year round and splash in the pool in the summertime. Through a colorful barn door you will find a staircase to a newly finished bonus room with full bath. The 2 car garage has new garage doors, and the house has new vinyl siding. An irrigation system was installed to keep the grass healthy and green in the summer. Many upgrades in the past 2.5 years make this house an extremely inviting home. Close to town, restaurants, theater and more.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,392
Status:
Active
MLS#:
170265396
Type:
Single Family
Lot size:
2.21 Acres
Year built:
1978
Courtesy: William Pitt Sotheby's Int'l
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Your private oasis awaits! This is the kind of house that just feels like home the minute you step inside. Not a cookie cutter place, that's for sure! Contemporary in design, yet with a shingled "cottage" twist that totally works, inside and out. Speaking of outside, the level two acre+ lot feels like a kingdom with hundreds of acres of near-by state forest for you to roam and a fire pit in the yard to tell stories around. The "corn crib" design barn/garage/workshop with second story is a big plus. A long list of great indoor details too. Shiplap walls, vaulted ceiling, beams, skylights, multiple sliders and a gorgeous center chimney for your super efficient custom built-in wood/coal stove. The house is set up also for a propane furnace. Currently there is not one in operation but it's still toasty around the clock! The kitchen with generous adjacent dining area will not disappoint and the floating staircase with built-in bookcase and reading nook is both practical and an architectural focal point. This amazing house and property represent an opportunity to live close to Chester village shops,restaurants and marinas at a great value! On a quiet no outlet street with easy access to Rt. 148 and Rt. 9. Just a little over two hours to NYC and Boston. Don't miss the boat on this one!

Beds:
4
Baths:
1.00
Sq.Ft.:
1,196
Status:
Active
MLS#:
170265765
Type:
Single Family, Ranch
Lot size:
0.26 Acres
Year built:
1950
Courtesy: REMAX Valley Shore Genovali RE
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Live right across the street from Cedar Lake in this 3 - 4 bedroom, 1 bath ranch located at the end of a quiet street. Needs updating.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,962
Status:
Active
MLS#:
170259885
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1993
Courtesy: Coldwell Banker Res Brokerage
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IDYLLIC SETTING! ABUNDANT WILDLIFE! This property has it all! Stream, pond and scenic waterfall accented by stone walls in a park like setting on a private cul-de-sac street - all within walking distance of Chester Village. Let the waterfall wash your stress away while reclining on your wraparound porch or send you off to a peaceful night's sleep. There are waterfall/pond views from each window at the back of the house. Light and bright kitchen flows to eating area and living room centered on propane stove. Large additional room on first floor to function as DR, FR or office. There are hardwood floors and tile throughout most of the home, including the finished walk out area in basement. Master bedroom suite is graced with cathedral ceilings and a palladian window affording additional views. Two additional bedrooms on second floor with wood floors. There is lots of useable storage space and work areas on the lower walk out level - plus a sizeable outbuilding to compliment this unique property. Relax and rejuvenate when you come home here!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
170260994
Type:
Single Family
Lot size:
13 Acres
Year built:
2019
Courtesy: Weichert Realtors ZubretskyGrp
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NEW PRICE!! BEAUTIFUL NEW CONSTRUCTION ON 13 ACRES. CAPE STYLE HOME WITH 3/4 BEDS A 2.1 BATHS. BLUE STONE WALKWAY. OVER-SIZED ATTACHED 2 CAR GARAGE. HARDWOOD FLOORS THROUGHOUT MAIN LEVEL. HUGE EAT IN KITCHEN WITH CATHEDRAL CEILINGS AND RECESSED LIGHTING. SLIDER OFF THE REAR TO AN OVERSIZED PATIO. BREATH TAKING VIEWS! LIVING ROOM WITH WALL MOUNTED ELECTRIC FIRE PLACE. MASTER BEDROOM WITH WALK IN CLOSET AND FULL BATH. UPSTAIRS HAS A FAMILY ROOM WITH NEW CARPET IDEAL FOR KIDS PLAY ROOM AND AN OFFICE. BRAND NEW SEPTIC SYSTEM. WALKING DISTANCE TO CEDAR LAKE. CLOSE TO CHESTER AIRPORT. MANY POSSIBILITIES WITH ALL THIS LAND!! COULD BE GREAT FOR THE HORSE LOVERS! ATVS, TRAILS!!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,273
Status:
Active
MLS#:
170259107
Type:
Single Family
Lot size:
6.26 Acres
Year built:
1830
Courtesy: Coldwell Banker Res Brokerage
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Looking for a vacation home that is anything but cookie-cutter, then this is the property for you. This remarkable home, once a cider mill would make a great three-season retreat just as it is or you could make it into a year-round home. Enjoy the soaring ceilings with rough-hewn boarding and warm yourself with th potbelly stove Sited on over 6 acres of picturesque land with apple trees, this five-bedroom home is the very definition of historic New England. Your guests will love the soaring ceilings and wide board flooring that are the mark of 19th-century charm , and the pub complete with wet bar is the perfect setting for making memories. The 6.25-acre parcel already has preliminary site work completed for three additional building lots which would allow for the creation of a family compound or to create additional income. This home boasts a wrap-around deck complete with an outdoor kitchen for your summertime entertainment. Enjoy lazy days in the gazebo or just sitting beside the fish pond dreaming of your next adventure. Located close to shopping and restaurants with 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 vacation home dream a reality today.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,610
Status:
Active
MLS#:
170256240
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1900
Courtesy: William Pitt Sotheby's Int'l
View additional info

Investors dream! Potential income $4,000/mo.! 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 Pattaconck brook and is currently being used as a residence and commercial space. The lower level two bedroom apartment has been beautifully remodeled with newer kitchen and bathroom, extra large walk in closet in master bedroom with 1/2 bath and laundry. Residence can rent up to $1800/mo. Retail store front at street level provides income with flexible rental space for 2-4 units, can easily work for retail, office, salon, art gallery, art studio to suit your needs. Previously rented retail space for $2,400/mo. Extra storage in the full attic as well as the basement. Visitors, 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. Property also listed as commercial listing - 170197774

Beds:
3
Baths:
3.00
Sq.Ft.:
2,180
Status:
Active
MLS#:
170249194
Type:
Single Family
Lot size:
5.38 Acres
Year built:
1939
Courtesy: William Pitt Sotheby's Int'l
View additional info

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,183
Status:
Active
MLS#:
170249622
Type:
Single Family, Ranch
Lot size:
0.26 Acres
Year built:
1947
Courtesy: Keller Williams Realty
View additional info

Beautiful ranch on a quiet dead end street with beautiful views! Deeded water access to a small brook which is a perfect launch for a small boat or kayak. This home is lovely and has a great floor plan. Walking distance to Cedar Lake!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,630
Status:
Active
MLS#:
170247971
Type:
Single Family
Lot size:
3.62 Acres
Year built:
1986
Courtesy: William Pitt Sotheby's Int'l
View additional info

Abundant with natural light, this extraordinary Contemporary retreat is pursuasively priced at $469,900. The home's open floor plan is enriched by expansive walls of windows that create warm and inviting living spaces for comfortable, everyday living while providing a wonderful place to graciously entertain family and friends. The eat-in kitchen is newly renovated. The first-floor, master bedroom suite includes a sitting room with French doors that access the expansive, multi-faceted deck. The large family room & exercise area’s private entrance may allow for a potential in-law or au-pair suite. The property's professional landscaping incorporates a variety of perennial plantings with mature trees that heightens the beauty of the home's natural surroundings throughout New England's changing seasons. Chester, CT, renowned for its quaint village, features unique shops, numerous galleries and diverse restaurants. Multiple marinas and boat launches are found along Chester's river front presenting boaters and water sport enthusiasts access to this recreational water course. Local 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 auto from both New York City and Boston.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,697
Status:
Active
MLS#:
170239981
Type:
Single Family
Lot size:
1.41 Acres
Year built:
1790
Courtesy: William Pitt Sotheby's Int'l
View additional info

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
170237151
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1953
Courtesy: Coldwell Banker Residential Br
View additional info

This 3 bed, one and a half bath Cape on 1.1 acres is looking for someone to bring back it's charm. With a little bit of TLC it could be a great starter house, down-sizer, investment property or a flip. The roof, windows and furnace are newer. Hardwood throughout the main floor with an open staircase leads to the 2nd level. Upstairs has new carpeting and a 1/2 bath, it's divided into 2 generous size spaces so could be used as 2 bedrooms instead of one. A stone patio with a staircase leads down to the garage under the house and the huge, open backyard. Plenty of space for whatever you desire and close to Cedar Lake. Lots of potential for a great price!

Beds:
5
Baths:
4.00
Sq.Ft.:
4,117
Status:
Active
MLS#:
170230165
Type:
Single Family
Lot size:
2.17 Acres
Year built:
1985
Courtesy: Higgins Group Real Estate
View additional info

There is absolutely nothing on the market like this property which has so much to offer including a full legal apartment/in-law with separate entrance. The main home offers 4 large bedrooms - one being a master with en suite - 3 full baths, newer kitchen and guest bath, hardwood floors, an expansive great room with vaulted ceilings and fireplace, deck off kitchen, walk-out lower level with multiple rooms suitable for home office, media room, home gym, etc. with more than plenty of space left over for storage and a workshop. The apartment is located on the main level and has it's own private entrance, full kitchen, dining room, living room with fireplace, large bedroom, expansive wheelchair accessible bathroom and sliders to it's own private deck. The apartment can offer income flow or room for family/multi-generational living or live-in nanny, or can even be used for a home-based business/work-from-home suite. Circular drive and 3 car garage under the house. Cedar Lake is right around the corner. Home Warranty Included! Move in and enjoy all that Chester has to offer. Chester is located alongside the CT River, with a number of marinas, lakes, hidden streams, cascading waterfalls, thousands of acres of state forest, and hiking trails, a Y.M.C.A. camp and small airport. Come celebrate community, the outdoors, art, history, music, theater, crafts, cuisine and conversation in this warm inviting community. Valley Regional High School Ranks Among Top Schools in U.S.

Beds:
4
Baths:
6.00
Sq.Ft.:
6,350
Status:
Active
MLS#:
170227195
Type:
Single Family
Lot size:
5.86 Acres
Year built:
2007
Courtesy: Coldwell Banker Residential Br
View additional info

Brimming with charm & character, this custom built and well maintained Adirondack shingle style home offers 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 finished 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. Prominently set on 5+ acres overlooking rolling lawns, mature plantings & natural woodlands you will enjoy this special home for years to come.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,545
Status:
Active
MLS#:
170227181
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1999
Courtesy: Coldwell Banker Residential Br
View additional info

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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This Information is from Smart MLS and has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

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