Chester CT Real Estate

MLS Number170227181

• Single Family
• Square Feet 3,545
• Bedrooms 3
• Bathroom 3
• Year Built 1999

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.

MLS Number170227195

• Single Family
• Square Feet 6,350
• Bedrooms 4
• Bathroom 6
• Year Built 2007

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.

MLS Number170249194

• Single Family
• Square Feet 2,180
• Bedrooms 3
• Bathroom 3
• Year Built 1939

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.

MLS Number170219153

• Land
• Acreage 13.6
• Waterfront
• Zoning R-2

Everyone dreams of having a piece of land that views water, big enough to have a farm, has multiple homes or can be sub-divided. Here is that dream property! 13.6 Acres of land with spectacular Cedar Lake views from every corner of the property! Just steps away from the two town beaches and convenient to boat launch, lake offers seasonal fishing, boating, ice fishing and ice skating. Land is gently sloped and provides lake views from front to back. Serene setting offers potential for a vacation getaway, family compound, horse property, or sub-divide and build. 2 Homes (#17 & #21) & barns on property are in poor condition. Cedar lake is a 69-acre lake with parking and 2 beaches. Permits are required for beach access. Main beach has lifeguards, picnic area, and parking. State boat launch on lake. State of CT also stocks lake for fishing.

MLS Number170259107

• Single Family
• Square Feet 3,273
• Bedrooms 5
• Bathroom 4
• Year Built 1830

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.

MLS Number170247971

• Single Family
• Square Feet 3,630
• Bedrooms 4
• Bathroom 4
• Year Built 1986

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.

MLS Number170230165

• Single Family
• Square Feet 4,117
• Bedrooms 5
• Bathroom 4
• Year Built 1985

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.

MLS Number170239981

• Single Family
• Square Feet 2,697
• Bedrooms 3
• Bathroom 3
• Year Built 1790

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!

MLS Number170256240

• Single Family
• Square Feet 2,610
• Bedrooms 2
• Bathroom 2
• Year Built 1900

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

MLS Number170260994

• Single Family
• Square Feet 2,000
• Bedrooms 3
• Bathroom 3
• Year Built 2019

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!!

MLS Number170238218

• Single Family
• Square Feet 2,032
• Bedrooms 3
• Bathroom 3
• Year Built 1988

Come home to your own private resort! This home sits on 6.2 private acres and can offer one floor living, open floor plan perfect for entertaining, beautiful bright kitchen with granite counter tops and stainless steel appliances, dining area, sunken family room, hot tub room, 3 bedrooms on main level, 2.5 bathrooms, large 3 car garage, freshly painted throughout the house, plenty of storage and large closets throughout, large yard featuring rose garden, horseshoe pit and nature trails!! Perfect for privacy and for nature lovers! This house has been meticulously maintained! Come take a look!

MLS Number170259885

• Single Family
• Square Feet 1,962
• Bedrooms 3
• Bathroom 3
• Year Built 1993

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!

MLS Number170196615

• Land
• Acreage 11.65
• Zoning R-2

Nestled on a peaceful country road, this 11.65 acre parcel is just waiting to be built on! Imagine the home of your dreams in the quaint town of Chester. This lovely property is privately set yet close to Route 9 for an easy commute. Bring your builder to discuss plans for your new custom home!

MLS Number170265396

• Single Family
• Square Feet 1,392
• Bedrooms 2
• Bathroom 2
• Year Built 1978

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!

MLS Number170237151

• Single Family
• Square Feet 1,344
• Bedrooms 3
• Bathroom 2
• Year Built 1953

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!

MLS Number170265765

• Single Family
• Square Feet 1,196
• Bedrooms 4
• Bathroom 1
• Year Built 1950

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.

MLS Number170223332

• Land
• Acreage 2.22
• Zoning R-2

Truly one of the best locations in Chester. A rare find. Breath taking views of the river valley, private location on private drive shared only by 2 other well appointed and cared for homes. Utilities already on property and asphalt driveway to house site exists. No other building lots like this in town. Mature trees, rock out croppings with deeded cutting rights over three other properties to maintain view easement.

MLS Number170208943

• Land
• Acreage 6.41
• Zoning R2
• Subdividable Unknown

Build your dream home on this gorgeous lot overlooking spectacular Cedar Lake! 6.41 acres of complete privacy backing up to the state forest. Access to the Cedar Lake Association beach and so much more! Percs are done and the driveway is roughed in. Come see this lot and fall in love with your new homesite surrounded by nature, yet close to everything. Don't miss this one!