Recently Sold Chester, CT Homes

• 

  $1,363,500 Sold Apr 15, 2025

  • 4,205 Sq Ft
  • $324/SF
  • 136 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1999

  19 W Main St, Chester, CT 06412

  Welcome to the Waterfall House, an iconic custom home perched above the scenic Pattaconk Brook in the heart of historic Chester Village. Overlooking a picturesque 15-foot waterfall and offering sweeping views of the serene Jennings Pond from every room, this home is a masterpiece. Meticulously renovated in 2021, it blends modern luxury with timeless historic charm. Just a 5-minute stroll from

  Michael Marsden Compass Connecticut, LLC

  19 W Main St, Chester, CT 06412
• 

  $285,000 Sold Apr 09, 2025

  • 1,519 Sq Ft
  • $188/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1702

  14 Straits Rd, Chester, CT 06412

  **Incredible Opportunity Awaits!** Discover the potential of this charming three-bedroom colonial, ideally situated in the heart of Chester Village. With a new septic system, roof, and windows already installed, the groundwork is laid for your dream home. The interior is completely gutted down to the studs, offering a blank canvas for a full rehab or the perfect opportunity to build your own

  Kelly Puorro Puorro Realty Group

  14 Straits Rd, Chester, CT 06412
• 

  $350,000 Sold Apr 07, 2025

  • 1,188 Sq Ft
  • $295/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  11 Bishop Rd, Chester, CT 06412

  Enjoy one-level living with protected year -round views of Cedar Lake in this 2-3 bedroom ranch. The smaller bedroom features convenient laundry access. A spacious living room with a fireplace and bay window offers a perfect spot to take in the scenic view. The home boasts hardwood floors throughout. The full basement is partially finished and offers plenty of potential. Located next to

  Craig Milton REMAX Valley Shore

  11 Bishop Rd, Chester, CT 06412
• 

  $900,000 Sold Mar 24, 2025

  • 2,755 Sq Ft
  • $327/SF
  • 26 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  10 Old County Rd, Chester, CT 06412

  Private and peaceful with seasonal views of the Connecticut River yet less than two miles to fabulous Chester Village with shops, restaurants, art galleries, spectacular (in season) farmers market and more. This 4-bedroom custom built home has a wonderful floor plan consisting of 4 bedrooms, 3 1/2 baths, 9' ceilings, huge primary bedroom with cathedral ceilings, oversized ensuite full bath and

  Susan Malan William Pitt Sotheby's Int'l

  10 Old County Rd, Chester, CT 06412
• 

  $540,000 Sold Mar 20, 2025

  • 2,144 Sq Ft
  • $252/SF
  • 172 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  71 Maple St, Chester, CT 06412

  Close to the town center, yet on a two acre tree shaded lot set back from the street. Gambrel colonial with a two car attached garage and three car detached garage. Garden area with in-ground pool feature. Possible in-law apartment on first floor. Furnace is oil with optional wood burning capability. Living room fireplace has a wood burning stove. New washer and dryer. Newer septic tank. Wide

  Louisa Ketron Berkshire Hathaway NE Prop.

  71 Maple St, Chester, CT 06412
• 

  $280,000 Sold Mar 07, 2025

  • 1,170 Sq Ft
  • $239/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  15 Kirtland Terrace, Chester, CT 06412

  Nestled at the end of a quiet street, this 3-bedroom, 1.5-bath ranch offers a rare chance to create your dream home in historic Chester. Overlooking the serene Chester Fairgrounds fields, this property features stunning views and a spacious lot, making it ideal for renovation or a fresh new build. With easy one-floor living and central air, this home offers comfort and convenience. Whether you

  Kristina Quinones William Pitt Sotheby's Int'l

  15 Kirtland Terrace, Chester, CT 06412
• 

  $360,000 Sold Feb 25, 2025

  • 1,248 Sq Ft
  • $288/SF
  • 36 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1935

  261 Middlesex Ave, Chester, CT 06412

  Come & enjoy all that Chester has to offer! Chester is one of the most sought after Connecticut village towns! This sweet Colonial built in 1935 is set back from the road on 2 picturesque acres of land offering plenty of expansion possibilities! Family owned since 1935. First floor offers a living room with stone fireplace, a dining room, a kitchen & mud room. All original hardwood floors

  Theresa Bitondo Berkshire Hathaway NE Prop.

  261 Middlesex Ave, Chester, CT 06412
• 

  $637,500 Sold Jan 31, 2025

  • 1,916 Sq Ft
  • $333/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1917

  67 W Main St, Chester, CT 06412

  Chester Village...a home you will love! Designed with natural grace and style, the timeless simplicity of this Quintessential New England Arts & Crafts style home offers the perfect blend of traditional architectural features with modern home design. Lovingly restored by the current owners, a welcoming front porch leads to a gracious entryway and elegant well-proportioned rooms that blend

  Kyle Hinding Coldwell Banker Realty

  67 W Main St, Chester, CT 06412
• 

  $1,300,000 Sold Jan 31, 2025

  • 3,153 Sq Ft
  • $412/SF
  • 162 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1830

  96 Middlesex Ave, Chester, CT 06412

  Steeped in history, awash in modern amenities and conveniences, this 4 bed (2 en suite), 3 1/2 bath converted barn sits on over six acres just a spit from the Connecticut River and the quintessential town of Chester. The current homeowner's goal was to gently nudge the 1830s cider mill into this century with thought, care, and charm salvaging and repurposing as many original features as feasible.

  Susan Malan William Pitt Sotheby's Int'l

  96 Middlesex Ave, Chester, CT 06412
• 

  $450,000 Sold Jan 24, 2025

  • 2,278 Sq Ft
  • $198/SF
  • 66 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  2 Sypher Rd, Chester, CT 06412

  Welcome to 2 Sypher Rd. Chester! Tucked away in the peaceful woods of Chester near Cedar Lake, this charming 2,278 sq ft, 4-bedroom, 2.5-bath colonial rests on a picturesque 2-acre lot. Inside, you'll find hardwood floors throughout and a beautifully remodeled kitchen with soft-close cabinets, Corian countertops, and stainless steel appliances. The spacious living room, complete with a cozy

  Stacey Wyeth William Pitt Sotheby's Int'l

  2 Sypher Rd, Chester, CT 06412
• 

  $500,000 Sold Jan 17, 2025

  • 2,037 Sq Ft
  • $245/SF
  • 81 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1993

  5 Marina View Dr, Chester, CT 06412

  Rare opportunity - one owner home! Lovely contemporary Cape Cod with open floor plan, updated kitchen, fanstastic family room with an expansive deck, and 3 bedrooms and 3 1/2 baths. Situated at the end of a cul de sac and with over 11 acres of privacy and just a stroll to The Anchor and Marker 37 restaurants and Hays Haven and Chester Point marinas.

  Susan Malan William Pitt Sotheby's Int'l

  5 Marina View Dr, Chester, CT 06412
• 

  $419,900 Sold Jan 07, 2025

  • 2,208 Sq Ft
  • $190/SF
  • 95 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2013

  39 Castle View Dr, Chester, CT 06412

  Nestled along the picturesque Connecticut River, minutes from the village of Chester, this 3 bedroom, 3.5 bath colonial home offers an exceptional opportunity. The open-concept living space seamlessly blends the kitchen and living room. The kitchen boasts an abundance of cabinetry, sleek granite countertops, and stainless steel appliances, complemented by a spacious center island. Open living

  Gene Pica RE/MAX Alliance

  39 Castle View Dr, Chester, CT 06412
• 

  $430,000 Sold Nov 27, 2024

  • 2,268 Sq Ft
  • $190/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1963

  56 Castle View Dr, Chester, CT 06412

  Welcome to your dream home! This home features an open floor plan that seamlessly connects living spaces, perfect for both entertaining and everyday living, cozy front porch, perfect for relaxing and enjoying your morning cup of coffee, spacious 2nd floor primary bedroom suite with full bathroom and walk in closet, 4 generous sized bedrooms all with large closets. Enjoy the beauty of hardwood

  Sharon Linder Berkshire Hathaway NE Prop.

  56 Castle View Dr, Chester, CT 06412
• 

  $582,000 Sold Nov 21, 2024

  • 2,398 Sq Ft
  • $243/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1870

  28 Goose Hill Rd, Chester, CT 06412

  Step into history with this 1870 colonial home on over 1.5 acres. Featuring three bedrooms and two fully finished bathrooms, plus a third en suite awaiting your touch, this property is a canvas for your creativity. Enjoy high ceilings on the first floor, bathed in natural light from large windows that create a warm and inviting atmosphere. Relax on the front porch or in the screened-in back

  Cheryl Bergeron-Lucca LPT Realty - IConn Team

  28 Goose Hill Rd, Chester, CT 06412
• 

  $189,900 Sold Nov 08, 2024

  • 616 Sq Ft
  • $308/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1946

  11 Laurel St, Chester, CT 06412

  Seasonal 2 bedroom Cottage. Large Lot. Potential for year round conversion. Or simply update it for your own summer getaway!

  Craig Milton REMAX Valley Shore

  11 Laurel St, Chester, CT 06412
• 

  $276,000 Sold Oct 30, 2024

  • 1,200 Sq Ft
  • $230/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  4 Bates Rd, Chester, CT 06412

  This classic ranch sits on a dead end street, close to downtown and less than a minute from the local elementary school. This home has an easy, useable floor plan and a private backyard on a road of similar homes. Original kitchen and simple fixtures throughout, the home does have central air and nothing but upside potential. This is an as-is sale. Note, the roof is not insurable and showing

  Cara Bernard Coldwell Banker Realty

  4 Bates Rd, Chester, CT 06412
• 

  $225,000 Sold Oct 25, 2024

  • 1,194 Sq Ft
  • $188/SF
  • 58 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  187 Middlesex Ave, Chester, CT 06412

  Come enjoy all Chester has to offer. Make this 3 bedroom 1 bathroom house your home. Town has a vibrant community and offers many amenities such as quaint shops, amazing restaurants, parks and is conveniently located between New York and Boston. Insured w/ Escrow(IE). FHA Case #061-400225. Eligible Bidders: Owner Occupants, Nonprofits,and Government Agencies only

  Team DAnna Statewide Premier Prop. LLC

  187 Middlesex Ave, Chester, CT 06412
• 

  $390,000 Sold Oct 24, 2024

  • 1,771 Sq Ft
  • $220/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  41 Railroad Ave, Chester, CT 06412

  This lovely Chester Cape is just the house you have been waiting for. A modern kitchen with beautiful granite countertops and newer Stainless appliances make preparing the days meals a pleasure. A cozy living room complete with a fireplace for chilly nights along with very nice, updated bathroom are just a few of the wonderful features found throughout this home. With two bedrooms downstairs

  Philip Warner William Pitt Sotheby's Int'l

  41 Railroad Ave, Chester, CT 06412
• 

  $537,000 Sold Oct 11, 2024

  • 2,188 Sq Ft
  • $245/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  142 Main St, Chester, CT 06412

  Longing to live within walking distance to Chester Village? Look no further than this unique custom built stone home within walking distance to highly desirable Chester Village where people come to enjoy the dining, shopping & art galleries. Also close to North Quarter Park in Chester. This Gem built by Martin Lanzi is available for the 1st time in 72 years! The home features a gorgeous grey

  Theresa Bitondo Berkshire Hathaway NE Prop.

  142 Main St, Chester, CT 06412
• 

  $400,000 Sold Oct 09, 2024

  • 2,008 Sq Ft
  • $199/SF
  • 60 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1971

  9 Gilbert Hill Rd, Chester, CT 06412

  Great location just outside of Chester Village on a quiet cul de sac street. Main level features a living room with hardwood floors, kitchen with hardwood floors, large family room with gas fireplace and a screened in patio. Upper level has a large master bedroom with walk in closet and a balcony overlooking the back yard, a bedroom, office and laundry area. This home needs some cosmetics and

  Shane Bonanno Coldwell Banker Realty

  9 Gilbert Hill Rd, Chester, CT 06412
• 

  $730,000 Sold Oct 02, 2024

  • 3,518 Sq Ft
  • $208/SF
  • 102 Days On Market

  • 6 Beds
  • 1.5 Baths
  • Built 1892

  68 W Main St, Chester, CT 06412

  This iconic Chester home, built by George Smith began as a single farmhouse in 1874 as the property of Samuel Gledhill. In 1883, the property was sold to Wilbur Brothwell, the son of a woodworker who worked for P.T. Barnum. Brothwell is responsible for many of the home's unique features such as the third-floor tower and the beautifully preserved dark wood interiors. You can see his safe still

  Marissa McCue William Pitt Sotheby's Int'l

  68 W Main St, Chester, CT 06412
• 

  $405,000 Sold Sep 30, 2024

  • 1,530 Sq Ft
  • $265/SF
  • 24 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  230 W Main St, Chester, CT 06412

  New England charm abounds in this wonderful home just steps from Cedar Lake and Cockaponset State Forest! NEW ROOF (2023) and new windows (2022)! Step inside to the open and bright living room with soaring ceiling, wide board wood floors and beautiful stone fireplace and the dining room perfect for entertaining. The kitchen overlooks the living room and features granite counters and stainless

  Siobhan McLaughlin William Raveis Real Estate

  230 W Main St, Chester, CT 06412
• 

  $460,000 Sold Sep 26, 2024

  • 2,092 Sq Ft
  • $220/SF
  • 117 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  42 Railroad Ave, Chester, CT 06412

  BEST DEAL IN TOWN! RARE FIND, FULLY RENOVATED 2 FAMILY HOME LOCATED A SHORT DISTANCE TO DOWNTOWN CHESTER, DOWNTOWN DEEP RIVER AND LOCAL MARINA. GLEAMING HARDWOOD FLOORS THROUGHOUT, GRANITE COUNTERTOPS IN BOTH KITCHENS, TWO FULL BATHS, NEW HVAC SYSTEM, NEW ROOF, NEW WINDOWS, NEW ELECTRICAL. LARGE FAMILY ROOM, THREE SEASON ROOM AND TWO CAR DETACHED GARAGE. NEW SEPTIC SYSTEM AS WELL! LOTS OF

  George Sznaj DB Associates of CT, LLC

  42 Railroad Ave, Chester, CT 06412
• 

  $400,000 Sold Sep 25, 2024

  • 1,560 Sq Ft
  • $256/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1925

  103 Goose Hill Rd, Chester, CT 06412

  Experience the enchantment of quiet country living with this quintessential vintage farmhouse in Chester, Connecticut. Nestled on a tranquil 2.04-acre plot, this home offers a warm embrace of rustic charm and modern conveniences. Inside you will find an flexible floor plan ready for your creative updates, including three generously sized bedrooms, a full bath, and a half bath. The expansive

  Amy Graham William Pitt Sotheby's Int'l

  103 Goose Hill Rd, Chester, CT 06412
• 

  $1,325,000 Sold Sep 06, 2024

  • 2,006 Sq Ft
  • $661/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  35 -16 Castle View Dr, Chester, CT 06412

  WATERFRONT-NEW PRICE-Directly situated on the CT River, this 1.04 acre, 3 bedroom home with private dock and private viewing/seating area offers tranquility and stunning views. Updated/remodeled in 2017, this home offers an open floor plan with exquisite architectural details. Craftsmanship abounds showcasing custom millwork, wide plank wood flooring, wood beams and crown molding throughout.

  Sandra Manafort Silver and Oak Realty

  35 -16 Castle View Dr, Chester, CT 06412
• 

  $842,000 Sold Aug 19, 2024

  • 4,361 Sq Ft
  • $193/SF
  • 64 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  9 Old County Rd, Chester, CT 06412

  Welcome to 9 Old County Road in picturesque Chester. This 4 bedroom, 3.5 bath home is nestled atop a quiet 5 home cul-de-sac. You will fall in love as you pull into the driveway, admire the perfect balance of privacy and community. A newer front door with transom and sidelites welcomes you and warms the entryway with light. The main floor offers both living room and family room, a formal dining

  Sacha Armstrong William Pitt Sotheby's Int'l

  9 Old County Rd, Chester, CT 06412
• 

  $695,000 Sold Jul 31, 2024

  • 2,164 Sq Ft
  • $321/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1860

  25 Spring St, Chester, CT 06412

  This charming two-story Chester home offers a perfect blend of modern comfort and farmhouse character. Boasting 3 bedrooms and 2.5 bathrooms, this meticulously maintained property spans 2,344 square feet of living space. Upon entering, you are greeted by a spacious living room that opens to the back of the home giving natural light throughout the day. The living room boasts a fireplace, recessed

  Bonnie Fillion Berkshire Hathaway NE Prop.

  25 Spring St, Chester, CT 06412
• 

  $562,000 Sold Jul 31, 2024

  • 1,395 Sq Ft
  • $403/SF
  • 6 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1998

  40 Gilbert Hill Rd, Chester, CT 06412

  Renovated, one-floor living. This breezy, bright home lends itself to easy, one-floor living.... whether it's the vaulted ceilings or the open (white) kitchen that draws you in... there's a lot to see in this special home. This house is nestled at the end of a dead end street, moments to the village of Chester. Live all on one floor with two sizeable bedrooms and two baths or enjoy the finished

  Cara Bernard Coldwell Banker Realty

  40 Gilbert Hill Rd, Chester, CT 06412
• 

  $405,000 Sold Jul 31, 2024

  • 1,738 Sq Ft
  • $233/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1859

  8 Bokum Rd, Chester, CT 06412

  Located in this picturesque Town of Chester, known for its historical charm. This property is less than a mile away from downtown Chester! Near Chester Library and Route 9. This beautifully landscaped property and nestled on the hillside welcomes you to a quaint stone path leading up to this charming house. The first floor features a large living room that has been extended out. Skylights were

  Kimberly McHugh Puorro Realty Group

  8 Bokum Rd, Chester, CT 06412
• 

  $419,000 Sold Jul 30, 2024

  • 1,972 Sq Ft
  • $212/SF
  • 60 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  45 Winthrop Rd, Chester, CT 06412

  Discover your new sanctuary at 45 Winthrop Road, where comfort and charm meet in a lovely, picturesque location. Just minutes from Cedar Lake and Cockaponset State Forest which offers great swimming, hiking, and kayaking/canoeing. This charming Cape was built in 1985 and boasts 4 bedrooms and 3 full baths, situated on a serene level 2.12-acre lot. As you enter, the breezeway welcomes

  Kira Coon William Raveis Real Estate

  45 Winthrop Rd, Chester, CT 06412
• 

  $375,000 Sold Jul 19, 2024

  • 1,388 Sq Ft
  • $270/SF
  • 9 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1899

  9 School Ln, Chester, CT 06412

  A RARE FIND IN CHESTER VILLAGE! This is your opportunity to create a private retreat on over two acres of land in the heart of Chester Village! A golden opportunity awaits those with a passion for restoration or investors looking to capitalize on the home's untapped potential. This enchanting, antique farmhouse is nestled on a generous plot of verdant land perfect for gardening and a variety of

  Amy Graham William Pitt Sotheby's Int'l

  9 School Ln, Chester, CT 06412
• 

  $715,000 Sold Jul 19, 2024

  • 2,713 Sq Ft
  • $264/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1925

  12 Liberty St, Chester, CT 06412

  Welcome to the perfect blend of old-world soul and an open floor plan with just a bit of contemporary twist, evolved from a 1920's barn! The first floor primary suite offers an ensuite bathroom with a vessel sink, deep soaking tub, walk-in frameless glass shower, and natural light. A spacious family room with woodburning fireplace opens to a dining area by a bay window, adjacent to a tasteful,

  Rick Weiner William Pitt Sotheby's Int'l

  12 Liberty St, Chester, CT 06412
• 

  $410,000 Sold Jun 21, 2024

  • 1,766 Sq Ft
  • $232/SF
  • 29 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1925

  42 W Main St, Chester, CT 06412

  Step into a bygone era with this authentic bungalow home, a true gem that's poised for its second act. Brimming with original woodwork, period lighting, and classic architectural details, this residence is a rare find for the enthusiast of vintage charm. Greeted by an expansive front porch, envision leisurely afternoons and evenings spent enjoying the outdoors enjoying the view of Jennings Pond,

  Teri Strain-Lewis William Pitt Sotheby's Int'l

  42 W Main St, Chester, CT 06412
• 

  $1,025,000 Sold Jun 20, 2024

  • 4,862 Sq Ft
  • $211/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  248 Middlesex Ave, Chester, CT 06412

  Welcome to this magnificent colonial-style residence nestled in the picturesque town of Chester, CT, a haven for boating enthusiasts and those who appreciate the serene beauty of the Connecticut River. This expansive home is a perfect blend of classic charm and modern luxury, offering an exceptional living experience. As you step inside, you are greeted by an elegant foyer that sets the tone for

  Tammy Tinnerello William Pitt Sotheby's Int'l

  248 Middlesex Ave, Chester, CT 06412
• 

  $377,000 Sold Jun 20, 2024

  • 1,080 Sq Ft
  • $349/SF
  • 49 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1978

  33 Castle View Dr, Chester, CT 06412

  Well maintained home in a quiet neighborhood. Not far from town. New Sliding, windows and garage door in 2018. New roof in 2016. Freshly painted interior. Freshly stained and finished Hardwood floors throughout. Open and bright living area and Eat-in Kitchen. 3 bedrooms and full bath which is common to the primary bedroom and hall. The lower level is unfinished but has a large Family Room roughed

  Craig Milton REMAX Valley Shore

  33 Castle View Dr, Chester, CT 06412
• 

  $525,000 Sold Jun 03, 2024

  • 1,710 Sq Ft
  • $307/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  25 Deep Hollow Rd, Chester, CT 06412

  What a special spot! This 3 bedroom Farmhouse sits overlooking a pond that spills over a beautiful waterfall into a roaring brook that borders the nearly 1 acre lot. The abundant windows bring in the light and the view. The views can also be enjoyed from the huge deck and yard. Generous space for outdoor living and entertaining. Newer furnace and AC Unit. Open front porch. Water is navigable, and

  Craig Milton REMAX Valley Shore

  25 Deep Hollow Rd, Chester, CT 06412
• 

  $825,000 Sold May 31, 2024

  • 3,033 Sq Ft
  • $272/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  75 Pinnacle Ln, Chester, CT 06412

  Welcome to this exquisite property, where architectural craftsmanship meets natural beauty inside and out. This home boasts stunning features and a picturesque setting that epitomizes New England charm. The approximately 800sqft blue stone patio is perfect for outdoor gatherings or simply enjoying the serene surroundings. The professionally landscaped terraced backyard showcases gorgeous patina

  Kristen Butts Century 21 Clemens Group

  75 Pinnacle Ln, Chester, CT 06412
• 

  $480,000 Sold May 03, 2024

  • 1,963 Sq Ft
  • $245/SF
  • 59 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  16 Middlesex Ave, Chester, CT 06412

  Welcome to the timeless elegance of this Cape style residence with seasonal water views minutes from charming Chester village. Built in 1945, this meticulously maintained home offers 3 bedrooms and 2 full bathrooms across 1,500+ square feet of living space. The heart of the home is the main level, featuring a well-appointed kitchen with granite counters and an island, a dining room bathed in

  Chloe White KW Legacy Partners

  16 Middlesex Ave, Chester, CT 06412
• 

  $335,000 Sold Dec 20, 2024

  • 1,598 Sq Ft
  • $210/SF
  • 165 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  32 Winter Ave, Deep River, CT 06417

  This 18th century rumored home of Billy Winters, and many travelers passing through the Underground Railroad, is rich with history. If the walls could talk, they could surely tell a story or two! Throughout the years this loved home was once a 2-family, the laundry room on the 2nd floor was the kitchen - perhaps it could be once again. Upstairs has three bedrooms and a full bath, and the first

  Rachel Welch William Raveis Real Estate

  32 Winter Ave, Deep River, CT 06417
• 

  $390,000 Sold Dec 13, 2024

  • 1,554 Sq Ft
  • $251/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  208 Union St, Deep River, CT 06417

  Back on Market 1st time buyers backing out- Imagine a place where the charm of small-town living harmoniously blends with the tranquility of nature. 208 Union Street is just that-a serene retreat nestled on the cusp of Deep River's vibrant community. This meticulously maintained ranch, includes freshly updated paint, electrical, and flooring throughout, inviting you to bask in the comfort of

  Siobhan Springer William Raveis Real Estate

  208 Union St, Deep River, CT 06417

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