Homes in ZIP Code 06412

• 

  Est $427,056 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  230 W Main St, Chester, CT 06412

  230 W Main St, Chester, CT 06412
• 

  

  

  /39

  $725,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  6 W Main St, Chester, CT 06412

  EXCELLENT LOCATION, EXCELLENT CONDITION! Lovingly restored 2-family in the heart of Chester Village with historic provenance. Perfect blend of old-school New England charm and modern updates including new siding, full insulation, and A/C. PRIME VILLAGE LOCATION - walk to Chester's vibrant fairs, events, dining, and shopping. Easy commute to Rt. 9. BOTH UNITS FEATURE: * 2 bedrooms with original

  MJ Derisio William Pitt Sotheby's Int'l

  6 W Main St, Chester, CT 06412
• 

  $952,397 Sold Jul 10, 2025

  • 3,788 Sq Ft
  • $251/SF
  • 70 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  32 Gilbert Hill Rd, Chester, CT 06412

  Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and

  Steve Q Exclusive Properties

  32 Gilbert Hill Rd, Chester, CT 06412
• 

  Est $704,407 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

  7 Pine Knoll Dr, Chester, CT 06412

  7 Pine Knoll Dr, Chester, CT 06412
• 

  

  

  /36

  $849,900

  • 7 Beds
  • 2 Baths
  • 2,402 Sq Ft

  60 Goose Hill Rd, Chester, CT 06412

  Spectacular 2 Family home newly renovated. Separate entrances and separate driveways. One unit has 4 bedrooms and a bonus room and the other has 3 bedrooms. New septic system. Central air and washer/dryer hookups in each unit. Huge open kitchen/dining/living room area in both units. All wood and tile floors. Even the basement looks new with all new mechanicals. Stone wall along the driveway

  Alexis Devlin Coldwell Banker Realty

  60 Goose Hill Rd, Chester, CT 06412
• 

  $370,000 Sold Jul 09, 2025

  • 642 Sq Ft
  • $576/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2017

  96 Goose Hill Rd, Chester, CT 06412

  A thoughtfully designed home set on four acres in the heart of Chester. With a mix of open land and lightly wooded areas, the property offers both privacy and usable space in a peaceful, natural setting. Inside, the home features a bedroom on the main level, a full bathroom, and a full eat-in kitchen equipped with a stove, refrigerator, microwave, and ample cabinet space. The open living area is

  Jason Archer PMI East Lyme

  96 Goose Hill Rd, Chester, CT 06412
• 

  Est $859,810 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,802 Sq Ft

  22 Waterhouse Ln, Chester, CT 06412

  22 Waterhouse Ln, Chester, CT 06412
• 

  

  /40

  $3,375,000

  • 4 Beds
  • 6 Baths
  • 4,926 Sq Ft

  288 Middlesex Ave, Chester, CT 06412

  East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
• 

  $1,135,000 Sold Jun 30, 2025

  • 3,351 Sq Ft
  • $339/SF
  • 16 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1987

  25 Gilbert Hill Rd, Chester, CT 06412

  Experience the stunning views of the Connecticut River, Lyme's hills, and the expansive valley from your heated Gunite in-ground swimming pool. The beautifully manicured grounds reflect years of dedicated care. This home showcases exceptional quality, featuring customized designs and meticulous details throughout, including custom moldings and cabinetry in the kitchen, bathrooms, and closets.

  Robin Linares William Pitt Sotheby's Int'l

  25 Gilbert Hill Rd, Chester, CT 06412
• 

  Est $738,742 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,646 Sq Ft

  19 Hickory Hill Dr, Chester, CT 06412

  19 Hickory Hill Dr, Chester, CT 06412
• 

  

  /18

  $189,497

  • Land
  • 25.53 Acres
  • $7,423 per Acre

  00 Hoop Pole Hill Rd, Chester, CT 06412

  Here's your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the boundary, making it ideal for recreational activities and hunting. Conveniently located near Route 9, just off Exit 8, this expansive

  Derek Greene Derek Greene

  00 Hoop Pole Hill Rd, Chester, CT 06412
• 

  $1,000,050 Sold Jun 25, 2025

  • 3,054 Sq Ft
  • $327/SF
  • 18 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1950

  15 Gilbert Hill Rd, Chester, CT 06412

  Mid-Century Modern Private Compound Overlooking the CT River Valley. Discover this exceptional mid-century modern retreat, a private compound set in a park-like setting with distant water views of the Connecticut River Valley. This expanded Cape blends timeless design with modern updates, featuring an open floor plan flooded with natural light from skylights, two fireplaces, and hand-laid terra

  Angela Ruel Berkshire Hathaway NE Prop.

  15 Gilbert Hill Rd, Chester, CT 06412
• 

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  162 W Main St, Chester, CT 06412

  162 W Main St, Chester, CT 06412
• 

  

  /40

  $775,000

  • 2 Beds
  • 3 Baths
  • 1,598 Sq Ft

  6 Spring St, Chester, CT 06412

  Welcome to 6 Spring Street, a residence that transcends the ordinary. Known affectionately as "The Recycle House," this home is a testament to over a decade of meticulous craftsmanship, with the majority of its structure composed of upcycled materials. Its acclaim extends beyond its eco-friendly design, having been rated as one of the top 70 Airbnbs near NYC by the online magazine "Curbed" and

  Amy Graham William Pitt Sotheby's Int'l

  6 Spring St, Chester, CT 06412
• 

  $3,100,000 Sold Jun 10, 2025

  • 4,727 Sq Ft
  • $656/SF
  • 27 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2010

  31 Parkers Point Rd, Chester, CT 06412

  Nestled near the heart of the quaint Chester Village, this exquisite Nantucket-style home offers a serene retreat on the banks of the CT River. Spanning an impressive 4,727sqft, this architectural gem is all enveloped in traditional shingle elegance. As you step inside, you're welcomed by a two-story, paneled living room that exudes drama and sophistication. The space is adorned with beautiful

  Colette Harron William Pitt Sotheby's Int'l

  31 Parkers Point Rd, Chester, CT 06412
• 

  Est $525,434 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,092 Sq Ft

  42 Railroad Ave, Chester, CT 06412

  42 Railroad Ave, Chester, CT 06412
• 

  

  /10

  $232,500

  • Land
  • 1.5 Acres
  • $155,000 per Acre

  11 Kings Hwy, Chester, CT 06412

  1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

  Rachel Welch William Raveis Real Estate

  11 Kings Hwy, Chester, CT 06412
• 

  $575,000 Sold May 29, 2025

  • 1,803 Sq Ft
  • $319/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  67 Maple St, Chester, CT 06412

  Welcome to this delightful meticulous Cape Cod home, featuring 3 spacious bedrooms, 2.5 baths and a home office. The primary bedroom suite is generous in size with his and her closets, a jacuzzi tub in the primary bathroom and is conveniently located on the first floor. The main level also includes a dedicated home office that has access to the beautiful, huge trex deck. The kitchen has been

  Laura Cariati Coldwell Banker Realty

  67 Maple St, Chester, CT 06412
• 

  Est $505,239 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,963 Sq Ft

  16 Middlesex Ave, Chester, CT 06412

  16 Middlesex Ave, Chester, CT 06412
• 

  /2

  $200,000

  • Land
  • 2.25 Acres
  • $88,889 per Acre

  43 Bokum Rd, Chester, CT 06412

  Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

  Nicholas Tomanelli Coldwell Banker Realty

  43 Bokum Rd, Chester, CT 06412
• 

  $651,500 Sold May 16, 2025

  • 1,766 Sq Ft
  • $369/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1925

  42 W Main St, Chester, CT 06412

  This newly renovated century-old bungalow home offers a harmonious blend of historic charm and modern amenities. The expansive front porch provides an ideal setting for enjoying morning coffee or evening beverages while appreciating the outdoors. The entirely new kitchen features quartz countertops and a marble backsplash, with ample natural light illuminating the space. An adjacent pantry

  Pardi & Zucco Team William Pitt Sotheby's Int'l

  42 W Main St, Chester, CT 06412
• 

  Est $597,404 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  8 Hickory Hill Dr, Chester, CT 06412

  8 Hickory Hill Dr, Chester, CT 06412
• 

  /2

  $985,000

  • Land
  • 33.97 Acres
  • $28,996 per Acre

  88 Winthrop Rd, Chester, CT 06412

  The wooded 33.97 acre site has extensive open water views with frontage on Winthrop Road (Rt 145) and Butter Jones Road. The property abuts Deep River and Killingworth with convenient access to charming shopping areas. Also, the Chester Airport is within walking distance. A long driveway winds through the spacious, park-like setting, ideal for a planned unit development.

  Peter Walsh Re/Max Valley Shore

  88 Winthrop Rd, Chester, CT 06412
• 

  $450,000 Sold May 14, 2025

  • 1,926 Sq Ft
  • $234/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1790

  24 E Liberty St, Chester, CT 06412

  Step back into Chester history! This home sits on over an acre within the town limits of Chester. It's sits on a quiet street with an expansive back yard. Much of structure has the historical details that antique home enthusiasts look for: wide plank chestnut floors, hand forged hardware, exposed beams, stone fireplaces, etc. Practicality also exists with the main house having higher ceilings

  Bonnie Fillion Berkshire Hathaway NE Prop.

  24 E Liberty St, Chester, CT 06412
• 

  Est $369,757 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  47 Winthrop Rd, Chester, CT 06412

  47 Winthrop Rd, Chester, CT 06412
• 

  

  /12

  $350,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  21 E Liberty St, Chester, CT 06412

  Rehab property - CASH only - AS-IS Sale. There is a buried oil tank - seller will not be removing.

  Rachel Welch William Raveis Real Estate

  21 E Liberty St, Chester, CT 06412
• 

  $180,000 Sold May 09, 2025

  • 752 Sq Ft
  • $239/SF
  • 32 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1955

  93 W Main St, Chester, CT 06412

  Charming One-Bedroom Ranch in Chester Village - A Hidden Gem! Discover the perfect investment opportunity with this delightful one-bedroom ranch located within walking distance to the picturesque downtown Chester Village. Known for its charming ambiance, this quaint town serves as a backdrop for Hallmark movies, offering a delightful mix of fantastic restaurants, unique galleries, and boutique

  Kelly Puorro Puorro Realty Group

  93 W Main St, Chester, CT 06412
• 

  Est $769,061 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  17 Kings Hwy, Chester, CT 06412

  17 Kings Hwy, Chester, CT 06412
• 

  

  /33

  $469,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft

  36 Kings Hwy, Chester, CT 06412

  Charming Stone Home on Nearly 4 Acres! Just minutes from Chester Village, this distinctive home blends character and modern updates. Enjoy an eat-in kitchen with quartz counters, 3-4 bedrooms, and a versatile home office. Recent upgrades include hardwood floors, new roof and gutters, furnace, oil tank, solar panels, and surveillance system. A detached stone 2-car garage completes this rare find!

  Craig Milton Re/Max Valley Shore

  36 Kings Hwy, Chester, CT 06412
• 

  $1,250,000 Sold May 02, 2025

  • 4,661 Sq Ft
  • $268/SF
  • 24 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1988

  16 Waterhouse Ln, Chester, CT 06412

  Discover the essence of elegance and tranquility in this exquisite Chester estate, boasting a host of 2024 upgrades including a new roof, furnace, and a tastefully renovated half bath. This property also comes with an approved separate building lot, enhancing your privacy and offering potential investment opportunities. The home is perfectly oriented to capture the morning sunrises, providing

  Teri Lewis William Pitt Sotheby's Int'l

  16 Waterhouse Ln, Chester, CT 06412
• 

  Est $510,734 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,972 Sq Ft

  45 Winthrop Rd, Chester, CT 06412

  45 Winthrop Rd, Chester, CT 06412
• 

  

  /31

  $399,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 807 Sq Ft

  50 Bokum Rd, Chester, CT 06412

  Welcome to this delightful 2-bedroom, 1.5 bath home tucked in the heart of historic Chester, CT. Brimming with character, this cozy home blends modern updates with small-town New England charm. Step inside to find a bright and inviting living space, an updated kitchen, and thoughtful touches throughout. Perfectly sized for easy living, the property offers a low-maintenance yard ideal for

  Cynthia Sigurdson William Pitt Sotheby's Int'l

  50 Bokum Rd, Chester, CT 06412
• 

  $675,000 Sold May 01, 2025

  • 4,056 Sq Ft
  • $166/SF
  • 65 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2002

  108 Middlesex Ave, Chester, CT 06412

  Welcome to 108 Middlesex Ave. A multi family Colonial income producing property in the heart of Chester! The home was built in 2002, and in 2006 an attached accessory dwelling unit / inlaw apartment was added and is now occupied at $2,000 a month. The main house features a bright and inviting layout with hardwood floors, a cozy fireplace in the living room and sliders from the dining room out to

  Trever Smith Chiarito Real Estate LLC

  108 Middlesex Ave, Chester, CT 06412
• 

  Est $423,179 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  54 Bokum Rd, Chester, CT 06412

  54 Bokum Rd, Chester, CT 06412
• 

  

  /40

  $629,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  13 Cross Rd, Chester, CT 06412

  Set on a private 4.48-acre lot, this inviting Colonial offers over 2,300 sq. ft. of comfortable living space with 8 spacious rooms, including 3 bedrooms. The welcoming family room features a fireplace, built-ins, soaring cathedral ceilings, a large skylight, and sliders leading to the rear deck, filling the home with natural light. Enjoy the tranquility and privacy of the setting while still

  Curtiss Clemens Jr. Century 21 Clemens Group

  13 Cross Rd, Chester, CT 06412
• 

  $975,000 Sold Apr 30, 2025

  • 2,680 Sq Ft
  • $364/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2002

  6 Old County Rd, Chester, CT 06412

  Private, pristine, and with proximity to the Connecticut River, many wonderful restaurants, and boutiques. This meticulously maintained four bedroom 2 1/2 bath home is less than 2 miles from fabulous Chester Village. Set on over 2 acres this beautiful home has been carefully updated and enhanced. The meandering driveway takes you to a perfectly sited home with an amazing heated barn which also

  Susan Malan William Pitt Sotheby's Int'l

  6 Old County Rd, Chester, CT 06412
• 

  Est $551,188 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  24 Deep Hollow Rd, Chester, CT 06412

  24 Deep Hollow Rd, Chester, CT 06412
• 

  

  /40

  $625,000 Under Contract

  • 2 Beds
  • 3 Baths
  • 3,091 Sq Ft

  28 S Wig Hill Rd, Chester, CT 06412

  Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric

  Andrew O'Reilly Seaport Real Estate Services

  28 S Wig Hill Rd, Chester, CT 06412
• 

  $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
• 

  Est $417,133 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,638 Sq Ft

  53 Main St, Deep River, CT 06417

  53 Main St, Deep River, CT 06417

Showing Results 41 - 80, Page 2 of 18