Single-Family Homes for Sale in Chester, CT

(1 - 15 of 37)
  1. 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 gr...
    Bonnie Fillion ·5 days ago on RealtyWW
  2. 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. I...
    David M D'anna ·1 week ago on RealtyWW
  3. WATERFRONT-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 ar...
    Sandra Manafort ·1 week ago on RealtyWW
  4. Look no further than this finely appointed and meticulously crafted Chester Ct estate. Located high above the CT river with stunning seasonal views of the river and Gilette's castle. Pulling into the driveway you will see the oversized 3 car garag...
    Gigi Giordano ·2 weeks ago on RealtyWW
  5. 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 responsibl...
    Marissa Mccue ·2 weeks ago on RealtyWW
  6. 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 Cap...
    Kira M Coon ·Over 4 weeks ago on RealtyWW
  7. Perched atop the hills of Lyme, 40-44 Ferry Road stands as a beacon of luxury and refinement. This 5-bedroom, 5.5 bathroom estate is masterfully sited on 40 acres of picturesque terrain with stunning 360 degree views. Here, you will discover a ret...
    Allyson Cotton ·Over 4 weeks ago on RealtyWW
  8. 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 ...
    George M Sznaj ·Over 4 weeks ago on RealtyWW
  9. This charming bungalow sits on the corner of Grote Road, a short walk to Chester Point and Hayes Haven marinas, CT River Ferry, Chester Fairgrounds and of course, quaint Chester Village with bountiful restaurants and shops. On the first floor you ...
    Over 4 weeks ago on Americanlisted
  10. Former RJ Vicker Herbery - Located in the Chester Village District, this is ideal for retail, office or residential use without any special permitting process. Ample parking and fantastic visibility makes this location one of the most desired in T...
    Over 4 weeks ago on Americanlisted
  11. Discover your dream home, thoughtfully crafted to perfection and only minutes to downtown Chester and two marinas. Tucked away in a serene setting, this custom-built Colonial showcases breathtaking meadow views, privacy and tranquility. As you ste...
    Over 4 weeks ago on Americanlisted
  12. Welcome to the Charles Daniels House, a true masterpiece and historically significant gem. This 1826 Greek Revival is a testament to elegant design, stunning craftsmanship and meticulous preservation. Just 2 hours from NYC and Boston, picturesque ...
    Over 4 weeks ago on Americanlisted
  13. 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 liv...
    Over 4 weeks ago on Americanlisted
  14. This home offers brand new wood flooring throughout, and is freshly painted. The second level currently has 2 bedrooms and a large great room that may be divided for additional 2 bedrooms- there are 2 closets in that area. The first level has an o...
    Over 4 weeks ago on Americanlisted
  15. Nestled amidst the serene beauty of Chester, CT, lies the Acorn House at 17 Kings Hwy, an architectural gem that epitomizes the union of nature and modern living. This extraordinary property extends over 2.5 acres of breathtaking landscape, offeri...
    Over 4 weeks ago on Americanlisted

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