Chester Real Estate Search

Chester Properties for Sale

Our website features the best Chester real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Chester Properties for Sale

$625,000
3 Beds 3 Baths 24027651 MLS
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 lighting, many windows, and opens to the dining room and a cozy den. Throughout this main level space is beautiful random-width wood flooring. The den offers views and direct access to the meticulously maintained back yard and patio. Large French doors in the dining room also offer natural light and direct access to the back patio and yard. Just off the dining room is the kitchen with access through a doorway and a pass through. The kitchen has updates that include appliances, granite counters, skylights, and recessed lighting. The kitchen also has the convenience of a front entrance and direct access to the garage. Additionally, this main floor is equipped with a half bath, full laundry room, and an office. The upstairs is accessed from both the living room and dining room. The upstairs primary bedroom and primary bath have been completely updated with Brazilian teak flooring in the bedroom and heated tile in the bath. This bathroom features a large tiled walk-in shower, double vanity, and recessed vanity mirror cabinets. The bedroom has plenty of closet storage and a seating area.

25 Spring Street, Chester

$1,395,000
4 Beds 5 Baths 24019380 MLS
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 garage and professionally landscaped grounds. Blooming trees and gardens dot the landscape and as you step into the backyard your oasis comes to life. Enjoy swimming in your heated gunite saltwater pool in the fully fenced in yard providing plenty of privacy. Granite pavers surround the pool and then step up to your Brazilian nut wood deck, perfect for entertaining. Inside you are greeted by vaulted ceilings and an open living room with a stunning floor to ceiling stone fireplace, oak floors throughout and a wall of windows looking out to the backyard. The eat in kitchen is a chefs dream with a 6 burner Viking cooktop, double ovens, granite counters and plenty of cabinetry. The oak breakfast bar and window seat add to the warmth of this home. Three additional rooms on the main floor are currently used as a den, a home office and a family TV room. The wide solid oak curved staircase leads you to two bedrooms and two full baths, a laundry room and the hallway to the one-of-a-kind primary suite. Vaulted ceilings and magnificent windows adorn the space that has a fireplace, jacuzzi tub, walk in closet and dressing area. Step up into the bonus room surrounded in glass overlooking the CT river and pool.

16 Waterhouse Lane, Chester

$850,000
6 Beds 2 Baths 24024772 MLS
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 securely closeted just inside the front door. The public rooms on the main level are spacious and sunfilled, particularly the large living room. The built-in china cabinet and the stained glass windows featured in the front stairwell are from the Barnum Estate. Beautiful hardwood floors grace most of the home, with a Brazilian Cherry inlay feature in the foyer and library. A portion of the main floor was originally used as a physician's office. It features 2 rooms (one currently used as a bedroom), half bath, and private entrance- potential for home office, first-floor primary suite, or inlaw suite. The second floor has an oversized primary suite, 2 additional bedrooms, and full bath. Up on the third floor, you'll find 2 more bedrooms, the "ping-pong table" room, and the tower with amazing views... a great spot for a yoga/meditation room or private office. With just under an acre, the property is conveniently located near town and a quick ride to the highway/amtrak. The barn is used as a garage and additional storage.

68 West Main Street, Chester

$1,549,900
3 Beds 3 Baths 170623499 MLS
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 architectural details. Craftsmanship abounds showcasing custom millwork, wide plank wood flooring, wood beams and crown molding throughout. Floor to ceiling windows flood the interior with natural light and provides breathtaking, uninterrupted river views. The eat-in kitchen is equipped with a designer series refrigerator, Wolf gas range, custom cabinetry, quartz countertops and breakfast bar connecting seamlessly with the combination family/dining rooms. The kitchen has an additional dining area and opens to multiple outdoor patios. The expansive two story great room area boasts a unique 2 story stone-wood burning fireplace. A wall of windows, french door and wood beams complete these remarkable rooms. The entire upper level is dedicated to the primary suite. Walk-in closet, seating area, private balcony and custom en suite with double vanities and custom tile/glass shower. The outdoor space includes a porch with retractable electric screens, outdoor kitchen, stone patio and large fire-pit. New engineered septic system in 2017. New roof and skylights in 2023. Minutes to the quaint Chester center, easy to get to by car, rail, ferry, air and boat. Just 2 hours from NYC and Boston. The home is being sold mostly furnished.

35-16 Castle View Drive, Chester

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2024 SmartMLS, Inc.