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$499,000
4 Beds 2 Baths 202617754 MLS
Welcome to the heart of the Village, this charming character home is ready to welcome its next owners. Offering a fantastic location close to schools and the grocery store, this property is perfect for families or individuals looking to enjoy the lifestyle that the Village of Chester has to offer. Plus, you are just a short walk away from the yacht club, Chester Playhouse, and local shops and restaurants.Formerly configured as a two-unit apartment, this versatile four-bedroom, two-bathroom family home presents endless possibilities. The main floor features a spacious kitchen, a comfortable living area, a formal living room, a three-piece bath, and a dedicated space for laundry. There is also a formal dining room on this level, which the current owners utilized as a main-floor bedroom. Upstairs, you will find three additional bedrooms and a second bathroom. A unique loft space serves as a wonderful hideaway where you can escape and take in the distant views of the harbour.Outside, the easily maintainable yard is the perfect size for effortless enjoyment. Don’t miss out on this unique opportunity to create whatever your heart desires!

149 Duke Street, Chester

$499,000
3 Beds 1 Baths 202613971 MLS
The light- filled and bright three bedroom home was built by local boat builder John Barkhouse in 1919. Used as the Barkhouse family home and the site of his early workshop for many years. The restored home retains charming features reflective of the boat builder’s trade including hand hewn planks, softwood floors and clever built in storage nooks. This year round home has been used most recently as a family cottage and profitable short term rental. Recent modernizations include updated 200 amp breaker panel, pex plumbing throughout, spray foam insulation, renovated bathroom and kitchen. The sunroom addition adds space and is the perfect spot to enjoy a morning cup of coffee. The back yard offers a private oasis with a fire-pit and flowering shrubs. The side yard hosts fruit trees and the front rock garden has established perennials. Walking distance to Sensea Spa, Rum Runners Trail and Chester Village amenities. This is the perfect location for anyone looking to live in Chester or invest in the area. A second lot is included in the purchase and is the location of the homes private well.

29 Old Trunk 3, Chester

$425,000
2 Beds 2 Baths 202612046 MLS
Located in the thriving seaside community of Chester, this newly rezoned residential property offers flexibility, charm, and exciting potential in one of the South Shore’s most desirable coastal markets. Strategically positioned with direct access to Highway 3 and close to marinas, boutiques, cafés, and dining, this unique property blends convenience with lifestyle appeal. An additional 7,200 sq. ft. vacant lot is included, providing extra outdoor space and future possibilities. Recently updated with new siding, a new metal roof and additional improvements, the home has been thoughtfully reimagined into a functional two-bedroom layout with flexibility for a variety of living arrangements. Heat pumps and electric baseboards ensure year round comfort. The main level features warm softwood floors, a stylish feature tile wall with built-in shelving, a spacious bedroom, full 4-piece bath, and in-unit laundry. Upstairs, vaulted ceilings with modern pot lighting create a bright and inviting second living space complete with an additional bedroom area and half bath. A separate entrance and separate electrical panel upstairs offer added versatility for buyers seeking space for extended family, guests, a home-based business, studio, rental potential or future customization potential. Whether you are searching for a year-round residence, weekend getaway, investment opportunity, or a property with flexible use options, this Chester home offers outstanding value in a high-demand coastal community. With residential zoning now in place and an additional lot included, this is a rare opportunity to secure space, updates, and long-term potential in a location people continue to fall in love with.

3760 Highway 3, Chester