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$498,900
3 Beds 2 Baths 202621205 MLS
Welcome to 3912 North Street, perfectly situated in the heart of charming Chester! This 3-bedroom, 2-bathroom bungalow has been extensively renovated, featuring newer siding, windows, doors, heat pumps, updated flooring, fresh paint, a modern kitchen, and much more. Step inside to a generous foyer with ample room for family gear before flowing into the bright, open-concept living, dining, and kitchen area. The kitchen is designed for entertaining, complete with extensive cabinetry, a large breakfast bar overhang, and patio doors opening to a fully fenced backyard with a stone patio—perfect for summer barbecues and gatherings. Two spacious bedrooms and a full bathroom round out the well-appointed main floor. The fully renovated lower level boasts a massive primary suite with private walkout access, a large family room, and a stylish combined bath/laundry with a relaxing soaker tub (already roughed-in for a shower). The versatile layout offers exceptional flexibility: reconfigure the main level to create an additional bedroom, or capitalize on the private walkout entrance to explore secondary suite potential. Enjoy unbeatable coastal living—walk to local grocery stores and dining, or take a quick drive to the Chester Playhouse, dockside meals at the Rope Loft, morning coffee at the Kiwi Café, sailing at the Chester Yacht Club, and rounds at the Chester Golf and Tennis Clubs. Exceptional value in a premier location—book your private viewing today!

3912 North 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