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$349,900
2 Beds ⋅ 1 Baths ⋅ 202622422 MLS
Located in the sought-after community of Chester, this 2-bedroom, 1-bath home set on 4.79 acres offers an excellent opportunity to create a space that suits your style. The spacious yard provides room for gardening, entertaining, recreation, or simply enjoying the outdoors. Enjoy the charm and character of the Chester area, with its welcoming community and beautiful surroundings. A rare opportunity to own this much land in a beautiful and desirable area.

74 Old Trunk 3 Road, Chester
$2,200,000
3 Beds ⋅ 4 Baths ⋅ 202620300 MLS
An exceptional opportunity awaits in the heart of the Village of Chester with this rare and remarkably private 1.6-acre property. Showcasing an expansive 269 feet of road frontage, the lawn slopes gently toward the street, offering potential water views and incredible space to breathe. Developers and visionaries will appreciate the favorable R2 zoning, which opens the door for potential lot subdivision (buyer to verify details with the Municipality of Chester). Perched at the high point of the land sits a well-maintained, three bedroom plus den, four-bathroom bungalow featuring a built-in double garage. Inside, you will find a bright, thoughtful layout filled with natural light, wide windows, and classic hardwood floors. Whether you choose to renovate the existing structure or construct your tailored architectural masterpiece, the setting provides an unbeatable backdrop. Location is everything, and this property places you just steps from vibrant village amenities, fine dining, local art galleries, the Chester Playhouse, and the Chester Yacht Club. Offered as an estate sale with limited background information available, this occupied residence presents endless potential in one of the East Coast's most desirable coastal communities. No Disclosure Statement with this Estate Sale

121 Victoria Street, Chester
$319,000
2 Beds ⋅ 1 Baths ⋅ 202614116 MLS
New septic installed 2026. This charming 2 bedroom, 1 bath home is a perfect opportunity for year-round living or a relaxing retreat in a highly sought-after seaside community. Located just outside the Village in the heart of Chester. Enter into a bright and cozy living area with the character of the original hardwood floors throughout the main level. The kitchen has been recently updated with open shelving, butcher block counters, and new appliances. Enjoy many thoughtful upgrades, including fresh paint throughout, a new roof, heatpump, updated bathroom and some new windows. A versatile loft space provides excellent overflow for guests or storage. Outside, the home is a gardener's delight, featuring extensive perennial gardens, a large greenhouse, and a spacious front patio perfect for overlooking the vibrant flower beds. Two outbuildings on concrete slab with loft space provide room for storage and your favourite hobbies. There is a drilled well to provide plenty of water for your needs and perfect for maintaining the gardens. The location is exceptional, offering easy access via walking distance to local amenities, the Rails to Trails, and falling within the desirable Chester Golf Course catchment area. Don’t miss out on this opportunity to enjoy the beauty the lifestyle in Chester has to offer!

150 Chester Commons Road, Chester
$319,000
2 Beds ⋅ 1 Baths ⋅ 202614114 MLS
New septic installed 2026. This charming 2 bedroom, 1 bath home is a perfect opportunity for year-round living or a relaxing retreat in a highly sought-after seaside community. Located just outside the Village in the heart of Chester. Enter into a bright and cozy living area with the character of the original hardwood floors throughout the main level. The kitchen has been recently updated with open shelving, butcher block counters, and new appliances. Enjoy many thoughtful upgrades, including fresh paint throughout, a new roof, heatpump, updated bathroom and some new windows. A versatile loft space provides excellent overflow for guests or storage. Outside, the home is a gardener's delight, featuring extensive perennial gardens, a large greenhouse, and a spacious front patio perfect for overlooking the vibrant flower beds. Two outbuildings on concrete slab with loft space provide room for storage and your favourite hobbies. There is a drilled well to provide plenty of water for your needs and perfect for maintaining the gardens. The location is exceptional, offering easy access via walking distance to local amenities, the Rails to Trails, and falling within the desirable Chester Golf Course catchment area. Don’t miss out on this opportunity to enjoy the beauty the lifestyle in Chester has to offer!

150 Chester Commons Road, 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
$648,000
4 Beds ⋅ 202611442 MLS
Excellent income property opportunity in the heart of the Village of Chester. Ideally located on desirable Queen Street, this updated duplex is within walking distance to Chester’s waterfront, Chester Playhouse theatre, shops, restaurants and other local amenities. This well-maintained two-level property features two self-contained 2-bedroom units, each offering updated kitchens, appliances and bathrooms. A solid opportunity for investors seeking a turnkey income property in a highly desirable coastal community, buyers looking for a multi-unit property with flexible future potential or an outstanding opportunity for buyers looking to offset ownership costs with rental income. Currently tenant occupied with strong rental income and scheduled rent increases coming into effect July 1. Situated in one of Nova Scotia’s most sought-after seaside villages, this property offers an excellent combination of location, lifestyle and investment potential.

138 Queen Street, Chester
$599,900
3 Beds ⋅ 2 Baths ⋅ 202606878 MLS
CHESTER. Charming century home nestled on a quiet, peaceful street adjacent to Chester's Back Harbour, and nearby marinas. Enjoy effortless access to everything Chester is celebrated for - Yacht Club, shopping, fine dining and coffee shops, golf, curling, and live theatre, all minutes from your front door. Completely re-built by a master carpenter a number of years ago, features include high ceilings, refinished hardwood floors and traditional wide plank flooring, cosy living room with propane fireplace, large formal dining room that is designed to comfortably seat 8 to 10 people, main floor powder room with in-floor heating, and custom kitchen cabinetry. Exclusive, handcrafted pottery accents from Amacus Pottery are woven throughout the home, including custom lamps, a unique kitchen backsplash, and integrated bathroom sinks. The light and airy sunroom addition is a family focal point that leads to a two level deck, and steps down to a level back yard with fenced veggie garden. The upper level is comprised of three bedrooms, high ceilings, and a bathroom with custom shower. Offering the balance of village conveniences and regional access, this property is ideally located just 20 minutes from Mahone Bay, 30 minutes from Bridgewater amenities, and an easy 45-minute commute to downtown Halifax. Don't miss this rare opportunity to own a piece of Chester's history.

92 Main Street, Chester
$899,000
3 Beds ⋅ 202602660 MLS
Nestled in the heart of the Village, this iconic café has served as a cherished gathering spot for locals and visitors alike for decades. Positioned in a premier downtown location, the property enjoys exceptional street visibility and a steady stream of foot traffic. The main level features a 2,544 SF commercial space radiating "cottage-chic" charm. With natural wood accents, a striking beachstone fireplace, and sun-drenched windows, the atmosphere is effortlessly inviting. Currently configured with a well-equipped commercial kitchen, two public restrooms, and ample storage, the space is a turnkey solution for a restaurant, boutique retail, or a serene yoga studio. Above the bustling storefront are three modern, fully renovated apartments. Each unit boasts updated kitchens and baths, serviced by ductless heat pumps and electric baseboards for year-round climate control. Whether you're looking for an owner-occupier setup or a high-yield investment, the history and energy of this landmark location ensure it will remain a cornerstone of the community for years to come.

43 Queen Street, Chester
$899,000
202602659 MLS
Nestled in the heart of the Village, this iconic café has served as a cherished gathering spot for locals and visitors alike for decades. Positioned in a premier downtown location, the property enjoys exceptional street visibility and a steady stream of foot traffic. The main level features a 2,544 SF commercial space radiating "cottage-chic" charm. With natural wood accents, a striking beachstone fireplace, and sun-drenched windows, the atmosphere is effortlessly inviting. Currently configured with a well-equipped commercial kitchen, two public restrooms, and ample storage, the space is a turnkey solution for a restaurant, boutique retail, or a serene yoga studio. Above the bustling storefront are three modern, fully renovated apartments. Each unit boasts updated kitchens and baths, serviced by ductless heat pumps and electric baseboards for year-round climate control. Whether you're looking for an owner-occupier setup or a high-yield investment, the history and energy of this landmark location ensure it will remain a cornerstone of the community for years to come.

43 Queen Street, Chester