THE NEIGHBOURHOOD

Chester

Nova Scotia

A Coastal Village Rich in Charm and Community

Located along the scenic Lighthouse Route, Chester is a picturesque seaside village known for its sailing culture, arts community, and relaxed lifestyle. With its stunning ocean views, heritage homes, and active community life, Chester offers the perfect mix of coastal charm and small-town sophistication.

A Brief History

Founded in the mid-1700s and officially incorporated in 1963, Chester has long been a summer haven for artists, sailors, and visitors from across Canada and beyond. Its deep natural harbour made it an early hub for shipbuilding and fishing. Today, Chester's historic character is preserved in its classic New England–style architecture, quaint inns, and cultural institutions that celebrate its rich maritime legacy.

Official Town of Chester website ->   www.chester.ca

Chester on the map

A Coastal Village Rich in Charm and Community

Chester is located on Nova Scotia’s South Shore, approximately halfway between Halifax and Lunenburg. Just over an hour’s drive from Halifax via Highway 103, it offers easy access to nearby communities like Mahone Bay and Bridgewater.

Key Location Highlights:

~70 km from Halifax (approx. 1 hr via Hwy 103)

35 minutes to Lunenburg and Mahone Bay

Ferry access to Tancook Islands

On the scenic Lighthouse Route (NS Trunk 3)

Get Outside

Experience Nature in and Around Chester, Nova Scotia

Chester, NS is a charming seaside village on Nova Scotia’s South Shore, offering the perfect base for outdoor adventure and coastal exploration. Locals and visitors alike enjoy a wide range of outdoor activities just minutes from the heart of the community. Stroll or cycle along scenic trails, explore the nearby Chester Connection Trail, or paddle through the calm waters of Mahone Bay dotted with picturesque islands.

For beach lovers, Chester provides easy access to some of the South Shore’s most beautiful coastal spots. Relax at nearby Graves Island Provincial Park, just a short drive from the village, or venture slightly farther to the soft sands of Bayswater Beach and Hirtle’s Beach—perfect for swimming, picnicking, or simply soaking up the seaside atmosphere.

Nature enthusiasts will also enjoy the region’s excellent sailing, kayaking, hiking, and golfing opportunities, as well as breathtaking drives along the iconic Lighthouse Route. Whether you're planning a relaxing weekend or looking for an active day outdoors, Chester is your gateway to the best of Nova Scotia’s coastal lifestyle.

While Chester offers the charm of a small seaside village, it still provides access to many essential services and amenities, both locally and nearby. Residents benefit from:

  • Local shops, cafés, and artisan boutiques
  • Healthcare services, including nearby clinics and access to South Shore Regional Hospital in Bridgewater
  • A vibrant arts and cultural scene
  • Excellent public and private schools in the surrounding area
  • Recreational facilities like the Chester Tennis Club and Chester Golf Club
  • Scenic parks, marinas, and walking trails

The village also hosts events year-round, such as the Chester Race Week and local farmers’ markets, all contributing to a strong sense of community and quality of life. Plus, with Bridgewater just 30 minutes away, residents enjoy convenient access to larger retail centers, sports complexes, and specialized services when needed.

Amenities

Close to everything just around the corner

  • Imperfections Cafe
  • The Jib Coffee House and Bistro
  • The Kiwi Cafe
  • Tim Hortons
  • The Jib
  • Lordly Park
  • Freda's Beach
  • Chester District School
  • Chester Area Middle School

Shop And Dine

Chester has it all

With its picturesque village atmosphere and vibrant coastal charm, Chester, NS is a beloved South Shore destination for boutique shopping, local flavor, and authentic experiences. Wander through the village’s walkable core to discover artisan studios, curated gift shops, galleries, and home décor boutiques offering truly one-of-a-kind finds.

Chester also boasts a cozy and creative food scene. From seaside cafés and bakeries to bistros and family-run restaurants, you’ll find fresh, locally inspired dishes and warm Maritime hospitality. Whether you're enjoying a coffee by the harbour or browsing local markets, Chester blends small-town charm with elevated shopping and dining—all set against the backdrop of stunning ocean views.

Search Chester, Nova Scotia Available Properties

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1-12/25

  • 97 Nauss Point Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202528543

    97 Nauss Point Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 97 Nauss Point Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202528543

    97 Nauss Point Road Chester B0J 1J0 405-Lunenburg County

    $1,150,000
    Residential
    Status:
    Active
    MLS® Num:
    202528543
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    2,548 sq. ft.
    Welcome to this beautifully reimagined 5-bedroom, 3-bath home in the heart of Chester, NS— perfectly positioned to capture unobstructed views of Chandler’s Cove, the Chester Golf Club, and the iconic Front Harbour. This exceptional property blends modern comfort with classic coastal charm, offering an ideal retreat in one of Nova Scotia’s most sought-after seaside communities. Situated on a generous lot with room for future expansion, the home is just moments from the Chester Yacht Club, local shops, cafés, and acclaimed restaurants—making every convenience easily accessible. Inside, extensive renovations have brought the home back to its very bones: interior walls taken to the studs, new insulation, new wiring, new plumbing, and more. The result is a bright, airy interior flooded with natural light, offering both peace of mind and a fresh contemporary feel. A spacious new deck spans the back of the home, providing the perfect spot for morning coffee, sunset cocktails, or simply soaking in the spectacular views that stretch out in every direction. With a Generac generator in place, you’ll enjoy reliable comfort year-round. With its prime location, modern upgrades, and breathtaking vistas, this Chester gem is ready to welcome its next chapter. More details
    Listed by EXIT Realty Inter Lake
    LISTING DETAILS

  • 48 Valley Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202528493

    48 Valley Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 48 Valley Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202528493

    48 Valley Road Chester B0J 1J0 405-Lunenburg County

    $995,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202528493
    DEVELOPMENT DREAM A central three-quarter acre lot on a gently sloped grade is ready for development. Pending municipal approval, the potential options are varied; two buildings with ten units each, a hotel, or subdivide into six lots and build semi-detached residences. Valley Road is designated a village commercial corridor, so multi use residential/commercial mix could also be a viable option, pending municipal approval. Bordered by Queen Street, Main Street and Valley Road, the location couldn’t be more central in the village. Various planning renditions, mock up plans and submissions to the municipality are available by request. Chester is a singular village where everything is possible, including fine art at the Captains House Gallery, theatre at the Chester Playhouse, dockside seafood chowder at the Rope Loft, lattes at the Kiwi Café, fine dining at the Sunroom, sailing at the Chester Yacht Club, tall tales at the Focsle Tavern, relaxation at the Sensea Nordic Spa, fresh produce from the Farmer’s Market, hiking and cycling on The Rum Runners Trail, and sports at the Chester Tennis, Curling & Golf Clubs; all this capped by a quick 45-minute drive to the city of Halifax thanks to Highway 103’s so-called twinning completion. More details
    Listed by Duckworth Real Estate(Chester)
    LISTING DETAILS

  • 87 Prince Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202528323

    87 Prince Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 87 Prince Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202528323

    87 Prince Street Chester B0J 1J0 405-Lunenburg County

    $659,000
    Residential
    Status:
    Active
    MLS® Num:
    202528323
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,274 sq. ft.
    CHESTER ONE LEVEL LIVING. Recently updated three bedroom home located in the heart of the village on a large corner lot across from Lordly Park. Convenient to the yacht club, live theatre, shops, and restaurants, cafes, Freda's Beach, golf, and so much more that Chester has to offer. Features of the home include open concept, living dining kitchen area, propane fireplace, efficient, heat pump for heating and cooling, main floor laundry, new flooring throughout, updated kitchen, and bathrooms. Screened private back area ready to add a hot tub. Large level treed yard with lots of room for gardens and family fun. More details
    Listed by Engel & Volkers (Chester)
    LISTING DETAILS

  • 14 Chester Hills Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202527526

    14 Chester Hills Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 14 Chester Hills Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202527526

    14 Chester Hills Drive Chester B0J 1J0 405-Lunenburg County

    $457,000
    Residential
    Status:
    Active
    MLS® Num:
    202527526
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,308 sq. ft.
    CHESTER NEW HOME PEACE OF MIND. Available for immediate occupancy. This fresh, bright semi is efficient one level living with a lovely east west exposure. The open concept living dining area has a vaulted ceiling and patio doors to a patio and spacious, level backyard with a woods backdrop and ready for one’s creative gardening ideas. Features include faux shingle front facade, brand new never used appliances, quartz counters, efficient heat pump for heating and cooling, primary bedroom with ensuite and walk through closet. There is a second bedroom, guest bath, wide hallways, pocket doors, spacious laundry, attached garage and paved driveway. Convenient to all that Chester offers- golf, curling, sailing, live theatre and hiking trails. More details
    Listed by Engel & Volkers (Chester)
    LISTING DETAILS

  • 149 Duke Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202527378

    149 Duke Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 149 Duke Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202527378

    149 Duke Street Chester B0J 1J0 405-Lunenburg County

    $579,000
    Residential
    Status:
    Active
    MLS® Num:
    202527378
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,700 sq. ft.
    A WORTHY CHESTER PROJECT. Originally the "George Webber" house circa 1905, this 2 storey, solid home is located in the heart of Chester, with glimpses of the Front Harbour and Quaker Island, walking distance to schools, grocery stores, yacht club, live theatre, shops and restaurants and all that Chester has to offer. Offering 9' ceilings on the main floor, four spacious bedrooms, twin parlours, pellet stove in the living room, maid stairs hidden between the kitchen and main floor bedroom, wood floors under carpeting on the main floor, and exposed wide plank floors upstairs, and a manageable size yard for gardens and entertaining. A fantastic project for someone with a little imagination in a great location. A happy home that has raised families and is ready for a new owner's memories to begin. More details
    Listed by Engel & Volkers (Chester)
    LISTING DETAILS

  • 182 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202526588

    182 Stanford Lake Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 182 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202526588

    182 Stanford Lake Road Chester B0J 1J0 405-Lunenburg County

    $799,999
    Residential
    Status:
    Active
    MLS® Num:
    202526588
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    2,400 sq. ft.
    Welcome to 182 Stanford Lake Rd. This charming 4 bedroom 3 bath chalet style home with approximately 2400 sq. ft of living space on 3.7 acres with a scenic view and creek along the property edge is ready for you to enjoy! On the main floor it offers a functional kitchen, perfect for cooking and entertaining, with plenty of counter space and storage. Then you get to enjoy cozy evenings by the wood stove with large scenic windows which fill the home with natural light or a hot summer evening on the large deck offering the amazing and serene views of the surrounding landscape. There are two spacious bedrooms on the main floor, with a full washroom and the top floor is the place of privacy with your master bedroom and ensuite washroom. The lower level has most recently been set up as an in law suite offering income potential but can also be transformed into a great rec. room area with a functional kitchen, bedroom or storage space. This property has so much to offer; a private bachelor apartment with a kitchenette and 3 piece washroom above the garage has recently been added and can provide rental income (currently an approximate $1300/ month) or a separate space for guest accommodation. With spacious living areas, tranquil outdoor space, beautiful gardens for the outdoor enthusiasts, and endless possibilities. With plenty of land and a huge imagination this home combines comfort, character, and country charm with endless possibilities. It offers all the amenities in nearby Chester, only 3 mins away and less than an hour to Halifax via the 103 hwy. Chester comes alive in the summer with its majestic scenery, marinas, great dining options, and is now just steps away from the ever popular Sensea Spa. You won’t want to miss your chance to view this amazing home and see the potential of a new life style that awaits you. More details
    Listed by Exit Realty Metro
    LISTING DETAILS

  • 15 Fredas Point Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202525911

    15 Fredas Point Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 15 Fredas Point Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202525911

    15 Fredas Point Drive Chester B0J 1J0 405-Lunenburg County

    $5,950,000
    Residential
    Status:
    Active
    MLS® Num:
    202525911
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    3,389 sq. ft.
    15 Fredas Point is more than a residence, it is an embodiment of coastal craftsmanship, elevated living, and timeless design. Perched on 1.2 acres above Chester’s Front Harbour, this private, gated estate offers 150 feet of direct ocean frontage and sweeping views of Quaker, Meisner’s, and Saddle Islands. A true Chester original, the home has been thoughtfully restored, seamlessly blending heritage charm with modern sophistication. A three-car garage with a roughed-in suite crowns the property, while a winding driveway passes through illuminated, manicured grounds that create a tranquil, resort-like ambience. Near the water, a private seating area invites quiet reflection, flowing naturally to a shared wharf that offers effortless harbour access. Inside, exposed beams, softwood floors, and wrought iron accents honour the home’s 19th-century origins, complemented by a new cedar roof, designer lighting, and fully renovated baths. The kitchen’s custom cabinetry conceals integrated appliances for a refined, cohesive aesthetic, while the primary suite captures sweeping harbour views, offering a luxurious ensuite and a serene sitting area. A property of rare distinction, 15 Fredas Point stands as a testament to Chester’s enduring beauty and the art of coastal living. More details
    Listed by Sotheby's International Realty Canada
    LISTING DETAILS

  • 59 Union Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202525517

    59 Union Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 59 Union Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202525517

    59 Union Street Chester B0J 1J0 405-Lunenburg County

    $925,000
    Residential
    Status:
    Active
    MLS® Num:
    202525517
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    2,039 sq. ft.
    Located in the heart of Chester where everything is just a short stroll away – This newly built home offers an easy lifestyle in one of Nova Scotia’s most charming seaside villages. The thoughtfully designed exterior showcases the classic architecture found across the South Shore, blending seamlessly with the village aesthetic. Step inside to 9 ft. ceilings, arched doorways, and large windows that flood the home with natural light. The main level features a bright open-concept living area with expansion possibilities at the back of the home by the builder- ask listing agent for details. .High quality finishes like engineered hardwood floors, a propane fireplace, and a luxurious kitchen with quartz countertops, custom cabinetry, and Thor appliances including a propane range make this home shine!. The main-floor primary bedroom offers convenience and privacy, complete with a walk-in closet and ensuite bath with a custom tile shower. A skylit stair tower adds architectural charm, while the kitchen walkout leads to a sunny cedar deck — perfect for a morning coffee or taking in the sun. Upstairs, you’ll find two well-appointed bedrooms with high ceilings, generous closets, and a full bath with a stacked washer and dryer. The finished lower level adds extra living space with a cozy rec room and soft carpet floors — ideal for movie nights or family games. Quality features such as on demand hot water a ducted heat pump to keep the perfect temperature year round. This is your opportunity to enjoy village living at its finest at an exceptional quality home with modern amenities. More details
    Listed by Engel & Volkers (Chester)
    LISTING DETAILS

  • Lot Valley Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202524695

    Lot Valley Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: Lot Valley Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202524695

    Lot Valley Road Chester B0J 1J0 405-Lunenburg County

    $140,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202524695
    Affordable building lot in Chester Village! This 3,600 sq. ft. corner lot is zoned Central Commercial, which permits a variety of uses including single family home, commercial building or multi-unit residential. The property has a culvert/gravel driveway already in place. Located within walking distance to grocery store, restaurants, shops, Yacht & Tennis clubs, this is a rare opportunity in one of the South Shore's most coveted communities. More details
    Listed by Partners Global Corporate Real Estate Inc.
    LISTING DETAILS

  • 3 Chester Shore Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202519545

    3 Chester Shore Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 3 Chester Shore Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202519545

    3 Chester Shore Road Chester B0J 1J0 405-Lunenburg County

    $1,249,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202519545
    Rarely offered waterfront land in the village of Chester with towering elevated south easterly views of Mahone Bay Islands (Saddle, Graves, Mountain and Tancook) and the Atlantic Ocean beyond. Featuring approximately 150 feet of frontage on four acres and a mix of pastureland and wooded forest. A 200-foot break wall/wharf with an additional 50-foot wharf (right angle coverage at the end), provides an excellent deep water/safe harbour docking for a large vessel. For a potential purchase, this parcel will be under a subdivision process to be completed before the closing date. The adjacent estate is also for sale at 25 Chester Shore Road, if a larger compound is in consideration. The location is ideally suited for those that wish to live within close proximity to all that the village of Chester has to offer including fine art at the Chester Art Centre, theatre at the Chester Play House, dockside seafood chowder at the Rope Loft, latte’s at the Kiwi Café, fine dining at the Sunroom, sailing at the Chester Yacht Club, tall tales at the Fo’c’sle Tavern and sports at the Chester Tennis & Golf Clubs. More details
    Listed by Duckworth Real Estate(Chester)
    LISTING DETAILS

  • 10 Chester Hills Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202519362

    10 Chester Hills Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 10 Chester Hills Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202519362

    10 Chester Hills Drive Chester B0J 1J0 405-Lunenburg County

    $449,900
    Residential
    Status:
    Active
    MLS® Num:
    202519362
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,308 sq. ft.
    Welcome to Chester Hills, a charming new retirement community in Chester, Nova Scotia. These beautifully designed single-level homes feature 2 bedrooms and 2 modern bathrooms. Inspired by Chester’s timeless charm, each home offers elegant architectural details and high-quality finishes. Enjoy an open-concept living space with large windows and vaulted ceiling, a gourmet kitchen with quartz countertops, and a serene primary suite with a luxurious ensuite bathroom. Outside, you'll find landscaped yards and private backyard patios, perfect for enjoying the picturesque surroundings. Don't miss your chance to be a part of this exceptional community! More details
    Listed by Parachute Realty
    LISTING DETAILS

  • Lot 1 Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202518161

    Lot 1 Fairway Lane 405-Lunenburg County Chester B0J 1J0
    Main Photo: Lot 1 Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202518161

    Lot 1 Fairway Lane Chester B0J 1J0 405-Lunenburg County

    $199,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202518161
    A very private interior 1.75-acre lot accessible from the Fairway Lane cul-de-sac. Of the five lots, this is the only one not bordering the Chester Golf Course/road. If you love natural surroundings but want to be close to the village, this location is ideal. It is an easy walk to NS’s most walkable village. The distance is less than 2 KMs to Chester’s downtown. A subdivision survey with perc testing sites is available, showing a total of five available lots with pricing. A drilled or dug well would be the responsibility of the new owner and electrical utility will be supplied to the lot line by the vendor. Also available are the potential restrictive covenants detail, pending legal review. Shared access for the lots will be from Fairway Lane the cul-de-sac off Golf Course Road which is being levelled through Dexter Construction. A shared road agreement will be in place once the first lot has been sold. Come celebrate life in Chester where everything is possible, including fine art at Going Coastal, theatre at the Chester Playhouse, dockside seafood chowder at the Rope Loft, lattes at the Kiwi Café, fine dining at the Sunroom, sailing at the Chester Yacht Club, tall tales at the Focsle Tavern and sports at the Chester Tennis & Golf Clubs. More details
    Listed by Duckworth Real Estate(Chester)
    LISTING DETAILS
1-12/25
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Data was last updated December 17, 2025 at 09:20 PM (UTC)