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

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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  • 21 Millennium Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202622410

    21 Millennium Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 21 Millennium Drive in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202622410
    $549,000
    Residential
    Status:
    Active
    MLS® Num:
    202622410
    Bedrooms:
    2
    Bathrooms:
    3
    Floor Area:
    2,300 sq. ft.
    CAREFREE CONDO LIVING, CHESTER. Enjoy the flexibility, comfort, and space of a detached home without any of the maintenance burdens. This meticulously maintained bungalow-style townhome in Chandler’s Cove offers effortless, one-level main living paired with a fully finished lower-level guest retreat. The light-filled main floor features an open-concept layout with gleaming hardwood floors, updated lighting, central vacuum, an efficient kitchen, and a primary suite with a private ensuite. A versatile den serves as an ideal home office or second main-floor bedroom, accompanied by a guest bathroom. Off the principal living area, step out onto a sunny, spacious back deck—perfect for outdoor dining or evening relaxation. Downstairs, the fully finished lower level provides privacy for visiting family and friends, complete with a family/media room, a third bedroom, and a private ensuite bath. Additional features include a large lower-level laundry room, plus main-floor plumbing in place should you prefer main-level laundry facilities. Beyond your doorstep, embrace everything Chester has to offer: an active community centre within Chandler's Cove Village, world-class golf, sailing at the Chester Yacht Club, live theatre, tennis, curling, the Lido outdoor saltwater pool, local cafes, fine dining, and the scenic Chester Connection Trail for hiking and cycling. A perfect balance of community, convenience, and luxury. More details
    Listed by Engel & Volkers (Chester)
  • 74 Old Trunk 3 Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202622422

    74 Old Trunk 3 Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 74 Old Trunk 3 Road in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202622422
    $349,900
    Residential
    Status:
    Active
    MLS® Num:
    202622422
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    1,200 sq. ft.
    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. More details
    Listed by EXIT Realty Inter Lake
  • 182 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202621609

    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®# 202621609
    $779,900
    Residential
    Status:
    Active
    MLS® Num:
    202621609
    Bedrooms:
    4
    Bathrooms:
    4
    Floor Area:
    2,600 sq. ft.
    Riverfront oasis just outside the charming town of Chester. This 4-bedroom home sits on 3.71 acres bordered by a flowing river, with income potential and space for many interests. The detached heated and wired garage holds all the toys and includes a legal apartment above — currently rented, and equally suited to an artist's or writer's studio. The main level is a showpiece: vaulted ceilings, a soaring wall of windows, and an open-concept layout with a beautiful kitchen overlooking the living area. A propane stove anchors the space, and sunlight pours in across views of the property, pool and river. Two bedrooms and a full bath complete this level — ideal for guests or a home office. The primary suite occupies the upper level with its own private bath. The walkout lower level is currently an in-law suite with a separate entrance, kitchen, living room and utility/storage area — a very functional space with many possibilities. A large wrap-around deck overlooks the private grounds: meandering river, established gardens, chicken coop, pool, surrounding trees and glimpses of Stanford Lake. Two driveways offer parking for multiple vehicles plus room for additional outbuildings. Minutes to downtown Chester — groceries, hardware, NLSC, marina, yacht club, Tancook ferry, community pool, theatre, schools, shopping and dining. SenSea Nordic Spa is just down the road. Downtown Halifax is 45 minutes away. More details
    Listed by Assist-2-Sell Homeworks Realty
  • 3912 North Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202621205

    3912 North Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 3912 North Street in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202621205
    $498,900
    Residential
    Status:
    Active
    MLS® Num:
    202621205
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    2,282 sq. ft.
    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! More details
    Listed by Century 21 Trident Realty Ltd.
  • 121 Victoria Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202620300

    121 Victoria Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 121 Victoria Street in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202620300
    $2,200,000
    Residential
    Status:
    Active
    MLS® Num:
    202620300
    Bedrooms:
    3
    Bathrooms:
    4
    Floor Area:
    2,644 sq. ft.
    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 More details
    Listed by Engel & Volkers
  • Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202618645

    Fairway Lane 405-Lunenburg County Chester B0J 1J0
    Main Photo: Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore)  : MLS®# 202618645
    $199,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202618645
    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)
  • 6 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202618268

    6 Stanford Lake Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: 6 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202618268
    $599,900
    Residential
    Status:
    Active
    MLS® Num:
    202618268
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,931 sq. ft.
    Chester has always been one of those places people dream about calling home. The sailing, the cafés, the small-town charm, the coastline... it's easy to see why. But finding a property that gives you all of that without being right in the middle of the village? That's where this one stands apart. Set on the shores of Stanford Lake, just beyond the village limits, you'll enjoy a little more space, a day in your kayak or a little swim, and the convenience of being only minutes from everything Chester is known for. Need to head to Halifax? Highway 103 is just around the corner, making the commute surprisingly easy. This classic Cape Cod has all the right ingredients, rich hardwood floors, a welcoming propane fireplace, a formal dining room, and a comfortable family room, walk-in pantry and main floor laundry. Upstairs, the primary suite offers a walk-in closet and ensuite complete with a soaker tub, a sitting area that could double as office space, two additional bedrooms and another full bath. Then there's the basement! With its walk-out design and impressive amount of space, it could become the recreation room you've always wanted, a fourth bedroom, a home office, or even a secondary suite for extended family. Outside is every bit as inviting. The expansive back deck, complete with awning, the lakeside flagstone patio and hammock spot are easily spaces to fall in love with. The paved driveway and direct-transfer generator provide peace of mind, and the garden shed has all the makings of an incredible bunkie, studio, or hobby space. If you've been searching for a home that feels established, exceptionally cared for, and perfectly positioned to enjoy everything Chester has to offer without giving up your own piece of quiet, this one deserves your attention. More details
    Listed by EXIT Realty Inter Lake
  • Lot Goat Lake Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202618241

    Lot Goat Lake Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: Lot Goat Lake Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore)  : MLS®# 202618241
    $164,900
    Vacant Land
    Status:
    Active
    MLS® Num:
    202618241
    Oceanfront Opportunity in Chester! Build your dream coastal retreat on this exceptional 10,000 sq. ft. oceanfront lot offering 104 feet of direct Atlantic Ocean frontage. Nestled in a protected cove, this level property has already been prepared for construction, making it the perfect canvas for your future home or cottage. The lot has an approved septic system, allowing you to move forward with confidence. Enjoy breathtaking water views, easy shoreline access, and the peace and privacy of one of Nova Scotia’s most desirable coastal communities, all while being just minutes from the amenities, marina, and charm of Chester. As an added bonus, the seller is willing to include the existing motorhome with the property for an increased purchase price, providing an ideal place to stay while you build or a turnkey seasonal getaway. This is a rare opportunity to own a ready-to-build waterfront property in one of the South Shore’s most sought-after locations. More details
    Listed by Exit Real Estate Professionals
  • 20 Fredas Point Extension in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202618029

    20 Fredas Point Extension 405-Lunenburg County Chester B0J 1J0
    Main Photo: 20 Fredas Point Extension in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202618029
    $2,950,000
    Residential
    Status:
    Active
    MLS® Num:
    202618029
    Bedrooms:
    3
    Bathrooms:
    4
    Floor Area:
    3,136 sq. ft.
    Perched atop Chester's coveted peninsula, "Calder Stones" is an architecturally distinctive 2.5-storey coastal home designed by noted architect Syd Dumaresq in 1987, commanding sweeping east-facing views over Chester Harbour and capturing sunrise over the water along with long evening sun on the wraparound deck. Set on nearly an acre of private, landscaped grounds, the home overlooks the sailboats that have made Chester internationally famous, with views of the Golf Club, Meisners Island and the Aspotogan Peninsula, while the Yacht Club, Freda's Beach and village shops and restaurants are just moments away. A gracious foyer welcomes you into a light-filled interior of warm-toned softwood floors, built-in window seats, wainscotting and two oak staircases, with water views unfolding from nearly every room. The eat-in kitchen, with a large island and ample cupboard space, flows onto the rear deck's sun and shaded retreats. The living room is anchored by a wood-burning stone fireplace with room for formal dining, while the four-seasons room with vaulted ceilings opens onto the deck for effortless indoor-outdoor living. Upstairs, the primary suite offers its own fireplace, walk-in closet and ensuite, plus two further bedrooms, all overlooking the harbour. Main-floor laundry and a powder room complete the main level, while the partially finished lower level, with walkout to the rear yard, features a rec room and full bath with walk-in shower. Many windows and patio doors have been updated, and an expansive attic offers further storage or development potential. Cape Cod-style dormers lend old-world character, while the durable metal roof offers peace of mind against coastal storms. Central AC via a ducted heat pump, 200-amp service and 13kW generator ensure comfort year-round, and a detached double garage completes the property. Offered fully furnished, this is a rare, turnkey opportunity to own one of Chester's most prestigious residential vantage points. More details
    Listed by Keller Williams Select Realty
  • Lot 5 Golf Course Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202618051

    Lot 5 Golf Course Road 405-Lunenburg County Chester B0J 1J0
    Main Photo: Lot 5 Golf Course Road in Chester: 405-Lunenburg County Vacant Land for sale (South Shore)  : MLS®# 202618051
    $239,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202618051
    A premier building lot just shy of an acre on Golf Course Road, this corner piece also has access from the Fairway Lane cul-de-sac. Adjacent to the Chester Golf Club, it is also an easy walk to the village of Chester. 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 is a 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)
  • Lot 4 Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202618045

    Lot 4 Fairway Lane 405-Lunenburg County Chester B0J 1J0
    Main Photo: Lot 4 Fairway Lane in Chester: 405-Lunenburg County Vacant Land for sale (South Shore)  : MLS®# 202618045
    $399,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202618045
    A premier building lot spanning 1.8 acres with direct frontage on the 15th fairway of the Chester Golf Club. This corner piece has access from Fairway Lane cul-de-sac, which runs north from Golf Course Road. An easy walk to the village of Chester so you can clock in your daily 10,000 steps! 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 is a 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)
  • 121 & 123 Duke Street in Chester: 405-Lunenburg County Multi-Family for sale (South Shore) : MLS®# 202617915

    121 & 123 Duke Street 405-Lunenburg County Chester B0J 1J0
    Main Photo: 121 & 123 Duke Street in Chester: 405-Lunenburg County Multi-Family for sale (South Shore)  : MLS®# 202617915
    $2,950,000
    Multi-Family
    Status:
    Active
    MLS® Num:
    202617915
    Visit REALTOR® website for additional information. 7 Bed | 7 Bath | 6,058 sq ft | 0.39 ac | Outdoor Pool | Registered Mooring A rare dual-property estate in the heart of Chester village, combining two fully upgraded residences into one exceptional compound—ideal as a family retreat, multi-generational home, or turnkey vacation-rental operation. Over 6,000 sq ft of refined living, 7 bedrooms and 7 bathrooms, all within walking distance of the village centre, waterfront, and Chester Yacht Club. Just 40 minutes to Halifax (under 30 with the new Highway 3 twinning). 123 Duke St – Heritage residence (former Casa Blanca Inn): Currently two separate suites, easily converted to one grand home. Lower garden suite offers 1,700 sq ft / 2 bedrooms, ideal for rental or guests. Upper executive suite spans 2,500+ sq ft with a spacious master, spa-like ensuite, private gym, library, and living areas. 121 Duke St – Contemporary residence: 1,800 sq ft, 3 bed / 2 bath on a private flag lot. Fully furnished and rental-ready. Features a 60-ft saltwater lap pool (new liner, automatic cover), multiple decks, new heat pumps, propane fireplace, and a games room. Built for peace of mind: Deep drilled well with automatic water management, advanced sump/drainage systems (basements stayed dry through recent area flooding), buried electrical, Cat 6 wiring, and permeable Ecoraster driveway. Elevated water views, safely above the flood zone. Registered mooring buoy in protected Front Harbour included; professional property management in place. Minutes to Chester Golf Club, Sensea Nordic Spa, dining, the Playhouse, and trails. Showings require 48 hours' notice. More details
    Listed by PG Direct Realty Ltd.
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Data was last updated September 10, 2026 at 09:20 AM (UTC)