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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  • 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
  • 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)
  • 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 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.
  • 149 Duke Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202617754

    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®# 202617754
    $499,000
    Residential
    Status:
    Pending
    MLS® Num:
    202617754
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,700 sq. ft.
    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! More details
    Listed by Engel & Volkers (Chester)
  • 25 Eastwind Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202617913

    25 Eastwind Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 25 Eastwind Drive in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202617913
    $689,000
    Residential
    Status:
    Active
    MLS® Num:
    202617913
    Bedrooms:
    4
    Bathrooms:
    3
    Floor Area:
    2,579 sq. ft.
    Nestled in the quiet residential development of Seawinds, the quality of construction is undeniable in this German-built custom home. Located on a peaceful, paved circular road with friendly neighbours, it offers a safe environment for children and pets. You are within easy walking distance to downtown Chester, the scenic Chester Connection Trail, and the local Farmer’s Market. Truly a must-see feature, the home showcases solid mahogany windows equipped with integrated, metal retractable storm shutters, a beautiful custom beveled glass and mahogany entry door, and extra thick oak interior doors. There are 9 foot ceilings on both levels, crown mouldings, inviting dining / living room with a propane fireplace focal point. The beautifully updated kitchen features modern cabinets, new countertops, a stylish backsplash, and top-of-the-line appliances. The layout includes two spacious main-floor bedrooms, each featuring its own private ensuite bathroom. The spacious lower level features 9-foot ceilings and has been freshly painted from top to bottom. All old carpeting was replaced with high-end maple engineered hardwood flooring. This level includes a comfortable family room, two additional bedrooms, a third bathroom, and a laundry storage room. A separate walk-out entrance leads to a spacious private deck ideal for entertaining. This level could easily be converted into an independent granny suite or rental unit with the simple addition of a kitchen. The property sits on a beautifully landscaped, private lot. Exterior features include timeless wood siding, a durable newer metal roof, two large decks for outdoor entertaining, a storage shed, and a portable shelter that stays with the property. Recent mechanical upgrades include three ductless heat pumps for highly efficient heating and cooling, a brand-new water conditioner for the high-yield drilled well, and upgraded copper interior plumbing lines. Feature sheet is available. More details
    Listed by Engel & Volkers (Chester)
  • 87 Prince Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202616126

    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®# 202616126
    $699,000
    Residential
    Status:
    Active
    MLS® Num:
    202616126
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,301 sq. ft.
    Welcome to easy, one-level living in the heart of Chester. Perfect for retirees, downsizers, or anyone looking to simplify without sacrificing location, this well-maintained 3-bedroom, 1.5-bath home sits on a beautiful level corner lot with no basement to worry about and a dependable well that has never run dry. An efficient heat pump provides economical year-round comfort, while the propane fireplace creates a warm, inviting living space. The propane stove is another welcome feature for those who enjoy cooking. One of the property’s most unique features is its incredible setting. Directly across the street is Lordly Park, creating the feeling of an expansive park-like front yard without the maintenance. Enjoy mature green space and open lawns that the village maintains, making it feel like a natural extension of your own property. From here, it’s an easy stroll to downtown Chester, local shops, cafés, galleries, the Lido, Playhouse, and the Chester Yacht Club, allowing you to leave the car at home and enjoy everything this vibrant seaside community has to offer. Whether you’re relaxing on the property, throwing a ball in the park, or meeting friends downtown, this home offers a lifestyle that’s becoming increasingly hard to find. More details
    Listed by RE/MAX Banner Real Estate (Bridgewater)
  • 27 Riverside Cove in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202616074

    27 Riverside Cove 405-Lunenburg County Chester B0J 1K0
    Main Photo: 27 Riverside Cove in Chester: 405-Lunenburg County Vacant Land for sale (South Shore)  : MLS®# 202616074
    $225,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202616074
    Build your dream home in one of Nova Scotia’s most desirable seaside communities! This exceptional building lot on Riverside Cove in Chester offers an incredible head start, with a drilled well, septic system, poured concrete foundation, and detached single garage already in place. The property also includes house plans, making it even easier to bring your vision to life. Enjoy beautiful views of Hennigar Lake while being just minutes from the charming village of Chester, renowned for its sailing, golf, beaches, boutiques, restaurants, and vibrant summer atmosphere. Whether you’re looking for a year-round residence or the ultimate seasonal retreat, this is a rare opportunity to build in a location that’s truly synonymous with Nova Scotia summer living. Your dream home starts here! More details
    Listed by Royal LePage Atlantic (Dartmouth)
  • 100 Walker Cut in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202615433

    100 Walker Cut 405-Lunenburg County Chester B0J 1J0
    Main Photo: 100 Walker Cut in Chester: 405-Lunenburg County Residential for sale (South Shore)  : MLS®# 202615433
    $10,000,000
    Residential
    Status:
    Active
    MLS® Num:
    202615433
    Bedrooms:
    10
    Bathrooms:
    9
    Floor Area:
    6,101 sq. ft.
    Chester – Nova Scotia’s most prestigious and storied village. Welcome to this all-encompassing, multi-generational retreat/estate; an impressive private “end of the road” 19 acres on four PID’s of ocean panorama, looking down from a hilltop on the village of Chester, the back harbour, and the islands of Mahone Bay. With over 6000 square feet of architecturally brilliant living space, and another 1500 feet of storage, spread across three gorgeous structures, step inside to discover generously proportioned principal rooms, soaring ceilings, and an effortless flow ideal for both comfortable family living and large-scale entertaining, along with sweeping views down cascading lawns to the pool and ocean beyond. Anchoring the estate is the ground floor, open kitchen dining area with adjacent living and bunk rooms. The kitchen is a masterfully designed galley arrangement of antique style cabinetry, concrete countertops, and integrated panel appliances (2 Liebherr fridge/freezers, and two Miele dishwashers). The island, featuring a 48” Viking dual-gas range and bar sink, opens the space seamlessly, with vaulted ceiling enveloping the dining room, which sports in turn hand-hewn beams and ceiling dormer windows. The dining table seats fourteen, eminently suited to festive gatherings. There are many thoughtful features, such as wide-plank walnut flooring, built-in pantry and storage spaces, and shiplap wall panelling. A further vaulted ceiling accentuates the grandeur of the living room, along with expansive two-story windows and a wood-burning fireplace. All three living, kitchen and dining rooms have multiple french door access points to patios, creating a seamless transition to the elegant outdoors. As to the young, sleeping quarters accommodate no less than eight in the bunk room, alongside a triple-sink bathroom with tiled shower and a line of closets for sleepover guests. More details
    Listed by Duckworth Real Estate(Chester)
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Data was last updated August 8, 2026 at 06:30 AM (UTC)