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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1-12/26

  • 27 Riverside Cove in Chester: 405-Lunenburg County Vacant Land for sale (South Shore) : MLS®# 202625026

    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®# 202625026

    27 Riverside Cove Chester B0J 1K0 405-Lunenburg County

    $225,000
    Vacant Land
    Status:
    Active
    MLS® Num:
    202625026
    Your cottage getaway is closer than you think! Welcome to Riverside Cove Road, where much of the hard work has already been done and your dream retreat is ready to take shape. This beautiful building lot has been cleared, with a foundation already poured and ready for your future home or cottage. Building plans are available, and with the septic and well already installed, you're well on your way to making your vision a reality. Just across the road, enjoy access to a beautiful, private lake - the perfect setting for swimming, paddling, fishing, or simply escaping the everyday and enjoying peaceful days by the water. And there's no need to wait to start enjoying the property! A travel trailer is already set up on site and comes with the property, giving you a comfortable place to stay while you build - or simply a ready-made weekend escape right now. Whether you're dreaming of a peaceful cottage retreat, a year-round home, or a place to spend summers by the lake, this property offers an incredible head start. Foundation, well, septic, plans and a travel trailer - it's all here. Just bring your vision and start enjoying Riverside Cove! More details
    Listed by Royal LePage Atlantic (Dartmouth)
    LISTING DETAILS

  • 27 Riverside Cove in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202625027

    27 Riverside Cove 405-Lunenburg County Chester B0J 1K0
    Main Photo: 27 Riverside Cove in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202625027

    27 Riverside Cove Chester B0J 1K0 405-Lunenburg County

    $225,000
    Residential
    Status:
    Active
    MLS® Num:
    202625027
    Bedrooms:
    3
    Bathrooms:
    1
    Floor Area:
    400 sq. ft.
    Your cottage getaway is closer than you think! Welcome to Riverside Cove Road, where much of the hard work has already been done and your dream retreat is ready to take shape. This beautiful building lot has been cleared, with a foundation already poured and ready for your future home or cottage. Building plans are available, and with the septic and well already installed, you're well on your way to making your vision a reality. Just across the road, enjoy access to a beautiful, private lake - the perfect setting for swimming, paddling, fishing, or simply escaping the everyday and enjoying peaceful days by the water. And there's no need to wait to start enjoying the property! A travel trailer is already set up on site and comes with the property, giving you a comfortable place to stay while you build - or simply a ready-made weekend escape right now. Whether you're dreaming of a peaceful cottage retreat, a year-round home, or a place to spend summers by the lake, this property offers an incredible head start. Foundation, well, septic, plans and a travel trailer - it's all here. Just bring your vision and start enjoying Riverside Cove! More details
    Listed by Royal LePage Atlantic (Dartmouth)
    LISTING DETAILS

  • 28 Oakview Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623820

    28 Oakview Drive 405-Lunenburg County Chester B0J 1J0
    Main Photo: 28 Oakview Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623820

    28 Oakview Drive Chester B0J 1J0 405-Lunenburg County

    $479,000
    Residential
    Status:
    Active
    MLS® Num:
    202623820
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    2,600 sq. ft.
    HADDON HEIGHTS, CHESTER. Nestled in a quiet residential neighborhood on the edge of Chester. You will be just minutes away from everything this magical, unique community has to offer including live theatre, championship golf, world-class sailing, and local dining. The raised bungalow offers 2600 sq. ft of living space on two levels and an attached carport. The light filled home features solid oak hardwood floors in the living and dining room which carry into the hall and into one of the three main floor bedrooms. The kitchen updated in the early 2000's offers ample classic pickled oak cabinetry. There is hot water baseboard heating plus a heat pump for efficient heating and summer cooling. The lower level offers a spacious rec room with newer patio doors to the yard and cosy propane fireplace, a craft room or 4th bedroom, laundry room, and a second bathroom with sauna plus huge storage room to complete that level. The mature landscaping requires some trimming and pruning but could be easily reined in and a large wraparound deck provides the perfect footprint for outdoor entertaining, though it will need some refurbishment in the near future. This property has lots of potential and would make a great family home in a safe neighbourhood. More details
    Listed by Engel & Volkers (Chester)
    LISTING DETAILS

  • 4303 Highway 3 in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623141

    4303 Highway 3 405-Lunenburg County Chester B0J 1J0
    Main Photo: 4303 Highway 3 in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623141

    4303 Highway 3 Chester B0J 1J0 405-Lunenburg County

    $839,000
    Residential
    Status:
    Active
    MLS® Num:
    202623141
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,664 sq. ft.
    Presenting a 15-year-old home in pristine condition, built with high end materials and thoughtful architectural design, on a gorgeous 0.87-acre pastoral setting. Upon entering, the living room has a bright ambiance with large windows throughout. Design features abound; a stately fireplace mantle, polished concrete flooring, shiplap walls, inset ceiling lighting and high ceilings. Moving into the dining/kitchen space, high end finishes are apparent, American Range gas stove, thoughtfully appointed cabinetry, quartz countertops, subway tile backsplash, and pendant lighting over the island. There is a great option for meals - seating for four at the island or eight at the dining table. Further down the main floor is room that is an ideal ground floor bedroom complete with full four-piece ensuite that is currently used as a cozy den with direct access to a screened in sunroom. Upstairs are two grand bedrooms, featuring dormered skylights and five-piece bathroom, complete with claw foot tub, as well as a balcony with spectacular views of the adjacent equestrian property. Energy efficiency was in mind when the home was built in 2011. Featuring a slab foundation with in-floor radiant heating on a low cost “time of use” power consumption system. Many additional attributes make this property in a class all its own. The exterior is picture perfect with complementary gardens and shrubbery, expansive barbecue deck off the sunroom, classic front porch veranda, spacious level driveway and exquisite surroundings. Chester is a seaside village where you can enjoy fine art at the Captains House Gallery, theatre at the Chester Playhouse, dockside seafood at the Rope Loft, Kiwi Café lattes, fine dining at the Sunroom, sailing at the Chester Yacht Club, tall tales at the Focsle Tavern, a day at the Sensea Nordic Spa, Farmer’s Market fresh produce, cycling on The Rum Runners Trail, and sports at the Chester Tennis, Curling & Golf Clubs. 0.87 acre lot to be subdivided from 1.67 acre lot. More details
    Listed by Duckworth Real Estate(Chester)
    LISTING DETAILS

  • 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

    74 Old Trunk 3 Road Chester B0J 1J0 405-Lunenburg County

    $324,900
    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
    LISTING DETAILS

  • 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

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

    $749,999
    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
    LISTING DETAILS

  • 121 Victoria Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202620300

    121 Victoria Street 405-Lunenburg County Chester B0J 1J0
    OPEN HOUSE: Oct 25, 2026
    01:00 PM - 03:00 PM ADT
    Open House on Sunday, October 25, 2026 1:00PM - 3:00PM
    Main Photo: 121 Victoria Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202620300

    121 Victoria Street Chester B0J 1J0 405-Lunenburg County

    $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
    LISTING DETAILS

  • 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

    Fairway Lane Chester B0J 1J0 405-Lunenburg County

    $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)
    LISTING DETAILS

  • 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

    Lot Goat Lake Road Chester B0J 1J0 405-Lunenburg County

    $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
    LISTING DETAILS

  • 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

    20 Fredas Point Extension Chester B0J 1J0 405-Lunenburg County

    $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
    LISTING DETAILS

  • 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

    Lot 5 Golf Course Road Chester B0J 1J0 405-Lunenburg County

    $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)
    LISTING DETAILS

  • 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

    Lot 4 Fairway Lane Chester B0J 1J0 405-Lunenburg County

    $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)
    LISTING DETAILS
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Data was last updated October 25, 2026 at 11:20 AM (UTC)