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33 Little Deer Lane, Chester Basin
$599,900
3 Beds ⋅ 2 Baths ⋅ 202625167 MLS
A beautifully appointed new build located in the exclusive Balsam Fir Estates, - 2 minutes from the sea side community of Chester Basin where you'll find a post office, a Pharmasave, a gas station and the charming Seaside Shanty restaurant. Highway 103 is less than 5 minutes away. Chester Basin is nestled between the picturesque towns of Chester and Mahone Bay on the South Shore of Nova Scotia. This 3 bedroom, 2 bath 1620 sq. ft home with oversized detached double car garage is built in the traditional sea side style of the area. The siding Indigo SPC Novik rough sawn shake, - very low maintenance! Inside, the house has a modern light airy feel, with soaring 10 ft ceilings, tall 84 inch doors and over size windows giving the interior an extremely spacious feel. Luxury 14mm waterproof, 6 inch Hickory flooring flows from room to room, lending warmth to this modern design, with a 30 year residential warranty, it's bound to stand up to pets and family. A complete list of finishes will be updated soon. This quality build has a completion date of December 2026 and would make a dream home for a growing family or equally a perfect fit for a couple with visiting friends, family and grandchildren. The build will be covered by a lux warranty, for further peace of mind. This property is certainly one for your list, if you're dreaming of seaside living on the stunning South Shore!

33 Little Deer Lane, Chester Basin
27 Riverside Cove, Chester
$225,000
3 Beds ⋅ 1 Baths ⋅ 202625027 MLS
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!

27 Riverside Cove, Chester
27 Riverside Cove, Chester
$225,000
202625026 MLS
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!

27 Riverside Cove, Chester
28 Oakview Drive, Chester
$459,000
4 Beds ⋅ 2 Baths ⋅ 202623820 MLS
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.

28 Oakview Drive, Chester
4303 Highway 3, Chester
$839,000
3 Beds ⋅ 2 Baths ⋅ 202623141 MLS
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.

4303 Highway 3, Chester
74 Old Trunk 3 Road, Chester
$324,900
2 Beds ⋅ 1 Baths ⋅ 202622422 MLS
Located in the sought-after community of Chester, this 2-bedroom, 1-bath home set on 4.79 acres offers an excellent opportunity to create a space that suits your style. The spacious yard provides room for gardening, entertaining, recreation, or simply enjoying the outdoors. Enjoy the charm and character of the Chester area, with its welcoming community and beautiful surroundings. A rare opportunity to own this much land in a beautiful and desirable area.

74 Old Trunk 3 Road, Chester
76 Demont Road, Chester Basin
$1,749,000
3 Beds ⋅ 4 Baths ⋅ 202622150 MLS
Twin chalets totalling over 3000 sq/ft of living area, featuring an enclosed, joined stairwell enabling multiple elevated views of the waters below. The property has more than three acres of land with 160 feet of deep-water frontage in a very private, protected cove. This location is a boater’s paradise. The original home, built in 1999 has an open kitchen/dining/living area with a soaring vaulted ceiling, along with a bedroom, full bathroom and laundry on the main level. A primary bedroom, with a full bathroom and office graces the second level. The newer chalet built in 2007 has an eat in kitchen, living room, sunroom and half bath on the main floor. The second level is a private floor with a bedroom, full bathroom and walk in closet. In total, both structures have 3 bedrooms and 3.5 bathrooms including an ensuite for the primary bedroom. There are so many features at this property; a metal roof, two full oceanside composite decks, heat pumps with air conditioning, a full house generator, hardwood flooring, a boatshed, ramp and floats from Eagle Beach, hot tub, a gas cooktop, multiple parking spots and a boat (trailer) parking pad. The property also features a two-bay garage with enough room for a workshop and an attached shed for all your gardening accessories. The landscaping and gardens are stunning, with multiple destinations including the fire pit patio. During the fall, from the master bedroom, as well from the 2 decks, there is one of the most panoramic, spectacular scenes of fall colour one could ever hope for. Gold River Marina is only a minute down the cove, followed by storied Oak Island, all the islands of Mahone Bay and then open ocean beyond. 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...

76 Demont Road, Chester Basin
182 Stanford Lake Road, Chester
$749,999
4 Beds ⋅ 4 Baths ⋅ 202621609 MLS
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.

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

121 Victoria Street, Chester
98 Borgalds Point Road, Chester Basin
$2,000,000
202619896 MLS
Welcome to 98 Borgalds Point Road, set within one of Nova Scotia’s most sought-after and close-knit coastal communities. Positioned along the protected waters of Chester Basin, the property enjoys beautiful exposure over Gold River and offers 17.47 acres with more than 300 feet of oceanfront and 361' of road frontage. With its remarkably rare scale, privacy, and setting, the possibilities are exceptional. Create a legacy coastal community, a private family compound, or a secluded sanctuary surrounded by the natural beauty of Nova Scotia’s South Shore. Located just steps from Gold River Marina, minutes from Chester, and less than an hour from Halifax, this is a rare opportunity to acquire one of the area’s last remaining large tracts of oceanfront land.

98 Borgalds Point Road, Chester Basin
Fairway Lane, Chester
$199,000
202618645 MLS
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.

Fairway Lane, Chester
Goat Lake Road Unit Lot, Chester
$164,900
202618241 MLS
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.

Goat Lake Road Unit Lot, Chester
Golf Course Road Unit Lot 5, Chester
$239,000
202618051 MLS
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.

Golf Course Road Unit Lot 5, Chester
Fairway Lane Unit Lot 4, Chester
$399,000
202618045 MLS
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.

Fairway Lane Unit Lot 4, Chester
20 Fredas Point Extension, Chester
$2,950,000
3 Beds ⋅ 4 Baths ⋅ 202618029 MLS
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.

20 Fredas Point Extension, Chester
121 & 123 Duke Street, Chester
$2,950,000
202617915 MLS
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.

121 & 123 Duke Street, Chester
63 Croft Road, Chester Basin
$499,900
4 Beds ⋅ 2 Baths ⋅ 202616657 MLS
Step into timeless charm with this well-cared for century old two-storey farmhouse in the desirable South Shore community of Chester Basin. Offering over 1,600 sq. ft. of living space on just under an acre, this character-filled home is surrounded by mature trees and a private backyard, creating a peaceful rural setting. Inside, you’ll find soaring 8-foot ceilings, abundant natural light, and original hardwood floors throughout much of the home. While the hardwood would benefit from refinishing, it holds excellent potential to be beautifully restored and further enhance the home’s original character. A beautiful original wood staircase leads to four bedrooms upstairs, a full bath, and a walk-up attic, while a convenient powder room is located on the main level. The kitchen offers generous storage and a functional layout ideal for everyday living and entertaining. Adjacent to it, the formal dining area features a built-in wood cabinet that adds both charm and additional storage, while the space itself provides flexibility for a fifth bedroom, home office, den, or main-floor laundry for convenient one-level living. Comfort is provided year-round with a ductless heat pump, electric baseboards, as well as a wood furnace that adds cozy farmhouse warmth. A standout feature is the expansive covered front porch, ideal for relaxing or entertaining while enjoying the peaceful surroundings. The property also includes a paved driveway, detached garage, and storage shed. Ideally located just steps from the ocean, Rails to Trails, and Croft Road playground, this home is perfect for outdoor enthusiasts. Walking distance to all amenities in Chester Basin, including bank, pharmacy, Legion, church, post office, restaurant, convenience store with gas, café, and take-out. Less than 10 minutes to the seaside village of Chester and 45 minutes to downtown Halifax.

63 Croft Road, Chester Basin
87 Prince Street, Chester
$674,000
3 Beds ⋅ 2 Baths ⋅ 202616126 MLS
MOTIVATED SELLER! 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.

87 Prince Street, Chester
Swallow Point Road Skipper Hill Estates Unit Lot 2, Chester Basin
$185,000
202615496 MLS
Set in the coastal community of Chester Basin, this vacant lot offers the opportunity to create a home or seasonal escape in a peaceful South Shore setting. Surrounded by natural beauty and located near Chester, Mahone Bay, local marinas, golf, dining, and everyday conveniences, the property blends privacy with easy access to some of the area’s most loved amenities. As part of the Skipper Hill community, the lot includes access to the Skipper Hill Wharf, adding extra appeal for buyers who value time near the water, boating, or simply enjoying the coastal lifestyle. With Halifax approximately 40 minutes away, this location is well suited for those looking to build in a quiet seaside area without feeling disconnected.

Swallow Point Road Skipper Hill Estates Unit Lot 2, Chester Basin
3 Chester Shore Road, Chester
$1,190,000
202614937 MLS
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.

3 Chester Shore Road, Chester
Swallow Cove Spur Unit Lot 3-C, Chester Basin
$347,000
202614803 MLS
Located in the desirable community of Chester Basin this sunny lot enjoys 0.73 acres and beautiful elevated ocean views. Great sought-after southern exposure ensures all day sun, and with a cleared site ready to break ground, this lot has everything in place for you to start building your dream property. Many charming seaside communities are nearby and within arms reach, including Chester Basin’s public wharf, a seaside restaurant, pharmacy, and a marina to store sailboats, all just a short drive away. The Village of Chester is where all your necessities and desired activities like Sailing, Golfing, Theatre, fine dining, shopping and delicious coffee can be enjoyed. Nearby are the lovely communities of Mahone Bay and Lunenburg, two of the South Shore’s most popular gathering hubs. Don’t miss this opportunity to call Nova Scotia’s treasured South Shore your new home!

Swallow Cove Spur Unit Lot 3-C, Chester Basin
Swallow Cove Spur Unit Lot 3-A, Chester Basin
$417,000
202614800 MLS
An incredible location with southern exposure and 30 feet of private ocean frontage makes this the perfect place to build your dream home. Nestled in a desirable community where elegant homes and friendly neighbours await, 0.85 acre lot is cleared and ready for you to break ground. Enjoy charming water views and add your own private wharf to sail about and explore the sparkling waters and beautiful islands of Mahone Bay or take advantage of the many seaside marinas and communities within arms reach, including Chester Basin’s public wharf, restaurant and pharmacy. The Village of Chester is where all your necessities and desired activities like Sailing, Golfing, Theatre, fine dining, shopping and delicious coffee can be enjoyed just a 10 minute drive away. Nearby are the charming communities of Mahone Bay and Lunenburg, two of the South Shore’s most popular gathering hubs. This is your opportunity to make your mark on Nova Scotia’s treasured South Shore and build your dream property!

Swallow Cove Spur Unit Lot 3-A, Chester Basin
6 Mary Lane, Chester Basin
$4,950,000
3 Beds ⋅ 5 Baths ⋅ 202614794 MLS
This exceptional estate has been thoughtfully planned and meticulously executed. It is a magnificent eleven-year-old masterpiece that has evolved from two lots totalling 1.285 acres. Along with the main residence, the property features a 40-foot spyglass shaped pool, pool house, guest house, substantial wharf, three bay plus a single garage, in floor and geothermal heating and cooling, and solar panels. The bold landscaped retaining walls stage a veritable cornucopia of gardens, lawns, and trees. A 150-year-old “Tom Thomson” pine tree graces the grounds along with blue spruce, hemlocks, weeping elm, magnolia, red maple, flowering dogwoods, and a tulip tree. All provide privacy within the terraced plateau. The property totals 4348 square feet of living space, plus an additional 3172 square feet of partially finished space in the main house's lower level, the attic, and the guest house's lower garage. Five full bathrooms including two ensuites, three bedrooms, with an optional 4th bedroom converted to an office. Maple prefinished hardwood flooring and ceramic tile feature throughout the main home and the guest house. The main floor has an array of rooms. The sunroom showcases wood panelled walls and magnificent ocean views, and the family room has patio access. Both rooms share a propane fireplace. Formal dining room and a breakfast nook are adjacent to the kitchen. The kitchen has quartz countertops with the large island clad in walnut and a granite top plus pantry also finished in walnut. High end appliances include a Thermador freedom induction cooktop, microwave, oven and warming drawer, Bosch dishwasher, and Samsung fridge. The great room with a full waterside deck is the piece de resistance. Many more main-floor spaces include a full bathroom with anti-room, laundry, pantry, a main foyer entrance as well as a side hall entrance...

6 Mary Lane, Chester Basin
27 Countway Road, Chester Basin
$494,500
4 Beds ⋅ 2 Baths ⋅ 202614323 MLS
Visit REALTOR® website for additional information. Beautifully renovated and move-in ready, this spacious 4-bedroom, 2-bath bungalow offers the perfect blend of comfort, convenience, and income potential. The bright, modern main level features a brand-new kitchen with appliances included, fresh finishes throughout, and an attached 2-car garage that’s both wired and heated—ideal for year-round use. Downstairs, a self-contained 1-bedroom + Den, 1-bath in-law suite or apartment with a separate entrance and driveway provides excellent flexibility for extended family or rental income. Located just 40 minutes to Halifax, 10 minutes to Chester, and 20 minutes to Bridgewater, with easy access to Highway 103 for commuting in any direction. Close to schools and local amenities, this property is vacant and ready for quick possession. A fantastic opportunity for homeowners or investors alike! HST included in the purchase price.

27 Countway Road, Chester Basin
165 King Street, Chester
$699,000
2 Beds ⋅ 3 Baths ⋅ 202613552 MLS
Central village home with over 1200 square feet of living space, two bedrooms, two bathrooms and two parking spots! On the quiet part of King Street, you will sleep soundly here. Entering the home, the first thing you will notice are the lush natural views from the main living room vaulted ceiling windows. A second-floor bedroom with Juliet balcony overlooks the main living/dining room giving a delightful open spacious feel. The main floor bedroom and full bathroom are a convenient feature for one level living. Enjoy preparing a meal in the galley kitchen, with new sliding door access to the 40 ft long deck for barbecue summer gatherings. Keep your toes warm in the winter with the wood burning fireplace, and a new conditioning system is in place for the well water. 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. All furnishings are included in the sale, so it is turn key property. The previous long-term tenant was paying over $3K per month, so it would work well as an investment opportunity.

165 King Street, Chester
3760 Highway 3, Chester
$425,000
2 Beds ⋅ 2 Baths ⋅ 202612046 MLS
Located in the thriving seaside community of Chester, this newly rezoned residential property offers flexibility, charm, and exciting potential in one of the South Shore’s most desirable coastal markets. Currently used as AirBnb with active bookings into 2027, this could be your home or an income property. Positioned with direct access to Highway 3 and close to marinas, boutiques, cafés, and dining, this home blends convenience with lifestyle appeal. An additional 7,200 sq. ft. vacant lot is included, providing extra outdoor space and future possibilities. Recently updated with new siding, a new metal roof and additional improvements, the home has been thoughtfully reimagined into a functional two-bedroom layout with flexibility for a variety of living arrangements. Heat pumps and electric baseboards ensure year round comfort. The main level features warm softwood floors, a stylish feature tile wall with built-in shelving, a spacious bedroom, full 4-piece bath, and in-unit laundry. Upstairs, vaulted ceilings with modern pot lighting create a bright and inviting second living space complete with an additional bedroom area and half bath. A separate entrance and separate electrical panel upstairs offer added versatility for buyers seeking space for extended family, guests, a home-based business, studio, rental potential or future customization potential. Whether you are searching for a year-round residence, weekend getaway, investment opportunity, or a property with flexible use options, this Chester home offers outstanding value in a high-demand coastal community. With residential zoning now in place and an additional lot included, this is a rare opportunity to secure space, updates, and long-term potential in a location people continue to fall in love with.

3760 Highway 3, Chester
4-AB Chandler Road Unit Lot, Chester
$199,000
202611188 MLS
Fantastic opportunity to develop a central 1.8 acre building lot in the village of Chester. Zoned R4 (multi-unit residential), the municipality has also confirmed the potential locations for the building envelope. This property also has septic confirmed at the land surveyor’s office. A water course running through the eastern side of the property will ensure a green space/non-development area. Municipal correspondence can be provided for all serious enquiries. 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.

4-AB Chandler Road Unit Lot, Chester
132 Lacey Mines Road, Chester Basin
$45,000
202611156 MLS
Approximately 2 acres of potential awaits with this proposed building lot offering an excellent opportunity to create your future home in a peaceful setting. The lot is to be surveyed and subdivided from the existing parcel prior to closing, with final lot dimensions and configuration subject to approval. This proposed flag lot will be accessed by a shared driveway extending from the road and branching toward the new lot location. Buyers should complete their own due diligence regarding subdivision requirements, driveway and septic approvals, building permits, and any other approvals or servicing required for their intended use. A great opportunity for those looking to secure land and bring their vision to life.

132 Lacey Mines Road, Chester Basin
Whitetail Drive Unit Lot 6, Chester Basin
$55,000
202611110 MLS
Lot 6 Whitetail Drive - Conveniently located 2 minutes from the seaside community of Chester Basin, this 1.33 acre lot is bordered by the freshwater brook and exclusive community walking trail and prepared with a driveway entrance and power to the edge of Whitetail Drive. The exclusive walking trail meanders along a tranquil brook and through enchanting balsam fir trees. Balsam Fir Estates has a unique history - As a retired Christmas tree farm these signature balsam firs offer an established natural setting, ensuring your new home feels blended with the heritage evergreen forest that surrounds it. Located in Chester Basin with a Pharmasave, Post Office, Gas Station, the Seaside Shanty Restaurant, and Highway 103 all at your fingertips.

Whitetail Drive Unit Lot 6, Chester Basin
Whitetail Drive Unit Lot 5, Chester Basin
$60,000
202611104 MLS
Lot 5 Whitetail Drive - This 1.75 acre lot is bordered by the freshwater brook and exclusive community walking trail at the western edge of the property. Situated in a great location that is 2 minutes from the seaside community of Chester Basin with a Pharmasave, Post Office, Gas Station, the Seaside Shanty Restaurant, and Highway 103 all at your fingertips. The exclusive walking trail winds along a tranquil brook and through enchanting balsam fir trees. Balsam Fir Estates has a unique history - As a retired Christmas tree farm these signature balsam firs offer an established natural setting, ensuring your new home feels blended with the heritage evergreen forest that surrounds it.

Whitetail Drive Unit Lot 5, Chester Basin

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