Browse All Chester NS Properties with Pool for Sale

202617915 MLS

Visit REALTOR® website for additional information. Dreaming of owning property in Canada? Chester, Nova Scotia offers international buyers a rare opportunity in one of Atlantic Canada's most desirable coastal communities. With a population under 10,000, Chester remains exempt from Canada's foreign buyer ban until 2027, allowing eligible foreign nationals to purchase Canadian real estate. Just 40 minutes from Halifax (less than 30 minutes with the new Highway 3 twinning), this exceptional dual-property estate combines two upgraded homes offering over 6,000 sq. ft. of living space with 7 bedrooms and 7 bathrooms, all within walking distance of Chester's waterfront and village. 123 Duke Street is a beautifully restored heritage home, formerly the Casa Blanca Inn. It is currently configured as two separate residences but can easily become one grand home. It includes a self-contained 2-bedroom garden suite plus an executive upper residence with a luxurious primary suite, spa-inspired ensuite, library, gym, and spacious living areas. 121 Duke Street is a fully furnished 3-bedroom, 2-bath home on a private lot, ideal for vacation rentals or guests. Highlights include a 60-foot saltwater lap pool, multiple decks, propane fireplace, heat pumps, and games room. Both homes feature a deep drilled well, advanced drainage, Cat 6 Ethernet, buried electrical service, and a permeable driveway. Elevated above the flood zone, they offer water views and include a registered mooring in Chester's protected Front Harbour. Walk to the Chester Yacht Club, cafés, restaurants, shops, the Playhouse, and waterfront. Chester Golf Club and Sensea Nordic Spa are just minutes away. Offering proven rental income, premium infrastructure, and exceptional flexibility, this turnkey property is ideal as a luxury family compound, multi-generational retreat, or investment in one of Atlantic Canada's premier seaside communities.

121 & 123 Duke Street, Chester

$10,000,000

10 Beds ⋅ 9 Baths ⋅ 202615433 MLS

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.

100 Walker Cut, Chester

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 202508297 MLS

Visit REALTOR® website for additional information. Set on a private lot, this home is a fully furnished 3-bedroom, 2-bath home with stylish interior & generous outdoor living. Ideal as a getaway, full-time home, or income property. Just a short walk to downtown Chester to the yacht club & minutes from Sensea Nordic Spa. Features include a 60-foot saltwater lap pool, lush landscaping, ambient lighting, new heat pumps, a propane fireplace & designer finishes. A converted family room adds flexible space & the EcoRaster driveway provides ample, low-maintenance parking year-round. Chester offers a vibrant, year-round lifestyle with fine art, theatre, fresh seafood, artisan cafés, sailing, golf, tennis, pickleball & lively pubs. With a population under 10,000, it's exempt from Canada's foreign buyer ban-one of the few places U.S. buyers can still purchase property until 2027.

121 Duke Street, Chester

Start Your Search

Chester Homes with Pool

Our website features the best real estate search for properties available in Chester and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!