Chester Homes for Sale
Chester Homes for Sale
Chester, Nova Scotia, is a charming coastal village renowned for its sailing culture, scenic harbour, and relaxed seaside lifestyle. Known for its historic homes, waterfront properties, and vibrant arts and dining scene, Chester offers a unique blend of character and coastal elegance. Residents enjoy access to beaches, boating, golf, and walking trails, all within a welcoming, close-knit community. Located within commuting distance of Halifax, Chester is ideal for buyers seeking refined coastal living, natural beauty, and long-term value in one of Nova Scotia’s most desirable seaside towns.
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121 & 123 Duke Street in Chester: 405-Lunenburg County Multi-Family for sale (South Shore) : MLS®# 202617915
121 & 123 Duke Street Chester B0J 1J0 
$2,950,000Multi-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 detailsListed by PG Direct Realty Ltd.- CHRIS PERKINS
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20 Fredas Point Extension in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202618029
20 Fredas Point Extension Chester B0J 1J0
$2,950,000Residential- Status:
- Pending
- 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 detailsListed by Keller Williams Select Realty- CHRIS PERKINS
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121 Victoria Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202620300
121 Victoria Street Chester B0J 1J0
$2,200,000Residential- 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 detailsListed by Engel & Volkers- CHRIS PERKINS
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123 Duke Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202515495
123 Duke Street Chester B0J 1J0
$1,795,000Residential- Status:
- Active
- MLS® Num:
- 202515495
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,250 sq. ft.
Visit REALTOR® website for additional information. Welcome to 123 Duke Street — a captivating property steeped in history and brimming with opportunity, nestled in the heart of Chester Village. Once home to the renowned Casa Blanca Inn, this distinguished residence masterfully blends the grandeur of its storied past with refined modern luxury. Formerly a celebrated inn known for its warmth and hospitality, this unique property has been thoughtfully reimagined as a stunning private residence or income-generating retreat. With its timeless architecture and elegant design, it offers the perfect venue for corporate events, weddings, or as a lucrative addition to your rental portfolio. Step inside to discover an ambiance where old-world charm meets contemporary comfort. The main level reveals a sophisticated 2-bedroom haven spanning over 1,700 square feet, featuring generous living spaces and tasteful finishes that pay homage to the home’s heritage. Upstairs, the expansive 2–3 bedroom flat boasts more than 2,500 square feet, offering exceptional flexibility—ideal as a luxurious residence, guest quarters, or an event showcase. Beyond its impressive interiors, the property is ideally situated just steps from the ocean in the heart of Chester—a picturesque coastal community known for its scenic harbor, vibrant cultural life, and charming boutiques. Whether you're strolling the historic waterfront, enjoying world-class sailing, or dining at one of the village’s celebrated eateries, everything you need is at your doorstep. 123 Duke Street is more than just a home—it's a rare opportunity to own a piece of Chester’s rich history, while embracing a lifestyle of comfort, sophistication, and coastal charm. Whether you envision a private sanctuary, a thriving rental, or a boutique event space, this remarkable property offers endless potential More detailsListed by PG Direct Realty Ltd.- CHRIS PERKINS
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121 Duke Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202508297
121 Duke Street Chester B0J 1J0
$1,295,000Residential- Status:
- Active
- MLS® Num:
- 202508297
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,808 sq. ft.
Visit REALTOR® website for additional information. Welcome to 121 Duke Street, a beautifully designed and fully furnished 3-bedroom, 2-bathroom home in the heart of Chester, one of Nova Scotia's most sought-after seaside villages, just 40 minutes from Halifax. Set on a private 8,238 sq ft flag lot, this 1,808 sq ft residence offers refined coastal living with strong income potential, already configured for both long-term and vacation rental use. Inside, enjoy modern comfort throughout, including new heat pumps, a propane fireplace, and designer kitchen and bath finishes. A spacious converted family room provides versatile additional living space. The turnkey offering includes appliances (refrigerator, microwave/hood combo, dishwasher, electric range, washer and dryer), with furnishings negotiable, along with a slate pool table and table tennis setup. Outdoors, the property features a 60-foot saltwater lap pool, a pool house, mature landscaping, ambient yard lighting, and a low-maintenance permeable EcoRaster driveway with ample parking and a 2-car carport. Ideally located a 10-minute walk from downtown Chester and the Chester Yacht Club, a 3-minute drive to Chester Golf Club, and 5 minutes from Sensea Nordic Spa. Enjoy year-round village amenities including the Chester Art Centre, Chester Playhouse, waterfront dining, and an active tennis and pickleball community. A rare opportunity for a seasonal getaway, full-time residence, or investment property. 48 hours' notice required for showings as the property is tenanted. More detailsListed by PG Direct Realty Ltd.- CHRIS PERKINS
- 902 441 2818
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60 Skippers Lane in Harriston: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202624586
60 Skippers Lane Harriston B0J 2M0
$989,000Residential- Status:
- Active
- MLS® Num:
- 202624586
- Bedrooms:
- 2
- Bathrooms:
- 3
- Floor Area:
- 2,452 sq. ft.
Welcome to your own private slice of paradise! This contractor owned and built, furnished, exceptional 2-bedroom, 2.5-bath, waterfront lake property offers the ultimate blend of luxury, privacy, and outdoor adventure with 200ft of pristine waterfrontage and your very own private beach on Harris Lake. All the while, enjoy total peace of mind with secure gates at the top of the property. Inside features: the property was built with a universal design including those to address mobility needs. It has an ICF (Insulated Concrete Form) foundation, equipped with in-floor radiant heat and an efficient heat pump for year-round climate control, walk- in shower, a soaker tub, large bonus room above the garage that offers flexible space for a home office, media room, gym, extra bedroom, the possibilities are endless! The attached 573sqft garage features pristine custom cabinets for maximum organization. There is also a bathroom in the garage! . Outdoor exceptional living includes: A fully finished, 520sqft detached garage with two large windows, pre-wired for security, ample room for vehicles, side by side and extra storage space above. A charming 215sqft bunkie/cottage, on its own power meter, offers the perfect private retreat for hosting guests. There is a dedicated greenhouse, vegetable garden and a fire pit area for evening gatherings under the stars. Extensive Utilities: Meticulously planned infrastructure includes 3 extra hose bibs placed strategically around the property, in addition to the 1 on the house. It is also pre- wired for security. The Ultimate Turn-Key Waterfront Package - This property comes ready for immediate enjoyment with premium outdoor gear included: aluminum fishing boat, side by side with plow, kayaks, and paddle boat and more. Please find the full list of inclusions under the “Documents” in the listing. Well & Septic – Seller’s are going to have the septic pre-inspected & water tests done. More detailsListed by Exit Realty Metro- CHRIS PERKINS
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4303 Highway 3 in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623141
4303 Highway 3 Chester B0J 1J0
$839,000Residential- 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 detailsListed by Duckworth Real Estate(Chester)- CHRIS PERKINS
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182 Stanford Lake Road in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202621609
182 Stanford Lake Road Chester B0J 1J0
$749,999Residential- 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 detailsListed by Assist-2-Sell Homeworks Realty- CHRIS PERKINS
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87 Prince Street in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202616126
87 Prince Street Chester B0J 1J0
$674,000Residential- Status:
- Active
- MLS® Num:
- 202616126
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,301 sq. ft.
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. More detailsListed by RE/MAX Banner Real Estate (Bridgewater)- CHRIS PERKINS
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430 Mill Lake Road in Hubbards: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202619619
430 Mill Lake Road Hubbards B0J 1T0
$634,900Residential- Status:
- Active
- MLS® Num:
- 202619619
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,900 sq. ft.
Welcome to beautiful Mill Lake, where every day feels like a getaway. This custom-built two-storey home offers the perfect blend of comfort, style, and lakeside living, with a boat launch just steps away. Thoughtfully designed for family living and entertaining, the home features a bright open-concept layout, a charming screened-in porch, a main-floor bedroom and full bath, two additional bedrooms upstairs plus a flexible bonus room, and a fully finished walk-out lower level complete with a private guest suite, cozy fireplace, and full bathroom. Extensively updated and move-in ready, recent improvements include a new roof, freshly painted kitchen cupboards, beautiful quartz countertops, fresh paint throughout, new pot lights and lighting, a new hot water tank, new septic risers, , and an efficient forced-air heat pump for year-round comfort. Perfectly located just 30 minutes from Halifax and 15 minutes from Chester, you’ll also enjoy being only minutes from the Shore Club, Queensland Beach, Hubbards Beach, and Fox Point Beach. Whether you’re searching for a year-round home or the perfect weekend escape, 430 Mill Lake Road offers more than just a beautiful home—it offers a lifestyle where swimming, kayaking, boating, sunsets , snowmobiling, ATVing are just part of your everyday life. It doesn't get any better than this ! More detailsListed by Red Door Realty- CHRIS PERKINS
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28 Oakview Drive in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202623820
28 Oakview Drive Chester B0J 1J0
$459,000Residential- 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 detailsListed by Engel & Volkers (Chester)- CHRIS PERKINS
- 902 441 2818
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3760 Highway 3 in Chester: 405-Lunenburg County Residential for sale (South Shore) : MLS®# 202612046
3760 Highway 3 Chester B0J 1J0
$425,000Residential- Status:
- Active
- MLS® Num:
- 202612046
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,073 sq. ft.
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. More detailsListed by EXIT Realty Inter Lake- CHRIS PERKINS
- 902 441 2818
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Data was last updated November 5, 2026 at 11:20 PM (UTC)
Office Address:
1-2207 Gottingen Street
Halifax, NS, B3K 3B5