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Greenwood, NS, B0P 1N0
Digby / Annapolis Royal Town Listings
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548 St George Street in Annapolis Royal: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202400630
548 St George Street Annapolis Royal B0S 1A0 
$795,000Residential- Status:
- Active
- MLS® Num:
- 202400630
- Bedrooms:
- 9
- Bathrooms:
- 9
- Floor Area:
- 3,848 sq. ft.
Welcome to the grand Carlisle House Inn, a true gem nestled amongst other stately heritage homes in the Historic District of Annapolis Royal. This captivating property, dating back to 1868, offers a unique blend of timeless elegance and modern comforts. With its rich history and sensitive renovations, this turnkey Bed & Breakfast presents a remarkable opportunity to own a piece of history while enjoying a thriving hospitality business. Located on the main street, the Carlisle House Inn enjoys prime visibility and accessibility, making it a favoured choice for travelers seeking a memorable escape. With a total of nine air-conditioned bedrooms, each featuring its own ensuite, the Inn promises a comfortable and inviting stay. Thoughtfully rejuvenated, with recent updates including fresh interior & exterior paint, plumbing and electrical upgrades, chimney repairs, a newly re shingled roof, a new and efficient furnace, along with updated oil and hot water tanks and professional landscaping. Outstanding features include luxury antique furnishings throughout, the towering turret, high ceilings, grand sweeping staircase, fireplaces and gleaming birch & walnut flooring. The Inn's Victorian dining room is a time capsule of elegance. With white linen, antique tea cups, and a refined atmosphere, it provides the perfect backdrop for serving traditional Afternoon Tea, popular with guests, locals and visitors. The property boasts a versatile garage/carriage house that beckons artists and creatives. Set in the waterfront town of Annapolis Royal, with its plentiful amenities and attractions, including hospital, school, shops, restaurants, galleries, cafes, pool, famous Farmer’s Market and Harvest Moon Trail. A unique opportunity for an aspiring innkeeper or a connoisseur of heritage homes who wants an elegant home with income, if desired. SELLER FINANCING AVAILABLE. See video tour and 3D Matterport video. More detailsListed by RE/MAX Banner Real Estate(Annapolis Royal)- VAL CONNELL
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36 Drury Lane in Annapolis Royal: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202516990
36 Drury Lane Annapolis Royal B0S 1A0
$649,000Residential- Status:
- Active
- MLS® Num:
- 202516990
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,760 sq. ft.
Step into timeless charm and contemporary luxury with this impeccably restored century home, ideally situated in the very heart of Annapolis Royal. Nestled on an expansive and private lot, this exceptional property offers rare walkability to all the town’s amenities, restaurants, galleries, and cultural attractions—an unbeatable location for both lifestyle and convenience. Lovingly restored over two decades, this residence seamlessly blends original architectural details with thoughtful modern updates. Gleaming hardwood floors, intricate millwork, and preserved features—such as the charming “back kitchen” staircase—reflect the home's rich heritage. A welcoming farmer’s porch leads you into a stunning custom country kitchen, where open-concept design connects effortlessly to a covered rear porch—perfect for indoor-outdoor entertaining. The elegant formal dining room and kitchen are open making an ideal space for hosting, especially with a flow through to a charming covered porch. The spacious living room flows into a year-round sunroom—flooded with natural light and offering serene views of the beautifully landscaped grounds. A main-floor powder room and convenient laundry area enhance daily living, a rare luxury in historic homes. Upstairs, the private primary suite is a true retreat, tucked away at the rear of the home. This unexpected oasis includes a luxurious four-piece ensuite with a custom tiled walk-in shower, jet tub, and large vanity. Two additional bedrooms, a renovated full bathroom, and a bright home office complete the second floor. Zoned for mixed residential use, the property presents a unique opportunity for an in-home business or studio. With ample parking and prime visibility, it’s an ideal setting for an artist, wellness practitioner, or remote professional. Truly turnkey, this remarkable home requires no updates(not a surface has gone untouched) feature sheet provided!—simply move in and enjoy the perfect blend of history, luxury and history! More detailsListed by RE/MAX Banner Real Estate(Annapolis Royal)- VAL CONNELL
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204 151 Ritchie Street in Annapolis Royal: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202611281
204 151 Ritchie Street Annapolis Royal B0S 1A0
$334,500Residential- Status:
- Active
- MLS® Num:
- 202611281
- Bedrooms:
- 1
- Bathrooms:
- 2
- Floor Area:
- 900 sq. ft.
The Academy, one of Annapolis Royal’s most iconic buildings, nearly a century old and beautifully reimagined as a modern condominium community. This two-story loft blends historic character with contemporary comfort, highlighted by a soaring arched window that fills the space with natural light and frames views of the town’s tree-lined streets. The suite has been freshly painted, and the main living area and kitchen were fully renovated less than two years ago with custom cabinetry, built-in shelving, and thoughtful craftsmanship throughout. The kitchen features all new appliances, including an oven with a built-in air fryer and a dedicated microwave shelf for convenience and clean lines. Residents enjoy access to shared amenities including a library, community gymnasium, innovation lab, and a common room with a bathroom for gatherings and events. Assigned parking and secure storage are included. Live within steps of Annapolis Royal’s vibrant waterfront, farmers market, and cultural centre from the comfort of this extraordinary heritage loft. More detailsListed by Exit Realty Town & Country- VAL CONNELL
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477 St George Street in Annapolis Royal: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202620654
477 St George Street Annapolis Royal B0S 1A0
$495,000Residential- Status:
- Active
- MLS® Num:
- 202620654
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 2,500 sq. ft.
A Once-in-a-Lifetime Opportunity. The de Gannes-Cosby House is the oldest wood-framed building in Canada and the world’s oldest existing building in the Acadian architectural style. Built in 1708 and continuously occupied ever since, this remarkable property carries more than three centuries of stories within its walls. Originally constructed for French officer Louis de Gannes de Falaise with funds provided by King Louis XIV, the house later served as the residence of British officer Alexander Cosby, lieutenant-governor of the Fort and town of Annapolis Royal — making it a tangible symbol of the sweeping history that shaped this nation. Carefully restored by Jim and Pauline How this home retains an extraordinary number of original features, including post and beam framing, sections of wattle and daub infill, massive original floorboards, fine pine paneling, and a fieldstone foundation. The planks and beams are believed to have been cut in 1707, and one standout plank in the parlour runs a full 20 feet in length and measures 31 inches wide. Walking through this home is, truly, like stepping into another century. The property offers three bedrooms and one and a half bathrooms across a one-and-a-half-storey layout with an ell, a gambrel roof with dormers, and a painted clapboard exterior. The home also features a barn, and the grounds — just under an acre — are graced with mature trees and bushes surrounding the property, with a shared drive leading to a carriage house at the rear. More detailsListed by RE/MAX Banner Real Estate(Annapolis Royal)- VAL CONNELL
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56 Second Avenue in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202605913
56 Second Avenue Digby B0V 1A0
$375,000Residential- Status:
- Active
- MLS® Num:
- 202605913
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,470 sq. ft.
Welcome to 56 Second Avenue, Digby NS. This well maintained, move in ready bungalow sits in the heart of Digby - walking distance to town amenities (schools, hospital, grocery store, hardware store, banks, restaurants, the waterfront and more!) The main floor of this home has a spacious open concept living area, as well as a newly updated bathroom, and two bedrooms. In the basement you will find the rec room which features a wood stove (installed 2020 & new chimney 2024), a spare room: great for an office or den and the large laundry room which is also a half bath. The outside of this home has a private deck (18x10), a paved wrap around driveway & large shed 16x16 (with a 12x7 addition added in 2025). Move in ready and awaiting its new owners. Book your viewing today! More detailsListed by RE/MAX Banner Real Estate- VAL CONNELL
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109 Second Ave Avenue in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202609993
109 Second Ave Avenue Digby B0V 1A0
$344,900Residential- Status:
- Active
- MLS® Num:
- 202609993
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,387 sq. ft.
Oceanview living in the heart of Digby! This beautifully designed home puts you steps from everything—shops, restaurants, the waterfront, and all the charm of this vibrant seaside town. The attached garage brings you into a spacious lower level featuring a huge entryway as well as a bedroom a den/potential bedroom, and full bath—amazing flexibility for guests, work from home setups, or extra living space. Upstairs, the open concept kitchen, dining, and living area is a showstopper, complete with a gorgeous balcony overlooking the water. Your primary suite offers comfort and convenience with its own ensuite and laundry. With municipal services, efficient electric heat, a heat pump for summer cooling, spray foam insulation, and generator wiring, this home checks all the boxes for modern, low maintenance living. Don’t miss your chance—book a showing with your agent of choice today! More detailsListed by Exit Realty Town & Country- VAL CONNELL
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27 Thomas Road in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202618951
27 Thomas Road Digby B0V 1A0
$397,000Residential- Status:
- Active
- MLS® Num:
- 202618951
- Bedrooms:
- 2
- Bathrooms:
- 1
- Floor Area:
- 600 sq. ft.
Whimsical Cottage by the Sea: This rare 0.60-acre waterfront gem offers a perfect blend of town convenience and absolute privacy. Step from your lawn directly onto a sandy beach to swim, kayak, or watch the world-famous tides, or access the historic Rail Trail right from your backyard. Perfectly scaled at 600 sq ft, this modern eco-luxury cottage functions beautifully as an elite seasonal retreat, low-maintenance primary home, or lucrative rental. The intentional, zen-like design features passive solar orientation for natural warmth, cozy in-floor radiant heating, modern architectural blocks, and solid maple butcher block kitchen counters. Enjoy the rare luxury of total seclusion and wilderness access while remaining moments from Digby’s historic waterfront, shops, and dining. An unmatched investment in lifestyle, whether you seek a peaceful retirement oasis or an active coastal sanctuary. More detailsListed by RE/MAX Banner Real Estate- VAL CONNELL
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111 Prince William Street in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202619642
111 Prince William Street Digby B0V 1A0
$284,900Residential- Status:
- Active
- MLS® Num:
- 202619642
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,447 sq. ft.
Welcome to 111 Prince William street in the charming coastal town of Digby, this 3 bedroom, 1.5 bathroom bungalow offers mature landscaping, a fully fenced backyard, a carport and lots of parking. Inside the galley kitchen leaves room for dining and flows into the living room, a large bathroom with lots of counter space, 2 bedrooms and an office complete the main level, downstairs a laundry, utility, rec room complete with a new wood stove, a large bedroom and 1/2 bath provide space for a growing family or hobby enthusiasts. 2 heat pumps, electric heat and a wood stove provided efficient heating and cooling. This lovely low maintenance home is ready for its next owners. Call an agent of your choice to book a showing. More detailsListed by RE/MAX Banner Real Estate- VAL CONNELL
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65 Prince William Street in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202621978
65 Prince William Street Digby B0V 1A0
$624,900Residential- Status:
- Active
- MLS® Num:
- 202621978
- Bedrooms:
- 6
- Bathrooms:
- 4
- Floor Area:
- 3,528 sq. ft.
Private, tree-lined, and right in the heart of Digby — 1.13 acres that feel a world away from town. This property offers six bedrooms, four bathrooms, and 3,500+ square feet of finished living space, with shopping, the waterfront, restaurants and schools all within walking distance. Out back, mature trees wrap the property in privacy. The 20' × 40' inground pool anchors expansive decking, and a pool house, gazebo and space for a chiminea or fire feature make the whole yard feel closer to a retreat than a backyard — the kind of place you plan your spring, summer and fall around, without ever leaving home. Inside, high ceilings set the tone. The kitchen is made for people who cook and the people who gather around them: a Viking six-burner gas range, a dining nook, and an easy flow into the family room and its propane fireplace. Separate living and dining rooms give you space to host properly. Heat pumps on every level and an attached, heated double garage take care of the seasons. Upstairs, five bedrooms include a loft-style room that works as an office, studio, guest room — or whatever your life calls for. The primary suite has vaulted ceilings, double closets, and a spacious ensuite with plumbing in place, ready for anything from a walk-in shower to a spa-inspired bath. The fully developed lower level adds a sixth bedroom with egress window, a three-piece bath, additional living space, direct garage access, and a rough-in for a future kitchen. It gives you options for extended family, guests, work, play — or simply more room to grow. Improvements also include upgraded exterior drainage. Three residentially zoned PIDs, 1.13 acres, and plenty of room to imagine what comes next. More detailsListed by Exit Realty Town & Country- VAL CONNELL
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- 1 (902) 840-1600
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35 King Street in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202624142
35 King Street Digby B0V 1A0
$329,000Residential- Status:
- Active
- MLS® Num:
- 202624142
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 2,232 sq. ft.
Welcome to 35 King Street located in the coastal town of Digby. This delightful home combines comfort, entertainment and endless possibilities. Nestled on a large double lot this lovely home is more than just a property but a lifestyle waiting to be embraced. The backlot has frontage on 3rd Avenue so you can keep it all for yourself and gardens or explore the prospect of future development. The yard that is already landscaped features a private deck, pool, mature trees and shrubs, a covered veranda and a paved driveway. The main level has a large porch, a bathroom, kitchen, dining room, den or office space and a light filled living room, upstairs 2 spacious bedrooms and another bath, and finally on the third floor another cozy retreat and lots of storage space. Stay comfortable year round with a combination of heat pumps and an oil hot water heating. The spray foamed basement allows for more storage in addition to the wired garage. This home is wired for a generator, well maintained and awaiting its next owners to live, entertain, grow and love this character filled and charming house. Included with the property are the new Fridge and Stove, Solar panels on the garage for heating the pool, pool and pool equipment, canopy on lower deck, new dehumidifier, and the separate lot with water and municipal sewer on 3rd Ave. Please note* The second floor half bath had a tub at one time. The plumbing is still in the floor if the new owners wanted to put a shower in. NEW BREAKER PANEL IS COMING NOVEMBER 2026. PID# 30364509 IS NEGOTIABLE AND DOES NOT HAVE TO BE INCLUDED IN THE SALE. More detailsListed by RE/MAX Banner Real Estate- VAL CONNELL
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39 Sydney Street in Digby: Digby County Residential for sale (Annapolis Valley) : MLS®# 202624553
39 Sydney Street Digby B0V 1A0
$695,000Residential- Status:
- Active
- MLS® Num:
- 202624553
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,851 sq. ft.
Capturing panoramic views over the seaside Town of Digby, this architecturally designed, 5-bedroom, 3-bath residence offers a premium blend of turnkey luxury and income potential. Re-imagined and extensively expanded in 2005 by noted firm Jost Architects, the immaculately maintained home sits on a landscaped, fenced, double corner lot overlooking the harbour and Annapolis Basin. Oversized integrated (heated/wired) double garage, paved brick driveways from both King & Sydney Streets, and full basement for hobbies and storage. This home checks every box! The owners have been operating a profitable B&B with an international clientele using the 2 luxurious second floor bedroom suites plus a 3rd bedroom. There are already bookings for 2027. As such, the property is being sold completely turnkey, with all furnishings, supplies and garden equipment included to seamlessly take over the home and seasonal business. Alternatively, a family who does not wish to take over the business will appreciate this turnkey home, saving costly moving expenses and purchases. The expansive living area flows into the dining and breakfast spaces, to the abundant cabinetry and work areas of the tastefully designed kitchen. Patio doors open to a covered front veranda and a massive wrap-around rear deck- perfect for entertaining guests next to your private garden. A large main-floor bedroom (with fireplace) easily converts to a family room if required. Another bedroom, full bath, laundry station, also on main level. Lots of storage and closet space throughout this home. Efficient heating and cooling supplied by radiant hot water furnace and heat pump. The notable features (such as central vac, generator panel, air exchange) are too numerous to list here, so please request or download the Features and Upgrades sheet. Located on a quiet street, walking distance to restaurants, shops, schools and more. A premier destination for whale watching, seafood, golf, and gorgeous coastal scenery. More detailsListed by Engel & Volkers (Annapolis Royal)- VAL CONNELL
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Data was last updated September 30, 2026 at 09:20 PM (UTC)
