Direct: 902-300-6606

Windsor Properties

Windsor NS, historic family community in the Annapolis Valley

Windsor is a heritage community with a rich history and is currently experiencing a rebirth. The town is once again growing and prospering as developments and construction can been seen all over town.
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  • 7800 Highway 14 in Brooklyn: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202612576

    7800 Highway 14 Hants County Brooklyn B0N 2A0
    Main Photo: 7800 Highway 14 in Brooklyn: Hants County Commercial for sale (Annapolis Valley)  : MLS®# 202612576
    $299,900
    Commercial
    Status:
    Active
    MLS® Num:
    202612576
    Major Bus.:
    Other
    Floor Area:
    3,042 sq. ft.
    Have you ever thought of transforming a historic church into something truly extraordinary? This could be your opportunity. Set on a 1.87 acre lot int he heart of Brooklyn, this circa 1870 church is rich with character and original craftsmanship. From the handcrafted and stunning stained glass to the french doors and woodwork, the charm resonates. The lower level has kitchen space and a bathroom as well as approximately 2000 sqft waiting for vision. Main level has the former office, foyer, congregation hall, and viewing balcony. Some of the images are AI generated, red outline on the map is for illustration of property boundaries and not exact lot lines. Currently zoned Institutional. More details
    Listed by Viewpoint Realty Services Inc.
    ZACH FRAIL
  • 5951 Highway 14 in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612553

    5951 Highway 14 Hants County Garlands Crossing B0N 2T0
    Main Photo: 5951 Highway 14 in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612553
    $345,000
    Residential
    Status:
    Active
    MLS® Num:
    202612553
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,168 sq. ft.
    Looking for space to roam? This recently updated 2 bedroom, 1.5 bathroom home offers comfortable living with a relaxed country feel and plenty of space to enjoy inside and out. The main floor has a spacious country kitchen, separate dining area, living room, and a convenient half bath/laundry just off the large mudroom. Upstairs are two bedrooms and a 4 piece bathroom. The home is on a generous sized lot and comes with two additional PIDs. There are two driveways, lots of parking at the back of the house and an additional parking area at the road side of the lot. Established landscaping includes wisteria, forsythia, white lilac, and more. A great blend of comfort and convenience, located with quick access to the highway and just a few minutes to grocery stores and other conveniences. More details
    Listed by Viewpoint Realty Services Inc.
    ZACH FRAIL
  • 130 Gray Street in Windsor: Hants County Multi-Family for sale (Annapolis Valley) : MLS®# 202612453

    130 Gray Street Hants County Windsor B0N 2T0
    Main Photo: 130 Gray Street in Windsor: Hants County Multi-Family for sale (Annapolis Valley)  : MLS®# 202612453
    $569,000
    Multi-Family
    Status:
    Active
    MLS® Num:
    202612453
    Welcome to 130A and 130B Gray Street! Whether you are a seasoned investor looking for an asset with an exceptional cap rate and zero deferred maintenance, or an owner-occupier searching for a premium mortgage helper, this property is an absolute standout. Fully renovated top-to-bottom, this legal duplex features a spacious 2-bedroom, 1-bathroom unit on the main level, and a 3-bedroom, 2-bathroom unit spanning the second and third floors. Each unit boasts a brand-new kitchen, modern bathrooms, fresh flooring throughout, bright LED lighting, separate power meters, and dedicated in-suite laundry. The real showstopper is the upper level of Unit 130B, which offers a bonus third-story loft space. Complete with its own kitchenette, bathroom, and separate exterior entrance via a newly constructed deck, this area can easily function as a private primary suite, a guest setup, or a premium bachelor-style space. Located just steps away from local shops, festival grounds, the historic Mermaid Theatre, and public transit, while offering effortless access to Highway 101 for an easy commute. Extensive recent upgrades include a new roof (2023), replaced some exterior cedar shingles, fresh interior/exterior paint, some new vinyl windows, brand-new doors with modern hardware, insulated basement walls and fully upgraded electrical and plumbing systems. There is absolutely nothing left to do but collect premium market rents or move in and let your tenants pay your mortgage! One dedicated parking space is provided for the upper unit, with abundant street parking right outside. Best of all, the entire property is currently vacant, allowing you to hand-select your own tenants and set your own rental rates from day one. Properties with this level of cash-flow flexibility and finish execution rarely hit the market—book your viewing today! More details
    Listed by RE/MAX Nova (Halifax)
    ZACH FRAIL
  • 130 Gray Street in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612454

    130 Gray Street Hants County Windsor B0N 2T0
    Main Photo: 130 Gray Street in Windsor: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612454
    $569,000
    Residential
    Status:
    Active
    MLS® Num:
    202612454
    Bedrooms:
    5
    Bathrooms:
    3
    Floor Area:
    2,147 sq. ft.
    Welcome to 130A and 130B Gray Street! Whether you are a seasoned investor looking for an asset with an exceptional cap rate and zero deferred maintenance, or an owner-occupier searching for a premium mortgage helper, this property is an absolute standout. Fully renovated inside, top-to-bottom, this legal duplex features a spacious 2-bedroom, 1-bathroom unit on the main level, and a 3-bedroom, 2-bathroom unit spanning the second and third floors. Each unit boasts a brand-new kitchen, modern bathrooms, fresh flooring throughout, bright LED lighting, separate power meters, and dedicated in-suite laundry. The real showstopper is the upper level of Unit 130B, which offers a bonus third-story loft space. Complete with its own kitchenette, bathroom, and separate exterior entrance via a newly constructed deck, this area can easily function as a private primary suite, a guest setup, or a premium bachelor-style space. Located just steps away from local shops, festival grounds, the historic Mermaid Theatre, and public transit, while offering effortless access to Highway 101 for an easy commute. Extensive recent upgrades include a new roof (2023), replaced some exterior cedar shingles, fresh interior/exterior paint, some new vinyl windows, brand-new doors with modern hardware, insulated basement walls and fully upgraded electrical and plumbing systems. There is absolutely nothing left to do but collect premium market rents or move in and let your tenants pay your mortgage! One dedicated parking space is provided for the upper unit, with abundant street parking right outside. Best of all, the entire property is currently vacant, allowing you to hand-select your own tenants and set your own rental rates from day one. Properties with this level of cash-flow flexibility and finish execution rarely hit the market—book your viewing today! More details
    Listed by RE/MAX Nova (Halifax)
    ZACH FRAIL
  • 42-50 GERRISH Street in Windsor: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202612432

    42-50 GERRISH Street Hants County Windsor B0N 2T0
    Main Photo: 42-50 GERRISH Street in Windsor: Hants County Commercial for sale (Annapolis Valley)  : MLS®# 202612432
    $1,650,000
    Commercial
    Status:
    Active
    MLS® Num:
    202612432
    Major Bus.:
    Medical
    Floor Area:
    11,772 sq. ft.
    42–50 Gerrish Street presents a mixed-use investment opportunity in the heart of Downtown Windsor, NS. The property features a combination of commercial and residential space within one of Windsor’s most established commercial corridors, surrounded by local businesses, healthcare services, and everyday amenities. The asset benefits from strong visibility, walkable access, and ample on-site parking accessed from Stannus Street, a rare feature within the downtown core. Conveniently located just minutes from Highway 101, the property offers accessibility for both tenants and customers while being positioned within a community continuing to see residential and commercial growth. More details
    Listed by Holm Realty Limited
    ZACH FRAIL
  • 42 Elizabeth Avenue in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612389

    42 Elizabeth Avenue Hants County Garlands Crossing B0N 2T0
    Main Photo: 42 Elizabeth Avenue in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612389
    $489,900
    Residential
    Status:
    Active
    MLS® Num:
    202612389
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,150 sq. ft.
    Welcome to this charming 2-bedroom, 2-bathroom home, thoughtfully designed for comfortable one-level living and ideal for those looking to downsize without compromising comfort or convenience. Perfectly located just minutes from Hants Community Hospital and all of Windsor’s fantastic amenities, this move-in ready property offers the perfect blend of practicality, efficiency, and charm. Inside, you’ll appreciate the functional layout featuring a spacious mudroom with plenty of shelving and storage, along with the convenience of an attached single garage. Built with durable ICF construction and equipped with an energy-efficient heat pump, this home is designed to keep you comfortable year-round. One of the standout features of this home is the beautiful sunroom located at the back of the property - a bright and inviting space perfect for enjoying your morning coffee, reading a book, or simply relaxing while overlooking the backyard. The sunroom flows seamlessly onto the back deck and cozy patio area with privacy wall fencing, creating the ideal setting for entertaining family and friends or enjoying peaceful outdoor living. With quick and easy highway access nearby, commuting is effortless while still allowing you to enjoy the charm and convenience of small-town living. Whether you’re starting a new chapter or searching for low-maintenance living, this beautiful home truly checks all the boxes. Don’t miss your chance to make it yours. Call your REALTOR® today to book your private showing! More details
    Listed by Royal LePage Atlantic - Valley(Windsor)
    ZACH FRAIL
  • 76 Burgess Crescent in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612140

    76 Burgess Crescent Hants County Windsor B0N 2T0
    Main Photo: 76 Burgess Crescent in Windsor: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612140
    $469,900
    Residential
    Status:
    Active
    MLS® Num:
    202612140
    Bedrooms:
    3
    Bathrooms:
    3
    Floor Area:
    1,851 sq. ft.
    Welcome to 76 Burgess Crescent, a beautifully designed 1-year-old semi-detached home offering modern style and everyday comfort in a prime location. The main floor features an open concept living room, dining area, and kitchen complete with custom cabinetry, quartz countertops, convenient main floor laundry, and a half bath. Upstairs, you’ll find a spacious primary bedroom with a walk-in closet and private ensuite bath, along with two additional generously sized bedrooms and a full main bath. Outside, enjoy a nicely tucked-in backyard perfect for relaxing or entertaining. Just Minutes away from all amenities Windsor has to offer and just 30 mins to HRM. More details
    Listed by Royal LePage Atlantic - Valley(Windsor) and Royal LePage Atlantic (Dartmouth)
    ZACH FRAIL
  • 250 Gray Street in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612123

    250 Gray Street Hants County Windsor B0N 2T0
    Main Photo: 250 Gray Street in Windsor: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612123
    $599,000
    Residential
    Status:
    Active
    MLS® Num:
    202612123
    Bedrooms:
    4
    Bathrooms:
    2
    Floor Area:
    1,644 sq. ft.
    Step into the timeless charm of this classic Craftsman-style century home, featuring Boston headers, a grand foyer, formal dining room, and an expansive bead-board sun porch stretching the full length of the house. Rich with character, the home offers French doors, a cozy wood-insert fireplace, pantry/scullery kitchen, updated 4-piece bath, heat pumps, and upgraded electrical service. Perfectly positioned for exceptional walk-ability, you’re just steps from the curling club, library, post office, pubs, coffee shops, and ice cream parlour, with highway access only two minutes away. A detached garage/workshop with covered porch overhang adds even more versatility to this charming property. More details
    Listed by Viewpoint Realty Services Inc.
    ZACH FRAIL
  • 10 Elizabeth Avenue in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202612348

    10 Elizabeth Avenue Hants County Garlands Crossing B0N 2T0
    Main Photo: 10 Elizabeth Avenue in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202612348
    $565,000
    Residential
    Status:
    Active
    MLS® Num:
    202612348
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,190 sq. ft.
    The sweetest garden home in the collection. The “Cortland” is a beautiful 2 bedroom and 2 full bathroom that packs big home features into the sweetest most comfortable package. You’ll be pleasantly surprised by the large kitchen that offers function and style. Big island with quartz countertops, with lots of cabinetry, thoughtfully positioned to maximize the space. A large pantry to ensure all your kitchen gadgets and appliances have an organized space to live. The primary bedroom is a delight with a beautiful ensuite with a walk-in shower and a must-see-to-believe walk-in closet. A full bathroom close to the second bedroom offers comfort for guests or entertaining. Heat pump to efficiently heat and cool all year round. A covered back deck offers functionality for summer enjoyment with a lovely nice-sized backyard. 8-year Lux home warranty included. Look no further, it’s time to enjoy the valley's most desirable retirement community. More details
    Listed by Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 17 Community Way in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202611886

    17 Community Way Hants County Garlands Crossing B0N 2T0
    Main Photo: 17 Community Way in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202611886
    $649,900
    Residential
    Status:
    Active
    MLS® Num:
    202611886
    Bedrooms:
    3
    Bathrooms:
    2
    Floor Area:
    1,658 sq. ft.
    The Gravenstein is the flagship model of the garden home collection, designed to offer generous living space while maintaining an easy, low-maintenance lifestyle. With 3 bedrooms and 2 full baths, it’s a perfect fit for anyone hoping to simplify without giving up room to breathe. You’ll love the spacious kitchen—complete with a quartz island, excellent storage, and a walk-in pantry that keeps everything neatly tucked away. The primary bedroom feels like a retreat, featuring a gorgeous ensuite with a tiled walk-in shower and an impressive walk-in closet. Laundry and extra storage are conveniently located just steps away. Two additional bedrooms and a full bath sit on the opposite side of the home, giving guests privacy and comfort. A heat pump ensures year-round efficiency, while the covered back deck provides a great spot to enjoy warm days and a pleasant backyard. With landscaping, a paved driveway, and what is remaining of the 8-year Lux warranty, this home offers peace of mind in one of the Valley’s most desirable communities—just 30 minutes from Halifax. More details
    Listed by Keller Williams Select Realty (Kentville)
    ZACH FRAIL
  • 860 Windsor Back Road in Three Mile Plains: Hants County Residential for sale (Annapolis Valley) : MLS®# 202611869

    860 Windsor Back Road Hants County Three Mile Plains B0N 2T0
    Main Photo: 860 Windsor Back Road in Three Mile Plains: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202611869
    $339,900
    Residential
    Status:
    Pending
    MLS® Num:
    202611869
    Bedrooms:
    3
    Bathrooms:
    1
    Floor Area:
    1,413 sq. ft.
    Charming and well-maintained 3-bedroom bungalow situated on a beautifully landscaped 16,200 sq. ft. level lot with municipal water and sewer services. This inviting home features an eat-in kitchen, bright living room with a large picture window, and spacious bedrooms. Hardwood flooring accents the main living room, while durable vinyl flooring runs throughout the remainder of the home. All main living area windows are vinyl for efficiency and low maintenance. The lower level offers excellent additional living space with a large family room, utility area, Laundry and workshop—ideal for hobbies, storage, or future development potential. Outside, you’ll find a detached wired and insulated garage complete with loft storage, along with a double paved driveway providing ample parking space. Recent upgrades include re-shingled roofs on both the home and garage (2023), newly paved driveway (2024), new exterior soffits, and a bathroom upgrade (2025). Heating is provided by efficient oil hot water baseboards controlled with electronic thermostats. This property offers comfortable family living in a desirable setting with plenty of outdoor space and numerous recent improvements already completed. More details
    Listed by Homelife City & Valley
    ZACH FRAIL
  • 154 Chestnut Street in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202611604

    154 Chestnut Street Hants County Windsor B0N 2T0
    Main Photo: 154 Chestnut Street in Windsor: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202611604
    $499,900
    Residential
    Status:
    Active
    MLS® Num:
    202611604
    Bedrooms:
    3
    Bathrooms:
    1
    Floor Area:
    1,465 sq. ft.
    Welcome to 154 Chestnut Street, a meticulously renovated 3 bedroom, 1.5-storey residence where historic charm meets contemporary sophistication, and has stayed in the same family for over 80 years! Ideally situated within walking distance of the prestigious King’s-Edgehill School, this home impresses from the outset with its striking entry and inviting new front veranda. The interior has undergone extensive updates, including a beautifully modern bathroom featuring a custom glass shower. The main level offers a light-filled living room, a generous dining area designed for hosting, and a gourmet-inspired kitchen. Practicality is enhanced by a main-floor laundry suite and a rear sunporch that opens to a private, protected backyard with no one building behind you. Upstairs, the primary suite features an expansive walk-in closet, offering a perfect blend of luxury and convenience in the heart of Windsor. More details
    Listed by Royal LePage Atlantic - Valley(Windsor) and Royal LePage Atlantic (Dartmouth)
    ZACH FRAIL
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Data was last updated June 1, 2026 at 05:20 PM (UTC)