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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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  • Parcel A Bobbitt Drive in St. Croix: Hants County Vacant Land for sale (Annapolis Valley) : MLS®# 202604904

    Parcel A Bobbitt Drive Hants County St. Croix B0N 2E0
    Main Photo: Parcel A Bobbitt Drive in St. Croix: Hants County Vacant Land for sale (Annapolis Valley)  : MLS®# 202604904
    $49,500
    Vacant Land
    Status:
    Pending
    MLS® Num:
    202604904
    Start your dream life and build here in St. Croix! Cleared building lot, with septic approval and driveway put in - it is only minutes to Highway 101 for a super easy commute to the city! Take advantage as gems like these don't come up often! 10 minutes to Windsor for all your local amenities, golfing, shops, and great restaurants! More details
    Listed by Royal LePage Atlantic - Valley(Windsor) and Royal LePage Atlantic (Dartmouth)
    ZACH FRAIL
  • Cemetery/Old Halifax Road in St. Croix: Hants County Vacant Land for sale (Annapolis Valley) : MLS®# 202604977

    Cemetery/Old Halifax Road Hants County St. Croix B0N 2E0
    Main Photo: Cemetery/Old Halifax Road in St. Croix: Hants County Vacant Land for sale (Annapolis Valley)  : MLS®# 202604977
    $649,900
    Vacant Land
    Status:
    Active
    MLS® Num:
    202604977
    35.46 Acres of Agricultural, Winery or Estate Potential - Your Opportunity Awaits! Discover this exceptional 35.46-acre south-eastern sloping property, offering stunning views and sweeping vistas across the Annapolis Valley. Development opportunities abound. Coarse soil testing and depth assessments have been completed, all confirming suitability for orchards, vineyards, or a winery operation. Following purchase in 2022, extensive land development was undertaken, with regular cropping successfully restarted in 2022-24 after a dormancy period of over 50 years. For residential interests, the property can support an estate-style residence, up to nine single-family home lots, or multi-unit development possibilities. (Soil testing and site assessment details are available upon request.) The property has recently been expanded through the purchase of an additional ~2 acres comprising the 60-foot wide unmaintained and abandoned Old Halifax Road that borders the property. This acquisition not only adds meaningful acreage, but also opens two additional access points to the existing maintained sections of the Old Halifax Road. This acreage sits in the heart of the St. Croix community, easily reached via Highway 101 Exit 4. Located just 10 minutes to Windsor and Ski Martock, and 35 minutes to Kentville or Halifax, the property offers prime connectivity to regional amenities and urban centres. The entire land parcel is identified under four PIDs: #45062288, #45062296, #45008976, #45008943. A June 2025 Land Survey and proposed subdivision plan are available in documents. This is a rare opportunity to own a versatile, developed piece of land with proven agricultural viability and flexible residential potential in the growing corridor between the Annapolis Valley and Halifax. More details
    Listed by Engel & Volkers and Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 1011 Burgess Crescent in Windsor: Hants County Multi-Family for sale (Annapolis Valley) : MLS®# 202604799

    1011 Burgess Crescent Hants County Windsor B0N 2T0
    Main Photo: 1011 Burgess Crescent in Windsor: Hants County Multi-Family for sale (Annapolis Valley)  : MLS®# 202604799
    $3,950,000
    Multi-Family
    Status:
    Active
    MLS® Num:
    202604799
    Well-located 24-unit apartment building in the growing community of Windsor, Nova Scotia. The property features a strong unit mix of 19 two-bedroom units and 5 one-bedroom units, appealing to a broad tenant base and providing stable rental demand. Four units have recently been updated, presenting an opportunity for a new owner to continue upgrading suites and increasing rental income over time. Situated in a quiet residential area with convenient access to local amenities, services, and Highway 101, the property is well positioned for tenants commuting throughout the Annapolis Valley. Windsor continues to experience steady growth and strong demand for quality rental housing, making this an attractive opportunity for investors seeking both stable cash flow and long-term upside potential. More details
    Listed by Keller Williams Select Realty (Branch)
    ZACH FRAIL
  • 71 Three Mile Plains Cross Road in Three Mile Plains: Hants County Residential for sale (Annapolis Valley) : MLS®# 202603975

    71 Three Mile Plains Cross Road Hants County Three Mile Plains B0N 2T0
    Main Photo: 71 Three Mile Plains Cross Road in Three Mile Plains: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202603975
    $359,900
    Residential
    Status:
    Pending
    MLS® Num:
    202603975
    Bedrooms:
    2
    Bathrooms:
    1
    Floor Area:
    1,106 sq. ft.
    Looking for an affordable one-level home under an hour from HRM and within 20 minutes to Wolfville? Look no further, this newly renovated bungalow is within 10 minutes to the town of Windsor and would make a perfect starter or retirement home. Situated on just shy of a 1/2 acre lot, there is plenty of space for all your furry friends and children to run and play. There is a 28×30 detached wired garage with high ceilings and plenty of room for storage. Inside the home you will find an open-concept main living space, high ceilings with pot lighting, and a heat pump for heating and cooling. The galley-style kitchen is new as of last year with stylish fixtures and the fridge included. Two spacious bedrooms include the primary with a barn sliding closet door and a cheater ensuite to the newly renovated bathroom, which consists of a newly tiled shower, new vanity, and toilet. There is plenty of storage in the front entry, including laundry access and a trap door to the crawl space. Enjoy the covered front veranda and all the newly modern updates this home has to offer. Take advantage of economical heating costs with the fully paid solar panels. Line up your agent of choice and take a look at what this wonderful property has to offer. More details
    Listed by Exit Realty Town & Country
    ZACH FRAIL
  • 55 Community Way in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202603731

    55 Community Way Hants County Garlands Crossing B0N 2T0
    Main Photo: 55 Community Way in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202603731
    $668,000
    Residential
    Status:
    Active
    MLS® Num:
    202603731
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,300 sq. ft.
    Impressive ! Pride in Ownership throughout in this spacious one level living in desirable Garlands Crossing, Windsor's 55 and over sr community. A lovely open layout boasts a gourmet kitchen with high end appliances, quartz hardtop, 9 foot island and a butlers pantry. Bright living and dining rooms, nicely accented with pot lights, leading to a wonderful screened sun room and adjacent patio deck. Primary bedroom features a beautiful ensuite and walk in closet. The second bedroom/guestroom is located conveniently near main bath. You'll love the laundry convenience here as well. Double garage, lots of storage, loaded with extras, new home warranty, nicely landscaped, 10 x 12 storage shed and also has a double paved driveway. Gorgeous view with Southwest Exposure to end your days. Also features an Irrigation System and air conditioning with the efficient ductless heat pumps. Five minutes to popular Avon Valley Golf Club, 20 minutes to the city. SEE 'LIST OF EXTRAS AND UPGRADES' IN THIS HOME. More details
    Listed by Steve Ingram Realty Ltd.
    ZACH FRAIL
  • 549 O'Brien Street in Windsor: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202603725

    549 O'Brien Street Hants County Windsor B0N 2T0
    Main Photo: 549 O'Brien Street in Windsor: Hants County Commercial for sale (Annapolis Valley)  : MLS®# 202603725
    $2,240,000
    Commercial
    Status:
    Active
    MLS® Num:
    202603725
    Major Bus.:
    Other
    PRIME MIXED USE DEVELOPMENT SITE. Approved Development Agreement for 2 buildings, up to 112 residential units and 10,000 sq ft of ground-level commercial in the growing town of Windsor! Position your next project in this amenity-rich community with a vibrant downtown core, renowned King's-Edgehill School, modern West Hants Sports Complex and local hospital all within walking distance. Flanking existing retail, the site is steps to the picturesque plaza park, the Tregothic trail and walking distance to the charming local foodie scene with the Gerrish & Gray cafe, Hole in the Wall and Naked Crepe. Ski Martock and On Tree Adventure Park are only a 10-minute drive. As the desirable gateway to the Annapolis Valley. Windsor is 20 minutes to Wolfville, Acadia University and Nova Scotia's beautiful wine region, and an easy 45 minute drive to downtown Halifax. Full architectural drawing package available. More details
    Listed by Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 549 O'Brien Street in Windsor: Hants County Multi-Family for sale (Annapolis Valley) : MLS®# 202603724

    549 O'Brien Street Hants County Windsor B0N 2T0
    Main Photo: 549 O'Brien Street in Windsor: Hants County Multi-Family for sale (Annapolis Valley)  : MLS®# 202603724
    $2,240,000
    Multi-Family
    Status:
    Active
    MLS® Num:
    202603724
    PRIME MIXED USE DEVELOPMENT SITE. Approved Development Agreement for 2 buildings, up to 112 residential units and 10,000 sq ft of ground-level commercial in the growing town of Windsor! Position your next project in this amenity-rich community with a vibrant downtown core, renowned King's-Edgehill School, modern West Hants Sports Complex and local hospital all within walking distance. Flanking existing retail, the site is steps to the picturesque plaza park, the Tregothic trail and walking distance to the charming local foodie scene with the Gerrish & Gray cafe, Hole in the Wall and Naked Crepe. Ski Martock and On Tree Adventure Park are only a 10-minute drive. As the desirable gateway to the Annapolis Valley. Windsor is 20 minutes to Wolfville, Acadia University and Nova Scotia's beautiful wine region, and an easy 45 minute drive to downtown Halifax. Full architectural drawing package available. More details
    Listed by Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 8 Abbey Road in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202603062

    8 Abbey Road Hants County Garlands Crossing B0N 2T0
    Main Photo: 8 Abbey Road in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202603062
    $489,900
    Residential
    Status:
    Active
    MLS® Num:
    202603062
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,298 sq. ft.
    Welcome to the "Perfect Pear," where sophisticated mature living meets the charm of The Crossing—Nova Scotia’s most sought-after single-level community. Nestled in the newest phase, this beautiful two-bedroom, two-bathroom semi-detached home is perfectly positioned to capture long, scenic valley views. Step inside and immediately experience that feeling of home, proving that downsizing can truly mean upgrading your lifestyle. The interior flows beautifully with an open-concept kitchen with beautiful cabinetry and a handy pantry, connecting seamlessly to the dining area and a generous living space. Your private sanctuary awaits in the primary suite, featuring double sinks, a spacious walk-in shower, and a wonderfully roomy closet. And don't miss the sun-drenched sunroom—a true highlight perfect for morning coffee or evening relaxation. Practicality is built-in, too, with a ductless heat pump for year-round comfort, an attached garage, and the peace of mind of an 8-year Lux Home warranty. Enjoy the best of both worlds: the relaxed pace of the Valley, just 30 minutes from Halifax and moments from Wolfville! More details
    Listed by Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 417 Wilson Street in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202602836

    417 Wilson Street Hants County Windsor B0N 2T0
    Main Photo: 417 Wilson Street in Windsor: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202602836
    $519,900
    Residential
    Status:
    Active
    MLS® Num:
    202602836
    Bedrooms:
    3
    Bathrooms:
    1
    Floor Area:
    1,311 sq. ft.
    This charming, move-in-ready bungalow is perfectly situated in a sought-after Windsor neighbourhood and has been beautifully updated throughout. A long list of recent upgrades makes this home both stylish and functional, while still offering room to make it your own — including the opportunity to finish and personalize the spacious basement. Featuring 3 bedrooms and 1 full bath, this home offers bright, inviting spaces, new flooring in the bedrooms, bathroom and kitchen, updated bathroom, heat pumps, new appliances, updated kitchen with new cabinet doors with quartz countertops, and a new back deck ideal for relaxing or entertaining. Downstairs, the basement is ready for your vision, with two rooms that could easily be transformed into a home office, gym, or creative space. Step outside to discover the large, mature backyard, generous parking, and a truly dreamy two-storey garage. The lower level provides ample space for a car plus abundant storage for tools and equipment. Upstairs, the open-concept loft features built-in workbenches and high ceiling, making it the perfect spot for a studio or a workshop! The potential here is endless. This property blends comfort, versatility, and character, the perfect combination for modern living in a prime location. More details
    Listed by Engel & Volkers (Wolfville)
    ZACH FRAIL
  • 52-62 Gerrish Street in Windsor: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202602489

    52-62 Gerrish Street Hants County Windsor B0N 2T0
    Main Photo: 52-62 Gerrish Street in Windsor: Hants County Commercial for sale (Annapolis Valley)  : MLS®# 202602489
    $875,000
    Commercial
    Status:
    Active
    MLS® Num:
    202602489
    Major Bus.:
    Office
    Floor Area:
    9,522 sq. ft.
    Well-positioned mixed-use investment property offering current income with exceptional development potential. Located in Windsor, one of the Annapolis Valley’s fastest-growing communities. The main floor features two established commercial/retail units (approx. 3,000 sq ft), both currently occupied. A large front display window enhances visibility and street presence, making the retail/office space well-suited for a wide range of businesses. Unit 1 has a large open office/reception area, a washroom, 3 offices (one currently being used for storage, and a 4th large boardroom/office area. Unit 2 has a spacious reception area, two office spaces, and a washroom. Also on the main level, Unit 3 is a previously rented, currently undeveloped commercial/warehouse area with direct access from Stannus Street. This space includes multiple rooms and a kitchen area and offers excellent development potential. The second floor offers two, 2-bedroom residential apartments, with tenants responsible for their own heat/electricity. The entire third floor, approximately 2,000 square feet, remains undeveloped and presents a rare opportunity for expansion, such as additional residential units, subject to buyer’s plans and approvals. This property includes two PIDs, with the second PID comprising a parking lot accessible from Stannus Street, a valuable asset for both commercial and residential tenants. Situated in the center of town, with excellent exposure, this property is well-suited for investors seeking a combination of stable income, value-add potential, and long-term growth in a thriving Annapolis Valley community. More details
    Listed by Exit Realty Town & Country
    ZACH FRAIL
  • 28 Annie May Court in Garlands Crossing: Hants County Residential for sale (Annapolis Valley) : MLS®# 202602381

    28 Annie May Court Hants County Garlands Crossing B0N 2T0
    Main Photo: 28 Annie May Court in Garlands Crossing: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202602381
    $289,900
    Residential
    Status:
    Active
    MLS® Num:
    202602381
    Bedrooms:
    2
    Bathrooms:
    2
    Floor Area:
    1,184 sq. ft.
    Welcome to 28 Annie May Court! This meticulously maintained mini home is nestled on a quiet cul-de-sac in the highly sought-after 55+ retirement community of "The Crossing" in Garlands Crossing. Step across the charming front veranda and into a bright, open-concept living space designed for comfort and ease. The spacious kitchen offers ample counter space, generous storage, and a stylish backsplash. It flows seamlessly into the dining area that offers patio doors leading to the back deck where you can enjoy beautiful views all year long! The cozy living room is enhanced by a heat pump for year-round comfort. The primary bedroom is privately situated at one end of the home and features a walk-in closet and a full ensuite. At the opposite end, you'll find a large second bedroom, full bathroom and convenient laundry closet- ideal for guests or family. The second bedroom could easily be converted to 2 bedrooms for a total of 3 bedrooms should an additional bedroom be needed. Outside, enjoy a paved driveway and an insulated storage shed for added functionality. With walking trails, ponds and amenities all within minutes, it truly is a serene place to call home. Don't miss this opportunity to join one of the most desirable retirement communities in Nova Scotia! More details
    Listed by Viewpoint Realty Services Inc.
    ZACH FRAIL
  • 1031 Wentworth Road in Sweets Corner: Hants County Residential for sale (Annapolis Valley) : MLS®# 202602316

    1031 Wentworth Road Hants County Sweets Corner B0N 2T0
    Main Photo: 1031 Wentworth Road in Sweets Corner: Hants County Residential for sale (Annapolis Valley)  : MLS®# 202602316
    $449,900
    Residential
    Status:
    Active
    MLS® Num:
    202602316
    Bedrooms:
    5
    Bathrooms:
    2
    Floor Area:
    2,425 sq. ft.
    Perfect for Multi-Generational Living or Income Potential! Step into effortless single-level living on the main floor, featuring three bedrooms with a spacious primary, an inviting office/den, and a bright, modern kitchen refreshed with brand-new countertops. Recent upgrades (Nov/Dec2025) include fresh paint throughout, a stylish tub surround, and a sleek bathroom vanity, while most vinyl windows were replaced just this January for added energy efficiency and curb appeal. Downstairs, a fully finished lower level offers a private entrance, a complete kitchen, bathroom, and laundry hookup—ideal for a secondary suite, guest quarters, or rental income. Entertain year-round on the expansive wrap-around deck and pergola, perfect for three-season enjoyment. A double-wide driveway provides ample parking for friends and family, and the generous lot is framed by mature trees at the rear. Conveniently situated between Windsor and Brooklyn, you’ll enjoy easy access to top-rated schools, local amenities, and Highway 101. This is a great opportunity to own a versatile home with loads of living potential! More details
    Listed by Engel & Volkers (Wolfville) and Engel & Volkers
    ZACH FRAIL
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Data was last updated March 20, 2026 at 05:20 PM (UTC)