Windsor

1011 Burgess Crescent, Windsor: $3,950,000

Tue, 17 Mar 2026 00:00:00 GMT

Multi-Family. Listed at $3,950,000. 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 renovated, presenting an opportunity for a new owner to continue upgrading suites and increasing rental income over time. The building features an older, long-term tenant base, with residents who maintain their units in above-average condition. Situated in a quiet residential area with convenient access to local amenities, services, and Highway 101. 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. Building is right beside the Windsor Regional Hospital. Onsite building manager takes excellent care of the property, and keeps all common areas clean. 2 laundry rooms onsite on both the 1st and 3rd floor of the building, using Coinmatic machines. Non-smoking building and only cats allowed.

Listing agent: Ally Connors

Listing broker: Keller Williams Select Realty (Branch)

549 O'Brien Street, Windsor: $2,240,000

Tue, 03 Mar 2026 00:00:00 GMT

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Commercial. Listed at $2,240,000. Total area: 0 sq. ft.. 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.

Listing agent: Christine Brennan

Listing agent: Jamie Greenough

Listing broker: Engel & Volkers (Wolfville)

549 O'Brien Street, Windsor: $2,240,000

Tue, 03 Mar 2026 00:00:00 GMT

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Multi-Family. Listed at $2,240,000. 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.

Listing agent: Christine Brennan

Listing agent: Jamie Greenough

Listing broker: Engel & Volkers (Wolfville)

52-62 Gerrish Street, Windsor: $875,000

Mon, 09 Feb 2026 00:00:00 GMT

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Commercial. Listed at $875,000. Total 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.

Listing agent: Charlene Meister

Listing broker: Exit Realty Town & Country

172, 184, 194 King Street, Windsor: $799,900

Mon, 08 Sep 2025 00:00:00 GMT

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Commercial. Listed at $799,900. Total area: 10,442 sq. ft.. This commercial property is located in the charming town of Windsor. The town offers a blend of historical significance, natural beauty, and community activities, making it an attractive place for residents and visitors alike. With over 22,000 SF of land this property has endless possibilities with the commericial/residence zoning, One building with over 7,500 SF of finished space as well as an attached garage, second building has over 3,200 SF of finished space, third space is a large parking lot (8,207 SF) perfect location for business or investment opportunity. Windsor provides a welcoming and vibrant environment - Whether you're interested in exploring its historical sites, enjoying its natural beauty, or participating in local events. Close to Highway 101, only 30 minutes to Halifax.

Listing agent: Dawna Candelora

Listing broker: RE/MAX Nova

91 Burgess Crescent, Windsor: $678,350

Wed, 12 Nov 2025 00:00:00 GMT

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Multi-Family. Listed at $678,350. Modern "Open Concept" two storey on town services and only minutes from all amenities. All doors are 36" wide. Fully finished 1 bedroom apartment. Quality laminate flooring throughout finished areas. Main unit has 2 1/2 baths, walk-in closet and en-suite in Primary Bedroom, laundry closet on second level. Plumbing fixtures through builder's samples (or an allowance as negotiated) Optional hard wood stairs to second level add $6,000 plus HST. Cabinet allowance to cover both units is $24,000.00 plus H.S,T., Lighting allowance $1,500.00 plus H.S.T. Fully landscaped lot with double wide Gravel driveway. 7 Year Atlantic New Home Warranty. Act quickly, and choose your own interior colours. Walk out Open concept Basement apartment has a huge Great Room which engulfs the kitchen, dining and living rooms, and a large primary bedroom with walk-in closet, quality cabinets includes built in H.R.V. Conveniently located near the hospital, shopping and highway.

Listing agent: Gary Chambers

Listing agent: Lee Coley

Listing agent: Cara Todd

Listing broker: Century 21 Trident Realty Ltd.

240 King Street, Windsor: $550,000

Tue, 03 Feb 2026 00:00:00 GMT

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Commercial. Listed at $550,000. Total area: 13,620 sq. ft.. Exceptional development opportunity located in the heart of Windsor offering approximately 5640 square feet over two floors with approximately an additional 7900 sq ft on the basement level. Building sits on an 11 600 sq ft corner lot with road frontage on three sides. The building is serviced with municipal water & sewer. Most recently used by the Dept of Justice as a court house, facilities reflect this use. Offers are subject to approval of West Hants Municipal Council and must follow their procedures. See instructions for further details and documents.

Listing agent: Erin Naugler

Listing broker: Viewpoint Realty Services Inc.

154 Chestnut Street, Windsor: $549,900

Wed, 08 Apr 2026 00:00:00 GMT

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Residential. Listed at $549,900. Bedrooms: 3. Bathrooms: 1.0. Total area: 1,178 sq. ft.. Welcome to your new home at 154 Chestnut Street! This beautifully renovated 1.5-storey home blends charm & modern style that will appeal to even the most discerning buyer. From the moment you arrive, you'll be drawn in by the impressive front door and inviting front veranda-perfect for enjoying your morning coffee or unwinding in the evening! Inside, the home has been extensively updated throughout, offering a warm and stylish living space. The main level features a bright, front-facing living room, a spacious dining area ideal for entertaining and a thoughtfully designed kitchen. A convenient main floor laundry room adds everyday ease, while the charming sunporch at the back of the home provides a cozy retreat with direct access to the private backyard (where no one can build behind you!)-perfect for pets, relaxing or hosting guests. Upstairs, you'll find two comfortable bedrooms, a beautifully updated bathroom and a primary bedroom complete with a spectacular walk-in closet. Located in a sought-after, central Windsor neighbourhood, the home is within walking distance to all of the best shops and restaurants. This incredible home offers the perfect blend of character, comfort and convenience.

Listing agent: Angela Mailman

Listing agent: Brenda Newcombe

Listing broker: Viewpoint Realty Services Inc.

304 Clifton Avenue, Windsor: $549,000

Tue, 14 Apr 2026 00:00:00 GMT

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Residential. Listed at $549,000. Bedrooms: 5. Bathrooms: 4.0. Total area: 2,689 sq. ft.. A rare opportunity to own one of Windsor’s most recognizable homes. This stately 2.5-storey Victorian blends timeless architecture with the space and flexibility today’s families need. Positioned on the 5-point corner of Albert, Grey, and Clifton, this property offers almost 2,700 sq. ft. with 5 bedrooms and 4 bathrooms (1 full, 3 half), creating room to live, work, and gather with ease. The grand foyer and sweeping staircase set the tone, leading into elegant double parlours with two sets of pocket doors, a formal dining room, and a reading nook. The spacious eat-in kitchen, mudroom, main floor laundry, and powder room support everyday family living, while the wraparound verandah invites you to relax and take in the home’s character. Details such as stained-glass windows, chandeliers, high ceilings, and hardwood floors reflect the craftsmanship of a bygone era. Upstairs, five bedrooms offer flexibility for growing families, guests, or home offices, along with a full bath and two additional half baths. The attic, with its distinctive windows, presents excellent potential for future living space or storage. A detached double, wired garage adds convenience, and the central location puts you within walking distance of parks, restaurants, amenities, and King's Edgehill School. Not designated as a heritage property, this home offers the rare opportunity to update and personalize while preserving its historic charm.

Listing agent: Cheryl Bullock

Listing agent: Benedict Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)

Listing broker: Royal LePage Atlantic (Dartmouth)

417 Wilson Street, Windsor: $499,900

Tue, 17 Feb 2026 00:00:00 GMT

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Residential. Listed at $499,900. Bedrooms: 3. Bathrooms: 1.0. Total area: 1,359 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.

Listing agent: Jamie Greenough

Listing broker: Engel & Volkers (Wolfville)

614 Obrien Street, Windsor: $489,900

Mon, 30 Mar 2026 00:00:00 GMT

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Multi-Family. Listed at $489,900. Attention investors! This centrally located fourplex in the heart of Windsor offers a prime location just steps to the parks, public swimming pool and all amenities. The main floor offers two 1-bedroom apartments and the upper floor offers two 2-bedroom apartments with a flex/den space on the third floor. Each unit has its own laundry. The property has had numerous upgrades over recent years including a metal roof, conversion to electric heat and each unit on its own meter, many new windows, increased insulation, decking and stairs. Water is included with rent; power is at the tenant's expense. 2 driveways offer onsite tenant parking. Just minutes to Highway 101 access for your tenants convenience.

Listing agent: Angela Mailman

Listing broker: Viewpoint Realty Services Inc.

773-793 O'Brien Street, Windsor: $449,900

Tue, 24 Jun 2025 00:00:00 GMT

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Vacant Land. Listed at $449,900. Attention Developers! Explore the incredible potential of this lot on O’Brien Street in the heart of Windsor. This 2 acre property boasts a prime location in a high-traffic area, just a short stroll to all amenities, making it ideal for a range of ventures. Zoned for general commercial use, the possibilities are endless—imagine retail shops, professional offices, or a combination of these to maximize your investment. The property offers ample parking space, a valuable asset for any development. Don’t miss this chance to bring your project to life in one of Windsor’s most promising locations!

Listing agent: Johnathon Benedict

Listing agent: Benedict Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)

Listing broker: Royal LePage Atlantic (Dartmouth)

125 Cottage Street, Windsor: $449,900

Thu, 26 Mar 2026 00:00:00 GMT

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Residential. Listed at $449,900. Bedrooms: 3. Bathrooms: 1.0. Total area: 943 sq. ft.. Welcome to 125 Cottage Street, perfectly situated on a spacious lot at the end of a quiet cul-de-sac in Windsor. Ideally located next to a nursery school and minutes from Hants Community Hospital, Highway 101 and local amenities. Freshly painted and new flooring throughout. Recent high-value upgrades include an updated bathroom (2026), large and improved carport (2025) and new back deck (2025). With a new oil tank (2024) and a durable metal roof, this is an ideal find for young families or those looking to settle in historic Windsor. A large cement basement provides extra space below. The R-4 Zoning is versatile for investors or entrepreneurs. Bring your dream!

Listing agent: Philip Jonker

Listing agent: CRT Marquis

Listing broker: Keller Williams Select Realty

395 College Road, Windsor: $399,900

Thu, 02 Apr 2026 00:00:00 GMT

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Residential. Listed at $399,900. Bedrooms: 5. Bathrooms: 2.0. Total area: 2,200 sq. ft.. This is the one you’ve been waiting for! Welcome to 395 College Road, perfectly positioned in the heart of Windsor and just a short walk to Kings Edgehill School. This location blends convenience, lifestyle, and long term value which makes it an incredible opportunity for families, professionals, and multi-generational living alike. Inside, you’ll find a bright and functional layout offering five bedrooms and two full bathrooms, thoughtfully split across two levels for flexibility and privacy. The main level features a welcoming living room filled with natural light, a galley kitchen that keeps everything within reach, and a dining area perfect for everyday meals and entertaining. Downstairs, the fully finished lower level adds even more living space, a versatile flex room ideal for a home office, gym, or playroom, and a walkout basement that opens to a fully fenced backyard that is perfect for kids, pets, and summer gatherings. Homes with this much space, flexibility, and walkable convenience rarely come to market. This location offers a short commute to Halifax or New Minas plus you are close to local amenities, hospital, library, eateries, sports centre and so much more! Book your showing today...you won’t want to miss this one!

Listing agent: Jodi Daniels

Listing agent: Bailee Slaunwhite

Listing agent: Daniels Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)

LOT C-4 Payzant Drive, Windsor: $198,900

Mon, 20 Apr 2026 00:00:00 GMT

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Vacant Land. Listed at $198,900. Position your business at the vibrant intersection of commerce and community. Discover a premier commercial lot situated in the heart of Windsor's rapidly expanding business landscape, offering the most flexible General Commercial zoning available. At 0.37 acres, this versatile site accommodates uses ranging from retail, restaurants, daycare, and veterinary clinics to offices and professional services, among many more. Located just steps from the Hospital and West Hants Sports Complex and within walking distance for many local residents, the property ensures you gain immediate access to a steady flow of traffic, making this the ideal foundation to build your presence. With the added potential to develop residential units above the ground-floor commercial space, this location provides a unique opportunity to maximize your investment. Have you been looking for the right place to grow or start your next venture? This is it—secure your place in Windsor's thriving future today!

Listing agent: Christine Brennan

Listing agent: Jamie Greenough

Listing broker: Engel & Volkers (Wolfville)

377 Avon Street, Windsor: $125,000

Mon, 30 Mar 2026 00:00:00 GMT

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Vacant Land. Listed at $125,000. Welcome to 377 Avon Street in Windsor, a rare opportunity to secure a fully serviced vacant parcel in one of the town’s most desirable locations. Tucked away on a quiet dead end street and elevated above Windsor, this property offers beautiful views overlooking Pisiquid Lake and the surrounding area. With municipal sewer and power already in place and a nice level lot, it provides an ideal canvas for your next project. Zoned R2 medium density, this versatile property allows for a range of possibilities, from a thoughtfully designed single family home to a multi unit development, all within a well established residential setting. Located within the Ferry Hill Architectural Control District, all new construction is guided by an Architectural Design Manual to ensure a cohesive, high quality streetscape. This creates a unique opportunity to design and build something truly special that complements the character of the neighbourhood while maintaining long term value. Buyers are encouraged to contact their Realtor to obtain and review the Architectural Design Manual to better understand permitted design elements and requirements. Enjoy the convenience of being just a short walk to downtown Windsor, with shops, restaurants, and everyday amenities close by. Opportunities like this, combining location, services, views, zoning flexibility, and architectural integrity, are few and far between.

Listing agent: Kane Smith

Listing broker: Exit Realty Town & Country