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130 Gray Street Unit B, Windsor
$439,900
5 Beds ⋅ 202626461 MLS
Attention investors! Whether you are an investor looking for a strong income-producing property or a homeowner hoping to offset your mortgage with a rental income, this fully renovated legal duplex offers an outstanding opportunity. Complete interior renovation from top to bottom, the property features two large units; a 2 bedroom(possibly 3) 1 bath suite on the main level and a 3 bedroom, 2 bath unit spanning the 2nd and 3rd floors. Both units boast new kitchens, new bathrooms, new flooring throughout, new lighting and in unit laundry. A unique highlight is the third floor loft in the upper unit providing versatile extra living space. Complete with it's own kitchenette, bathroom and separate exterior entrance and newly constructed deck. This area is ideal for a private primary suite, guest accomodations or a self contained retreat/office/ artistic space.Enjoy the convenience of being within walking distance to local shops, coffee shops, pubs,parks,playgrounds,town swimming pool and the sports complex! With easy access to Hwy 101 this location offers excellent convenience for residents and commuters alike! With the major upgrades and improvements taken care of, this turnkey property is ready for its next owner! Whether you're expanding your portfolio or looking for a property that helps pay its own way, this versatile duplex offers an excellent opportunity in a convenient Windsor location.

130 Gray Street Unit B, Windsor

203/205 Gray Street, Windsor
$575,000
8 Beds ⋅ 3 Baths ⋅ 202625024 MLS
A rare opportunity in Windsor, this beautifully maintained century-old side-by-side duplex combines historic character with thoughtful updates and exceptional care. Both spacious units feature new kitchens, updated bathrooms, new flooring, improved heating, an additional half bath and numerous other upgrades, all completed without sacrificing the warmth and charm of the home. Unlike many duplexes, each side truly lives like a full-sized single-family home, offering four bedrooms plus a den and loads of living space. Outside, mature landscaping creates a beautiful backyard setting, while each unit enjoys its own attractive storage shed and separate driveway, adding to the privacy and independence of each side. The condition of this property is truly impressive, making it ideal for an owner-occupier looking to live comfortably on one side while renting the other to significantly offset their mortgage. With estimated rental potential of approximately $2,400-$2,700 per month per side, it also offers excellent flexibility for investors or multi-generational living. Properties of this age, size and character are rarely found in such remarkably well-kept condition. This is one you truly need to see in person to fully appreciate.

203/205 Gray Street, Windsor

886 King Street, Windsor
$399,900
3 Beds ⋅ 2 Baths ⋅ 202622684 MLS
Attention Investors! Here’s your chance to secure a prime income property at 886 King Street, now listed at $399,900—a side-by-side duplex ideal for launching or expanding your rental portfolio. The main unit, currently owner-occupied, features 2 bedrooms, offering the perfect setup for house hacking or generating future rental income. The back unit is a well-maintained 1-bedroom, already rented for $1550/month, providing immediate cash flow. Each unit boasts its own private entrance, in-suite laundry, modern kitchen, and updated bathroom, making them highly desirable to tenants. Recent upgrades include energy-efficient heat pumps, new flooring, fresh paint, and more—ensuring minimal maintenance and maximum appeal. The property also offers ample parking, a private backyard, and low-maintenance landscaping. Situated in the vibrant town of Windsor, with municipal water and sewer, you’re close to schools, trails, recreation facilities, shops, and all essential amenities. Located at the gateway to the beautiful Annapolis Valley, this is a smart investment that blends lifestyle with strong rental potential—don’t miss out on this high-demand opportunity!

886 King Street, Windsor

257 Wiley Avenue S, Windsor
$1,290,000
7 Beds ⋅ 202611033 MLS
257 Wiley Avenue presents an excellent opportunity to acquire a well-maintained legal 11-unit residential apartment building in the growing community of Windsor, Nova Scotia. Please note, the building contains 13 units but would require a change in the development agreement through the County office. Originally constructed circa 1899 and substantially renovated in 2013, this income-producing property combines historic character with important modern upgrades and long-term investment stability. The building features wood frame construction on a solid masonry brick foundation, with a gabled asphalt-shingled roof and attractive decorative wood siding that enhances curb appeal. Interior finishes include fire-rated drywall throughout, complemented by a mix of hardwood and laminate flooring, creating durable and appealing living spaces for tenants. The property is serviced by a 400-amp electrical system and heated with electric radiant baseboard heaters throughout the building. Plumbing includes 13 full 4-piece washrooms featuring tub/shower combinations, toilets, and sinks. Additional improvements include a municipal sewer main line replacement completed in November 2025, providing added confidence for future ownership. With its strong unit count, extensive renovations, solid construction, and desirable Windsor location, 257 Wiley Avenue represents a rare opportunity for investors seeking a stable, cash-flowing multi-residential asset with long-term upside potential.

257 Wiley Avenue S, Windsor

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