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Browse All Windsor NS Between $400K - $500K Properties for Sale

$474,900
6 Beds ⋅ 4 Baths ⋅ 202622069 MLS
Welcome to this spacious 2.5 storey home in an incredible Windsor location, just a short walk from local shops, restaurants, schools, and everyday amenities. With nearly 3,000 sq. ft. of living space, this family home offers 6 bedrooms, 2 full bathrooms, and 2 half baths, providing plenty of room for a growing family, guests, or those looking for flexible living space. The third level is a standout feature, offering a private primary suite complete with its own ensuite bath, a comfortable retreat tucked away from the main living areas. With its generous layout and multiple entrances, there are also plenty of possibilities for the future. The lower level could potentially be converted into a second unit with the addition of a kitchen, making this an attractive option for extended family or additional income. Alternatively, the property's layout and central location could lend itself well to a home-based business, offering the opportunity to live and work in one convenient location. A metal roof and ductless heat pump add practical value, while the walkable setting puts Windsor's amenities close at hand. Whether you're looking for a large family home, a property with income potential, or space to bring your business home, this property is ready to adapt to your needs.

20 Gray Street, Windsor
$495,000
4 Beds ⋅ 2 Baths ⋅ 202621758 MLS
Why pay rent when you can own? This versatile, fully updated over/under duplex at 9 Cedar Street offers stunning views of Lake Pisiquid and an ideal opportunity to offset your mortgage or generate steady rental income or return it to its glory as a single family home. Each unit is a spacious, 1,000+ sq. ft. with its own dedicated furnace and ductless heat pump for year-round comfort and air conditioning. Situated on a corner lot with multiple driveways and ample parking, this turnkey home is seconds away from parks, shopping, and everyday conveniences. Whether you live in one unit and rent the other or keep both as a high-performing investment, this property is built for long-term value.

9 Cedar Street, Windsor
$495,000
4 Beds ⋅ 202621757 MLS
Why pay rent when you can own? This versatile, fully updated over/under duplex at 9 Cedar Street offers stunning views of Lake Pisiquid and an ideal opportunity to offset your mortgage or generate steady rental income. Each unit is a spacious, 1,000+ sq. ft. with its own dedicated furnace and ductless heat pump for year-round comfort and air conditioning. Situated on a corner lot with multiple driveways and ample parking, this turnkey home is seconds away from parks, shopping, and everyday conveniences. Whether you live in one unit and rent the other or keep both as a high-performing investment, this property is built for long-term value.

9 Cedar Street, Windsor
$456,000
4 Beds ⋅ 2 Baths ⋅ 202620675 MLS
Old-World Charm in the Heart of Downtown Windsor! This distinctive, well-loved home has evolved over time while preserving much of its original character in the main living areas. From the covered front porch with gingerbread trim to the private back yard oasis with visiting songbirds, there are inviting spaces to relax, entertain, and enjoy this truly special property. Inside, you'll find high ceilings, ornate detailing, crown moulding, and a decorative stained-glass window that reflect the home’s historic charm. Thoughtful modern updates to systems and equipment throughout provide added comfort and peace of mind (see features list). With 4 bedrooms, 2 full baths, and a variety of flexible spaces, this home easily adapts to many lifestyles. Enjoy areas for living, dining, working from home, crafting, and family gatherings, with 3rd floor bonus room and versatile storage room. The spacious primary bedroom is a peaceful retreat, complete with a charming bump-out bay window and a customized walk-in closet featuring a cozy window seat. On the main level, the home is currently set up as two semi-separate living spaces—ideal for an in-law suite or other independent living arrangement. Prefer a single-family layout? It can easily be converted back. An extra-wide lot offers room for gardening, play space, outdoor entertaining, or future development potential. The back deck provides additional outdoor enjoyment, while the wired detached garage adds parking, workshop, and storage flexibility. Location is unbeatable - just two blocks from downtown shops, the community outdoor pool, library, daycare, and curling club. Everything you need is right at your doorstep. Whether you're a growing family, creative professional, investor, or someone seeking flexible living with income potential, this home offers endless opportunity. Come see it for yourself - there’s so much more to discover!

213 Victoria Street, Windsor
$449,900
2 Beds ⋅ 2 Baths ⋅ 202620590 MLS
Check out the newly launched Cottage Home Collection at The Crossing! If you've been dreaming of the perfect retirement, welcome to Windsor—the place everyone wants to settle down and enjoy the good life. With easy access to the highway for commuting, and hospitals and grocery stores just minutes away, golf courses in close proximity, this welcoming community proves that downsizing your space truly means upsizing your lifestyle. This charming two-bedroom, 1.5-bath cottage designed as affordable footprint homes, they don't compromise on luxury, offering beautiful "big house" finishes throughout. Picture yourself sipping your morning coffee on the covered front porch, or enjoying a peaceful evening on the covered back deck, allowing you to comfortably take in the beauty of the changing seasons. Complete with a convenient small storage garage and an energy-efficient heat pump for reliable heating and cooling all year round, these homes have everything you need. It’s time to embrace the relaxed, worry-free living you deserve! *****PID to be subdivided and lot size to be determined once subdivision is completed. This is a facsimile listing ****

Community Way Unit Lot, Windsor
$449,900
3 Beds ⋅ 2 Baths ⋅ 202620274 MLS
A perfectly renovated 1.5-storey in the heart of Windsor. Within walking distance to all town amenities, the Hants County Aquatic Centre, and with quick highway access, this property is positioned in a well-established neighbourhood and has been thoughtfully designed with function in mind for a variety of different buyers. Situated on a quaint corner lot, this property features a paved driveway, detached single-car garage, a landscaped lot with a privacy hedge, and is steps away from the sidewalk to enjoy your afternoon strolls around town. Inside you will find an open-concept main living space with a brand-new, crisp and clean kitchen with stainless steel appliances included. There is a formal dining space, vinyl plank flooring throughout, and the home is freshly painted. A main-floor bedroom and a beautifully modern 4 pc bath complete the main. The second level consists of a good-sized landing, the perfect place for a reading nook, two generous-sized bedrooms, with the primary including a walk-in closet. There is another fully renovated 4 pc bath, with stylish fixtures and designs throughout. The basement is unfinished but has potential to finish and is the perfect place for storage. Newer windows, siding, front and back deck, roof shingles, an updated 200 amp electrical panel, and municipal services make this property the perfect stress-free home to move into and relax. Situated on a charming street with well-kept neighbours and a bustling town under 45 minutes to HRM and Wolfville, this property boasts potential, easy living and will make a wonderful home for you. Book your viewing today!

155 Wiley Avenue, Windsor
$459,900
3 Beds ⋅ 2 Baths ⋅ 202620046 MLS
Welcome to 8 Lakeview Drive, where timeless charm meets exceptional care in one of Windsor's most established neighbourhoods. This beautifully maintained home offers spacious living areas designed for both comfortable family living and effortless entertaining. The inviting living room features gleaming hardwood floors and a large picture window that fills the space with natural light. The adjoining dining room creates the perfect setting for family gatherings and special occasions. The bright, functional kitchen offers an abundance of solid oak cabinetry, generous counter space, and a large window overlooking the backyard, making meal preparation both practical and enjoyable. Outside, you'll appreciate the attractive curb appeal with mature, landscaped gardens, a paved driveway, and an attached garage. The private yard provides plenty of space to relax, garden, or enjoy outdoor activities. Located just minutes from schools, shopping, recreation facilities, and all the amenities Windsor has to offer, this is a home that combines space, comfort, and an unbeatable location. Whether you're looking for room to grow or simply searching for a home that's been lovingly cared for, 8 Lakeview Drive is ready to welcome its next owners. Call your agent to view today!

8 Lakeview Drive, Windsor
$489,900
2 Beds ⋅ 2 Baths ⋅ 202619763 MLS
Construction is officially underway! Welcome to your next chapter at the "Perfect Pear," a beautiful two-bedroom, two-bath semi-detached home in Windsor’s welcoming retirement community, "The Crossing." Step inside this single-level sanctuary and you'll instantly feel at home, discovering that downsizing truly means upsizing your lifestyle. Picture preparing meals in the gorgeous open-concept kitchen—complete with ample cupboards and a handy pantry—before hosting friends in the airy dining and living areas. The true hero of the home, however, is the sun-drenched sunroom, perfect for quiet, relaxing afternoons. At day's end, retreat to a spacious primary suite featuring double sinks, a walk-in shower, and a wonderfully roomy closet. Complete with an attached garage, an efficient ductless heat pump for year-round comfort, and the peace of mind of an 8-year Lux Home warranty, this property has it all. Located just 40 minutes from Halifax and even closer to Wolfville, it perfectly pairs everyday accessibility with the relaxed Valley lifestyle you’ve been dreaming of.

29A Community Way Unit Lot, Windsor
$489,900
2 Beds ⋅ 2 Baths ⋅ 202619762 MLS
Construction is officially underway! Welcome to your next chapter at the "Perfect Pear," a beautiful two-bedroom, two-bath semi-detached home in Windsor’s welcoming retirement community, "The Crossing." Step inside this single-level sanctuary and you'll instantly feel at home, discovering that downsizing truly means upsizing your lifestyle. Picture preparing meals in the gorgeous open-concept kitchen—complete with ample cupboards and a handy pantry—before hosting friends in the airy dining and living areas. The true hero of the home, however, is the sun-drenched sunroom, perfect for quiet, relaxing afternoons. At day's end, retreat to a spacious primary suite featuring double sinks, a walk-in shower, and a wonderfully roomy closet. Complete with an attached garage, an efficient ductless heat pump for year-round comfort, and the peace of mind of an 8-year Lux Home warranty, this property has it all. Located just 40 minutes from Halifax and even closer to Wolfville, it perfectly pairs everyday accessibility with the relaxed Valley lifestyle you’ve been dreaming of.

29B Community Way Unit Lot, Windsor
$474,999
3 Beds ⋅ 2 Baths ⋅ 202616746 MLS
Welcome Home! This beautifully maintained 3-bedroom, 2-bathroom home is nestled on an almost half-acre (.48-acre) lot in one of Windsor’s sought-after neighbourhoods. Offering the perfect balance of comfort, privacy, and convenience, this property features a peaceful backyard retreat while being just minutes from all amenities. Step inside the front door to the main level, where you’re greeted by warm hardwood floors, classic wood trim, and an abundance of natural light. The open-concept living and dining area creates a comfortable, connected space that’s perfect for everyday living and entertaining. The kitchen is both stylish and practical, featuring rich wood cabinetry, ample storage, and an efficient layout. The adjacent dining area offers walkout access to the back deck—ideal for summer barbecues, morning coffee, or simply enjoying the quiet surroundings. With three bedrooms and two full bathrooms, this home offers excellent flexibility for families, guests, or a home office setup. The layout is functional and inviting, making it easy to settle in and feel right at home. The property boasts a spacious backyard surrounded by mature trees, offering plenty of room for kids, pets, and gardening—or simply relaxing in a private, peaceful setting. Located on a quiet street, this home truly offers the best of both worlds: peaceful, country-style living with the convenience of being just minutes from downtown Windsor. Enjoy nearby schools, parks, walking trails, recreation facilities, shopping, restaurants, and all local amenities, along with quick highway access for an easy commute to Halifax or the Annapolis Valley. Move-in ready and lovingly maintained, this is a place you’ll be proud to call home. Don’t miss your opportunity to make this wonderful property yours.

355 College Road, Windsor
$449,900
5 Beds ⋅ 202616224 MLS
Looking to expand your investment portfolio? This well-maintained fourplex in the heart of Windsor offers an incredible opportunity! Whether you're an investor seeking a solid rental property or a buyer looking to live in one unit while the other 3 help offset your mortgage, this property delivers flexibility and potential. Featuring one 2 bedroom unit and three 1 bedroom units, there's a layout to suit a variety of tenants. The property provides a spacious deck, while the yard creates an inviting outdoor space for residents to relax and unwind. Ample on-site parking ensures convenience for all tenants. Ideally located within walking distance to schools, shopping, restaurants, and everyday amenities, this is a highly desirable location that continues to attract renters. Don't miss your chance to own a fantastic multi-unit property in one of Windsor's most convenient neighbourhoods!

861-865 King Street, Windsor
$475,000
6 Beds ⋅ 202615190 MLS
Looking for a turnkey investment opportunity? Welcome to 192 & 194 Albert Street, a duplex offering two side-by-side, two-storey units on a quiet, tree-lined street. Each unit features 3 above-grade bedrooms, 1.5 bathrooms, main-floor laundry, engineered hardwood flooring, heat pumps, electric baseboard heating, and all appliances are included. A large parking area at the rear provides ample space for tenants, and the roof was replaced in 2021 for added peace of mind. Ideally located within walking distance to grocery stores, the public library, and a variety of everyday amenities, this property offers both convenience and lasting rental appeal. Currently occupied by long-term tenants who are respectful, quiet, clean, and family-oriented, this is an exceptional opportunity to add a quality income property to your investment portfolio.

192/194 Albert Street, Windsor
$475,000
6 Beds ⋅ 4 Baths ⋅ 202615191 MLS
Looking for a turnkey investment opportunity? Welcome to 192 & 194 Albert Street, a duplex offering two side-by-side, two-storey units on a quiet, tree-lined street. Each unit features 3 above-grade bedrooms, 1.5 bathrooms, main-floor laundry, engineered hardwood flooring, heat pumps, electric baseboard heating, and all appliances are included. A large parking area at the rear provides ample space for tenants, and the roof was replaced in 2021 for added peace of mind. Ideally located within walking distance to grocery stores, the public library, and a variety of everyday amenities, this property offers both convenience and lasting rental appeal. Currently occupied by long-term tenants who are respectful, quiet, clean, and family-oriented, this is an exceptional opportunity to add a quality income property to your investment portfolio.

192/194 Albert Street, Windsor
$449,900
5 Beds ⋅ 202612453 MLS
130 Gray Street represents a rare turn-key cash-flowing opportunity in Downtown Windsor. Delivered fully vacant with two separate power meters and recent capital upgrades (roof 2023, electrical, plumbing, kitchens, and baths), an investor can capture current market rents immediately without rent-control restrictions. At a $449,900 acquisition price, the property projects an 8.27% Cap Rate and over $1,000/month in net positive cash flow after debt service—backed by West Hants' long-term commuter population growth along the Highway 101 corridor. This renovated legal duplex with two power meters, separate unit entrances, 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, 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 exterior cedar shingles front of the house, fresh interior/exterior paint, some new vinyl windows, brand-new doors with new hardware, insulated basement walls and upgraded electrical and plumbing systems. One dedicated parking space is provided for the upper unit, with abundant street parking right outside.

130 Gray Street, Windsor
$449,900
5 Beds ⋅ 3 Baths ⋅ 202612454 MLS
130 Gray Street represents a rare turn-key cash-flowing opportunity in Downtown Windsor. Delivered fully vacant with two separate power meters and recent capital upgrades (roof 2023, electrical, plumbing, kitchens, and baths), an investor can capture current market rents immediately without rent-control restrictions. At a $449,900 acquisition price, the property projects an 8.27% Cap Rate and over $1,000/month in net positive cash flow after debt service—backed by West Hants' long-term commuter population growth along the Highway 101 corridor. This renovated legal duplex with two power meters, separate unit entrances, 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, 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 exterior cedar shingles front of the house, fresh interior/exterior paint, some new vinyl windows, brand-new doors with new hardware, insulated basement walls and upgraded electrical and plumbing systems. One dedicated parking space is provided for the upper unit, with abundant street parking right outside.

130 Gray Street, Windsor
$439,900
3 Beds ⋅ 3 Baths ⋅ 202612140 MLS
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.

76 Burgess Crescent, Windsor
$479,900
3 Beds ⋅ 1 Baths ⋅ 202611604 MLS
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.

154 Chestnut Street, Windsor
$449,900
202515545 MLS
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!

773-793 O'brien Street, Windsor
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Between $400K - $500K Windsor Real Estate

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