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$375,000
3 Beds 1 Baths 202617958 MLS
Welcome to 311 Stannus Street, a stylish and charming two-storey home in the heart of Windsor. Ideally situated within walking distance of shops, restaurants, everyday amenities, and directly across from the public pool, this property offers convenience and character! The main floor features a welcoming living room that flows into the dining area, along with a well-designed kitchen offering plenty of counter space and storage. A sweet mudroom at the rear provides convenient access to the private backyard and wrap around deck. Upstairs, you'll find a spacious primary bedroom, two additional bedrooms and a full bathroom. A ducted heat pump provides efficient year-round heating & cooling, and in 2022 the roof was replaced and the concrete basement floor was poured. The detached garage is an added bonus, featuring a durable metal roof and its own heat pump. With inviting indoor spaces, excellent outdoor living and a fantastic central location, 311 Stannus Street is a wonderful place to call home!

311 Stannus Street, Windsor

$379,000
3 Beds 2 Baths 202617933 MLS
Welcome to easy living in the heart of historic Windsor, Nova Scotia! Nestled in sought-after Hants County, this well-maintained bungalow offers the perfect combination of comfort, convenience, and low-maintenance living. Ideally located just minutes from the prestigious King's-Edgehill School, this home is perfect for families, professionals, or anyone looking to enjoy one-level living in a charming community. Step inside to discover a bright and inviting layout featuring 3 bedrooms and 1.5 bathrooms. Beautiful hardwood floors add warmth and character throughout the main living spaces, while the functional floor plan offers both comfort and practicality. Outside, you'll appreciate the landscaped yard, designed for minimal upkeep, allowing you to spend more time enjoying your surroundings. Relax or entertain on the private back deck, overlooking a peaceful backyard that provides the perfect setting for summer barbecues, morning coffee, or quiet evenings outdoors. The detached garage offers excellent storage, workshop space, or room to keep your vehicle protected year-round. Located in one of Nova Scotia's most historic towns, you'll enjoy easy access to local shops, restaurants, schools, recreation, and Highway 101 for an easy commute to Halifax or further into the Valley. Whether you're searching for your first home, looking to downsize, or seeking a move-in-ready property in a fantastic location, this Windsor bungalow is one you won't want to miss!

46 Campbell Avenue, Windsor

$619,900
3 Beds 3 Baths 202617287 MLS
Welcome to 496 Highland Avenue, Windsor- a stunning brand-new home perfectly positioned at the top of a hill on a quiet dead-end street, offering modern style, quality craftsmanship and thoughtful design throughout! This beautifully finished two-storey, slab-on-grade home welcomes you with a bright, open-concept main living area, ideal for both everyday living and entertaining. The inviting living room features a sleek electric fireplace, while the dining area provides easy access to the side deck-perfect for enjoying your morning coffee or summer barbecues. The stylish kitchen is complemented by a convenient coffee bar pantry, adding both functionality and charm. A spacious mudroom with access to the attached single-car garage and a convenient two-piece powder room complete the main level. A ducted heat pump provides efficient heating and cooling throughout the home, ensuring year-round comfort. Upstairs, you'll find a well-designed layout offering two comfortable bedrooms, a full bathroom and a dedicated laundry room. The beautiful primary suite is a true retreat, featuring a spacious walk-in closet and an elegant ensuite with double vanities, a walk-in shower and a private water closet. Situated in a desirable Windsor neighbourhood close to schools, parks, shopping, and all amenities, this exceptional new construction home offers the perfect combination of contemporary finishes, practical living spaces, and a peaceful setting. Move in and enjoy the comfort and confidence that comes with brand-new construction!

496 Highland Avenue, Windsor

$449,900
4 Beds 2 Baths 202616969 MLS
Welcome to 2 Chandler Lane, a great family home located on a quiet cul-de-sac just minutes from downtown Windsor. Offering four bedrooms, two bathrooms, a private side yard, and plenty of living space, this home is perfect for families looking to settle into a great neighbourhood. The main level features a bright living room, a functional kitchen with plenty of cabinet space, a dining area overlooking the backyard, and a convenient two-piece bathroom. Upstairs, you'll find four good-sized bedrooms, including the primary bedroom, along with a full four-piece bathroom. The lower level adds even more living space with a large rec room perfect for kids, movie nights, a home office, or a gym. You'll also find the laundry area and additional storage downstairs. Outside, you'll love the private side yard, which offers plenty of room for kids to play, summer BBQs, or simply relaxing with family and friends. Being located on a quiet cul-de-sac means very little traffic, making it an ideal spot for families. The location is hard to beat. You're less than five minutes from Highway 101, making commuting a breeze, and just minutes from all of Windsor's amenities, including grocery stores, restaurants, breweries, shopping, parks, and more. Kings Edgehill School is also just down the road, adding even more convenience for families. Since 2021, the current owners have completed several updates, including ductless heat pumps on both the main and upper levels (2022), fresh paint throughout (2022), a new tile floor and vanity in the powder room (2024), a new oven (2025), a new washer (2025), and updated light fixtures in the kitchen and bedrooms (2025). If you've been looking for a move-in-ready family home in a great location, 2 Chandler Lane is one you'll want to see.

2 Chandler Lane, 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

$489,900
4 Beds 2 Baths 202615326 MLS
SPACIOUS 4-BEDROOM FAMILY HOME IN A DESIRABLE LOCATION IN WINDSOR! Welcome to this beautifully updated four bedroom, two bathroom home located on one of Windsor's most popular streets. Just a short walk to schools, shopping, restaurants and other amenities; this property offers both convenience and comfort. Step outside to your own private backyard oasis featuring an above ground pool, a newly built deck, perfect for entertaining and plenty of space remaining for gardening and outdoor activities. Mature landscaping adds beauty and privacy to the outdoor living space. Inside, you will find a bright and inviting open concept layout filled with natural light. Recent upgrades include all new flooring and fresh paint throughout creating a modern, move in ready home. The spacious rooms and functional floor plan make it ideal for growing families. Completing the property is a wired and insulated garage providing excellent space for storage, hobbies or a workshop. The downstairs has it's own walkout so perfect for teenagers, older family members- it wouldn't take much to make it a separate apartment. This well maintained home combines location, updates and outdoor enjoyment; an opportunity you won't want to miss!

360 Highland Avenue, 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

$329,900
4 Beds 1 Baths 202615038 MLS
Located at Exit 5A in the heart of Windsor, this versatile 4-bedroom, 1-bath property offers a variety of possibilities. Currently zoned Commercial Transition and positioned directly across from local staples like Subway, A&W, and Needs, this location balances high visibility with everyday convenience and offers a straightforward, easy commute to Halifax. Inside, this move-in ready property feels fresh and inviting. It features a new coat of paint throughout, cute kitchen with stainless appliances, vinyl plank flooring, and stylish light fixtures. Whether you are searching for a cozy residential home, a solid rental investment, or a bright, accessible space for your small business, the adaptable floor plan can be opened up on either level to suit your needs. Outside, you’ll love the covered front porch for your morning coffee, and the private rear deck. With a deep gravel driveway for flexible parking and an unfinished basement for extra storage, this property is as practical as it is charming. The spacious rear lot also provides great potential for future expansion in a highly walkable, well-connected area.

324 Wentworth Road, Windsor

$495,000
5 Beds 202612453 MLS
Welcome to 130A and 130B Gray Street! 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. The entire property is currently vacant, allowing you to hand-select your own tenants and set your own rental rates from day one, or Sellers are wiling to rent units prior to closing for new owners.

130 Gray Street, Windsor

$495,000
5 Beds 3 Baths 202612454 MLS
Welcome to 130A and 130B Gray Street! 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. The entire property is currently vacant, allowing you to hand-select your own tenants and set your own rental rates from day one, or Sellers are wiling to rent units prior to closing for new owners.

130 Gray Street, 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

$324,900
2 Beds 1 Baths 202611102 MLS
Welcome to 354 Wentworth Road, a beautifully updated and move in ready 2 bedroom, 1 bath home offering modern comfort, convenience, and an incredible outdoor lifestyle just minutes from Windsor and seconds to Highway 101. Originally renovated from top to bottom with updates including flooring, kitchen cabinetry, windows, siding, roofing, heat pump, and more, this home features a bright open concept layout that feels both functional and inviting. Since its last sale, the property has been taken to the next level with a fully transformed backyard oasis complete with a beautifully designed fenced outdoor space perfect for entertaining, relaxing, or enjoying quiet evenings at home. Whether you’re a first time buyer, downsizer, or someone looking for a turnkey property with major charm inside and out, this one is sure to impress at $325,000.

354 Wentworth Road, 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

$449,900
3 Beds 2 Baths 202609629 MLS
Mornings begin slowly here. Coffee in the sunroom beside the warmth of the propane fireplace, natural light pouring through the windows as the backyard comes to life. In every season, this home feels bright, comfortable, and easy to enjoy. Set on a desirable, walkable street in Windsor, this bungalow offers quiet, laid back living with the convenience of a reasonable commute to Halifax. Surrounded by the beauty of the Annapolis Valley, adventure and charm exist in every direction, from Ski Martock and local wineries to walking trails, farm markets, and locally loved cafes and restaurants. The main level of the home features spacious living areas, two sizeable bedrooms, and multiple gathering spaces, including two charming fireplaces that bring warmth and character into the home. Large windows create an airy feel and allow sunlight to fill the space from morning to evening. The sunroom is truly special, offering a peaceful space to read, unwind, or gather with family and friends, with direct access to the patio. The attached garage adds everyday convenience and comfort while also providing extra storage, easy access to the home and a practical space for hobbies, tools or outdoor gear. The lower level opens up even more possibilities with its own kitchen, full bathroom, bedroom, and living area, making it ideal for multigenerational living, extended guests, or potential income use. A large utility and laundry room provides exceptional storage and functionality. Windsor itself is rich in history, culture, and community spirit. Known for the world famous Windsor Pumpkin Regatta and the Hants County Exhibition dating back to the 1700s, this charming town offers a welcoming small town feel with beautiful historic homes, walkable streets, and the Avon River Causeway Trail just moments away. This is a home that offers comfort, flexibility, and connection to community, nature and a slower pace of life.

332 Wilson Street, Windsor

$2,240,000
202603725 MLS
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.

549 O'brien Street, Windsor

$2,240,000
202603724 MLS
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.

549 O'brien Street, Windsor

$875,000
202602489 MLS
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.

52-62 Gerrish Street, Windsor

$678,350
202527858 MLS
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.

91 Burgess Crescent, Windsor

$799,900
202522965 MLS
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.

172, 184, 194 King Street, Windsor