Windsor Listings
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208E Burgess Crescent in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202418348
208E Burgess Crescent Windsor B0N 2T0 
$529,900Residential- Status:
- Active
- MLS® Num:
- 202418348
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,600 sq. ft.
Modern "Open Concept" two storey on town services and only minutes from all amenities. All doors are 36" wide. Full walk-out basement to be insulated, wired and dry walled, with optional rough full bath. (Extra: Basement fully finished may contain apartment) Quality laminate flooring throughout finished areas. 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. Kitchen allowance is $12,500.00 plus H.S,T., Lighting allowance $1,000.00 plus H.S.T. Fully landscaped lot with double wide Gravel driveway. 7 Year Atlantic New Home Warranty. Act quickly, and choose your own colors of siding, roof, walls etc. More detailsListed by Century 21 Trident Realty Ltd.- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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549 O'Brien Street in Windsor: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202507646
549 O'Brien Street Windsor B0N 2T0
$2,450,000Commercial- Status:
- Active
- MLS® Num:
- 202507646
- Major Bus.:
- Other
PRIME MIXED USE DEVELOPMENT SITE Attention builders - Approved Development Agreement for up to 112 residential units and 10,000 SF of 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 recreation complex and local hospital all within walking distance. Flanking existing retail, the site is steps to the picturesque plaza park, a renowned location for film producers, 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. Drawing package available for 109 units. More detailsListed by Engel & Volkers (Wolfville)- WHITNEY PURDY
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- 1 (902) 6983883
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543 & 549 O'Brien Street in Windsor: Hants County Commercial for sale (Annapolis Valley) : MLS®# 202507647
543 & 549 O'Brien Street Windsor B0N 2T0
$6,450,000Commercial- Status:
- Active
- MLS® Num:
- 202507647
- Major Bus.:
- Shopping Centre
- Floor Area:
- 10,000 sq. ft.
INVESTMENT OPPORTUNITY: FULLY LEASED RETAIL PLAZA AND MULTI RESIDENTIAL DEVELOPMENT LAND Maximize your investment portfolio with the combination of this four-unit, fully-leased retail plaza PLUS adjacent mixed use development site! This landmark O'Brien retail building was newly constructed in 2023 and boasts national-chain tenants, ample parking, premium street exposure, top construction methods and striking curb appeal. Tie in the adjacent mixed use parcel that already has a development agreement in place for up to 112 residential units over 2 buildings plus another 10,000 SF of ground level commercial. Perfectly positioned as the epi-centre of Nova Scotia's four season lifestyle destination, Windsor is the connector between Halifax Regional Municipality and the Annapolis Valley wine-region. Area amenities include: Hospital, Recreation Sports Complex, internationally renowned King's Edgehill School, charming downtown core, thriving foodie scene, Ski Martock, ample trail systems, waterfront park and so much more. Only 45 minutes to downtown Halifax. Be part of one of the fastest growing regions in Canada. More detailsListed by Engel & Volkers (Wolfville)- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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993 King Street in Windsor: Hants County Multi-Family for sale (Annapolis Valley) : MLS®# 202509769
993 King Street Windsor B0N 2T0
$1,225,000Multi-Family- Status:
- Active
- MLS® Num:
- 202509769
One of a kind property . Spot zoned R3 to allow many uses. Presently 8 units each is the size of a single family home 6 bungalow units and a Century side by side Duplex . Each unit has 3br,LR,DR,KIT and basement for rough storage. The large century units have finished attics. Each unit pays heat and lights and has - in unit laundry. This is basically 8 3br houses. Wonderful location with Pleasant grounds and greenery. Great live in property or investment. This property has below market rents but can bring in a truck load of money. MWH says this lot can have up to 12units plus 5 Bonus units and additional units can be applied for (see attached Zoning uses) This is a property with many uses and much opportunity. Big family or Group every one can have their on house .with R-3 Zoning B&B is allowed - Rooming house is allowed. Home for special care or residential care is allowed. One Bungalow unit can be viewed prior to offering. Cash back on closing for improvements. More detailsListed by City St Realty- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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49 Underwood Drive in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202512627
49 Underwood Drive Windsor B0N 2T0
$555,000Residential- Status:
- Active
- MLS® Num:
- 202512627
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,100 sq. ft.
Income Potential! There is a fully self contained one bedroom in-law suite in the lower level of the home while offering a full 3 bedrooms and 1 and a half baths on the two upper levels. The main floor dining room and kitchen have that warm cottage vibe while offering space to gather together. The large living room spans the length of the home and has a beautiful, stone hearth where a fireplace could be installed. Leading out to the back patio area is the 2 piece bathroom and large storage closet that could house a second laundry unit. A spacious, oak staircase leads to the upper level of the home and the 3 additional bedrooms. The four piece bathroom has stand alone shower, a soaker tub, as well as a private door to the primary bedroom. The suite in the lower level has a private exterior entrance through the back gardens, open kitchen and living room, 3 piece bath with large, walk in shower, and spacious bedroom with walk in closet. The beautiful back garden has multi level decks, a fenced above ground pool, garden shed, and more. Additional features of the home include ductless heat pumps, metal roof, fire pit area, and can include some furnishings. More detailsListed by RE/MAX NOVA (Windsor)- WHITNEY PURDY
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- 1 (902) 6983883
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221 Wiley Avenue in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202515323
221 Wiley Avenue Windsor B0N 2T0
$499,900Residential- Status:
- Active
- MLS® Num:
- 202515323
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 2,049 sq. ft.
Welcome to this charming 4 bedroom, 2 1/2 bath, 2 1/2 story home with a detached garage, exuding character and original woodwork throughout. This beautiful property is situated on a large lot within walking distance to amenities and shopping. As you enter the main floor, you are greeted by hardwood and softwood floors that lead you through the living room featuring a cozy wood insert fireplace, a spacious family room, formal dining room, well-equipped kitchen, convenient half bath, and a new 3-piece bathroom. Additionally, a welcoming screened-in sunroom provides the perfect spot for enjoying sunny evenings. The grand staircase leads to the second floor where you will find three bedrooms, an office or nursery space, and a full 4-piece bathroom. The top floor boasts a large fourth bedroom offering flexibility for various living arrangements. This home offers the perfect blend of historic charm and modern updates in a convenient location. Don't miss your chance to own this delightful property with plenty of space for comfortable living and entertaining. More detailsListed by Royal LePage Atlantic - Valley(Windsor)- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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773-793 O'Brien Street in Windsor: Hants County Vacant Land for sale (Annapolis Valley) : MLS®# 202515545
773-793 O'Brien Street Windsor B0N 2T0
$500,000Vacant Land- Status:
- Active
- MLS® Num:
- 202515545
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! More detailsListed by Royal LePage Atlantic - Valley(Windsor) and Royal LePage Atlantic (Dartmouth)- WHITNEY PURDY
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- 1 (902) 6983883
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264 Highland Avenue in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202516290
264 Highland Avenue Windsor B0N 2T0
$455,000Residential- Status:
- Active
- MLS® Num:
- 202516290
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 3,406 sq. ft.
Welcome to this charming family home in a sought-after Windsor neighborhood, close to highway access and downtownamenities.Set on a generous lot, the large backyard is perfect for gardening or outdoor entertaining. The home has 4 bedroomsand 2.5 bathrooms, with potential to add 2 to 3 more bedrooms — ideal for growing families. Built in 1940 and expanded in the1990s. Extensive upgrades have been done in the past two years, including new windows and outdoor doors, appliances, paint,light fixtures, flooring, and front and back deck. This home features a spacious primary bedroom with ensuite and a versatileoffice (previously a bedroom). The main floor includes a cozy living room with ductless heat pump, large eat-in kitchen withhidden laundry, dining room, flexible office space, and a half bath. A family room with wood-burning insert addswarmth.Upstairs are two bright bedrooms, a full bathroom, and a large primary suite with second heat pump, walk-in closet, andensuite with jetted tub and shower.The lower level offers an additional bedroom (non-egress window), den with bar, familyspace, kitchenette, full bath, and storage — great for a theater, gym, or workshop.An attached 14’ x 22’ garage completes thiswell-maintained home with hardwood floors on the main, new laminate upstairs, and vinyl in kitchen and bath. Schedule your viewing today! More detailsListed by Keller Williams Select Realty- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
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53 Albert Street in Windsor: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202516401
53 Albert Street Windsor B0N 2T0
$149,900Residential- Status:
- Active
- MLS® Num:
- 202516401
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,304 sq. ft.
Welcome to 53 Albert Street A classic over-under duplex offering strong bones and serious potential. With a newer roof and recently replaced oil tank already in place, some of the heavy lifting is done. Now it’s just waiting for the right owner or investor to bring it back to life. Set on a manageable 5,000 sq ft lot, this property features a smart layout with separate entrances, making it ideal for a live-in renovation, rental income, or a full flip. Whether you're looking to restore and rent or reimagine entirely, the possibilities here are plenty. Situated just steps from the shops, cafes, and amenities of downtown Windsor, you’re also within walking distance of Lake Pisiquid — perfect for paddling in the summer! Outdoor enthusiasts will love being just a short drive from Ski Martock, while families will appreciate the proximity to the brand-new sportsplex and community recreation centers. Affordable multi-unit opportunities in this growing area don’t come around often — especially ones with this much upside. Don’t miss your chance to transform this property into something special. More detailsListed by Press Realty Inc.- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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637 Wiley Avenue in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202516697
637 Wiley Avenue Windsor B0N 2T0
$495,000Residential- Status:
- Active
- MLS® Num:
- 202516697
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 2,396 sq. ft.
Sellers are motivated,bring your offer before this opportunity is gone! This well-maintained 4-bedroom, 2-bath home is located in the heart of Windsor, just steps from the prestigious Kings Edgehill School and minutes to downtown amenities. With a flexible layout across 2.5 storeys and a fully finished lower level, this property offers a range of living and income generating possibilities. The main floor features a bright, and generously sized eat-in kitchen with plenty of cabinetry and direct access to the backyard via patio doors, ideal for relaxing or entertaining. You'll also find a large bathroom with custom tile, a convenient laundry area, and three additional rooms currently being used as a bedroom, a home office, and a play area. The play area with its own patio doors, offers potential as a spacious living area, studio, or additional bedroom, the layout is yours to define. The upper level includes a large bedroom with ample storage space, that can fit more guests or family. Downstairs, the fully finished lower level features in-floor heating, a rec/media room, a bedroom, a full bath, and a basement walkout. Conveniently, plumbing is roughed in for a kitchenette, this space is perfectly set up for an in-law suite, guest area, or potential rental unit. Outside, enjoy a stone walkway, multiple deck areas, and a fully fenced backyard with mature perennials, raised garden beds, and a vertical herb wall. There is plenty of green space to enjoy outdoor living. Additional features include a 24x24 wired garage, two paved driveways, and full connection to municipal services. This is a move-in-ready property with exceptional flexibility and appeal, don’t miss your chance to make it yours. More detailsListed by Royal LePage Atlantic - Valley(Windsor)- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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931 King Street in Windsor: Hants County Residential for sale (Annapolis Valley) : MLS®# 202517119
931 King Street Windsor B0N 2T0
$649,900Residential- Status:
- Active
- MLS® Num:
- 202517119
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 3,807 sq. ft.
Welcome to this beautifully appointed 5-bedroom, 4-bath executive home, nestled on a large, private lot surrounded by mature trees. This impressive property offers the perfect blend of elegance, comfort, and functionality - ideal for today’s modern family. Step inside to a spacious layout featuring a large eat-in kitchen with granite countertops, ample cabinetry, and room for family gatherings. The open-concept family room boasts a cozy fireplace, creating a warm and inviting space to relax or entertain. A generous dining room sets the stage for memorable dinners, while the formal living room has been thoughtfully converted into a stylish home office. Upstairs, you’ll find four well-sized bedrooms and the convenience of second-floor laundry. The primary suite is a peaceful retreat with a private ensuite and plenty of closet space. The fully finished walk-out basement offers incredible potential as a nanny or in-law suite, complete with expansive living space, a fifth generously sized bedroom, two-piece bathroom and its own private entry. Enjoy the outdoors in your own backyard oasis - complete with a firepit area, perfect for summer nights and year-round entertaining. Only steps to downtown Windsor and all amenities, minutes to Highway 101,a short drive to Ski-Martock, Avon Valley Golf Course and 45 minutes to downtown Halifax or Stanfield International Airport. This is a rare opportunity to own a luxurious, move-in-ready home on a premium lot. Don’t miss it! More detailsListed by Royal LePage Atlantic - Valley(Windsor)- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
- Contact by Email
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1592 Crossley Court in Windsor: Hants County Multi-Family for sale (Annapolis Valley) : MLS®# 202518317
1592 Crossley Court Windsor B0N 2T0
$749,900Multi-Family- Status:
- Active
- MLS® Num:
- 202518317
Welcome to this well-maintained fourplex offering a fantastic investment opportunity with future development potential in an ideal location in Windsor. This multi-unit features four spacious 3 bedroom units, each thoughtfully designed with a large open-concept living and dining area, roomy kitchens, and a full 4 piece bath. Each unit comes equipped with a fridge, stove, and its own private power meter and panel. Three of the four units are currently tenant-occupied, while the owner-occupied unit will be vacated upon possession, opening the door for increased rental income. Electric baseboard heating is in all units and ductless heat pumps already installed in three of them. Outdoors, residents can relax and unwind with deck access and a beautiful spacious lot. A large driveway with ample parking and municipal services add to the convenience. An additional building lot provides a great opportunity to expand your portfolio by constructing a second fourplex and doubling your potential income. Located just minutes from shopping, restaurants, schools, and all amenities. Excellent for commuting with easy access to Highway 101 and only 40 minutes from Halifax! More detailsListed by Royal LePage Atlantic - Valley(Windsor) and Royal LePage Atlantic (Dartmouth)- WHITNEY PURDY
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6983883
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Data was last updated September 10, 2025 at 11:20 AM (UTC)