Windsor

790 King Street, Windsor: $4,750,000

Mon, 29 Jun 2026 00:00:00 GMT

Multi-Family. Listed at $4,750,000. Build over 100 new units while collecting immediate rental income from an existing, fully retrofitted 18-unit apartment building (former school, renovated in 2018), plus a 2-bedroom house with double garage and storage shed—all on 4.45 acres of R-4 High Density Residential land with land use approval for approximately 126 total units. Commanding sweeping views over the Town of Windsor and located just minutes from amenities, schools, shops, Highway 101, and key commuter routes to Halifax and the Annapolis Valley, this property offers a rare combination of stable cash flow today and exceptional multifamily development potential through the construction of a new 100+ unit building.

Listing agent: Brigitte Teleu

Listing agent: Craig Snow

Listing broker: RE/MAX Nova (Halifax)

Listing broker: RE/MAX Nova

42-50 GERRISH Street, Windsor: $1,650,000

Thu, 28 May 2026 00:00:00 GMT

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Commercial. Listed at $1,650,000. Total area: 11,772 sq. ft.. 42–50 Gerrish Street presents a mixed-use investment opportunity in the heart of Downtown Windsor, NS. The property features a combination of commercial and residential space within one of Windsor’s most established commercial corridors, surrounded by local businesses, healthcare services, and everyday amenities. The asset benefits from strong visibility, walkable access, and ample on-site parking accessed from Stannus Street, a rare feature within the downtown core. Conveniently located just minutes from Highway 101, the property offers accessibility for both tenants and customers while being positioned within a community continuing to see residential and commercial growth.

Listing agent: Jay Richards

Listing broker: Holm Realty Limited

257 Wiley Avenue S, Windsor: $1,290,000

Fri, 15 May 2026 00:00:00 GMT

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Multi-Family. Listed at $1,290,000. 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.

Listing agent: Paul Dixon

Listing broker: Royal LePage Atlantic (New Minas)

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

496 Highland Avenue, Windsor: $614,900

Mon, 13 Jul 2026 00:00:00 GMT

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Residential. Listed at $614,900. Bedrooms: 3. Bathrooms: 3.0. Total area: 1,573 sq. ft.. 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!

Listing agent: Angela Mailman

Listing broker: Viewpoint Realty Services Inc.

931 King Street, Windsor: $589,900

Mon, 17 Aug 2026 00:00:00 GMT

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Residential. Listed at $589,900. Bedrooms: 5. Bathrooms: 4.0. Total area: 3,993 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. This spacious home is also a perfect setting for multi-generational families. Enjoy the outdoors in your own backyard oasis - complete with two pear trees and a fire-pit 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!

Listing agent: Bailee Slaunwhite

Listing agent: Daniels Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)

250 Gray Street, Windsor: $569,999

Tue, 26 May 2026 00:00:00 GMT

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Residential. Listed at $569,999. Bedrooms: 4. Bathrooms: 2.0. Total area: 1,644 sq. ft.. Step into the timeless charm of this classic Craftsman-style century home, featuring Boston headers, a grand foyer, formal dining room, and an expansive bead-board sun porch stretching the full length of the house. Rich with character, the home offers French doors, a cozy wood-insert fireplace, pantry/scullery kitchen, updated 4-piece bath, heat pumps, and upgraded electrical service. Perfectly positioned for exceptional walk-ability, you’re just steps from the curling club, library, post office, pubs, coffee shops, and ice cream parlour, with highway access only two minutes away. A detached garage/workshop with covered porch overhang adds even more versatility to this charming property.

Listing agent: Erin Naugler

Listing agent: Amber Anderson

Listing broker: Viewpoint Realty Services Inc.

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.

920 King Street, Windsor: $549,900

Thu, 06 Aug 2026 00:00:00 GMT

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Commercial. Listed at $549,900. Total area: 2,524 sq. ft.. Unlock the potential of this high-exposure mixed-use property in the heart of Windsor. Situated on a prominent corner lot, this GC (General Commercial) zoned property offers outstanding flexibility for investors, entrepreneurs, and developers alike. The main level features a commercial space with excellent street visibility, making it ideal for a wide variety of retail, office, or service-based businesses permitted under GC zoning. Above, you'll find a spacious 4 bedroom residential unit, creating the opportunity for rental income, owner occupancy, or a live/work lifestyle. Whether you're looking to establish your own business, expand your investment portfolio, or redevelop a prime commercial site, the possibilities here are extensive. The generous lot provides room for parking, outdoor use, or future development potential, subject to municipal approvals. Located on one of Windsor's busiest corridors, the property benefits from exceptional daily traffic exposure and is just minutes from downtown amenities, King's-Edgehill School, Highway 101, and the gateway to the Annapolis Valley. Windsor continues to experience steady growth thanks to its strategic location between Halifax and the Valley, making this an excellent opportunity to invest in an evolving community. Highlights: GC (General Commercial) zoning Commercial space plus residential apartment Corner lot offering excellent visibility Ideal for owner-operators, investors, or redevelopment High-traffic location with excellent exposure HST is applicable to the purchase price.

Listing agent: Candice Blaney

Listing broker: RE/MAX Nova (Halifax)

360 Highland Avenue, Windsor: $489,900

Tue, 23 Jun 2026 00:00:00 GMT

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Residential. Listed at $489,900. Bedrooms: 4. Bathrooms: 2.0. Total area: 2,029 sq. ft.. 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!

Listing agent: Brenda Newcombe

Listing broker: Viewpoint Realty Services Inc.

Lot 29A Community Way, Windsor: $489,900

Thu, 06 Aug 2026 00:00:00 GMT

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Residential. Listed at $489,900. Bedrooms: 2. Bathrooms: 2.0. Total area: 1,298 sq. ft.. 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.

Listing agent: Jamie Greenough

Listing agent: Janna Pantella

Listing broker: Engel & Volkers (Wolfville)

Lot 29B Community Way, Windsor: $489,900

Thu, 06 Aug 2026 00:00:00 GMT

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Listing agent: Jamie Greenough

Listing agent: Janna Pantella

Listing broker: Engel & Volkers (Wolfville)

130 Gray Street, Windsor: $489,000

Thu, 28 May 2026 00:00:00 GMT

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Multi-Family. Listed at $489,000. 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.

Listing agent: Krystina Chabanenko

Listing broker: RE/MAX Nova (Halifax)

130 Gray Street, Windsor: $489,000

Thu, 28 May 2026 00:00:00 GMT

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Residential. Listed at $489,000. Bedrooms: 5. Bathrooms: 3.0. Total area: 2,147 sq. ft.. 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.

Listing agent: Krystina Chabanenko

Listing broker: RE/MAX Nova (Halifax)

154 Chestnut Street, Windsor: $479,900

Thu, 21 May 2026 00:00:00 GMT

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Residential. Listed at $479,900. Bedrooms: 3. Bathrooms: 1.0. Total area: 1,465 sq. ft.. 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.

Listing agent: Mark Merrin

Listing agent: Benedict Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)

Listing broker: Royal LePage Atlantic (Dartmouth)

192/194 Albert Street, Windsor: $475,000

Mon, 22 Jun 2026 00:00:00 GMT

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Multi-Family. Listed at $475,000. 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.

Listing agent: Taylor Shields

Listing broker: RE/MAX Nova (Halifax)

192/194 Albert Street, Windsor: $475,000

Mon, 22 Jun 2026 00:00:00 GMT

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Residential. Listed at $475,000. Bedrooms: 6. Bathrooms: 4.0. Total area: 2,251 sq. ft.. 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.

Listing agent: Taylor Shields

Listing broker: RE/MAX Nova (Halifax)

355 College Road, Windsor: $474,999

Tue, 07 Jul 2026 00:00:00 GMT

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Residential. Listed at $474,999. Bedrooms: 3. Bathrooms: 2.0. Total area: 1,795 sq. ft.. 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.

Listing agent: Stephanie Cook

Listing broker: Sutton Group Professional Realty

8 Lakeview Drive, Windsor: $459,900

Fri, 07 Aug 2026 00:00:00 GMT

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Residential. Listed at $459,900. Bedrooms: 3. Bathrooms: 2.0. Total area: 2,400 sq. ft.. 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!

Listing agent: Jodi Daniels

Listing agent: Daniels Real Estate Group

Listing broker: Royal LePage Atlantic - Valley(Windsor)