Nova Scotia Windsor: 16 Houses and Condos for Sale

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House for sale: 266 King Street, Windsor

37 photos

$339,000

266 King Street, Windsor (Windsor), Nova Scotia B0N 2T0

3 beds
2 baths
1 day

... inviting curb appeal, colourful landscaping, and charming covered front porch set the tone for the warmth and personality found throughout. Step inside and discover sun-filled living spaces, original details, and thoughtful updates that enhance the homes classic appeal. The main floor offers...

Jodi Daniels,Royal Lepage Atlantic - Valley(windsor)
Listed by: Jodi Daniels ,Royal Lepage Atlantic - Valley(windsor) (902) 790-0603
549 O'Brien Street, Windsor

7 photos

$2,240,000

549 O'brien Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
2 days

From Halifax Hwy 101 to exit 5A Windsor downtown; Wentworth Rd to O'Brien. 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

Duplex for sale: Lot 208E Burgess Crescent, Windsor

28 photos

$678,350

Lot 208e Burgess Crescent, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
2 days

Hwy 101 to Exit 5A - follow roundabout to Wentworth Rd heading toward Windsor, right on Payzant Drive , left on Underwood Drive , right on Burgess Modern "Open Concept" two storey on town services and only minutes from all amenities. All doors are 36" wide. Fully finished 1 bedroom apartment.

549 O'Brien Street, Windsor

6 photos

$2,240,000

549 O'brien Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
3 days

From Halifax Hwy 101 to exit 5A Windsor downtown; Wentworth Rd to O'Brien. PRIME MIXED USE DEVELOPMENT SITE. Attention builders - Approved Development Agreement for up to 112 residential units and 10,000 sq ft of commercial in the growing town of Windsor! Position your next project in this

Apartment for sale: 790 King Street, Windsor

43 photos

$5,500,000

790 King Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
3 days

... double garage and a storage shed, all on 4.45 acres zoned R-4 High Density Residential. Commanding sweeping views over the Town of Windsor, the property offers immediate rental income and substantial development potential, with land use approval for up to approximately 126 total units, allowing...

773-793 O'Brien Street, Windsor

33 photos

$500,000

773-793 O'brien Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
4 days

Wentworth Road to O'Brien Street, civic is on the left. Attention Developers! Explore the incredible potential of this lot on OBrien 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

Johnathon Benedict,Royal Lepage Atlantic - Valley(windsor)
Listed by: Johnathon Benedict ,Royal Lepage Atlantic - Valley(windsor) (902) 792-0141
House for sale: 417 Wilson Street, Windsor

45 photos

$509,900

417 Wilson Street, Windsor (Windsor), Nova Scotia B0N 2T0

3 beds
1 baths
17 days

From King Street , turn onto Wiley Ave, to Wilson Street, Civic on the left hand side. This charming, move-in-ready bungalow is perfectly situated in a sought-after Windsor neighbourhood and has been beautifully updated throughout. A long list of recent upgrades makes this home both stylish

Jamie Greenough,Engel & Volkers (wolfville)
Listed by: Jamie Greenough ,Engel & Volkers (wolfville) (902) 877-4677
House for sale: 556 College Road, Windsor

23 photos

$399,900

556 College Road, Windsor (Windsor), Nova Scotia B0N 2T0

5 beds
2 baths
19 days

King Street to College Road, Civic 556 Welcome to this bright and spacious 5-bedroom, 2-bathroom split entry home, ideally located around the corner from Kings-Edgehill Private School, downtown Windsor amenities, and Highway 101 for easy commuting to both the Annapolis Valley and Halifax. The

Jodi Daniels,Royal Lepage Atlantic - Valley(windsor)
Listed by: Jodi Daniels ,Royal Lepage Atlantic - Valley(windsor) (902) 790-0603
House for sale: 194 Payzant Drive, Windsor

42 photos

$360,000

194 Payzant Drive, Windsor (Windsor), Nova Scotia B0N 2T0

3 beds
2 baths
29 days

Highway 101 West for approximately 45 minutes. Take Exit 6 toward Windsor and turn right onto Water Street. Continue straight, then turn right onto Payzant Drive. 194 Payzant Drive is located on the left-hand side. This 3-bedroom, 1.5-bath semi-detached home offers the perfect blend of style,

172, 184, 194 King Street, Windsor

50 photos

$799,900

172, 184, 194 King Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
30 days

Highway 101, To Windsor to Upper Water St to King St 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

Dawna Candelora,Re/max Nova
Listed by: Dawna Candelora ,Re/max Nova (902) 478-0991
House for sale: 525 College Road, Windsor

28 photos

$479,000

525 College Road, Windsor (Windsor), Nova Scotia B0N 2T0

3 beds
2 baths
42 days

Highway 101 to Exit 5, towards Windsor. Right on King Street/Hwy 1, left on College Road. Charming Renovated Bungalow in Prime Windsor Location Walking Distance to Kings Edgehill Private School. Welcome to this beautifully renovated 3-bedroom, 1.5-bath bungalow, ideally located in the heart

Sonya Lecompte,Royal Lepage Atlantic (new Minas)
Listed by: Sonya Lecompte ,Royal Lepage Atlantic (new Minas) (902) 300-4095
House for sale: 1535 King Street, Windsor

46 photos

$658,500

1535 King Street, Windsor (Windsor), Nova Scotia B0N 2T0

4 beds
3 baths
44 days

Highway 101 to Exit 5A - Wentworth Rd, left to King Street, Civic is on the left In the heart of Windsor, where charm and convenience meet, this beautifully reimagined character home awaits, mere steps from Kings-Edgehill School, parks, and the vibrant downtown core with easy Highway access,

Erin Naugler,Re/max Nova (windsor)
Listed by: Erin Naugler ,Re/max Nova (windsor) (902) 798-7577
543 OBrien Street, Windsor

10 photos

$3,999,000

543 Obrien Street, Windsor (Windsor), Nova Scotia B0N 2T0

0 beds
0 baths
60 days

From Halifax Hwy 101 to exit 5A Windsor downtown; Wentworth Rd to O'Brien. INVESTMENT OPPORTUNITY: FULLY LEASED This fully leased four-unit shopping centre boasts national-chain and regional tenants including Pet Valu, Domino's, Dairy Queen and a savvy local business, plus an accessible drive-through

House for sale: 328 King Street, Windsor

39 photos

$435,000

328 King Street, Windsor (Windsor), Nova Scotia B0N 2T0

6 beds
2 baths
107 days

... space. House has been tastefully resided with vinyl and has newer vinyl windows. Two tiered back deck provides family and entertaining space. This house even has a 'catio' for your feline family members. This is one of the few remaining Victorian homes in the area that has been lovingly restored...

Listed by: Jennifer Allen ,Royal Lepage Atlantic - Valley(windsor) (902) 798-7760
House for sale: 221 Wiley Avenue, Windsor

41 photos

$489,900

221 Wiley Avenue, Windsor (Windsor), Nova Scotia B0N 2T0

4 beds
3 baths
148 days

From Exit 5 (Hwy 101) to Windsor to King Street; left on Wiley to civic 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

Natalie Shearer,Royal Lepage Atlantic - Valley(windsor)
Listed by: Natalie Shearer ,Royal Lepage Atlantic - Valley(windsor) (902) 792-8059
House for sale: 208E Burgess Crescent, Windsor

29 photos

$580,975

208e Burgess Crescent, Windsor (Windsor), Nova Scotia B0N 2T0

3 beds
3 baths
470 days

Highway 101 to Exit 5A - follow roundabout to Wentworth Road heading toward Windsor, right on Payzant Drive, Left on Underwood Drive, Right on Burgess 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

Home Prices in Windsor

In 2025, Windsor real estate reflects a market where detached properties set the tone for value and selection. Local home prices in Windsor, Nova Scotia are shaped by a mix of character homes, newer builds on larger lots, and properties near community amenities. Buyers looking at Windsor Real Estate often weigh lifestyle features—quiet streets, outdoor space, and proximity to daily conveniences—alongside renovation potential, while sellers focus on presentation and condition to stand out among comparable listings.

Without leaning on short-term swings, market participants watch the balance between available inventory and new listings, shifts in property mix by size and finish, and days-on-market signals that point to whether demand is absorbing supply efficiently. Pricing strategy for Windsor Homes For Sale benefits from reviewing nearby, recently listed homes in similar condition, noting how presentation, curb appeal, and functional layouts influence showing activity. Seasonal patterns, buyer confidence, and the availability of move‑in‑ready options versus project homes also shape negotiation dynamics.

Median Asking Price by Property Type

House
$485,350
Townhouse
$0
Condo
$0

Find Real Estate & MLS® Listings in Windsor

There are 19 active listings in Windsor, including 10 houses, 0 condos, and 0 townhouses. Coverage currently spans 1 neighbourhood, giving shoppers a focused view of what is available across distinct pockets of the community. Whether you are comparing Windsor Houses For Sale with lower‑maintenance options or keeping an eye on future Windsor Condos For Sale and townhouses, reviewing how each property aligns with your must‑have features and location preferences will help narrow the field with confidence.

Use filters to align results with your priorities—price range, beds and baths, lot size, parking, and outdoor space—then review photos, floor plans, and property descriptions to understand layouts, storage, and renovation updates. Compare recent Windsor Real Estate Listings nearby to assess how similar homes are positioned and how presentation affects interest. Save promising addresses, note pros and cons, and revisit new matches as listing data is refreshed regularly to stay on top of changes in availability and pricing posture.

Neighbourhoods & amenities

Windsor, Nova Scotia, offers a blend of established residential streets, family‑friendly enclaves near schools and parks, and semi‑rural edges where larger lots and privacy appeal to those seeking more space. Historic pockets close to shops and services draw buyers who value walkability and character details, while quieter areas near trails and greenspace attract those prioritizing recreation and a calmer setting. Access to commuter routes, everyday conveniences, and community facilities influences buyer preferences, with many shoppers weighing the trade‑offs between a turnkey home closer to town versus a property with more land or renovation potential a little farther out. Sightlines, natural light, yard usability, and the feel of the surrounding streetscape all play into value signals that can differentiate similar homes on the Windsor market.

Windsor City Guide

Nestled where the Avon River meets the Minas Basin, Windsor, Nova Scotia blends small-town charm with striking tides, pastoral views, and a proud place in Canadian sport and cultural history. This compact guide introduces the town's roots, economy, neighbourhoods, transportation options, and seasonal rhythms so you can get a feel for everyday life and the best things to do across the year.

History & Background

Long before it became a colonial outpost, the land around Windsor was part of Mi'kma'ki, the homeland of the Mi'kmaq, whose relationship with these tidal rivers and fertile lowlands shaped the landscape and culture. European settlement grew in the eighteenth century, and the town's position near major waterways made it strategic for trade and defence; Fort Edward, standing on a hill above the river, reminds visitors that this quiet community once occupied a pivotal spot in regional affairs. Agriculture, shipbuilding, and later rail connections helped Windsor evolve into a modest service centre for surrounding farms and villages, and its social history is famously tied to early ice sports, with local lore pointing to frozen ponds where wintertime games laid foundations for modern hockey. Around the region you'll also find towns like Upper Vaughan that share historical ties and amenities.

Today, Windsor balances heritage with practical amenities: heritage homes line tree-shaded streets, while newer developments offer contemporary living close to schools, shops, and family services. The town's festivals, galleries, and community rinks keep traditions alive, and its riverfront trails and open spaces reflect a long-standing connection to nature and outdoor recreation.

Economy & Employment

Windsor's economy is diversified for a town its size, drawing strength from service sectors that support nearby rural communities. Healthcare and education anchor year-round employment, while retail and hospitality add seasonal momentum as visitors pass through en route to wineries, coastal viewpoints, and outdoor attractions. Agriculture has deep roots here: orchards, dairy operations, and diversified farms underpin local food processing, distribution, and farm-gate sales, and they help sustain trades like equipment maintenance and construction.

Tourism plays a dependable supporting role. Heritage sites, winter sports nearby, and riverfront viewpoints bring travelers who fill inns, dine locally, and browse independent shops. Professional services-from accountants and legal advisors to physiotherapists and tech consultants-serve both residents and a wider catchment across Hants County. Construction and light manufacturing round out the picture, with steady demand for skilled trades on residential infill, small commercial projects, and energy-efficiency upgrades.

Windsor is also a realistic base for commuters. A highway link to larger centres keeps travel times manageable, and hybrid work has broadened options for white-collar roles in finance, technology, and public administration. Many residents blend primary jobs with side enterprises, from guiding and artisan goods to home renovations and seasonal landscaping, giving the local economy a resilient, small-business character.

Neighbourhoods & Lifestyle

Windsor's neighbourhoods are compact and walkable, with a mix of century homes, mid-century bungalows, and newer houses on quiet crescents. The historic core places you close to cafés, independent retailers, and everyday services; further out, residential pockets offer larger lots, cul-de-sacs, and easy access to schools and playing fields. Waterfront vantage points, hilltop streets, and leafy side roads keep drives and strolls scenic, and pocket parks connect to community trails along the Avon River. Neighbourhood-hopping is easy with nearby communities like Currys Corner and Falmouth.

For everyday convenience, the town core clusters essentials-grocers, pharmacies, medical services, and bakeries-so residents can complete errands on foot or with short drives. Families appreciate access to arenas, fields, and community centres, while arts lovers find live performances, local exhibitions, and maker markets throughout the year. The vibe is friendly and outdoorsy: you'll see neighbors chatting across front porches, runners and cyclists tracing the river, and children heading to lessons and practices after school. If you are thinking about living in Windsor, you'll find that the social calendar revolves around seasonal gatherings-holiday parades, summer concerts, and autumn harvest events-alongside weekly staples like farmers' markets and youth sports.

Nature is part of daily life. The tidal flats and riverbanks shift with the world-famous Bay of Fundy tides, and nearby hills shelter trail networks for walking, snowshoeing, and cross-country skiing. Quick drives deliver you to lakes for paddling and swimming, while winter draws skaters to community rinks and enthusiasts to alpine runs in the region. For those seeking space for gardens, pets, or hobby projects, the broader West Hants area presents acreage options that still keep you within an easy hop of town amenities.

Getting Around

Windsor sits along a major highway corridor, making travel to regional hubs straightforward. Driving remains the most flexible option, with well-marked routes connecting to coastal lookouts, wineries, ski areas, and larger urban services. Within town, a simple street grid and ample on-street parking make errands simple, while traffic volumes are generally light compared with bigger centres. For broader commuting and day trips, consider close-by hubs such as Newport Station and Hantsport.

Active transportation is steadily improving. Sidewalks cover key corridors near schools and shops, and recreational paths provide scenic alternatives for short trips, dog walks, or morning runs. Cyclists will find manageable hills and a mix of residential streets and shoulder riding on quieter connectors out of town. While public transit options can be limited in small communities, local taxis and community shuttles help bridge gaps for appointments, and rideshare pickups are increasingly common during peak hours and weekends.

Regional travel is equally straightforward. The highway link brings you to an international airport and ferry terminals in reasonable driving time, and long-distance coach services operate on select schedules. In practice, most households plan around a car for everyday independence, with walking and cycling filling in for short hops around the compact centre.

Climate & Seasons

Windsor's climate reflects its maritime setting: four distinct seasons moderated by nearby waters. Spring arrives gradually, with cool mornings and bright afternoons that coax buds on apple trees and bring the first outdoor markets of the year. By early summer, daytime temperatures are comfortably warm and evenings lean cool enough for sweaters on the porch, ideal for patio dining and riverside strolls. The Bay of Fundy's influence keeps extremes rare, and sea breezes often cut midday heat to something pleasantly workable.

Autumn is a highlight. Orchards glow with harvest colours, farm stands brim with late-season produce, and weekends fill with trail walks, vineyard visits, and pumpkin-themed family outings. Clear, crisp days are common, making it a prime time to explore nearby lookouts and coastal drives. Winter brings a shift to cozy routines-skating, curling, and pick-up shinny share attention with library visits, craft workshops, and warm café corners. Snowfalls create reliable opportunities for snowshoeing and skiing in the region, and cold snaps often coincide with community ice events on maintained surfaces and ponds when conditions allow.

Practical planning is straightforward. Pack layers year-round, add rain gear for shoulder seasons, and invest in good winter tires if you plan to drive through the chilliest months. Homeowners often favour energy-efficient windows and heat pumps to keep interiors comfortable through seasonal swings, and many properties benefit from sheltered porches or mudrooms that make coming and going easier in wet or snowy weather. Across the calendar, the mix of mild summers, luminous autumns, and activity-rich winters gives residents and visitors a steady rhythm of things to do indoors and out.

Neighbourhoods

What makes a small town feel large in spirit? Often it's the way everyday streets carry both history and fresh possibilities. Browse the map on KeyHomes.ca and you'll notice pockets of character within a single address line: quiet lanes, lively in-town blocks, and everything in between.

Windsor gathers its life close to the centre, then gently fans out into calmer residential stretches. In-town, homes tend to sit nearer to local shops and services, so walking for errands feels natural. Step a few blocks outward and the pace softens, with leafy streets and deeper yards creating a more retreat-like mood. Housing here spans classic detached homes, a mix of townhouses on tidy rows, and low-rise condo options that keep maintenance simple.

There's a comfortable contrast at play: animated corners where neighbours cross paths, and tucked-away crescents where evening light lasts a little longer. Many streets are framed by mature trees and small green pockets, the kind you wander through on a slow weekend. Picture a day that begins with a coffee near the core and ends on a porch listening to the quiet-Windsor accommodates both without fuss.

Families often gravitate toward the settled residential belts, where parks and open space give kids room to roam. Sidewalks link clusters of homes to playfields and community amenities, and the drive to essentials is short and direct. Those who prefer condo living appreciate simplified routines and easy lock-and-leave flexibility, while townhouse rows deliver a balance of space and efficiency.

Comparing Areas

  • Lifestyle fit: The core offers quick access to cafés, services, and a steady hum of daily activity, while the surrounding residential streets bring a quieter rhythm and pockets of parkland.
  • Home types: Detached houses remain a mainstay across Windsor, with townhouses appearing in compact clusters and low-rise condos in select spots for those who favour low-maintenance living.
  • Connections: Central addresses lend themselves to walking for errands; homes farther out typically lean on short drives to reach regional routes or community facilities.
  • On KeyHomes.ca: Fine-tune searches by property style, save your favourite streets, and set gentle alerts; the map view makes side-by-side comparisons feel intuitive.

Within Windsor, housing choice often follows setting. Near the heart of town, you'll find compact lots and character homes that sit closer to the sidewalk, paired with a sprinkle of condo buildings. Move outward and the streets open up, with detached properties and townhomes on calmer crescents. Green space appears in regular intervals, from small play areas to larger fields, giving joggers and dog walkers natural routes to follow.

Sellers benefit from this mix, too. A house close to services appeals to those who prize convenience and walkability, while a property on a quieter lane resonates with buyers seeking room to grow. Use KeyHomes.ca to surface comparable sales, track new activity, and understand how distinct micro-locations within Windsor shape interest.

Evenings showcase the community's dual personality. In the centre, porch lights and storefront windows create a gentle glow, and conversations spill out as neighbours finish errands. A few turns away, residential pockets settle into a calm that makes stargazing part of the routine. That range-lively yet unhurried-is a defining thread through Windsor's addresses.

If your priority is outdoor time, focus on streets with a direct line to parks and open space. For a simpler commute, consider addresses that sit along the typical paths leading to regional roads. And if you're exploring a first purchase, low-maintenance condo options in convenient spots can offer a soft landing while keeping you close to everyday needs.

Choose the pace you want-steps from daily bustle or set back on a restful street-and let the town's easygoing structure do the rest. When you're ready to compare places in Windsor side by side, KeyHomes.ca gives you the clarity to decide with confidence.

Windsor functions as a single, close-knit community, yet street-to-street differences still matter; check how each listing's setting aligns with your day-to-day rhythm before you commit.

Nearby Cities

Windsor sits within a cluster of neighbouring communities worth exploring when shopping for a home; consider visiting Newport Station, Currys Corner, and Falmouth to get a feel for the wider area.

Each community has its own character, so take time to tour places like Hantsport and Bramber as you compare options around Windsor and investigate Nova Scotia Real Estate Windsor opportunities.

Demographics

Windsor has a mixed community makeup that appeals to a range of home buyers, including families, retirees, and professionals. The town combines a small-town core with suburban and rural surroundings, so residents often enjoy a quieter pace of life while still having access to local services and community activities.

Housing in Windsor typically includes a variety of detached homes and heritage properties, alongside some condominiums and rental options, offering choices for different lifestyle needs. Many properties reflect the town’s blend of residential character, with options that suit those seeking larger yards and more space as well as buyers looking for lower-maintenance living and easy ways to Buy a House in Windsor.