Quick Windsor NS MLS Search

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

$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
$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
$439,900
3 Beds ⋅ 3 Baths ⋅ 202612140 MLS
Welcome to 76 Burgess Crescent, a beautifully designed 1-year-old semi-detached home offering modern style and everyday comfort in a prime location. The main floor features an open concept living room, dining area, and kitchen complete with custom cabinetry, quartz countertops, convenient main floor laundry, and a half bath. Upstairs, you’ll find a spacious primary bedroom with a walk-in closet and private ensuite bath, along with two additional generously sized bedrooms and a full main bath. Outside, enjoy a nicely tucked-in backyard perfect for relaxing or entertaining. Just Minutes away from all amenities Windsor has to offer and just 30 mins to HRM.

76 Burgess Crescent, Windsor
$479,900
3 Beds ⋅ 1 Baths ⋅ 202611604 MLS
Welcome to 154 Chestnut Street, a meticulously renovated 3 bedroom, 1.5-storey residence where historic charm meets contemporary sophistication, and has stayed in the same family for over 80 years! Ideally situated within walking distance of the prestigious King’s-Edgehill School, this home impresses from the outset with its striking entry and inviting new front veranda. The interior has undergone extensive updates, including a beautifully modern bathroom featuring a custom glass shower. The main level offers a light-filled living room, a generous dining area designed for hosting, and a gourmet-inspired kitchen. Practicality is enhanced by a main-floor laundry suite and a rear sunporch that opens to a private, protected backyard with no one building behind you. Upstairs, the primary suite features an expansive walk-in closet, offering a perfect blend of luxury and convenience in the heart of Windsor.

154 Chestnut Street, Windsor
$449,900
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
$449,900
3 Beds ⋅ 1 Baths ⋅ 202605584 MLS
Welcome to 125 Cottage Street, perfectly situated on a spacious lot at the end of a quiet cul-de-sac in Windsor. Ideally located next to a nursery school and minutes from Hants Community Hospital, Highway 101 and local amenities. Freshly painted and new flooring throughout. Recent high-value upgrades include an updated bathroom (2026), large and improved carport (2025) and new back deck (2025). With a new oil tank (2024) and a durable metal roof, this is an ideal find for young families or those looking to settle in historic Windsor. A large cement basement provides extra space below. The R-4 Zoning is versatile for investors or entrepreneurs. Bring your dream!

125 Cottage Street, Windsor
$449,900
202515545 MLS
Attention Developers! Explore the incredible potential of this lot on O’Brien Street in the heart of Windsor. This 2 acre property boasts a prime location in a high-traffic area, just a short stroll to all amenities, making it ideal for a range of ventures. Zoned for general commercial use, the possibilities are endless—imagine retail shops, professional offices, or a combination of these to maximize your investment. The property offers ample parking space, a valuable asset for any development. Don’t miss this chance to bring your project to life in one of Windsor’s most promising locations!

773-793 O'brien Street, Windsor
Start Your Search

Between $400K - $500K Windsor Real Estate

Our website features the best real estate search for between $400k - $500k properties available in Windsor and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!