Oakwyn Realty Ltd.
BuyNew ListingsAdvanced SearchMapValuationMarket Reports
Sign InSign up with GoogleGet Alerts
  1. Home
  2. Nova Scotia
  3. Chester
  • Halifax
  • White Rock
  • Dartmouth
  • Bedford
  • Middle Sackville
  • Bridgewater
  • Yarmouth
  • Truro
  • Sydney
  • Glace Bay
  • Hammonds Plains
  • Fall River
  • Indian Point
  • Lahave
  • Hebbville
  • Parkdale
  • Hubley

Nova Scotia

Chester Real Estate

Browse homes for sale in Chester • Median $899,000

$899,000Median Price
30Avg Days on Market
11Detached1Leasehold

Explore Chester

Market Report
Prices, trends, DOM
Cost of Living
Housing, rent & expenses
Schools
Schools & ratings
Transit
Stops & stations
Parks
Parks & recreation

Homes for Sale in Chester

Browse available properties

View all
92 Main Street

$619,000

92 Main Street

Chester, Nova Scotia

3bed2bath1,476sqft
59 Union Street

$889,000

59 Union Street

Chester, Nova Scotia

3bed3bath2,039sqft
Saddle Island

$560,000

Saddle Island

Chester, Nova Scotia

80 Millennium Drive

$465,000

80 Millennium Drive

Chester, Nova Scotia

2bed3bath2,300sqft
103 Granite Street

$1,450,000

103 Granite Street

Chester, Nova Scotia

3bed2bath2,116sqft
132 Regent Street

$729,000

132 Regent Street

Chester, Nova Scotia

4bed2bath1,816sqft
19 Bond Drive

$759,900

19 Bond Drive

Chester, Nova Scotia

3bed3bath2,828sqft
3760 Highway 3

$449,000

3760 Highway 3

Chester, Nova Scotia

43 Queen Street

$899,000

43 Queen Street

Chester, Nova Scotia

43 Queen Street

$899,000

43 Queen Street

Chester, Nova Scotia

10 Chester Hills Drive

$449,900

10 Chester Hills Drive

Chester, Nova Scotia

2bed2bath1,308sqft
123 Duke Street

$1,795,000

123 Duke Street

Chester, Nova Scotia

4bed5bath4,250sqft
Advanced Search in Chester

Showing 12 of 13 listings

About Chester Real Estate

Chester, a charming seaside village located on the South Shore of Nova Scotia, is steeped in history and character. Originally founded in the early 18th century, Chester has evolved from a shipbuilding hub to a vibrant community known for its picturesque landscapes and maritime culture. The town is recognized for its stunning waterfront views, featuring the serene Chester Basin, which attracts boating enthusiasts and nature lovers alike. The unique blend of historic architecture and modern amenities gives Chester a distinctive charm that appeals to both residents and visitors.

One of the standout features of Chester is its thriving arts scene. The town hosts numerous art galleries and studios, reflecting the creativity that flows through the community. Chester is also famous for its annual events, such as the Chester Race Week, which is one of Canada’s largest sailing regattas, drawing sailors from across the nation. This sense of community and local pride creates a warm and welcoming atmosphere that residents cherish.

Chester's appeal extends to families, retirees, and professionals seeking a tranquil lifestyle without compromising access to amenities. The village boasts a strong sense of community, where neighbors know each other and local businesses thrive. The proximity to larger urban centers, such as Halifax, makes Chester an ideal place for those who desire a quieter lifestyle while remaining connected to city conveniences. With active listings currently at 13 and a median listing price of $659,000, the real estate market here reflects both the demand for homes in this idyllic setting and the quality of life it offers.

13 active listings with a median price of $659,000.

Lifestyle & Community

Living in Chester is characterized by a relaxed, coastal lifestyle. The community vibe is friendly and inclusive, with plenty of opportunities for social interaction through various local events throughout the year. The Chester Playhouse, a popular venue for theatre and music performances, fosters a rich cultural scene that residents actively participate in. The local farmers' market is another cherished gathering spot, where residents can enjoy fresh produce and artisan goods. Outdoor enthusiasts appreciate the abundance of recreational activities, including hiking, cycling, and sailing, all set against the backdrop of breathtaking natural beauty.

Local Amenities

  • Chester Golf Club
  • Chester Yacht Club
  • Local shops and boutiques
  • Chester Village Farmers' Market
  • Chester Playhouse
  • Public library
  • Community health center
  • Parks and recreational areas
  • Waterfront walking trails
  • Various dining options including seafood restaurants
  • Art galleries and studios
  • Local schools

Points of Interest

  • Chester Basin
  • The Chester Marina
  • Chester Race Week
  • The Chester Art Centre
  • The Historic Chester Train Station
  • The Shore Club Dance Hall
  • The Old Town Hall
  • The Hiking Trails at Graves Island Provincial Park
  • The scenic views from the Lookoff
  • Local beaches such as Bayswater Beach

Market Overview

The real estate market in Chester is currently characterized by a competitive atmosphere, with 13 active listings and a median listing price of $659,000. Buyers can expect a range of property types from charming historical homes to modern waterfront residences. The market remains steady, influenced by the area’s desirability and unique lifestyle offerings. It's essential for potential buyers to act swiftly, as homes in this picturesque village tend to attract interest quickly due to its location and community appeal.

Investment Outlook

Chester presents a robust investment opportunity, especially for those interested in vacation rentals or seasonal properties. The town's picturesque setting and proximity to Halifax make it an attractive destination for tourists, driving demand in the rental market. Furthermore, ongoing development trends, including residential and commercial projects, indicate a growing interest in Chester as a place to live and invest. This combination of factors makes Chester a promising location for both short-term and long-term investment.

Ideal For

Chester is ideal for families seeking a safe and nurturing environment, retirees looking for a peaceful coastal lifestyle, and investors wanting to capitalize on the growing tourism market. First-time homebuyers may also find opportunities here, drawn by the community’s charm and accessibility to urban amenities.

Browse by Property Type

Detached Homes(11)
View Chester Market Report →

Nearby Cities

Indian PointLahaveHebbvilleParkdaleHubleyLaconia

Living in Chester

Lifestyle

Living in Chester is characterized by a relaxed, coastal lifestyle. The community vibe is friendly and inclusive, with plenty of opportunities for social interaction through various local events throughout the year. The Chester Playhouse, a popular venue for theatre and music performances, fosters a rich cultural scene that residents actively participate in. The local farmers' market is another cherished gathering spot, where residents can enjoy fresh produce and artisan goods. Outdoor enthusiasts appreciate the abundance of recreational activities, including hiking, cycling, and sailing, all set against the backdrop of breathtaking natural beauty.

Local Amenities

Chester Golf ClubChester Yacht ClubLocal shops and boutiquesChester Village Farmers' MarketChester PlayhousePublic libraryCommunity health centerParks and recreational areasWaterfront walking trailsVarious dining options including seafood restaurantsArt galleries and studiosLocal schools

Market Insights

The real estate market in Chester is currently characterized by a competitive atmosphere, with 13 active listings and a median listing price of $659,000. Buyers can expect a range of property types from charming historical homes to modern waterfront residences. The market remains steady, influenced by the area’s desirability and unique lifestyle offerings. It's essential for potential buyers to act swiftly, as homes in this picturesque village tend to attract interest quickly due to its location and community appeal.

Investment Potential

Chester presents a robust investment opportunity, especially for those interested in vacation rentals or seasonal properties. The town's picturesque setting and proximity to Halifax make it an attractive destination for tourists, driving demand in the rental market. Furthermore, ongoing development trends, including residential and commercial projects, indicate a growing interest in Chester as a place to live and invest. This combination of factors makes Chester a promising location for both short-term and long-term investment.

Written with AI assistance using live MLS data, reviewed by our team.

Price Distribution

$0 – $200K
1
$400K – $600K
4
$600K – $800K
2
$800K – $1.0M
4
$1.0M – $1.5M
2
$1.5M – $2.0M
1

Explore More in Chester

Chester Market ReportPrices, trends & analysisCost of Living in ChesterHousing, rent & expensesAffordability CalculatorFind out how much you can affordMortgage CalculatorEstimate monthly paymentsSchools in ChesterSchools & ratings nearbyTransit in ChesterStops & stations nearbyParks in ChesterParks & recreation nearby

Frequently Asked Questions About Chester

There are currently 13 active residential listings in Chester. This includes detached homes, condos, townhouses, and other property types. Listings are updated throughout the day from CREA's DDF®.

Search Listings Online

County, city, postal, or street. Real-time updates and expert insights.

Search

  • All Listings
  • New Listings
  • Saved Searches

Resources

  • Market Reports
  • Market Data
  • Cost of Living
  • Tools & Calculators
  • Neighborhoods

Popular Areas

  • Toronto
  • Vancouver
  • Montreal
  • Calgary
  • Edmonton

Support

  • Contact Us
  • Privacy Policy
  • Terms of Use
  • support@searchlistingsonline.ca
Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

3195 Oak St, Vancouver, BC V6H 2L2

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

The listing content on this website is protected by copyright and other laws. Screen scraping, database scraping, and all other forms of automated data collection are prohibited.

© 2026 Search Listings Online. Powered by CREA DDF