Detached in Chester

Browse 19 active listings

Market Analysis

Chester attracts buyers seeking any detached options within $0 - $999,999,999. Expect block‑level contrasts in lot size, house age, and renovation level across pockets. Homes closest to everyday conveniences and parks tend to draw faster attention, while addresses a few minutes farther often exchange proximity for interior space or garage capacity. Local buyers compare transit‑served pockets before short‑listing specific streets.

Price Insights

Within $0 - $999,999,999, purchasers typically weigh considerations between turnkey finishes and opportunities to add equity through light updates. Well‑located properties near schools, parks, or transit can command firm pricing; accepting cosmetic projects (paint, flooring, lighting) can unlock long‑term appeal without sacrificing core location goals. Expect competitive moments on listings with functional layouts and natural light; broader searches that include adjacent pockets often reveal additional candidates.

Available Properties

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No Photo Available
25 Eastwind Drive
+45 photos
$689,000
25 Eastwind Drive
Chester, Nova Scotia
4 beds • 3 baths
Detached Home• Built 1992
Nestled in the quiet residential development of Seawinds, the quality of construction is undeniable ...
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No Photo Available
19 Bond Drive
+49 photos
$759,900
19 Bond Drive
Chester, Nova Scotia
3 beds • 3 baths
MLS® 202604428Detached Home• Built 1985
There are many beautiful locations along the South Shore, and Chester is definitely one of them. Ha...
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No Photo Available
69 Union Street
+46 photos
$725,000
69 Union Street
Chester, Nova Scotia
2 beds • 3 baths
MLS® 202610890Detached Home• Built 2026
This masterfully crafted new-construction custom home is perfectly situated in the vibrant heart of ...
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No Photo Available
149 Duke Street
+38 photos
$499,000
149 Duke Street
Chester, Nova Scotia
4 beds • 2 baths
Detached Home• Built 1901
Welcome to the heart of the Village, this charming character home is ready to welcome its next owner...
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No Photo Available
103 Granite Street
+49 photos
$1,450,000
103 Granite Street
Chester, Nova Scotia
3 beds • 2 baths
MLS® 202606210Detached Home• Built 1948
Coastal Elegance Meets Modern Comfort on Chester's Coveted Back Harbour. Experience the quintessenti...
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No Photo Available
208 Victoria Street
+39 photos
$674,900
208 Victoria Street
Chester, Nova Scotia
3 beds • 2 baths
MLS® 202614294Detached Home• Built 1989
Your Chester Home Awaits! This charming and custom-built home reflects quality craftsmanship through...
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No Photo Available
87 Prince Street
+44 photos
$699,000
87 Prince Street
Chester, Nova Scotia
3 beds • 2 baths
MLS® 202616126Detached Home• Built 1975
Welcome to easy, one-level living in the heart of Chester. Perfect for retirees, downsizers, or anyo...
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No Photo Available
3760 Highway 3
+32 photos
$425,000
3760 Highway 3
Chester, Nova Scotia
2 beds • 2 baths
MLS® 202612046Detached Home• Built 1943
Located in the thriving seaside community of Chester, this newly rezoned residential property offers...
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No Photo Available
150 Chester Commons Road
+47 photos
$339,000
150 Chester Commons Road
Chester, Nova Scotia
2 beds • 1 baths
MLS® 202614114Detached Home• Built 1953
This charming 2 bedroom, 1 bath home is a perfect opportunity for year-round living or a relaxing re...
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No Photo Available
37 Collicutt Road
+22 photos
$289,700
37 Collicutt Road
Chester, Nova Scotia
1 bed • 1 baths
MLS® 202613905Detached Home• Built 1967
Move-in ready and beautifully renovated, this charming 1-bedroom, 1-bath main level laundry home off...
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No Photo Available
150 Chester Commons Road
+47 photos
$339,000
150 Chester Commons Road
Chester, Nova Scotia
2 beds • 1 baths
MLS® 202614116Detached Home• Built 1953
This charming 2 bedroom, 1 bath home is a perfect opportunity for year-round living or a relaxing re...
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No Photo Available
27 Riverside Cove
+13 photos
$225,000
27 Riverside Cove
Chester, Nova Scotia
MLS® 202616074Detached Home
Build your dream home in one of Nova Scotias most desirable seaside communities! This exceptional bu...

About This Property Type

Detacheds in Chester range from classic plans on calm streets to newer builds with efficient footprints and energy updates. Corner or cul‑de‑sac lots add privacy; south or west exposure improves natural light for everyday rooms. Many homes accommodate any households with flexible basements that serve as rec rooms, offices, or gyms.

Location Highlights

Chester offers a practical mix of conveniences, green space, and access to commuter routes. Weekday life revolves around nearby groceries, health services, and recreation; weekends add parks, trails, and community venues within a short drive. Commuters prioritize quick links to commuter routes; families often focus on school catchments and quieter streets set back from main roads.

Investment Advice

Favour fundamentals that endure—efficient layouts, sound building systems, and locations buffered from excessive traffic or noise. Incremental upgrades typically outperform major structural changes on cost‑to‑value; plan scopes that align with your budget and timetable. If flexibility matters, review local guidelines for suites or short‑term rental restrictions early in the process.

Buying Tips

Get pre‑approved, define must‑haves versus nice‑to‑haves, and set alerts for matches in this band. Tour target streets at different times of day to assess parking, traffic, and ambient noise. When a well‑located home appears, book an early showing and bring a clear improvement plan so you can act decisively.

Related Searches

Frequently Asked Questions About Chester

How many detached homes are for sale in Chester?
There are currently 19 detached homes listed for sale in Chester. Listings are updated multiple times per day from CREA's DDF®.
How often are detached listings updated in Chester?
Listings on this page are updated multiple times per day directly from CREA's DDF® (Data Distribution Facility). New listings typically appear within minutes of being added to the MLS® system.

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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.

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.

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