Detached in Chester

Browse 16 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
92 Main Street
+24 photos
$619,000
92 Main Street
Chester, Nova Scotia
3 beds • 2 baths
Detached Home• Built 1877
CHESTER CENTURY HOME. Tucked away in the heart of the Village on a quiet street close to Chester Bac...
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No Photo Available
59 Union Street
+49 photos
$889,000
59 Union Street
Chester, Nova Scotia
3 beds • 3 baths
Detached Home• Built 2025
Located in the heart of Chester where everything is just a short stroll away This newly built home ...
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No Photo Available
Saddle Island
+3 photos
$560,000
Saddle Island
Chester, Nova Scotia
Detached Home
Saddle island is actually two islands with the common name Saddle, due to a sandbar at low tide ties...
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No Photo Available
19 Bond Drive
+48 photos
$759,900
19 Bond Drive
Chester, Nova Scotia
3 beds • 3 baths
Detached 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
132 Regent Street
+45 photos
$729,000
132 Regent Street
Chester, Nova Scotia
4 beds • 2 baths
Detached Home• Built 1980
Tucked away on a quiet street, this fully renovated home offers a rare mix of modern comfort and rel...
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No Photo Available
43 Queen Street
+18 photos
$899,000
43 Queen Street
Chester, Nova Scotia
Detached Home• Built 1896
Nestled in the heart of the Village, this iconic café has served as a cherished gathering spot for l...
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No Photo Available
43 Queen Street
+18 photos
$899,000
43 Queen Street
Chester, Nova Scotia
Detached Home• Built 1897
Nestled in the heart of the Village, this iconic café has served as a cherished gathering spot for l...
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No Photo Available
Highway 14
+15 photos
$595,000
Highway 14
Chester, Nova Scotia
Detached Home• Built 2022
General Basic (GB) Zone allows a wide range of development including residential development. Minute...
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No Photo Available
149 Duke Street
+38 photos
$569,000
149 Duke Street
Chester, Nova Scotia
4 beds • 2 baths
Detached Home• Built 1901
A CHESTER CLASSIC. For a buyer who values history and heart, this is an opportunity to restore a Che...
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No Photo Available
211 Old Trunk 3
+3 photos
$179,900
211 Old Trunk 3
Chester, Nova Scotia
2 beds • 1 baths
Detached Home• Built 1973
WHY PAY RENT. Ideal starter home or cottage within the Chester Golf Course membership area. Currentl...
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No Photo Available
97 Nauss Point Road
+49 photos
$1,150,000
97 Nauss Point Road
Chester, Nova Scotia
5 beds • 3 baths
Detached Home• Built 1964
Welcome to this beautifully reimagined 5-bedroom, 3-bath home in the heart of Chester, NS perfectly ...
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No Photo Available
123 Duke Street
+11 photos
$1,795,000
123 Duke Street
Chester, Nova Scotia
4 beds • 5 baths
Detached Home• Built 2021
Visit REALTOR® website for additional information. Once home to the renowned Casa Blanca Inn, this h...

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.

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Frequently Asked Questions About Chester

There are currently 16 detached homes listed for sale in Chester. Listings are updated multiple times per day from CREA's DDF®.

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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.

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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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