Chester MA Homes for Sale & Real Estate

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Home for Sale in Chester

Fabulous upgrades and improvements all throughout this unique colonial home. Gorgeous newer kitchen & bath. Newer roof, windows, electrical and more. First floor laundry, 2 Car attached garage and large back yard! Charm, character, quaint country built-ins and finishings will surprise you at every turn. Open kitchen and living room with sliders to a covered front porch. The main bedroom on the first floor is good size and there is also a home office on the first floor. The second floor has 2 bedrooms. You can put your own finishing touches into a couple of rooms that still need to be completed to make this truly special home your very own. There is a large room on the first floor that could be a great family or dining room that is not finished. One bedroom on the 2nd floor is not finished. Conveniently located to the town center, all area amenities, magnificent recreational areas and only a short commute to the Berkshires, Westfield or Northampton. Call today!

NEW 3 days ago

$240,000

3 Beds

1 Baths

1399 Sqft

278 Route 20, Chester, MA 01011

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Home for Sale in Chester

Welcome to your 19-acre oasis nestled amidst nature's embrace. This wooded wonderland boasts gentle slopes and mature trees, providing both privacy and a stunning backdrop for your dreams. There is an impressive 725 feet of road frontage, providing enough accessibility for 3 building lots. Whether you're yearning to build your dream home, embark on a woodland retreat, or develop a nature-inspired sanctuary, this expansive parcel of land beckons with boundless potential. Embrace the beauty of nature and let your imagination soar on this enchanting canvas.

$79,999

827640 Sqft

Abbott Hill Rd, Chester, MA 01011

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East River Rd Lot 13 Map 409, Chester, MA 01050

Home for Sale in Chester

Private 18 acre lot! 200 feet of frontage & 3000 feet back w/winding trails & a brook. From the road there is a little clearing with ATV trails to the right & an old over grown skidder trail to the left as land has not been logged since 2007. The skidder trail rises up to the top of a ridge & there is a brook in the back left corner. The ATV trails wind gently leading up to the flatter portions w/possible views & home site location potential. There is electric on the street. One mile down the road are the Littleville Fairgrounds and Dayville. Trails criss cross over east river road in a few locations offering you the ability to explore beyond your property into many of the hilltowns' recreational destinations. This property would make a great recreational camp for hunting, fishing, hiking & more or it could be the site to build your dream home. Plot plans & old logging plan in photos. Lot 14 to the right is also for sale different owner, similar lot, possibility to purchase both.

$75,000

786258 Sqft

East River Rd Lot 13 Map 409, Chester, MA 01050

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Lot 8 & 9 Skyline Trail, Chester, MA 01011

Home for Sale in Chester

Twenty-one acres on the Middlefield line. This parcel has frontage for two lots, Owner will divide into two ten acre lots if desired,.Also has frontage on Lynes road to possibly divide to four lots.

$90,000

925214 Sqft

Lot 8 & 9 Skyline Trail, Chester, MA 01011

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Home for Sale in Chester

This is one of three prime lots available. Each lot will have approximately 3 acres with two hundred feet of frontage., Hurry, and pick the best lot or buy all three,

$45,000

130680 Sqft

lot a Holcomb, Chester, MA 01011

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Home for Sale in Chester

Welcome to quaint Chester, MA. Approximately thirty minutes from Northampton and minutes to the Berkshires. This farm house located within walking distance from town sits on 1.2 acres of land perfect for relaxing, enjoying nature, and gardening. The main level of living has had many improvements including: full renovation, newer windows, updated kitchen and bath, heating system converted to propane, new water heater, mini split, and appliances. Inside you will find a kitchen, full bath with laundry, living room, office, and bedroom. Bring your ideas and handy skills for the upstairs which is a work in progress. Opportunity knocks. Currently used as a single family, but is a legal two family. Picturesque setting with a country vibe yet not too far from area amenities such hiking at the Keystone Arch Bridges Trail (1 mile) and a short drive to music/theater in the Berkshires. Schedule your showing today!

$195,000

2 Bath

2280 Sqft

52 Middlefield Rd, Chester, MA 01011

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Home for Sale in Chester

Indulge your sensibilities in the incredibly private, attractive and well-appointed 5 bed, 3 bath, classic New England Farmhouse set on over 100 beautiful acres. Not only does this property feature beautiful acreage, it also boasts approximately 4600 feet on the Middle Branch of the Westfield River. Watch wildlife from your screened-in porch, enjoy tending garden, or engage in larger scale farming. The outdoors is yours to love with a horse stall, garden shed, and chicken coup to complement your endeavors. Pick blueberries on your property and turn them into a delicious treat in your chef's dream kitchen. Custom milled pine cabinets, a gas cook-top and soapstone countertops make prep work a dream. This stunning home is a fusion of character, polish, and functionality.

SOLD Aug 18, 2023

$815,000

5 Beds

3 Baths

3051 Sqft

601 East River Road, Chester, MA 01050

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Home for Sale in Chester

This property currently has 6 plus bedrooms and a walk out basement, as is condition. Septic is for 9 bedrooms. Boiler and hot water heater are there and just need some work to connect them. Newer 200 AMP electrical panel. This was a commercial property long time ago. Seller will have a passing of title 5 prior to closing. CASH only.

SOLD Mar 15, 2024

$99,000

6 Beds

2 Baths

2400 Sqft

664 Route 20, Chester, MA 01011

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Home for Sale in Chester

This 6.75-acre homesite is ready to go. Right on Skyline trail among newer homes. Also has frontage on Lynes Road

SOLD Nov 07, 2023

$50,000

294030 Sqft

lot 6 Skyline Trail, Chester, MA 01011

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Off Market

$50,000

435600 Sqft

50 Smith rd, Chester, MA 01011

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Off Market

$1,575,000

4 Beds

6 Baths

8000 Sqft

14 Johnson Hill Rd, Chester, MA 01011

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Off Market

$25,000

149411 Sqft

9-14 Lynes, Chester, MA 01011

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Chester, Massachusetts, offers a tranquil haven for individuals seeking homes for sale that blend natural beauty with a strong sense of community. With its appealing median income, diverse demographics, efficient town management, unique zip code, and reasonable average house prices, Chester presents an attractive opportunity for homebuyers. Whether you are looking for a primary residence or a vacation home, Chester MA has the potential to fulfill your desires for a peaceful and fulfilling lifestyle.

On this page, we will explore the real estate market in Chester MA, providing valuable insights into the median income, demographics, town management, zip code, and average prices for properties for sale in this charming town.

Chester is a small town located in Hampden County. Known for its natural beauty and peaceful atmosphere, properties for sale in Chester attract individuals and families looking for a tranquil place to call home. With its close proximity to the vibrant cultural scene of the Berkshires and various outdoor recreational opportunities, Chester offers the best of both worlds.

Frequently Asked Questions for Chester

Are there any notable attractions or amenities near Chester MA?

Absolutely! Properties for sale in Chester MA are surrounded by beautiful natural attractions, including hiking trails, state parks, and scenic views. Additionally, the town is conveniently located near cultural destinations such as Tanglewood, a renowned music venue in the Berkshires.

What types of properties for sale are available in Chester MA?

Chester offers a diverse range of properties for sale to cater to different preferences and budgets. You can find charming historic homes, contemporary residences, cozy cottages, and even vacant land for building your dream home.

How is the education system in Chester MA?

Homes for sale in Chester MA are served by the Chester Elementary School, which provides quality education for students in the area. Additionally, the town is in close proximity to other excellent schools and educational resources within the region.

Are there any local events or festivals in Chester MA?

Yes! Chester hosts various community events and festivals throughout the year, showcasing local talent, cultural heritage, and fostering a sense of community. These events provide opportunities for residents to come together and celebrate. If you seek a lively community to be part of, properties for sale in Chester should be at the top of your list.

Is Chester MA a family-friendly community?

Absolutely! Chester MA is known for its family-friendly environment, offering a safe and nurturing atmosphere for children. The town's strong sense of community, recreational opportunities, and quality schools make homes for sale in this town an ideal destination for families to settle down.

Other Cities of Hampden, MA

More cities of Hampden, MA

Counties of MA

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The Median Income in Chester MA

The median household income in Chester is approximately $109,969 per year, according to Census. The median income in Chester MA is an essential factor to consider when looking at homes for sale. This figure provides a glimpse into the economic landscape of the town and helps potential buyers gauge affordability.

Demographics of Chester Massachusetts

The town has a population of around 1,300 residents. Understanding the demographics of Chester Massachusetts can provide valuable insights when considering homes for sale in this town. The demographic makeup consists of a diverse blend of age groups, with a strong sense of community and neighborly bonds.

Town Management in Chester MA

Chester is governed by a town manager, who oversees the day-to-day operations of the municipality. The current town manager of Chester MA is dedicated to maintaining the town's charm, preserving its natural beauty, and fostering a sense of community among its residents. The town manager plays a vital role in ensuring that Chester remains a desirable place to live and invest in the real estate market.

The Zip Code for Chester MA

Chester, Massachusetts falls under the zip code 01011. If you are considering purchasing a home for sale in Chester, it is essential to know the zip code. This information is crucial for accurately identifying properties for sale and ensuring efficient mail delivery to your future home.

Average House Prices in Chester MA

The average home price in Chester is around $270,000. The average price of homes for sale in Chester MA can vary depending on factors such as location, size, and amenities. However, it is essential to note that the real estate market is dynamic, and prices may fluctuate over time. Working with our knowledgeable local real estate agent can provide you with up-to-date information and help you find the perfect home within your budget.

What to do in Chester MA?

Homes for sale in Chester, MA, boast several activities and attractions that future residents and investors can enjoy. Here are some things to do in Chester:

Engage in Outdoor Recreation

The surrounding area of Chester MA offers ample opportunities for outdoor recreation. From fishing and boating on local lakes and rivers to skiing and snowboarding in the winter months, outdoor enthusiasts will enjoy our options of properties for sale in this town.

Visit Local Farms and Orchards

Homes for sale in Chester are situated in an agricultural region, and visiting local farms and orchards can be a delightful experience. Enjoy seasonal fruit picking, purchase fresh produce, or simply take in the scenic countryside views.

Dine at Local Restaurants

Chester and the neighboring towns offer a variety of dining options, including cozy cafes, family-owned restaurants, and farm-to-table establishments. Indulge in delicious local cuisine and savor the flavors of the region.