Chesterfield, MA Homes for Sale

/41
$825,000
- 3 Beds
- 2.5 Baths
- 1,907 Sq Ft
345 Ireland St, West Chesterfield, MA 01084

This is the place where dreams come true! A large 3 bed/2.5 bath modern home, classic 2 stall barn with hayloft and insulated, heated 30x50 garage/barn w/ 16' ceilings on nearly 70 acres. Just 30 mins from Northampton this idyllic setting features bucolic views, open green fields and woods with stone walls and winding trails that lead to Jackson’s Brook. A contemporary home with warm traditional

Lisa Carroll

Delap Real Estate LLC

(413) 366-3784

345 Ireland St, West Chesterfield, MA 01084
/4
$669,000
- 4 Beds
- 3.5 Baths
- 1,908 Sq Ft
510 Main Rd, Chesterfield, MA 01012

Incredible opportunity to personalize a nearly new construction! This home is undergoing a complete transformation—only the original first-floor framing remains. A full second-floor addition and full interior rebuild are in progress. Now framed with rough plumbing and electrical underway, this is the ideal time for a buyer to select finishes and add personal style. The second floor will feature a

Daniel James Piasecki Coldwell Banker Community REALTORS®

510 Main Rd, Chesterfield, MA 01012
/6
$199,000
- Land
- 20 Acres
- $9,950 per Acre
141 Ireland St, Chesterfield, MA 01096

Beautiful mostly wooded 20 acres of land with views near the Chesterfield Gorge. Easy access to rt 143 to rt 9. There 3,536 sq foot house and three car garage that needs extensive renovations. Buyer and Buyers Agent to do their due diligence.

Michelle Bond Coldwell Banker Community REALTORS®

141 Ireland St, Chesterfield, MA 01096
/37
$439,000
- 2 Beds
- 1 Bath
- 1,024 Sq Ft
31 Farmhouse Rd, Chesterfield, MA 01012

It's HOT -buy a lake house! Escape to serenity with this charming lakefront cottage, a perfect blend of comfort and natural beauty. Built in 1989, this delightful single-family home features 2 cozy bedrooms and 1 full bath, all nestled in a tranquil wooded setting. The open-concept layout invites warmth and light, with expansive windows that frame stunning views of the surrounding landscape. The

Shelly Hardy Brick & Mortar Northhampton

31 Farmhouse Rd, Chesterfield, MA 01012
/37
$875,000
- 3 Beds
- 2 Baths
- 2,922 Sq Ft
330 East St, Williamsburg, MA 01096

Welcome to your sanctuary of privacy, natural beauty and well-being! This exquisitely designed home, set on 70 acres, is built with the highest standards for a healthy lifestyle. Enjoy the unparalleled comfort of geothermal radiant heating, providing consistent warmth throughout the home. Large south facing windows, designed for passive solar, bathe the home in natural light, creating a bright,

Linda Webster Coldwell Banker Community REALTORS®

330 East St, Williamsburg, MA 01096
/42
$669,000
- 3 Beds
- 2.5 Baths
- 2,303 Sq Ft
7 Sundown Dr, Williamsburg, MA 01096

Your woodland retreat awaits, perched on 9 acres just 10 minutes to Williamsburg Ctr. & 25 minutes to downtown Northampton. The original structure was built in 1983 using timber from the property & features an open floor plan w/ exposed beams, tons of southerly light, a large eat in kitchen, a sunroom w/ built-in benches, a living room w/ wood stove insert, a screened in porch leading to a deck,

Kimberly Raczka 5 College REALTORS® Northampton

7 Sundown Dr, Williamsburg, MA 01096

Massachusetts Chesterfield

Why Live in Chesterfield

Chesterfield, a rural hillside community in Hampshire County, is known for its natural beauty and seclusion, with abundant trees, farms, and brooks. The area is particularly picturesque in autumn, with vibrant foliage that can be enjoyed while hiking, driving, or relaxing at home. Chesterfield is about 45 minutes from Springfield and 15 miles from Northampton, which offers a variety of retailers, restaurants, and Smith College. The town's 1,200 residents, many of whom are aged 60 or over, enjoy a quiet lifestyle amidst scenic surroundings. Outdoor recreation is plentiful, with Chesterfield Gorge Reservation offering dog-friendly hiking trails, fly fishing, and winter activities like snowshoeing and cross-country skiing. Gilbert A. Bliss State Forest features a 5-mile hiking loop, and Russell Memorial Park provides a playground, skate park, and sports facilities. Homes in Chesterfield are typically farmhouses and Cape Cod-style, often surrounded by trees and sometimes featuring waterfront views. Larger properties may include barns or greenhouses. Community events are organized by the Council on Aging and the Chesterfield Library, which hosts festivals and offers museum passes. Dining options are limited within Chesterfield, but the Chesterfield General Store and Café and Bread Euphoria Bakery & Café on Route 9 are popular local spots. For more extensive shopping, residents travel to Northampton. The Hampshire Regional School District serves local students, with New Hingham Regional Elementary and Hampshire Regional High School offering various clubs and activities. Residents rely on personal vehicles for transportation, with Route 143 and Route 9 providing access to nearby areas. Emergency care is available at Holyoke Medical Center, 20 miles away.

Learn more about living in Chesterfield

Frequently Asked Questions

What is the average home price in Chesterfield, MA?

Homes for sale in Chesterfield, MA have an average home price of $407,083.

Are home prices dropping in Chesterfield?

Yes, home prices in Chesterfield are down 36% in the last 12 months.

How many homes have sold over the last 12 months in Chesterfield, MA?

6 homes have sold in Chesterfield, MA over the last 12 months.

What are the most popular zip codes in Chesterfield, MA?

The most popular zip codes in Chesterfield, MA include 01109, 01085, 01040, 01223 and 01020.

How much do you need to make to afford a house in Chesterfield?

The median home price in Chesterfield is $397,450. If you put a 20% down payment of $79,500 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $2,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Chesterfield.

How are the schools in Chesterfield, MA?

Chesterfield, MA has highly rated public and private schools. Some of the best schools in Chesterfield based on Niche Grades are Anne T. Dunphy School, Wahconah Regional High School and Hampshire Regional High School. Browse all the schools in Chesterfield, MA to learn more.

Home Trends in Chesterfield, MA

On average, homes in Chesterfield, MA sell after 43 days on the market compared to the national average of 50 days. The median sale price for homes in Chesterfield, MA over the last 12 months is $375,950, down 39% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$375,950

Median Single Family Sale Price

$375,950

Average Price Per Sq Ft

$274

Last 12 months Home Sales

Median List Price

$397,450

Median Change From 1st List Price

Median Home Sale Price YoY Change

-39%

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