Chesterfield Homes with Single Family Residence Subtype

Welcome to Chesterfield, Massachusetts, a hidden gem nestled in the picturesque Hampshire County. Known for its stunning natural landscapes, Chesterfield offers a serene retreat from the hustle and bustle of city life, making it an ideal location for families and individuals seeking tranquility and community. With its charming rural atmosphere, this quaint town is characterized by rolling hills, lush forests, and scenic views that create a perfect backdrop for outdoor enthusiasts and nature lovers alike.

Chesterfield is not just about breathtaking scenery; it boasts a rich history and a close-knit community that welcomes newcomers with open arms. Residents enjoy a slower pace of life, with local events and farmers’ markets that foster connections among neighbors. The town’s commitment to preserving its natural beauty and fostering a vibrant community spirit makes it an attractive place to call home.

When it comes to housing, Chesterfield features a delightful array of single-family residences that cater to diverse lifestyles and preferences. These homes often showcase charming architectural styles, spacious yards, and modern amenities, providing comfortable living spaces that are perfect for families or those looking to settle down. Whether you seek a cozy cottage or a larger family home, the real estate market in Chesterfield offers a variety of options to fit your needs.

In Chesterfield, you’ll find not just a house, but a place to build memories and create a life surrounded by nature and community. Embrace the opportunity to make this enchanting town your new home!

Newest Chesterfield Homes with Single Family Residence Subtype

$436,900

3 Beds ⋅ 2 Baths ⋅ 73572877 MLS

Perched on a hillside overlooking three acres of woodland and rolling meadow, this Colonial is minutes from the town center, Russell Memorial Park, and an easy jaunt to the best spot for a front row seat for the renowned annual 4th of July parade. The light-filled home offers flexible living space with two spacious bedrooms upstairs, a nicely sized room that would be a terrific first floor bedroom or office, two full bathrooms (one on each floor), first-floor laundry, and an open kitchen/living/area with Brazilian cherry floors. French doors lead from the living area to a sunroom/dining area with sliders that open to a stone patio. While there is no direct heat in the sunroom/dining area, it stays warm thanks to its proximity to the living room and passive solar heating. You'll love the gorgeous sunsets and amazing rainbows right in your own front yard. Owned solar panels, only three years old, are on the metal, maintenance-free roof. Electric car charger, newer central air, an efficient propane furnace, and a whole house water filtration system plus a reverse osmosis system for drinking water. There’s more: a spacious yard with room for gardening and exploring, a three-stall barn for storage, and a chicken coop. Watch for deer, foxes, rabbits, and an occasional bear roaming about the meadow. A wonderful place to call home, and an easy drive to Florence, Williamsburg, and Northampton.

92 South St, Chesterfield

Listing courtesy of Listing Agent: Rachel Simpson from Listing Office: 5 College REALTORS® Northampton.

$514,900

3 Beds ⋅ 2 Baths ⋅ 73549025 MLS

Antique Cape that has maintained its wonderful original features along with sensible enhancements for modern living. The large living room with the central chimney fireplace complex that once served as the kitchen and main heating source is the central feature of the main floor. The formal dining area and the living room and bed room share the central space. The first floor is completed by the Kitchen, full bath, half bath, laundry and office. The main side entry from the side porch serves as a foyer to the main house and opens into the amazing Family room with exposed beam ceiling filled with windows overlooking the stone patio and gardens. Second floor offers a bed room with skylight and an additional guest/office room. The great outdoors includes a lovely stone patio surrounded by flowering plantings that open to a yard of beautiful flowered walk ways. Included is a 2 story barn that serves as both a garage work shop area and storage. All this on over 30 acres with brook.

3 Stage Rd, Chesterfield

Listing courtesy of Listing Agent: James A. Molyneux from Listing Office: Molyneux Realty.

$227,000

4 Beds ⋅ 1 Baths ⋅ 73526790 MLS

NEW PRICE! Freshly cleaned out and ready for your vision, this year-round Lake Damond waterfront home offers a clean slate for its next owner. Loved by the same family for generations, the property features 125 feet of direct lake frontage, a dock, three outbuildings, and access to the association’s private beach and playground. The main level includes an open living, dining, and kitchen area with a bank of windows overlooking the lake, an expansive deck, two bedrooms, a bath with shower, and a workshop/utility/storage room. Two additional bedrooms are upstairs. Improvements include a metal roof, private well, replacement windows, and a newer fuel oil tank. Septic is operational, but the seller assumes it will need replacement. Buyer is responsible for all septic testing, design, approvals, and costs. Floor plans available.

54 Bray Rd, Chesterfield

Listing courtesy of Listing Agent: Shelly Hardy from Listing Office: Brick & Mortar Northampton.

$685,000

5 Beds ⋅ 3 Baths ⋅ 73505281 MLS

Escape the ordinary and discover a home designed to adapt to your lifestyle. Nestled on 2.73 private acres this spacious Cape blends comfortable everyday living with endless possibilities. The inviting layout features a first-floor primary suite, granite kitchen, dedicated home office, and generous gathering spaces. Upstairs, four additional bedrooms and a separate bonus area with its own garage entrance create exciting opportunities for a private guest suite, in-law accommodations, multigenerational living, home business, or potential bed-and-breakfast venture (subject to local regulations). The walk-out lower level offers radiant heated floors, partially finished space, and room for future expansion. Peaceful surroundings, flexible spaces, and a location that feels miles away while remaining close to local amenities make this property truly one of a kind.

254 Bryant, Chesterfield

Listing courtesy of Listing Agent: Aimee Tompkins from Listing Office: Park Square Realty.

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