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Explore Similar Apartments Within 10 Miles of Chesterfield, MA

  • /40

    $459,900

    • 4 Beds
    • 2 Baths
    • 2,718 Sq Ft

    1657 Northampton St, Holyoke, MA 01040

    You will love this well kept 2 family home in the Oakdale neighborhood in Holyoke. This house features upgraded roof, siding, windows, heating system, and electrical panels. Each unit features 5 rooms 2 bedrooms and 1 bath with fireplaces in the living room, hardwood floors through out. 2 car garage. Easy highway access to I-91 & I-90. Minutes to Northampton.

    Paul Gallagher Gallagher Real Estate

    1657 Northampton St, Holyoke, MA 01040
  • /32

    $624,900

    • 4 Beds
    • 2 Baths
    • 2,406 Sq Ft

    12 Day Ave, Northampton, MA 01060

    Desirable Northampton, MA multi-family, perfect for owner-occupied or investors alike! Welcome to 12 Day Avenue... a rare opportunity with this fully vacant and fully renovated two-family property with a 2-car garage. Each unit offers a spacious and sun-drenched layout, featuring gleaming hardwood floors, large living and dining rooms, and two generous sized bedrooms. The updated kitchens shine

    Stephanie Salerno Coldwell Banker Realty

    12 Day Ave, Northampton, MA 01060
  • /18

    $303,000

    • 5 Beds
    • 2 Baths
    • 2,062 Sq Ft

    146 Beech St, Holyoke, MA 01040

    The Suffolk is a 3 story, 2 unit property a short walk from downtown Holyoke Massachusetts. It was built in 1879 on a corner lot in a unique architectural style that includes a turret. It features original exterior bracketing, a wood staircase between the 1st and 2nd floors, open exterior porches, native trees and shrubs in the yard, a 3 car driveway and refinished wood floors.

    Lisa Berry Simply Sell Realty

    146 Beech St, Holyoke, MA 01040
  • /28

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    78 Vernon St, Northampton, MA 01060

    Convenient location near Smith College and Northampton High School. Historic brick building originally a grocery store that was famous for its penny candy. Now used as a two family home with 2 one bedroom apartments. The owners 2nd floor apartment has updated kitchen and bath, bedroom, dining room/office, living room and sun room with large sliding windows. The apartment is sunny with hardwood

    Joanie Schwartz Joanie Schwartz Real Estate

    78 Vernon St, Northampton, MA 01060
  • /34

    $859,000

    • 5 Beds
    • 3 Baths
    • 2,417 Sq Ft

    30 Cherry St, Northampton, MA 01060

    Masterfully, redesigned two family in 2022 with quality finishes reflecting the craftsmanship carried out by local architect, Keiter Associates. First Floor three-bedroom unit blends a spacious open floor plan with high ceilings and effortless lifestyle with gorgeous wood floors that flow throughout, creating a warm and inviting atmosphere. Next, step inside the foyer and be captivated by the

    Pamrose Eden-Cox Coldwell Banker Community REALTORS®

    30 Cherry St, Northampton, MA 01060
  • /42

    $425,900

    • 5 Beds
    • 2.5 Baths
    • 2,799 Sq Ft

    15-17 Oconnor Ave, Holyoke, MA 01040

    Welcome to this beautifully maintained two-family home in the heart of Holyoke! Full of original charm, it’s ideal for multi-generational living or a smart investment. The first-floor unit offers an updated kitchen, hardwood floors, two large bedrooms, and a full bath, all enhanced by classic details like crown molding and decorative casings. The second-floor unit is move-in ready with two

    Eric Jorgensen Lamacchia Realty, Inc.

    15-17 Oconnor Ave, Holyoke, MA 01040
  • /42

    $355,000

    • 5 Beds
    • 3 Baths
    • 2,658 Sq Ft

    180 Pine St, Holyoke, MA 01040

    Attention owner occupants & investors! Don’t miss out on this beautiful 3-family colonial in Holyoke! Unit 1 offers 2 spacious bedrooms, full bath, living room, eat-in kitchen, beautiful tin ceilings, tray ceiling, and overhead lighting. Unit 2 features 2 bedrooms, full bath, bright living room, and eat-in kitchen. Unit 3 is a 1-bed unit perfect for added rental income. Each unit has laundry

    Aimee Kelly eXp Realty

    180 Pine St, Holyoke, MA 01040
  • /37

    $425,000

    • 5 Beds
    • 3.5 Baths
    • 2,761 Sq Ft

    1357-1359 Dwight St, Holyoke, MA 01040

    Gorgeous owner’s suite takes 2nd and 3rd floor with vaulted ceilings, skylights, 1,5 baths, exposed brick and wide-open living space. The two levels of the main apartment boast large living room & dining room, 2 bedrooms, 2 balconies, super nice kitchen with pantry and laundry area,on, full bath, wood floors. On the 1st floor are two lovely one-bedroom apartments both move-in ready, clean and

    Deborah Deschamps Berkshire Hathaway HomeServices Realty Professionals

    1357-1359 Dwight St, Holyoke, MA 01040
  • /42

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,328 Sq Ft

    154 N Maple St, Florence, MA 01062

    This remarkable property features hardwood floors throughout the first floor with formal living & dining rooms, a delightful sun room perfect for morning coffee, and 5 generous bedrooms spread across two inviting floors. The home's flexible layout includes two full kitchens—one ideal for culinary adventures, the other perfect for crafts or hobby pursuits—plus 2 full baths and a walk-up attic

    Jeanne Troxell Munson The Murphys REALTORS®, Inc.

    154 N Maple St, Florence, MA 01062
  • /40

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft

    30 Lee Rd, South Deerfield, MA 01373

    Just finished! Completely renovated Colonial with In-law Apartment in a great country setting close to Deerfield. Builder has used the finest finishes throughout. One of a kind NEW kitchen is absolutely beautiful! High end cabinets, solid surface counters, stainless appliances and fixtures and large farmer's sink. Live edge breakfast bar opens to the dining and living rooms. Separate family

    Kristin Vevon The Murphys REALTORS®, Inc.

    30 Lee Rd, South Deerfield, MA 01373
  • /6

    $459,900

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    10 Glen Cove Place Unit A, Easthampton, MA 01027

    New construction in the heart of Easthampton. Fantastic 2-bedroom, 1.5 bath condo with detached garage and full walk-out basement with laundry. There is also pre-plumbing for an additional bathroom or added space in the basement. Many opportunities for flexible living (including a potential ADU) in an efficient new property.

    Robert Canon Canon Real Estate, Inc.

    10 Glen Cove Place Unit A, Easthampton, MA 01027
  • /6

    $459,900

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    12 Glen Cove Place Unit B, Easthampton, MA 01027

    New construction in the heart of Easthampton. Fantastic 2-bedroom, 1.5 bath condo with detached garage and full walk-out basement with laundry. There is also pre-plumbing for an additional bathroom or added space in the basement. Many opportunities for flexible living (including a potential ADU) in an efficient new property.

    Robert Canon Canon Real Estate, Inc.

    12 Glen Cove Place Unit B, Easthampton, MA 01027
  • /42

    $450,000

    • 2 Beds
    • 2.5 Baths
    • 3,390 Sq Ft

    284 Maple St, Holyoke, MA 01040

    Motivated Seller! Cash cow! Fully renovated! If you lived here, your tenants would be paying you $3,000/mo! If you owned this property as an investor, you would be clearing $4,500 in gross rent monthly! This renovated mixed-use property features two updated residential units and one commercial space—offering versatility and strong income potential. Major upgrades include fully updated electrical

    The Generation Group Coldwell Banker Realty - Western MA

    284 Maple St, Holyoke, MA 01040
  • /34

    $949,900

    • 6 Beds
    • 3 Baths
    • 4,077 Sq Ft

    19 Trumbull Rd, Northampton, MA 01060

    Ideally located just steps from the happenings of downtown Northampton, this 3-family vintage Queen Anne Victorian offers over 4,000 square feet across three spacious individual units, separately metered with an owner’s meter. Each apartment includes two bedrooms, living room, dining room, a full bath, and features original details like hardwood floors, pocket doors, and natural woodwork. Private

    Robert Goggins 5 College REALTORS® Northampton

    19 Trumbull Rd, Northampton, MA 01060
  • /33

    $699,100

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    832 Westhampton Rd, Florence, MA 01062

    Tucked away on a private, nearly half-acre lot, this spacious and versatile property offers exceptional flexibility with a unique two-family setup. The main residence boasts 10 rooms, including 4 bedrooms-one currently used as a home office with convenient access to a finished bonus room on the third floor, ideal for a playroom, studio, or additional workspace. Beautiful hardwood floors run

    Brad McGrath Coldwell Banker Community REALTORS®

    832 Westhampton Rd, Florence, MA 01062
  • /41

    $659,900

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft

    318 Newton St, South Hadley, MA 01075

    Fully Remodeled Mixed-Use Property! Whether you're looking for rental income to help pay the mortgage, an investor, or someone dreaming of living where you work, this one-of-a-kind property offers flexibility, function & style! 1st floor offers 1,200 sq ft Office Space with 5 Rooms & 2 half baths, this space can easily be converted into 2 office spaces or possibly a 3rd apartment, 2nd floor

    Steven LaPlante ERA M Connie Laplante Real Estate

    318 Newton St, South Hadley, MA 01075
  • /42

    $278,000

    • 6 Beds
    • 3 Baths
    • 3,456 Sq Ft

    9 Russell Rd, Huntington, MA 01050

    Back on Market! Buyer Unable to Perform. This versatile property, currently zoned for commercial use, offers excellent potential for conversion into a 3-family residence with the right vision. Key features include 3 heating systems (FWA propane) and 2 electric meters (for the 1st and 2nd floors). Each prospective unit offers two means of egress for safety and convenience. The rear area boasts a

    Aimee Kelly eXp Realty

    9 Russell Rd, Huntington, MA 01050
  • /39

    $725,000

    • 5 Beds
    • 4 Baths
    • 2,152 Sq Ft

    16 Fairfield Ave, Florence, MA 01062

    The appeal of a 4-family home with separate utilities, recently remodeled, and situated within walking distance to town and the bike path is multifaceted. The Proximity to essential amenities, including area schools and major routes, contributes significantly to the desirability of this home. From an investment standpoint, a 4-family home serves as an excellent opportunity for generating rental

    Jacqueline Zuzgo 5 College REALTORS®

    16 Fairfield Ave, Florence, MA 01062
  • /36

    $959,000

    • 3 Beds
    • 3.5 Baths
    • 4,348 Sq Ft

    11 West St, Hadley, MA 01035

    Welcome to Beautiful Hadley Commons! This charming Colonial residence has been meticulously maintained. The kitchen features custom cherry cabinets, granite counter's, and stainless steel appliances, complemented by a cozy front-to-back fireplace in the living room. Down the hall, you'll find a great room with another fireplace, perfect for relaxing and unwinding. The main house opens to an

    Linda Tucker Coldwell Banker Realty - Easton

    11 West St, Hadley, MA 01035
  • /22

    $344,900

    • 21 Beds
    • 12 Baths
    • 10,560 Sq Ft

    437-443 Main St, Holyoke, MA 01040

    WOW! PRICE IMPROVEMENT! Prime Investment Opportunity with possible FINANCING for this project already lined up! Make your offer today! This spacious 6-unit “condo” complex is ready for transformation! The property includes: 3 units consisting of 4 bedrooms and FULL 2 baths each unit and 3 units consisting of 3 bedrooms and FULL 2 baths each unit. All 6 units feature a master suite with a walk-in

    Xavier Cruz Fathom Realty

    437-443 Main St, Holyoke, MA 01040
  • /28

    $899,000

    • 6 Beds
    • 6 Baths
    • 5,588 Sq Ft

    33 Eastern Ave, Northampton, MA 01060

    Income producing Northampton multi-family offers a solid, stable rental history with impressive room for growth. Very little exterior space to maintain. Walkable to downtown. Covenient to major routes, highways, cafes, shops, bike path, Smith College and bus routes. Easy access to Hadley, Amherst, Easthampton, Holyoke. 4 one level units on 2 floors plus a huge bonus space on the 3rd fl with

    Andrea Kwapien Delap Real Estate LLC

    33 Eastern Ave, Northampton, MA 01060
  • /15

    $395,000

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    216 Lovefield St, Easthampton, MA 01027

    This two family is ideal for investors or owner-occupied. It is located on Northampton/Easthampton line. The first unit has two bedrooms and office, a large living room with pellet stove, dining area, kitchen, laundry room, and a full bathroom. Tenant just moved out. It was rented for $1850 per month on month to month. The second floor also has 2 bedrooms and a full bath, laundry in unit, a

    Xian Dole Premier Realty Group-Hadley

    216 Lovefield St, Easthampton, MA 01027
  • /14

    $449,000

    • 11 Beds
    • 2 Baths
    • 2,712 Sq Ft

    391 Pleasant St, Holyoke, MA 01040

    Fantastic owner-occupied or investment opportunity in the heart of Holyoke! This expansive 2-family home spans 3 levels, offering flexibility and strong rental potential. The vacant first-floor unit features 4 spacious bedrooms, a living room, kitchen, and in-unit laundry hookups. The second unit includes 4 bedrooms on the second floor plus 3 additional bedrooms in the finished attic—ideal for

    Alexander Cordero Witman Properties, Inc.

    391 Pleasant St, Holyoke, MA 01040
  • /12

    $139,000

    • 27,000 Sq Ft

    130 Middle Water St, Holyoke, MA 01040

    Incredible Investment. Priced to sell! This massive 27,000 square foot, 5 story warehouse offers unmatched potential for investors, developers, or business owners looking for serious space. Featuring 10 foot ceilings on each level. Seller financing available with just 20% down, making this an attractive and accessible opportunity in today’s market. Whether you’re looking to repurpose for

    Xavier Cruz Fathom Realty

    130 Middle Water St, Holyoke, MA 01040
  • /50

    $659,000

    • 3 Beds
    • 5 Baths
    • 3,512 Sq Ft

    3235 Main St, Becket, MA 01223

    Mixed use property which features an established restaurant, three residential units and a state approved Cannabis retail store. Nestled along Yokum Brook in North Becket Village, The Route 8 Pub is a popular gathering space for locals and travelers alike. There is a large dining room and bar area, prep space, kitchen and plenty of storage. Three one-bedroom residential units above are currently

    Derek Strzepa NOCHER REALTY

    3235 Main St, Becket, MA 01223
  • /11

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    11 County Rd, Huntington, MA 01050

    Lovely 2 Family home situated on almost 1.4 acres. The first unit has 2 bedrooms, Kitchen has new granite counter tops, appliances will remain. Open floor plan with plenty of space. Sliding glass doors lead to a Relaxing deck to enjoy the scenery. 2nd unit has 1 bedroom. Appliances to remain, open floor plan. Lot description: Partially wooded. House was fully renovated in 1980.

    Matthew Gawle Pine Valley Realty

    11 County Rd, Huntington, MA 01050
  • /19

    $400,000

    • 6 Beds
    • 3 Baths
    • 2,543 Sq Ft

    21 High St, South Hadley, MA 01075

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    21 High St, South Hadley, MA 01075
  • /10

    $235,000

    • 6 Beds
    • 3 Baths
    • 4,587 Sq Ft

    13 Hampshire St, Holyoke, MA 01040

    Great investment – rental property!Why rent when you can own one unit and collect rental incomes pay your mortgage. Centrally located, with easy access to all highways and shopping and medical facilities and much more.See showing instructions to set up your viewing.

    David Izzo Aspen Realty Group, LLC

    13 Hampshire St, Holyoke, MA 01040

Why Live in Chesterfield

Chesterfield, MA, is a rural hillside community in Hampshire County known for its natural beauty and seclusion. With abundant trees, farms, and brooks, Chesterfield offers a peaceful lifestyle, especially appreciated by its 1,200 residents, 40% of whom are aged 60 or over. The town is located about 45 minutes north of Springfield and 15 miles from Northampton, home to Smith College and a variety of retailers and restaurants. Outdoor enthusiasts can enjoy scenic hikes and cross-country skiing at Chesterfield Gorge Reservation, which features a dog-friendly trail along the Westfield River and connects to Gilbert A. Bliss State Forest. Russell Memorial Park provides local amenities such as a playground, skate park, baseball field, and tennis court. Winters can be cold and snowy, often extending into April, but winter recreation options like snowshoeing are available. Homes in Chesterfield are typically farmhouses and Cape Cod-style, many with large lots and waterfront views. Community engagement is fostered through events organized by the Council on Aging and the Chesterfield Library, which hosts the Family Harvest Festival and offers passes to local museums. Dining options are limited within Chesterfield, but the Chesterfield General Store and Café and Bread Euphoria Bakery & Café serve local and organic fare. For more extensive shopping, residents travel to Northampton, 15 miles away. Students attend schools in the Hampshire Regional School District, with New Hingham Regional Elementary and Hampshire Regional High School providing education from prekindergarten through twelfth grade.

Home Trends in Chesterfield, MA

Housing Trends

Median Sale Price
$348,500
Median Single Family Sale Price
$439,000
Average Price Per Sq Ft
$303
Number of Homes for Sale
3
Last 12 months Home Sales
6
Months of Supply
6.00
Median List Price
$449,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-13%
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