Hampshire Homes with 2 Family - 2 Units Up/Down Subtype

Welcome to Hampshire County, Massachusetts, a picturesque region that beautifully blends rural charm with vibrant community life. Nestled in the Pioneer Valley, Hampshire County is renowned for its stunning landscapes, rich history, and a thriving cultural scene. With its charming small towns, scenic parks, and proximity to the Connecticut River, this area is a haven for nature lovers and those seeking a peaceful yet engaging lifestyle.

Hampshire County is home to several prestigious educational institutions, including the renowned University of Massachusetts Amherst, which adds a youthful energy to the area. The county boasts a variety of recreational activities, from hiking and biking trails in the nearby Mount Tom State Reservation to quaint farmers' markets that celebrate local produce. The dynamic arts scene, complete with galleries, theaters, and music festivals, ensures there’s always something exciting to experience.

For those interested in real estate, Hampshire County offers a fantastic opportunity with its 2 Family - 2 Units Up/Down homes. These properties are ideal for investors or homeowners looking for additional income potential. Featuring a versatile layout, each unit provides comfortable living space, perfect for families or individuals seeking the convenience of nearby amenities. The up/down configuration allows for privacy while also fostering a sense of community—an ideal setup for multigenerational living or rental opportunities.

Whether you’re drawn to the area's natural beauty, educational institutions, or the vibrant community spirit, Hampshire County invites you to explore its unique offerings. Discover your dream home today in this enchanting corner of Massachusetts!

Newest Hampshire Homes with 2 Family - 2 Units Up/Down Subtype

$1,279,999

8 Beds ⋅ 3 Baths ⋅ 73566818 MLS

REMARKABLE investment opportunity less than 1 mile from UMass ! This COMPLETELY RENOVATED 2-family home sits on 2.5 acres and fully rented through May 2027, offering immediate income with tremendous long-term upside. The property has been completely transformed with a new roof, new electrical, new heating and cooling, new interior and exterior paint, and completely rebuilt kitchens and bathrooms. Located less than 25 feet from the bus stop with plenty of parking, the location is exceptionally convenient for university access. Beyond the existing 2-family, a massive 2-story barn and expansive, flat backyard offer exciting future possibilities. Explore building out the barn or subdividing the rear of the property for new construction, subject to buyer due diligence and permits. A rare turnkey investment offering strong rental income today and significant potential for tomorrow. Available to be seen in person 8/26 4-6pm and 8/28 4-6pm.

1136 N Pleasant St, Amherst

Listing courtesy of Listing Agent: Kate Hogan from Listing Office: Brick & Mortar.

$700,000

5 Beds ⋅ 3 Baths ⋅ 73563253 MLS

This ideally located two-family home a short distance from UMass offers spacious living, scenic farmland views, and convenient access to local colleges, shopping, and restaurants. The first-floor unit features three bedrooms, two full bathrooms, a comfortable living room, and a spacious kitchen. The second-floor unit offers two bedrooms, one full bathroom, a living room, and an unfinished attic that can be used for storage or additional living space. Both units feature beautiful wood flooring and share access to a large backyard overlooking picturesque farmland, providing a peaceful setting with plenty of outdoor space. This well maintained property has 2 oil tanks, 2 electrical boxes, 2 newer (2020) Burnham furnaces. Whether you're an owner-occupant looking to offset your mortgage, an investor seeking a solid income-producing property, or a multi-generational household in need of flexible living arrangements, this property offers exceptional potential. Come see this great property today!

98 Stockbridge Rd, Hadley

Listing courtesy of Listing Agent: Burke Group from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

$675,000

5 Beds ⋅ 3 Baths ⋅ 73561001 MLS

Open house Saturday 10-11:30. Tastefully updated over the past few years, this move-in-ready property offers dynamic living options and modern comforts. The bright and inviting main level features a thoughtfully designed floor plan with HW floors throughout, vaulted ceilings, abundant natural light, and porcelain tile in the kitchen and bathrooms. Open-concept living and dining spaces flow seamlessly into the updated kitchen with abundant storage, making entertaining effortless while you cozy up to the woodstove this winter. Both units have washer and dryer hookups. The fully equipped lower-level accessory apartment is a standout feature—complete with its own private entrance, full kitchen, washer,dryer, open living space, bedroom, and full bath. Whether you are looking for dedicated multi-generational living, a private guest suite, or rental income, this flexible layout delivers exceptional value. Step outside to enjoy the peaceful 1.03-acre lot, ideal for gardens, outdoor dining, or simply taking in the serene farmland surroundings. Spacious two-car garage with finished second floor. A standout feature of this property is the impressive, oversized tobacco barn. Built with classic timber framing and rich architectural character, this massive structure offers soaring vertical clearance, traditional tier poles, and excellent cross-ventilation. Perfect for livestock, equipment storage, a workshop, or agricultural operations. A rare, high-capacity outbuilding with incredible bones and endless potential. The large tobacco barn floor was recently upgraded with crushed stone. Conveniently located just minutes from downtown Northampton, UMass, I-91, and local farm stands, this home pairs idyllic Hatfield living with unmatched accessibility.

96 Straits Rd, Hatfield

Listing courtesy of Listing Agent: Gregory Haughton from Listing Office: 5 College REALTORS®.

$525,000

3 Beds ⋅ 2 Baths ⋅ 73557487 MLS

Welcome to this wonderful, turn-key home situated on a peaceful, quiet street. Perfect for investors or buyers looking for a primary residence with rental income. This property features a lovely private backyard, exceptional character throughout, and an incredibly functional detached garage. 1st floor unit is filled with abundant natural light with a formal dining room. Beautiful original hardwood floors pair perfectly with brand-new modern vinyl plank flooring. The living room includes a craftsman built-in cabinet. The eat-in kitchen has a custom built-in bench with kitchen table included. There is also a conveniently located, in-unit laundry room along with a sun-filled 3 season front porch, ready for your exercise or office needs, or a perfect spot to relax. The 2nd floor unit offers a comfortable floor plan featuring two bedrooms, living room, larger kitchen, laundry room and a fully enclosed first floor porch entryway. Enjoy a private, peaceful backyard for outdoor activities and gardening. Some replacement windows, central air on first floor.

39 Water St, Northampton

Listing courtesy of Listing Agent: The Neilsen Team from Listing Office: The Neilsen Team.

$179,900

4 Beds ⋅ 2 Baths ⋅ 73485893 MLS

Diamond in the rough! Solid 2-family home offering a great opportunity for investors, contractors, or buyers looking to build equity. Both the first and second floors are currently rented, providing immediate rental income from day one. While the second floor will require extensive renovation and updating, the property offers strong bones and excellent potential for the right buyer willing to put in some sweat equity to restore it to its full potential. With the right improvements, this home can truly shine again.The location adds tremendous value—just two blocks from downtown where you’ll find restaurants, shops, and local conveniences, and only one block from a nearby dog park, perfect for pet owners and outdoor enjoyment. Whether you’re an investor looking to renovate and increase value, or someone searching for a project property with income already in place, this 2-family offers a fantastic opportunity in a desirable location with plenty of upside.

22 Vigeant St, Ware

Listing courtesy of Listing Agent: Best of Boston Living Team from Listing Office: LPT Realty, LLC.

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