Hampshire County, MA Real Estate Search

Hampshire County, MA 5 Bedroom Homes for Sale

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Newest Hampshire County, MA 5 Bedroom Homes for Sale

538 Newton Street, South Hadley
$409,900
5 Beds ⋅ 3 Baths ⋅ 73589945 MLS
Expect to be impressed the moment you walk through the door of this meticulously maintained, well-loved home that has remained in the same family since it was built! Pride of ownership shines throughout, and the amount of space, storage and versatility this property offers is truly something to see! Perfect for multi-generational living, extended family or anyone looking for room to spread out! The spacious first floor features generous room sizes, including a fabulous retro kitchen that looks like it was just installed, a large dining area, HUGE living room, three spacious bedrooms, including a primary with its own half bath, and plenty of closet space. Upstairs you'll find additional bedrooms, a SECOND KITCHEN, flexible living space, charming built-ins and even more storage, including a cedar closet. What a fantastic setup for extended family or multiple generations living comfortably under one roof! One of the most unique features is the adjoining office space with its own separate entrance and dedicated parking area. Looking to work from home or explore the possibility of operating a business? This space opens up some exciting possibilities! And there's more! The finished lower level offers a HUGE family room with a fireplace, separate laundry room with utility sink and plenty of additional storage. Outside, enjoy a two-car garage, storage shed and spacious backyard. Conveniently located within walking distance to local businesses and amenities, with easy access to shopping, dining and major routes. Whether you're bringing generations together under one roof, looking for a home with business potential, or simply need lots of space and flexibility, this property has so much to offer! Come take a look. You may be surprised by just how much room there is to make it your own!

538 Newton Street, South Hadley

31 North Rd, Chesterfield
$1,850,000
5 Beds ⋅ 3 Baths ⋅ 73589598 MLS
The equestrian elegance of this hilltop property begins the moment you arrive, a gated driveway winding through professionally landscaped grounds and leading to an expansive 55-acre sanctuary designed for both refined country living and serious equestrian pursuits.The home welcomes you with a grand entryway and a covered porch. Inside, hardwood floors w/ cherry inlay, a sweeping staircase, and a gas fireplace create an atmosphere of timeless sophistication. The kitchen features quartz countertops and high-end GE Profile appliances, access to a large patio ideal for entertaining. An expansive primary en suite offers a private entrance and a peaceful retreat, while four additional large bedrooms provide generous accommodations for family and guests. Main-floor laundry, central vacuum, 5 heat zones, a whole-house generator, security system, and three electrical meters add efficiency and peace of mind.Outside, the property continues to impress with extensive outdoor lighting, an expansive lawn, gated driveway, large patio, automatic propane grill, and meticulously maintained landscaping. PVC three-rail fencing creates a polished aesthetic throughout the grounds.At the heart of the estate is a fully equipped, custom-built multi-use barn thoughtfully designed for breeders, veterinarians, trainers, and discerning horse owners. The main barn features eight 14' x 14' stalls w/ automatic waterers, radiant floor heating, heated wash stalls, a heated tack room, heated tacking area, kitchenette with laundry, office, bathroom, ceiling fans throughout, and a rubber “cobblestone” aisle. A remarkable 44' x 105' hay loft provides substantial storage.Efficiency is built into the operation with a heated drive-through aisle for easy loading, heated equipment shed and workshop and large parking area. The barn has its own private well and septic system. A second barn, 12 additional stalls, providing a total of 20 stalls.The outdoor equestrian amenities are equally impressive: eight paddocks with automatic waterers and hay huts, three large pastures, and an exercise track. Every detail has been thoughtfully considered to make professional operations exceptionally convenient.This is far more than a beautiful country property. It is a sophisticated equestrian estate where luxury and professional-level horse facilities come together on approximately 55 acres—an extraordinary opportunity for the serious equestrian seeking a turnkey operation and an exceptional place to call home.

31 North Rd, Chesterfield

62 Church Street, Ware
$524,900
5 Beds ⋅ 2 Baths ⋅ 73587288 MLS
Beautiful Victorian-style home has been lovingly renovated & thoughtfully restored by its current owners, blending modern comfort with the original craftsmanship and timeless elegance. SELLER IS OFFERING $10,000 TOWARD A 1-1 INTEREST-RATE BUYDOWN*.Step into a grand entrance featuring a beautifully restored main staircase, herringbone stone tile, and a custom black granite & marble checkerboard floor. Fully upgraded kitchen with custom cabinetry, an island, porcelain flooring, all-new appliances, recessed lighting, and crown molding. Inviting formal dining room with HW flooring, FP & large windows for plenty of light. The spacious living room features restored original wainscoting, HW flooring, a custom hand-carved marble FP surround with black stone inlay & a crystal chandelier.5 bedrooms: a 1st-level BR & 3/4 bath with tiled shower; the 2nd level has four (4) bedrooms, a full bath & a laundry room, an additional room room for an office, playroom & an office! Central AC!All upgraded and painted, with new flooring!Any part of the home that could be restored to its original condition was, including doors, wainscoting, crown molding, HW floors, a ceiling medallion, and crystal wall sconces. There are so many upgrades, personal touches & details to list here—request or see the attached owner upgrade renovation document. Lots of storage, along with attic areas. Full insulation by Green Collar for energy efficiency. Wall-mounted, on-demand hot water!Large, private yard for social gatherings & evening hot chocolate by a fire! Enjoy nearby Grenville Park, local walking and biking along the Mass Central Rail Trail, and hiking with scenic reservoir views at Quabbin Park. Access to Routes 9 & 32 connects you to surrounding towns and the Mass Pike in Palmer. Elegantly renewed with thoughtful attention to detail, this home honors its rich character while blending timeless elegance with modern comfort and efficiency—ready to welcome you to your next chapter.

62 Church Street, Ware

51 Linseed Rd, Northampton
$900,000
5 Beds ⋅ 5 Baths ⋅ 73586992 MLS
Situated right on the Northampton line, this Custom-Contemporary home offers an exceptional combination of space, privacy, and upscale amenities. This impressive 5-bedroom, 4.5-bath home offers approximately 3,543 square feet of above-grade living space plus roughly 750 additional square feet of finished basement. From the moment you enter, the dramatic 20+ foot ceilings and expansive windows create an incredible sense of openness and fill the home with natural light. The spacious living room features vaulted ceilings and a gas fireplace capable of heating the entire first floor, creating the perfect gathering space for family and friends. The chef-inspired kitchen features a gas range, double wall ovens with a convection oven, stainless steel appliances, two dishwashers, a large pantry, coffee bar, and a comfortable breakfast nook/seating area. Hosting holidays and dinner parties has never been easier! The second floor is highlighted by an impressive primary suite featuring coffered ceilings, a sun-filled private sitting room, an oversized walk-in closet, and a luxurious bathroom with a Jacuzzi tub and separate stand-up shower. Additional bedrooms provide plenty of space for family and/or guests! The finished basement adds approximately 750 square feet of versatile living space, complete with brand-new carpeting, a fifth bedroom, full bathroom, and an additional living/recreation room that would make an ideal playroom, media room, or second family room. Outside, enjoy a beautiful stonework patio, a spacious deck, and a brand new swim spa—perfect for relaxing or entertaining year-round. The attached 3-car garage provides abundant parking and storage. Recent improvements include a new 200-amp electrical panel and new central air-conditioning system, adding peace of mind to this already impressive property!

51 Linseed Rd, Northampton

105-107 North Valley Rd, Pelham
$599,900
5 Beds ⋅ 5 Baths ⋅ 73574252 MLS
NEW PRICE, SELLER MOTIVATED!This spacious open-concept contemporary Cape offers exceptional flexibility for multigenerational living, extended family, or rental income. Vaulted ceilings, skylights and maple hardwood floors enhance the light-filled main level, featuring two first-floor primary suites—one designed for accessibility with a washer and dryer hook up and another with a Jacuzzi tub and separate shower with a stackable laundry unit. The expansive living room with fireplace and 2 sliders opens to a large deck overlooking a peaceful pastoral setting. A centrally located kitchen and dining area create an ideal layout for entertaining. Upstairs are two additional bedrooms with walk-in closets and a full bath. The walkout lower level, with slider and five windows, offers excellent potential for a home office, family room, gym or recreation space with a cozy wood stove for cooler weather and plenty of additional storage. Above the garage is a spacious legal one-bedroom apartment with a strong rental history. Neutral paint, newer furnace and hot water heater, leased solar panels providing most electricity, first-floor laundry hook up and central vacuum system complete this unique and versatile property. Close to Amherst, UMass and all the Valley has to offer with a rural natural setting, nestled on 2.45 acres abutting the Town of Pelham conservation land. Don't miss out! Showings start immediately.

105-107 North Valley Rd, Pelham

1 High St, Williamsburg
$737,000
5 Beds ⋅ 3 Baths ⋅ 73567533 MLS
Welcome to The Thomas Smith Hayden house, built in 1850 for the son of Lt. Gov. Joel Hayden, whose family became the namesake of Haydenville, MA. An Italianate marvel, designed by William Fenno Pratt, The same architect known for The Henry F Hills House, The Emily Dickinson house and the Amherst Women's club and many other historic buildings. Just 14 minutes from Smith College and the vibrant city of Northampton. Journey back in time and experience the charm and grace of this stunning Italianate Victorian, featuring the beautiful craftsmanship of its time. Beautiful wide pine floors, hand carved woodwork, 6 Marble fireplaces, numerous bay windows, and a gracious front hall with stunning banister. The original light fixtures were made at the Haydenville Brassworks, there are 3 full bathrooms with clawfoot tubs, tin ceilings, a gorgeous screened-in porch overlooking the stunning gardens, and a carriage house with garden shed. This is a gem of a property that has been lovingly cared for inside and out. The gardens are magical with surprises at every turn. The house has been thoughtfully updated while preserving its original beauty. Major improvements include a newly painted exterior, brand new rubber roof, state of the art Viessmann heating system with energy efficient European radiators, new hot water heaters, updated electrical, and 1st floor laundry. This spacious home was once a 2-family and could be again given its many lovely vignettes with bedrooms on both floors. Great for multi-generational living and those who appreciate the esthetics and artistry of the Victorian era. This is a rare opportunity to own a piece of local history that is in pristine condition and close to the village center.

1 High St, Williamsburg

3 San Souci Dr, South Hadley
$1,149,000
5 Beds ⋅ 5 Baths ⋅ 73558138 MLS
Some homes quietly reset expectations. This is one of them. Long admired within the community and now offered for the first time, this custom residence reflects a rare balance of architectural beauty, livable design, and enduring craftsmanship. Rooted in the character of the Pacific Northwest and refined with an industrial-chic edge, the home was shaped around how life actually unfolds. At its center, a chef’s kitchen connects seamlessly to the dining and living spaces, creating a natural rhythm for daily living and effortless entertaining. Dramatic foyer, beautiful millwork, stone detailing, and expansive windows frame Mount Tom in a way that feels both present and ever-changing, filling the home with light throughout the day. Designed with the ease of an executive ranch, the main level offers a primary suite, first-floor laundry, and well-composed living spaces that allow for true one-level living without compromise. The upper level expands the experience rather than simply adding space. An open loft offers a billiards lounge, bar, theater, fitness area. and a second back staircase that enhances flow. The 2nd staircase also leads to a dedicated office wing that provides quiet separation for work, while a private guest suite with full bath and second laundry adds flexibility for extended stays or multi-generational living. The layout was conceived to evolve naturally with time and changing needs. Outdoors, the property shifts into a private resort setting inspired by years of California living. A heated pool, outdoor kitchen, pergola, screened patio, full heated outdoor bath, and fire pit are all oriented toward long views of Mount Tom, creating a setting equally suited for quiet mornings or large gatherings. Designed by a respected architectural firm and built by one of New England’s premier builders, the home reflects a commitment to quality, and longevity. Long recognized from afar, it now offers its first opportunity to be experienced from within and to be carried forward by its next owner.

3 San Souci Dr, South Hadley

2 Kevin Dr, Southampton
$999,000
5 Beds ⋅ 5 Baths ⋅ 73557767 MLS
NEW PRICE! Exceptional 4271 sq.ft. custom Colonial offering resort-style outdoor living on nearly one private acre in Red Brook Estates. The gorgeous backyard features a sparkling in-ground pool, multiple entertainment areas from the deck, patios or finished pool house with outdoor living room and 1/2 bath, creating your own private oasis at home. The attached covered seating area creates the perfect outdoor living room, set for a comfortable area and TV, ideal for relaxing or entertaining throughout the season. Inside, this spacious 5 bedroom, 4.5 bath offers soaring ceilings, abundant natural light and an impressive primary suite with dramatic two-story ceiling, gas fireplace, private deck, spa-inspired ensuite bath, huge walk in closet and impressive private loft, ideal for a home office, fitness or sitting area.This beautifully maintained home seamlessly blends timeless elegance, everyday comfort, and resort-style outdoor living. The open-concept main level offers a grand sense of space, hardwood floors, a warm and welcoming living room, inviting kitchen with dining area, dining room, flex room, primary suite, full bath, 1/2 bath, laundry room and mudroom. Designed with comfort and privacy in mind, you'll find 5 bedrooms, including TWO Primary Suites!! A third bedroom features a private ensuite bath and 3 bedrooms have walk-in closets. Car enthusiasts, hobbyist will appreciate the rare convenience of 2 separate 2 car garages, offering room for 4 vehicles, workshop space or recreational equipment. With its generous living space, flexible floor plan, and exceptional amenities, this home also offers outstanding multi-generational potential, providing privacy and versatility for extended family, guests, or evolving lifestyle needs. Conveniently located near area amenities while offering privacy and tranquility. This remarkable property is a rare opportunity to enjoy luxury living with resort-style amenities right at home.

2 Kevin Dr, Southampton

130 Linden Ridge Road, Amherst
$1,190,000
5 Beds ⋅ 4 Baths ⋅ 73372431 MLS
NEW PRICE — EXCEPTIONAL NEW CONSTRUCTION VALUE IN AMHERST!Take a fresh look at this impressive 3,500 sq. ft. new construction home. This is an opportunity to get exceptional space, quality construction, modern energy efficiency and today’s most desirable features—all without taking on the costly updates and major-system replacements often associated with an older home. Built for comfort, efficiency and longevity, this all-electric home features dense-packed cellulose insulation, two high-efficiency Bosch heat pump heating and cooling systems, and a premium ERV fresh-air system. Together, these systems help minimize energy loss and drafts, maintain comfortable temperatures throughout the seasons and provide controlled fresh air year-round. Quality continues with fiber-cement siding, Trex decking, an engineered floor system, hardwood flooring and high-end appliances—durable, desirable features that add real value beyond what you see at first glance. The interior offers 3,500 sq. ft. of thoughtfully designed living space, including a dramatic living room with cathedral ceilings and electric fireplace, a desirable first-floor primary suite, and a separate bonus room/office with its own full bath. Upstairs, you’ll find 3 spacious bedrooms, all with walk-in closets. One includes a private en-suite bath, while the other two share a full hallway bath. The huge walk-out basement adds another dimension of value, offering tremendous potential for future finished living space, recreation, a home gym, theater, workshop or abundant storage. Set in a desirable Amherst neighborhood of families and professionals, approximately 8 minutes from UMass Amherst and convenient to shopping, dining and area amenities. Buyers can feel confident they are getting their moneys worth with brand-new major systems, modern energy-efficient construction and room to grow, this home deserves a fresh look. Be the first to make this exceptional new home your own!

130 Linden Ridge Road, Amherst

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