Browse All South Hadley MA 5 Bedroom Properties for Sale

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

$949,900

5 Beds ⋅ 4 Baths ⋅ 73586497 MLS

Some homes impress you with size. This one impresses you with the way every space was considered. Set on a desirable, no-through-traffic street with sidewalks leading to the Village Commons, this grand estate makes a statement before you ever step inside. A soaring foyer introduces an exceptional floor plan, complete with dramatic front and back staircases, oversized windows and remarkable natural light. The expansive living room is both showpiece and gathering place, with custom built-ins, vaulted ceilings, gas fireplace and walls of glass with french doors opening to a newly built deck. Just beyond, a sunroom wrapped in windows creates the kind of peaceful retreat you may never want to leave. The generous kitchen offers abundant cabinetry, casual dining and room for everyone to gather, while an elegant dining room and substantial private office bring both beauty and purpose. Tucked into its own wing, the first-floor primary suite feels like a true retreat with beautiful built-ins, a spacious bath, impressive walk-in closet and nearby laundry. Upstairs, one bedroom is privately set apart with its own full bath ideal for guests or older children. Across the open architectural walkway overlooking the foyer and living room, three additional bedrooms share another full bath, creating a wonderfully thoughtful separation of space, with a second staircase returning to the kitchen. Even the mudroom is beautifully functional with built-ins, garage access and a half bath. And downstairs? An extraordinary amount of space ready to become exactly what life calls for, fitness, recreation, guests, hobbies, storage and even dedicated wrapping and seasonal décor rooms. Outside, a spacious private backyard completes a home that is not simply grand, but exceptionally livable. The seller has also made important recent investments, including a brand-new roof and back decking, two newer central air units and a newer furnace. A floor plan this thoughtful is hard to find and even harder to forget.

18 Priestly Farms Rd, South Hadley

$409,000

5 Beds ⋅ 3 Baths ⋅ 73581562 MLS

Owner has readied this two-family house to shine! With 2 units, total square footage is 2749! 1st floor unit has 5 rooms, two bedrooms, a large kitchen, a dining room, living room and a full bath.The flooring in the entire house is hardwood, except for the kitchens and baths. 2nd Unit spans the 2nd & 3rd floors and has 3 bedrooms and 2 full baths. The third floor was used by the owner as a separate suite with 1 large bedroom, and 3rd full bath. There are laundry areas on each floor. Double private access to each unit, even the third floor. Plenty of places to relax at this house with 5 porches and a huge deck off the back of the third floor. What a great opportunity for someone to owner-occupy and rent out the other unit. Also perfect for multigenerational living.

41 Carew St, South Hadley

$399,000

5 Beds ⋅ 3 Baths ⋅ 73572578 MLS

Scenically situated at the top of the hill, this impressive New England style 5-bedroom, 2.5-bath home offers timeless character, thoughtful updates, and an exceptional setting. The large, beautifully manicured lot features mature trees and thoughtfully designed landscaping surrounding the home. Start your mornings relaxing on the front porch swing while taking in the gardens. Inside, the spacious kitchen has been updated with quartz countertops and offers plenty of room for gathering and entertaining, as well as first floor laundry. The primary bedroom features a private ensuite bath along with views of the Mount Tom range, offering stunning sunsets, especially during the winter and early spring season. Out back, the expansive private yard provides plenty of room for entertaining, recreation, gardening, or simply enjoying the outdoors. A detached garage provides additional parking and storage, completing this special property.

69 East St, South Hadley

$449,900

5 Beds ⋅ 2 Baths ⋅ 73558986 MLS

*** MOTIVATED SELLER!!! *** Welcome home to this rare gem featuring, spacious 5-bedrooms, 2 bath home! Offering plenty of room to grow, this home combines comfort, charm, and outdoor living. Step inside to find a thoughtfully designed layout with generous living spaces. 1st floor bathroom along with 2 rooms on the main level, recently updated. (2025) With five bedrooms there’s plenty of space for family, guests, and a home office, or hobbies, Outside, you’ll love the large backyard perfect for entertaining, gardening, or simply relaxing. Enjoy summer evenings on the deck and take advantage of the establish garden. Whether you’re looking for extra space inside, beautiful outdoor retreat, this gem has something for everyone. Don’t miss your opportunity to make this wonderful property your next home—schedule your private showing today!

160 East St, 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

$625,000

5 Beds ⋅ 3 Baths ⋅ 73505453 MLS

CASH FLOW & VERSATILE LIVING! This rare attached contemporary colonial is a premier find for owner-occupants and investors. Perfectly situated near South Hadley Common, Mt. Holyoke College, and The Orchards Golf Club, this property offers incredible income potential or a multi-generational living setup.The versatile floor plan features two distinct units: a spacious 4BR/1.5BA main home and a separate 2BR/1BA lease until 7/31/2027 per monthly $2150. Enjoy total peace of mind with extensive 2023 UPGRADES, including a brand-new Heating & Central AC system, Water Heater, and Stainless Steel appliances.The large kitchen boasts granite countertops and opens to a sun-filled dining area with direct access to an deck for morning coffee. Remodeled kitchens, bathrooms, and separate laundry rooms. Additional highlights include new 3rd-floor carpeting and two dedicated workshop spaces.UNBEATABLE LOCATION

67 Amherst Rd Unit 67, South Hadley

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5 Bedroom South Hadley Real Estate

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Browse All South Hadley MA 5 Bedroom Properties for Sale

5 Bedroom South Hadley Real Estate

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