Southampton Homes for Sale

Welcome to Southampton, Massachusetts – a hidden gem nestled in the heart of Hampshire County. This charming town offers the perfect blend of rural tranquility and community spirit, making it an ideal place to call home. With its picturesque landscapes, friendly neighborhoods, and a rich history, Southampton is more than just a location; it’s a lifestyle.

As you explore Southampton, you’ll discover a vibrant community that values its heritage while embracing the future. The town boasts a variety of local parks, scenic walking trails, and recreational facilities, perfect for families and outdoor enthusiasts alike. The close-knit community frequently hosts events and gatherings, fostering a sense of belonging that is hard to find in larger cities.

For those seeking a new home, Southampton offers an array of properties that cater to diverse tastes and budgets. From charming single-family homes with sprawling yards to modern new builds, there’s something for everyone. Many of these homes are situated on quiet, tree-lined streets, providing a serene environment for you and your family. The real estate market here is thriving, with homes for sale that present excellent opportunities for first-time buyers and seasoned investors alike.

With easy access to major highways and nearby towns, Southampton combines the best of both worlds – a peaceful retreat with the conveniences of urban living just a short drive away. Whether you’re looking to settle down, start a family, or enjoy your retirement, Southampton is a wonderful place to plant your roots. Come explore the homes for sale in this delightful town and discover the community that could be your next home sweet home!

Newest Southampton Homes for Sale

$559,000

3 Beds ⋅ 2 Baths ⋅ 73588215 MLS

Contemporary retreat tucked away at the end of a private drive and set well back from the road, this 3 bed/2bath home offers the rare combination of serene, natural seclusion and convenience, just over the border from Easthampton. Inside the home impresses from the moment you enter. A soaring cathedral ceiling anchors the main living area where a gas fireplace and sliding glass doors & skylights invite natural light and frame the surrounding landscape. The large eat-in kitchen flows seamlessly into a dining room with floor-to-ceiling windows, creating a bright, inviting space for everyday meals and entertaining alike, while first-floor laundry & attached 2-car garage adds everyday convenience. Two generous 1st floor bedrooms & full bath, as well as a bonus spa room w/ hot tub & shower round out the 1st floor. The 2nd floor primary suite w/ private sitting room, adjoining full bath w/ tub, shower, & walk-in closet sits just off the inside balcony w/ a perfect spot for a reading nook or desk. The partially finished basement w/ built-ins is a perfect spot for a workshop & a home gym or family room. Step outside onto the expansive deck to enjoy your morning coffee or evening sunsets surrounded by the sights and sounds of nature on your 2.5 acres, which includes a large sunny open area for your gardens. Here is your opportunity to make a truly unique property yours! Showings begin immediately. Open House Sat 10/8 11-1.

127 Pleasant St, Southampton

Listing courtesy of Listing Agent: Sarah Shipman from Listing Office: 5 College REALTORS® Northampton.

$525,000

3 Beds ⋅ 2 Baths ⋅ 73586913 MLS

Home, Sweet, Home! Tucked back from the road on 5+ acres, this solidly-built, distinctive post and beam log home is your perfect abode or country retreat! Gorgeous exposed beams and timbers, wide-plank wood floors, impressive centerpiece fireplace and cathedral ceilings create a wonderful sense of openness and character. Brand NEW septic system (2026)! Five new mini-splits have been installed for heating and air conditioning adding comfort in all seasons! Updated kitchen features granite counters, tile floor & backsplash, induction range + new dishwasher. There are 2 full updated baths, one on each floor. Open porches on both front and back of the home provide wonderful spots for morning coffee, relaxing afternoons or gathering with friends. Saltwater inground pool is a private summer escape while the expansive yard, wandering country stream and wildlife habitats provide plenty of room to enjoy the natural surroundings. A pool shed, garden shed, one-car garage and full-height basement provide abundant storage. Basement offers potential for additional finished space. 50-year roof was installed in 2018. The setting offers a rare combination of privacy and accessibility. Local library & pickleball courts are just 5 minutes away while public transportation is now within a short walk with the G47 bus line! First showings at Open House, Thurs 10/8 from 3:30 PM- 5 PM, Sat 10/10 from Noon-2 PM or by private appointment!

74 Valley Road, Southampton

Listing courtesy of Listing Agent: Lisa Palumbo from Listing Office: Delap Real Estate LLC.

$675,000

4 Beds ⋅ 4 Baths ⋅ 73585594 MLS

Welcome home to this charming cape nestled on 9 acres, offering privacy, peaceful surroundings, walking trails, and the potential for an additional building lot, completed survey is available for your future plans. Inside you find a comfortable and inviting layout with excellent storage through out. Multiple fireplaces perfect for cozy evenings. All season porch is an ideal spot to enjoy your morning coffee, entertain, unwind with a good book, or simply take in the beautiful wooded views. Outside there is storage shed for added convenience, and plenty of space to enjoy nature, gardening, recreation, or simply the tranquility of your surroundings. This delightful property offers a wonderful combination of comfort, privacy, and potential- a truly special place to make your new home!

86 Glendale Rd, Southampton

Listing courtesy of Listing Agent: Lauren Robertson from Listing Office: Ashton Realty Group Inc..

$479,900

3 Beds ⋅ 3 Baths ⋅ 73585185 MLS

This sturdy Colonial offers timeless character, flexible living spaces, and a backyard filled with established beauty. Enjoy easy access to the Southampton Public Library and Conant Park, offering pickleball, basketball, tennis, and youth sports. Lovingly maintained and thoughtfully improved by the same family for nearly 50 years, this home offers a wonderful sense of history and pride of ownership. Enter from one of two covered porches into a bright family room, where beautiful Andersen wood sliding doors bring the outdoors in. With views of the backyard, this inviting space is perfect for relaxing, watching football, enjoying nature, or gathering with family and friends. The functional galley kitchen features a pantry, built-in hutch, and abundant cabinet space, with an adjoining breakfast nook for morning coffee or casual conversation. The main level also includes a formal living room and dining room, gorgeous, pegged oak flooring, and a convenient half bath. Upstairs, the flexible layout offers three or four generously sized bedrooms. The spacious primary bedroom, located in the newer section of the home, features vaulted ceilings and an adjoining room ideal for an additional bedroom, walk-in closet, or home office. Two additional full baths and convenient bedroom-level laundry complete the second floor. The expansive yard features mature dogwood, black walnut, elm, maple, a London Plane tree, along with established blueberry bushes, creating a beautiful natural setting. Recent improvements include a brand-new roof on the house and detached garage, completed in September 2026, fresh paint, duct and furnace cleaning, and a state-of-the-art septic system to be installed. A well-loved home with character, flexibility, and a beautiful setting, ready for its next chapter.

13 East St, Southampton

Listing courtesy of Listing Agent: Kristin Brodeur from Listing Office: Taylor Agency.

$529,900

3 Beds ⋅ 2 Baths ⋅ 73584273 MLS

NEAT & CLEAN 2,160 square foot, 3-bedroom, 2 full bath home built in 1994, beautifully situated on 1.6 acres in a desirable section of Southampton. Nicely set back from the road, this property offers a peaceful setting with the rear of the property abutting conservation land!! From the spacious front porch, step inside and be wowed by the gorgeous hardwood floors, a spacious living room with fireplace, convenient 1st floor laundry and an oversized primary suite featuring a large walk-in closet plus a 2nd closet. Additional interior features include ductless mini-splits in the living room & primary bedroom, fresh paint throughout, natural gas heat & hot water and a 200-amp electrical service. Exterior highlights include a 1-car attached garage, a great 16' X 12' storage shed and a 12' X 12' rear composite deck with vinyl railings overlooking the peaceful rear yard. MAKE YOUR APPOINTMENT TODAY TO SEE THIS BEAUTIFUL SOUTHAMPTON PROPERTY!

35 Cook Rd, Southampton

Listing courtesy of Listing Agent: Brian Jarrett from Listing Office: Taylor Agency.

$439,900

3 Beds ⋅ 2 Baths ⋅ 73581152 MLS

Stunning updated Ranch with land! Peace and quiet and room to breathe, 8.5 acres on a dead-end street. Large, open living room/dining room with a skylight and a new ceiling fan, built-in bookcases, hardwood flooring and picture windows at front and back. A large eat-in kitchen with a skylight and a ceiling fan, new laminate flooring and new countertops. Bedrooms 2 and 3 both have new carpeting and light fixtures, large closets and 2 windows in each room. Primary bedroom is completely wheelchair accessible, with a ramp leading to French Doors, a large bathroom with a roll-in (or walk-in)oversized shower. Primary bedroom also has a large sitting room with a skylight and ceiling fan. Primary bedroom and sitting room are hardwood floored.Besides a large closet, primary bedroom also has a cedar closet. Hardwood floors have all been newly sanded and sealed. Septic system was installed new in 2019. Just passed title 5. Top-of-the-line Buderus heating system. There is a tiled, covered deck on the front of the home, joined to a handicapped ramp plus stairs. Absolutely no AI or photo editing, this home is pristine and doesn't need it!! 16 Bluemer Road is being sold with Lot 0, an 8 acre parcel, for a total acreage of 8.5

16 Bluemer Rd, Southampton

Listing courtesy of Listing Agent: Christine Barch from Listing Office: Home Equity Assets Realty, LLC.

$495,000

3 Beds ⋅ 2 Baths ⋅ 73581093 MLS

Beautifully renovated Southampton ranch with peaceful backyard views facing Mt. Tom. This 3 bedroom, 2 bath home with 2-car detached garage has been completely transformed with extensive upgrades and modern design. Open floor plan living room with stone fireplace, surround sound wiring and recessed lighting. Large kitchen with palatial granite center island with ample seating and pendant lighting. Stove with pot-filler faucet, stainless steel appliances and kitchen sink overlooking the yard. Dining area with 8' slider providing plentiful natural light and access to the back deck. Primary bedroom with wall-to-wall carpet, large closet and en suite bathroom with walk-in glass & tile shower and granite countertops. Two additional carpeted bedrooms and a full bathroom with tiled tub & shower and granite countertops located on the central hall. Partially finished basement for flex space or den includes laundry hook-ups, counters & cabinets. Additional storage closet and large open space perfect for a home gym. Walk-up attic access and MassSave insulation added for efficiency. Detached 2-car garage with front & rear overhead doors and loft storage space. Composite deck and stone patio for outdoor living and enjoying crisp fall days in the fully-fenced yard that looks out onto open fields. Large shed for lawn equipment and terraced raised bed gardens along the fence. Anderson windows throughout the home. Central air, central vacuum, on-demand water heater, all new plumbing, concrete driveway with turnaround & owned 500 gallon underground propane tank. This home features many upgrades and is in exceptional condition, ready for move-in.

263 College Hwy, Southampton

Listing courtesy of Listing Agent: Jocelyn Cleary from Listing Office: Canon Real Estate, Inc..

$699,000

3 Beds ⋅ 3 Baths ⋅ 73573305 MLS

Tucked away on 5.08 wooded acres in Southampton, this 3 bedroom, 2.5 bath log home offers 2,330 sq. ft. of living space with plenty of character. Exposed beams and natural woodwork carry throughout the home, while the kitchen features granite countertops, a center island, and Viking stainless steel range. Additional highlights include a finished basement, heated above ground pool, two car garage, and Generac whole home generator. A unique property offering space and privacy.

82 Crooked Ledge Rd, Southampton

Listing courtesy of Listing Agent: Matthew Labrie from Listing Office: Canon Real Estate, Inc..

$599,900

4 Beds ⋅ 2 Baths ⋅ 73568186 MLS

Stately 3 Story Colonial Home proudly situated on a 1.3 acre in town lot close to Conant Park and Edwards Public Library. Bright, spacious & modern interior flows comfortably throughout the house. Kitchen looks out to the calming backyard and inground pool. Dining Room perfect for casual or formal dining. The Sunroom open to the Dining Room is perfect for relaxing with a good book, favorite beverage and friendly conversations. Front Entry has built-in storage and coat rack. Spacious Living Room shines with a wonderful large bow window looking out to the backyard. Gas fireplace great for those cozy cool evenings. The Living Room is open to another Sunroom with sliding doors to access the block patio. There is a convenient Half Bath downstairs. Upstairs are 4 Bedrooms (pending new septic design). The Main Bedroom enjoys beautiful wood floors, natural light & a stairway to a big Bonus Room with a large walk-in closet. The other 3 Bedrooms have pine floors, closets and ceiling lights. The Full Bath with tile flooring.Basement is partially finished with a bar. Wine racks and bar can stay. There is a Laundry Area with a sink. Holyoke Gas Heat-hot air & Natural Gas water heater. The 3 car garage enjoys extra space for workshop, smalll studio or a great seasonal gathering space. The inground pool is set nicely on the lot with natural screening for privacy. New pool liner 2024, new pool pump Aug. 2026. pool filters 2025 & a new pool solar cover Aug. 2026. Walking in the yard gives you a park like feel with wooded privacy. There is a wooden observation deck overlooking a stream. This home has been loved and cared for and now its your turn to enjoy this wonderful home and property!

32 East Street, Southampton

Listing courtesy of Listing Agent: Dan Schachter from Listing Office: DCS Real Estate, LLC.

$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

Listing courtesy of Listing Agent: Goodlife Dream Team from Listing Office: Goodlife Capital Group LLC.

$749,500

4 Beds ⋅ 3 Baths ⋅ 73543429 MLS

Private 1.95 Acre Colonial in a lovely neighborhood offering an Unbeatable Price-Per-Sq-Ft. Escape to your own private sanctuary. Nestled in a highly sought-after Southampton neighborhood, this immaculate 2,800-square-foot, 4-bedroom, 2.5-bath Colonial sits on a gorgeous,1.95 acre lot. Enjoy complete peace, quiet, and privacy, all while benefiting from a significantly lower price-per-square-foot than comparable local listings. Inside, you'll find an open floor plan with custom woodwork, gleaming hardwood floors, a sun-filled living room with a fireplace, dining room, and a spacious family room with French doors leading to a 14x25 deck. The updated kitchen features quartz countertops and a breakfast bar. A ½ bath, laundry room, and mudroom with garage access complete the first floor. Upstairs offers a spacious primary suite with a walk-in closet, jetted tub, and separate shower, plus 3 additional bedrooms and a full bath. The walk-out basement provides excellent potential for future living space, plumbing has been roughed in for a future full bath. The home is surrounded by beautiful landscaping with stone walls and goshen stone walkways Additional highlights include Andersen windows, quality 2x6 construction, a new roof (2025), repointed chimney, economical HG&E natural gas heat, and a convenient location 10 minutes from I-90/91

2 Eastwood Dr, Southampton

Listing courtesy of Listing Agent: Darcie Gasperini from Listing Office: Taylor Agency.

$785,000

5 Beds ⋅ 3 Baths ⋅ 73541332 MLS

Welcome home to privacy in a fantastic neighborhood! Settled high above the street on almost 6 acres is this stunning 5-bed Southampton Colonial with plenty of space for everyone! Crown molding & hardwood flooring are just some of the gorgeous features of this 11-year young home. Highly sought-after first floor primary suite also contains the laundry area as well as a huge primary bath with walk-in shower, Jacuzzi tub & double vanity! Four remaining bedrooms are located on the second floor with overflowing closets for all. The kitchen features granite countertops, white cabinetry, and a gas range for the chef enthusiast. Holyoke Gas & Electric is the gas heat provider for cost savings! The home office off the foyer will be your sanctuary and host dinner parties with ease in the designated dining room. Need more room for a playroom, home gym or gaming area, the partially finished basement will provide just that. Tons of potential on this lot with tiered yard, firepit and pool with deck!

34 Bissonnette Cir, Southampton

Listing courtesy of Listing Agent: Danielle Langevin from Listing Office: Lock and Key Realty Inc..

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