Southampton Homes for Sale

Welcome to Southampton, a charming town located in Hampshire County, Massachusetts. Known for its picturesque landscapes and small-town charm, Southampton offers a peaceful and idyllic setting for those looking to escape the hustle and bustle of city life.

If you are considering making Southampton your home, you'll be pleased to know that there are a variety of homes for sale in the area. From cozy cottages to spacious family homes, Southampton has something to offer for everyone. Whether you're a first-time homebuyer or looking to upgrade to your dream home, you're sure to find the perfect property in Southampton.

With its close-knit community, top-rated schools, and convenient access to amenities, Southampton is a great place to put down roots and create lasting memories. Enjoy leisurely strolls through the town center, explore the local shops and restaurants, or simply take in the natural beauty that surrounds you.

If you're ready to make Southampton your home, now is the perfect time to explore the available homes for sale in this charming town. Let us help you find your dream home in Southampton and start the next chapter of your life in this wonderful community.

Newest Southampton Homes for Sale

$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..

$649,900

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.

$1,149,900

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.

$749,000

4 Beds ⋅ 3 Baths ⋅ 73553383 MLS

Discover the potential of 75 Lead Mine Rd, a beautifully restored home in the serene town of Southampton, MA. While offering peaceful natural surroundings and easy access to local amenities and major routes, this home has been thoughtfully rebuilt from the ground up.Inside, you’ll find all-new plumbing, electrical, and an updated layout that maximizes comfort and functionality. The new kitchen and master suite blend modern convenience with timeless appeal, while a spacious bonus room above the garage offers endless possibilities for work, play, or guests. Comfort is ensured year-round with a high-efficiency mini-split system, and every wall has been pray-foam insulated for top-tier energy efficiency.All of this has been achieved while carefully preserving the original charm of the home, creating a perfect balance of history and modern living. This property represents a unique opportunity to enjoy the quiet beauty and community spirit of Western MA in a home that truly feels brand new!

75 Lead Mine Rd, Southampton

Listing courtesy of Listing Agent: The Hamre Martin Team from Listing Office: Real Broker MA, 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.

$835,000

4 Beds ⋅ 3 Baths ⋅ 73543080 MLS

Expansive 9 Room, 4 Bedroom, 2.5 Bath Cape with 2x6 construction and beautiful pastoral views in convenient location, off of Rt 10 with close access to Manhan Rail Trail. The first floor has an open floor plan featuring a large kitchen with beautiful cherry cabinets open to dining area that leads to inviting living room with fireplace and wide board wood floors. The first floor primary bedroom features cathedral ceiling and lots of natural light and private ensuite bath with jacuzzi tub and separate shower. The three car garage leads to the mudroom, family room with cathedral ceilings and first floor laundry. The 4 season sunroom overlooks the private backyard with patio and above ground pool. There are three bedrooms and full bath on the second floor. The basement offers even more finished living space with rec room and storage. Charming home with thoughtful layout ideal for everyday living and entertaining.

51 Coleman Road, Southampton

Listing courtesy of Listing Agent: Robert A Canon from Listing Office: Canon Real Estate, Inc..

$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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