Southampton Homes for Sale

Southampton Homes for Sale

Welcome to Southampton, Massachusetts – a hidden gem nestled in the picturesque Hampshire County. This charming town is known for its serene landscapes, friendly community, and rich history. With its quaint New England charm, Southampton offers residents a peaceful retreat while still being conveniently located near bustling cities like Northampton and Easthampton.

Home to beautiful parks, scenic walking trails, and a close-knit community, Southampton is perfect for families, retirees, and anyone looking to embrace a slower pace of life. The town is known for its excellent school system, making it a fantastic choice for families seeking quality education for their children. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, including hiking, fishing, and biking, all set against the backdrop of stunning natural beauty.

If you’re considering making Southampton your home, you’ll be pleased to know that there are a variety of homes for sale that cater to different lifestyles and budgets. From charming historic homes that exude character to modern new builds with all the latest amenities, there’s something here for everyone. Many of these properties feature spacious yards, perfect for gardening or family gatherings, and are conveniently located near local shops, restaurants, and schools.

Whether you’re looking for a cozy cottage or a sprawling family home, Southampton’s real estate market is thriving, offering an array of options to meet your needs. Come explore the inviting streets of Southampton and discover the perfect place to call home in this idyllic Massachusetts town!

Newest Southampton Homes for Sale

78 Russellville Rd, Southampton
$595,000
3 Beds ⋅ 4 Baths ⋅ 73591912 MLS
Brick ranch on 5.62 acres in Southampton with 2,600 sq ft of living space (includes 800 sq ft in partially finished walk-out basement), 3 bedrooms, and 2 full and 2 half baths. Set back from the road, the home sits on a large level-to-sloping lot framed by mature trees, landscaped beds, and classic New England stone walls. The main level features hardwood floors throughout the living areas. The living room has large windows to take in the scenery and opens to the formal dining room, with an easy flow for entertaining. The kitchen offers a vaulted ceiling, a gas cooktop, double wall oven, dishwasher, refrigerator, and generous cabinetry, plus an adjoining breakfast room. Step out to the rear deck overlooking the open lawn and wooded borders. All three bedrooms sit at one end of the home, with the primary featuring an en suite bathroom and walk-in closet. The partially finished walk-out lower level adds valuable living space with a family room anchored by a full brick wall and wood stove, plus a dedicated home office. Laundry is located on the main level. A large unfinished workshop provides ample room for storage, hobbies, and projects. Everything has been taken care of here, recent updates including: stainless steel appliances, gas cooktop, LVP flooring (basement), boiler, central air, windows, roof, septic system, whole house generator. 2-car garage and storage sheds offer plenty of space for outdoor equipment. Located in a rural residential zone with easy access to Route 10 for commuting to Easthampton, Westfield, and the greater Pioneer Valley. Sale is subject to seller securing suitable housing.

78 Russellville Rd, Southampton

Listing courtesy of Listing Agent: Melissa Lemanski from Listing Office: Park Square Realty.

141 Pomeroy Meadow Road, Southampton
$649,000
3 Beds ⋅ 3 Baths ⋅ 73588840 MLS
Charming Cape on 3.6 Acres with First-Floor Primary Suite and Impressive Outbuilding. Set back from the road on 3.6 acres of open and wooded land, this welcoming 3-bedroom, 2.5-bath Cape blends classic character with a flexible, comfortable layout. It's a lovely, private location that is still close to shopping and schools. The first floor offers the option of one-floor living or a multigenerational setup, thanks to the first-floor primary suite with hardwood floors, double closets, mini split, and a large private bath with oversize vanity, whirlpool tub, and shower. The spacious kitchen is the heart of the home, with a breakfast bar, pantry, and dining area overlooking the backyard. Step out to the composite deck for outdoor meals or a quiet morning coffee. Just off the kitchen are a half bath, a separate laundry area, and access to the 2-car attached garage. At the front of the home, the living and dining rooms are bright and inviting, with hardwood floors, cathedral ceilings, and dormer windows that fill both spaces with natural light. The living room's two-story stone fireplace with a pellet stove insert is a cozy spot to gather on cold evenings. A screened porch across the front of the home is a pleasant place to sit and take in the view. Upstairs, two good-sized bedrooms with hardwood floors share a full bath. Over the garage, a finished bonus room with two skylights makes a bright home office, craft room, or quiet hideaway. The full basement offers plenty of storage and an updated natural gas Buderus heating system installed in 2023. Then there's the outbuilding, a true standout that sets this property apart. This 24 x 35 building has electricity and room for three additional cars, plus a dedicated workshop area and an upper level that's ready for storage or a studio. Whether you're a car enthusiast, a woodworker, a hobbyist, or just in need of space, it offers the kind of room that is rarely found. A separate storage shed adds even more convenience. A well-cared-for home with the space to live, work, and create, all on your own terms.

141 Pomeroy Meadow Road, Southampton

Listing courtesy of Listing Agent: Jeanne Troxell Munson from Listing Office: The Murphys REALTORS®, Inc..

127 Pleasant St, Southampton
$559,000
3 Beds ⋅ 2 Baths ⋅ 73588215 MLS
Deadline for Highest & Best Offers 10am Wed 10/14! 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 & gas fireplace anchors the main living area while 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.

127 Pleasant St, Southampton

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

13 East St, Southampton
$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.

32 East Street, Southampton
$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. 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.

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

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

2 Eastwood Dr, Southampton
$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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!