Southampton Real Estate

Welcome to Southampton, a charming town nestled in Hampshire County, Massachusetts. Known for its picturesque landscapes and tight-knit community, Southampton offers residents a peaceful and idyllic place to call home.

With a rich history dating back to the 18th century, Southampton boasts a mix of historic architecture and modern amenities. The town center features quaint shops, local restaurants, and beautiful parks, providing a welcoming atmosphere for both residents and visitors.

Nature enthusiasts will appreciate Southampton's proximity to outdoor recreation opportunities. From hiking and biking trails to fishing and boating spots, there's no shortage of ways to enjoy the natural beauty of the area. Plus, with easy access to nearby state parks and conservation areas, outdoor adventures are always just a stone's throw away.

Families are drawn to Southampton for its top-rated schools and family-friendly community events. The town's strong sense of community is evident in its annual festivals, farmer's markets, and neighborhood gatherings, making it a great place to raise a family.

Whether you're looking to settle down in a peaceful setting or simply enjoy the beauty of small-town living, Southampton has something for everyone. Come explore all that this charming town has to offer and discover why it's a hidden gem in Hampshire County.

Newest Listings in Southampton

$595,000

4 Beds ⋅ 2 Baths ⋅ 73596733 MLS

Full of character and charm, this spacious Colonial has been meticulously cared for and offers a distinctive layout, inviting living spaces, and beautifully manicured grounds. The home features four bedrooms, one and a half bath. The first floor includes kitchen, half bath, living room, dining room, and two sunrooms, each with its own unique appeal. The kitchen is filled with natural light, creating a bright and welcoming atmosphere, while built-in hallway storage adds character and functionality. A cozy sunroom provides a peaceful retreat, while the living room opens into a larger sunroom with exterior access, creating a wonderful flow for entertaining and enjoying the outdoors.Upstairs, the primary bedroom features a private staircase leading to an additional third-floor room, ideal for a home office, hobby space, or extra storage. Three additional bedrooms offer flexibility for family, guests, or other needs. The partially finished basement provides even more space for recreation, hobbies, or storage.Outside, enjoy the beautifully landscaped grounds and inviting in-ground pool. Recent pool upgrades include a brand-new liner, newer filter, and pump. A backyard shed provides additional storage, while the oversized three-car garage offers an impressive layout with abundant space for vehicles, a workshop, and hobbies. Additional highlights include Holyoke Gas heating, central air conditioning, and a brand-new 4-bedroom septic system. Conveniently located near Conant Park and Edwards Public Library, this distinctive property combines timeless Colonial charm, generous living spaces, and exceptional outdoor amenities. Come discover all this special home has to offer!

32 East St, Southampton

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

$249,000

2 Beds ⋅ 1 Baths ⋅ 73595881 MLS

Welcome home to this sunny, charming 2-bedroom, 1-bath cedar shake siding home tucked away in rural Southampton. Enjoy your morning coffee by the living room picture window or step out onto the deck from the bright, open kitchen. Just 12 minutes from Interstate 91, this home offers a peaceful setting with convenient access to nearby amenities. The first-floor primary bedroom, full bathroom, and laundry offer added convenience, while a spiral staircase leads to the second bedroom, complete with oversized windows and a private balcony. Recent updates include a new garage and roof in 2021, new hot water heater 2026, along with a passing Title 5 inspection. A charming retreat ready to welcome its next owners!

102 Middle Rd, Southampton

Listing courtesy of Listing Agent: Acadia Burns from Listing Office: Delap Real Estate LLC.

$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.

$369,500

3 Beds ⋅ 1 Baths ⋅ 73590754 MLS

Well maintained Ranch located in a great neighborhood with a central location. From the attached garage there is an enclosed breezeway, perfect as a mudroom/ 3-season space. The spacious living room has a vaulted ceiling, fireplace and hardwood flooring under the carpet. The kitchen has a dining area and exterior access to the rear deck. The three bedrooms all have hardwood flooring under the carpeting as well. The finished basement family room adds approximately 400 square feet of living space, has a separate heat zone and a second fireplace. The rear deck (16'X21') leads to a spacious yard that has a storage shed with power. Brand new septic system 10/2026; new 200 amp. circuit breaker panel in 2026; and new oil tank in January 2026. All in a convenient location, close to shops, school, park and local highways.

2 Karen Ln, Southampton

Listing courtesy of Listing Agent: Chuck T. Conner from Listing Office: Taylor Agency.

$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.

$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. Enjoy 2 private open acres for recreation and gardening and 3 wooded acres for hiking! 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!

74 Valley Road, Southampton

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

$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.

$519,900

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

Are you looking for a Hobby Farm? Or enough land to live peacefully and privately, with plenty of room to garden, with trails to walk your dogs on your own land? Look no further! 8.5 acres of land in a Right to Farm Community, on a quiet dead-end street. Updated Ranch house with so much natural light! 3 skylights, and plenty of windows. Featuring a Large, open living room/dining room with a skylight and a new ceiling fan, built-in bookcases, a fireplace, hardwood flooring and picture windows at front and back. A very 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(19" deep x 68"wide and 19" deep x 76" wide) and 2 windows in each room. Primary bedroom is completely wheelchair accessible, with a ramp leading to French Doors that open to 5'9", a large bathroom with a roll-in (or walk-in)oversized shower, linen cabinet, and a huge sitting room, or hobby room with a skylight and ceiling fan. . Besides a large closet(20.5"deep 96"wide) primary bedroom also has a cedar closet which is 42" deep x 42"wide. 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(13'3" x 9'), joined to a handicapped ramp plus stairs. 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.

$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..

$150,000

73571744 MLS

Imagine creating your future home along scenic Brickyard Road in beautiful Southampton. This 1.29-acre residential lot offers a peaceful country setting surrounded by mature trees, natural beauty, and nearby mountain views. Per seller/engineer, this is believed to be an existing building lot, with conceptual site plan/plot plan information available. The property includes an existing older barn/shed structure, adding character and history to the setting, but condition is unknown and no one should enter the structure. Perc/soil test information is per seller/engineer. Public water is noted on the property card; septic would be private. Buyer and buyer’s agent to perform all due diligence and verify all information, including zoning, frontage, lot lines, wetlands/conservation, septic, utilities, permits, structures, and buildability. Drone video/photos may show both this parcel and the separately listed lot at 177 Brickyard Road (MLS# 73571743), which is also available for sale.

178 Brickyard Rd, Southampton

Listing courtesy of Listing Agent: Amy Mateus from Listing Office: Grace Group Realty, LLC.

$150,000

73571743 MLS

Imagine pulling down scenic Brickyard Road to the peaceful setting of your future home. This 2.90-acre residential lot in desirable Southampton offers a rare chance to create something truly your own — a private wooded retreat with generous road frontage, natural surroundings, and the space to design a home that fits your lifestyle. Enjoy a quiet, country feel while still being close to area amenities, schools, shopping, and major routes. Per seller/engineer, this is believed to be an existing building lot, with conceptual site plan/plot plan information available. Perc/soil test information is per seller/engineer. Public water is noted on the property card; septic would be private. Buyer and buyer’s agent to perform all due diligence and verify all information, including zoning, frontage, lot lines, wetlands/conservation, septic, utilities, permits, and buildability. Drone video/photos may show both this parcel and the separately listed lot at 178 Brickyard Road (MLS# 73571744), which is also available for sale.

177 Brickyard Rd, Southampton

Listing courtesy of Listing Agent: Amy Mateus from Listing Office: Grace Group Realty, LLC.

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Southampton Real Estate

Newest Listings in Southampton

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