Southampton Homes under $750,000

Welcome to Southampton, Massachusetts — a charming town nestled in the picturesque Hampshire County. Known for its serene landscapes and tight-knit community, Southampton offers a perfect blend of rural charm and modern convenience. With its rich history and vibrant local culture, this quaint town is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

One of the standout features of Southampton is its stunning natural beauty. The town is surrounded by lush forests, scenic farmlands, and tranquil lakes, making it a haven for outdoor enthusiasts. Residents enjoy a plethora of recreational activities, from hiking and biking to fishing and boating, all while soaking in the breathtaking views that this region has to offer.

For those looking to settle down in Southampton, there are delightful homes available for under $750,000. Whether you’re seeking a cozy single-family residence or a charming colonial-style home, the real estate market here offers a variety of options to suit your needs. Many of these homes boast spacious yards, updated interiors, and a welcoming atmosphere that truly embodies the essence of small-town living.

In addition to its beautiful homes, Southampton is conveniently located near major routes, providing easy access to nearby cities and amenities. With a strong sense of community, excellent schools, and a range of local events throughout the year, Southampton is not just a place to live, but a place to thrive. Come and discover the warmth and charm of Southampton, where your dream home awaits!

Newest Southampton Homes under $750,000

$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..

$450,000

3 Beds ⋅ 2 Baths ⋅ 73577204 MLS

** Offer deadline: 3pm Tuesday, September 22nd ** Nestled in the woods and close to the Manhan Rail Trail this modern Colonial home is a wonderful opportunity to enjoy nature and privacy in a convenient location. Wraparound first floor with large & bright living room with half-vaulted ceiling, pellet stove for cozy fall and winter days, dining area and new slider to the back deck. Kitchen with tile floor and newer appliances, dining room (which the town counts as a bedroom, could also be office space) with bow window and an adjacent 3/4 bath. The second floor overlooks the living room for a contemporary feel and features a large primary bedroom with hardwood floors and walk-in closet. Two additional bedrooms with wall-to-wall carpeting, a full bath with tub and a linen closet. Mini-splits were added in 2024 for efficient cooling and heating. The windows and slider were replaced in 2025 (excluding bay window and vertical windows at stairs). 2-car attached garage with side and rear entry, flat front yard and rear deck with hot tub overlooking 1.46 acres of wooded land. Full basement with laundry, generator hookup and ample storage space. First showings at the open house Saturday, September 19th from 10am-12pm.

43 Coleman Rd, Southampton

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

$449,900

2 Beds ⋅ 2 Baths ⋅ 73575401 MLS ⋅ ['16 Gunn Rd. Extension Condominium'] BLDG.

Absolutely beautiful new construction condo, great location, close to school. Two Bedroom, 1.5 baths, Large Laundry room. Stunning Kitchen with quartz countertops, upgraded cabinets, stainless steel appliances, large stylish center island with quartz. Crown Molding . Central Air, full walk out basement. High end finishes, hardwood floors, porcelain tiles, Master walk in closet with Shelving.

16 Gunn Rd. Ext Unit B, Southampton

Listing courtesy of Listing Agent: Patricia Boyle from Listing Office: Jim Boyle Real Estate.

$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..

$625,000

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.

$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.

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