Southampton Real Estate

Southampton Real Estate

Welcome to Southampton, Massachusetts – a hidden gem nestled in the heart of Hampshire County. This charming town offers a perfect blend of rural tranquility and modern convenience, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle surrounded by nature.

Southampton boasts a rich history, with roots dating back to the early 1700s. As you stroll through its picturesque streets, you'll find a delightful mix of historic homes and contemporary residences, each telling a story of its own. The town’s commitment to preserving its heritage is evident in its well-maintained landscapes and community events that celebrate local traditions.

Nature enthusiasts will revel in Southampton's abundance of outdoor activities. With scenic parks, hiking trails, and nearby rivers, residents can enjoy everything from leisurely walks to adventurous kayaking. The town is also home to several recreational facilities, ensuring that there's always something to do, whether it’s a game of soccer at the local field or a summer picnic at the park.

Education is a cornerstone of Southampton, with a strong emphasis on quality schooling. Families can take pride in the local school system, which is dedicated to fostering a supportive and engaging learning environment for children.

Conveniently located just a short drive from the vibrant city of Northampton and the cultural offerings of the Pioneer Valley, Southampton provides easy access to shopping, dining, and entertainment while maintaining its serene, small-town charm. If you’re looking for a place where community spirit thrives and nature is at your doorstep, Southampton, MA, is waiting to welcome you home!

Newest Listings in Southampton

$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.

$759,900
4 Beds 3 Baths 73555626 MLS
Hidden Gem in Southampton - 4.8 Acres with Private Trails, Maple Tree Tapping & more! LIKE BRAND NEW CONSTRUCTION - ABSOLUTELY IMMACULATE PRIVATE RETREAT! This house & the property grounds are clean and pristine! This impeccably maintained and thoughtfully designed 4 bedroom & 2½-bath Colonial offers the perfect blend of comfort, functionality, and privacy. From the moment you enter, you’ll appreciate the inviting floor plan with spacious rooms, quality finishes, and attention to detail throughout. Every room in the home has been thoughtfully enhanced with custom overhead lighting adding warmth and character throughout. You will feel surrounded by nature when relaxing in this beautiful home & the stunning 3-season sunroom will likely be your favorite new space — perfect for enjoying morning coffee, relaxing with a book or entertaining guests. The open kitchen features stainless steel appliances, granite countertops, under cabinet lighting, a peninsula as well as an island and ample cabinetry & storage, making it both stylish and highly functional for everyday living. A lovely dining room, spacious living room, warm family room and half bath complete the first floor. The second floor features a luxurious primary suite with large walk-in closet & a spa-like remodeled bathroom. Down the hall, there is a laundry area, renovated full bathroom and 3 lovely bedrooms. One of the bedrooms offers 2 closets. The walk-out basement allows easy access to outside & is a nice space for a workout room, play area and storage. A super clean basement with well-maintained mechanicals. Outside, this property continues to impress with gardens galore, many trails with maple trees to tap, an attractive 12’ x 20’ shed for storage and hobbies, and a private backyard setting designed for enjoying the outdoors. Another nice feature is the heated 2-car garage. Ideally located with easy access to major highways, shopping, dining, and everyday amenities, this immaculate property offers the privacy you desire while keeping you close to everything you need. A rare opportunity to own a home that has been loved and maintained to perfection! Please see the feature sheet for additional information, floorplans and more photos! Schedule your private Showing today!

106 Valley Rd, Southampton

Listing courtesy of Listing Agent: Kathryn Daly from Listing Office: River Flows Realty 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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