Southampton Homes with Cottage Style

Welcome to Southampton, NY, a picturesque gem nestled in the heart of Suffolk County. Renowned for its stunning beaches, charming downtown, and rich history, Southampton is not just a destination but a lifestyle. One of the standout features of this enchanting area is its exceptional school district, which is dedicated to fostering academic excellence and holistic development. The Southampton School District is highly regarded for its commitment to providing a well-rounded education, boasting small class sizes, innovative programs, and dedicated educators who inspire students to reach their fullest potential. Families can take comfort in knowing that their children are receiving a top-notch education in a supportive environment.

In addition to its educational offerings, Southampton is also known for its distinctive cottage-style homes, which perfectly complement the town’s quaint, coastal charm. These homes exude character and warmth, featuring cozy interiors, inviting porches, and lush gardens that create a serene retreat. With their unique architectural details and proximity to the beach, cottage-style homes in Southampton provide an idyllic setting for those seeking a blend of comfort and elegance.

Imagine waking up in your charming cottage, just a short stroll from the sandy shores, and enjoying the vibrant community that Southampton has to offer. Whether you're exploring the local boutiques, savoring fresh seafood at waterfront restaurants, or enjoying outdoor activities in the surrounding natural beauty, Southampton is a place where memories are made and cherished. Discover your dream home in this captivating town, where education and community come together harmoniously.

Newest Southampton Homes with Cottage Style

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 1017347 MLS

Classic shingle cottage with Peconic Beach rights. Built in the mid 1900s and renovated in the late 1970s this dreamy bungalow set in open sunny yard with accessory garage. The home has two levels of decking to capture the North Sea glow. Enclosed front porch opens to great room with wood stove, reading alcove off kitchen with slider to back deck, two bedrooms with full bath complete the first floor. A dramatic spiral stair leads to spacious master suite with lounge area opening to deck, sky lit sleeping area, bath and desk nook for private time.

30 Edgemere Drive, Southampton

$2,175,000

4 Beds ⋅ 3 Baths ⋅ 1009086 MLS

Southampton Waterfront with Dual Cottages & Spectacular Views Experience the best of Southampton waterfront living on a beautifully positioned .38-acre property offering breathtaking water and reserve views. This unique and versatile waterfront compound features two fully renovated cottages, providing exceptional opportunities for personal enjoyment, guests, rental income, or multigenerational living. The waterfront cottage showcases an open-concept floor plan designed to maximize natural light and stunning water vistas. Featuring two bedrooms and two baths, the home has been thoughtfully renovated to blend modern comfort with coastal charm. A second renovated cottage, located on the street-front portion of the property, offers two additional bedrooms and one bath, creating a private and inviting space for family, friends, or potential rental use. Outdoor enthusiasts will appreciate the newly installed bulkhead and dock, providing direct access to endless waterfront recreation. Launch your boat, kayak, or paddleboard from your backyard, spend afternoons fishing, or simply relax while enjoying panoramic views across the protected reserve. Rarely does a Southampton waterfront property offer this combination of renovated residences, boating amenities, protected views, and flexible living arrangements. A truly exceptional opportunity to enjoy the Hamptons waterfront lifestyle.

108 Little Neck Road, Southampton

$3,200,000

2 Beds ⋅ 3 Baths ⋅ 973960 MLS

Water is medicine With water, you can live longer, think clearer, shine brighter, smile wider. Simply put, this home will change your life. Introducing 22 Peconic Crescent. This newly renovated waterfront home offers a rare opportunity to own a turnkey property directly on Peconic Bay in Hampton Bays. Spanning approximately 1,860 square feet, the residence features 2 bedrooms and 3 full bathrooms and is perfectly positioned to capture sweeping bay views and some of the most beautiful sunsets in the Hamptons. A stunning waterside deck creates a seamless connection between indoor and outdoor living, offering both a daily cinematic experience and the timeless comfort of classic Hamptons waterfront living. The interior is bright and thoughtfully designed, highlighted by a galley style kitchen with custom oak cabinetry and granite countertops. An additional studio space with direct deck access can easily serve as a third bedroom, guest suite, or primary retreat, providing exceptional flexibility. Expansive openings invite natural light throughout while maintaining a constant visual connection to the water. The full basement is clean and ready for customization, presenting an excellent opportunity to create a home gym, media room, or additional recreational space tailored to your needs. Set directly on Peconic Bay, the property offers immediate access to waterfront activities and a tranquil coastal environment. Located in Hampton Bays, it provides closer proximity to New York City than East Hampton or Montauk, while still delivering the very best of the Hamptons lifestyle. Waterfront properties in this condition and location are increasingly rare. This home presents a unique opportunity to experience move-in-ready bayfront living with transformative views and a setting designed to restore and inspire. With the Peconic Bay as your backdrop, this is more than a home—it’s a lifestyle rooted in calm, clarity, and well-being in an increasingly fast-paced world.

22 Peconic Crescent, Hampton Bays

$3,475,000

3 Beds ⋅ 2 Baths ⋅ 887220 MLS

This Southampton Village Cape cod cottage encapsulates the timeless allure and relaxed sophistication of Hamptons living. The homes architecture is seamlessly integrated with modern updates creating an inviting retreat that balances tradition and contemporary comfort. inside the cottage offers three spacious bedrooms and two full baths for a spa like experience. The highlight of the recent renovations is a 16 x 18 four season conservatory extension-a sun drenched space ideal for Year round enjoyment, whether hosting gatherings or savoring quiet mornings. The interiors are enhanced by central air, hardwood floors, ensuring comfort and style throughout. Step outside to discover a GUNITE pool, pool house, outdoor shower and garage.

163 Halsey Street, Southampton

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.