Water Mill Classified Ad Listings

7 Driftwood Ln. SUNNY BEACH COTTAGE WITH DEEDED ACCESS TO GARDINER'S BAY. 3 Bedrooms. 2 Bathroom. 1092 ft

21 Simms St. Designed for ultimate summer living, this brand-new estate blends elevated architectural sophistication with complete functional ease. Set to make its grand debut for the 2027 season, the newly constructed residence spans a meticulously planned main house and a dynamic pool house, offering six complete en-suite bedrooms in the main quarters along with flexible additional sleeping a...

99 S Midway Rd. 19L-0033 Completely rebuilt 4 bedroom, 3 bath home just a stone's throw from Wade's Beach. Featuring an open plan which includes a living room with fireplace and beamed ceiling, dining area, kitchen with all new appliances and wonderful glassed porch with water view plus guest suite and two bedrooms on the main floor.. The second floor has a spacious master suite with private ba...

100 W Neck Rd. The interior design of this 3 bedroom, 2 bath home is open and airy and has been completely renovated. A Loggia or outdoor living room is adjacent to the dining room which looks out onto the gardens. Living room has a fireplace. A large Pergola serves as an outdoor dining area next to the pool. The home comes complete with linens, kitchen utensils, pool furniture. Just bring your...

17 Underhill Dr. Rental Registration #: RP250899 Welcome to your new stylish home at 17 Underhill Rd, Southampton, located in the heart of Suffolk County's sought-after Southampton community. This spacious residence features 4 bedrooms and 3 bathrooms, plus 2 bonus rooms that can serve as a home office or gym, offering ample space for comfortable living and productivity. Experience the epitome ...

1240 West Rd. Your Dream North Fork beach-house dream starts here. Just moments from a large, beautiful beach, this inviting Cutchogue home offers the relaxed coastal lifestyle buyers come to the North Fork to enjoy with sun-filled days by the water, laid-back evenings and effortless weekend escapes. youn have a chance to enjoy year round. The 3-bedroom, 1-bath residence offers 1,224 square fee...

23 Osprey Rd. Welcome to 23 Osprey Road, Shelter Island-a beautifully renovated retreat offering privacy, tranquility, and the best of island living. Available for summer or year-round rental, this exceptional property sits on over an acre of landscaped grounds with peaceful pond views and direct adjacency to Dusty Boots Farm, where horses can often be seen grazing nearby. A charming front porc...

2430 Dignans Rd. Cutchogue North Fork: Spend August-LD 2027 in this beautifully appointed and very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks and pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in in...

2019 YAMAHA AR240 YOUR TICKET TO WATER ADVENTURE! If you're in search of the ultimate blend of performance, comfort, and versatility, look no further than the 2019 Yamaha AR240! This 24-foot jet boat is equipped with twin Yamaha 1.8L High Output engines, offering ample power for cruising, tubing, wakeboarding, and creating cherished memories on the water. With seating for up to 12 passengers, t...

440 Haywaters Rd. Escape to the tranquility of prestigious Nassau Point in this beautifully appointed 4-bedroom, 3-bath seasonal retreat. Ideally situated just moments from beloved Fisherman's Beach, this exceptional home offers sweeping sunset water views from the living room, patio, and primary suite, creating the perfect backdrop for a relaxing North Fork getaway. Set on an expansive 1.38-ac...

1600 Captain Kidd Dr. A Sweet Ranch Style Home in Breakwater Beach Community Available for Summer 2027. The 2 Bedroom, 1 Bath Home is Set within the Neighborhood and Just Around the Corner from the Local Beach and Numerous Other Beach Accesses. The Home has an Open Concept with 2 Designated Living Spaces, a Dining Area and a Cathedral Kitchen Overlooking All. The Home Faces South Giving the Hom...

129 Lynncliff Rd. Year round 6k a month starting Oct 1, 2026. Hampton Bays, 3 bd 3.5 bth w Pool Close to Ocean Escape to this chic, Serena and Lily-inspired 3BR, 3.5BA Hamptons beach house! Minutes from Ponquogue Beach, Cowfish, Rumba, Amalfi, and Southampton Village. Enjoy open living with a fireplace, a renovated kitchen, plus an exercise and game room. Relax outdoors with a large deck, brand...

2040 Meadow Lane. Single Family Home for sale in Southampton, NY for $24,950,000 with 6 bedrooms and 7 full baths. This 3,922 square foot home was built in 2011 on a lot size of 3.7.. Nestled on one of the world's most coveted addresses, Meadow Lane in Southampton, this 6-bedroom, 7-bathroom oceanfront home offers an exceptional Hamptons lifestyle defined by solitude, natural beauty, and effort...

97 Wainscott Rd NW. This adorable 4-bedroom/3-bath beach cottage has been designer decorated for rental perfection. Bright, beachy, and clean with a fabulous location only adds to the charm. Enter the inviting light-filled living room that seamlessly flows to the chef's kitchen and dining area. French doors lead you to the private and lushly landscaped backyard with a bluestone patio, fire pit,...

16B Squiretown Road. Single Family Home for sale in Hampton Bays, NY for $1,100,000 with 4 bedrooms and 2 full baths. This 1,947 square foot home was built in 1984 on a lot size of 0.53.. Beautifully landscaped with specimen plantings and towering evergreen trees for privacy, this pristine Hamptons Retreat offers 4 Bedrooms, 2 Baths, and over 1,900 +/- SF of comfortable living space. Renovated ...

215 Northfield Ln. Permit 0681- A Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area and Outdoor Shower. Plenty of Room For The Whole Family and Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping and Dining. BOOK NOW FOR SUMMER 2026. Terms and...

7 Halsey Path. Set on a quiet street in Southampton Village, 7 Halsey Path is a masterfully designed Hamptons estate now available for rent. Designed by the renowned McDonough and Conroy Architects, this custom gambrel-style home blends timeless shingle-style architecture with the ease of modern summer living. Wraparound porches and refined architectural detailing introduce a home that unfolds ...

232 Kings Point Rd. Discover your summer sanctuary in the coveted Clearwater Beach community of East Hampton, NY. This newly completed modern residence is your gateway to luxurious living, offering a seamless blend of comfort and design. Step inside to discover a thoughtfully appointed first floor featuring three private en suite bedrooms that balance style with tranquility. The den is the perf...

60 S Midway Rd. Shelter Island waterfront 4 bedroom, 3.5 bath contemporary with extraordinary views toward West Neck Harbor. Located on a landscaped acre on a lovely, peaceful inlet, this two story home enjoys beautiful views from the main floor living room with fireplace and dining area, a stainless and granite kitchen with cherry cabinetry and primary bedroom ensuite, all of which have access...

16 Squiretown Road. Single Family Home for sale in Hampton Bays, NY for $549,000 with 2 bedrooms and 1 full bath. This 1,063 square foot home was built in 1924 on a lot size of 0.36.. SHOWING BY APPOINTMENT ONLY - Looking for land or a property that offers the opportunity to renovate, or tear down to build new, in the Hamptons? This 0.36-acre property is located in close proximity to Main Stree...