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Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence and gates around pool. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

Cheerful 3 bed-3bath beach cottage home with pool

Heart of the Hamptons is situated this bright, beach house 5 minutes from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated pool (OPEN MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway.

Modern East Hampton Home w/ Heated Saltwater Pool

Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

Large heated pool, games room, near private beach

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

The Hamptons Casita: Summer Meets the Perfect Pool

NOTE: the Hamptons Casita accommodates 6 guests from December 2 to March 31, with 3 bedrooms and 2.5 bathrooms. One bedroom with a private bathroom is winterized and unavailable during colder months. Our newly-renovated home is available for month-long summer stays. Designed by award-winning firm Sommet, it offers modern comforts, two floors, 3 decks, a pool, cozy firepit, and a rooftop deck. Close to Foster Memorial Beach, popular wineries, and Sag Harbor's amazing dining and shopping.

Curated Artist Home with New Pool

Light, bright, and conveniently located, the “10 minute house" is 10 min to Sag Harbor Main Street, Southampton Main, and Watermill. 5 minutes to Long Beach and 5 seconds to a brand new gunite swimming pool. Next to Elizabeth Morton wildlife preserve with hiking, birding, and beach. Noyack Deli, Bell & Anchor, and Cromers Market nearby. Gigabit internet, heat / AC, high end fixtures and furniture. Substantial artwork. Sustainability focused home. Pets allowed with additional fee.

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Kindly familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property are smoke-free.

Sag Harbor 3 bedrooms with Pool

This charming home is accessed via a scenic 200-yard gravel driveway, welcoming you into a cozy haven featuring three bedrooms, two bathrooms (one bedroom en-suite) and a sunlit high ceiling living room. Step outside to your own private backyard oasis, where a pool awaits (currently closed until mid-May). Surrounded by tranquil landscapes, this retreat offers the perfect blend of seclusion and lush greenery, inviting you to unwind and rejuvenate in the beauty of nature.