Top Five Most Expensive Sag Harbor Summer Rentals

Sag Harbor is a gorgeous town. It’s one of those places that has something for everyone, whether you are into art, restaurants, boating or just like the good people. It’s also a hot place to rent for summer in the Hamptons. Here’s our Top Five most expensive summer rentals in Sag Harbor from Memorial Day to Labor Day.

8,600 Square Feet on the Bay in Sag Harbor, MD – LD $350,000

Absolutely state-of-the-art new construction, this beautiful home honors the site’s spectacular view of Peconic Bay featuring enormous windows for unobstructed vistas from almost every room. Every amenity imaginable is offered in this 7-bedroom, 8.5-bath residence including a smart system that does everything from enunciating the arrival of visitors to regulating sound system, climate control and surveillance. The entrance features a dramatic curved staircase, double-height floor-to-ceiling windows and sitting area flowing into the dining area with fireplace, beamed, cathedral living room with fireplace and pool table, and top-of-the-line eat-in kitchen with adjoining greenhouse filled with orchids and its own irrigation system. There’s also a fully-equipped gym, an elevator, an office and a magnificent outdoor dining area with retractable awning.

Exceptional Sag Harbor Waterfront, MD-LD $350,000

Totally private waterfront property with gated entrance. Bring your boat to this brand new and exceptionally done Sag Harbor waterfront set on 2.5 acres. Recently completed featuring 4,600 square feet of living space with 5 bedrooms, 5 full and one half baths, 2 master suites, with waterside decks, gourmet kitchen, open two-story great room, media room, second floor living room with waterside deck. Walls of glass that bring the outside in, over 3,000 feet of waterside limestone patio decking surrounding the heated gunite pool with built-in spa, 120-foot deep water dock with electric and water that can accommodate a 50-foot boat, floating dock to keep your jet skis and kayaks.

Private Waterfront Luxury Hamptons Home, MD-LD $300,000

Custom waterfront home in North Haven Point offers the best in luxury living. Situated on 1.8 private acres with 5 bedrooms, 5 full and 2 half baths, formal living room with marble fireplace and den with a fireplace and flat screen TV. Sleek Italian gourmet kitchen with Caesar stone and stainless counter tops, double Miele dishwashers, double Miele wall ovens, wine cooler, Sub-Zero icemaker and separate bar area. An elaborately finished basement with game room, home theatre with 10′ screen, gas fireplace, gym and full bath.


This gorgeous 9,000 square foot Sag Harbor home has 153 of waterfront and private beach on Noyac Bay with breath taking views of the bay and Long Beach. An open, state of the art kitchen and dining area are complimented by water views from the great room and den areas, plus a cozy reading room/den. Other highlights are four fireplaces, hardwood floors, CAC, an in-law guest suite and nicely decorated guest bedrooms, affording your company or family the privacy they deserve. The outdoor area has a large patio for entertaining and access to your waterside pool and spa. The lower level has a media room with large flat screen, pool table, ping pong and air hockey, and also provides direct access to the pool or access to your own private beach area.

Gorgeous Waterfront, MD-LD $275,000

Isn’t this what being on vacation is all about? Drive down a secluded country lane, turn into the driveway and suddenly you’re facing big, open water views, dazzling landscaping, day-long sun on the heated waterside pool, covered living and dining porches, and a built in gas grill. Turn your gaze from the bay and the beach and take a peek inside where you’ll find a serene, tastefully decorated environment with four bedrooms, yoga/meditation room, waterside decks, a completely outfitted chef’s kitchen, double-height great room and a cozy den/media room with grand piano. You’ll find it hard to believe you’re just minutes to Sag Harbor, Bridgehampton, East Hampton and ocean beaches.

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