$90,000 per month
201 Harbor Watch Ct, Sag Harbor, NY 11963
Looking for the perfect blend of relaxation, convenience, and fun? Tucked away on a quiet cul-de-sac just minutes from Sag Harbor Village, this beautifully finished three-bedroom home is a dream vacation retreat. Dive into summer with a heated saltwater pool, stylish pool house, and a cozy fire pit for evenings under the stars. Inside, bright and immaculate interiors welcome you with open,
$40,000 per month
61 Peconic Ave, Sag Harbor, NY 11963
Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground
Michael Brennan Douglas Elliman Real Estate
$36,000 per month
330 Sprig Tree Path, Sag Harbor, NY 11963
Down a long quiet street bordering the Long Pond Greenbelt, this warm and friendly home is waiting for you. The first floor offers a country kitchen, dining room, a large living room and a bedroom with two twin beds. The living room has a television for relaxing and a beautiful fireplace. The bedroom is ensuite and has a nice walk-in closet. The laundry room is right off the kitchen for your
$40,000 per month
68 W Water St, Sag Harbor, NY 11963
This amazingly totally custom-made renovated waterfront townhouse has it all with an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view
Amelia Doggwiler Brown Harris Stevens Hamptons
$80,000 per month
34 Rolling Hill Ct W, Sag Harbor, NY 11963
Beautifully appointed home in North Side Hills. 4 beds, 2.5 baths, gated pool, a yard with room to play outside and a deck for dining al fresco. The main floor includes a large living room with a 65" screen television, a den filled with books, games, lots of seating, large screen 65" TV and a treadmill, a king-sized bedroom, another with a high rise and a newly renovated bathroom with a
$85,000 per month
43 Church St, Sag Harbor, NY 11963
Townhouse 43 at the iconic Watchcase Factory offers a rare opportunity to enjoy four-story townhouse living with the ease of full-service amenities in the heart of Sag Harbor Village. Completely renovated in 2022, this sun-filled residence is ideal for a refined summer escape. Spanning approximately 4,800+/- square feet, the home unfolds across multiple levels connected by a private elevator.
$80,000 per month
179 Redwood Rd, Sag Harbor, NY 11963
A true summer retreat! Spacious water view gourmet cottage with mature garden. This 5 bedroom, 3 bath home in the desirable Sag Harbor Village location of Redwood by the water. Layout contains 3 bedrooms on the main level with recently updated bathrooms, gourmet kitchen, pantry/mudroom and charming dining/living room areas. Inviting great room with fireplace, custom wine bar, and spacious high
$65,000 per month
348 Division St, Sag Harbor, NY 11963
This beautifully renovated 3 bedroom, 2 bathroom home is situated on a quiet street, with a fenced half acre yard. An ideal location, which is less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. The master bedroom
$60,000 per month
164 Division St, Sag Harbor, NY 11963
Enjoy your summer months in this new home at 164 Division Street, Sag Harbor. This new build has all the bells and whistles with the added bonus of being close to the village of Sag Harbor. This residence features include: chef's kitchen, a large living area with fireplace, sunroom off the kitchen that overlooks the pool and yard, master suite on the first level and then two additional en-suite
$170,000 per month
65 Fresh Pond Rd, Sag Harbor, NY 11963
Escape to a stunning waterfront sanctuary just one mile from Sag Harbor Village. This award-winning masterpiece of design seamlessly blends modern sophistication, eco-conscious innovation, and breathtaking natural beauty. With three ensuite bedrooms plus a den that converts easily into fourth ensuite bedroom, this property offers more than just a stay-it's an elevated lifestyle experience and a
$75,000 per month
43 Hempstead St, Sag Harbor, NY 11963
Complete renovation inside and out, this 4 bedroom, 3 bath village home backs up to Haven's Beach. Great location for summer. Everything top to bottom has been redone to create this chic oasis in the heart of Sag Harbor Village. This house has everything you want for an easy getaway this summer. The Peloton inspired gym with TONAL workout system is light and bright to inspire your weekends.
$120,000 per month
76 Round Pond Ln, Sag Harbor, NY 11963
This just-listed beautiful 4-bedroom Sag Harbor rental with a pool is located in a magnificent setting overlooking Round Pond. Abutting the Long Pond Green Belt, there are hiking trails that take you right to Mashashimuet Park to enjoy its sports facilities including tennis courts. When entering the home you'll be immediately struck by the light-filled open floor plan with cathedral ceilings
$160,000 per month
63 Glover St, Sag Harbor, NY 11963
On one of the most coveted streets in Sag Harbor Village, this waterfront residence embodies a rare balance of sophistication and ease-a home where design and light converse in perfect harmony. Every room reveals a thoughtful hand: painted wood floors that feel timeworn yet refined, millwork that frames the play of sun and shadow, and spaces that invite both gathering and quiet reflection.
$85,000 per month
94 Ridge Rd W, Sag Harbor, NY 11963
Recently renovated and beautifully designed 3+ Bedroom, 4 bath Sag Harbor rental with pool and spa. Like new and just completely refurnished top to bottom with chic mid-century modern dÃcor, the open floor plan has a gracious living/dining room with a fireplace, a chef's kitchen with breakfast bar, leading out to a large deck - perfect for al fresco dining. The master suite and additional two
$65,000 per month
26 Whalers Dr, Sag Harbor, NY 11963
Escape to your perfect summer retreat at this newly renovated, spacious home located just beyond Sag Harbor Village. Situated on a serene street, the property borders the Long Pond Preserve, providing access to miles of tranquil hiking trails. With four bedrooms and three bathrooms, this home offers ample space for relaxation and enjoyment. Explore all that Sag Harbor has to offer, with the added
$200,000 per month
311 Main St, Sag Harbor, NY 11963
Now available for the holidays: December 20-January 2 for 20K. Discover this stunning waterfront estate on Captain's Row, where historic charm meets modern luxury. Overlooking scenic Otter Pond, this fully restored home offers 4 bedrooms, 5.5 baths, and a pool house, all just a short stroll from Sag Harbor Village. Inside, elegant furnishings and curated artwork enhance every space. The
$45,000 per month
28 Eastview Ct, Sag Harbor, NY 11963
Meticulous very private 3 bedroom, 2 bath home with heated pool, outdoor shower and new landscaping. One floor living situated on a 1 plus acre lot at the end of a cul-de-sac. Recently renovated new kitchen and baths, nicely furnished, open floor plan, minutes to Long Beach, Sag Harbor Village stores and restaurants. The perfect summer home. Owner/agent [[Rental Registration # RP250366]]
$42,000 per month
22 Whitney Rd, Sag Harbor, NY 11963
This 4-bedroom Sag Harbor cool contemporary is perfectly located with water access down the street, under 1 mile to Long Beach, and a few short minutes to Sag Harbor Village. Enjoy the light-filled open floor plan with modern furnishings, which includes a sleek cook's kitchen, dining and living areas made for relaxing, new spa like bathrooms, a double office, and library, all with oversized
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