$40,000 per month
1557 Millstone Rd, Sag Harbor, NY 11963
1557 Millstone Rd, Sag Harbor, NY 11963
$50,000 per month
272 Main St, Sag Harbor, NY 11963
Gorgeous renovation and furnished to perfection, this 4 bedroom, 4 and a half bath is a rarity in Sag Harbor village. Stunning master with balcony overlooking the beautiful grounds plus 3 additional guest rooms, beautiful kitchen with adjacent dining room, sitting room and living room. All rooms are flooded with light and offer top of the line finishings. The backyard is beautifully landscaped,
$45,000 per month
8 S Harbor Dr, Sag Harbor, NY 11963
Welcome to the perfect summer escape in the heart of Sag Harbor nestled in the exclusive Bay Haven waterfront community all just moments from Sag Harbor Village. With 115 feet of private water frontage and your own dock, this serene retreat sits at the edge of Sag Harbor Bay, offering unobstructed vistas of the village skyline and breathtaking sunset views. Enjoy access to Bay Haven's private
Thomas Cavallo Douglas Elliman Real Estate
$38,000 per month
54 Howard St, Sag Harbor, NY 11963
Charming cottage in the heart of Sag Harbor Village available for off-season rental from October 1, 2025 to May 31, 2026. It is not available for year-round rental. Close walking proximity to Main Street, galleries, fine restaurants, Bay Street Theater, and newly renovated Cinema. Eat-in kitchen, living room plus a separate den, 2 bedrooms, and bath. Spacious backyard. Included are TV, VCR,
$75,000 per month
19 Fairlea Ct, Sag Harbor, NY 11963
ELEGANT GAMBREL-STYLE IN PRIVATE COMMUNITYThis luxurious 5-bedroom, 5.5-bath traditional home blends timeless architecture with every modern amenity. Nestled on 2 meticulously landscaped acres, the residence offers over 5,500 square feet of finely appointed living space. The grand foyer opens to a formal living room with a fireplace and an elegant dining room, ideal for entertaining. At the rear
Elizabeth Phenis Brown Harris Stevens Hamptons
$85,000 per month
148 Jermain Ave, Sag Harbor, NY 11963
Classic Sag Harbor Greek Revival, 3 bedrooms and 2.5 baths including a large master suite with its own sitting area (or third bedroom). Home office with hi-speed internet connection, classic eat-in kitchen, and lemonade back porch overlooking the sweet back yard. Steps away from the village, bike to the beach.
$25,000 per month
16 Payne Ave, Sag Harbor, NY 11963
Chic & Spacious Sag Harbor Summer Retreat with Saltwater PoolAvailable: June 22 - August 22 | Special Offer: August 1-14 for $10,000 Escape to tranquility in this beautifully renovated Sag Harbor home, perfectly located on a quiet cul-de-sac just 1 mile from Long Beach and 2 miles from the boutiques and restaurants of Sag Harbor Village. This bright and airy residence offers the ideal setting for
Elizabeth Phenis Brown Harris Stevens Hamptons
$19,650 per month
1653 Millstone Rd Unit ID401720P, Sag Harbor, NY 11963
Welcome to Meadowood Manor, a luxurious home located in the heart of Sag Harbor. Experience the best of the Hamptons in style with this exquisite property offering a saltwater pool, hot tub, outdoor shower, and a private full basketball and tennis court. Inside, the open floor concept features an expansive living space and a fully stocked kitchen, perfect for lounging. With six luxurious
$25,000 per month
37 Noyac Harbor Rd, Sag Harbor, NY 11963
Sag Harbor Summer RentalSummer Wonderland in the Hamptons, Waterfront Home with dock. Bring your own small boat, jet ski, kayak. Canal to a private beach on Clam Island, adjacent Elizabeth Morton Park and Jessup's Neck. Access to Noyac Bay, Peconic Bay, Shelter Island, Sag Harbor and more. No need to have a watercraft to enjoy this lovely home 3-bedroom, 2 full baths with large eat-in kitchen,
Lynn Romer Deeg Brown Harris Stevens Hamptons
$2,800 per month
18 Bridge St, Sag Harbor, NY 11963
Perfectly sized one-bedroom, one-bathroom condo with covered patio located in the heart of Sag Harbor Village across from Sag Harbor Cove, next to shops and restaurants. Laundry in unit. No Pets allowed.
$55,000 per month
4056 Noyac Rd, Sag Harbor, NY 11963
*** Available for 2 week time periods from July-October, as well!*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite
Christa Kearns Corcoran
$150,000 per month
8 Cedar Haven Ln, Sag Harbor, NY 11963
Watch those amazing sunsets from Beautiful Sunset Beach which is only a quick distance from lovely and light-filled North Haven Traditional offering privacy on 1.8 acres. Enchantingly landscaped by its designer owner and recently renovated to perfection with fabulous new Chef's kitchen opening to Great Room with Dining and living area with fireplace. Gorgeous primary bedroom and bath plus 3 guest
$190,000 per month
18 North Dr, Sag Harbor, NY 11963
In the prestigious community of North Haven Shores, perched atop a 20-foot-high bluff overlooking the Shelter Island Sound, this expansive property offers stunning northwest facing views of the open water and breathtaking sunsets. With over 180 feet of elevated bulkhead and a private deep water dock this location is truly a boaters paradise. The entry foyer leads to a spacious great room with
Michael Brennan Douglas Elliman Real Estate
$60,000 per month
69 High St, Sag Harbor, NY 11963
This exquisitely renovated, architect owned 4 bedroom, 3 bath 1919 Dutch Gambrel honors the history of the house, but the interior architecture reflects a modern sensibility and a strong connection to the landscape. The interior is a wooden jewel box with white oak floors, walls and ceilings throughout the house. Large windows bring in light while connecting the space to the outdoors. On the
$3,500 per month
200 Division St Unit . 2A, Sag Harbor, NY 11963
City living in Sag Harbor Village. This cozy one bedroom studio apartment is situated on the second floor with light filled rooms. Offering high ceilings and natural light, this space feels like a hotel suite with a comfortable open layout. Just a stone's throw to Main Street, this unit offers the convenience of village living with easy access to shops, restaurants, theaters, Hamptons jitney and
Jessica Von Hagn Compass
$25,000 per month
33 Bay Ave, Sag Harbor, NY 11963
Pine Neck Beach Cottage, central air, outdoor shower. The open floor plan includes living/dining/kitchen areas with beamed cathedral ceiling, sky lights and ceiling fans, 2 bedrooms, 1.5 baths, laundry room. Primary bedroom has en suite bath with walk-in shower with rain shower head and river stone shower bed, top-of-the-line fixtures. The kitchen has granite counter tops, all new appliances and
$115,000 per month
32 Sunset Dr, Sag Harbor, NY 11963
Discover this stunning home in the desirable Baypoint community, now available for seasonal or year-round living. This property features a brand-new entertaining area perfect for gatherings, alongside a beautifully crafted in-ground gunite pool that invites relaxation and fun. With four spacious bedrooms and three well-appointed baths, this home combines comfort and style. Enjoy
Clare Ambrose Au Dela Real Estate LLC
$42,000 per month
69 Fresh Pond Rd, Sag Harbor, NY 11963
This stunning and spacious shingled pondfront home enjoys water views from every room and looks over a saltwater cove in the front and a lovely pond/nature preserve in the back -- your dream-come-true vacation rental -- complete with saltwater pool and central A/C. Privately situated on a landscaped half acre and designed by an award winning architect, this unique, 2-story post modern is
$55,000 per month
51 Stoney Hill Rd, Sag Harbor, NY 11963
This charming two bedroom one bathroom home with private office is newly renovated and a short distance to Long Beach and the Village. Come and relax in this tranquil outdoor space among nature. The brand new kitchen and living area is the perfect place to relax and cook amazing meals throughout the summer. Don't miss this amazing retreat close to all.
Clare Ambrose Au Dela Real Estate LLC
$20,000 per month
57 Palmer Terrace, Sag Harbor, NY 11963
A 3 bedroom 2 bath newly reimagined with heated gunite pool surrounded by bluestone patio, an outdoor kitchen, outdoor shower and serene pool house, all bathed in the luxe blue saphire hues. You can be the first to enjoy this newly renovated cottage in the heart of Sag Harbor. Less than 1/4 mile to main street you are never more than a moment away from the action and yet surrounded by lush
$15,000 per month
112 Laurel Valley Dr, Sag Harbor, NY 11963
Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a
Robert Wilner Douglas Elliman Real Estate
$85,000 per month
151 Northside Dr, Sag Harbor, NY 11963
Gorgeous home in Northside Hills sitting on over two acres with heated pool, tennis, beach volleyball & basketball. Beautifully renovated four bedroom, 4-1/2 bath home on three levels. This incredible home has recently been renovated from top to bottom. The main level has open living and dining with cathedral ceilings and oversized windows overlooking the pool. The kitchen and eat-in dining area
$5,000 per month
20 Hildreth St, Sag Harbor, NY 11963
**Charming Year Round Rental in Sag Harbor Available Sept 2ndEscape to the picturesque charm of Sag Harbor with this delightful year round rental, perfectly situated just a stone's throw from the vibrant village. This inviting home offers three spacious bedrooms and a bonus spaceThe property features 1.5 bathrooms and is equipped with air conditioning to ensure your comfort during
Bridget Terry Compass Greater NY LLC
$95,000 per month
116 Bay St, Sag Harbor, NY 11963
Sited on a gentle rise across the street from the Village beach, this stunning, award-winning restoration of a 1885 updated Traditional "Sea Breeze" has been totally restored to its original splendor with the added benefits and comforts of today's amenities. Five bedrooms in the main house and an additional guest suite with bath in the pool house/guest cottage provide comfortable
$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
$35,000 per month
32 Poplar St, Sag Harbor, NY 11963
Newly renovated and impeccably designed Sag Harbor light filled home includes an open kitchen/dining room with 3 bedrooms and 2 baths. Heated Pool. Outdoors is a screened in patio as well as an adjacent brick patio and beautifully landscaped private yard. Enjoy summer from this quiet tree lined street just a few blocks from a lovely bay beach, Cromer's Market, wine store and several restaurants.
$20,000 per month
3389 Noyac Rd, Sag Harbor, NY 11963
Beautifully and recently renovated ranch home near Circle beach in Noyac with vaulted ceilings, open kitchen, TV room, 2 renovated bathrooms, central air, just about everything you need before you head to the beach! Close to Sag Harbor, Long Beach, restaurants and marinas. Just reduced for July at $20,000. Also available for June at $12,000.
Robert Florio Daniel Gale Sothebys Intl Rlty
$35,000 per month
20 Elizabeth St, Sag Harbor, NY 11963
Adorable 3 bedroom, 2 bath traditional in the heart of the Village. Ample sized dining room, recently renovated kitchen, and just a short walk to Main Street for breakfast, lunch, dinner or Sag Harbor's wonderful night life. Only a short bike ride to Bay beaches. A perfect summer home in a perfect location!
$50,000 per month
1 Burkeshire Dr, Sag Harbor, NY 11963
Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The
Zachariah Zaleski Douglas Elliman Real Estate
$35,000 per month
32 Island View Dr W, Sag Harbor, NY 11963
Welcome to your dream rental home! This exquisite new build has just hit the market, offering you a breathtaking living experience. With over 3,700 sq. ft., this spacious home is thoughtfully designed with 4 bedrooms and 4.5 baths, ensuring ample space for you and your loved ones. As you step into the main level, you'll be greeted by an inviting open concept living, dining, and kitchen space. The
$25,000 per month
46 Bayview Ave, Sag Harbor, NY 11963
This is an amazing opportunity to enjoy everything that Sag Harbor Village can offer. This home is close to beautiful marinas, world-wide restaurants, and beaches, just a few minutes from Jitney and Main Street. This home features three bedrooms, two baths, a hot tub, a big backyard, a pool, inviting decor, a spacious living area with a fireplace, and a fully equipped kitchen ready for your
Elizabeth Cordova Alata Douglas Elliman Real Estate
$40,000 per month
221 Division St, Sag Harbor, NY 11963
Welcome to 221 Division Street-an exceptional summer retreat in the very heart of Sag Harbor Village. This historic cottage has been completely re-envisioned with a refined touch, blending timeless character with a chic, mid-century modern sensibility. Thoughtfully designed to offer both sophistication and comfort, the home features two distinct living rooms, perfect for relaxing or entertaining,
$100,000 per month
Unlisted Address
Every detail of this stunning home has been thoughtfully designed to offer a luxurious and peaceful escape in the heart of the Hamptons. Located just minutes from the charming Sag Harbor Village and Bridgehampton, the property is perched on a rise, providing rare, lovely water vistas of Noyac Bay from its rooftop living platform. This five-bedroom, five-and-a-half-bathroom masterpiece is tailored
Joseph Van Asco Douglas Elliman Real Estate
$50,000 per month
34 Howard St, Sag Harbor, NY 11963
Step into history with this impeccably preserved and beautifully updated 1780s home, available for rent for the first time this summer. Ideally situated on one of Sag Harbor's most coveted streets, 34 Howard Street offers timeless charm just blocks from village shops, dining, marinas, and bay beaches. A white picket fence and manicured hedges frame the classic cedar-shingled façade, while a lush
$50,000 per month
10 Maunakea St, Sag Harbor, NY 11963
Experience effortless Hamptons living at 10 Maunakea Street, a fully renovated and impeccably styled home in North Haven. Just under a mile from Sag Harbor Village and moments from Foster Memorial Beach, this super chic property is the ultimate summer haven. The interior boasts 4 spacious bedrooms, 2.5 bathrooms, and a brand-new custom kitchen-perfect for entertaining in style. Outdoors, enjoy a
Christopher Furchert Compass Greater NY LLC
$30,000 per month
34 Redcoats Ln, Sag Harbor, NY 11963
Nestled in a prestigious section of Sag Harbor, this exceptional 5-bedroom, 4.5-bathroom residence offers the perfect combination of elegance, privacy, and modern living. Set on over two acres of lush grounds, this rental has a host of luxurious features that will make you feel right at home. Inside, the large chef's kitchen will delight the most discerning cook, flowing into the dining room
$10,000 per month
10 Wickatuck Dr, Sag Harbor, NY 11963
Sag Harbor Summer Cottage with Bay View his cozy Sag Harbor cottage is around the corner from beautiful Long Beach, a couple of miles to the village, near Serene Green and Cromer's Market. Located on a quiet street offering an open floor plan with two bedrooms, one bath and new furnishings. Sun drenched with white washed walls and a relaxing screen porch. Easy, breezy, and affordable.
Jeanne Galante Brown Harris Stevens Hamptons
$160,000 per month
23 Robeson Blvd, Sag Harbor, NY 11963
Atop Chatham's Hill in Sag Harbor Village this newly constructed modern home sits on an expansive .34+/- acre property commands 180-degree western views, with spectacular sunsets. The two-story, 3,000+/- sq. ft. home, with four bedrooms and four baths, offers bright, airy interiors executed with clean lines, modern finishes and great attention to detail throughout. The finished lower level
$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
$50,000 per month
25 Shadyrest Dr, Sag Harbor, NY 11963
This beautiful 4 bedroom is located in a private waterfront community in Sag Harbor. This chic home boasts a stunning chef's kitchen complete with stainless appliances, marble countertops, and a large island with a breakfast bar. The living/dining/kitchen has a wonderful open floor plan, and there's a separate light-filled den. The home boasts both a master and junior master suite, and all three
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