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This 2,610+/- sqft traditional home has gone through an extensive gut renovation, and full landscaping overhaul. Located in the Village of Southampton on a quiet street, offering 4 bedrooms including a primary suite on the first floor, three additional large bedrooms on the second floor and four new bathrooms. The expansive open kitchen with cathedral ceilings features a Wolf gas range, two Miele dishwashers, a Subzero refrigerator and a large island with seating for four. Skylights and large windows throughout, the home lets in the perfect amount of sunlight. Relax indoors in the living room or library, or take a dip in the new 10x26 heated gunite pool. This home provides the perfect place to enjoy and entertain, with repeat rental history, while being minutes to famed Ocean beaches. Rental Terms: March: $5,000 January: $5,000 July - Labor Day: $140,000 September: $25,000 February: $5,000 October: $20,000
…By Sotheby's International Realty - Southampton Brokerage
Summer or Year Round Living Perfectly positioned south of the highway in one of Water Mill's most desirable locations, this beautifully maintained contemporary offers effortless single-level living on a private, beautifully landscaped acre. A gated entrance and mature plantings create a welcoming sense of arrival, while bright, open interiors with soaring ceilings and walls of glass fill the home with natural light. The thoughtfully renovated kitchen flows seamlessly into the spacious living and dining areas, creating an inviting setting for both everyday living and entertaining. The home offers four bedrooms and four full baths, including a gracious primary suite tucked into its own private wing with double walk-in closets, an oversized spa-like bath, and direct access to the outdoor living spaces. Two guest bedrooms also open directly to the rear deck, creating an ideal layout for hosting family and guests, while a separate study provides the perfect home office or quiet retreat. Designed to embrace the Hamptons lifestyle, expansive decking surrounds the sparkling heated pool, where eastern exposure welcomes beautiful morning light throughout the day. Multiple outdoor entertaining areas, cheerful landscaping, and an exceptional stretch of lawn provide plenty of room for everything from summer gatherings to a game of frisbee or Sunday football. A partially finished lower level offers additional overflow living space, a full bath, laundry area, and generous storage, providing flexibility to suit a variety of needs. Offering privacy, style, and an exceptional south of the highway location, this turnkey Water Mill retreat seamlessly blends easy single-level living with outstanding indoor and outdoor entertaining. [[Rental Registration # RP260361]] EH RR #: RP260361 Rental Terms: Other / Short Term - Year Round: $200,000 Memorial Day - Labor Day: $160,000
…By Sotheby's International Realty - Southampton Brokerage
Furnished rental in Mamaroneck's Orienta neighborhood within close distance to the harbor. This updated 4-bedroom, 2.5-bath colonial home sits on a beautifully landscaped 0.36-acre lot with a flat, large backyard, ideal for outdoor entertaining, play, or simply unwinding. The main level flows from an oversized entry foyer through the formal living and dining rooms into an open kitchen with a center island and sunny dining alcove that opens to an inviting living room. Upstairs, the generous primary suite features a walk-in closet and private en-suite bath. An additional 3 bedrooms and a well-appointed hall bath with double sinks complete the second floor. A finished lower level adds a recreation room, extra flexible room, and full laundry; great bonus space for guests or hangouts. Two-car garage, central air, fireplace, and a private patio round out this exceptional home, all within the Mamaroneck school district.
…By Julia B. Fee Sotheby's International Realty
This perfect modern beach house with large heated pool on coveted Flying Point Road is available for August through Labor Day 2026. With 360 degree water views, it's light makes this house one of a kind as well as large front yard and location. The sun rises on Mecox Bay and sets on Channel Pond, and the house sited on 2 acres overlooks both as well as the Atlantic Ocean right across the street. There are a total of 6 bedrooms with both first floor and second floor primary bedrooms in addition to a sitting room, TV room, living room and open kitchen/dining room. There is also a walk-out lower level bedroom. There are 3 different outdoor decks on various levels and they face different locations for view/sun optimization. There is even an outdoor fireplace, spa and outdoor shower. Very bright and furnished in easy haute beach style makes 1030 Flying Point, the ideal summer rental. [[Rental Registration # RP240380]] EH RR #: RP240380 Rental Terms: August - Labor Day: $250,000
…By Sotheby's International Realty - Southampton Brokerage
Step into the season with a top-to-bottom Spring refresh-brand new mattresses, crisp bedding and towels, a sparkling new kitchen stove, a sizzling barbecue, and a fresh coat of paint. Watch the sunsets dance across the water and feel the cool breezes that make every evening unforgettable. With a sandy entrance to Sag Harbor Cove for a refreshing dip and an outdoor shower to rinse off, it's the perfect blend of charm and modern comfort. This gem is priced right and ready for your best summer yet-just unpack and start making memories! [[Rental Registration # RA240090]] EH RR #: RA240090 Rental Terms: September: $10,000
…By Sotheby's International Realty - East Hampton Brokerage
A modern retreat, cradled in a park-like oasis, where privacy and style intertwine in effortless harmony. Originally crafted in 1966 and thoughtfully renovated, this hidden gem awaits those who seek beauty and tranquility. Nestled along a storybook street and moments from the breathtaking shores of Louse Point, the home invites nature to dance within. Wide wraparound decking blurs the line between indoors and out, while golden light spills through every space, illuminating vaulted cottage-style ceilings that seem to breathe with the breeze. With two serene bedrooms, two spa-like baths, and a whimsical loft accessed by a library-style ladder, the home is both intimate and enchanting. Meandering pathways wind through the lush grounds, leading to a glistening pond, secluded seating nooks, and a fire pit encircled by Adirondack chairs-each moment here designed for quiet wonder. An automated driveway gate ensures a sanctuary of privacy. A place where time slows, light lingers, and every corner whispers serenity. Simply perfect. [[Rental Registration # 26-368]] EH RR #: 26-368 Rental Terms: July - Labor Day: $64,500 August - Labor Day: $33,500
…By Sotheby's International Realty - East Hampton Brokerage
Handsome classic estate house with sensational sunset views over Maidstone Club and Hook Pond. Period beams and paneling, large sun room with wet bar. Game room with ping pong, pool table and big TV. Newly renovated kitchen with dining for 8 and a comfortable sitting area with flat screen TV. Great location in East Hampton. The house can accommodate 12 -15. The property is a stone's throw from the ocean. A special place for 2, 3, or 4 weeks vacation. Rental Terms: August - Labor Day: $175,000
…By Sotheby's International Realty - East Hampton Brokerage
Discover this modern gem of a beach house on 3 private acres with 355 feet of water frontage on Gardiner's Bay. The private path over a dune leads to an oasis of wide sandy beach perfectly situated for sensational direct evening sunsets. The open interior has walls of glass for continuous water views and to invite in warm coastal breezes throughout. There are 5 bedrooms, 6 baths, den and separate studio. The waterside heated pool and hot tub are surrounded by expansive decking. Architect designer Joe D'Urso worked on the design of the compound which consists of the main house, an art studio, guest house and pool. The house was designed "upside down" by having the bedrooms on the first floor and the living room, dining room and kitchen on the second floor. [[Rental Registration # 24-1298]] EH RR #: 24-1298 Rental Terms: August - Labor Day: $100,000 Two Weeks: $55,000
…By Sotheby's International Realty - East Hampton Brokerage
360-degress water views from every room at this delightful beach house perched on Flying Point with direct "put-in" access to Mecox Bay. This house offers an ideal open floor plan with powder room on the first floor and on the second floor, the primary en suite, two guest bedrooms and the second full bathroom. Easy, breezy, beachy living in a prime location. Amenities include a fully-modern kitchen with stainless appliances, water-facing decks on two levels with views to Channel Pond and the ocean, an outdoor shower, and its own private walkway to Mecox Bay. Only one property separates this house from ocean beach access at Flying Point, and the private walkway makes kayaking and paddle boarding easy. Very bright and beautifully furnished. Available for August and/or September as well as many other months in extended season. [[Rental Registration # RP260252]] EH RR #: RP260252 Rental Terms: September: $35,000 November: $12,000 Other / Short Term - Year Round: $220,000 August: $72,500 August - Labor Day: $75,000 October: $18,000
…By Sotheby's International Realty - Southampton Brokerage
Art History lives here. Former home and art studio of American Abstract Expressionist painter Conrad Marca-Relli, this rustic circa 1800's compound sits near The Pollock-Krasner House, and rolling pastures and farmland. Affectionately named Squirrel Hall, the main house boasts an addition of a beautiful saltbox barn gifted from art patron Adelaide deMenil. Surrounded by meadow and preserve in the rear of the property, this place offers magnificent landscape views. A wonderful retreat replete with history; Marilyn Monroe rented while married to Arthur Miller, and Willem de Kooning and Jackson Pollock gathered frequently. The House offers 2 bedrooms, one on the first floor and a 2nd floor vaulted ceiling spacious bedroom. The free standing cottage offers a bonus space. This is a one-of-a-kind property for someone seeking old school authebtic Springs living with a hint of how things used to be. [[Rental Registration # 25-570]] EH RR #: 25-570 Rental Terms: July - Labor Day: $35,000 August - Labor Day: $20,000 July: $15,000
…By Sotheby's International Realty - East Hampton Brokerage
Peaceful Summer Getaway Amazing summer rental opportunity! Spectacular 3 Bedroom, 3.5 Bath contemporary Hamptons home with perfect indoor/outdoor entertaining spaces. Lush 1.6+/- private acres with an extremely private & fenced rear yard. Private sleeping quarters with 2 Main Bedrooms, one upstairs and one downstairs both with en suite baths. The third bedroom located on the main floor also has a full bathroom. Wake up and have breakfast in the sunroom or use the Peloton that is available. Enjoy the heated pool or relax on the deck that is equipped with Sonos sounds system. Want to go out? This home is conveniently located between East Hampton and Sag Harbor just minutes from all the shopping, restaurants, and best beaches the South Fork has to offer. Coming back from exploring and need to recharge? Make use of the Tesla car charger available in the oversized driveway outside the garage. End the evening relaxing in your 2nd floor fully enclosed sunroom, enjoying the peace and tranquility this home has to offer. Your perfect summer awaits! [[Rental Registration # Pending]] EH RR #: 24-284 Rental Terms: Memorial Day - Labor Day: $97,000
…By Sotheby's International Realty - East Hampton Brokerage
Located just 2 blocks from Sammy's Beach, in East Hampton, unwind at this stunning original Mid-Century home. This freshly renovated two story, three bedroom, two bath house was built with oak floors, cedar clad walls and ceiling, and antique details for a luxurious yet charming feel.It features a double height living area with floor to ceiling windows, wood burning stove, and integrated fully equipped kitchen and dining areas. Sliding glass doors lead to the expansive wraparound deck with Barbecue, dining and lounge areas, outdoor shower, and the large yard with seating and a fire-pit. The bedrooms are generously proportioned with 2 king and 1 queen beds, and upstairs there is a dedicated office and work out area with its own walkout balcony.Though quiet and elegant in nature, the home is modern where it counts. It features two large flatscreen TVs, 1 GB wi-fi and unlimited music and sound capabilities in every room. Enjoy long days on the beach, paddle board or kayak in Three Mile Harbor, or hikes through the nearby 116 acre Sammys Beach Nature preserve. Conveniently located 2 blocks from Sammys Beach, 7 minutes to East Hampton Village and only 10 minutes from Sag Harbor, the home is a true East End escape. [[Rental Registration # Pending]] Rental Terms: February: $2,975 July - Labor Day: $39,000 September: $4,500 June: $9,900 April: $2,975 March: $2,975 November: $3,200 Other / Short Term - Dec: $3,200 October: $3,200 August - Labor Day: $22,000 Memorial Day - Labor Day: $49,000 August: $18,000 January: $2,975 July: $18,000 May: $3,975
…By Sotheby's International Realty - East Hampton Brokerage
RR#: 21-560, Exp 05/23/2023 Also Available October 2023 $6K This stylish cottage lies within steps from the East Hampton Grill and East Hampton's Main Street . The floor plan provides 2 bedrooms and 2 baths, renovated kitchen and baths, breakfast room with roughly 1200 sq ft of living space. The gated and fenced property offers privacy with great outdoor entertaining space under the wisteria covered pergola with beautiful gardens abound. The comfortable interior is perfect for summer days and nights. A hidden gem, close to everything. EH RR #: 21-560 Rental Terms: Other / Short Term - September : $6,000
…By Sotheby's International Realty - East Hampton Brokerage
Savor every ray of sunshine at this elegant and sprawling Amagansett stunner! Perched on top of a rise overlooking a 17-acre preserve, with second story views of the ocean, this gated five-bedroom home is built on a grand scale with abundant room for extended family or friends. An oversized heated pool and plenty of entertaining and lounging space both indoors and out make this an ideal perch from which to enjoy spectacular sunsets and the shops, farm stands, restaurants, and beaches of Amagansett, all literally two minutes away by car. [[Rental Registration # 26-263]] EH RR #: 26-263 Rental Terms: Two Weeks: $75,000
…By Sotheby's International Realty - East Hampton Brokerage
This residence truly has it all. Step inside and be greeted by a dramatic double-height foyer that sets the tone for the home's grand yet inviting design. The open, light-filled floor plan flows effortlessly, perfect for both everyday living and entertaining. Ideally situated just moments from Southampton Village and the pristine ocean beaches, this shingled traditional sits on a generous 0.72-acre Village lot. Offering 5,300 square feet of above-ground living space, plus an additional 2,500 square feet on the beautifully finished lower level, the home provides ample room for all occasions. Outdoors, enjoy extensive bluestone patios, lush landscaped gardens, a 45' x 20' gunite pool, and a 10' x 10' spa. A 468-square-foot pool house completes the resort-like setting, featuring a full bath, sitting room, and wet bar. The gourmet kitchen is a chef's dream, anchored by a statuary marble island and outfitted with top-tier appliances including two Sub-Zero refrigerators/freezers, a wine cooler, and double ovens. The first floor also offers a formal dining room, powder room, formal living room, casual living room with fireplace, and a junior primary suite. Expansive glass doors along the south wall open seamlessly to the partially covered patio, pool, and private backyard for effortless indoor-outdoor living. Upstairs, the primary suite impresses with 11' vaulted ceilings, a fireplace, private balcony, spacious walk-in closet, and a spa-like bath with radiant heat, steam shower, and stand-alone tub. Three additional ensuite guest bedrooms and a large laundry room with dual washers and dryers complete the second floor. The lower level is designed for recreation and relaxation, featuring a glass-enclosed gym, state-of-the-art theater, powder room, seating area, space for a wine cellar, and two bright guest bedrooms with an adjoining bath. This is a rare opportunity to enjoy a Southampton Village home that combines timeless style, modern luxury, and a truly exceptional location. Rental Terms: August: $180,000
…By Sotheby's International Realty - Southampton Brokerage
Also Available: Two Weeks between Aug 1 - Aug 31 28K This very private and dreamy Alfred Scheffer restored home and cottage circa 1967 is surrounded by reserve and views of Accabonac Harbor. Exposed wood beams and an expansive back yard create an atmosphere and environment that set the tone of this great scenic property. It is living with nature at its best. The Barn inspired main house is sited to take advantage of the forever field views and is filled with light. There is a 1st floor ensuite primary bedroom, a kitchen meant for cooking and a barn chic great room. What's special about the living arrangement is the guest cottage creating a true compound and privacy with 2 bedrooms and 2 full baths in addition to a high ceiling studio or gathering spot. The outdoor spaces on 2 acres include a pool, fire pit area, sweeping pastoral vistas and a lovely patio for entertaining off the main house. EH RR #: 25-34 Rental Terms: August: $50,000 Two Weeks: $28,000 August - Labor Day: $55,000
…By Sotheby's International Realty - East Hampton Brokerage
Rental Reg #: 22-1105, Expires 06/29/2024. Chic modern 4 bedroom, 4 bath plus den/office on beautiful 2.4+/- acres located at the edge of East Hampton Village. Enter the double height living room with walls of glass overlooking the patio and child-secure heated gunite pool and spa. The living room kitchen-dining area, principal bedroom and one guest room open to the patio. A fourth bedroom not shown can be set up as guest bedroom. The den/office is set aside for privacy at the front corner of the house. The rolling and expansive lawns are bordered by mature trees and plantings for exceptional privacy. EH RR #: 22-1105 Rental Terms: Other / Short Term - 7/17/23-7/31/23: $36,000
…By Sotheby's International Realty - East Hampton Brokerage
Located within a few blocks of the village, this well maintained farmhouse offers comfortable living. The main floor is open and bright with living, dining and kitchen. Dining area opens to an outdoor patio. The upper floor has 2- ensuite bedrooms. Nicely furnished and uncluttered. The 1.2 acre property is private and set at the end of a cul-de-sac. [[Rental Registration # RentalRegistry26-24]] EH RR #: Rental Registry 26-24 Rental Terms: Other / Short Term - Year Round: $6,350
…By Sotheby's International Realty - East Hampton Brokerage
Stylish contemporary featuring 3 bedrooms and 2 baths, lovely grounds and heated pool. Located in East Hampton's Clearwater Beach community. Living room is open with double height ceilings and fireplace. Dining is open also. Hardwood floors, plenty of light.Perfect summer living. [[Rental Registration # 24-1402]] EH RR #: 24-1402 Rental Terms: Memorial Day - Labor Day: $55,000 August - Labor Day: $25,000 June: $10,000 July: $20,000 July - Labor Day: $45,000
…By Sotheby's International Realty - East Hampton Brokerage
This East Hampton charmer is moments away from Main Street East Hampton and ocean beaches. It has four bedrooms and two full baths, beautiful open kitchen and dining overlooking the beautiful backyard. Convenient location, moments to town where you will find great restaurants, shopping to explore, close to ocean beaches and transportation via The Jitney and Long Island Railroad. [[Rental Registration # 24-864]] EH RR #: 24-864 Rental Terms: August: $30,000 Other / Short Term - Year Round: $120,000 July: $30,000 August - Labor Day: $40,000
…By Sotheby's International Realty - East Hampton Brokerage
Set deep within a private, wooded enclave of Amagansett, 41 Deep Wood Lane offers a rare opportunity to experience one of the East End's most cherished natural settings with remarkable tranquility. Approached by a long, secluded drive and enveloped by mature trees and lush plantings, the property feels deeply peaceful, yet remains moments from Amagansett's beloved farm stands and its world-class ocean and bay beaches-pristine, sought-after stretches of shoreline that define the area's enduring allure. Inside, the home carries an atmosphere of relaxed refinement. Sunlight pours through magnificent windows, illuminating interiors layered with soft tones and natural textures. The aesthetic is collected and organic, inviting, unforced, and quietly elegant. Multiple living spaces offer room to gather or retreat, each shaped by the surrounding landscape. The home features six generously sized bedrooms and five-and-a-half bathrooms, including a main primary suite privately positioned upstairs, a serene sanctuary among the treetops, and a second primary suite on the main level offering its own sense of ease and comfort. A dedicated gym, indoor sauna, and a second prep kitchen on the lower level further enhance the home's thoughtful, restorative nature. Outdoors, the property unfolds into a series of beautifully considered spaces, each deserving its own attention. A stunning gunite, pool with a bluestone surround anchors the grounds, framed by generous seating and lounging areas that invite long, unhurried afternoons. A separate firepit area, complete with its own seating, creates a natural gathering place as the day softens into evening. A large, private outdoor shower offers a refreshing post-beach ritual, while a wisteria-draped pergola provides a shaded, romantic setting for outdoor dining. An outdoor grilling area completes the experience. Everywhere, mature trees and dense greenery create a sense of privacy and immersion in nature. This is a home that feels deeply connected to its surroundings-soulful, secluded, and effortlessly livable. A true Amagansett retreat for those who value quiet luxury, natural beauty, and proximity to some of the most pristine beaches on the East End. [[Rental Registration # RR-26-242]] EH RR #: RR-26-242 Rental Terms: August - Labor Day: $120,000 August: $110,000
…By Sotheby's International Realty - East Hampton Brokerage
An architecturally distinguished modern barn, this three-bedroom residence offers a rare fusion of artistic design, refined finishes, and resort-level privacy. Set behind meticulously curated landscaping, the home presents a sculptural silhouette and interiors defined by soaring volume, gallery-like light, and a sophisticated contemporary palette. The main living spaces flow effortlessly to the outdoors, framing views of the property's lush grounds. A fully finished loft-ideal as a private office, studio, or additional lounge-elevates the home's versatility and provides a serene, sunlit retreat separate from the primary living areas. The backyard functions as a private resort, anchored by a pristine pool surrounded by native plantings that create a sense of seclusion and seasonal beauty. The outdoor living and dining areas offer elegant settings for both intimate relaxation and open-air entertainment. Perfectly positioned between Sag Harbor and East Hampton Village, the property allows equal access to luxury boutiques, acclaimed dining, marinas, and the Hamptons' most coveted ocean beaches. This is modern East End living at its most polished-where architectural artistry, privacy, and premier location converge. [[Rental Registration # 24-1449]] EH RR #: 24-1449 Rental Terms: October: $30,000 Two Weeks: $15,000
…By Sotheby's International Realty - East Hampton Brokerage
Beautifully built, fresh, sunny and spacious, this shingled traditional is sited on 1 1/2 acres of mature trees and grounds. There is a gracious living with a fireplace and double height ceilings, a library with a fireplace, formal dining area, a professionally equipped kitchen with pantry, and 5 bedrooms with 4.5 baths including a oversized master with a study. This is a very comfortable country retreat includes a heated gunite pool. [[Rental Registration # RP170055]] EH RR #: RP170055 Rental Terms: June/July: $120,000 August - Labor Day: $100,000 Memorial Day - Labor Day: $220,000 June: $50,000 July: $100,000 September: $60,000 October: $60,000 July - Labor Day: $190,000 November: $60,000
…By Sotheby's International Realty - Southampton Brokerage
Located on an iconic East Hampton Village lane is this incredible home with 5 en-suite bedrooms, plus 2 half baths. Luxe beach vibe decor surrounds you in comfort and style. Open concept living with first floor living room, dining area, centralized cook's kitchen and an oversized den that leads outdoors to secluded grounds with a heated, gunite pool, large patio and an outdoor shower. Upstairs find a spacious primary bedroom with sitting area and a fireplace plus 3 additional en-suite bedrooms. Want more? Head down to the finished lower level for media, recreation, Peloton, free weights, powder room and another en-suite bedroom. This home has all you could want or need for a perfect summer experience! Rental Terms: Memorial Day - Labor Day: $250,000 June: $55,000 August - Labor Day: $110,000 July: $100,000 July - Labor Day: $200,000 Other / Short Term - Year Round: $300,000
…By Sotheby's International Realty - East Hampton Brokerage
Now available for a few 2 week periods! This spacious and pristine traditional home boasts over 3900+/- square feet of living space that includes 4 bedrooms, 4.5 bathrooms, formal dining room, an intimate study with large flat screen TV, and an impressive, light-filled two-story great room with fireplace and glass doors that open to the deck. The first floor primary suite with fireplace also opens to the deck area. There's a large, open kitchen with countertop seating and a window lined breakfast room. Everything you need for that perfect entertaining. There's also a first floor living space with an office/ den, and additional ensuite bedroom. Upstairs on the second level you'll find 3 guest rooms and a comfortable media room. The half-acre property has been beautifully landscaped with seclusion in mind and boasts a heated pool, a new, spacious mahogany deck with outdoor shower and new hot tub. A convenient location not far from East Hampton Village and ocean beaches complete the picture. A summer home to enjoy! [[Rental Registration # 24-1422]] EH RR #: 24-1422 Rental Terms: June: $35,000
…By Sotheby's International Realty - East Hampton Brokerage
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