1903 Deerfield Road
$90,000
Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 909955
RR# RP220164. Perched atop a hill down a long, winding drive, 'Whispering Winds' will transport you to the European countryside without ever having to leave home. After passing through the gated entrance and traveling down a private driveway accented by stone retaining walls, a majestic stucco-clad house appears as you reach the top of the hill. Situated on 6+/- bucolic acres with sweeping views from every room, it feels as if you are living in your own private park. Through the arched doorway, a double height entry foyer greets guests and beckons them out to an expansive veranda. To the left, the palatial eat-in kitchen with massive center island features a comprehensive Viking appliance suite, stately checkerboard marble floor, and ample pantry storage. Beyond the kitchen, the solarium with fireplace and built-in pizza oven doubles as an breakfast room or informal dining room and plays host to casual gatherings....
May Rental: $50,000
MD - LD Rental: $250,000
June Rental: $60,000
July Rental: $90,000
August - LD Rental: $150,000
September Rental: $50,000
Matthew Melinger Dual Lic.
(212) 906-9276
196 County Road 39A
$50,000
Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 902581
Newly Renovated and Redesigned 2023.This Southampton Village Home is Ready to Move Right In! Short Distance to Famous Southampton Village shopping and restaurants. Walk to train station and Hampton Jitney. The Main floor features open floor plan with Custom Chefs' Kitchen with pantry and dining room leading out to a relaxing sunporch. Separate living room with fireplace and powder room complete the first floor. There are three bedrooms on second floor. First goes to one Primary In-Suite, two Guest Rooms plus a full bathroom. Generous closet space throughout. The fabulous yard boasts a meticulously landscaped garden paved Blue Stone Patio for dinning and lounging Poolside. Fully outfitted pool house for additional entertainment or just relaxing. Not to be missed! Listing ID: 902581
June Rental: $35,000
August - LD Rental: $50,000
Two Week Rental: $20,000
Maritza Jimenez
(631) 204-2411
2 Hannahs Court
$150,000
Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 737859
RP# 180383. This 6000 s/f above ground beautiful 2018 construction is located on one landscaped acre on a quiet cul-de-sac and conveniently located minutes from Southampton Village, Beaches, Southampton Recreation Center and the Peconic Bay. The first floor has a large eat-in kitchen with sub-zero/thermador appliances and a beautiful center island with French doors that lead to an outdoor partially covered patio with a wood burning fireplace. There is a bright and sunny family room with a gas fireplace, a wet bar and two sets of french doors that open to the 20 x 40 heated gunite pool with an electric cover, there is a powder room, formal dining room, and an ensuite guest bedroom as well as a mudroom located off the two-car attached garage and basketball in the driveway. The second floor offers a beautiful master suite with a large balcony and three additional ensuite guest bedrooms, in...
July / Aug Rental: $250,000
August - LD Rental: $150,000
Lillian A. Holtzclaw
(631) 204-2430
2 Linda Road
$20,000
Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 908359
Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island's South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and french doors leading out to a huge mahogany deck for entertaining and casual lounging. The first floor also includes a den, a formal living area with walls of windows a primary bedroom and bath. while a secondary den offers plenty of space for entertaining. An additional four bedrooms and full bath are located on the second floor. The South Ferry Hills Association private community beach is around the corner with picnic benches, a boat launch and enclosed waters of Smith Cove for paddleboarding, kayaking and boating. Close to the South Ferry and not far from Shelter Island's, restaurants (including Leon 1909, The Pridwin, Vine Street Cafe, The Chequit, Sunset Beach, Salt and The Rams Head Inn), ...
MD - LD Rental: $45,000
July Rental: $20,000
July / Aug Rental: $43,000
August - LD Rental: $23,000
Cynthia R. Barrett
(631) 537-4322
Lynn Romer Deeg
(631) 275-6835
2 Montauk Boulevard
$20,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 895428
RR#:22-1381 - An absolute Oasis. Beautifully renovated and furnished 3 bedrooms 2 full baths in the Springs in East Hampton. The house is located at the very end of a quiet cul-de-sac street, providing privacy and tranquility. Large open living room with high ceilings wood burning fireplace and a step down den. Brand new kitchen with high end appliances. Outdoors there is extensive decking with BBQ and dining set. The deck leads to the in-ground heated pool. The home includes a washer and dryer and ample room for storage. Additionally, there is an outdoor shed with electricity. The property is just minutes from the Village of East Hampton, ocean & bay beaches, and Three Mile Harbor. For boating enthusiasts, there are multiple marinas nearby to store and launch your boat from, including Shagwong Marina at East Hampton Point, just 5 minutes away...
June Rental: $20,000
September Rental: $18,000
October Rental: $10,000
Astrid Pillay Dual Lic.
(631) 771-5312
2 Rivers Road
$50,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 868290
Rental Reg. #23-757. New to the rental market, this Five Star boutique resort living is realized in this completely reconstructed and renovated one-acre East Hampton retreat. All designer interior and exterior furniture, tableware, linens, towels, accessories ... everything is included and ready for your immediate enjoyment! Created for the most discerning of Hamptons homeowners pursuing transcendence, your experience begins as you drive down the long glittering white stone circular driveway, lined by towering brilliant green cryptomeria, to arrive at the specially sourced white Carrera marble exterior entryway. Upon entering this extraordinary property, one feels transported to the most lavish of Mediterranean seaside resorts. DÃcor is white and bright with crystal blue, diamond, metallic and acrylic accents creating a stylish refuge, combining impeccable taste with seaside nonchalance. Every aspect of this home has been meaningfully designed and hand-selected from the mother-of-pearl kitchen backsplash, Porcelanosa self-closing cabinets, California custom closets, glass-enclosed showers...
August Rental: $45,000
August - LD Rental: $50,000
Timothy R. O'Connor
(631) 771-5321
2 Sage Street
$195,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 861430
This Pristine 4 bedroom, 3 1/2 bath townhouse is set within the historical building and grounds of The Watchcase Condominium. The 3000+ sq ft home w/ 1000+ sq ft terrace offers the full condominium amenities available to its residents and guests. From the Sage Street entrance, the open-plan chef's kitchen offers a casual & sunny dining spot, leading to a formal, marble-accented dining area and then directly onto the private roof terrace. Original Steven Gambrel kitchen and bathroom details inspired by the historical factory building pepper the home, whilst a neutral & sophisticated color palette is layered with the combined textures of luxurious designer furnishings, curated antiques, and art, creating an effortlessly chic & sophisticated home. The private elevator offers convenient access to every floor, from the garage to the three upper living levels. Sonos speakers, Smart TVs, high-end bed linens, and Egyptian cotton towels offer luxury details, with...
MD - LD Rental: $230,000
July / Aug Rental: $195,000
Rachel Louise Rushforth-Worrell
(631) 903-6160
20 Beach Lane
$80,000
Village of Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 904042
Located in the highly desirable estate section of Quogue Village, this charming bayfront home offers amazing water views, the ability to dock a boat, and launch a paddle board or kayak. The bayside gunite pool and patio is the perfect spot to take in the views and enjoy the ocean breeze. The covered front porch provides a quiet area to read a book or enjoy a cool drink. Enter the inviting foyer and see the lovely wood detailing throughout the home. A generously sized living room with a wood-burning fireplace offers the perfect gathering spot. The formal dining room includes a wet bar for entertaining. A light-filled kitchen with its own entrance, includes a spacious island, cozy breakfast area, and a charming fireplace. New top-of-the-line appliances await. A family room with a powder room completes the first floor. The second floor boast a spacious...
Custom Rental: $40,000
June Rental: $35,000
August - LD Rental: $80,000
Lauren A. Battista
(631) 288-5534
20 Cutter Court
$35,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219
Rental Registration #: 22-712 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...
Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $40,000
September Rental: $25,000
Two Week Rental: $20,000
James Blueweiss
(631) 903-6133
200 Lumber Lane
$45,000
Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755964
RR#: RP200608 - Beautifully renovated, this 19th century Cottage on Lumber Lane is a short distance to Main Street, LIRR & Jitney and offers 4 bedrooms, 3 baths in main and guest cottage, huge open kitchen with stainless appliances (incl wine fridge) & marble counters, open Living/Dining room with walls of French doors, separate breakfast room, high ceilings, ebony stained hardwood floors, 3 full baths (2 with walk-in showers with access to outdoor showers) and tons of windows which flood the house with sunlight all day. Two guest BR's and full bath (with claw foot tub) on first floor. The entire second floor is comprised of a huge Master Suite with a wall of closets, French doors, four exposures, high ceilings, marble en suite master bath with enormous walk-in shower (as well as private, rooftop outdoor shower) and double vanity. The separate 3 room pool house (renovated 2020) has ample...
June Rental: $20,000
July Rental: $45,000
August - LD Rental: $48,000
September Rental: $22,000
Todd J. Buchanan, Dual Lic.
(631) 771-5326
21 Bayside Avenue
$40,000
East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 896234
Rental Reg. #RP220423 Open Bay with a delightful sandy beach and the most glorious all-encompassing Shinnecock Bay views. In the charming Hamlet of East Quogue situated in the Hampton Point beach community, this home features 4 bedrooms and 3 full baths, including a primary en suite. There is a huge kitchen, with seating around the marble island, open to the dining area, and a great room with a wood-burning fireplace. A beachy interior with plenty of natural light throughout. The den could also be used as a 5th bedroom for guests. The screened-in room overlooks the glistening waters and a huge deck for lounging. Available full season or by the month. The perfect summer vacation home. Listing ID #896234
MD - LD Rental: $75,000
July Rental: $40,000
August - LD Rental: $40,000
Gayle Osman Lopata
(631) 288-5124
21 Bull Run
$70,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 865515
Rental Reg.#: 21-1096. Open and bright, this wonderful contemporary home is just a short distance from East Hampton Village and ocean beaches. Located on a quiet street, the newly renovated 3400SF five bedroom, six bath residence features great windows and high ceilings in most rooms in addition to a large finished lower level with an additional 1000SF of living space. A 20 x 40 ft heated pool and pool house are accessed by a dramatic grass stairway from the open living and dining area. Listing ID: 865515
May Rental: $25,000
July Rental: $70,000
August Rental: $70,000
John Scott JT Thomas
(631) 771-5327
Robert Stearns
(631) 771-5317
21 Cove Road
$60,000
Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736991
Architect's own striking and virtually brand new 4 bedroom 3.5 bath modern interior with a victorian exterior just totally renovated and expanded with harbor views, heated pool, boat mooring availability and water access across the street. Two long blocks to Sag Harbor's Main Street. Fabulous beach house with a wrap around porch, mahogany and stone patios, spectacular kitchen and baths in Sag Harbor Village's Redwood waterfront community with water views. The lower level great room is complete with a lounge area and flat screen for movies or streaming music, gym area and pool/pingpong table. Enjoy your water sports and serene lifestyle while, at the same time, have the convenience of village life. Close to both ocean and bay beaches.
MD - LD Rental: $160,000
July Rental: $60,000
July / Aug Rental: $120,000
August - LD Rental: $65,000
Cynthia R. Barrett
(631) 537-4322
22 Church Street
$12,000
Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 754717
Lovely, well maintained 3 bedroom ranch style home located on a pretty East Hampton Village street only a short distance from the train station, shops, and ocean beaches. Attached garage, full basement, nicely landscaped yard and covered back patio.
May Rental: $12,000
Jeanne Hutson
(631) 903-6144
22 Montauk Avenue
$30,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754971
Rental Reg. # 24-317 This very stylish home located in the Northwest Woods of East Hampton features 3 bedrooms, 2 bathrooms, and a wonderful open dining/living room area with double height ceiling. The back of the house is lined with sliding glass doors which open on to the resort-like pool area surrounded by expansive decking and lush landscaping. A fabulous place to entertain or just relax. Listing ID: 754971
MD - LD Rental: $70,000
June Rental: $17,500
July Rental: $30,000
July / Aug Rental: $55,000
August - LD Rental: $30,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
22 Rosko Lane
$100,000
Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 911255
RP#240238. This new Southampton rental represents the zenith of the Hamptons lifestyle with a touch of resort-like elegance where every detail signifies the ultimate in custom luxury and sophistication. Conceptualized and decorated by a renowned interior designer, the remarkable brand new 4400 sq.ft , 6 bedroom, 7.5 bath custom transitional home is a true embodiment of Hamptons elegance and timelessness. This 3 story haven, nestled behind a gated community, offers a luxurious and peaceful living experience. The grand double-height foyer, with its stunning custom lighting installation above floating stairs, welcomes you into a space of opulence. The home's open layout features 10' ceilings and a gas fireplace in the great room, ensuring a warm atmosphere for social events. The custom eat-in kitchen boasts exquisite custom made cabinetry, a center island and high-end appliances alongside a chic formal dining room. The main level also hosts an ensuite junior primary bedroom with...
July Rental: $100,000
July / Aug Rental: $200,000
August - LD Rental: $110,000
Cristina Matos
(631) 204-2408
23 Oakland Avenue
$36,000
Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 888793
Enjoy this cozy cottage just minutes from Sag Harbor Main Street with the stores, the restaurants, Steinbeck Park and Long Wharf. Perfect Village-center hideaway with 3 bedrooms and 2 baths and a fabulous back lawn for games galore! Listing ID:888793
July Rental: $36,000
Kathleen Mulcahy
(631) 725-5582
232 Hill Street
$60,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908240
Boasting of charm, this beautifully-gated property offers a sweetly-renovated Hamptons traditional home with 4 bedroom, 3.5 baths and 4,136 +/- sf of living space. Featuring modern amenities with a nod towards classic design, the well-planned home has a semi-open concept floor plan, 2 living rooms with fireplace that flow into the formal dining room and chef's kitchen with a breakfast nook and French doors to the enclosed porch. The upper level features a primary bedroom with fireplace and private balcony and 3 additional guest bedrooms. The secluded backyard is surrounded with mature plantings and a spacious patio for dining creating the perfect environment for outdoor entertaining. Behind the heated gunite pool, there is a pool house/studio with full bath, sauna and outdoor shower. Just a stone's throw from miles of ocean beaches, restaurants and shops, this home sets the scene for the ultimate summer vacation and Hamptons lifestyle. Listing...
August - LD Rental: $60,000
Cristina Matos
(631) 204-2408
240 Little Plains Road
$295,000
Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 9.5
Web ID: 910674
Beautiful Village home that just underwent a full renovation, only a half-mile to Little Plains beach, and in the heart of Southampton Village. Solidly-constructed Federal-style home designed by renowned known local Architect Brian Brady. The house is perfect for entertaining, both indoors and out. The interior has 7 bedrooms and 9.5 baths on 4 levels. A large and open state-of-the-art eat-in-kitchen, living, sitting room and a formal dining room, a media room/den, bonus room and more. The living area is framed by floor to ceiling glass sliding doors, which lead to an inviting deck complete with a large dining table, a sitting area and covered by an elegant awning assuring some shade for sunny summer days, and al fresco meals. A brand new pool house with full bath adorns the large heated gunite pool. Tastefully done and thoughtfully curated, this home epitomizes the Southampton Village residence only minutes to...
August - LD Rental: $295,000
Lillian A. Holtzclaw
(631) 204-2430
25 Pleasant Lane
$90,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879602
Be the first to enjoy the immaculate high-end renovation! This pristine house sits on a shy half acre property located on a peaceful Southampton Village street close to the best beaches, renowned restaurants and stores. Enter the home to an inviting entry foyer which flows into a gorgeous new open floor plan with large new windows that invites an abundance of light into its interior and new mahogany floors. The first floor comprises of a formal living room, which opens to an outdoor sitting area for perfect al fresco entertaining, a large scale family room with a wood burning fire-place, a formal dining room and a brand new gourmet kitchen with quartz counter tops, a center island and state-of-the-art appliances: Wolf range, Subzero refrigerator, garbage disposal and a Miele dishwasher. The fully re-designed powder room, laundry and mud room complete the main floor. On the second floor you...
August - LD Rental: $90,000
Year Round: $260,000
Lillian A. Holtzclaw
(631) 204-2430
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