104 Osprey Way
$325,000
Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 908438
Step into the realm of luxury with this exquisite Contemporary Barn, a modern architectural marvel nestled on 1.2+/- acres of verdant lawns in the coveted Water Mill South area. The perfect Hamptons rental offering 4 bedrooms, 4.5 bathrooms, swimming pool, and style moments from the beach. This sanctuary showcases design that is both elegant and serene, featuring an expansive open floor plan where the living room, dining area, and a state-of-the-art kitchen merge seamlessly. The kitchen is a chef's dream, equipped with high-end appliances and ample space for culinary exploration. The heart of this home is the grand living space, framed by floor-to-ceiling glass Nano doors that dissolve the boundaries between indoors and out, revealing a terrace and expansive outdoor lounging areas. Here, the heated gunite pool and jacuzzi spa-complete with waterfalls-offer a tranquil oasis for relaxation or entertainment....
Year Round: $325,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
109 Buell Lane
$125,000
Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755079
This ultra-chic new construction is pleasing from every angle. High end finishes, sleek, top of the line everything, in this now 5 bedroom, 4.5 bathroom beach house. The oversized central living space is stunning, with high cathedral ceilings and walls of glass on three sides. Sparkling Sub Zero/Wolf kitchen with wine fridge, natural stone counters, and custom glass backsplash. Added amenities include a screened-in sunroom and a fully equipped gym. All bathrooms feature walk in showers, Grohe fixtures and Toto toilets. Beautifully landscaped grounds host a large stone patio, a heated gunite pool, pool house, and two outdoor showers, one conveniently located next to the Primary Bedroom, the other closer to the pool. Nicely proportioned half-acre lot, with electronic gate and privacy hedges; convenient to all in the heart of East Hampton Village. Listing ID: 755079
July Rental: $125,000
August - LD Rental: $125,000
Timothy R O'Connor
(631) 771-5321
Jeffrey C Carter
(631) 771-5323
11 Farrell Court
$445,000
Water Mill, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 908466
RR#: RP230389 Welcome to 11 Farrell Court! This 8-bedroom / 8-bath / 2-powder room custom traditional home with elevator on all 3-levels is located at the end of Farrell Court in Water Mill North, adjacent to farms and celebrity horse farms. The first floor offers a large double-height gallery, and three oversized living rooms, one being the Great Hall with coffered ceilings, the second a corner Living Room, and the third a Library/hang-out room, all of which have limestone mantel fireplaces, TVs, and open to individual covered porches! The formal yet open Dining Room leads to the custom Chef's Kitchen which offers two refrigerators, top-of-the-line appliances, custom cabinetry extensive marble counter spaces, an island with extra seating, two pantry closets, and a spacious breakfast room flanked by covered porches. In addition to the powder rooms, there is a lovely private guest bedroom suite and an ample entry to...
MD - LD Rental: $445,000
Maria Pashby
(631) 537-4330
Jeanne Galante
(631) 903-6184
115 Toylsome Lane
$100,000
Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 885554
Tucked away and less than a mile from the ocean and located in a most prestigious area of Southampton Village, this stunning 5 bedroom home offers everything you will need. First floor features a large, open style gourmet eat-in kitchen kitchen with double height ceilings and plenty of light. Living room features chic modern design, fireplace and plenty of seating and a formal dining room which is both warm and private. The first floor master bedroom includes a luxurious marble bath and powder room. The second floor includes 3 en-suite guest bedrooms and a laundry room. The finished basement includes a den with a flat screen TV, wine room, a 5th en-suite guest bedroom, gym and 9 seat movie theater. Outdoor amenities include heated gunite pool, pellet stove for grilling and lush landscaping from front to back. A must see! Listing ID: 885554
July Rental: $100,000
Two Week Rental: $50,000
Donna L Landry
(631) 725-5573
Gertrud Hoertnagl-Pereira
(631) 204-2425
1155 Old Harbor Road
$13,000
New Suffolk, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 741545
New Suffolk Bayfront available winter through April 2025 and Fall 2025. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious beachfront home, whether from the airy, glassed-in great room, the brick patio, or from your beachside deck. Tucked away down a quiet drive, this home offers peace and privacy in historic New Suffolk. There are 3 bedrooms and 2 baths upstairs, one bedroom and one bath downstairs, a sitting room with fireplace, full kitchen with breakfast bar, and water views from almost every room. A quintessential North Fork getaway. Listing ID #741545
October Rental: $13,000
Winter Rental: $6,000
Marianne Collins
(631) 734-2957
12 Pondview La
$175,000
Village of East Hampton, NY
Rental
Bedrooms: 8
Bathrooms: 9.5
Web ID: 916269
Spend two weeks in a brand new construction on Pondview Lane in East Hampton Village. Close to the ocean beaches, escape to the serene beauty of East Hampton at this stunning home, a masterpiece by the acclaimed architect Frank Greenwald. The interiors, crafted by renowned interior designer Mark Sikes, were recently featured in his new book, 'Forever Beautiful.' Built by Delamere Construction with exquisite landscaping by Landscape Details, this property is designed to make summer feel endless. The home boasts 8 bedrooms, 9 full bathrooms and 2 half baths. There are two indoor fireplaces and a third featured in the outdoor pool pavilion area, perfect to ensure cozy evenings. Enjoy the luxury of an outdoor shower next to the pool, and the convenience of a pool house with a half bath. Laundry facilities are available on both the second floor and the lower level, ensuring a comfortable and relaxed...
Two Week Rental: $175,000
Roxanne A Briggs
(631) 903-6121
120 Swans Neck Lane
$250,000
Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 883029
RR #RP200020. Newly-renovated and presiding over an estate of 2.5 acres featuring a living room with fireplace, dining room, eat-in kitchen, 5 bedrooms (including first-floor jr master), 4 baths and a powder room. Additional amenities include central air-conditioning, sound system and a heated 20' x 40' pool. Mature landscaping and a picturesque setting, this property is privately situated on a cul-de-sac and overlooks a sprawling reserve. Listing ID: 883029
MD - LD Rental: $275,000
July / Aug Rental: $250,000
John P Vitello
(631) 204-2407
123 Windward
$15,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743609
Rental Reg#: 24-524. This cozy 3 bdrm/2.5 bath Barnes Landing cottage is nestled in a quiet and private setting and is a short walk to the lovely Barnes Landing bay beach. The home features a breezy floor plan with a combined living room and a dining alcove. Sliders to the back deck make for easy outdoor lounging and dining. There's a spacious, well-stocked separate kitchen, a laundry room, as well as an over-sized outdoor & open-to-the sky shower for cooling off after a summer's day. This rental includes a three person kayak ready for your enjoyment at Barnes Landing Beach (locked storage at the beach for your easy access), beach chairs & umbrella, tennis racquets & balls (public tennis courts a 5 minute drive), and boogie boards. Everything you need for a fun summer in the Hamptons!
May Rental: $10,000
MD - LD Rental: $40,000
July Rental: $15,000
August - LD Rental: $20,000
Year Round: $80,000
James Blueweiss
(631) 903-6133
124 Meeting, House Lane
$160,000
Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 6
Web ID: 910976
Only 1 block to Main Street and Sant Ambroeus, and 5 blocks to the beach, this 7 bedroom, 6 bath home has all modern conveniences in a beautifully landscaped, completely private compound. Northstar is one of the original Southampton Village houses, over 350-year-old, rebuilt from the ground up, completely modernized and in pristine condition. This home delivers the perfect American dream summer vacation. European furnishings and sensibilities bring this historical Hamptons gem to a high level of chic and sophistication. Al fresco dining for 10 people under the covered porch, eat-in kitchen for 12, and a separate dining room for 12 all offer a variety of entertaining spaces. The garden features a separate pool and pool house with butler's pantry and covered oversized day beds which are heated at night. This combined with the sauna pavilion and heated pool extend the beautiful summer evenings. The oversized cinema features room for...
January Rental: $30,000
February Rental: $30,000
March Rental: $30,000
April Rental: $30,000
May Rental: $60,000
June Rental: $100,000
July Rental: $160,000
November Rental: $30,000
December Rental: $30,000
Winter Rental: $126,000
Year Round: $450,000
Lillian A Holtzclaw
(631) 204-2430
127 Seascape Lane
$80,000
Sagaponack, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754727
Down a flag drive is a magical spot bordering a farm. The property offers sweeping views and sounds of the ocean waves. You are greeted by a stand of hydrangea and flowering trees. This 3 bedroom 3 and 1/2 bath home was designed by a Southampton architect. The open floor plan offers lots of light and French Doors to let the outside inside. The first floor has a living room with an especially tall fireplace and dining area. There is a state of the art kitchen open to a sunroom for dining and relaxing. A pantry, laundry room and half bath are off of the kitchen. There is a library that could work for additional sleeping with a full bathroom. Second floor has master bedroom bathroom suite with a deck that provides magnificent views, two additional bedrooms and hall bathroom, and...
MD - LD Rental: $200,000
June Rental: $45,000
July Rental: $80,000
August - LD Rental: $100,000
Leslie Hillel
(631) 771-5311
128 Halsey Street
$100,000
Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 876611
Designer Southampton Village cottage only a few blocks from the village center, ocean beaches and all of Southampton's exceptional amenities. Built in 2021, this brand-new home offers 4 bedrooms and 4 bathrooms, 3,100 +/- sf of interior living space over 3 levels on 0.23+/- acre. This comfortable, architecturally exciting home was designed by Kelly Shauger, principal of Eave + Arbor Architecture Design. The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it is equipped with top-of-the-line appliances and stunning cabinetry. Wrapped in an elegant package, all the bells and whistles are present. The exceptional custom woodwork, along with stunning reclaimed wide-plank wood flooring, flow throughout the home. Completing the first floor are a butler's pantry, well-outfitted mudroom, spacious...
June Rental: $60,000
August - LD Rental: $100,000
John P Vitello
(631) 204-2407
128 Harbor Boulevard
$40,000
Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887225
Rental Reg # 24-466 Your summer retreat awaits in this turnkey modern cottage located close to East Hampton Village, Amagansett and its pristine beaches. This 3 bedroom/2 bath A -frame house is perched on .50 acres has everything you need for your Hamptons summer. The bright and airy first floor has renovated open kitchen, modern appliances, new cabinetry, and a bedroom with en-suite renovated bathroom. The second floor has two bedrooms and renovated bath. One bedroom has a king size bed and the other with two twin beds that could be easily converted to a king. Outside you will be greeted with a heated pool, brand new deck area, fire pit area, dining area and outdoor shower. The backyard is completely fenced in offering optimal privacy. This won't last so come and take a look as summer will be here soon.
June Rental: $20,000
August - LD Rental: $40,000
David Tenenbaum
(631) 771-5322
128 Newtown Lane
$77,000
Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 869249
This stunning East Hampton Village classic features a large open floor plan with chic living room and cozy den space divided by a double-sided gas fireplace. A sun-filled custom kitchen is outfitted with a social center island and inviting dining spot. Glass sliders open bring you to the back and side yard lounging and dining areas. Meticulously landscaped gardens and lush lawn lead to a glorious heated pool. A gracious junior primary guest room and powder room finish the main floor. The second level contains the primary suite with vaulted beamed ceiling overlooking the backyard as well as two additional guest rooms and a full bath. The lower level entertainment space boasts a large screen TV, relaxing sectional sofa and regulation sized pink pong table. Within a few steps of renowned shopping, restaurants, the East Hampton train station and Hampton Jitney stop, this chic oasis of...
January Rental: $7,000
February Rental: $7,000
March Rental: $15,000
April Rental: $20,000
July Rental: $77,000
August - LD Rental: $77,000
September Rental: $15,000
November Rental: $10,000
December Rental: $10,000
John Scott JT Thomas
(631) 771-5327
Robert Stearns
(631) 771-5317
128 Water Mill Towd Road
$57,000
Water Mill, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 865245
RR #RP220736 Enjoy this contemporary 3-bedroom, six minutes from Southampton Village. The calm, tranquil interior, large recreation room, lush garden and heated gunite pool make it perfect for Summer living. Listing ID:865245
MD - LD Rental: $72,000
July / Aug Rental: $57,000
John P Vitello
(631) 204-2407
13 Meadow Court
$100,000
Bridgehampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 738862
13 Meadow Court. In the heart of Bridgehampton horse and wine country close to Main Street and ocean beaches, this newly built 8 bedroom, 8 1/2 bath magnificent home is available for a summer of luxury and casual entertaining both inside and out, by the Gunite pool and spa. The first floor graciously flows from the eat-in-kitchen with grand island, wet bar,formal dining, 2 living areas, baby grand piano, impressive 2 story entry, and a first floor master. The second floor has 5 spacious en-suite bedrooms including a master suite wing with a master bath that ranks with some of the most elegant. The lower level boasts a gym, 3 living area and 2 additional bedrooms and a bath. Fabulous opportunity for a summer to remember.
MD - LD Rental: $275,000
June Rental: $50,000
July Rental: $100,000
July / Aug Rental: $225,000
August - LD Rental: $125,000
Christopher J Burnside
(516) 521-6007
Aubri Peele
(631) 252-5434
130 Town Lane
$30,000
East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 878709
Rental Reg. # 23-362. Ideally located between the villages of East Hampton and Amagansett and just a short distance to ocean beaches, this nicely renovated home is the perfect getaway. The house features thoughtfully designed interior spaces which include a living room with vaulted ceiling and fireplace covered in shiplap and stone, a separate den, and a media loft. The open kitchen, dining room and den have sliders that lead to the back deck and pool. The first-floor primary bedroom suite has an alcove space perfect for a small home office. A central half bath completes the first level. Two guest bedrooms on the second floor are separated for privacy and share a windowed full bath. A lovely deck extends across the back of the house and leads to the 20 x 40 ft heated pool with stone surround, gardens and an expansive lush lawn. Moments away from the...
June Rental: $18,000
July Rental: $30,000
Two Week Rental: $18,000
Robert Stearns
(631) 771-5317
John Scott JT Thomas
(631) 771-5327
134 Middle Pond Road
$65,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126
RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126
MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000
Amelia M Doggwiler
(631) 204-2426
139 Herrick Road
$125,000
Village of Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 1.5
Web ID: 910107
Enjoy the perfect location for convenience and coastal living. This charming 2 bedroom and 1.5 half bath home just a few blocks from Main Street's shopping, restaurants and the ocean beaches. Step inside and be greeted by the open plan with wood-burning fireplace, multiple oversized glass doors open to central deck and garden allow for one story living at its best. Designer owner touches throughout create a warm and inviting atmosphere. The recently renovated kitchen and fresh furnishings will make for a great summer experience on one of the most desirable streets in Southampton Village. Listing ID: 910107
Year Round: $125,000
Robert M Lohman
(631) 204-2404
14 Elishas Path
$50,000
Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 844034
RR# 22-965. Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top of the line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking and seating lounge area, heated pool, close to the ocean beaches and Villages, ideal for entertainment. Available extended season, summer 2025, winter and any other period upon request. Listing ID: 844034
January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $20,000
MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000
November Rental: $15,000
December Rental: $10,000
Amelia M Doggwiler
(631) 204-2426
14 Indian Pipe Drive
$40,000
Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737170
Down a private lane awaits this hidden gem. Open and filled with light the first floor hosts a great room with fireplace and built-in bookcases, a large renovated kitchen, a junior primary en suite bedroom, two guest bedrooms, hall bath and a powder room. The spacious primary suite with spa bath is set on the second floor for added privacy. An expansive deck is perfect for outdoor entertaining. A heated gunite pool, outdoor shower and a recently added outdoor pergola with a living room area create the perfect summer getaway. Access to the residents-only Quogue Village Beach. Listing ID: 737170
July Rental: $40,000
August - LD Rental: $40,000
Lauren A Battista
(631) 288-5534
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