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luxury houses for rent Oyster Bay, United States

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22

House with terrace Oyster Bay (United States)

Charming Late-1800s Colonial in Laurel Hollow for rent. Set back from the main road and approached by a scenic country lane, this charming 1888 Colonial offers a rare combination of historic character, gracious living spaces, privacy, and access to the best of the North Shore. Nestled on 1.6 acres, the home welcomes you with a lovely foyer that leads into an inviting living room featuring a wood-burning fireplace—the perfect gathering place on cozy evenings. A generously sized formal dining room provides an elegant setting for holiday celebrations and memorable entertaining. The spacious eat-in kitchen blends classic comfort with modern convenience, featuring granite countertops, stainless-steel appliances, a large center island with cooktop, wine refrigerator, abundant cabinetry, and generous counter space. A comfortable den just off the kitchen provides an ideal space for relaxing or gathering informally. A first-floor bedroom and full bath offer a convenient and private option for guests. Upstairs, the spacious primary bedroom includes a walk-in closet and an adjoining room that is perfectly suited for a home office, dressing room, or private retreat. Two additional bedrooms share Jack-and-Jill bath with shower, providing a comfortable layout. Outside, the 1.6-acre property offers beautifully rolling lawns and a private bluestone patio, creating a peaceful setting for morning coffee, summer dinners, or entertaining friends and family. Adding to the appeal are private Laurel Hollow Beach rights, along with nearby access to Oyster Bay town parks and beaches. The home is ideally situated between the picturesque and historic North Shore villages of Cold Spring Harbor and Oyster Bay, offering easy access to charming downtowns, waterfront destinations, restaurants, shops, and the rich history and natural beauty of the area. A distinctive home in a truly special setting, this Laurel Hollow Colonial offers the opportunity to enjoy the character of a bygone era with the comforts of today.

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$11,000 EC / month
4bedrooms
3bathrooms
land 0.7ha

By Daniel Gale Sotheby's International Realty

17

House with terrace Oyster Bay (United States)

Waterledge is a charming beachfront Colonial set on a 30-acre estate on Centre Island, just 34 miles from Manhattan. The home features an expansive deck overlooking Great Meadow Creek and a 100-acre wild bird sanctuary, offering a peaceful, scenic retreat. Recently and thoughtfully renovated, the home is furnished with brand-new pieces and showcases a modern kitchen with granite countertops, Sub-Zero and stainless steel appliances, three updated bathrooms, and wood floors throughout the first floor. The second level includes three bedrooms and two baths, while the first floor offers a versatile den that can easily serve as a fourth bedroom, along with a full bath. Set in a private, serene setting, this is an exceptional opportunity not to be missed. Available for year-round living ($10,500/month) or as a seasonal/summer retreat ($19,000/month).

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$10,500 EC / month
4bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

74 listings near Oyster Bay

Nearby
34

House with pool and terrace Locust Valley (United States)

Welcome to this one of a kind, completely renovated, estate in Matinecock with inground heated pool on a park like property. The main house features a large living room with fireplace, formal dining room with fireplace and a sun room open to the garden and patios. The brand new EIK is perfect for family and entertaining. Upstairs is a large primary with fireplace and new primary bath featuring double sinks, bath and shower. There are two additional bedrooms and a new hall bath. The third floor offers a bonus room and the basement is finished. Through a breezeway you access the 1 bedroom cottage that has a kitchen and full bath. The heated free form pool has its own outdoor shower and toilet. The perfect retreat in the country!, Additional information: Appearance:Mint,Interior Features:Guest Quarters

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$15,000 EC / month
4bedrooms
4bathrooms
land 0.8ha

By Daniel Gale Sotheby's International Realty

Nearby
28

House with terrace Cold Spring Harbor (United States)

A truly unique, one-of-a-kind “treehouse” retreat, this stunning three-story home—originally built in 2001 and thoughtfully updated—offers an exceptional blend of modern comfort and natural beauty. Every room features its own private balcony, seamlessly connecting indoor living with the serene outdoors. Inside, you’ll find dramatic floor-to-ceiling windows and an open-concept great room and kitchen, perfect for both relaxing and entertaining. The spacious king and queen bedrooms each boast en-suite baths, providing comfort and privacy. Additional highlights include central air, energy-efficient geothermal heating, and a two-car garage. Nestled in quiet, natural surroundings, the home offers picturesque views of Nature Conservancy Pond—creating a peaceful escape just moments from it all. UTILITIES ARE INCLUDED. THIS IS A 6 MONTH RENTAL

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$5,500 EC / month
2bedrooms
2bathrooms
land 1.1ha

By Daniel Gale Sotheby's International Realty

Nearby
32

House with terrace Locust Valley (United States)

Those with an eye for refinement will be captivated by the exceptional architectural finesse and unparalleled luxury displayed in this hilltop Classic Contemporary Estate. In 2018, a skilled builder meticulously renovated this estate from top to bottom for his own habitation, using only the most exquisite European structural and design components. Named "Hilltop", this estate presents an idyllic backdrop for relaxed living and elegant social gatherings. The open-concept interior floor plan is complemented by floor-to-ceiling windows that provide sweeping, awe-inspiring views of the surrounding landscape, creating a seamless connection to the exterior Ipe deck and patio. Located within the Lattingtown Harbor Community, residents here have the luxury of a private beach and clubhouse, complete with mooring rights. All this is conveniently situated just 30 miles from Manhattan and less than 2 miles from the heart of Locust Valley, where one can find charming boutiques, upscale dining, and public transport. The annual LHPOA fees amount to approximately $2500, with private carting services are also available., Additional information: Lease Term:12 Months,24 Months

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$28,000 EC / month
5bedrooms
7bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
18

House Glen Head (United States)

Located on a private 3-acre estate, Cottage featuring Living room with hardwood floors, two closets, Eat in kitchen with granite counter tops, stainless steel appliances, hardwood floors, laundry room with washer dryer, 1 bedroom with hardwood floors and closet, 1 full bath, with tub and shower, 2 parking spots and a patio and a side yard for gardening,, a private retreat, year-round rental, north shore school.

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$3,600 EC / month
1bedroom
1bathroom

By Daniel Gale Sotheby's International Realty

Nearby
24

House with garden Cold Spring Harbor (United States)

Nestled along the picturesque, tree-lined streets of Cold Spring Harbor’s desirable Midland section in the Cold Spring Harbor School District, this classic 4-Bedroom, 3.5 Bath Colonial offers timeless charm and character. The home's beautiful brick exterior and elegant slate roof create an inviting first impression, while inside, original architectural details blend seamlessly with thoughtful modern updates to provide both warmth and comfort. A bluestone patio leads to the private back yard with mature plantings and beautiful gardens, perfect for relaxing or entertaining. Ideally situated near Cold Spring Harbor’s waterfront and quaint downtown, this is a wonderful opportunity to enjoy the quintessential Long Island North Shore lifestyle.

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$15,000 EC / month
4bedrooms
4bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
22

House with garden Sea Cliff (United States)

Charming Cozy 2 Bedroom Cottage w/ Wood Burning Fireplace & Updated Kitchen & Bath. Full Current Credit Report & References Required. No Smoking In Cottage. Driveway Parking For One Car Only! No Pets. Close Proximity To Library, Restaurants, Shops, Sea Cliff Beach, Long Island Railroad.

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$2,900 EC / month
2bedrooms
1bathroom

By Daniel Gale Sotheby's International Realty

Nearby
44

House with terrace Sea Cliff (United States)

Feel like you are on vacation everyday, this Victorian beauty sits high up with views of Long Island Sound. Located just 2 Blocks from the beach and 2 blocks from the center of Sea Cliff Village. The home has been updated for today's living. Main floor: Open cooks kitchen, butlers pantry and half bath, dining, wrap porch (w/water views & BBQ) makes this main floor the heart of the home. Second floor: EnSuite primary with water views, office/dressing room, bedroom with full bath. Lower level: Bedroom en suite 1/2 bath, den with a covered patio, laundry, small office and 3rd full bathroom. Central air throughout. There is a nice amount of storage. This home is FURNISHED. If you want to bring your own furniture we can discuss. Enjoy heading up to the Village for a bite to eat, listen to some music, attend an art event or just hang out in the library. North Shore Schools.

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$9,000 EC / month
4bedrooms
5bathrooms
land 0ha

By Daniel Gale Sotheby's International Realty

Nearby
7

House with pool and terrace Lloyd Harbor (United States)

Set within the natural beauty of the Lloyd Neck peninsula, this striking post-modern home offers a sophisticated yet wonderfully relaxed lifestyle. Designed to embrace its setting, the home is bright and airy, with an open floor plan, soaring ceilings, and walls of windows that beautifully frame the surrounding landscape. At the heart of the home is an updated kitchen featuring top-of-the line stainless appliances including an 8-burner Viking stove, and a combination of generous cabinetry and open shelving. Just off the kitchen, a spacious den provides the perfect setting for casual entertaining, movie nights or simply unwinding at the end of the day. The spacious vaulted ceiling primary retreat has access to a private balcony, an ideal spot for morning coffee or quiet relaxation, and an updated and generously sized en-suite bath with a luxurious freestanding soaking tub and glass-enclosed shower. The spectacular grounds feature an expansive deck and in-ground pool which create a private resort-like setting for summer enjoyment. Nature lovers can enjoy nearby Target Rock National Wildlife Refuge and Caumsett State Park. This is a wonderful opportunity to enjoy the North Shore lifestyle.

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$14,000 EC / month
5bedrooms
4bathrooms
land 0.9ha

By Daniel Gale Sotheby's International Realty

Nearby
33

House with pool and garden Glen Cove (United States)

Welcome to 13 Whitney Circle, a stately 5-bedroom Colonial nestled in Glen Cove’s prestigious and historic estate area. This exceptional residence offers a lifestyle of comfort and distinction, showcasing breathtaking waterviews from the dramatic primary suite and multiple vantage points throughout the home. Thoughtfully designed for both daily living and grand entertaining, the property also features a separate Hamptons-style bi-level guest house—a rare and luxurious retreat ideal for extended stays, work-from-home flexibility, or hosting with grace.

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$15,000 EC / month
5bedrooms
6bathrooms
land 0.4ha

By Daniel Gale Sotheby's International Realty

Nearby
15

House with garden Roslyn Heights (United States)

Welcome to 21 Sherrard Street, a beautifully updated 4-bedroom, 2-bath home ideally located in the highly sought-after Roslyn Heights/East Hills community. This move-in-ready rental offers a bright and inviting interior with recent updates throughout, spacious living areas, generously sized bedrooms, and a modern, comfortable feel. A one-car garage provides additional parking and storage. Residents enjoy access to the exceptional amenities of the Village of East Hills, including the renowned Park at East Hills, featuring a swimming pool, playgrounds, tennis and basketball courts, walking and jogging trails, sports fields, and beautifully maintained recreational spaces. Conveniently located near shopping, dining, major roadways, and the Roslyn School District, this home offers an outstanding combination of location, lifestyle, and convenience. A rare opportunity to enjoy everything East Hills has to offer in a beautifully updated 4-bedroom home.

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$5,500 EC / month
4bedrooms
2bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
50

House with garden and terrace Roslyn (United States)

Nestled in the heart of Roslyns historic village, on nearly 2.5 acres, this beautifully renovated 3 bedroom, 2.5 bath home offers timeless character with modern amenities. The home is Ideally situated just moments from the village where you will enjoy an array of boutique shops, acclaimed restaurants, cafes, and vibrant nightlife. The property enjoys picturesque park views directly across the street. Come sit on one of the several porches or the patio and enjoy the beautiful views! Inside, the home features a welcoming living room, formal dining room, and an eat-in kitchen appointed with quartz countertops and stainless steel appliances. The main level also offers a convenient laundry area, a bedroom, and a full bath. Upstairs, the spacious primary suite includes an en-suite bath, accompanied by an additional bedroom. A finished walk-up attic provides flexible space for endless possibilities. Rich in historic charm, the home has four fireplaces throughout and a full walk-out finished basement. Experience the perfect blend of historic elegance, modern comforts, scenic views, and the unmatched charm of one of Long Island's most beloved villages.

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$7,000 EC / month
3bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
33

House with garden and terrace Roslyn (United States)

Beautiful Roslyn Estates Rental. Your Dream Home Awaits. Perfectly located in the heart of Roslyn Estates, this move-in ready home sits on beautifully private, lush park-like landscaped property. Sun-drenched and spacious, this bright residence features an open floor plan with a large living room showcasing crown moldings and a wood-burning fireplace, an elegant formal dining room, and a gourmet eat-in kitchen with a breakfast cafe and new stainless-steel appliances. French doors lead to a stunning teakwood deck, perfect for large gatherings and entertaining. Hardwood floors and detailed moldings enhance the home’s timeless elegance throughout. The luxurious primary bedroom suite offers two walk-in closets and a spa-like full bath with radiant heated floors. Additional features include two spacious bedrooms with a full bath, plus one en-suite bedroom with its own private full bath. A spacious great room with fireplace and media center creates the perfect setting for relaxing or entertaining. The manicured landscaped property feels like a private country retreat — ideal for parties, outdoor dining, relaxation, and everyday enjoyment. Conveniently located near the Americana Manhasset, the LIRR, major highways, and public transportation. Just moments from the historic village of Roslyn with its fine restaurants, charming boutiques, and picturesque surroundings. This location is truly a commuter’s paradise. Roslyn Estates is known for its charm, character, and rich history, surrounded by gorgeous trees, rolling hills, picturesque ponds, and winding walking trails. This exceptional home is perfect for both everyday living and sophisticated entertainment. Roslyn School District. Don’t miss this opportunity!

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$10,000 EC / month
4bedrooms
4bathrooms

By Daniel Gale Sotheby's International Realty

House rental in Manhasset (United States) - White house with garden and garage
Nearby
1

House with garden Manhasset (United States)

Handicap accessible Ranch style home featuring 4 Bedrooms, 3 full Baths. Located in Flower Hill. Close to Park and shopping.

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$8,000 EC / month
4bedrooms
3bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
23

House with garden Port Washington (United States)

Beautiful 4-bedroom, 3-full-bath split-level home with open floorplan in excellent condition, set on a large property. The welcoming entry foyer opens to a spacious living room with vaulted ceiling and dining room, perfect for everyday living and entertaining. The modern kitchen with breakfast room & all-new Bosch appliances, with access to the backyard. The second level offers a generous primary suite with a beautiful bath, and two additional bedrooms and a hall bath. The lower level includes a fourth bedroom or home office, a full bath, and a finished basement with new flooring, a playroom, laundry room, and utility room. Additional highlights include CAC, Gas, 3-zone heating system, All new windows. Newly refinished hardwood floors main level and 2nd level. New LG washer and dryer, 4 zone in-ground sprinkler system. Convenient location close to town and the train station. Attached two-car garage. Port Washington SD

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$7,000 EC / month
4bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
31

House Port Washington (United States)

Totally updated town house in a private Cul de Sac offers amazing spaces, soaring ceilings, walls of glass, hardwood floor throughout,, gas heat cooking, central air, gourmet EIK w granite counters/great room office , DR, LIR primary suite w his & hers walk ins and bath walk up, attic, basement, storage, gym, laundry and car garage, easy stroll to restaurants village shops and LIRR 36 min to Penn or Grand Central !

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$6,000 EC / month
3bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
23

House with garden Manhasset (United States)

Welcome to this stately Colonial set on a beautifully manicured lot in the South Strathmore section of Manhasset. Blending timeless charm with modern functionality, this expansive home offers generous proportions and versatile living spaces throughout. The main floor features a formal living room with wood-burning fireplace and sunlit bay window, a gracious dining room with elegant millwork, and a spacious eat-in kitchen with skylight and breakfast bar. Just off the kitchen is a bright enclosed porch with walls of glass, an ideal spot for morning coffee or peaceful evenings overlooking the treetops. The oversized family room impresses with a rustic stone wall, gas fireplace, skylight, and full bathroom, creating the perfect hub for gatherings and relaxation. Upstairs, you’ll find four well-scaled bedrooms and two and a half baths, including a spacious primary suite with sitting area, walk-in closet, and en-suite bath. Additional highlights include gleaming hardwood floors throughout, a full basement with interior access to a two-car garage, a whole house generator for peace of mind, and the rare convenience of an in-home elevator offering effortless access across all levels. It’s an exceptional opportunity to enjoy the best of Manhasset living.

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$9,800 EC / month
4bedrooms
4bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
20

House with garden Port Washington (United States)

Manhasset Isle 1st Floor oversized 1 bedroom apartment with office, patio and driveway parking for 1 car. Mics beach association membership with fee.

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$2,800 EC / month
1bedroom
1bathroom
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
39

House with terrace Manhasset (United States)

Beautiful and charming, this short term 7 month furnished rental, offers a perfect opportunity for someone doing renovations on their home...or, for a buyer, who is in the "process" of making a purchase. The wonderful location is close to town, schools and the LIRR. Dated offered are November 1, 2026 to May 31, 2027.

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$10,000 EC / month
4bedrooms
3bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
18

House with terrace Rye (United States)

Happy Milton Point rental, a rare opportunity to find yourself in the perfect location for all seasons. Entertain on the outdoor patio in the summertime and come autumn enjoy the covered porch, a haven for soaking in breathtaking sunsets, panoramic views and cozy ambiance. When winter arrives, there's no better place to be than by the oversized wood-burning fireplace. Situated in the heart of Milton Point, this 4 bedroom residence offers unparalleled convenience. Stroll to nearby market, restaurants, schools, and beaches, immersing yourself in the coastal charm that defines this coveted area. Embrace the Milton Point lifestyle and make this exquisite residence your home. Don't miss out on this rare chance to experience the perfect blend of location and luxury, and embark on your next chapter in style. Additional Information: Storage: Storage Room,LeaseTerm: 12 Months, over 12 Months, 18 months, or 24 months

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$12,500 EC / month
4bedrooms
3bathrooms
land 0.1ha

By Julia B. Fee Sotheby's International Realty

Nearby
27

House with pool Old Greenwich (United States)

Totally renovated three bedroom, 2.5 bath ranch style home set minutes away from Tod's Point with beautiful full size pool. Large living room and study with gas fireplaces, large gourmet island kitchen, Miele refrigerator, dishwasher, microwave, and oven. SubZero wine refrigerator, large Wolf gas range. Adjacent family/dining room with sliders to the terrace and pool. Gorgeous primary suite with southern and western views, loads of built-in and great primary bath. The two added bedrooms share a large bath. Great mud room and laundry room, large 2-car garage, large storage basement. Generator, alarm system, high-end features & fixtures. Some photos shown were edited to remove private things of owners. Rental Terms: Annual: $17,500 Per Month

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$17,500 EC / month
3bedrooms
3bathrooms
land 0.1ha

By Sotheby's International Realty - Greenwich Brokerage

Nearby
44

House Great Neck (United States)

Sun-drenched, south-facing contemporary nestled on a flat, oversized property in the highly sought-after Allenwood neighborhood of Great Neck. Offering 4 bedrooms and 4.5 baths, this exceptional home features a spacious and flexible floor plan ideal for both everyday living and entertaining. A charming covered front porch welcomes you into a gracious entry foyer with marble flooring and a coat closet. The main level showcases hardwood floors, soaring ceilings, a powder room, and a bright living room with a wood-burning fireplace, skylights, and Andersen sliding doors that open to a large deck overlooking the expansive backyard. A comfortable den provides additional living space, while the dining area flows seamlessly into the open-concept kitchen featuring custom wood cabinetry. Two well-appointed bedrooms and a full marble bath complete the main level. Upstairs, the generous primary suite offers a walk-in closet and en-suite bath, accompanied by an additional bedroom and a full bath. The full finished basement provides outstanding bonus space with a recreation area, full bath, laundry room, windows, and ample storage. Additional features include a two-car attached garage, central air conditioning, recessed lighting, an alarm system, and a Nest thermostat. Conveniently located near parks, shopping, restaurants, and the LIRR, this home is zoned for the E.M. Baker Elementary School and North Middle/High School. Residents also enjoy the exceptional amenities of the Great Neck Park District, including Parkwood Pool, the Tennis Center, Ice Skating, and Steppingstone Waterfront Park.

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$7,980 EC / month
4bedrooms
5bathrooms
land 0.1ha

By Daniel Gale Sotheby's International Realty

Nearby
14

House with terrace Rye (United States)

Welcome to 397 Midland - a beautifully maintained & updated home offers easy living and unbeatable convenience to town, Midland School, the train, and favorite local restaurants and delis. With both a welcoming entrance on the front & back of the home, there is tons of opportunity how this unit can live. Enter via Midland Ave into a welcoming front stoop with a versatile entry room with abundant closet space. The main floor also features two comfortable bedrooms and recently updated full bath. The charming back entrance with staircase, abutting a stone patio, could become your primary entrance and utilize the bonus room on the first floor as a Third Bedroom! The lower level provides flexible space off of the Kitchen that can serve as a Formal Dining Area, Play Room, or additional Recreation room. The Kitchen cabinets have been freshly painted with brand new stainless steel appliances, gas range with microwave hood, dishwasher, and fridge with ice maker. The lower level has convenient access to unfinished storage with a brand new washer and dryer, with a door to the outside for convenience. One parking space is included in the shared driveway, with additional street parking available. Thoughtfully maintained by excellent landlords, this home is truly a gem in an ideal Rye location.

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$3,895 EC / month
2bedrooms
1bathroom
land 0ha

By Julia B. Fee Sotheby's International Realty

Nearby
38

House with garden Riverside (United States)

1/1/27-5/31/27 Term. Beautifully furnished rental at the end of a quiet cul-de-sac off desirable Meadow Road, Riverside. This classic shingle Colonial sits on 1 acre surrounded by trees and multi-million dollar homes. Open concept kitchen/family room with vaulted ceiling dining. French doors leading to an expansive bluestone terrace offering wonderful indoor/outdoor entertaining. Private, wood-paneled office with built-ins. Oversized formal living room with fireplace and dining room. 5 well-appointed bedrooms and 4.2 baths. Wonderful location just steps to the water. INCLUDED IN RENT: LANDSCAPING, SNOW REMOVAL, INTERNET, WATER, ELECTRICITY, TRASH REMOVAL. Rental Terms: Annual: $25,000 Per Month

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$25,000 EC / month
5bedrooms
6bathrooms
land 0.4ha

By Sotheby's International Realty - Greenwich Brokerage

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