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luxury real estate for rent Smithtown, United States

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House Smithtown (United States)

Smithtown Estate Rental – Flexible Furnished or Unfurnished Options. Rare opportunity to lease one of Smithtown's distinctive historic residences. Privately situated on over an acre at the end of a quiet cul-de-sac, this stately Colonial, built in the 1930's, offers approximately 5,000 square feet of living space, blending architectural character with modern updates and amenities. The main residence features 6 bedrooms, 4.5 bathrooms, a grand entry foyer with sweeping staircase, formal living and dining rooms, a renovated kitchen with a butler's kitchen, GAS stove and heating, 4 fireplaces, washer and dryer, office space, sun-filled gathering areas, in-home jacuzzi and a primary suite complete with a fireplace, private bath, and enclosed veranda. Rich hardwood floors and period details throughout create a warm and inviting atmosphere rarely found in today's rental market. Outdoor amenities include an in-ground pool, expansive patio and entertaining areas, mature landscaping, and sprawling grounds offering exceptional privacy and tranquility. Adding to the property's versatility is a detached carriage house featuring a legal one-bedroom apartment above a two-car garage. While use of the carriage house is not included in the rental offering, it may be available separately and is negotiable. The estate's unique layout and expansive living spaces make it well suited for multigenerational living, extended family arrangements, live-in support, guest accommodations, or those seeking exceptional flexibility and privacy. Ideally located near Smithtown's Main Street, restaurants, shopping, parks, the Smithtown LIRR station, and Stony Brook University, this exceptional estate offers a rare combination of space, privacy, character, and convenience. Internet, Water and Landscaping are included. Tenant is responsible for Snow Removal, Electric, Gas, and Pool Maintenance.

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$7,200 IC / month
6bedrooms
5bathrooms
land 4,128

By Daniel Gale Sotheby's International Realty

14 listings near Smithtown

Nearby
20

Apartment Nesconset (United States)

Don't Miss Out On The Chance To Rent This Enchanting One Bedroom Apartment With Private Entrance, Eat in Kitchen, Dining Area, Living Room and Full Bathroom. Lots Of Natural Light, A Window In Every Room. Just About 15 Mintues Form Stony Brook Hospital, Minutes From Ext.58 Off The L.I.E. And Local Shopping Is Just Around The Corner and Separate Thermostat

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$1,875 IC / month
1bedroom
1bathroom

By Daniel Gale Sotheby's International Realty

Nearby
23

Property Nissequogue (United States)

Recently Remodeled Colonial Home on 2 Acres of Property Overlooking the Nissequogue River with Rocking Chair Front Porch. Many Updates Include New Roof, Siding, Driveway, & Eat In Kitchen. Freshly Painted in March 2026 with Refinished Wood Flooring. Den w Wood Burning Fireplace, Updated Bathrooms, Full Basement, 2 Car Garage. Rear Yard is Surrounded by Mature Trees and is Tranquil and Serene. Nearby are Local Beaches, Hiking Trails, Fine Dining, Local Shopping, and Stony Brook University and Medical Center. Smithtown Schools.

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$5,800 IC / month
5bedrooms
3bathrooms
land 8,094

By Daniel Gale Sotheby's International Realty

Nearby
36

House Northport (United States)

Northport , WATERFRONT. Gated and enchanting waterfront retreat unlike no other. Fully FURNISHED & renovated Mediterranean inspired home nestled in the heart of Long Islands famed North Shore. Panoramic water views of the Long Island Sound & Connecticut. Foyer w/ sitting area and access to private deck. Open floor plan w/ views from every room. Large scale living/dining room combination. Upgraded EIK with stainless steel appliances. First floor w/ two en suite bedrooms and half bath. Lower level features large scale primary suite with renovated bathroom & steam shower. Additional en suite bedroom w/renovated bathroom. Lower level laundry w/ exterior access. The property features lush landscaping, in-ground pool and and covered cabana/ summer wet bar. Private Beach Access (HOA).

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$10,500 IC / month
4bedrooms
5bathrooms
land 4,047

By Daniel Gale Sotheby's International Realty

Nearby
8

Apartment Setauket- East Setauket (United States)

Beautiful, recently renovated apartment with White Kitchen Cabinets, Stone Counters and new Appliances. Large main Living Space includes Dining Area. Sunny Bedroom with ample Closet Space and organizers. Full Bath with elegant design. An extra room has a door and egress window and can be used as an office, den or recreational space. Unit includes a utility room with washer and dryer. Parking for one car in the driveway, other cars can be parked on the street. Utilities are included as well as wifi and a monthly cleaning service. Central Air. This apartment is conveniently located near Stony Brook Hospital and University and offers quick access to 347. Historic points of interest are also nearby as well as shopping and dining.

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$3,100 IC / month
1bedroom
1bathroom
land 2,833

By Daniel Gale Sotheby's International Realty

Nearby
28

House 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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$6,300 IC / month
2bedrooms
2bathrooms
land 1.1ha

By Daniel Gale Sotheby's International Realty

Nearby
36

House Cold Spring Harbor (United States)

Experience exceptional water-view living in this beautifully renovated residence located within the Incorporated Village of Lloyd Harbor. Set at the end of a cul-de-sac on nearly three private acres, this remarkable rental offers expansive western views over Cold Spring Harbor and unforgettable sunsets. Recently updated throughout, the home features hardwood floors, a beautifully designed kitchen with a separate pantry kitchen, an inviting bar area, a redesigned main floor primary suite with a new spa-inspired bath, and custom walk-in closets. Offering four en suite bedrooms, the flexible floor plan includes two bedrooms on the main level and two in a separate upper-level wing. Designed for both comfortable everyday living and entertaining, the residence features spacious principal rooms, including a dramatic great room with soaring ceilings, walls of glass, and panoramic water views. A library with custom built-in bookshelves and a wood-burning fireplace provides an inviting retreat. The walk-out lower level opens to brick patios and an in-ground gunite pool overlooking the water, creating an exceptional setting for outdoor enjoyment. Additional amenities include a Cold Spring Harbor post office address, Village of Lloyd Harbor private police services, access to Lloyd Harbor Village Beach, tennis, camp, and mooring (subject to Village eligibility), and the opportunity to join Eagle Dock Beach Association (fee required). Located within the Cold Spring Harbor Central School District #2.

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$30,000 IC / month
4bedrooms
5bathrooms
land 1.1ha

By Daniel Gale Sotheby's International Realty

Nearby
36

Property Laurel Hollow (United States)

Wonderfully private and beautifully updated, this charming 4-bedroom cottage is nestled in a serene, secluded setting with picturesque partial water views. Blending timeless character with modern comforts, the home offers an inviting and tranquil retreat surrounded by nature. Enjoy peaceful mornings and relaxing evenings in the beautifully designed outdoor sitting area, perfect for entertaining or unwinding in complete privacy. Additional features include covered parking for 2 cars, a brand-new outdoor storage shed, and the peace of mind provided by a full-house generator. Residents enjoy coveted Laurel Hollow Village beach rights, offering access to the Village's private beach and waterfront amenities. Snow plowing and landscaping are included, providing a truly carefree lifestyle with year-round convenience. A rare opportunity to experience privacy, natural beauty, and effortless North Shore living in one of Laurel Hollow's most sought after locations. Rooms painted a dark color can be repainted at tenant's request.

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$5,600 IC / month
4bedrooms
2bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
27

Apartment Woodbury (United States)

In the desirable community of Woodland Pond in Woodbury. End unit with granite, stainless steel eat-in-kitchen. Beautiful moldings, sunken living room with shutters. Vaulted ceiling with skylight. Move right in and enjoy country club lifestyle. Pool, tennis, clubhouse, gym, and basketball. Syosset school district.

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$5,900 IC / month
3bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
15

Apartment Old Bethpage (United States)

Inviting & Spacious top floor unit featuring 3 bedrooms & 2 full baths in the highly sought-after Plainview School District. This unit features hardwood floors throughout, a bright open living room/dining room layout and a well-appointed eat-in kitchen with ample cabinet space. A large updated deck with access from the living areas and direct access from the master bath features a Summer Ready Hot Tub for your personal and private enjoyment! A large sunny backyard is ideal for BBQs and entertaining. Laundry is in the garage with a usable storage area. Conveniently located near Haypath Park, schools, shopping, restaurants & transportation. (Rent includes electric, gas & lawn care)

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$4,500 IC / month
3bedrooms
2bathrooms
land 931

By Daniel Gale Sotheby's International Realty

Nearby
17

House Syosset (United States)

Welcome to this charming and spacious 3-bedroom, 3-bath Split-level home.Featuring a well-appointed kitchen with stainless steel appliances, this residence offers inviting sun-filled living spaces, and a private backyard-perfect for outdoor entertaining. Enjoy the convenience of ample storage throughout along with close proximity to dining, shopping, and transportation. With its contemporary design, natural light, and comfortable outdoor space, this home provides a perfect blend of style and functionality.

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$5,000 IC / month
3bedrooms
3bathrooms
land 607

By Daniel Gale Sotheby's International Realty

Nearby
24

House Centre Island (United States)

Welcome to Beautiful Seaview, a pristine 3-bedroom beachfront bungalow offering 200 FT of private waterfront on coveted Centre Island. Completely renovated from top to bottom in 2024, this home combines timeless beach house appeal with today's most desirable finishes. The spacious formal living room features a cozy fireplace with a wall of French doors overlooking the Long Island Sound, while the beautifully updated kitchen is appointed with high-end stainless steel appliances, quartz countertops, and premium finishes throughout. Enjoy direct access to your own private sandy beach, along with expansive outdoor living spaces, including a spectacular rooftop deck with breathtaking water views. Nestled in the exclusive waterfront community of Centre Island, this serene retreat is surrounded by stunning natural beauty and a picturesque marine setting. Experience the tranquility of island living with the added security of a private, gated entrance equipped with license plate recognition. Available year-round for $12,500 per month, or as a summer seasonal rental from June 15th through September 14th for $19,500 per month.

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$12,500 IC / month
3bedrooms
2bathrooms
land 7,082

By Daniel Gale Sotheby's International Realty

Nearby
17

Property Centre Island (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 IC / month
4bedrooms
3bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
20

House Hicksville (United States)

Located at the end of a cul-de-sac you are close to everything, yet tucked away on a quiet street. Home features include, renovated kitchen with stainless steel appliances, large eat-in area, updated baths, hardwood floors, updated windows, hi hat lighting, ceiling fans, wall-to-wall carpeting, part basement with washer & dryer. Nice yard with flowering trees and shrubs. Good parking and attached 1 car garage., Additional information: Appearance:Excellent, Interior Features:Separate Thermostat Welcome to 12 Prince Street, ideally situated at the end of a quiet cul-de-sac in Hicksville—offering the perfect combination of privacy and convenience, just moments from shopping, dining, parks, and transportation. This well-maintained home features a renovated kitchen with stainless steel appliances and a spacious eat-in area, updated bathrooms, hardwood floors, updated windows, hi-hat lighting, ceiling fans, and wall-to-wall carpeting. A partial basement includes a washer and dryer, providing additional storage and functionality. Step outside to enjoy the generously sized backyard, beautifully landscaped with flowering trees and shrubs—perfect for relaxing or entertaining. Completing the home is an attached one-car garage and ample parking. A wonderful opportunity to own a move-in ready home in a desirable Hicksville location!

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$4,250 IC / month
3bedrooms
2bathrooms

By Daniel Gale Sotheby's International Realty

Nearby
18

Apartment Oyster Bay (United States)

This totally renovated two-bedroom apartment with a home office is perfectly located in the heart of Oyster Bay. Just minutes from downtown, beaches, schools, shopping, dining, and transportation. Heat is included, and the unit comes with parking for two cars. There is also space for your own washer and dryer, plus a private shed for additional storage. A wonderful opportunity to enjoy all that Oyster Bay has to offer!

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$3,800 IC / month
2bedrooms
1bathroom
land 769

By Daniel Gale Sotheby's International Realty

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