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Vacation Rentals in Old Greenwich, CT and nearby

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    The following rentals are within 25 kilometres of Old Greenwich, Connecticut.

    1 / 14
    5 of 5 bubbles (2) Excellent
    Scarsdale, NY
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    4.5 of 5 bubbles (3) Very good
    White Plains, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 21
    4.5 of 5 bubbles (2) Very good
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 8
    Tuckahoe, NY
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sunny, spacious and comfy 3 bedroom apartment with balcony . Walk to train is 2 minute . Seriously it's 2 minute to the train to NYC. Starbucks located in train station . Bars, banks , cafes, and hospital all 5-10 walking distance on safe roads with sidewalks and pedestrian crosswalks. Can also... View all property information
    Location Information
    Tuckahoe, Westchester County 10707
    1 / 8
    3.5 of 5 bubbles (3) Average
    Greenwich
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Balcony
    • Grill
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    • Outdoor Dining Area
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Country Cottage on horse farm featuring a large one bedroom with kitchenette (grill, hotplate, microwave, no oven) and bathroom. Bright and sunny with views. Last house at the end of a quiet road. Approx. 600sqft. There are horses on the property and I teach lessons and do trail rides, please... View all property information
    Location Information
    Greenwich, Connecticut 06831
    5 of 5 bubbles Reviewed 16 February 2017
    The location is awesome! It's about a half hour between Stamford (where I was working while I stayed here) and NYC. Far enough outside the city to where you aren't getting the...
    5 of 5 bubbles Reviewed 1 November 2016
    The area is beautiful and very quiet. We were meeting someone from Best Friends Animal Sanctuary to pick up a dog to bring back home. The place was perfect.
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    1 / 6
    5 of 5 bubbles (1) Excellent
    Darien
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • x
    About this property
    This is a private pool house with queen bed and kitchenette on a 3 acre property. There is a pool steps away as well as a tennis court on the property and you will have full access to both. There is a bathroom with shower and other amenities can be provided. We are close drive to the beach in town.... View all property information
    Location Information
    Darien, Connecticut 06820
    5 of 5 bubbles Reviewed 6 July 2016
    I stayed lots of place before but David and his family was awesome ! We had a lot of fun in their pool house, tennis and basketball court and mini soccer area. Every single...
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    1 / 7
    White Plains, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Great master bed room with a queen size bed. Close to shops, restaurants, city park, and within walking distance to the Metro North train station with service to Midtown New York City Grand Central station. Easy access to Hwy and downtown White Plains, Westchester county center and White Plains... View all property information
    Location Information
    White Plains, Westchester County 10606
    1 / 26
    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Minutes from Byram beach and also from the main streets of Port Chester, Rye and Greenwich, this fully renovated home boasts hard wood floors, washer dryer, central heating and air conditioning and a wonderful state of the art kitchen with granite counter tops. The property has 3 quaint bedrooms... View all property information
    Location Information
    Greenwich, Connecticut 06830
    1 / 18
    5 of 5 bubbles (1) Excellent
    Glen Cove, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
    • Hot Tub
    • Private Outdoor...
    • DVD Player
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful home close to beaches, parks and less than 1 hour via nearby train to NYC. The original "Gold Coast" Glen Cove and the surrounding areas of Locust Valley, Sea Cliff, Oyster Bay, Lattingtown, Bayville and the Brookvilles. Playground for the rich and famous, who prefer to keep a low... View all property information
    Location Information
    Glen Cove, Long Island 11542
    1 / 16
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located directly on Long Island Sound in the residential section of Saugatuck Shores, this recently renovated, completely furnished, 3 bedroom, 2 bathroom house offers wide unobstructed views of the water from the front porch and the second floor deck. It has new stainless kitchen appliances, new... View all property information
    Location Information
    Westport, Connecticut 06880
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    1 / 15
    Pound Ridge, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    A luxury cottage set privately on a 7 acre estate in sylvan Pound Ridge, New York. A perfect setting from which to explore Westchester's horse country, The Hudson Valley, New England's Connecticut villages and New York City. World renowned restaurants are within minutes and recreational activities... View all property information
    Location Information
    Pound Ridge, Westchester County 10576
    1 / 14
    Greenwich
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Balcony
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Porch
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Charming 4 bedroom home at the end of a quiet country lane on a horse farm. Country kitchen with a lovely patio and grill. Heated and cooled with recently installed geothermal enjoy peace and tranquility in a beautiful setting. Horses live on the property, please inquire about lessons or trail... View all property information
    Location Information
    Greenwich, Connecticut 06831
    1 / 24
    Rowayton
    2 Bedrooms, 9 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    We live in a private association called Bell Island. We are surrounded by incredible views of Long Island Sound and Farm Creek Preserve and our beaches are reserved for use by residents and their guests only. Our home is on a tidal estuary called Farm Creek. The creek is fed by the Long Island... View all property information
    Location Information
    Rowayton, Norwalk 06853
    1 / 42
    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18" soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
    Location Information
    Weston, Connecticut 06883
    1 / 9
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    LOCATION, LOCATION, LOCATION... MY HOME IS CENTRALLY LOCATED, SO EVERYTHING YOU NEED AND WANT IS EASILY ACCESSIBLE. IT'S CLOSE TO THREE BEACHES, DOWNTOWN SHOPPING, RESTAURANTS, HISTORIC WESTPORT COUNTRY PLAYHOUSE, AND RAILROAD STATION! IT'S ALL JUST MINUTES AWAY BY CAR, AND NOT ALL THAT FAR TO... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 7
    3 of 5 bubbles (1) Average
    Pelham, NY
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    In the peaceful Village of Pelham, at few blocks from Metro North Train Station there is a large home, with a barbeque area. To rent only : 2 bedrooms with separate entrance and 1 bathroom. With the Metro North you are in New York Grand Cental in 30 minuets. Walking distance from restaurants, park... View all property information
    Location Information
    Pelham, Westchester County 10803
    3 of 5 bubbles Reviewed 15 November 2016
    Location was perfect for our purpose. Close to village shops and cafes. Rooms and beds are decent and comfortable enough.Friendly owner. We have suggestions for improvement...
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    1 / 16
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Outdoor Dining Area
    • Satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Elegant home was professionally designed to capture the spectacular views of the Ocean. The home was completely remodeled recently and includes a rich interior with state of the art kitchen appliances, wood burning fireplace, washer/dryer, central A/C and internet. Near the end of a quiet... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 32
    Greenwich
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Lauren Berger Collection is proud to be recognized as one of the best Vacation Rental companies in the world by the best, The Vacation Rental Guide. A forty-five minute drive from Manhattan but a world away from the clamor, this serene, elegant home is set on an acre of rolling lawns in one... View all property information
    Location Information
    Greenwich, Connecticut 06830
    1 / 18
    New Rochelle, NY
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Housekeeping...
    • Patio
    • Satellite TV
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private beach house. Hidden vacation gem, a fully furnished, spacious, affordable home on a quiet street, only steps from your front porch to a private beach on Long Island Sound. Convenient--it's only a half hour by train or car from Grand Central Station. Great for walking, biking, swimming,... View all property information
    Location Information
    New Rochelle, Westchester County 10805
    1 / 15
    Westport
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Secure Parking
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in 1898, exposed unfinished beems and pillars, Charming low ceilings and a couple of original doors, make it a residence with genuine soul and character. Upstairs is a semi open space, no doors or full eslls-half walls seperate sleeping spaces. In addition to four twin befs, thete is a queen... View all property information
    Location Information
    Westport, Connecticut 06880
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    1 / 15
    Westport
    3 Bedrooms, 9 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Ocean Views
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This direct waterfront getaway boasts an open floor plan with spectacular full water views throughout. Experience glorious energizing sunrises and exquisite sunsets to begin and end your magical days in this tranquil setting. Custom modern European inspired gourmet kitchen with top of the line... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 30
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Its a great house on half an acre. Starting at 199 Per night. Walk to everything. Yes really one minute to stores restaurants markets and lots of stores etc. Shuttle stops at our door to take you to the trains. Buses are two house away. 24/7 open stores at one minute walk too.... View all property information
    Location Information
    Westport, Connecticut 06880
    1 / 5
    Greenwich
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    With my children off to college I have an empty 3rd floor (so availability is around the school calendar). Neat 3rd floor unit with its own bedroom, separate sitting room, small fridge, microwave, coffee-maker, bathroom (stall shower), TV, and table for 4. Ideal for someone working weekdays in... View all property information
    Location Information
    Greenwich, Connecticut 06830
    1 / 11
    Greenwich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    Location Information
    Greenwich, Connecticut 06831
    1 / 12
    Greenwich
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • x
    Location Information
    Greenwich, Connecticut 06831
    1 / 24
    Northport, NY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Patio
    • Satellite TV
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    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Immerse yourself in the tranquility of Long Island’s North Shore by staying at this wonderful Northport vacation rental home, ideally situated within easy reach of beautiful beaches, area attractions, and Northport Village’s shops and cafes! Offering 2 bedrooms, 2 bathrooms, and enough room to... View all property information
    Location Information
    Northport, Long Island 11768
    1 / 12
    Chappaqua, NY
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Shared Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    The cottage at Stone Croft is a quick train ride to Manhattan, but looks out on woods and a stream. The cottage is like a two story suite with a full kitchen. There is a queen bed in the main bedroom and a queen sofa bed upstairs. A great place for families and kids. There is a dishwasher,... View all property information
    Location Information
    Chappaqua, Westchester County 10514
    1 / 11
    Stamford
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    In this high-ceiling sunny downtown loft, there is a family atmosphere and eclectic furniture and decor. It is close to local activities (parades, fun-raisers, fun runs...etc), great nightlife, public transport: the bus is across the street, the city center (only a 1/4 mile away), restaurants,... View all property information
    Location Information
    Stamford, Connecticut 06905
    1 / 8
    Tuckahoe, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Easily commute to NYC in 30 min. Safe 2 minute walk to train. Enjoy a nice place to rest after a long day or evening in NYC. Pet friendly with fenced yard. Comfortable 5 bedroom house with 3 bathrooms. House is close to the train and bus Walk to bronxville and step outside to tuckahoe... View all property information
    Location Information
    Tuckahoe, Westchester County 10707
    1 / 5
    Weston
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    This cozy cottage sits on a family property in a small neighborhood (faces the main house on a circle driveway). It has been renovated with all new appliances and new floors while still maintaining it's cozy retreat feel. Each bedroom features a queen size bed. There is also a screened in porch for... View all property information
    Location Information
    Weston, Connecticut 06883
    1 / 9
    Tuckahoe, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Safe and easy 30 minute commute to grand central terminal 42nd street. Comfortable and quiet apartment within a house that has 2 apartments. Enjoy a walkable village that has bars, cafes, banks and bike paths. Concordia college, Sarah Lawrence college are moments away by car or walking 15- 20 min... View all property information
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    Tuckahoe, Westchester County 10707
    1 / 22
    Greenwich
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Spacious and elegant three bedroom, two and one half bath, 1,900 SF condominium built in 2003. The first floor offers a large living room with two exposures, a gourmet eat-in kitchen with sliding doors that access an outdoor sitting area and garden. The generous master bedroom with en-suite bath is... View all property information
    Location Information
    Greenwich, Connecticut 06830