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$4,500,000

37D& 37F Westmoreland Dr Shelter Island, NY 11964
4 Beds 5,400 Sq. Ft
7 Full Baths
Courtesy Of RE/MAX Beyond
MLS# 2769893
PROPERTY DESCRIPTION: 
Spectacular Waterfront Chateau Features Breathtaking Views From Every Room! Located In The Serene Setting Of Westmoreland Farm, This Cozy Romantic, Hide Away Blends Elegant Living With Outdoor Splendor. Situated Between The Beautiful Shore Of West Neck Harbor And 40 Acre Wildlife Preserve, This Is A Yachtsmen's Dream With Deep Water Dock And Boat Ramp To Heated Boat House
FEATURES:
Age: 41-50 Years Old
Amenities: Basement
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Architecture Style: Other
Cooling System: Central A/C
Fireplace: Fireplace
Heating System: Fireplace
Parking Type: Garage
Roof Type: Unknown
Rooms: Basement, Basement-Finished, Bedroom, Dining Room, Eat-In Kitchen, Family Room, Formal Dining Room, Full Bath
View Type: Water

$2,875,000

37D Westmoreland Dr Shelter Island, NY 11964
4 Beds 5,400 Sq. Ft
7 Full Baths
Courtesy Of RE/MAX Beyond
MLS# 2769877
PROPERTY DESCRIPTION: 
Spectacular Waterfront Chateau Features Breathtaking Views From Every Room! Located In The Serene Setting Of Westmoreland Farm, This Cozy Romantic, Hide Away Blends Elegant Living With Outdoor Splendor. Situated Between The Beautiful Shore Of West Neck Harbor And 40 Acre Wildlife Preserve, This Is A Yachtsmen's Dream With Deep Water Dock And Boat Ramp To Heated Boat House
FEATURES:
Age: 41-50 Years Old
Amenities: Basement
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Architecture Style: Other
Cooling System: Central A/C
Fireplace: Fireplace
Heating System: Fireplace
Parking Type: Garage
Roof Type: Unknown
Rooms: Basement, Basement-Finished, Bedroom, Dining Room, Eat-In Kitchen, Family Room, Formal Dining Room, Full Bath
View Type: Water

$2,342,000

11 Point Lane Shelter Island, NY 11964
5 Beds 4,886 Sq. Ft
3 Full Baths 1 Half Bath
Courtesy Of SAUNDERS & ASSOCIATES
MLS# 10248480
PROPERTY DESCRIPTION: 
Sited on 1.9 +/- acres on a protected waterway, with a path to a wide sandy beach on Gardiners Bay, this crisp modern is completely turnkey. With stunning water vistas throughout the home, which is punctuated by high ceilings, large window openings and whitewashed barn board, there is an immediate sense of being at one with the beach and the saltwater. Beyond the entry foyer is a wide living room with a raised fieldstone hearth. Its wall of sliding glass doors offers dramatic water views and leads to a large deck, sunny by day, with beautiful evening sunsets. A formal dining room encourages entertaining, inside or out. The kitchen has granite counters, custom cabinets and above standard appliances. A first floor master suite has a double height ceiling, spacious walk-in dressing room/closet, spa-like bath and doors to the waterside deck. The second floor has a meditation area, guest bedroom with Juliet balcony overlooking the water, a full bath on the west side and a fantastically efficient office/library to the east. This room leads to a large storage area above the garage. The lower level, which is above grade, has a greenhouse with a raised hot tub, two bedrooms with water views, one with a greenhouse view, and a full bath. It also has a large storage room and a studio/workshop with shelving and workbench. Recent upgrades and amenities include solar panels, HVAC, water heater, well pump, floor and wall finishing/staining. The house has been well maintained, and is fresh and tastefully appointed! Penelope Moore, Lic Assoc Broker, 917-208-5519, info@penelope-moore.com.
FEATURES:
Age: 31-40 Years Old
Amenities: Basement
Architecture Style: Contemporary
Cooling System: Central A/C
Lot Size: 1.9 Acres
Parking Type: Garage - Attached
Roof Type: Unknown
Rooms: Basement, Bedroom, Bonus Room, Den, Dining Room, Family Room, Foyer, Full Bath, Half Bath, Kitchen, Living Room

$2,300,000

2 Tuthill Drive Shelter Island, NY 11964
4 Beds 1,900 Sq. Ft
3 Full Baths
Courtesy Of SAUNDERS & ASSOCIATES
MLS# 10265448
PROPERTY DESCRIPTION: 
A rare offering on Ram Island, an immaculate cottage with deep water dock and views to Mashomack Preserve. Set off the road, this home has an open plan with elevated ceilings and stone fireplace in the living room, with a dining area and renovated kitchen alongside, all with views to the harbor. Two guest bedrooms share a full bath, and a recently added master suite with direct water views is sequestered from the balance of the home, with doors to a waterside deck. There is a separate guest cottage with bedroom and full bath. A long lawn leads to a fabulous deep water dock, 112-feet long, with easy access to Reel Point. A wonderful opportunity! Penelope Moore, Lic Assoc Broker, 917-208-5519, info@penelope-moore.com.
FEATURES:
Age: Over 50 Years Old
Amenities: Basement
Architecture Style: Other
Cooling System: Central A/C
Lot Size: 1 Acres
Parking Type: Garage - Detached
Roof Type: Unknown
Rooms: Basement, Bedroom, Full Bath, Kitchen, Living Room

$2,299,000

56 Westmoreland Dr Shelter Island, NY 11964
3 Beds 2,800 Sq. Ft
3 Full Baths
Courtesy Of Realty Connect USA LLC
MLS# 10258288
PROPERTY DESCRIPTION: 
This 3 Bd.Rm,3 Bath Bayfront Is Situated On 1.11Ac Of Meticulously Landscpd Parcel W/140'Brand New Dock & 100Amp Of Shore Power. It Features A New Kit,10 Seat Media Rm,Full Bar Area,Climate Controlled Wine Cellar W/Tasting Area, Whole House Back Up Generator & Secluded/Heated Igpool Area W/Stone Patio. This One-Of-A-Kind Home Is Truly Unique To The Area! Listing brokered by Realty Connect USA LLC, contact Albert Jacabacci at 631-533-9757 or ajacabacci@realtyconnectusa.com
FEATURES:
Age: Over 50 Years Old
Amenities: Basement, Pool
Appliances: Dishwasher, Dryer, Oven, Washer
Architecture Style: Other
Cooling System: Central A/C
Parking Type: Garage - Attached
Roof Type: Unknown
Rooms: Basement, Bedroom, Full Bath, Kitchen

$2,299,000

56 Westmoreland Dr Shelter Island, NY 11964
3 Beds 2,800 Sq. Ft
3 Full Baths
Courtesy Of Realty Connect USA
MLS# 2743909
PROPERTY DESCRIPTION: 
This 3 Bd.Rm,3 Bath Bayfront Is Situated On 1.11Ac Of Meticulously Landscpd Parcel W/140'Brand New Dock & 100Amp Of Shore Power. It Features A New Kit,10 Seat Media Rm,Full Bar Area,Climate Controlled Wine Cellar W/Tasting Area, Whole House Back Up Generator & Secluded/Heated Igpool Area W/Stone Patio. This One-Of-A-Kind Home Is Truly Unique To The Area!
FEATURES:
Age: Over 50 Years Old
Amenities: Basement
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Architecture Style: New Traditional
Cooling System: Central A/C
Fireplace: Fireplace
Heating System: Fireplace
Parking Type: Garage
Roof Type: Unknown
Rooms: Basement, Basement-Finished, Bedroom, Family Room, Full Bath
View Type: Water

$1,825,000

4 South Street Shelter Island, NY 11964
4 Beds 2,617 Sq. Ft
3 Full Baths
Courtesy Of SAUNDERS & ASSOCIATES
MLS# 10278587
PROPERTY DESCRIPTION: 
Located in the estate section of Dering Harbor Village, the smallest incorporated village in the United States, this restored turn of the century carriage house is tucked off the road and offers privacy with slices of views of Dering Harbor and a saltwater inlet. References to the original carriage house still remain, including double height ceilings in the living room, bead board, tongue-in-groove floorboards and the feeling of space and light. There is an open plan which includes a living room with a wonderful wood burning fireplace, a recently renovated kitchen with island and dining bar, and slate counters in an efficient, professionally designed layout. Adjacent to the kitchen is a dining area with windows all around offering stellar views to preserve and the water, along with doors to the outdoor deck. There is a first floor master suite with doors to the deck and pool. A media room with laundry center is adjacent to the living room. The second floor, which is accessed by a wide vintage circular staircase, offers a second bedroom with veritable walls of windows, a third bedroom with recently renovated floors, and a fourth bedroom with visually interesting angles along with a shared full bath. The pool is set within the deck and feels like a part of nature. Step outside and meander through the country lanes past estate homes and feel refreshing sea breezes. Penelope Moore, Lic Assoc Broker, 917-208-5519, info@penelope-moore.com.
FEATURES:
Age: Over 50 Years Old
Amenities: Basement
Architecture Style: Other
Cooling System: Central A/C
Lot Size: 0.17 Acres
Roof Type: Unknown
Rooms: Basement, Bedroom, Bonus Room, Dining Room, Family Room, Full Bath, Kitchen, Living Room, Media Room

$1,795,000

11 Island Way Shelter Island, NY 11964
4 Beds 3,823 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of SAUNDERS & ASSOCIATES
MLS# 10281623
PROPERTY DESCRIPTION: 
Tranquility is the key at this tastefully appointed four bedroom farmhouse bordering estate section. On over 2 +/- acres of nicely sequestered grounds, this home has a gracious layout that includes entry foyer, generously sized living room with fireplace and French doors to yard, formal dining room with adjacent screened porch, chef's kitchen with sitting area adjacent, a lower level with media and play room, and four bedrooms including two master suites. A fully equipped pool cabana, which includes living room with fireplace and vaulted ceiling, kitchenette, full bath, gym, sauna and screened porch with hot tub, along with veranda, is set alongside the 20' x 40' pool with fencing and outdoor dining. Wonderful grassy lawn area is waiting for recreational activities. Beach and boating are a short distance away. Penelope Moore, Lic Assoc Broker, 917-208-5519, info@penelope-moore.com.
FEATURES:
Age: 11-20 Years Old
Amenities: Basement
Architecture Style: Other
Cooling System: Central A/C
Lot Size: 2.3 Acres
Parking Type: Garage - Detached
Roof Type: Unknown
Rooms: Basement, Bedroom, Bonus Room, Den, Dining Room, Family Room, Foyer, Full Bath, Half Bath, Kitchen, Living Room, Media Room

$1,695,000

24 East Brander Parkway Shelter Island, NY 11964
6 Beds 4,198 Sq. Ft
5 Full Baths
Courtesy Of SAUNDERS & ASSOCIATES
MLS# 10273302
PROPERTY DESCRIPTION: 
This unique property is heaven-sent for the serious boater or the gardener in you. The main house is sited on nearly 1.5+/- acres and offers three levels of living space with inspiring water views, four bedrooms and two and one-half baths. The entry foyer offers an abundance of natural light and sitting area. Adjacent is a beautiful living room with built-ins, fireplace and views of the harbor. An efficient and cheery kitchen with marble counters is just beyond, with a bright sunroom with views to cherry trees. There are two first-floor bedroom suites with a Jack-and-Jill full bath with doors to rear deck overlooking a deer-free garden. The second floor has two additional bedrooms and one full bath. There is a fabulous third floor office with a half bath and windows all around, with exceptional water views. The property extends from street to street and there is a grove of Macoun, Red Delicious and Macintosh apple trees adjacent to the cutting flower and hosta garden. The rear access leads to a charming cottage with two bedrooms, two full baths, wood-burning fireplace and streaming sunlight through skylights, plus a hidden rose garden adjacent to a vegetable garden. An incredible boat barn has a three-ton hoist, concrete slab floors, workbench shop, washer-dryer and commode with a door leading to a one-car garage. There are two generators, one each for the main house and the cottage. Also available with a separate .25+/- acre waterfront lot which has dramatic views, dock with power and water, low mean tide depth of 5 +/- feet from the end and recently upgraded state-of-the-art PVC bulkhead on a sandy beach. The waterfront is grassy with a trellis entry, shrubs dotted along the border, and mature trees, suitable for a gazebo or your own "tiny house". Shell Beach is but a stone's throw away. Penelope Moore, Lic Assoc Broker, 917-208-5519, info@penelope-moore.com.
FEATURES:
Age: Over 50 Years Old
Amenities: Basement
Architecture Style: Other
Cooling System: Central A/C
Lot Size: 1.47 Acres
Parking Type: Garage - Detached
Roof Type: Unknown
Rooms: Basement, Bedroom, Den, Foyer, Full Bath, Kitchen, Living Room

$1,099,000

13 Locust Woods Dr Shelter Island, NY 11964
6 Beds 4,200 Sq. Ft
4 Full Baths 1 Half Bath
Courtesy Of Douglas Elliman Real Estate
MLS# 2495544
PROPERTY DESCRIPTION: 
This Beautifully Designed 6Br 4.5Ba Victorian Sits On Top Of A Hill In A Cul De Sac With Wrap Around Mahogany Porch, Deck And Stone Patio Around The L Shaped Pool That Is Ready To Enjoy. This Home Not Only Has A Brand New Custom Gourmet Kitchen But Now Has Many Extras That Have Been Added In The Recent Months, Including Cac And Brazilian Cherry Flooring Just To Name A Few.
FEATURES:
Age: 11-20 Years Old
Amenities: Basement
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Architecture Style: Victorian
Cooling System: Central A/C
Fireplace: Fireplace
Heating System: Fireplace
Parking Type: Garage
Roof Type: Unknown
Rooms: Basement, Bedroom, Dining Room, Eat-In Kitchen, Family Room, Formal Dining Room, Full Bath, Half Bath
1 | 2 Next

Shelter Is, NY Real Estate & Homes for Sale - 20 Listings Found

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