Suffolk, NY Homes

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  /6

  $799,000

  • Land
  • 1.20 Acres
  • $665,833 per Acre

  8 Wheeler Rd, Shelter Island, NY 11964

  Design Your Luxury Island Estate.Seize the rare opportunity to create your custom dream home on this pristine, level lot nestled in one of Shelter Island’s most desirable locations. Moments from the serene shores of Crescent Beach and the tranquil waters of Wades Beach, this property offers both privacy and proximity to the best of island living.Enjoy effortless access to Sunset Beach’s

  Nicholas Planamento William Raveis New York LLC

  8 Wheeler Rd, Shelter Island, NY 11964
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• 

  

  

  /20

  $26,500 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  185 N Ram Island Dr, Shelter Island, NY 11964

  Set on 1.8 acres of bay front on Ram Island. House has 4 bedrooms, 2 bathrooms, sleek modern beach cottage decor, and has forever views onto Gardiner's Bay. The property is set up for gracious outdoor summer living, including a wall of sliding doors from living room, formal dining room and master suite overlooking the bluff, kitchen with granite countertops, vaulted ceiling, fireplace, infinity

  185 N Ram Island Dr, Shelter Island, NY 11964
• 

  Est $1,503,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  1 Behringer Ln, Shelter Island, NY 11964

  1 Behringer Ln, Shelter Island, NY 11964
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  /36

  $6,750,000

  • 6 Beds
  • 4.5 Baths
  • 3,157 Sq Ft

  5 N Menantic Rd, Shelter Island, NY 11964

  A rare offering on Shelter Island, this waterfront estate represents a legacy of architectural pedigree and enduring luxury. Built in 1860 and renovated over the years, the home is a singular blend of history and Hamptons elegance, set on nearly 3 acres with western-facing water views, a deepwater dock, and every hallmark of refined coastal living. In an iconic Shelter Island location on West

  Myles Reilly Saunders & Associates

  5 N Menantic Rd, Shelter Island, NY 11964
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  /17

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  28 Cobbetts Ln, Shelter Island, NY 11964

  Secluded 3+ bedroom, 2.5 bath contemporary on 1.5 beautiful acres with new gunite, heated pool. Common rooms include open plan living room with soaring ceilings and fireplace, comfortable dining area and kitchen with new appliances. The primary bedroom suite has a king bed and full private bath. All overlook a back expanse with deck, fenced pool and gorgeous trees. A tv media room is also on

  28 Cobbetts Ln, Shelter Island, NY 11964
• 

  Est $1,961,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  36 New York Ave, Bay Shore, NY 11706

  36 New York Ave, Bay Shore, NY 11706
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  /38

  $6,495,000

  • 6 Beds
  • 5.5 Baths
  • 6,824 Sq Ft

  55C Shore Rd, Hampton Bays, NY 11946

  Waterfront Compound with 2 DocksLocated on one of the most prestigious beaches on all of Shelter Island is this expansive compound with all the amenities one would want. 332 +/- sandy beach and two docks, breathtaking sunset views from all major rooms, 4 lots, including underwater ownership totaling 1.31 acres, multiple waterfront decks, 4 car garage, game room, regulation size indoor racquet

  Beth Marano Corcoran

  55C Shore Rd, Hampton Bays, NY 11946
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  /17

  $55,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  5 Penny's Path, Shelter Island, NY 11964

  This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, and sunroom. A large deck surrounds the pool creating an easy flow for outside living and dining. . The house is located on a quiet street close by

  5 Penny's Path, Shelter Island, NY 11964
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  Est $4,105,000 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,504 Sq Ft

  78 Peconic Ave, Shelter Island, NY 11964

  78 Peconic Ave, Shelter Island, NY 11964
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  /45

  $2,100,000

  • 6 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  4 Bayview Ave, Hampton Bays, NY 11946

  6 Bedroom 6 Bath residence nestled in the heart of historic Shelter Island Heights.Over 5000 sq ft of living spaceGunite Heated PoolExtensive ipe decking on main house and guest house apartment Brand New Kitchen with Monogram appliancesPrivate Beach Club Immediate occupancy available Being sold furnished

  Joseph Johns Joseph W Johns

  4 Bayview Ave, Hampton Bays, NY 11946
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  /18

  $65,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  2 E Brander Pkwy, Shelter Island, NY 11964

  2023-L-0167 Shelter Island Silver Beach waterfront home. Stunning views surround this 3-4 bedroom, 3 bath home with deep water dock boat slip and waterside deck. Home has central air and gourmet kitchen. Close to town beach. [[Rental Registration # 2023-L-0167]]

  2 E Brander Pkwy, Shelter Island, NY 11964
• 

  Est $2,487,807 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,200 Sq Ft

  58 Country Club Dr, Shelter Island, NY 11964

  58 Country Club Dr, Shelter Island, NY 11964
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  /27

  $2,750,000

  • 6 Beds
  • 4 Baths
  • 2,418 Sq Ft

  14 Freds Ln, Shelter Island, NY 11964

  Tucked away on a shy acre, this private retreat features a heated Gunite pool, fire-pit seating area, all framed by mature trees. The main house has an open floor plan with cathedral ceilings and exposed wood beams in the living room, a cook's kitchen with stainless steel appliances, island seating for 3-4, and a dining area that flows easily for entertaining. A deck off the kitchen sets the

  Melina Wein M WEIN REALTY INC

  14 Freds Ln, Shelter Island, NY 11964
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  /11

  $35,000 per month

  • 3 Beds
  • 4 Baths
  • House for Rent

  9 Montclair Ave, Shelter Island, NY 11964

  Built in 1929, this spectacular water front home on West Neck Bay is enjoyed from this 3-bedroom/ 3 bathroom CAC sunny home. Spacious rooms, a studio cottage with half bath and a dock with deepwater mooring complete the picture for the summer season. RR# 2021-L-0158 [[Rental Registration # 2024-L-0004]]

  9 Montclair Ave, Shelter Island, NY 11964
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  Est $9,539,585 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 5,518 Sq Ft

  149 Ram Island Dr, Shelter Island, NY 11964

  149 Ram Island Dr, Shelter Island, NY 11964
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  /35

  $1,990,000

  • 3 Beds
  • 2 Baths
  • 3,170 Sq Ft

  27 Country Club Dr, Shelter Island, NY 11964

  Nestled in the desirable and tranquil Hay Beach neighborhood, this elegant custom home was lovingly crafted by a local artist in 2011 and spans 3,170 square feet. Designed to maximize natural light, the residence offers a seamless blend of craftsmanship, comfort, and modern convenience. The home features 21' vaulted ceilings, radiant floor heating, and a striking stone fireplace, creating a warm

  Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

  27 Country Club Dr, Shelter Island, NY 11964
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  /10

  $75,000 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  11 Hillside Dr, Shelter Island, NY 11964

  This home has been thoughtfully designed creating spaces for complete comfort and relaxing whether alone or entertaining large groups of friends. Detailed with the highest quality and craftsmanship throughout . Starting with the extensive outdoor spaces all accessible from the main rooms of the house , the pool area has generous lounging areas including and outdoor kitchen , leading onto the

  11 Hillside Dr, Shelter Island, NY 11964
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  Est $3,540,000 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,137 Sq Ft

  47 Peconic Ave, Shelter Island, NY 11965

  47 Peconic Ave, Shelter Island, NY 11965
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  /44

  $9,955,000

  • 9 Beds
  • 6 Baths
  • 3,944 Sq Ft

  15A / 15 & 13 S Menantic Rd, Shelter Island Heights, NY 11964

  For the first time in over a century, this extraordinary collection of generationally owned properties is being offered together as a singular and rare opportunity. Nestled along the serene and picturesque Menantic Creek, these three separate parcels combined total 4.9 acres, which have been combined into one sale, presenting an unrivaled waterfront retreat. The Menantic Creek, known as Hurricane

  Paula Quesnel - Jerman Daniel Gale Sothebys Intl Rlty

  15A / 15 & 13 S Menantic Rd, Shelter Island Heights, NY 11964
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  /20

  $15,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  10 Crescent Way, Shelter Island, NY 11964

  This 4 bedroom 3 and a half bathroom awaits your summer vacation. Perfect for families, entertaining, and relaxing. The first floor features 3 bedrooms including a guest suite. Additional 2 bedrooms with a shared bath and a half bath. The eat in kitchen, living room with cathedral ceilings and dining room blend for seamless entertaining. The second floor features a private primary ensuite

  10 Crescent Way, Shelter Island, NY 11964
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  Est $10,359,510 Not Listed For Sale

  • 6 Beds
  • 10 Baths
  • 9,230 Sq Ft

  29 Winthrop Rd, Shelter Island, NY 11964

  29 Winthrop Rd, Shelter Island, NY 11964
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  /21

  $1,085,000

  • 3 Beds
  • 2 Baths

  26 Ole Buck Run, Shelter Island, NY 11964

  This recently renovated 3 bedroom, two bath home with wood burning fireplace is situated on .89 private acres. The home now has a: new roof, siding, and air conditioners. Newly refinished floors, painted interior, new back decks, exterior basement entry and new appliances. Turn key and ready for you to enjoy for Summer 2025.

  Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

  26 Ole Buck Run, Shelter Island, NY 11964
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  /12

  $25,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  21 Peconic Ave, Shelter Island, NY 11964

  Discover summer on Shelter Island in this newly renovated and beautifully furnished 3 bedroom two bath cottage, with wrap around decks overlooking Peconic Bay and evening Sunsets. Located in this quiet community with Beaches directly across from your house this is Summer as you remember it. The open floor plan of the house provides great spaces for family and friends to enjoy meals and gather

  21 Peconic Ave, Shelter Island, NY 11964
• 

  Est $791,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,200 Sq Ft

  23 Freds Ln, Shelter Island, NY 11964

  23 Freds Ln, Shelter Island, NY 11964
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  /48

  $5,700,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  90 Peconic Ave, Shelter Island, NY 11964

  Surprisingly larger than it looks! Value, Location and Style adorn this Rare Sunset Waterfront Green Lawns Gem on gorgeous Shelter Island. Available after 100 years of property ownership. The 190' of Silver Beach waterfront is fully bulk headed with dock on a level acre with generous side lawn. Perfect for entertaining or escaping as it's surrounded by mature landscaping. Reich Eklund custom

  Susan Cincotta Susan C Cincotta

  90 Peconic Ave, Shelter Island, NY 11964
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  /20

  $34,210 per month

  • 6 Beds
  • 6 Baths
  • 3,874 Sq Ft
  • Condo for Rent

  13 Brander Pkwy Unit ID1014115P, Shelter Island, NY 11964

  Welcome to Sandpoint, an exclusive Shelter Island retreat recently built on 1.4 acres, just a stone's throw from a sandy beach and across from a 12-acre preserve. This stunning home features five bedrooms, including two master suites and one room with twin beds. Sunlit and spacious, the heart of the home is a well-equipped kitchen with an oversized island overlooking a large pool and landscaped

  13 Brander Pkwy Unit ID1014115P, Shelter Island, NY 11964
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  Est $1,887,307 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  60 Cobbetts Ln, Shelter Island, NY 11964

  60 Cobbetts Ln, Shelter Island, NY 11964
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  /25

  $1,625,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  7 Grand Ave, Shelter Island Heights, NY 11965

  Located just a seven minute walk from the North Ferry, this delightful 4-bedroom, 2.5-bath cottage blends charm with convenience. The home features an open kitchen and dining area, a cozy living room, a media room, and a patio with an outdoor shower and BBQ. The beautifully landscaped yard and garden offer a peaceful retreat, with space to add a pool or garage. Zoned for business, this property

  Scott Murphy Saunders & Associates

  7 Grand Ave, Shelter Island Heights, NY 11965
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  /20

  $50,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  151 N Ferry Rd, Shelter Island, NY 11964

  This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor verandas, a center hall foyer, flanked by the living and dining rooms with a family-room, fireplace, powder room, marble and stainless kitchen and mud

  151 N Ferry Rd, Shelter Island, NY 11964
• 

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,118 Sq Ft

  5 Chase Ave, Shelter Island Heights, NY 11965

  5 Chase Ave, Shelter Island Heights, NY 11965
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  /18

  $2,595,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  5 Grand Ave, Shelter Island Heights, NY 11965

  Introducing an extraordinary new construction completed in 2024, nestled in the Historic Business District of Shelter Island Heights. Allowing for both residential and commercial uses, the offering was constructed in a traditional Heights vernacular with all modern amenities, seamlessly integrating historic charm with functionality. The main building, currently permitted as a primary residence

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  5 Grand Ave, Shelter Island Heights, NY 11965
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  /20

  $40,000 per month

  • 5 Beds
  • 9 Baths
  • House for Rent

  6 Cobbetts Ln, Shelter Island, NY 11964

  An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap brick patio, heated pool, tennis court and small strip of beach! All on 3 acres with stunning waterviews. Available for winter rental. [[Rental

  6 Cobbetts Ln, Shelter Island, NY 11964
• 

  Est $4,702,272 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 3,700 Sq Ft

  1 Wheeler Rd, Shelter Island, NY 11964

  1 Wheeler Rd, Shelter Island, NY 11964
• 

  

  /39

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 3,420 Sq Ft

  156 Ram Island Dr, Shelter Island, NY 11964

  Surrounded by preserved land this classic home has an absolutely magnificent setting that includes stunning water views. The open kitchen, breakfast room and family room creates a comfortable bright living area that walks out to a lovely patio overlooking Gardiners Bay . The more formal dining and living room with fireplace also provides amazing views of the water. The spacious primary bedroom

  Mary Elizabeth Galle Corcoran

  156 Ram Island Dr, Shelter Island, NY 11964
• 

  

  /20

  $16,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  16 Wesley Ave, Shelter Island, NY 11964

  Turn of the Century Shelter Island Victorian just minutes from shops, restaurants, tennis, beach and ferry yet nestled on a quiet little Heights street across from a small peaceful park. Absolutely charming with comfortable living room which opens to a wonderful covered wrap porch and ample dining room. The eat-in-kitchen has access to a back porch adjacent to grilling area, half bath and main

  16 Wesley Ave, Shelter Island, NY 11964
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  Est $2,014,907 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  4 Wheeler Rd, Shelter Island, NY 11964

  4 Wheeler Rd, Shelter Island, NY 11964
• 

  

  /23

  $4,995,000

  • 7 Beds
  • 6 Baths
  • 5,000 Sq Ft

  20 Prospect Ave, Sag Harbor, NY 11963

  Introducing Aquarelle at 20 Prospect Ave, an iconic piece of Shelter Island Heights history. Built in 1883, this distinguished home holds a cherished place among the original residences in this esteemed neighborhood, now classified as a national historic district. When upon Prospect Avenue, once known as Divinity Hill, you'll find yourself transported to a time when Methodist ministers from New

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  20 Prospect Ave, Sag Harbor, NY 11963
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  /20

  $70,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  23 Tuthill Dr, Shelter Island, NY 11964

  This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both

  23 Tuthill Dr, Shelter Island, NY 11964
• 

  Est $2,937,000 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 3,128 Sq Ft

  66 Gardiners Bay Dr, Shelter Island Heights, NY 11965

  66 Gardiners Bay Dr, Shelter Island Heights, NY 11965
• 

  

  /34

  $1,749,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft

  8b Lilliput Ln, Shelter Island, NY 11964

  At the end of a quiet lane, this contemporary home offers the ultimate in privacy and serenity. Located a short walk to Silver Beach and adjacent to a large county land preserve, the house is situated on 1.5 manicured acres of specimen trees and gardens with winding flagstone paths. Enjoy year round picturesque water views of Crab Creek and Peconic Bay from the house windows, the freeform gunite

  John Catrambone DERING HARBOR REAL ESTATE LLC

  8b Lilliput Ln, Shelter Island, NY 11964

Showing Results 41 - 80, Page 2 of 18