Shelter Island Heights NY Real Estate & Homes for Sale

Stylishly Renovated in Shelter Island Surrounded by the natural beauty of Shelter Island, this stylishly renovated Mid-Century 'A-Frame.' Located on a quiet road and blending minimalistic, well-designed interiors with the comfort of refined designer furnishings, this 2 bed/2 bath home, with a bonus loft 'meditation room', purposefully maximizes the experience of inside/outside living. Floor-to-ceiling sliding doors allow a seamless flow between the house and the surrounding decks, patios & gardens, whilst the dappled light from surrounding trees and native plantings creates a wonderful ambiance to a series of outdoor rooms. A large, decked entertainment area looks over the architectural proportions of the 10' x 40' saltwater pool, complimented poolside by a row of sun loungers and umbrellas which lead to a chic pool house, with an additional bathroom and low lounging sofa. 2 outdoor showers, a shaded ping pong table, fire pit 'hang out' and outside grilling area complete the exterior picture. An adjoining garage and laundry room are found on the lower level, accessed by a spiral staircase. Eat-in, Henrybuilt Kitchen, with appliances from Fisher & Pakel. Restoration Hardware. Enjoy scenic ferry access to explore both the North Fork. Mashomack Nature preserve, Hay Beach and Coecles Marina are within short driving distance.

Stylishly Renovated in Shelter Island Surrounded by the natural beauty of Shelter Island, this stylishly renovated Mid-Century 'A-Frame.' Located on a quiet road and blending minimalistic, well-designed interiors with the comfort of refined designer furnishings, this 2 bed/2 bath home, with a bonus loft 'meditation room', purposefully maximizes the experience of inside/outside living. Floor-to-ceiling sliding doors allow a seamless flow between the house and the surrounding decks, patios & gardens, whilst the dappled light from surrounding trees and native plantings creates a wonderful ambiance to a series of outdoor rooms. A large, decked entertainment area looks over the architectural proportions of the 10' x 40' saltwater pool, complimented poolside by a row of sun loungers and umbrellas which lead to a chic pool house, with an additional bathroom and low lounging sofa. 2 outdoor showers, a shaded ping pong table, fire pit 'hang out' and outside grilling area complete the exterior picture. An adjoining garage and laundry room are found on the lower level, accessed by a spiral staircase. Eat-in, Henrybuilt Kitchen, with appliances from Fisher & Pakel. Restoration Hardware. Enjoy scenic ferry access to explore both the North Fork. Mashomack Nature preserve, Hay Beach and Coecles Marina are within short driving distance.

Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/ New Master Bath, 3 Additional Bedrooms, 2 Additional New Bathrooms, Laundry Room. Garage -3 Car Deep. New Siding, Windows, Roofing, Gutters, Energy Efficient Electric Heat & CAC, Electric and All Exterior and Interior Doors. New Driveway, Front Walkway and Stoop. The area offers proximity to parks, vineyards, farms, beaches, restaurants, and night life. Whether you are looking for a seasonal retreat or a year-round residence, this property presents a great opportunity to live near the beach in a relaxing to key environment

Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/ New Master Bath, 3 Additional Bedrooms, 2 Additional New Bathrooms, Laundry Room. Garage -3 Car Deep. New Siding, Windows, Roofing, Gutters, Energy Efficient Electric Heat & CAC, Electric and All Exterior and Interior Doors. New Driveway, Front Walkway and Stoop. The area offers proximity to parks, vineyards, farms, beaches, restaurants, and night life. Whether you are looking for a seasonal retreat or a year-round residence, this property presents a great opportunity to live near the beach in a relaxing to key environment

HAY BEACH: Wonderfully maintained contemporary with winter water views of Gardiner's Bay and year round views of the beautiful fairways of Gardiner's Bay Country Club. Bring your golf cart and clubs, it doesn't get any better then this for the golfer in your family. Situated on .87 acres near the 14th tee box of GBCC, the home has three bedrooms and three bathrooms. A chef's kitchen with stone countertops that opens to a light filled family room. The living room with a vaulted ceiling has a stone faced masonry fireplace. Plus, a lower level apartment/office with separate entrance, Large wrap around decks, a 30' x 15' vinyl swimming pool, lush gardens, 10' x 16' garden shed, and Koi pond with charming foot bridge. Exclusive: $1.9M.

HARBOR VIEW ESTATES: Private community with deeded beach rights. Three to four bedrooms, two baths, study, fireplace, living room, open kitchen, full basement, decks, heated gunite swimming pool, detached two garage garage. Exclusive: $1.585M. Please call Angelo at Dering Harbor Real Estate.

Swan Landing, a custom build by award-winning architecture firm, Shope Reno Wharton Associates, was created to exemplify luxury living at the highest caliber. Featured in Architectural Digest and House & Garden, at 23,000 +/- sq. ft. and situated on 5.3 pristine acres of land; this unparalleled estate embodies the essence of strategic architecture and design. The home features a deepwater dock, indoor pool, outdoor pool, beach, tennis court, English garden, guest house, greenhouse and much more.

Swan Landing, a custom build by award-winning architecture firm, Shope Reno Wharton Associates, was created to exemplify luxury living at the highest caliber. Featured in Architectural Digest and House & Garden, at 23,000 +/- sq. ft. and situated on 5.3 pristine acres of land; this unparalleled estate embodies the essence of strategic architecture and design. The home features a deepwater dock, indoor pool, outdoor pool, beach, tennis court, English garden, guest house, greenhouse and much more.

Situated on a shy acre, is a beautiful traditional, Hampton's style shingle home. With over 5000 sq. ft. of living space on mostly one level, this home has it all. The grand foyer welcomes you with vaulted ceilings and opens into the living room with wood burning fireplace. The chef's kitchen offers luxury appliances, large island, granite counters, wet bar and breakfast area. Most rooms lead to the rear courtyard, with patio, wood burning fireplace and heated Gunite pool. The primary bedroom en-suite and the separate guest wing with den and fireplace creates an estate like feeling. This property is centrally located and minutes to beaches, shops, dining, school and ferries to both the Hamptons and the North Fork.

Situated on a shy acre, is a beautiful traditional, Hampton's style shingle home. With over 5000 sq. ft. of living space on mostly one level, this home has it all. The grand foyer welcomes you with vaulted ceilings and opens into the living room with wood burning fireplace. The chef's kitchen offers luxury appliances, large island, granite counters, wet bar and breakfast area. Most rooms lead to the rear courtyard, with patio, wood burning fireplace and heated Gunite pool. The primary bedroom en-suite and the separate guest wing with den and fireplace creates an estate like feeling. This property is centrally located and minutes to beaches, shops, dining, school and ferries to both the Hamptons and the North Fork.

Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending traditional details with chic modern elements. With three floors of finished space including a fully finished basement hosting a home office, media room, and full bathroom, this home offers versatile living options. The main level features 9ft ceilings with a light-filled open Great Room, a first-floor bedroom and bathroom, while the third level features two guest bedrooms sharing a full bathroom and a generously sized primary bedroom with a private full bathroom and an oversized walk-in closet. The superb craftsmanship of this home is evident in the custom millwork, built-in shelving, rift and quartered hardwood floors, and upscale finishes. Equipped with dual-fiber-optic cable lines and Cat6 ethernet in all bedrooms and living spaces, this home provides an ideal work from home environment and remote monitoring capabilities for added convenience. The chef's kitchen is designed for culinary enthusiasts, featuring GE Cafe appliances, wall-to-wall stone counters, wine fridge, floating shelves, built-in wine storage, and a large center island, perfect for year-round entertaining. This exceptional Greenport residence offers the perfect blend of sophisticated finishes, modern amenities, and a prime location. Not to mention, you will enjoy world class vineyards, local breweries, hiking trails and many additional beach options between the Great Peconic Bay and LI Sound.

Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending traditional details with chic modern elements. With three floors of finished space including a fully finished basement hosting a home office, media room, and full bathroom, this home offers versatile living options. The main level features 9ft ceilings with a light-filled open Great Room, a first-floor bedroom and bathroom, while the third level features two guest bedrooms sharing a full bathroom and a generously sized primary bedroom with a private full bathroom and an oversized walk-in closet. The superb craftsmanship of this home is evident in the custom millwork, built-in shelving, rift and quartered hardwood floors, and upscale finishes. Equipped with dual-fiber-optic cable lines and Cat6 ethernet in all bedrooms and living spaces, this home provides an ideal work from home environment and remote monitoring capabilities for added convenience. The chef's kitchen is designed for culinary enthusiasts, featuring GE Cafe appliances, wall-to-wall stone counters, wine fridge, floating shelves, built-in wine storage, and a large center island, perfect for year-round entertaining. This exceptional Greenport residence offers the perfect blend of sophisticated finishes, modern amenities, and a prime location. Not to mention, you will enjoy world class vineyards, local breweries, hiking trails and many additional beach options between the Great Peconic Bay and LI Sound.

This is your opportunity to watch your home be built from beginning to end. This 4 bedroom 3.5 bath has an en-suite bedroom/bath on the first floor and the second. Hardi-plank siding, Anderson windows, architectural roof shingles, hardwood floors throughout, quartz and or granite counters, and custom tile. Greenport is a quaint pedestrian friendly village filled with activities and opportunities like a deep-water marina, fishing excursions, Shelter Island Ferry, restaurants, shopping, movie theatre, Mitchell Park, carousel, galleries, golf course, and sound & bay beaches. Build your dream home in this beautiful beach community. Taxes represent land only.

This is your opportunity to watch your home be built from beginning to end. This 4 bedroom 3.5 bath has an en-suite bedroom/bath on the first floor and the second. Hardi-plank siding, Anderson windows, architectural roof shingles, hardwood floors throughout, quartz and or granite counters, and custom tile. Greenport is a quaint pedestrian friendly village filled with activities and opportunities like a deep-water marina, fishing excursions, Shelter Island Ferry, restaurants, shopping, movie theatre, Mitchell Park, carousel, galleries, golf course, and sound & bay beaches. Build your dream home in this beautiful beach community. Taxes represent land only.

Renovated Greenport Village Farmhouse with custom woodwork details throughout! With a simplified way of living, the location is amazing and the spaces have been uniquely well designed to maximize the use of space and quality craftsmanship. The yard and hardscapes were installed with the designs of coastal village landscape architect offering low maintenance patio, grilling station and paper birch creating year round visual interest. The front porch is wrapped in red cedar and is so cute its the envy of the neighborhood. The interior offers custom kitchen cabinetry, main floor laundry and a full bath on both levels. On demand hot water recently installed for energy efficiency to keep you warm in the winter and energy efficient central air to keep the summer season cool and fresh! The marinas, waterfront dining, beaches, golf course, vineyard tasting rooms encompass this Farmhouse so there is no reason to be bored. The bus, train, ferry and Greenport Village shops and destinations create so many opportunities to explore al that the village living has to offer.

Renovated Greenport Village Farmhouse with custom woodwork details throughout! With a simplified way of living, the location is amazing and the spaces have been uniquely well designed to maximize the use of space and quality craftsmanship. The yard and hardscapes were installed with the designs of coastal village landscape architect offering low maintenance patio, grilling station and paper birch creating year round visual interest. The front porch is wrapped in red cedar and is so cute its the envy of the neighborhood. The interior offers custom kitchen cabinetry, main floor laundry and a full bath on both levels. On demand hot water recently installed for energy efficiency to keep you warm in the winter and energy efficient central air to keep the summer season cool and fresh! The marinas, waterfront dining, beaches, golf course, vineyard tasting rooms encompass this Farmhouse so there is no reason to be bored. The bus, train, ferry and Greenport Village shops and destinations create so many opportunities to explore al that the village living has to offer.

Quintessential 1920's farmhouse with many architectural details intact - pinewood floors, original hardware, glass-fronted built-in pantry, large front porch. Three light filled bedrooms, full bath and a half. Large property with ample room for pool & existing barn/garage with studio. Close to Village Center, "67 Steps Sound Beach", multiple local Vineyards & Farm stands. The property shines with authentic character.

Quintessential 1920's farmhouse with many architectural details intact - pinewood floors, original hardware, glass-fronted built-in pantry, large front porch. Three light filled bedrooms, full bath and a half. Large property with ample room for pool & existing barn/garage with studio. Close to Village Center, "67 Steps Sound Beach", multiple local Vineyards & Farm stands. The property shines with authentic character.

Adorable with room to grow! This complete renovation kept the character and opportunity to expand on this corner property to create your dream yard. Just blocks away from marina's, sandy beaches, tasting rooms and more. Extensive renovation in 2021 with windows, doors, roofing, siding, insulation, electric, plumbing as well as new baths and kitchen creates the perfectly crafted space with wood ceilings, original wood floors and more.

Adorable with room to grow! This complete renovation kept the character and opportunity to expand on this corner property to create your dream yard. Just blocks away from marina's, sandy beaches, tasting rooms and more. Extensive renovation in 2021 with windows, doors, roofing, siding, insulation, electric, plumbing as well as new baths and kitchen creates the perfectly crafted space with wood ceilings, original wood floors and more.

Discover this custom-built contemporary home nestled on 1.47 acres of serene beauty. Crafted with love, it boasts cedar siding, wide plank pine floors, and hand-hewn timbers. Approach the meandering driveway, greeted by vibrant gardens and majestic trees-a perfect outdoor oasis. Inside, soak in the timeless charm of pine floors and abundant natural light. A passive solar design ensures energy efficiency. Ascend beyond the initial allure of two bedrooms on the first floor to discover the expansive potential of the second floor. With completion of 2 additional bedrooms, your sq. ftg. increases to 2500 sq.ft. -a canvas awaiting your personal touch. With soaring 14-foot ceilings and Board of Health approval for four bedrooms, the addition of two more bedrooms opens endless possibilities to customize this space according to your unique vision and needs. Convenience meets coastal charm as this property is just moments away from the pristine shores of Crescent Beach, exquisite restaurants, and eclectic shops.

Discover this custom-built contemporary home nestled on 1.47 acres of serene beauty. Crafted with love, it boasts cedar siding, wide plank pine floors, and hand-hewn timbers. Approach the meandering driveway, greeted by vibrant gardens and majestic trees-a perfect outdoor oasis. Inside, soak in the timeless charm of pine floors and abundant natural light. A passive solar design ensures energy efficiency. Ascend beyond the initial allure of two bedrooms on the first floor to discover the expansive potential of the second floor. With completion of 2 additional bedrooms, your sq. ftg. increases to 2500 sq.ft. -a canvas awaiting your personal touch. With soaring 14-foot ceilings and Board of Health approval for four bedrooms, the addition of two more bedrooms opens endless possibilities to customize this space according to your unique vision and needs. Convenience meets coastal charm as this property is just moments away from the pristine shores of Crescent Beach, exquisite restaurants, and eclectic shops.

Deep Water Oasis Tucked Away In A Protected Cove- Don't Miss This 4 Bedroom, 3 Bath, Modern Sun-Drenched Colonial With Plenty Of Deep Water Dockage For Several Boats, 270 Degree Water Views Directly Across Peconic Bay To Shelter Island. Privately Situated On 1.4 Acres At The End Of A Cul-De-Sac. Home Features Two Fireplaces, Wine Cellar, Gourmet Kitchen And Many Updates Throughout. Whole House Generator, Dock Has Water & Electric.

Deep Water Oasis Tucked Away In A Protected Cove- Don't Miss This 4 Bedroom, 3 Bath, Modern Sun-Drenched Colonial With Plenty Of Deep Water Dockage For Several Boats, 270 Degree Water Views Directly Across Peconic Bay To Shelter Island. Privately Situated On 1.4 Acres At The End Of A Cul-De-Sac. Home Features Two Fireplaces, Wine Cellar, Gourmet Kitchen And Many Updates Throughout. Whole House Generator, Dock Has Water & Electric.

Opportunity abounds in this new waterfront Exclusive listing. Beautifully situated on six acres with 349 feet on the shores of Dennis Creek and Coecles Harbor. An authentic 1900 Shelter Island Cape with three bedrooms and 2 baths, living room with fireplace, formal dining room and screened-in porch. Separate garage with extra storage. Tennis court. Endless possibilities for expansion, pool, dock and more. Exclusively listed, priced to sell. Call for details and an appointment. Heat: Oil/Hot Water, Taxes: $14,550.26 Please see the virtual tour.