Shelter Island Heights NY Real Estate & Homes for Sale

Introducing a modern 2-story residence nestled in the charming village of Greenport. This stunning home boasts elegant hardwood floors that grace both the first and second floors, providing a timeless touch of sophistication. The first floor presents a well-thought-out open concept layout. Featuring an inviting living room that seamlessly connects to the HGTV-style kitchen with a gas range for cooking enthusiasts. Also on the first floor, you'll find one of the two primary suites. Offering a private oasis for the discerning homeowner. The 9-foot-high ceilings on this level create an airy and spacious ambiance. The convenience of a second primary suite on the second floor ensures versatility and privacy. The second floor offers a flexible living space, ideal for various uses, and a dedicated laundry room for convenience. In total, boasting four bedrooms and three and a half baths, providing ample space for you and your guests. This home offers the lifestyle you desire. Impeccably constructed in 2022 by a renowned local builder, this beauty exemplifies craftsmanship and attention to detail throughout. Large windows flood the home with natural sunlight, creating a warm and welcoming atmosphere. The home has a Navien on-demand hot water system, and central air. Could be a strong investment property. Plumbing in order for a potential extra bathroom. Situated just a few blocks away from the vibrant heart of Greenport, you'll be minutes away from renowned restaurants, boutique shops, and the picturesque harbor. Transportation options abound with the Long Island Rail Road, the Hampton Jitney, and the ferry to Shelter Island, all just a short stroll away. This dream home is carefully crafted and waiting for you!

beautiful ,Vibrant Greenport Expansive Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and watch the children play at the sandy beach from your beautiful back deck.Barbecue and picnic by the water.Where else can you get a waterfront and a Dock for the low price and taxes. This is a Wonderful way to enjoy nature at its most inviting.Steps from Historic Greenport Village. Dine,shop,dance,antique, Close to Ferrys to Hamptons.Shelter Island,or Connecticut from Orient. less than 2 hours from Manhattan. GREAT.GREAT LOCATION.

beautiful ,Vibrant Greenport Expansive Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and watch the children play at the sandy beach from your beautiful back deck.Barbecue and picnic by the water.Where else can you get a waterfront and a Dock for the low price and taxes. This is a Wonderful way to enjoy nature at its most inviting.Steps from Historic Greenport Village. Dine,shop,dance,antique, Close to Ferrys to Hamptons.Shelter Island,or Connecticut from Orient. less than 2 hours from Manhattan. GREAT.GREAT LOCATION.

This lovely ranch located in Hay Beach on 1.06 Acres, is in an ideal setting, close to beaches and golf courses. Boasting 3 bedrooms and 2.5 baths, one of which is the primary ensuite bedroom with a walk-in closet, providing comfortable accommodation. This spacious home features an eat-in-kitchen illuminated by a skylight, cathedral / vaulted ceilings, hardwood floors, a pantry, and powder room, home office, a formal dining room, and an inviting living room with fireplace, and sliding glass doors leading to an outdoor deck. The outdoor area is perfect for enjoying the serene surroundings. Additionally, there is a full basement, partially finished, and a spacious 2-car garage. With all these amenities and priced to sell this property presents a wonderful opportunity for prospective buyers.

This lovely ranch located in Hay Beach on 1.06 Acres, is in an ideal setting, close to beaches and golf courses. Boasting 3 bedrooms and 2.5 baths, one of which is the primary ensuite bedroom with a walk-in closet, providing comfortable accommodation. This spacious home features an eat-in-kitchen illuminated by a skylight, cathedral / vaulted ceilings, hardwood floors, a pantry, and powder room, home office, a formal dining room, and an inviting living room with fireplace, and sliding glass doors leading to an outdoor deck. The outdoor area is perfect for enjoying the serene surroundings. Additionally, there is a full basement, partially finished, and a spacious 2-car garage. With all these amenities and priced to sell this property presents a wonderful opportunity for prospective buyers.

A water view vista of scenic Coecles Harbor could be all yours with this spacious well-maintained home built in 1979. The open living room with two story ceiling, wood burningfireplace and adjoining dining area with hard wood floors have access to a wraparound Mahogany deck to maximize the view. The current eat-in kitchen and separate pantry offer space to create a larger culinary feast. The main floor includes a primary suite consisting of two rooms:bedroom with fireplace and deck access; two bathrooms and an office/den with water view. Upstairs aretwo bedrooms with shared bath, one of the bedrooms has a private deck overlooking the water. A finished basement includes a wet bar and full bath and walk out sliding glass doors. A separate unfinished basement room has potential for a pool/lounge area. At 1.4 acres, there is ample room for a pool. The approach to the house is very private with a long gravel driveway and shrubbery surrounding the house and two-car garage. A fenced garden area and potting shed make for lush flowering in spring and summer months Set your sights on this home on the horizon. Heat: Propane/Hot Air, Taxes: $7,316.21

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

Welcome to 520 Madison Avenue! This 4 bedroom, 2.5 bathroom property is undergoing a complete and thoughtful renovation to like-new construction, offering modern luxury while maintaining traditional village charm. Step inside to discover a spacious great room featuring an island kitchen and dining area, highlighted by cathedral ceilings and abundant natural light. On chilly evenings, unwind by the gas fireplace in the living room, creating a cozy atmosphere. Retreat to the first-floor primary bedroom, boasting cathedral ceilings, a serene ensuite bathroom, and a generous walk-in closet. Upstairs, you'll find two additional bedrooms and a bathroom complete with a large soaking tub. Outside, your oasis awaits with a heated saltwater pool and expansive yard, bordered by protected lands for unparalleled tranquility. Enjoy complete privacy without worrying about peering neighbors - just chirping birds and fluttering butterflies. Located just a few blocks away from all the excitement the village has to offer, yet feeling worlds away in its peaceful setting, this property is truly one-of-a-kind. Don't miss out on the opportunity to own this exceptional residence, complete in time for Summer 2024! *Images shown are renderings. Actual finishes and details may vary. Additional photos coming soon..

Welcome to 520 Madison Avenue! This 4 bedroom, 2.5 bathroom property is undergoing a complete and thoughtful renovation to like-new construction, offering modern luxury while maintaining traditional village charm. Step inside to discover a spacious great room featuring an island kitchen and dining area, highlighted by cathedral ceilings and abundant natural light. On chilly evenings, unwind by the gas fireplace in the living room, creating a cozy atmosphere. Retreat to the first-floor primary bedroom, boasting cathedral ceilings, a serene ensuite bathroom, and a generous walk-in closet. Upstairs, you'll find two additional bedrooms and a bathroom complete with a large soaking tub. Outside, your oasis awaits with a heated saltwater pool and expansive yard, bordered by protected lands for unparalleled tranquility. Enjoy complete privacy without worrying about peering neighbors - just chirping birds and fluttering butterflies. Located just a few blocks away from all the excitement the village has to offer, yet feeling worlds away in its peaceful setting, this property is truly one-of-a-kind. Don't miss out on the opportunity to own this exceptional residence, complete in time for Summer 2024! *Images shown are renderings. Actual finishes and details may vary. Additional photos coming soon..

Welcome to this stunning four-bedroom colonial home situated on a spacious one-acre lot. This immaculate property offers a perfect blend of elegance and outdoor living, boasting an inground pool and beach rights for your enjoyment. The exterior of the home is highlighted by a 24" x 36" detached garage with a remarkable 12" high ceiling and clear span framing, providing ample space for parking and storage. Inside, you'll find a seamless flow between the open living and dining room, creating a warm and inviting atmosphere for entertaining guests. The kitchen and family room have been tastefully renovated, featuring modern fixtures and appliances that blend seamlessly with the overall design aesthetic.The home has a Bonus Florida Room! It adds 220 square feet to the home.This room offers a tranquil space to unwind and enjoy the surrounding natural beauty of the property. Step outside onto the mahogany deck, where you can relax and soak up the sunshine or host gatherings with family and friends. The new wood flooring throughout the house adds a touch of sophistication and durability. The finished basement is an added bonus, complete with radiant heat, providing additional space for recreational activities or a home office. Other notable features of this home include a new roof and central air conditioning, ensuring year-round comfort and peace of mind. Located in the quiet community of HOA August Acres, this neighborhood offers a serene environment with abundant wildlife. Don't miss the opportunity to make this exceptional home your own and experience the perfect balance of comfort, style, and natural beauty.

Welcome to this stunning four-bedroom colonial home situated on a spacious one-acre lot. This immaculate property offers a perfect blend of elegance and outdoor living, boasting an inground pool and beach rights for your enjoyment. The exterior of the home is highlighted by a 24" x 36" detached garage with a remarkable 12" high ceiling and clear span framing, providing ample space for parking and storage. Inside, you'll find a seamless flow between the open living and dining room, creating a warm and inviting atmosphere for entertaining guests. The kitchen and family room have been tastefully renovated, featuring modern fixtures and appliances that blend seamlessly with the overall design aesthetic.The home has a Bonus Florida Room! It adds 220 square feet to the home.This room offers a tranquil space to unwind and enjoy the surrounding natural beauty of the property. Step outside onto the mahogany deck, where you can relax and soak up the sunshine or host gatherings with family and friends. The new wood flooring throughout the house adds a touch of sophistication and durability. The finished basement is an added bonus, complete with radiant heat, providing additional space for recreational activities or a home office. Other notable features of this home include a new roof and central air conditioning, ensuring year-round comfort and peace of mind. Located in the quiet community of HOA August Acres, this neighborhood offers a serene environment with abundant wildlife. Don't miss the opportunity to make this exceptional home your own and experience the perfect balance of comfort, style, and natural beauty.

SHELTER ISLAND COMPOUND WITH ABILITY TO SUBDIVIDE Welcome to a haven of natural beauty with limitless opportunities. This meticulously crafted Shelter Island 8.45acre estate property is currently configured with 3 substantial structures: a 3Bed/4Bath primary residence, a 2-car carriage house with loft apartment and a 3 stall horse barn with tack room and loft space. This is a rare opportunity to live your equestrian dreams OR IF YOU'RE NOT A HORSE ENTHUSIAST, this C-Zone property can be reimagined as your own sprawling compound with commercial/work options or the property can be subdivided into separate parcels. The pastures, paddocks and cedar grove make this a true gem for horse enthusiasts, a family compound with multiple dwelling options or as gym/yoga, art studio or light commercial/work spaces. The centerpiece of this remarkable estate is the main residence, a 3225 square foot country home boasting 3bedrooms and 4 bathrooms. All bedrooms are ensuite and the home also boast formal dining room, entry way, main floor laundry and ample size living/family room. Also on the first floor, the primary suite is equipped with a beautiful sunroom with radiant heat floors. large dressing room, and extra-large ensuite bathroom with soaking tub. The second floor has two ensuite bedrooms and a bonus family/ media room as optional 4th bedroom with high ceilings. The finished expansive lower level with full bath is walk out to the rolling property. Above the two-car garage there is loft apartment space with kitchen and full bathroom. This expansive space also boasts high ceilings and a balcony overlooking the 18x 44 gunite pool with waterfall. In addition, the property has a functional horse barn with 3 stalls tack room and loft space OR reimagine to suit your needs. As a horse farm this expansive Shelter Island property represents a rare opportunity to own a world-class equestrian estate in one of the most beautiful and sought-after locations in the region. Whether you are a seasoned equestrian or simply seeking a serene escape, this property features the perfect blend of luxury, natural beauty, and equestrian excellence. Don't miss your chance to make this dream equestrian retreat your own.

SHELTER ISLAND COMPOUND WITH ABILITY TO SUBDIVIDE Welcome to a haven of natural beauty with limitless opportunities. This meticulously crafted Shelter Island 8.45acre estate property is currently configured with 3 substantial structures: a 3Bed/4Bath primary residence, a 2-car carriage house with loft apartment and a 3 stall horse barn with tack room and loft space. This is a rare opportunity to live your equestrian dreams OR IF YOU'RE NOT A HORSE ENTHUSIAST, this C-Zone property can be reimagined as your own sprawling compound with commercial/work options or the property can be subdivided into separate parcels. The pastures, paddocks and cedar grove make this a true gem for horse enthusiasts, a family compound with multiple dwelling options or as gym/yoga, art studio or light commercial/work spaces. The centerpiece of this remarkable estate is the main residence, a 3225 square foot country home boasting 3bedrooms and 4 bathrooms. All bedrooms are ensuite and the home also boast formal dining room, entry way, main floor laundry and ample size living/family room. Also on the first floor, the primary suite is equipped with a beautiful sunroom with radiant heat floors. large dressing room, and extra-large ensuite bathroom with soaking tub. The second floor has two ensuite bedrooms and a bonus family/ media room as optional 4th bedroom with high ceilings. The finished expansive lower level with full bath is walk out to the rolling property. Above the two-car garage there is loft apartment space with kitchen and full bathroom. This expansive space also boasts high ceilings and a balcony overlooking the 18x 44 gunite pool with waterfall. In addition, the property has a functional horse barn with 3 stalls tack room and loft space OR reimagine to suit your needs. As a horse farm this expansive Shelter Island property represents a rare opportunity to own a world-class equestrian estate in one of the most beautiful and sought-after locations in the region. Whether you are a seasoned equestrian or simply seeking a serene escape, this property features the perfect blend of luxury, natural beauty, and equestrian excellence. Don't miss your chance to make this dream equestrian retreat your own.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the terms & conditions of an offering plan.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the terms & conditions of an offering plan.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 2 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 2 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan.

Nestled in the tranquil wooded haven of Hay Beach is this exceptional 3-bedroom 3-bath modern ranch. Upon entering, you are welcomed by an open floor plan that effortlessly connects the living, dining, and kitchen areas. These are rounded off by top-of-the-line appliances from Bosch, Liebherr, and Viking, all set within Levante wood cabinetry and granite countertops. Step outside and be captivated by the breathtaking gardens surrounding the inground pool and hot tub. Escape from the stresses of everyday life. This renovated turnkey oasis awaits you.

Nestled in the tranquil wooded haven of Hay Beach is this exceptional 3-bedroom 3-bath modern ranch. Upon entering, you are welcomed by an open floor plan that effortlessly connects the living, dining, and kitchen areas. These are rounded off by top-of-the-line appliances from Bosch, Liebherr, and Viking, all set within Levante wood cabinetry and granite countertops. Step outside and be captivated by the breathtaking gardens surrounding the inground pool and hot tub. Escape from the stresses of everyday life. This renovated turnkey oasis awaits you.

**Exquisite Nantucket Style Cedar Shake Home with Breathtaking Waterviews** Perfectly situated on one of the most coveted streets in Greenport Village, this 3-bed, 5-bath home has a commanding presence and is positioned perfectly to enjoy wide views of Stirling & Greenport Harbor. Step inside to discover a thoughtfully designed "upside-down" layout that places the main living areas on the upper level, maximizing views of the surrounding waters and enhancing the feeling of openness and natural light. Meticulously crafted with attention to detail, this residence boasts white oak wood floors that exude timeless charm and vaulted ceilings anchored by wood beams for a touch of rustic elegance. The lower level features 2 en-suite bedrooms, a cozy den and laundry. Upstairs has an open floorplan featuring a gourmet eat-in-kitchen with high-end stainless steel appliances & a walk-in pantry, a dining room with water views in every direction, and a living room with a gas fireplace. Through sliding glass doors, step out to the mahogany waterside upper deck to soak in the maritime ambiance or enjoy al fresco dining with a view. Outside, the fully fenced grounds with mature & manicured landscaping create privacy for a peaceful outdoor retreat, all while the vibrant village life awaits just moments away. Ask about the dock slip available for rent. Come see for yourself! It'll be worth your time!

**Exquisite Nantucket Style Cedar Shake Home with Breathtaking Waterviews** Perfectly situated on one of the most coveted streets in Greenport Village, this 3-bed, 5-bath home has a commanding presence and is positioned perfectly to enjoy wide views of Stirling & Greenport Harbor. Step inside to discover a thoughtfully designed "upside-down" layout that places the main living areas on the upper level, maximizing views of the surrounding waters and enhancing the feeling of openness and natural light. Meticulously crafted with attention to detail, this residence boasts white oak wood floors that exude timeless charm and vaulted ceilings anchored by wood beams for a touch of rustic elegance. The lower level features 2 en-suite bedrooms, a cozy den and laundry. Upstairs has an open floorplan featuring a gourmet eat-in-kitchen with high-end stainless steel appliances & a walk-in pantry, a dining room with water views in every direction, and a living room with a gas fireplace. Through sliding glass doors, step out to the mahogany waterside upper deck to soak in the maritime ambiance or enjoy al fresco dining with a view. Outside, the fully fenced grounds with mature & manicured landscaping create privacy for a peaceful outdoor retreat, all while the vibrant village life awaits just moments away. Ask about the dock slip available for rent. Come see for yourself! It'll be worth your time!

Charming water view first-floor co-op on coveted Sterling Street. The perfect two-bedroom escape in a prime village location. Renovated kitchen, bright living room, waterside sitting porch, large full bath, in-unit laundry, and stunning views of beautiful Sterling Harbor. Have your morning coffee or evening cocktail in the shared waterfront lounge area. Short distance to the villages, many restaurants, shops, and beaches. The unit comes with a detached storage 5x14 storage unit and on-site parking.

Charming water view first-floor co-op on coveted Sterling Street. The perfect two-bedroom escape in a prime village location. Renovated kitchen, bright living room, waterside sitting porch, large full bath, in-unit laundry, and stunning views of beautiful Sterling Harbor. Have your morning coffee or evening cocktail in the shared waterfront lounge area. Short distance to the villages, many restaurants, shops, and beaches. The unit comes with a detached storage 5x14 storage unit and on-site parking.

Lovingly updated to enhance its 19th-century glory, this enchanting residence invites you to experience a blend of historic charm and modern comfort. Beyond its picturesque facade lies a beautifully renovated home boasting not only timeless elegance but also provides a separate studio space, offering endless possibilities for creativity or relaxation. Step into the lush oasis of the yard, where mature trees and vibrant plantings, including majestic rhododendrons, delicate dogwoods, blossoming crabapples, striking coral bark maples, and the subtle beauty of kerria, create a serene backdrop for outdoor gatherings or moments of quiet contemplation as well as providing room for a pool. Conveniently situated, this idyllic property offers easy access to all that Greenport Village has to offer, ensuring that every amenity, from quaint shops to renowned restaurants, is within reach.