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  • Step into timeless elegance with this iconic single-family residence with an option for an owner-occupied 5-bedroom bed & breakfast (B&B) license. Originally constructed in 1902 and beautifully reimagined to meet modern standards. Nestled in the serene Shelter Island Heights, 7 Stearns Point Road offers an exquisite blend of historic charm and contemporary luxury. This expansive property sits on a 0.70- acre parcel, equipped with 5, 838 +/- sq. ft. of living space, plus a spacious basement level adding 2, 588 +/- sq. ft. The property features 7 ensuite bedrooms complemented by 2 large living rooms and a well-appointed kitchen. Recent renovations have expanded the living space to include an extension with 2 additional bedrooms, a stunning double-height Great Room, as well as a state-of-the-art gym/yoga studio. Enjoy the beautiful backyard with a heated 40x18 in-ground Gunite pool, perfect for relaxing after a day exploring the nearby Crescent Beach and Sunset Beach which is moments away. The property also includes a full liquor license, which enhances its appeal as a premier vacation destination. The spacious basement areas provide ample storage and laundry facilities, ensuring convenience. A wonderful investment opportunity for an owner-occupied 5-bedroom bed and breakfast. The property also includes 2 driveways. Key Features: - Historic property built in 1902, fully renovated - 9 bedrooms and 9 bathrooms, including recent additions - Option for an owner-occupied 5 Bedroom bed and breakfast - Two driveways - Heated 40x18 in-ground Gunite pool - State-of-the-art gym/yoga studio - Full-height basements for storage and laundry - Walking distance to Crescent Beach & Sunset Beach - Full liquor license, Additional information: Interior Features:Guest Quarters 25
    Shelter Island, NY 11964
    $3,995,000
    9 Bedrooms 9 Full Baths Sq. Ft. 5838.00:#
    Misc For Sale FORECLOSURE ML# 3569658
    Step into timeless elegance with this iconic single-family residence with an option for an owner-occupied 5-bedroom bed & breakfast (B&B) license. Originally constructed in 1902 and beautifully reimagined to meet modern standards. Nestled in the serene Shelter Island Heights, 7 Stearns Point Road offers an exquisite blend of historic charm and contemporary luxury. This expansive property sits on a 0.70- acre parcel, equipped with 5, 838 +/- sq. ft. of living space, plus a spacious basement level adding 2, 588 +/- sq. ft. The property features 7 ensuite bedrooms complemented by 2 large living rooms and a well-appointed kitchen. Recent renovations have expanded the living space to include an extension with 2 additional bedrooms, a stunning double-height Great Room, as well as a state-of-the-art gym/yoga studio. Enjoy the beautiful backyard with a heated 40x18 in-ground Gunite pool, perfect for relaxing after a day exploring the nearby Crescent Beach and Sunset Beach which is moments away. The property also includes a full liquor license, which enhances its appeal as a premier vacation destination. The spacious basement areas provide ample storage and laundry facilities, ensuring convenience. A wonderful investment opportunity for an owner-occupied 5-bedroom bed and breakfast. The property also includes 2 driveways. Key Features: - Historic property built in 1902, fully renovated - 9 bedrooms and 9 bathrooms, including recent additions - Option for an owner-occupied 5 Bedroom bed and breakfast - Two driveways - Heated 40x18 in-ground Gunite pool - State-of-the-art gym/yoga studio - Full-height basements for storage and laundry - Walking distance to Crescent Beach & Sunset Beach - Full liquor license, Additional information: Interior Features:Guest Quarters
    Presented By: Douglas Elliman Real Estate  631-329-9400
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • North Fork Classic Dreaming of privacy, open space and forever vistas? This equestrian turnkey facility offers all this and more. 28 acres of fenced pastureland and paddocks. 24 stall barn with attached indoor arena for your year-round riding enjoyment. Additional 4 stalls in a mini barn. Equipment storage barn and beautiful modern ranch style home built in 2012! Ideal location for nursery, field crops or vineyard. Escape to this incredible place and call it home! 36
    Riverhead, NY 11901
    $3,850,000
    2 Bedrooms 2 Full Baths 4 Half Baths Sq. Ft. 2600.00:#
    Single Family For Sale ML# 3575567
    North Fork Classic Dreaming of privacy, open space and forever vistas? This equestrian turnkey facility offers all this and more. 28 acres of fenced pastureland and paddocks. 24 stall barn with attached indoor arena for your year-round riding enjoyment. Additional 4 stalls in a mini barn. Equipment storage barn and beautiful modern ranch style home built in 2012! Ideal location for nursery, field crops or vineyard. Escape to this incredible place and call it home!
    Presented By: Colony Realty  631-722-5800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by tranquil Islands End public golf course, the popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. This neighborhood beach/park offers paddleboard and kayak stations along the marina, this home is perfect for embracing the North Fork’s outdoor lifestyle. As a state-of-the-art smart home, the apps provide remote access for lighting, heating, and air conditioning, music indoors and outdoors, and televisions strategically placed on the second floor, in the main living areas, and in a private TV room in the basement. The expansive floor plan offers not one, but two luxurious owner’s suites, one on the main level and another on the second floor, complemented by two additional bedrooms with private bathrooms. With a sleek, modern aesthetic, the home is thoughtfully designed for indoor-outdoor living. Outside, an elegant pool with a waterfall and evening lighting package becomes the centerpiece of the outdoor experience, complete with an option for an outdoor kitchen. Stunning dining area, and a lounge with a fireplace-perfect for entertaining or relaxing in style. This property brings the quality of its design and build to the forefront across all three levels, offering a flawless blend of comfort, functionality, and contemporary elegance. Indulge in this rare opportunity to own a slice of resort-like paradise on the North Fork., Additional information: Interior Features:Lr/Dr 37
    Greenport, NY 11944
    $3,799,999
    4 Bedrooms 5 Full Baths 2 Half Baths Sq. Ft. 5220.00:#
    Single Family For Sale ML# 3590145
    Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by tranquil Islands End public golf course, the popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. This neighborhood beach/park offers paddleboard and kayak stations along the marina, this home is perfect for embracing the North Fork’s outdoor lifestyle. As a state-of-the-art smart home, the apps provide remote access for lighting, heating, and air conditioning, music indoors and outdoors, and televisions strategically placed on the second floor, in the main living areas, and in a private TV room in the basement. The expansive floor plan offers not one, but two luxurious owner’s suites, one on the main level and another on the second floor, complemented by two additional bedrooms with private bathrooms. With a sleek, modern aesthetic, the home is thoughtfully designed for indoor-outdoor living. Outside, an elegant pool with a waterfall and evening lighting package becomes the centerpiece of the outdoor experience, complete with an option for an outdoor kitchen. Stunning dining area, and a lounge with a fireplace-perfect for entertaining or relaxing in style. This property brings the quality of its design and build to the forefront across all three levels, offering a flawless blend of comfort, functionality, and contemporary elegance. Indulge in this rare opportunity to own a slice of resort-like paradise on the North Fork., Additional information: Interior Features:Lr/Dr
    Presented By: Century 21 Albertson Realty  631-765-3800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you’re greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef’s dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don’t miss your chance to experience the epitome of North Fork living., Additional information: Interior Features:Lr/Dr, Separate Hotwater Heater:Yes 36
    Southold, NY 11971
    $3,799,999
    4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6366.00:#
    Single Family For Sale ML# 3555160
    Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you’re greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef’s dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don’t miss your chance to experience the epitome of North Fork living., Additional information: Interior Features:Lr/Dr, Separate Hotwater Heater:Yes
    Presented By: Century 21 Albertson Realty  631-765-3800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East. 10
    East Marion, NY 11939
    $3,750,000
    Unimproved Land For Sale ML# 3566652
    You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East.
    Presented By: Corcoran  631-288-6900
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East. 10
    East Marion, NY 11939
    $3,750,000
    Unimproved Land For Sale ML# 3566669
    You remember the feeling on some Caribbean isle or on the cliff of a European town. Each morning when your head leaves the pillow you know you are on vacation. Much closer you can recreate that feeling with this very private, 5.7 acre waterfront, meadow-like parcel spanning 175’ along the North Fork’s Long Island Sound. SCHD permits now in place. Bring your building plans to obtain building permit from Town of Southold BD to construct a significant house, waterside pool & tennis court with the low bluff providing easy access to the beach & even purchase the contiguous 5.7 acre parcel creating an almost 12 acre compound with guest house which would provide 350’ of total waterfront. On clear evenings, go for dinner early as you might want to get back for some of the most beautiful sunsets anywhere, as the sun disappears somewhere into the Sound leaving the horizon a purplish haze. Best of all, you won’t need a passport, a pat down or a plane ticket. Just get in your car and head East.
    Presented By: Corcoran  631-288-6900
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenhill Kitchen - an updated two-story restaurant with the best commercial location on the corner of Front Street and First Street in the heart of downtown Greenport Village. Established turnkey restaurant with two indoor bars, live music stage and an outdoor tiki bar. There is ample seating on both floors, indoors and outside on the large upper deck. This Front Street location offers superb visibility and high foot traffic with Mitchell Park carousal and marina across the street. This is an amazing opportunity!, Additional information: Business Located At:48 Front Street Greenport NY 18
    Greenport, NY 11944
    $3,700,000
    Sq. Ft. 4400.00:#
    Misc Commercial ML# 3579804
    Greenhill Kitchen - an updated two-story restaurant with the best commercial location on the corner of Front Street and First Street in the heart of downtown Greenport Village. Established turnkey restaurant with two indoor bars, live music stage and an outdoor tiki bar. There is ample seating on both floors, indoors and outside on the large upper deck. This Front Street location offers superb visibility and high foot traffic with Mitchell Park carousal and marina across the street. This is an amazing opportunity!, Additional information: Business Located At:48 Front Street Greenport NY
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Rarely does a farm of this size come on the market on Oregon Road. Successful grower of landscaping material as well as a very active seasonal Christmas Tree Farm business. All planted material is included in the sale of this property. 37.47 ac are DRS, 2.67ac are full rights land 6 barns located on the full rights parcel. There are two wells, one is a deep well and the second is for drip irrigation. 9
    Cutchogue, NY 11935
    $3,500,000
    Unimproved Land For Sale ML# 3577688
    Rarely does a farm of this size come on the market on Oregon Road. Successful grower of landscaping material as well as a very active seasonal Christmas Tree Farm business. All planted material is included in the sale of this property. 37.47 ac are DRS, 2.67ac are full rights land 6 barns located on the full rights parcel. There are two wells, one is a deep well and the second is for drip irrigation.
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Introducing largest operating equestrian facility on the North Fork of Long Island. This unparalleled property was once the original Entenmann’s Equestrian Facility, boasting 107 acres. The farm features a four-bedroom, two-bathroom Home. The property includes 90 horse stalls distributed across three boarding barns, a well-maintained half-mile race track , a dedicated maintenance barn, and a nightwatchman’s quarters for round-the-clock care. Several well-appointed paddocks and ample land ensure your horses thrive in a serene and spacious environment. 26
    Jamesport, NY 11947
    $3,499,000
    Unimproved Land For Sale ML# 3557213
    Introducing largest operating equestrian facility on the North Fork of Long Island. This unparalleled property was once the original Entenmann’s Equestrian Facility, boasting 107 acres. The farm features a four-bedroom, two-bathroom Home. The property includes 90 horse stalls distributed across three boarding barns, a well-maintained half-mile race track , a dedicated maintenance barn, and a nightwatchman’s quarters for round-the-clock care. Several well-appointed paddocks and ample land ensure your horses thrive in a serene and spacious environment.
    Presented By: Century 21 Albertson Realty  631-765-3800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • This iconic location is a prime commercial opportunity in the heart of Greenport Village. High traffic, high visibility, 3900 square feet, 2 attached garages, 3 rear parking spots. Perfect for a gallery, retail, showroom, professional offices. Excellent storage, too much to list...! 19
    Greenport, NY 11944
    $3,400,000
    Sq. Ft. 3900.00:#
    Retail Commercial ML# 3573523
    This iconic location is a prime commercial opportunity in the heart of Greenport Village. High traffic, high visibility, 3900 square feet, 2 attached garages, 3 rear parking spots. Perfect for a gallery, retail, showroom, professional offices. Excellent storage, too much to list...!
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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12985 Main Road, P.O. Box 63, Mattituck, NY 11952

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