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    • This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility. 36
      12120 New Suffolk Avenue Cutchogue, NY 11935
      $12,000,000
      6 Bedrooms 5 Full Baths 3 Half Baths Sq. Ft. 9000.00:# Square Feet
      Single Family For Sale ML# 3587632
      This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • A long winding driveway rises to this spectacular 56 acre property and beautifully built five bedroom 3.1 bath home. Commanding unsurpassed views of preserved land and LI Sound beyond- breathtaking! Here you will always have a captivating setting of peaceful pastoral beauty from all directions. The pristine well cared for home has nearly five thousand feet of living area- a grand foyer, spacious living room- perfect for entertaining. The first floor primary ensuite has a fireplace and sitting area with stunning views, The formal dining room opens to the granite chef’s kitchen and there is also a huge four season sunroom with fireplace. Three more bedrooms on the first floor, plus cozy den. Upstairs is an additional bedroom, studio, and bath with both inside and outside entrances- perfect for additional guest area. Enjoy the spectacular views by one of the 4 fireplaces in this home, or outside by the fire pit at sunset. A stones throw to Bailies Beach, and close to wineries, farm to table restaurants, and Love Lane. A historic barn, and possible working farm with large greenhouses as well. This huge property can also serve as your dream equestrian setting. 48 acres have been preserved and 8 acres have development rights in tact. No other Long Island property comes close! Frontage on two of the most beautiful roads on the North Fork- this property is truly special. 33
      Mattituck, NY 11952
      $7,500,000
      5 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 4835.00:# Square Feet
      Single Family For Sale ML# 3513901
      A long winding driveway rises to this spectacular 56 acre property and beautifully built five bedroom 3.1 bath home. Commanding unsurpassed views of preserved land and LI Sound beyond- breathtaking! Here you will always have a captivating setting of peaceful pastoral beauty from all directions. The pristine well cared for home has nearly five thousand feet of living area- a grand foyer, spacious living room- perfect for entertaining. The first floor primary ensuite has a fireplace and sitting area with stunning views, The formal dining room opens to the granite chef’s kitchen and there is also a huge four season sunroom with fireplace. Three more bedrooms on the first floor, plus cozy den. Upstairs is an additional bedroom, studio, and bath with both inside and outside entrances- perfect for additional guest area. Enjoy the spectacular views by one of the 4 fireplaces in this home, or outside by the fire pit at sunset. A stones throw to Bailies Beach, and close to wineries, farm to table restaurants, and Love Lane. A historic barn, and possible working farm with large greenhouses as well. This huge property can also serve as your dream equestrian setting. 48 acres have been preserved and 8 acres have development rights in tact. No other Long Island property comes close! Frontage on two of the most beautiful roads on the North Fork- this property is truly special.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Luxury waterfront estate, perfectly situated overlooking the Peconic Bay, provides grand views with a custom built residence, complete with guest cottage, private beach, sun deck, and covered porch. Features include premium finishings and detailed wood work, an open floor plan, gourmet kitchen, and a main floor primary ensuite with water-views and porch access. Two well adorned bedrooms upstairs, full bath and recreation room all have water views and great natural light. Guest cottage is outfitted with an eat in kitchen, two bedrooms, living room and full bath. Outdoor patio and private parking provide privacy for family and guests. Mature and manicured landscaping, ample room for a pool. Experience all the North Fork and East End has to offer with this one-of-a-kind offering. 26
      2100 Park Avenue Mattituck, NY 11952
      $6,895,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
      Single Family For Sale ML# 3562280
      Luxury waterfront estate, perfectly situated overlooking the Peconic Bay, provides grand views with a custom built residence, complete with guest cottage, private beach, sun deck, and covered porch. Features include premium finishings and detailed wood work, an open floor plan, gourmet kitchen, and a main floor primary ensuite with water-views and porch access. Two well adorned bedrooms upstairs, full bath and recreation room all have water views and great natural light. Guest cottage is outfitted with an eat in kitchen, two bedrooms, living room and full bath. Outdoor patio and private parking provide privacy for family and guests. Mature and manicured landscaping, ample room for a pool. Experience all the North Fork and East End has to offer with this one-of-a-kind offering.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Introducing an exceptional bayfront residence boasting 370’ of pristine waterfront in one of the North Fork’s most coveted locales. This exquisite home offers unparalleled elegance and convenience, with breathtaking panoramic views from nearly every room. Meticulously renovated in 2014 using the highest quality materials, the attention to detail and design is unmatched. Upon entry, there are breathtaking water views, and the foyer opens to a magnificent great room with 10ft ceilings and glass sliders to a huge waterside wraparound deck that has amazing sun exposure or can be shaded by the electric awning. The great room, equipped with a wet bar, ice maker, and wine cooler is ideal for entertaining guests in style. This home features five spacious ensuite bedrooms, including a stunning primary suite with a grand luxury bath and an elegantly appointed dressing room/closet area. The open and expansive gourmet kitchen is a chef’s dream, complete with quartz countertops and top-of-the-line appliances. Spread across three luxurious floors with over 7000sf of living space, this residence has a fully finished basement with a half bath and an elevator that services all levels. Additional amenities include two laundry rooms, a Generac generator, an outdoor hot & cold shower with a lit dressing room, indoor and outdoor speakers and a Sonos system. The property also boasts over an acre of property, a private dock with an aluminum ramp and floater, access to a private association beach, and extensive, meticulously landscaped grounds complete with irrigation system and landscape lighting throughout. Rarely does one encounter such an extraordinary blend of quality, comfort and luxury as found in this spectacular custom-built home. Too many features to list. Must be seen in person to truly appreciate! NOT in a flood zone. 36
      960 Willis Creek Drive Mattituck, NY 11952
      $5,800,000
      5 Bedrooms 5 Full Baths 2 Half Baths
      Single Family For Sale ML# 3570923
      Introducing an exceptional bayfront residence boasting 370’ of pristine waterfront in one of the North Fork’s most coveted locales. This exquisite home offers unparalleled elegance and convenience, with breathtaking panoramic views from nearly every room. Meticulously renovated in 2014 using the highest quality materials, the attention to detail and design is unmatched. Upon entry, there are breathtaking water views, and the foyer opens to a magnificent great room with 10ft ceilings and glass sliders to a huge waterside wraparound deck that has amazing sun exposure or can be shaded by the electric awning. The great room, equipped with a wet bar, ice maker, and wine cooler is ideal for entertaining guests in style. This home features five spacious ensuite bedrooms, including a stunning primary suite with a grand luxury bath and an elegantly appointed dressing room/closet area. The open and expansive gourmet kitchen is a chef’s dream, complete with quartz countertops and top-of-the-line appliances. Spread across three luxurious floors with over 7000sf of living space, this residence has a fully finished basement with a half bath and an elevator that services all levels. Additional amenities include two laundry rooms, a Generac generator, an outdoor hot & cold shower with a lit dressing room, indoor and outdoor speakers and a Sonos system. The property also boasts over an acre of property, a private dock with an aluminum ramp and floater, access to a private association beach, and extensive, meticulously landscaped grounds complete with irrigation system and landscape lighting throughout. Rarely does one encounter such an extraordinary blend of quality, comfort and luxury as found in this spectacular custom-built home. Too many features to list. Must be seen in person to truly appreciate! NOT in a flood zone.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Welcome to your Bay Front paradise on the North Fork! This home has every aspect of beach living. Incredible views of Bug Light and Shelter Island. Over 1 acre and 286 feet of expansive sugar sand beach. Featuring an open gracious floor plan. 5 bedrooms, 4 baths, wraparound porch, outdoor shower, waterside gunite pool, outdoor kitchen area, a garage that houses a gym, living loft area and a full house generator! The beauty of all of this and located in Flood Zone X! Additional land lot available for separate purchase. Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping. 32
      3345 Cedar Lane East Marion, NY 11939
      $5,350,000
      5 Bedrooms 4 Full Baths Sq. Ft. 4455.00:# Square Feet
      Single Family For Sale ML# 3548818
      Welcome to your Bay Front paradise on the North Fork! This home has every aspect of beach living. Incredible views of Bug Light and Shelter Island. Over 1 acre and 286 feet of expansive sugar sand beach. Featuring an open gracious floor plan. 5 bedrooms, 4 baths, wraparound porch, outdoor shower, waterside gunite pool, outdoor kitchen area, a garage that houses a gym, living loft area and a full house generator! The beauty of all of this and located in Flood Zone X! Additional land lot available for separate purchase. Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping.
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Discover the Glass House. An architectural marvel on Fishers Island, designed by Tom Phifer to blend seamlessly with its lush surroundings. This steel-and-glass home, with unobstructed views of Fishers Island Sound, stands on the site of a former colonial home. The garden, designed by Morgan Wheelock and enhanced by Thomas Armstrong, features vibrant Japanese irises and 150, 000 daffodils. Phifer’s design emphasizes transparency, allowing the house to blend into the landscape. The home’s steel frame complements the maritime blues and grays of the Sound. A water feature flows through the house, enhancing the connection between the structure and the garden. The primary bedroom, dappled with light, offers views of the meticulously manicured garden. Inside, the house is a masterpiece of minimalism, with walls that don’t touch the exterior, creating uninterrupted views. The exterior canopy of aluminum tubes blocks direct sunlight, ensuring comfort and beautiful soft light. The interior features six skylights and minimal doors, emphasizing the peaceful expanse of the space. This property, a sanctuary of art, architecture, and nature, offers a serene retreat on exclusive Fishers Island, accessible only by ferry, boat, or plane. Experience unparalleled living in this harmonious blend of design and natural beauty. 35
      5722 Clay Point Rd Fishers Island, NY 06390
      $5,200,000
      1 Bedroom 2 Full Baths 1 Half Bath Sq. Ft. 4744.00:# Square Feet
      Single Family For Sale ML# 3561587
      Discover the Glass House. An architectural marvel on Fishers Island, designed by Tom Phifer to blend seamlessly with its lush surroundings. This steel-and-glass home, with unobstructed views of Fishers Island Sound, stands on the site of a former colonial home. The garden, designed by Morgan Wheelock and enhanced by Thomas Armstrong, features vibrant Japanese irises and 150, 000 daffodils. Phifer’s design emphasizes transparency, allowing the house to blend into the landscape. The home’s steel frame complements the maritime blues and grays of the Sound. A water feature flows through the house, enhancing the connection between the structure and the garden. The primary bedroom, dappled with light, offers views of the meticulously manicured garden. Inside, the house is a masterpiece of minimalism, with walls that don’t touch the exterior, creating uninterrupted views. The exterior canopy of aluminum tubes blocks direct sunlight, ensuring comfort and beautiful soft light. The interior features six skylights and minimal doors, emphasizing the peaceful expanse of the space. This property, a sanctuary of art, architecture, and nature, offers a serene retreat on exclusive Fishers Island, accessible only by ferry, boat, or plane. Experience unparalleled living in this harmonious blend of design and natural beauty.
      Presented By: William Raveis Hamptons LLC  203-216-2194
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Orient, North Fork - Nantucket inspired waterfront estate with 130’ private beach. Featuring over 5, 000 sf of upscale living space, this home takes advantage of the hilltop setting & encompasses sweeping views over the LI Sound. Luxury is apparent: spacious covered porch entry leads to foyer, LR w/clerestory windows overlooking the water & vaulted ceilings, large dining room, immaculate kitchen w/breakfast area overlooks the lush landscape of this coastal retreat. Open plan family room w/gas fireplace leads to waterside terrace, primary floor owner’s suite w/fireplace, sunroom/sitting room & a home office w/private en suite bath (or 5th bedroom). Upstairs is found a large sitting room, billiard/family room, sewing/craft room, junior owner’s suite w/full bath, plus an additional 2 bedrooms w/’Jack & Jill’ bath. Immaculate and well-maintained, this ’estate’ also features a wine cellar, full house generator, outdoor shower & other quality details not to be missed. Room for a waterside pool. No flood insurance needed. North Fork living at its BEST! 35
      1640 Grandview Drive Orient, NY 11957
      $4,250,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5200.00:# Square Feet
      Single Family For Sale ML# 3559218
      Orient, North Fork - Nantucket inspired waterfront estate with 130’ private beach. Featuring over 5, 000 sf of upscale living space, this home takes advantage of the hilltop setting & encompasses sweeping views over the LI Sound. Luxury is apparent: spacious covered porch entry leads to foyer, LR w/clerestory windows overlooking the water & vaulted ceilings, large dining room, immaculate kitchen w/breakfast area overlooks the lush landscape of this coastal retreat. Open plan family room w/gas fireplace leads to waterside terrace, primary floor owner’s suite w/fireplace, sunroom/sitting room & a home office w/private en suite bath (or 5th bedroom). Upstairs is found a large sitting room, billiard/family room, sewing/craft room, junior owner’s suite w/full bath, plus an additional 2 bedrooms w/’Jack & Jill’ bath. Immaculate and well-maintained, this ’estate’ also features a wine cellar, full house generator, outdoor shower & other quality details not to be missed. Room for a waterside pool. No flood insurance needed. North Fork living at its BEST!
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • This property truly is a fantastic opportunity to have boutique winery or create a private estate that produces its own wine label. With its established vineyards, ample living spaces, and multiple structures, it offers a unique chance to step into the world of winemaking with a solid foundation. Whether you’re dreaming of producing your own wines or creating a serene estate surrounded by vineyards, this property is well-equipped to fulfill those ambitions. The North Fork, known for its fertile soil and favorable climate for vineyards. Nearly 13 acres of land, Large Barn - Potential for winery operations, storage, or event space, 5-Bedroom - Farmhouse Could serve as a primary residence, guest house, or rental, 4-Bedroom - House Additional living space, rental property, or guest accommodations, Multiple Outbuildings - Could be used for tasting room, equipment storage, workshops, or additional event space. Vineyard Details: Varietals Planted, Merlot-2 acres, Cabernet Franc- 2 acres, Pinot Noir-1 acre, Pinot Grin-1 acre, Sauvignon Blanc- 2 acres, Chardonnay-1 acre, Moscato- 1 acre, Irrigation, Drip irrigation system in place, ensuring efficient water use and healthy vines, Vine spacing: 4 feet, Row spacing: 8 feet. This setup is ideal for someone looking to enter the wine industry. The combination of established vineyards, residential and operational buildings, make it a unique opportunity. 30
      2700 Main Rd Laurel, NY 11948
      $3,795,000
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2380.00:# Square Feet
      Single Family For Sale ML# 3575441
      This property truly is a fantastic opportunity to have boutique winery or create a private estate that produces its own wine label. With its established vineyards, ample living spaces, and multiple structures, it offers a unique chance to step into the world of winemaking with a solid foundation. Whether you’re dreaming of producing your own wines or creating a serene estate surrounded by vineyards, this property is well-equipped to fulfill those ambitions. The North Fork, known for its fertile soil and favorable climate for vineyards. Nearly 13 acres of land, Large Barn - Potential for winery operations, storage, or event space, 5-Bedroom - Farmhouse Could serve as a primary residence, guest house, or rental, 4-Bedroom - House Additional living space, rental property, or guest accommodations, Multiple Outbuildings - Could be used for tasting room, equipment storage, workshops, or additional event space. Vineyard Details: Varietals Planted, Merlot-2 acres, Cabernet Franc- 2 acres, Pinot Noir-1 acre, Pinot Grin-1 acre, Sauvignon Blanc- 2 acres, Chardonnay-1 acre, Moscato- 1 acre, Irrigation, Drip irrigation system in place, ensuring efficient water use and healthy vines, Vine spacing: 4 feet, Row spacing: 8 feet. This setup is ideal for someone looking to enter the wine industry. The combination of established vineyards, residential and operational buildings, make it a unique opportunity.
      Presented By: Corcoran  631-235-4675
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Located on a bucolic road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave! 29
      14990 Oregon Rd Cutchogue, NY 11935
      $3,750,000
      4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5465.00:# Square Feet
      Single Family For Sale ML# 3539723
      Located on a bucolic road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave!
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork! 30
      13555 New Suffolk Avenue Cutchogue, NY 11935
      $3,399,000
      7 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale ML# 3549432
      Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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