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  • Steps from the Sound and tucked away on a quiet private road, this lovingly owner-built reverse beach house offers the perfect blend of privacy, charm, and North Fork living. With 3 bedrooms and 1.5 baths, the home was thoughtfully designed with an open-concept kitchen and living area upstairs to maximize stunning water views from the back deck. A cozy gas fireplace adds warmth and comfort, creating a welcoming atmosphere year-round. The spacious primary bedroom suite features its own gas fireplace, a walk-in closet, and a private covered deck—an ideal spot to start your morning with coffee or relax in the evening after a day spent by the beach. Enjoy five unique outdoor living spaces that make the most of the tranquil surroundings: a classic front porch, upper-level front and back decks, a serene lower back deck, and a scenic rooftop observation deck with treetop and water views. An outdoor shower adds convenience and coastal charm after sandy adventures. Located just a short stroll from private beach access and under five minutes from a beloved inlet, this home offers an immersive experience in nature. Watch ospreys soar, listen to the waves, and soak in the peacefulness of this exceptional setting. Despite the seclusion, it remains just minutes from local wineries, farm stands, restaurants, and all that makes the North Fork so desirable. Built by the owner-contractor as a personal residence, this home reflects meticulous attention to detail and craftsmanship that stands out in both design and construction.
    $1,345,000
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    ML# :885057   Steps from the Sound and tucked away on a quiet private road, this lovingly owner-built reverse beach house offers the perfect blend of privacy, charm, and North Fork living. With 3 bedrooms and 1.5 baths, the home was thoughtfully designed with an open-concept kitchen and living area upstairs to maximize stunning water views from the back deck. A cozy gas fireplace adds warmth and comfort, creating a welcoming atmosphere year-round. The spacious primary bedroom suite features its own gas fireplace, a walk-in closet, and a private covered deck—an ideal spot to start your morning with coffee or relax in the evening after a day spent by the beach. Enjoy five unique outdoor living spaces that make the most of the tranquil surroundings: a classic front porch, upper-level front and back decks, a serene lower back deck, and a scenic rooftop observation deck with treetop and water views. An outdoor shower adds convenience and coastal charm after sandy adventures. Located just a short stroll from private beach access and under five minutes from a beloved inlet, this home offers an immersive experience in nature. Watch ospreys soar, listen to the waves, and soak in the peacefulness of this exceptional setting. Despite the seclusion, it remains just minutes from local wineries, farm stands, restaurants, and all that makes the North Fork so desirable. Built by the owner-contractor as a personal residence, this home reflects meticulous attention to detail and craftsmanship that stands out in both design and construction.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Greene Realty Group  860-560-1006
  • Welcome to this architecturally stunning contemporary home, where modern design meets functional living spaces. Upon entry, the clean lines and open layout create an immediate sense of flow, with large windows that bathe the home in natural light and provide stunning views of the surrounding landscape. The kitchen, designed with both style and practicality in mind, features sleek stainless steel appliances, ample counter space, and a thoughtful layout for ease of cooking and entertaining. Adjacent to the kitchen, the dining area overlooks the lush outdoors, seamlessly connecting indoor and outdoor living with access to the expansive deck and heated pool. The living spaces showcase a perfect balance of form and function. Unique design elements, including textured accent walls and stylish lighting, add to the home’s distinct charm, while the open-concept layout creates ideal spaces for relaxation and entertainment. The cozy sitting areas and stylish modern fireplace provide warmth and ambiance. This home offers two bedrooms, including a convenient first-floor bedroom with easy access to the main living areas. Upstairs, the private primary suite serves as a peaceful retreat, featuring a bath complete with a sauna and jacuzzi, and two walk in cedar closets. Outdoors, the spacious deck is perfect for lounging or dining al fresco, with a heated pool ready for enjoying long summer days. The detached garage provides flexibility, whether you’re looking for a home office, art studio, or extra storage space. The property is also zoned for up to four horses and has plenty of room for expansion, offering endless possibilities for customization. Situated in Flanders, NY, this home is an ideal retreat for those seeking privacy without sacrificing accessibility. Close proximity from Manhattan and minutes to Gabreski airport. Nestled between The Hamptons and the North Fork, this home offers the best of both worlds.
    $1,325,000
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    ML# :3583735   Welcome to this architecturally stunning contemporary home, where modern design meets functional living spaces. Upon entry, the clean lines and open layout create an immediate sense of flow, with large windows that bathe the home in natural light and provide stunning views of the surrounding landscape. The kitchen, designed with both style and practicality in mind, features sleek stainless steel appliances, ample counter space, and a thoughtful layout for ease of cooking and entertaining. Adjacent to the kitchen, the dining area overlooks the lush outdoors, seamlessly connecting indoor and outdoor living with access to the expansive deck and heated pool. The living spaces showcase a perfect balance of form and function. Unique design elements, including textured accent walls and stylish lighting, add to the home’s distinct charm, while the open-concept layout creates ideal spaces for relaxation and entertainment. The cozy sitting areas and stylish modern fireplace provide warmth and ambiance. This home offers two bedrooms, including a convenient first-floor bedroom with easy access to the main living areas. Upstairs, the private primary suite serves as a peaceful retreat, featuring a bath complete with a sauna and jacuzzi, and two walk in cedar closets. Outdoors, the spacious deck is perfect for lounging or dining al fresco, with a heated pool ready for enjoying long summer days. The detached garage provides flexibility, whether you’re looking for a home office, art studio, or extra storage space. The property is also zoned for up to four horses and has plenty of room for expansion, offering endless possibilities for customization. Situated in Flanders, NY, this home is an ideal retreat for those seeking privacy without sacrificing accessibility. Close proximity from Manhattan and minutes to Gabreski airport. Nestled between The Hamptons and the North Fork, this home offers the best of both worlds.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-288-1050
  • Cape Cod Style Retreat in the Heart of SoutholdThis Southold gem delivers the perfect blend of peace, privacy, and proximity to all the North Fork has to offer. Enjoy Blocks to McCabes Beach, Kenny’s Beach, Horton Point Lighthouse, vineyards, farm stands, and charming local shops—all just minutes away.Originally built in 1989, this home has been thoughtfully updated and expanded with a brand-new addition in 2024 and a modern kitchen completed in 2016. Offering 3 bedrooms easily convert to 4 spacious bedrooms and 3 full baths, the layout is both functional and flexible for your lifestyle needs.Additional features include:Oversized climate-controlled detached 2-car garage (2023)Oversized climate-controlled attached garageNew electric panel (2024) and 500-gallon buried propane tank (2023)Two new HVAC units (2025) and whole-house 20kW generator (2024)Whole-house water filtration system (2023)Oil heat with a newer tankAndersen windows, Trex decking, roll-up rear awning (2023), and fire pit for outdoor enjoymentFenced rear yard, walk-out basement with 2 egress windows, and underground sprinkler system (2024)2-car port for additional covered parkingDon’t miss this rare opportunity to own a beautifully maintained, move-in-ready home that sits on 2.17 acres in one of Southold’s most desirable locations. Come experience your slice of paradise on the North Fork!If you’re looking for space, updates, and a great backyard setup, this one checks all the boxes. Come take a look — you’ll love what you see!
    $1,319,000
    View details
    ML# :907526   Cape Cod Style Retreat in the Heart of SoutholdThis Southold gem delivers the perfect blend of peace, privacy, and proximity to all the North Fork has to offer. Enjoy Blocks to McCabes Beach, Kenny’s Beach, Horton Point Lighthouse, vineyards, farm stands, and charming local shops—all just minutes away.Originally built in 1989, this home has been thoughtfully updated and expanded with a brand-new addition in 2024 and a modern kitchen completed in 2016. Offering 3 bedrooms easily convert to 4 spacious bedrooms and 3 full baths, the layout is both functional and flexible for your lifestyle needs.Additional features include:Oversized climate-controlled detached 2-car garage (2023)Oversized climate-controlled attached garageNew electric panel (2024) and 500-gallon buried propane tank (2023)Two new HVAC units (2025) and whole-house 20kW generator (2024)Whole-house water filtration system (2023)Oil heat with a newer tankAndersen windows, Trex decking, roll-up rear awning (2023), and fire pit for outdoor enjoymentFenced rear yard, walk-out basement with 2 egress windows, and underground sprinkler system (2024)2-car port for additional covered parkingDon’t miss this rare opportunity to own a beautifully maintained, move-in-ready home that sits on 2.17 acres in one of Southold’s most desirable locations. Come experience your slice of paradise on the North Fork!If you’re looking for space, updates, and a great backyard setup, this one checks all the boxes. Come take a look — you’ll love what you see!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Signature Premier Properties  631-929-3600
  • 1st offering in over 60 years! Prime, secluded location in Halesite, near Huntington Bay and beaches, on a 0.62-acre lot, with potential for subdivision that requires 0.25-acre lots. Circular driveway exits onto Chuck Hollow Court, a private road.
    $1,300,000
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    ML# :905449   1st offering in over 60 years! Prime, secluded location in Halesite, near Huntington Bay and beaches, on a 0.62-acre lot, with potential for subdivision that requires 0.25-acre lots. Circular driveway exits onto Chuck Hollow Court, a private road.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Leatherman Homes  kevin@leathermanhomes.com
  • Welcome to you dream getaway in the heart of Ocean Bay Park on Fire Island! This impeccably renovated beachside retreat offers the perfect blend of modern luxury and coastal charm.,  Boasting four bedrooms and 2 1/2 baths, this home has been transformed with new floors, walls and windows. There is a brand new kitchen featuring new appliances and quartz counter tops. There is an outdoor shower and private deck. An exciting bonus is the attached cottage offering an addition bedroom and half bath, complete with an outdoor shower. Ideal for a private guest suite. Handicap ramp and bath. Whether you are seeking a serene escape of an investment opportunity,  this Ocean Bay Park haven is a rare opportunity for relaxation and enjoyment. Don’t miss the chance to make this exquisite home yours!
    $1,300,000
    View details
    ML# :903667   Welcome to you dream getaway in the heart of Ocean Bay Park on Fire Island! This impeccably renovated beachside retreat offers the perfect blend of modern luxury and coastal charm., Boasting four bedrooms and 2 1/2 baths, this home has been transformed with new floors, walls and windows. There is a brand new kitchen featuring new appliances and quartz counter tops. There is an outdoor shower and private deck. An exciting bonus is the attached cottage offering an addition bedroom and half bath, complete with an outdoor shower. Ideal for a private guest suite. Handicap ramp and bath. Whether you are seeking a serene escape of an investment opportunity, this Ocean Bay Park haven is a rare opportunity for relaxation and enjoyment. Don’t miss the chance to make this exquisite home yours!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  516-637-4405
  • 1st offering in 60 years! Prime secluded location in Halesite, near Huntington Bay and beaches on a 0.62-acre lot, with potential for subdivision. 10-room  4, 004 square foot stately colonial with 3 Primary Bedroom En-suites, including one on the 1st floor, a flexible layout, perfect for an extended family or home office. It is possible to accommodate family members in a South wing 2-bedroom, 2 Bath, 1, 139 sq ft ADU. Alternatively, it could feature a two-car garage with a loft or add the loft to the largest Primary En-Suite, plus a North wing with Nanny quarters or a home office with a separate side entrance and parking. Generous-sized rooms and wood floors are featured throughout, along with multiple outdoor decks. A floor plan is provided on-site for your convenience. Circular driveway exits onto Chuck Hollow Court, a private road. Updated roof, 4 wood burning fireplaces, 4 gas CAC zones, and a Generac natural gas Generator, gas stove, and 3-Phase Electric Service. Don’t miss this rare find to renovate according to your specific needs.
    $1,300,000
    View details
    ML# :896551   1st offering in 60 years! Prime secluded location in Halesite, near Huntington Bay and beaches on a 0.62-acre lot, with potential for subdivision. 10-room 4, 004 square foot stately colonial with 3 Primary Bedroom En-suites, including one on the 1st floor, a flexible layout, perfect for an extended family or home office. It is possible to accommodate family members in a South wing 2-bedroom, 2 Bath, 1, 139 sq ft ADU. Alternatively, it could feature a two-car garage with a loft or add the loft to the largest Primary En-Suite, plus a North wing with Nanny quarters or a home office with a separate side entrance and parking. Generous-sized rooms and wood floors are featured throughout, along with multiple outdoor decks. A floor plan is provided on-site for your convenience. Circular driveway exits onto Chuck Hollow Court, a private road. Updated roof, 4 wood burning fireplaces, 4 gas CAC zones, and a Generac natural gas Generator, gas stove, and 3-Phase Electric Service. Don’t miss this rare find to renovate according to your specific needs.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Leatherman Homes  kevin@leathermanhomes.com
  • Welcome home to this beautiful 5 bedroom, 4 bath, colonial style home boasting over 4, 000 square feet of living space on a private cul-de-sac. Enjoy your open eat-in kitchen w/ a large island, granite countertops, convection oven, gas cooking, and stainless steel appliances, a formal dining room space, a large den with a wood burning fire place, plus a huge 2nd living room with vaulted ceilings, a separate main floor laundry room, plus an office/large main floor guest bedroom. Upstairs you can relax and unwind in your large primary bedroom suite with 2 walk-in closets, a private bathroom and a soaking tub, plus 3 more generously sized bedrooms and full sized, pull down, attic storage to complete the top floor. Downstairs, enjoy a full finished basement with egress window, and attached 2 car garage. This home is powered by solar panels, has a home security system, and central vacuum, Your outdoor space includes a large in-ground pool, custom built patio, a beautiful garden and is surrounded on all sides by upscale landscaping with a built in irrigation system. Just shy of half an acre in award winning Hauppauge school district.
    $1,300,000
    View details
    ML# :899610   Welcome home to this beautiful 5 bedroom, 4 bath, colonial style home boasting over 4, 000 square feet of living space on a private cul-de-sac. Enjoy your open eat-in kitchen w/ a large island, granite countertops, convection oven, gas cooking, and stainless steel appliances, a formal dining room space, a large den with a wood burning fire place, plus a huge 2nd living room with vaulted ceilings, a separate main floor laundry room, plus an office/large main floor guest bedroom. Upstairs you can relax and unwind in your large primary bedroom suite with 2 walk-in closets, a private bathroom and a soaking tub, plus 3 more generously sized bedrooms and full sized, pull down, attic storage to complete the top floor. Downstairs, enjoy a full finished basement with egress window, and attached 2 car garage. This home is powered by solar panels, has a home security system, and central vacuum, Your outdoor space includes a large in-ground pool, custom built patio, a beautiful garden and is surrounded on all sides by upscale landscaping with a built in irrigation system. Just shy of half an acre in award winning Hauppauge school district.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Realty Assoc USA  516-775-5225
  • Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, perfectly located mid-block in a quiet and desirable development. With over 2, 900 square feet of living space and thoughtfully designed outdoor areas, this home offers the ideal balance of luxury and comfort.The main level features a bright living room, formal dining room, and a sunken family room with a cozy gas fireplace. The chef’s kitchen is a dream, complete with wall oven, 6-burner cooktop, center island with seating, butlers pantry and space for casual dining. Glass sliders lead to a large deck and patio —perfect for entertaining...Upstairs, the spacious primary suite offers and ensuite with a soaking tub and a separate closet, walk in closet with ample storage. Three additional bedrooms and a full bath complete the second level.The finished portion of the basement provides excellent space for a family room, home gym, playroom, or office, while the large unfinished area offers tons of storage or future customization. The attached two-car garage adds convenience, especially on rainy days.Additional features include central air, gas heat and cooking, central vacuum, whole house water filtration system, alarm system, skylights, in-ground sprinklers.Enjoy access to the community pool and tennis/pickleball courts, all located in the highly rated Half Hollow Hills School District. HOA fee is $170/month and includes use of common areas.This home truly has it all—space, style, location, and modern amenities. Don’t miss this opportunity! Please call to schedule your private showing today!
    $1,300,000
    View details
    ML# :893539   Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, perfectly located mid-block in a quiet and desirable development. With over 2, 900 square feet of living space and thoughtfully designed outdoor areas, this home offers the ideal balance of luxury and comfort.The main level features a bright living room, formal dining room, and a sunken family room with a cozy gas fireplace. The chef’s kitchen is a dream, complete with wall oven, 6-burner cooktop, center island with seating, butlers pantry and space for casual dining. Glass sliders lead to a large deck and patio —perfect for entertaining...Upstairs, the spacious primary suite offers and ensuite with a soaking tub and a separate closet, walk in closet with ample storage. Three additional bedrooms and a full bath complete the second level.The finished portion of the basement provides excellent space for a family room, home gym, playroom, or office, while the large unfinished area offers tons of storage or future customization. The attached two-car garage adds convenience, especially on rainy days.Additional features include central air, gas heat and cooking, central vacuum, whole house water filtration system, alarm system, skylights, in-ground sprinklers.Enjoy access to the community pool and tennis/pickleball courts, all located in the highly rated Half Hollow Hills School District. HOA fee is $170/month and includes use of common areas.This home truly has it all—space, style, location, and modern amenities. Don’t miss this opportunity! Please call to schedule your private showing today!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  631-219-5705
  • A Creative Sanctuary in the Heart of Greenport.Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable.Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the Town of Southold — a rare buffer that offers both tranquility and an enduring sense of privacy.It’s less than a 15-minute stroll to 67 Steps Beach on the Long Island Sound and the vibrant heart of the village — including shops, galleries, restaurants, the North Fork Arts Center / movie theater, and the Greenport LIRR. Just a short bike ride away are Norman Klipp Park/Gull Pond Beach, 5th Street Beach, and the waterfront Kontokosta Winery. You’ll also find several nearby noteworthy wineries and farm stands that define the North Fork lifestyle.Inside, the home features three spacious bedrooms and two recently-updated full bathrooms, along with a wood-burning fireplace and original 1956 details that exude character. A separate 400 sq ft studio/office with vaulted ceilings, skylight, and radiant heated floors offers the ideal space for creative work, yoga, or lounging.Out back, the private garden and gravel patio were designed by Manscapers NY and feel like an outdoor room — complete with lounge chairs, shaded dining under mature trees, string lights, and layers of thoughtfully placed perennials, ferns, and herbs. It’s the perfect spot to gather with friends, grill, or unwind and watch the sunset.Whether year-round or as a weekend retreat, this is a home that invites creativity, connection, and calm — all just minutes from Greenport Village and the sea.
    $1,300,000
    View details
    ML# :892479   A Creative Sanctuary in the Heart of Greenport.Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable.Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the Town of Southold — a rare buffer that offers both tranquility and an enduring sense of privacy.It’s less than a 15-minute stroll to 67 Steps Beach on the Long Island Sound and the vibrant heart of the village — including shops, galleries, restaurants, the North Fork Arts Center / movie theater, and the Greenport LIRR. Just a short bike ride away are Norman Klipp Park/Gull Pond Beach, 5th Street Beach, and the waterfront Kontokosta Winery. You’ll also find several nearby noteworthy wineries and farm stands that define the North Fork lifestyle.Inside, the home features three spacious bedrooms and two recently-updated full bathrooms, along with a wood-burning fireplace and original 1956 details that exude character. A separate 400 sq ft studio/office with vaulted ceilings, skylight, and radiant heated floors offers the ideal space for creative work, yoga, or lounging.Out back, the private garden and gravel patio were designed by Manscapers NY and feel like an outdoor room — complete with lounge chairs, shaded dining under mature trees, string lights, and layers of thoughtfully placed perennials, ferns, and herbs. It’s the perfect spot to gather with friends, grill, or unwind and watch the sunset.Whether year-round or as a weekend retreat, this is a home that invites creativity, connection, and calm — all just minutes from Greenport Village and the sea.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-298-4130
  • LI Gold Coast Comes to Ronkonkoma. This Sprawling expanded Cape with legal accessory apartment includes 6 bedrooms including 2 bedroom suites + a bonus room, sunken living room, gourmet kitchen, 5 sky lights. Sun Drenched rooms, with sliders opening to multi teared decking, from the sun room and kitchen, leading to private landscaped backyard, and side yards, koi pond, and 4 storage sheds. Geothermal and oil heating, central air, 2 wood burning stoves (inset in fireplaces) Central AC. Will dazzle any home buyer fortunate enough to land this beauty. Near shopping, transportation and Lake Ronkonkoma. There is too much to mention in the beautiful home and a must see.
    $1,300,000
    View details
    ML# :861926   LI Gold Coast Comes to Ronkonkoma. This Sprawling expanded Cape with legal accessory apartment includes 6 bedrooms including 2 bedroom suites + a bonus room, sunken living room, gourmet kitchen, 5 sky lights. Sun Drenched rooms, with sliders opening to multi teared decking, from the sun room and kitchen, leading to private landscaped backyard, and side yards, koi pond, and 4 storage sheds. Geothermal and oil heating, central air, 2 wood burning stoves (inset in fireplaces) Central AC. Will dazzle any home buyer fortunate enough to land this beauty. Near shopping, transportation and Lake Ronkonkoma. There is too much to mention in the beautiful home and a must see.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Cornerstone Properties of LI  631-573-6394
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