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    • Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story. 13
      11535 N Bayview Rd Southold, NY 11971
      $4,300,000
      Unimproved Land For Sale ML# 3514107
      Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Calling ALL Investors! NEWLY-BUILT, MIXED-USE COMPLEX!, Ground Floor Opportunity featuring State of the Art Laundromat! THIS INVESTMENT IS TURN KEY! Upper Floor, 6 HIGH-END RESIDENTIAL Apartments, with PRIVATE ELEVATOR and their own Separate Utilities. Retail Space with separate entrance located in a Proven High Traffic Area! Ample parking for all, Plus Town parking on adjoining property. Fantastic Opportunity here! 35
      406 Osborne Avenue Riverhead, NY 11901
      $4,290,000
      Mixed Use Commercial ML# 3531193
      Calling ALL Investors! NEWLY-BUILT, MIXED-USE COMPLEX!, Ground Floor Opportunity featuring State of the Art Laundromat! THIS INVESTMENT IS TURN KEY! Upper Floor, 6 HIGH-END RESIDENTIAL Apartments, with PRIVATE ELEVATOR and their own Separate Utilities. Retail Space with separate entrance located in a Proven High Traffic Area! Ample parking for all, Plus Town parking on adjoining property. Fantastic Opportunity here!
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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 NEW 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) 765 5333, or  Email: Beninati Associates Real Estate
    • **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch with its own wood-burning fireplace, ideal for seamless indoor-outdoor entertaining.The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use. Outdoors, enjoy a 20x40 heated saltwater gunite pool with a waterfall jacuzzi, surrounded by a 1, 500 square foot bluestone patio, an outdoor fire pit, and a pergola. This property also features a lush lawn, a basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home. 36
      200 Deer Run Southold, NY 11971
      $3,950,000
      5 Bedrooms 5 Full Baths 4 Half Baths Sq. Ft. 6000.00:# Square Feet
      Single Family For Sale ML# 3544128
      **Luxurious Coastal Retreat in Southold’s Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6, 000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch with its own wood-burning fireplace, ideal for seamless indoor-outdoor entertaining.The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use. Outdoors, enjoy a 20x40 heated saltwater gunite pool with a waterfall jacuzzi, surrounded by a 1, 500 square foot bluestone patio, an outdoor fire pit, and a pergola. This property also features a lush lawn, a basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Experience Summer Camp Bliss at 2335 & 2480 Minnehaha Blvd, Southold Step into a world of endless summer fun at this quintessential summer camp property, perfectly sited on two lots with expansive bayfront views featuring picturesque sandbars and a pristine beachy landscape. This Nantucket-style cedar shake home, with its charming Dutch doors and expansive decks, invites you to soak in the refreshing sea breeze and panoramic vistas of the creek, bay, and the impressive yacht docked right at your doorstep. The open floor plan seamlessly connects the gourmet kitchen to a cozy living room equipped with a built-in wet bar, where you can enjoy your favorite drinks while gazing through the picture window at the serene waters. Originally designed as a main floor master suite, the home’s addition now serves as a state-of-the-art golf simulator room, adding a playful twist to luxury living. Embrace your love for the water with riparian rights and a private dredging permit valid for ten years, ensuring your dock remains in prime condition for your 66’ yacht. A waterside storage shed keeps all your water toys, from paddleboards to kayaks, within easy reach, making spontaneous adventures a breeze. The current black lab resident epitomizes the joy of this property, eagerly chasing after paddleboards and kayaks, and even racing across a nearby island to lead the way back into the water. It’s a true testament to the playful spirit that defines this unique home. For those moments when you seek tranquility, multiple decks, patios, and a private man-made beach on Corey Creek offer serene spots to unwind. Alternatively, the natural beach of the Laughing Waters homeowners association on Hogs Neck Bay provides an idyllic setting for relaxation, where the sounds of the residents laughing epitomize the joyous community spirit. This property is not just a home; it’s a lifestyle, where every day feels like summer camp. Perfect for those who cherish waterfront living, active recreation, and the simple joys of nature, 2335 & 2480 Minnehaha Blvd is a dream come true for both humans and their furry friends. Don’t miss the chance to make this enchanting retreat your own and create memories that will last a lifetime. 32
      2335&2480 Minnehaha Boulevard Southold, NY 11971
      $3,856,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2800.00:# Square Feet
      Single Family For Sale ML# 3554740
      Experience Summer Camp Bliss at 2335 & 2480 Minnehaha Blvd, Southold Step into a world of endless summer fun at this quintessential summer camp property, perfectly sited on two lots with expansive bayfront views featuring picturesque sandbars and a pristine beachy landscape. This Nantucket-style cedar shake home, with its charming Dutch doors and expansive decks, invites you to soak in the refreshing sea breeze and panoramic vistas of the creek, bay, and the impressive yacht docked right at your doorstep. The open floor plan seamlessly connects the gourmet kitchen to a cozy living room equipped with a built-in wet bar, where you can enjoy your favorite drinks while gazing through the picture window at the serene waters. Originally designed as a main floor master suite, the home’s addition now serves as a state-of-the-art golf simulator room, adding a playful twist to luxury living. Embrace your love for the water with riparian rights and a private dredging permit valid for ten years, ensuring your dock remains in prime condition for your 66’ yacht. A waterside storage shed keeps all your water toys, from paddleboards to kayaks, within easy reach, making spontaneous adventures a breeze. The current black lab resident epitomizes the joy of this property, eagerly chasing after paddleboards and kayaks, and even racing across a nearby island to lead the way back into the water. It’s a true testament to the playful spirit that defines this unique home. For those moments when you seek tranquility, multiple decks, patios, and a private man-made beach on Corey Creek offer serene spots to unwind. Alternatively, the natural beach of the Laughing Waters homeowners association on Hogs Neck Bay provides an idyllic setting for relaxation, where the sounds of the residents laughing epitomize the joyous community spirit. This property is not just a home; it’s a lifestyle, where every day feels like summer camp. Perfect for those who cherish waterfront living, active recreation, and the simple joys of nature, 2335 & 2480 Minnehaha Blvd is a dream come true for both humans and their furry friends. Don’t miss the chance to make this enchanting retreat your own and create memories that will last a lifetime.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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. 33
      465 Ripple Water Lane Southold, NY 11971
      $3,799,999
      4 Bedrooms 5 Full Baths 1 Half Bath
      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.
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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. 23
      1394 Main Rd Jamesport, NY 11947
      $3,799,000
      Unimproved Land For Sale NEW 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) 765 5333, or  Email: Beninati Associates Real Estate
    • Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted Shellfisher Preserve association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70’ long deep-water stationary dock in a private marina. Huge, detached 1, 800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650’ long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced. 30
      Southold, NY 11971
      $3,895,000
      $3,775,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale PRICE REDUCED ML# 3546951
      Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted Shellfisher Preserve association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70’ long deep-water stationary dock in a private marina. Huge, detached 1, 800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650’ long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Located on bucolic Oregon 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 bucolic Oregon 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) 765 5333, or  Email: Beninati Associates Real Estate
    • Down a graceful country road, on the North Fork of Long Island your dream home awaits. Sprawling over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls should you choose or for use as an art barn! Plenty of room for tennis. Inside this magical home is an exceptional chef’s kitchen with a Wolf range, butler’s pantry and plenty of entertaining space - including a generous fireplace and a 3 season porch. There are two wings - one which has 3 ensuite bedrooms, including the primary suite. The other has a full kitchen, two bedrooms and 1 bathroom. This home also features a wine cellar and walkout basement. A property of this caliber does not come to the market often on the North Fork of Long Island. Let’s make your dreams come true - this could be you!! 36
      215 Colony Rd Southold, NY 11971
      $3,600,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4240.00:# Square Feet
      Single Family For Sale ML# 3471355
      Down a graceful country road, on the North Fork of Long Island your dream home awaits. Sprawling over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading out to the Peconic Bay. There is a 20 x 40 gunite pool, a barn with horse stalls should you choose or for use as an art barn! Plenty of room for tennis. Inside this magical home is an exceptional chef’s kitchen with a Wolf range, butler’s pantry and plenty of entertaining space - including a generous fireplace and a 3 season porch. There are two wings - one which has 3 ensuite bedrooms, including the primary suite. The other has a full kitchen, two bedrooms and 1 bathroom. This home also features a wine cellar and walkout basement. A property of this caliber does not come to the market often on the North Fork of Long Island. Let’s make your dreams come true - this could be you!!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
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    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.
    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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    Office: 52875 Main Road, Southold NY 11971
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