Southold Homes with Pools

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    Showing 1 - 10 of 15 results| view:  results per page« 1|2 »
    • 345 Colonial Rd Southold, NY 11971
      $1,200,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
      Single Family For Sale NEWOPEN HOUSE ML# 3558779
      REYDON HEIGHTS GEM! Expertly finished space for premier living, entertaining and enjoyment - inside and outside! In the summer, enjoy all the fun and activities outdoors in a private, enclosed backyard complete with an oversized, freeform, in-ground pool, hot tub, outdoor kitchen and plenty of chaise lounges and comfy chairs to enjoy the lazy days of summer! Inside the home's modern open flair is interspersed with traditional touches for maximum entertainment, enjoyment and relaxation. Wonderful, open space allows you to move throughout the main level from the living and dining area to the large eat-in kitchen, the den with it's inviting fireplace and built-in, sit-down bar, to a large light and bright sunroom. Everything connects to the private outdoor space, including a full bath, for maximum accessibility. Upstairs there's a large master suite with a soaking tub and shower and a built-in closet to die for! Two good-sized additional bedrooms and a full bath complete the second level. The home is complemented by a lower level with two-car garage and private outdoor parking. Hurry and you may be able to catch some of this summer in your new home! NEW TO THE MARKET.
      Presented By: Beninati Associates  631-765-5333
      Call Today: 631-765-5333, or  Email: Lee Beninati
      Call Today: 631-765-5333, 631-235-8980, or  Email: Marie Beninati
      Upcoming Open House View Location
      06/22/2024 - 06/22/2024 12:00PM - 2:00PM
    • 800 Lighthouse Rd Southold, NY 11971
      $2,450,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale NEW ML# 3556367
      This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty of room for expansion and incredible lush landscape designed with each season in mind and tons of privacy. Southold Park District beach rights, A quarter mile to Horton’s Lighthouse beach, 1 mile to McCabe’s beach and a short stroll to downtown Southold! This is your sunshine on a cloudy day!
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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
    • 2740 Main Bayview Rd Southold, NY 11971
      $1,495,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2100.00:# Square Feet
      Single Family For Sale ML# 3554984
      Incredibly charming North Fork farmhouse offering an idyllic retreat with beautiful open protected field views and luxurious amenities. Nestled amidst serene surroundings and extensive, mature landscaping, this stylishly updated three-bedroom home is bathed in natural light and character, featuring both interior and exterior fireplaces that enhance its chic but cozy ambiance. The living spaces are thoughtfully designed, providing a perfect blend of modern comfort and classic farmhouse charm. Outdoors, the resort-like pool area has an attractive pool house, patio, and gas fire pit. The surrounding views of neighboring vineyards and fields create a picturesque backdrop for relaxation and entertainment. Less than a mile to beaches, farmstands and southold hamlet shops and restaurants.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1415 N Parish Drive Southold, NY 11971
      $4,995,000
      5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 5000.00:# Square Feet
      Single Family For Sale ML# 3554272
      Stunning waterfront modern with sweeping views of the Peconic Bay from every room. The 130’ of bay frontage is complimented by your 70’ dock, waterside gunite pool and five ensuite bedrooms overlooking the water. With soaring ceilings, a chef’s kitchen, wood burning fireplace, and a dedicated teak balcony for each second-floor bedroom, the property blends the luxury vacation experience with the comforts of home.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1750 Mount Beulah Avenue Southold, NY 11971
      $3,395,000
      6 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6250.00:# Square Feet
      Single Family For Sale ML# 3550414
      Introducing one of the North Fork’s most iconic properties, seamlessly blending historical grandeur with contemporary living. Originally constructed circa 1915, this Georgian estate served as additional living quarters for the family of the former 40-acre waterfront Cosden estate. Today, this exceptional residence offers over 6000 square feet of luxurious living space featuring six bedrooms, all ensuite and is situated on a serene acre of land positioned across from a scenic preserve. An entertainer’s dream, the house welcomes guests with a magical courtyard entrance, setting the stage for epic gatherings with family and friends. Inside, soaring ceilings and abundant windows infuse the home with natural light, creating a bright and inviting atmosphere. A large great room features trayed ceilings, herringbone floors and a huge wood-burning fireplace, adding warmth and character to the space. The recently renovated chef’s kitchen is anchored by an oversized center-island with an enormous custom skylight above. A formal dining room with vaulted ceilings awaits holidays and dinner parties. A large playroom serves as a flex media room. The south-wing of the residence features the original stables with a secluded and private office just beyond. Additionally, a large temperature-controlled wine cellar in the basement caters to connoisseurs and collectors alike. Step outside to the park-like backyard, where a heated gunite pool awaits amidst mature specimen trees and ornamental plantings, offering a private retreat. An outdoor shower is designed to take in the beautiful gardens. A timeless East End investment in the heart of the North Fork.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 75 Reydon Drive Southold, NY 11971
      $1,075,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2492.00:# Square Feet
      Single Family For Sale ML# 3544899
      Southold-Reydon Shores-Inviting 3/4 acre landscaped property with specimen plantings is the backdrop for this spacious well-maintained ranch in the sought after waterfront community of Reydon Shores. Easy access to the Association Bay Beach and protected Marina. Plenty of room for family and guests to gather in the large living room with a wood burning fireplace and doors to the outside rear deck. Formal dining room, eat-in kitchen open to living room, and an additional sitting room. Two generous ensuite primary bedrooms. Additional guest bedroom and hall bathroom. Hardwood floors. The heated inground swimming pool catches the sun throughout the day and is surrounded by a paver patio. YOU can have a lot of fun here! A move-in ready North Fork home just waiting for you to enjoy.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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
    • 320 Burgundy Court Southold, NY 11971
      $1,650,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
      Single Family For Sale ML# 3541491
      Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort. With ample bedrooms, there’s plenty of room for everyone to spread out and unwind. Additionally, an extra living space awaits, perfect for a home office or artist studio, allowing you to pursue your passions right from the comfort of home. The proximity to the Long Island Sound means you’re just moments away from enjoying the beach life. Alternatively, if you prefer to stay closer to home, the in-ground pool offers a refreshing oasis right in your backyard, providing the best of both worlds. Don’t miss out on the opportunity to make this exceptional property your own. Schedule a tour today and experience the beauty and tranquility of North Fork living for yourself!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3485 Main Bayview Rd Southold, NY 11971
      $1,999,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4000.00:# Square Feet
      Single Family For Sale ML# 3540334
      Nestled at the top of the picturesque Goose Creek, this extraordinary Southold property offers a truly remarkable waterfront lifestyle. With its breathtaking views, this 4-bedroom, 4-full bath residence promises a haven of serenity and North Fork living at its finest. The centerpiece of the exterior is the expansive wrap-around deck, a true outdoor oasis that encompasses the entire home. With multiple balconies offering panoramic views of the creek and surrounding nature, this is the perfect setting to savor morning coffee, entertain guests, or simply immerse yourself in the soothing sounds of the water. Completing the outdoor sanctuary is a propane -heated In ground pool, inviting you to relax and unwind while enjoying the serene surroundings. Step inside and prepare to be enchanted by the elegance and sophistication that awaits. The dramatic 2-story entry foyer greets you with its soaring ceilings, grand staircase, and an abundance of natural light. Impeccable craftsmanship and meticulous attention to detail are evident throughout the 4000 interior square feet, creating a space that is as luxurious as it is welcoming. The heart of the home is the spacious kitchen, Equipped with radiant heating, custom cabinetry, and stainless steel appliances this kitchen is a blend of style and functionality. Gather with loved ones in the adjacent dining area, where walls of windows offer captivating views of the creek, creating an idyllic backdrop for every meal. The living spaces are thoughtfully designed to provide comfort and relaxation. The living room, featuring a cozy double sided fireplace and large windows, invites you to unwind and soak in the mesmerizing water views. Glass doors seamlessly connect the interior to the wrap-around deck, allowing for effortless indoor-outdoor living and entertaining. The master suite is a private retreat, offering a serene escape from the world. With its own private balcony overlooking the creek, a spa-like en-suite bathroom, and a generous walk-in closet, this master sanctuary exudes luxury and tranquility. Additional highlights of this exceptional residence include an office room on the 1st floor, a finished basement with an outside entrance & a full bathroom, offering versatile space for recreation or entertainment, and a full-sized attic with 8-foot ceilings, providing endless possibilities for expansion and customization to suit your unique needs and vision. Located in the sought-after town of Southold, this waterfront oasis offers the perfect balance of privacy and convenience. With two deeded beaches, you’ll have direct access to the sandy shores, inviting you to explore the beauty of the North Fork coastline. This property also comes equipped with a boating dock for all boat lovers looking to escape & enjoy the breathtaking sunsets the Peconic Bay has to offer. Enjoy the renowned wineries, farm stands, and acclaimed restaurants that grace the area, all within easy reach of your doorstep. Embrace the rich history of the North Fork, while relishing in the recreational opportunities such as boating, fishing, golfing, and more. For added peace of mind, this property features an 18kw backup generator, ensuring uninterrupted power supply during any unforeseen events. Don’t miss the opportunity to own this waterfront paradise. Schedule your private showing today and embark on a new chapter of luxury and tranquility in Southold. Experience the epitome of coastal living, where every day is infused with the beauty of nature and the soothing sounds of Goose Creek. This property is NOT in a Flood Zone and Flood Insurance is not required.
      Presented By: Signature Premier Properties  631-642-2300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 15 results| view:  results per page« 1|2 »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ 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.

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