Southold Homes with Pools

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    Showing 1 - 10 of 21 results| view:  results per page« 1|2|3 »
    • 8200 Soundview Avenue Southold, NY 11971
      $4,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3590047
      Contemporary Home with Heated Pool, Less then a 1/2 Mile from a Gorgeous Long Island Sound Beach. Come Enjoy the Great North Fork. The Perfect Getaway Does Exist! With 3 Bedrooms and 2 Full Baths, Close Proximity to the Beach, a Pool Integrated into the Deck, and a Separate Rooftop Deck, This Property Offers an Ideal Mix of Relaxation and Style. The Spacious Gourmet Kitchen (Sub-Zero Fridge, Meile Oven, Wolf Gas Range) and Multiple Living Areas Make it Great for Both Quiet Retreats and Entertaining Guests. The North Fork is Known for its Beautiful Landscapes, Beaches, Wineries, and Local Charm, So This Home is in a Prime Spot to Enjoy All it Has to Offer! Off Season $4, 000 Per Month; Year Round $4, 200 Per Month, Memorial Day to Labor Day $32, 000; June $8, 000; July $12, 000, August to Labor Day $15, 000; $3, 000 Weekly with 2 Week Minimum. Permit #1217.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 215 Colony Rd Southold, NY 11971
      $3,600,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4240.00:#
      Single Family For Sale ML# 3582528
      Down a graceful country road, on the North Fork of Long Island your dream retreat awaits. Spanning 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 is an exceptional chef’s kitchen with a Wolf range, butler’s pantry and plenty of space to entertain guests, or snuggle up by the stone fireplace and your 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 market often in Southold. Make your dreams come true - let this be you!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2515 Sound Drive Southold, NY 11944
      $1,695,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2290.00:#
      Single Family For Sale ML# 3579596
      This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named Winged Weekend Flight, a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach complement your experience. For cooler days, unwind by the fireplace after your evening beach stroll. Make this your refuge from everyday life!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1405 Terry Lane Southold, NY 11957
      $3,395,000
      $3,295,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Sale PRICE REDUCED ML# 3577749
      Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 12 x 30in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that leads to a spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns have manicured landscaping and plantings, providing privacy, incredible sunsets and a serene environment.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1820 Kenneys Rd Southold, NY 11971
      $1,985,000
      6 Bedrooms 4 Full Baths Sq. Ft. 4000.00:#
      Single Family For Sale ML# 3577500
      Located just a stone’s throw away from Kenney’s Beach, this 6 bedroom, 4 bath stately brick beauty was built in 2007 and sits on 2+ bucolic acres. This home is adorned with luxurious features including radiant heat throughout the kitchen and foyer, designer appliances, custom cabinetry and a lovely balcony located off of one of the bedrooms. There is a grand two-story entry, a spacious eat-in kitchen adjacent to the great room with a cozy wood-burning fireplace, plus a first floor bedroom. The paved rear yard, stone fire pit and new inground pool with built in sitting area and table are to name just a few attributes of this incredible home. Come and make it your own!
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 9390 N Bayview Rd Southold, NY 11971
      $1,850,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3700.00:#
      Single Family For Sale ML# 3576752
      Spanning 3.82 acres, this generous home seamlessly blends luxury with comfort. The formal entry opens to an oversized great room, where a soaring ceiling and a striking stone fireplace are complemented by a wet bar-perfect for entertaining. The kitchen, updated in 2023 with sleek stainless-steel appliances, counters, and backsplash, is a chef’s dream. Two well-sized bedrooms share a large full bath on the main floor, offering flexibility and convenience. Ascend to the second floor to discover a sprawling 1, 300 sq. ft. master suite, complete with walk-in closets, an office, and a luxurious master bath. Designed for an indoor-outdoor living experience, this home features a screened room leading to over 750 sq. ft. of IPE decking. The outdoor space is a true retreat, featuring a heated inground pool with a striking stone surround ideal for lounging and dining, all beautifully fenced and surrounded by meticulous landscaping. All systems in the home are regularly maintained, providing peace of mind. Additional highlights include radiant heated tile floors, ensuring year-round comfort and reliability.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 825 Munn Lane Southold, NY 11957
      $2,800,000
      6 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3573568
      Orient, The Hill. Perched high on a hill above the Long Island Sound, is this exceptional offering in the coveted The Hill historic estate enclave. Authentic, classic, grand. Architectural details include 5 fireplaces, 16/1 windows, front entry door with sidelight panes. Beautiful landscape, hardscape, paths and plantings adorn this rolling 1.3 acre property. Swimming pool. 6 bedrooms 4.5 baths. Generous size rooms and waterside screened porch. Stunning sunsets. Owned by the same family for 65 years. The next one could be yours. A truly special Orient property. The possibilities are endless. Set above the stretch where the Sound meets the Bay, it doesn’t get any more North Fork than this!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1365 Plum Island Lane Southold, NY 11957
      $995,000
      $975,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale PRICE REDUCED ML# 3570792
      Charming and inviting property in the Orient By The Sea beach community. Desirable half-acre corner lot property. Three bedroom, one and a half bath Colonial with two car garage. This home boasts a welcoming living room with a wood-burning fireplace, adjacent to a cozy sitting room with a wood-burning stove. Large eat-in kitchen with barstool countertop. The dining area has sliding glass doors that lead to a backyard oasis, which includes an awning-covered deck, a 20x40 in-ground saltwater pool with patio surround, and an outdoor shower. Also full basement with tons of potential! The private community beach is a short distance from the home! Located close to the Cross Sound Ferry, Orient State Park, and 10 mins to the heart of Greenport Village. Nature and serenity abound with nearby hiking trails, glorious beaches, and breathtaking sunsets.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1350 Hortons Lane Southold, NY 11971
      $2,995,000
      8 Bedrooms 7 Full Baths Sq. Ft. 5600.00:#
      Single Family For Sale ML# 3569381
      Best of Both Worlds - Enjoy The Seclusion Of This 2 Acre Parcel, Yet Close To Town, Shopping, Beaches & Vineyards. Photos Shown Are From Identical House Recently Completed In Southold. Easy To Preview!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 580 Basin Rd Southold, NY 11971
      $5,350,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 5080.00:# Square Feet
      Single Family For Sale ML# 3563000
      Southold, Paradise Point Bayfront. Private peninsula in Paradise Point Community. Water on 3 sides with sweeping, open views across Southold Bay to Shelter Island and beyond. This unique waterfront setting includes 994 feet of shoreline and a deep-water dock in a protected boat basin. Approach this 5, 100 sq. ft. home from the circular drive. Beautiful plantings frame the entry. Step into the grand entry foyer of this 2 story, 4 bedroom, 3.5 bath Nantucket style residence, with views through the foyer and house onto the open bay. A dramatic and exquisite first impression. High ceilings, huge gracious rooms. An open first floor design, living room with wood burning fireplace. Expansive windows, glass doors and transoms allow flow to the large outside wrap around waterside porch. Incredible light, and extraordinary sunset views. Oak floors throughout. First floor sitting room with gas fireplace and an office/den alcove. Huge chef’s kitchen, with stainless appliances and granite counters, overlooking the bay and pool. Space for casual dining in kitchen, and a formal dining room overlooking the boat basin. Laundry room, one bayside en-suite primary bedroom, and an additional half bath complete the first floor. Second floor primary en-suite bedroom and sitting room with magnificent views over the pool and open bay. 2 additional large bedrooms with water views and additional full bath. The open second floor landing boasts sweeping water views. Elevator accessed by 3 floors, generator, spacious walkout basement waiting for your imagination with endless possibilities. Waterside heated pool and 2 car garage. 1.8 acres. Specimen plantings. Beautiful shoreline landscaping. If you are looking for an exceptional home and property, this is it.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 21 results| view:  results per page« 1|2|3 »
    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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