Southold Homes with Pools

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    Showing 71 - 80 of 95 results| view:  results per page« first|...|6|7|8|9|10 »
    • 505 Saltaire Way Southold, NY 11952
      $18,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Sale ML# 3520289
      This beautiful 4 bed, 2.5 bath home is where you will want to be! Bright and airy, this home features an open plan kitchen with marble countertops and island, a living room with gas fireplace and a dining room. A powder room and the primary en suite complete the first floor. Upstairs are three bedrooms and a hall bath. Enjoy the new Gunite pool and fenced yard. The Saltaire association has a tennis court and, at the end of the street, a community park with steps down to the Long Island Sound. Come and enjoy the sunsets! Additionally, there is a local beach about a 3 minute drive from the house. Take advantage of Love Lane, wineries, restaurants, farm stands and all the North Fork has to offer. This is definitely a special home not to be missed! Rental Permit #0850
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1460 Hillcrest Drive Southold, NY 11957
      $7,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:#
      Single Family For Sale ML# 3519950
      HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 300 Latham Lane Southold, NY 11957
      $20,000
      4 Bedrooms 4 Full Baths Sq. Ft. 3800.00:#
      Single Family For Sale ML# 3519460
      Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2430 Dignans Rd Southold, NY 11935
      $40,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3518964
      Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton’s Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. RP# 0579
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 155 Bridge Street Southold, NY 11944
      $13,500
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2400.00:#
      Single Family For Sale ML# 3518307
      2025 Rates are as follows:May 23-June 27 $25, 000.00 or $5, 000.00/week; June 28-July 31 $30, 000.00; August 1- September 2- $35, 000.00; September and October $4, 000.00/week with a two week minimum: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2840 Stars Rd Southold, NY 11939
      $65,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 7000.00:# Square Feet
      Single Family For Sale ML# 3517814
      Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460’ of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef’s domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You’ll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! Permit #0792
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 380 Private Rd Southold, NY 11971
      $7,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1500.00:#
      Single Family For Sale ML# 3517331
      Southold Town Rental Permit #1016. Cozy Northern White Cedar Log Style Chalet With Heated Saltwater Pool. It is the juxtaposition between the rustic qualities and the elegant essence of this home that makes it so unique! Covered Wrap Around Porch. 2 Car Garage Attached, 1 Detached. Open Floor Plan. Two Spacious Bedrooms, The Primary Is En-Suite. Extra Loft Style Bedroom With Two Single Beds. Two Full Baths. Unique Smoke House. Appointed Details Inside This Home Were Skillfully Created By The Hands Of A Master Craftsman. Tucked Away On An Acre Property With Ample Privacy. The Perfect Home For Those Seeking A Secluded Vacation On The North Fork. Close Proximity To A Private Beach(Cedar Beach), Easy Access To The Water For Kayak Enthusiasts And A Ramp For Launching Small Crafts. Very Close To Goose Creek & Peconic Bay. Be Part Of What The North Fork Has To Offer: Pristine Beaches, Delectable Restaurants, Local Produce & A Burgeoning Wine Country. . May = $4000 per 2 week stay) (June = $5000 per 2 week stay) (July = $7500 per 2 week stay) (August = $10, 000 per 2 week stay) (September = $9000 per 2 weeks) (October Through April = $3500 per 2 week stay)
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, NY 11952
      $24,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:#
      Single Family For Sale ML# 3513356
      Mattituck, North Fork: Sunshine and solace await you in this immaculate and recently renovated vacation home with a brand NEW, heated, saltwater pool (16x34 gunite)! Large open and bright rooms with lots of natural light allow you to relax in comfort and enjoy your time off. Home accommodates a maximum of 6 guests and features first floor bedroom with luxurious bath, open concept dining room/kitchen with terrace access, large living room for rainy day enjoyment. Upstairs are 2 more bedrooms and full bath. Large, level and private lot conveniently located by area vineyards, popular Love Lane and both LI Sound and Bay beaches. Immaculate and awaiting your stay. Flexible dates; pets on individual basis; no smoking. Southold Town Rental Permit #1022.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3045 Rocky Point Rd Southold, NY 11939
      $4,500
      3 Bedrooms 2 Full Baths Sq. Ft. 2025.00:#
      Single Family For Sale ML# 3507694
      3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceilings. Back Deck and Pool to Enjoy the Days of Summer. Several Nearby Beaches Too! Available as Year Round Rental at $4, 500 per Month Starting 10/1/24. Permit #0586.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 25 Moose Trail Southold, NY 11935
      $22,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2600.00:#
      Single Family For Sale ML# 3505394
      Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs’ kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422 , AVAILABLE 2025 Memorial Day thru LD $59, 000, June $12, 000, July $22, 000, August $25, 000.
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 71 - 80 of 95 results| view:  results per page« first|...|6|7|8|9|10 »
    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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