Fair Housing Notice Standard Operating Procedure
631.765.5333

Southold Homes with Pools

    to
     
     
     
    Search Search
    » Property Criteria
    » Features
    •  
    » Display Tools
    Search

    95  properties match your search;

    95 with Multiple photos ;  21 with Virtual Tour ;  4 with Videos

    Save Search
    Showing 81 - 90 of 95 results| view:  results per page« first|...|6|7|8|9|10 »
    • Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for. Permit # 0940 58
      2600 Oregon Rd Southold, NY 11952
      $15,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3494263
      Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for. Permit # 0940
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This is your opportunity to watch your home be built from beginning to end. This 4 bedroom 3.5 bath has an en-suite bedroom/bath on the first floor and the second. Hardi-plank siding, Anderson windows, architectural roof shingles, hardwood floors throughout, quartz and or granite counters, and custom tile. Greenport is a quaint pedestrian friendly village filled with activities and opportunities like a deep-water marina, fishing excursions, Shelter Island Ferry, restaurants, shopping, movie theatre, Mitchell Park, carousel, galleries, golf course, and sound & bay beaches. Build your dream home in this beautiful beach community. Taxes represent land only. 32
      880 Kerwin Boulevard Southold, NY 11944
      $1,450,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3494242
      This is your opportunity to watch your home be built from beginning to end. This 4 bedroom 3.5 bath has an en-suite bedroom/bath on the first floor and the second. Hardi-plank siding, Anderson windows, architectural roof shingles, hardwood floors throughout, quartz and or granite counters, and custom tile. Greenport is a quaint pedestrian friendly village filled with activities and opportunities like a deep-water marina, fishing excursions, Shelter Island Ferry, restaurants, shopping, movie theatre, Mitchell Park, carousel, galleries, golf course, and sound & bay beaches. Build your dream home in this beautiful beach community. Taxes represent land only.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-6822
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork! 49
      3400 Youngs Avenue Southold, NY 11971
      $7,500
      4 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3489027
      Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This Bay front estate is absolutely spectacular! Over 1.5 acres, 132 feet of sugar sand beach and endless, incredible views. An eat-in-kitchen that overlooks your pool, pool house and private beach with Viking appliances and full wine fridge, living room with a gas fireplace, den/flexible space and a laundry room. 3 BR, 3.5BA including a primary suite with a bayside balcony, fireplace, spa-like bathroom with radiant heated floors, double water closets, gym and walk-in closet. Outside you have a pool house with living space and half bath, 20 x 40 heated waterside pool, driving range & putting green, outdoor shower, beach and Bay access from your backyard, and a whole house generator. Steps from Strong’s Marina and near all the North Fork has to offer... This is a must see! 21
      2503 Camp Mineola Ext Southold, NY 11952
      $4,950,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3460.00:#
      Single Family For Sale ML# 3484887
      This Bay front estate is absolutely spectacular! Over 1.5 acres, 132 feet of sugar sand beach and endless, incredible views. An eat-in-kitchen that overlooks your pool, pool house and private beach with Viking appliances and full wine fridge, living room with a gas fireplace, den/flexible space and a laundry room. 3 BR, 3.5BA including a primary suite with a bayside balcony, fireplace, spa-like bathroom with radiant heated floors, double water closets, gym and walk-in closet. Outside you have a pool house with living space and half bath, 20 x 40 heated waterside pool, driving range & putting green, outdoor shower, beach and Bay access from your backyard, and a whole house generator. Steps from Strong’s Marina and near all the North Fork has to offer... This is a must see!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval. 31
      3655 Pequash Avenue Southold, NY 11935
      $30,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:#
      Single Family For Sale ML# 3477027
      New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval.
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum. 35
      650 Pine Avenue Southold, NY 11971
      $50,000
      8 Bedrooms 7 Full Baths Sq. Ft. 5400.00:#
      Single Family For Sale ML# 3466368
      Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812 12
      2420 Plum Island Lane Southold, NY 11957
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1600.00:#
      Single Family For Sale ML# 3455258
      Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Find peace at this classic country charmer! Perfectly nestled amongst protected land, you’re set for a peaceful vacation! 4 Bedrooms, 2.5 bathrooms, heated in-ground pool, a wonderful wraparound porch with plenty of reading nooks. Close to fantastic beaches and all Mattituck has to offer. Strong’s water club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, gourmet food stores, wineries, tasting rooms and shopping. Make this your summer retreat! Permit # 0616 32
      3965 Grand Ave Southold, NY 11952
      $13,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Sale ML# 3433826
      Find peace at this classic country charmer! Perfectly nestled amongst protected land, you’re set for a peaceful vacation! 4 Bedrooms, 2.5 bathrooms, heated in-ground pool, a wonderful wraparound porch with plenty of reading nooks. Close to fantastic beaches and all Mattituck has to offer. Strong’s water club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, gourmet food stores, wineries, tasting rooms and shopping. Make this your summer retreat! Permit # 0616
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit 681 .Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. Make Memories In This Wonderful Summer Rental! 26
      215 Northfield Lane Southold, NY 11971
      $14,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2300.00:#
      Single Family For Sale ML# 3386926
      Permit 681 .Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. Make Memories In This Wonderful Summer Rental!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000. August: $40, 000. Two week minimum. Permit# 0501. 23
      935 Southern Cross Rd Southold, NY 11935
      $22,500
      4 Bedrooms 4 Full Baths
      Single Family For Sale ML# 3371622
      Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000. August: $40, 000. Two week minimum. Permit# 0501.
      Presented By: Daniel Gale Sothebys Int’l  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 81 - 90 of 95 results| view:  results per page« first|...|6|7|8|9|10 »
    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

    Questions? Just Ask!

     Submit
    Office: 52875 Main Road, Southold NY 11971
    631.765.5333     powered by eRealty Media | Admin