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Southold Homes for Sale

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    Showing 211 - 220 of 311 results| view:  results per page« first|...|20|21|22|23|...|last »
    • Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes. 66
      Southold, NY 11939
      $19,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3546433
      Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes.
      Presented By: Prime Properties Long Island  631-427-9600
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, North Fork - artful cottage located in Southold by Founder’s Landing Park/Wharf House. Opposite a fabulous bay beach sits this unique, furnished, one bedroom residence. Full kitchen with dishwasher, bright and sunny living room, comfortable bedroom... home is heated by natural gas. Park like property with outside sitting area. Privacy and pet friendly. Enjoy life on the east end in this furnished home ready for you and convenient to area restaurants, wineries, and all the North Fork has to offer. Permit #0107 RATES: MD-LD $19, 000 ; June $3500; July $7, 000’ Aug-LD $8, 000 July/Aug-LD $15, 000 - off season/Fall 2025 available. 26
      Southold, NY 11971
      $19,000
      1 Bedroom 1 Full Bath Sq. Ft. 750.00:#
      Single Family For Sale ML# 3525718
      Southold, North Fork - artful cottage located in Southold by Founder’s Landing Park/Wharf House. Opposite a fabulous bay beach sits this unique, furnished, one bedroom residence. Full kitchen with dishwasher, bright and sunny living room, comfortable bedroom... home is heated by natural gas. Park like property with outside sitting area. Privacy and pet friendly. Enjoy life on the east end in this furnished home ready for you and convenient to area restaurants, wineries, and all the North Fork has to offer. Permit #0107 RATES: MD-LD $19, 000 ; June $3500; July $7, 000’ Aug-LD $8, 000 July/Aug-LD $15, 000 - off season/Fall 2025 available.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26 62
      Southold, NY 11971
      $18,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1200.00:#
      Single Family For Sale ML# 3559692
      Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether you are meandering east towards Horton’s Point Lighthouse or west towards Goldsmith’s Inlet, the journey is as captivating as the destination. The nearby 60-acre nature trail just down the beach invites leisurely exploration, enhancing the natural allure of the area. Perfect for those who cherish peace, privacy, and the unique beauty of coastal living, this home offers promising unforgettable sunsets and a tranquil lifestyle nestled in a coveted private beach community. 67
      Southold, NY 11971
      $18,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1900.00:#
      Single Family For Sale ML# 3552153
      Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether you are meandering east towards Horton’s Point Lighthouse or west towards Goldsmith’s Inlet, the journey is as captivating as the destination. The nearby 60-acre nature trail just down the beach invites leisurely exploration, enhancing the natural allure of the area. Perfect for those who cherish peace, privacy, and the unique beauty of coastal living, this home offers promising unforgettable sunsets and a tranquil lifestyle nestled in a coveted private beach community.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 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 48
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This Beautifully Appointed Seasonal Rental Home is Now Available for September 5 - October 5 of 2024/2025 and July - Labor Day 2025. Close to All in Mattituck. Custom Built for Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Full Baths, a Custom Eat-In Kitchen with All High-End Stainless Appliances with Room for Everyone and Everything! The First Floor and Entry are Fully Handicap Accessible. An Enclosed Patio Area Lends Additional Enjoyment and Cozy Lounge Space with Bar and Outdoor Shower. Built-In BBQ and Outdoor Jacuzzi in Deck. Grand Rear Patio with Firepit with Ample Entertaining Space. Central Vac, Central Air and Hardwood Floors Throughout. Utilities Included (with a Cap), Lawn, Garbage and Jacuzzi Care are Included. All Nestled on a Shy Acre of Private, Lush Property. Close to All We Love on the North Fork! Rental Permit #472. All Prospective Tenants to Complete an Application Via Rentspree. Link to be Provided Upon Inquiry 37
      Southold, NY 11952
      $17,500
      4 Bedrooms 3 Full Baths Sq. Ft. 2500.00:#
      Single Family For Sale ML# 3572497
      This Beautifully Appointed Seasonal Rental Home is Now Available for September 5 - October 5 of 2024/2025 and July - Labor Day 2025. Close to All in Mattituck. Custom Built for Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Full Baths, a Custom Eat-In Kitchen with All High-End Stainless Appliances with Room for Everyone and Everything! The First Floor and Entry are Fully Handicap Accessible. An Enclosed Patio Area Lends Additional Enjoyment and Cozy Lounge Space with Bar and Outdoor Shower. Built-In BBQ and Outdoor Jacuzzi in Deck. Grand Rear Patio with Firepit with Ample Entertaining Space. Central Vac, Central Air and Hardwood Floors Throughout. Utilities Included (with a Cap), Lawn, Garbage and Jacuzzi Care are Included. All Nestled on a Shy Acre of Private, Lush Property. Close to All We Love on the North Fork! Rental Permit #472. All Prospective Tenants to Complete an Application Via Rentspree. Link to be Provided Upon Inquiry
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Waterfront Paradise at Peconic Bay Beach Cottage Stylish beach cottage, with stunning water views overlooking Peconic Bay . Newly renovated with a sophisticated beach vibe, 3 bed and 1 bath with eating and lounge areas overlooking the water. - Sandy dock to launch your kayak, go for a daily swim or meditate at water’s edge - Wood burning fireplace for cool evenings in the late Summer & Fall - Outside shower - Central air /heat on ground floor - Please note there is a lightly used association ’right of way’ to the water to the left of the property. 37
      Southold, NY 11948
      $17,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale ML# 3535687
      Waterfront Paradise at Peconic Bay Beach Cottage Stylish beach cottage, with stunning water views overlooking Peconic Bay . Newly renovated with a sophisticated beach vibe, 3 bed and 1 bath with eating and lounge areas overlooking the water. - Sandy dock to launch your kayak, go for a daily swim or meditate at water’s edge - Wood burning fireplace for cool evenings in the late Summer & Fall - Outside shower - Central air /heat on ground floor - Please note there is a lightly used association ’right of way’ to the water to the left of the property.
      Presented By: Brown Harris Stevens Hamptons  631-725-2250
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This unique home has a style all its own. Stylish & chic, an impeccably restored historic Saltbox. It boasts an updated kitchen and bathrooms that a queen would admire. Enjoy its warm & open floor plan, calming fireplaces in common room/bedroom and kitchen. Walk on original wide floorboards from the 19th century & enjoy the lush decor and comfortable furniture from 20th century. Short distance to Greenport amenities, walking distance to beach. House Incl. Prius/smart car charger. Rental Permit #0722 30
      Southold, NY 11944
      $17,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3528314
      This unique home has a style all its own. Stylish & chic, an impeccably restored historic Saltbox. It boasts an updated kitchen and bathrooms that a queen would admire. Enjoy its warm & open floor plan, calming fireplaces in common room/bedroom and kitchen. Walk on original wide floorboards from the 19th century & enjoy the lush decor and comfortable furniture from 20th century. Short distance to Greenport amenities, walking distance to beach. House Incl. Prius/smart car charger. Rental Permit #0722
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Waterfront ranch on James Creek with dock and large waterfront deck with shade- awning. Outdoor shower. Living room with fireplace and waterviews. Dining room with waterviews. Cozy den with TV. Master bedroom ensuite with waterviews - 3 Bedroom, 2 Bath in all. Walk to deeded bay beach. Close to Mattituck shopping, dining, Hampton Jitney and LI railroad. Work and play here! 28
      Southold, NY 11952
      $16,500
      3 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Sale ML# 3487230
      Waterfront ranch on James Creek with dock and large waterfront deck with shade- awning. Outdoor shower. Living room with fireplace and waterviews. Dining room with waterviews. Cozy den with TV. Master bedroom ensuite with waterviews - 3 Bedroom, 2 Bath in all. Walk to deeded bay beach. Close to Mattituck shopping, dining, Hampton Jitney and LI railroad. Work and play here!
      Presented By: Beninati Associates  631-765-5333
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293. 12
      Southold, NY 11957
      $15,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Sale ML# 3588582
      Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 211 - 220 of 311 results| view:  results per page« first|...|20|21|22|23|...|last »
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    12985 Main Road, P.O. Box 63, Mattituck, NY 11952

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