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Southold Homes for Sale

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    Showing 41 - 49 of 49 results| view:  results per page« 1|2|3|4|5 »
    • Home Sweet Home! Discover the Comfort of One-Floor Living in this Neat and Tidy Well-Maintained Home. With a New Roof and a Lovely Yard, this Home is as Functional as it is Inviting. Ideally Situated near Shops, Restaurants, and Transportation, You Are Just Moments Away from All the Places You Want to Be. With Three Bedrooms, This Home is Ideal for Convenient and Comfortable Living. 21
      Southold, NY 11944
      $729,000
      3 Bedrooms 1 Full Bath Sq. Ft. 960.00:#
      Single Family For Sale ML# 3548515
      Home Sweet Home! Discover the Comfort of One-Floor Living in this Neat and Tidy Well-Maintained Home. With a New Roof and a Lovely Yard, this Home is as Functional as it is Inviting. Ideally Situated near Shops, Restaurants, and Transportation, You Are Just Moments Away from All the Places You Want to Be. With Three Bedrooms, This Home is Ideal for Convenient and Comfortable Living.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Charming Farmhouse with Modern Updates and Prime Location. Perched on a hill at the corner of Route 48 and Marys Road, this charming 1, 350 sq ft farmhouse blends timeless character with thoughtful modern updates. Renovated in the early 2000s, the home boasts new electric, two-zone heating, a home security system, and an upgraded septic system, providing both comfort and convenience. The versatile home/office layout offers plenty of space and charm. Step through the tree-covered front entryway into a generous living room or through the back entrance into the foyer/mudroom. The ground floor includes two inviting bedrooms/private offices, one of which has a working brick fireplace. An enclosed porch, powder room, and a full unfinished basement provides extra storage and endless future possibilities. Upstairs, the second-floor retreat shines with a vaulted cathedral ceiling and ambient cove lighting, creating a warm and inviting atmosphere. With its large open living space, a kitchenette, a bedroom, and a full bath, this is a perfect space for guests or additional living quarters. Outside, the back deck is the ideal spot to unwind, dine alfresco, and watch the sunset. Nestled in a prime location, you can easily walk to Mattituck High School, the charming shops and eateries on Love Lane, the local library, as well as the LIRR and Hampton Jitney for seamless travel. With its mix of privacy, modern features, and proximity to everything Mattituck has to offer, this farmhouse is a true gem for those seeking charm and convenience. Zoned RO - Residential Office. 27
      Southold, NY 11952
      $725,000
      $699,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1350.00:#
      Single Family For Sale PRICE REDUCED ML# 3578461
      Charming Farmhouse with Modern Updates and Prime Location. Perched on a hill at the corner of Route 48 and Marys Road, this charming 1, 350 sq ft farmhouse blends timeless character with thoughtful modern updates. Renovated in the early 2000s, the home boasts new electric, two-zone heating, a home security system, and an upgraded septic system, providing both comfort and convenience. The versatile home/office layout offers plenty of space and charm. Step through the tree-covered front entryway into a generous living room or through the back entrance into the foyer/mudroom. The ground floor includes two inviting bedrooms/private offices, one of which has a working brick fireplace. An enclosed porch, powder room, and a full unfinished basement provides extra storage and endless future possibilities. Upstairs, the second-floor retreat shines with a vaulted cathedral ceiling and ambient cove lighting, creating a warm and inviting atmosphere. With its large open living space, a kitchenette, a bedroom, and a full bath, this is a perfect space for guests or additional living quarters. Outside, the back deck is the ideal spot to unwind, dine alfresco, and watch the sunset. Nestled in a prime location, you can easily walk to Mattituck High School, the charming shops and eateries on Love Lane, the local library, as well as the LIRR and Hampton Jitney for seamless travel. With its mix of privacy, modern features, and proximity to everything Mattituck has to offer, this farmhouse is a true gem for those seeking charm and convenience. Zoned RO - Residential Office.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 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
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play. 31
      Southold, NY 11971
      $20,500
      4 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3467464
      Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.
      Presented By: Signature Premier Properties  631-765-6000
      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
    • 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. 36
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 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. 60
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 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
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Beautifully Renovated in 2023. 3 Bedrooms/2 Bathroom. One Floor Living with Deck and Nice Yard. Fully Furnished. Available January 2025 to April 2025. THIS IS NOT A YEAR ROUND RENTAL. 27
      Southold, NY 11939
      $3,950
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3585180
      Beautifully Renovated in 2023. 3 Bedrooms/2 Bathroom. One Floor Living with Deck and Nice Yard. Fully Furnished. Available January 2025 to April 2025. THIS IS NOT A YEAR ROUND RENTAL.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 41 - 49 of 49 results| view:  results per page« 1|2|3|4|5 »
    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 Andrew Stype Realty Inc are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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    12985 Main Road, P.O. Box 63, Mattituck, NY 11952

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