Southold NY Real Estate & Homes for Sale

Meticulously maintained condo in desirable Founders Village 55+ Community. Features include spacious living room with fireplace and slider to brick patio, dining area, eat-in-kitchen, Primary en-suite bedroom with tiled bath, additional guest bedroom, guest bath, first level laundry, and full basement. Enjoy the community pool and club house, convenient location to Founders Landing Bay beach and park and a short walk to Southold Village, shops, restaurants, library and transportation. An opportunity that will not last.

Meticulously maintained condo in desirable Founders Village 55+ Community. Features include spacious living room with fireplace and slider to brick patio, dining area, eat-in-kitchen, Primary en-suite bedroom with tiled bath, additional guest bedroom, guest bath, first level laundry, and full basement. Enjoy the community pool and club house, convenient location to Founders Landing Bay beach and park and a short walk to Southold Village, shops, restaurants, library and transportation. An opportunity that will not last.

Stylish 4 bed 2.5 bath colonial with heated saltwater in-ground pool in the heart of Southold. Semi-open floor plan opens up to a large patio for exceptional indoor/outdoor living. All the modern amenities with a charming wood-burning fireplace and wood floors throughout. Enjoy your park-like backyard with pool tucked away as its own destination on the sprawling .55 acre property. Very close to downtown Southold, multiple beaches, and farm stands. Located within the Southold Private Park District.

Stylish 4 bed 2.5 bath colonial with heated saltwater in-ground pool in the heart of Southold. Semi-open floor plan opens up to a large patio for exceptional indoor/outdoor living. All the modern amenities with a charming wood-burning fireplace and wood floors throughout. Enjoy your park-like backyard with pool tucked away as its own destination on the sprawling .55 acre property. Very close to downtown Southold, multiple beaches, and farm stands. Located within the Southold Private Park District.

Nestled within a private waterfront/beachfront community, this 3-bedroom, 1.5-bath cottage offers the perfect blend of charm and potential. Just three houses from the beach, this property is ideal for those seeking a tranquil retreat on the North Fork. With a picturesque setting and room for a pool, this home presents an excellent investment opportunity or an ideal first home for those looking to embrace coastal living. Step inside to discover the allure of 2 field stone fireplaces and 2nd floor balcony to relax and unwind. While this cottage may need a little love, its potential is boundless, offering the chance to create a dreamy escape. Whether you're a savvy investor, a first-time homebuyer, or someone yearning for the laid-back lifestyle of the North Fork, this property beckons with its promise of tranquility and endless possibilities

Nestled within a private waterfront/beachfront community, this 3-bedroom, 1.5-bath cottage offers the perfect blend of charm and potential. Just three houses from the beach, this property is ideal for those seeking a tranquil retreat on the North Fork. With a picturesque setting and room for a pool, this home presents an excellent investment opportunity or an ideal first home for those looking to embrace coastal living. Step inside to discover the allure of 2 field stone fireplaces and 2nd floor balcony to relax and unwind. While this cottage may need a little love, its potential is boundless, offering the chance to create a dreamy escape. Whether you're a savvy investor, a first-time homebuyer, or someone yearning for the laid-back lifestyle of the North Fork, this property beckons with its promise of tranquility and endless possibilities

RARE OPPORTUNITY to own with 100ft of Bulkhead on Jockey Creek. Sitting on .5 acre with room for a POOL, this 4 bed and 2 bath has tons of potential waiting to be unlocked, while being fully operational and ready to enjoy Day 1. House has updated FORCED AIR heating system and has CENTRAL AC as well! Large bedrooms/common rooms and kitchen all with high ceilings, and an incredible Full Unfinished basement with 8ft ceilings. A screened in patio off the back of the house overlooks the expansive and grassy backyard ending at your bulkhead and access to Jockey Creek. Start your engines....this will go quick!

RARE OPPORTUNITY to own with 100ft of Bulkhead on Jockey Creek. Sitting on .5 acre with room for a POOL, this 4 bed and 2 bath has tons of potential waiting to be unlocked, while being fully operational and ready to enjoy Day 1. House has updated FORCED AIR heating system and has CENTRAL AC as well! Large bedrooms/common rooms and kitchen all with high ceilings, and an incredible Full Unfinished basement with 8ft ceilings. A screened in patio off the back of the house overlooks the expansive and grassy backyard ending at your bulkhead and access to Jockey Creek. Start your engines....this will go quick!

Welcome to 1305 Cedar Drive. A true gem. Home boasts over 3200 Square Feet of complete luxury. First floor will impress with an open floor plan. Enter into a bright Living Room, Dining Room, Eik and a full chefs kitchen that boasts a 13.5 Foot Kitchen Island w/ beautiful crafted quartz countertops. Large Mud Room w/ .5 Bath, Laundry Room, with access into the large 2 car garage. Tucked away for ultimate privacy is a truly impressive master suite w/ En-Suite Bathroom of stunning marble, luxury Spa tub w/ additional stand up shower. Bonus Walk in Closet or nursery along with an additional private den or office to complete. You won't want to leave this master retreat. Step out onto this gorgeous 624 Square Foot sun drenched deck that has peekaboo views of the water. Wait there is more! Step into the lower level and you will enter into a second large master suite w/ an En-Suite full size Bathroom, 2 additional bright and sunny bedrooms, full size bathroom w/ shower and a large family room w/ a walkout. Complete privacy for the family and or guests. Attention to detail with stunning crafted doors, new hardwood flooring, Anderson windows and Sliding Glass doors of series 400 top of the line. Top Priority with Hardy Board siding and Azek complete the look. Close to shops, Goose Neck Bay ,Cedar Beach.

Welcome to 1305 Cedar Drive. A true gem. Home boasts over 3200 Square Feet of complete luxury. First floor will impress with an open floor plan. Enter into a bright Living Room, Dining Room, Eik and a full chefs kitchen that boasts a 13.5 Foot Kitchen Island w/ beautiful crafted quartz countertops. Large Mud Room w/ .5 Bath, Laundry Room, with access into the large 2 car garage. Tucked away for ultimate privacy is a truly impressive master suite w/ En-Suite Bathroom of stunning marble, luxury Spa tub w/ additional stand up shower. Bonus Walk in Closet or nursery along with an additional private den or office to complete. You won't want to leave this master retreat. Step out onto this gorgeous 624 Square Foot sun drenched deck that has peekaboo views of the water. Wait there is more! Step into the lower level and you will enter into a second large master suite w/ an En-Suite full size Bathroom, 2 additional bright and sunny bedrooms, full size bathroom w/ shower and a large family room w/ a walkout. Complete privacy for the family and or guests. Attention to detail with stunning crafted doors, new hardwood flooring, Anderson windows and Sliding Glass doors of series 400 top of the line. Top Priority with Hardy Board siding and Azek complete the look. Close to shops, Goose Neck Bay ,Cedar Beach.

Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted "Shellfisher Preserve" association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70' long deep-water stationary dock in a private marina. Huge, detached 1,800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650' long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced.

Boat slip in your backyard. This Bayview waterside estate sits on nearly 2.5 acres of secluded property in the coveted "Shellfisher Preserve" association comprised of three spectacular custom homes. Water views and 300 feet from your private deeded bay beach and your own 70' long deep-water stationary dock in a private marina. Huge, detached 1,800 sqft post-and-beam barn style garage. The property is flanked by a spectacular 650' long deep water, tidal lagoon owned and maintained through the Peconic Land Trust. This traditional style home was custom built, ground up and features 3 bedrooms upstairs with large master suite, possible first floor bedroom or den. 3 car garage has finished studio space above with exquisite water views. Site plan with room for a 20x40 Gunite pool in the large grassy and level backyard which is fully deer fenced.

Picture perfect 4 bedroom, 2.5 bath home nestled in quiet neighborhood with end-of-road access to Goose Creek. Sparkling heated, in-ground pool surrounded by generous deck and transferable boat slip across the street. Short walk or bike ride to pristine beaches and part of the Southold Park District. A charming and traditional home in an ideal location.

Picture perfect 4 bedroom, 2.5 bath home nestled in quiet neighborhood with end-of-road access to Goose Creek. Sparkling heated, in-ground pool surrounded by generous deck and transferable boat slip across the street. Short walk or bike ride to pristine beaches and part of the Southold Park District. A charming and traditional home in an ideal location.

Custom Curated Creekfront Contemporary Privately Set in the Coveted Cedar Beach Park Associated Beach Community with Associated Private Bay Beach Access as well as Public Beach Access, Just Around the Corner. A Private Dock on Cedar Creek Grants Access Out to the Bay, Perfect for a Boston Whaler or the Like, and Great for a Kayak, Canoe, or Paddleboard. The Home and Property are Pristine and have been Meticulously Maintained and Cared for. A True Place of Refuge. Filled with Natural Light and Great Energy. The Entry Foyer is Bright and Open and Flows into the Open Concept Living Room, Dining Room, and Kitchen. Vaulted and Cathedral Ceilings in the Living and Dining. The Kitchen was Beautifully Remodeled in 2022 and Overlooks All with Ample Counter Space, High-End Stainless Appliances, and Wolf Gas Range for Cooking. Great for Entertaining. The Home Further Boasts 3 Bedrooms and 2.5 Baths with Primary Bedroom En-Suites on the First and Second Floors. Both Bedrooms have Sliding Door Access to the Exterior with a Private Balcony on the Second Floor. Picturesque Views from Every Point in the Home. Hardwood Flooring in Main Living Spaces. Anderson Windows and Sliding Doors, Central Air Throughout. Whole House Propane Generator. One Car Attached Garage with Tesla Plug-In. Simply Immaculate and Entirely Turn-Key. Make This Home Yours!

Custom Curated Creekfront Contemporary Privately Set in the Coveted Cedar Beach Park Associated Beach Community with Associated Private Bay Beach Access as well as Public Beach Access, Just Around the Corner. A Private Dock on Cedar Creek Grants Access Out to the Bay, Perfect for a Boston Whaler or the Like, and Great for a Kayak, Canoe, or Paddleboard. The Home and Property are Pristine and have been Meticulously Maintained and Cared for. A True Place of Refuge. Filled with Natural Light and Great Energy. The Entry Foyer is Bright and Open and Flows into the Open Concept Living Room, Dining Room, and Kitchen. Vaulted and Cathedral Ceilings in the Living and Dining. The Kitchen was Beautifully Remodeled in 2022 and Overlooks All with Ample Counter Space, High-End Stainless Appliances, and Wolf Gas Range for Cooking. Great for Entertaining. The Home Further Boasts 3 Bedrooms and 2.5 Baths with Primary Bedroom En-Suites on the First and Second Floors. Both Bedrooms have Sliding Door Access to the Exterior with a Private Balcony on the Second Floor. Picturesque Views from Every Point in the Home. Hardwood Flooring in Main Living Spaces. Anderson Windows and Sliding Doors, Central Air Throughout. Whole House Propane Generator. One Car Attached Garage with Tesla Plug-In. Simply Immaculate and Entirely Turn-Key. Make This Home Yours!

Welcome to your charming retreat opportunity just one block away from the serene shores of Corey Creek/Hog Neck Bay/Peconic Bay. Nestled on 0.48 acres of property with ample room to store your boats and room for pool. This cozy two-bedroom home offers a perfect blend of comfort and coastal living. Partly renovated in 2005-2006, the interior boasts an inviting open concept kitchen ideal for entertaining guests or enjoying meals with loved ones. The slider invites natural light to fill the space and provides seamless access to the deck. Step outside to discover the detached garage, providing ample storage space for outdoor equipment or vehicles. With a regularly maintained septic tank installed around 2012, this property offers natural convenience set back from a tranquil waterfront setting with deeded access to a mooring. Whether you're seeking a weekend getaway or a year-round residence, this home's location is sure to captivate with its proximity to the bay and timeless charm. Propane hot water heater, stove and drier. Heating system is oil forced hot air. Low Taxes. Short Sale! Sold As is. It will close Vacant.

Charming 3-bedroom ranch and huge new accessory barn on .45 acres located in the coveted Southwood community with a waterfront recreation area featuring direct access to Goose Creek. This updated and meticulously maintained home is light and bright, features beautiful hardwood floors, an open floor plan, a generous living area, and beautifully landscaped front and back yards, perfect for hosting and entertaining. Newly built in 2016, a large barn in the backyard offers flexibility for extra space, an artist studio and more. Close to Southold schools, multiple beaches, restaurants, shops, farm stands and all the North Fork has to offer.

Charming 3-bedroom ranch and huge new accessory barn on .45 acres located in the coveted Southwood community with a waterfront recreation area featuring direct access to Goose Creek. This updated and meticulously maintained home is light and bright, features beautiful hardwood floors, an open floor plan, a generous living area, and beautifully landscaped front and back yards, perfect for hosting and entertaining. Newly built in 2016, a large barn in the backyard offers flexibility for extra space, an artist studio and more. Close to Southold schools, multiple beaches, restaurants, shops, farm stands and all the North Fork has to offer.

Welcome to your charming retreat opportunity just one block away from the serene shores of Corey Creek/Hog Neck Bay/Peconic Bay. Nestled on 0.48 acres of property with ample room to store your boats and room for pool. This cozy two-bedroom home offers a perfect blend of comfort and coastal living. Partly renovated in 2005-2006, the interior boasts an inviting open concept kitchen ideal for entertaining guests or enjoying meals with loved ones. The slider invites natural light to fill the space and provides seamless access to the deck. Step outside to discover the detached garage, providing ample storage space for outdoor equipment or vehicles. With a regularly maintained septic tank installed around 2012, this property offers natural convenience set back from a tranquil waterfront setting with deeded access to a mooring. Whether you're seeking a weekend getaway or a year-round residence, this home's location is sure to captivate with its proximity to the bay and timeless charm. Propane hot water heater, stove and drier. Heating system is oil forced hot air. Low Taxes. Short Sale! Sold As is. It will close Vacant.

Welcome to your charming retreat opportunity just one block away from the serene shores of Corey Creek/Hog Neck Bay/Peconic Bay. Nestled on 0.48 acres of property with ample room to store your boats and room for pool. This cozy two-bedroom home offers a perfect blend of comfort and coastal living. Partly renovated in 2005-2006, the interior boasts an inviting open concept kitchen ideal for entertaining guests or enjoying meals with loved ones. The slider invites natural light to fill the space and provides seamless access to the deck. Step outside to discover the detached garage, providing ample storage space for outdoor equipment or vehicles. With a regularly maintained septic tank installed around 2012, this property offers natural convenience set back from a tranquil waterfront setting with deeded access to a mooring. Whether you're seeking a weekend getaway or a year-round residence, this home's location is sure to captivate with its proximity to the bay and timeless charm. Propane hot water heater, stove and drier. Heating system is oil forced hot air. Low Taxes. Short Sale! Sold As is. It will close Vacant.

This updated cottage with private bay beach rights at the end of the street is part of the Paradise Shores community. Enjoy 2 bedrooms, Fireplace, spacious kitchen and an open floor plan for year round use with recently installed central air conditioning, new water heater and furnace. Explore Southold's Charming Downtown, Wineries, Bay and Sound Beaches & Restaurants Featuring Local Products. Your weekend and vacation getaway awaits!

This updated cottage with private bay beach rights at the end of the street is part of the Paradise Shores community. Enjoy 2 bedrooms, Fireplace, spacious kitchen and an open floor plan for year round use with recently installed central air conditioning, new water heater and furnace. Explore Southold's Charming Downtown, Wineries, Bay and Sound Beaches & Restaurants Featuring Local Products. Your weekend and vacation getaway awaits!

This well-appointed, young Center Hall Colonial is located in the desirable Angel Shores section of Southold. This 4 bedroom, 2.5 bath home includes an oversized primary bedroom with its own sitting area and a fourth bedroom located on the first floor which is currently being used as a den. A focal point is the .69 flat acre property and the serene yard which is surrounded by preserved land for optimal privacy - ideal for entertaining! There is also exclusive access to the Angel Shores private sandy beach, available to residents only. Features including a spacious eat-in kitchen with center island, inviting dining room, living room with fireplace and gleaming hardwood floors, complete this special home. Don't miss the opportunity to make it your own!

This well-appointed, young Center Hall Colonial is located in the desirable Angel Shores section of Southold. This 4 bedroom, 2.5 bath home includes an oversized primary bedroom with its own sitting area and a fourth bedroom located on the first floor which is currently being used as a den. A focal point is the .69 flat acre property and the serene yard which is surrounded by preserved land for optimal privacy - ideal for entertaining! There is also exclusive access to the Angel Shores private sandy beach, available to residents only. Features including a spacious eat-in kitchen with center island, inviting dining room, living room with fireplace and gleaming hardwood floors, complete this special home. Don't miss the opportunity to make it your own!