Southold NY Real Estate & Homes for Sale

Home features paid solar panels, updated kitchen, baths, roof, electric, windows, flooring,2 electric Pannels, individual heat/a/c unit thr/out, boiler, sprinklers,seperate guest entrance, finished basement with e Gress windows, located in Southold Park District - access to Founder's Landing-sandy Bay beach, club house, walk to Main Road, shops, offices, vineyards, the brewery and transportation. ,energy efficient home, low electric and heat bills and taxes !!!!

This expanded farmhouse has one of the most desirable North Fork Locations in between the Southold town shops and the Founders beach & park. As you enter the home you will admire the original wide plank hardwood floors throughout. The first-floor entry begins with a large living room complete with coal burning stove, a first-floor bedroom, full bathroom, dining room, kitchen and a den that overlooks the lush gardens of the backyard. From the den you can step out on the balcony deck and will see a water view of Town Creek. On the second floor there are an additional 3 bedrooms and a full bathroom. There is plenty of storage offered with this property in the large barn or in the two-car garage with full loft area above. This home offers everything you need to live the perfectly relaxing life on the North Fork.

Welcome to serene living at its best! Nestled in a well-sought-after neighborhood, this charming ranch offers 1800 Sq Ft of living space, perfect for experiencing the North Fork lifestyle and entertaining guests. This residence borders Goose Creek with over 100 ft of waterfront, a private dock, and access to the Peconic Bay. An ideal location for boating enthusiasts or those who enjoy the tranquility of nature and waterfront views. Close to all that the beautiful East End has to offer. Wineries, beaches, restaurants, farm stands, and Southold's quaint town are all within minutes of this property.

The site of Vineyard House is a beautiful, wooded 4.2 acres set in a secluded location, surrounded by deep forest. You will arrive along a shy 1/4 mile lane that leads off of the North Road. In the foreground is the pool House complete with powder room, changing room, outdoor refrigerator, sink and an open living/dining area. As you pass the 20X40 heated, saltwater, gunite pool you will arrive at the Motor Court, with 740 sf 3-Car Garage in front of you and the Main House to your left. The Main House is situated in a way that provides a commanding view over the property. Views are to the South & West, over several acres of private parkland. The main house is 4200sf with 5 bedrooms, including two primary suites each with 4 piece ensuite bathrooms & walk in closets. The front primary suite has a gas fireplace with antique marble mantel. The rear primary suite has a 500sf private terrace. The second floor has 3 additional bedrooms, two full baths and laundry room. The first floor has a stunning gourmet kitchen, powder room, butler's pantry, mudroom, formal living room with wood burning fireplace. There is a spacious library with a gas fireplace and adjacent full bathroom. The library could easily be converted to a first-floor primary bedroom with ensuite bath. The unfinished basement is another 2200sf and has plenty of space to finish for a in home cinema room, gym and more! The Vineyard House is an extremely private sanctuary. Pristine, quiet & beautiful.

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.

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!

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.

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!

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.

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!

Southold-Reydon Shores-Inviting 3/4 acre landscaped property with specimen plantings is the backdrop for this spacious well-maintained ranch in the sought after waterfront community of Reydon Shores. Easy access to the Association Bay Beach and protected Marina. Plenty of room for family and guests to gather in the large living room with a wood burning fireplace and doors to the outside rear deck. Formal dining room, eat-in kitchen open to living room, and an additional sitting room. Two generous ensuite primary bedrooms. Additional guest bedroom and hall bathroom. Hardwood floors. The heated inground swimming pool catches the sun throughout the day and is surrounded by a paver patio. YOU can have a lot of fun here! A move-in ready North Fork home just waiting for you to enjoy.

Introducing 3715 Main Bayview Road in Southold, NY. This modern home offers 3 bedrooms, 2.5 bathrooms, and a spacious lot spanning 39582 square feet. Inside, the open concept living creates a welcoming ambiance for entertainment. The Chefs kitchen has modern appliances with ample counter space and storage. The main floor Master ensuite is its own private sanctuary. Outside, enjoy the tranquil back yard and direct creek front access for kayaking or paddle boarding to near by Goose Creek Beach. Schedule a showing today and experience the allure of 3715 Main Bayview Road for yourself.

**Luxurious Coastal Retreat in Southold's Prestigious Deer Run** Nestled on a private, nearly 2-acre lot within the exclusive Deer Run community, this remarkable 5-bedroom, 9-bathroom cedar shake home epitomizes coastal luxury and refined living. Spanning an impressive 6,000 square feet and surrounded by 37 acres of preserved land, this home is a haven of grandeur and comfort. Its thoughtful design features transom windows, coffered ceilings, paneled walls, and crown moldings. An open floor plan includes a gourmet kitchen with Carrera marble island, top-of-the-line appliances, and white cabinets with glass accents. The living room is anchored by a fieldstone fireplace with a driftwood mantle. French doors lead to a radiant-heated screened porch, with it's own wbfp, ideal for seamless indoor-outdoor entertaining. The main floor master suite offers expansive walk-in closets and a marble bathroom. Upstairs, find four en-suite bedrooms, a bunk room, and a den. The lower level boasts a theater and a glass-enclosed gym. This property efficiently combines high-performance blow-in insulation with a dual water system, utilizing well water for a comprehensive 16-zone irrigation and municipal water for safe, in-home use.Outdoors, enjoy a 20x40 heated salt water gunite pool with a waterfall jacuzzi, surrounded by a 1500' bluestone patio, an outdoor fire pit, and pergola. This property also features a lush lawn, basketball/pickleball court, and proximity to Peconic Bay, beaches, and local wineries. Experience unparalleled luxury in this exquisite Southold home.

Your Going to Flip Over This Location! Nestled In The Goose Bay Estate With Beautiful Views of Goose Bay. This Adorable Cottage Is Just Waiting for You To Make It Your Own Dream Come True. Imagine Spending Time on The Front Deck Overlooking the Bay as The Sun Sets. Don't Miss Out On This Once in A Lifetime Opportunity!

This charming ranch-style home offers a picturesque setting at the end of Ruch Lane, boasting water views of Hashamomuck Pond. Situated on a generous half-acre lot, the property presents an ideal canvas for single-story living or potential renovation and expansion opportunities. Approved Southold Town building permit in place for a stunning five-bedroom, 4.5-bath residence complete with a pool and detached garage. Plans are available for review at showings. Scaled-back expansion utilizing the oversized two-car garage and full basement offers another avenue for customization, providing flexibility to tailor the property to suit specific needs and preferences. Just minutes from Southold Hamlet and Greenport village and a quarter mile deeded sound beach access.

Southold--Reydon Shores--Beautiful, charming, farmhouse invites you in. 3-bedroom, 2.5 bath home in sought after community of Reydon Shores with easy access to the Association Bay beach and Marina. First floor large primary en-suite bedroom, chef's kitchen with top shelf stainless appliances including a Thermador cooktop and double oven. Radiant heat in Primary Bath and Kitchen. Closets beyond belief and hardwood floors throughout. Light, bright, and spacious with good flow. The kitchen opens to a great room and dining area Additional living space with a cozy wood burning fireplace. Upstairs-- two oversized guest bedrooms with hall bath and loft area. Immaculately updated and maintained, move-in ready. Doors open to the outdoor space including a large patio, trex deck, 2-car detached garage, and barn offering endless opportunities--workshop, studio, garden work area--let your imagination lead you. Level, landscaped shy half acre property. A perfect North Fork home waiting for you.

Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situated on the protected water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. Their is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access.

Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort. With ample bedrooms, there's plenty of room for everyone to spread out and unwind. Additionally, an extra living space awaits, perfect for a home office or artist studio, allowing you to pursue your passions right from the comfort of home. The proximity to the Long Island Sound means you're just moments away from enjoying the beach life. Alternatively, if you prefer to stay closer to home, the in-ground pool offers a refreshing oasis right in your backyard, providing the best of both worlds. Don't miss out on the opportunity to make this exceptional property your own. Schedule a tour today and experience the beauty and tranquility of North Fork living for yourself!

Absolutely flawless! Recently renovated throughout, this house showcases exquisite hardwood flooring, a stone fireplace, vaulted ceilings, newly appointed stone bathrooms, and a chef's kitchen with island open to the outdoor area. Outdoor entertaining is a dream with an oversized bluestone patio featuring a summer kitchen equipped with a gas grill, a cozy fire pit, and a deluxe hot tub nestled within a charming wooden platform. The meticulously landscaped gardens with an array of specimen trees, lush plants, and an abundance of vibrant flowers complete this offering. Conveniently located with convenient access to Southold Village, local vineyards, and farm stands this home offers