Southold NY Real Estate & Homes for Sale

Gorgeous estate-like Nantucket shingle home being built by esteemed Hamptons builder Kaiser Built. Designed by the renowned firm of Nelson and Pope, this lovely home follows an entertainer's dream layout: open Great Room concept with fireplace, Chef's gourmet kitchen with Bertazzoni appliances, large island and breakfast nook, formal dining room with Butler's pantry, a first floor junior master ensuite, and library. White pine hardwood floors throughout. Upstairs is a spacious mater ensuite with two walk in closets, 3 more bedrooms, 2 full baths, a laundry room, and a bonus family room. The walk out basement is ready for you to finish as you wish, with room for home theatre, wine cellar, gym or other uses. Outside enjoy multiple covered porches and your lovely pool, all surrounded by the peace and quiet of this serene and private setting. This is truly a Hampton-style masterpiece on the North Fork. Still time to customize. Projected completion in June/July

This stylish and comfortable one level home is set on a level and private half acre, with plenty of room for a pool. The vaulted living room with wood-burning fireplace flows easily to the dining area, updated kitchen and generous west-facing patio, perfect for indoor and outdoor entertaining. The three bedrooms and two baths include a primary suite. Full unfinished basement and attached garage complete the property. Neighborhood access to Corey Creek just down the private lane is a great spot to launch a kayak or paddle board. Wide and sandy South Harbor beach is a short distance away, along with Southold's charming shops and restaurants.

NEW TO THE MARKET! AFFORDABLE and MOVE-IN condition...in a time when so much is unaffordable and needs repair! Newly updated Cape - brand-new kitchen, fresh, bright and ready for you! Large living room, eat-in kitchen, first floor large bedroom with adjoining den/(office if you work from home) and full bath. Upstairs 2 bedrooms and full bath. The house is bright and sunny. Full basement. Large back yard, plenty of room for expansion and maybe even a pool later! Located in Southold Park District - you'll have access to Founder's Landing - sandy bay beach, club house, children's playground, and other park district properties. Easy walk to Main Road, shops, offices, vineyards, the brewery and transportation. Don't have to worry about value in this real estate deal!

Spacious Colonial in the fantastic Angel Shores Beach Community. Great Layout with open feeling, 1st floor bedroom, living room with propane fireplace and hardwood floors. Upstairs you will find a fabulous Primary with 2 walk in closets and large bathroom with a Huge tub and Shower. 2 large additional bedrooms and a full bath are also upstairs. Full, dry unfinished basement with very efficient Boiler and new Hot water heater (5 years) as well as 2 oil tanks. New CAC unit (5 years). The 2 car garage has an extra 10 feet for extra storage. Large and private yard gets full sun exposure and has beautiful landscaping, The bay beach is just a short distance down the street. Close to everything the Northfork has to offer - this house is perfect for year round living or a weekend getaway!

Charming Antique Fixer Upper/Project Home Set on One Acre. Bring Your Contractor. This Circa 1663 Home Offers 3 Bedrooms, 2.5 Baths, 2 Fireplaces and So Much More. Large Grounds with Good Size Barn (has partial basement) and Shed. One of the Best Bay Beaches a Short Distance Away! Award Winning Winery 8 Houses Away. Don't Miss This Opportunity! This Property is Part of Southold Park District which allows Special Privileges at Several Nearby Beaches. Please Do Not Walk Grounds Unattended.

Gorgeous year round views! Each season presents a new stunning scene. This private, serene and beautiful 4BR+, 3BA home is located on 4.4 acres and 250 ft. of waterfrontage on Goose Creek. The beautiful open floor plan, boasts an entertainer's dream kitchen with 2 Bosch refrigerators, separate ice maker, custom Bertazzoni range, spacious island, two fireplaces, secret doorway, bonus room over 2 car garage, expansive out door dining / living space and so much more! In addition to the park-like acreage, this home's association offers both beach access and docking space. POF/Pre-approval needed prior to showing confirmation. Located in Flood Zone X - not considered a flood zone.

This charming home overlooking the Long Island Sound has much to offer. The wrap-around porch offers breathtaking views of the LI Sound while also providing ample space for outdoor dining and relaxing. Inside, you will find an open concept living area featuring a kitchen, dining room, and living room anchored by a floor to ceiling brick wood burning fireplace, perfect for entertaining. This home also features four bedrooms and two full bathrooms, as well as plenty of natural light throughout. Outside, you will find a two-car garage, U-shaped gravel driveway for easy access to the basement and an outdoor shower. Plus, Kenney's Beach is only 105 feet away for convenient beach access! Make this Long Island Sound home yours today and enjoy the "firey sunsets" forever more.

Make This Paradise Your Forever Home Or Invest In This Great Opportunity! Mint 2 Story Craftsman Style Home. 3/4 Bedrooms, 2 Baths, Eat-In Kitchen, DR, Living Room & Office. Ten houses away from Beautiful Private Peconic Bay Beach, with a place to store your Kayak! . Entertain On The Rear Deck & Enjoy The Hot Tub & Outdoor Shower. Rental Permit In Place. This is what the Easy Life is all about !

NEW 4bd rm 4.5 ba home, FP, IGP, Walkout basement. located in desirable Gagen's Landing area. stone's throw to water and boat drop. Founders landing park district. Be in by spring and get ready to enjoy the summer season! Call for private showing!

PLANS & PERMITS APPROVED READY TO GO!!!! ,CALLING ALL INVESTORS,CASH ONLY. Home is being sold " AS IS" This OPPORTUNITY is about what this home CAN BE NOT EXISTING HOME .Dream home in the heart of Southold. Based Upon Approved plans it will double home to over 3000 Sq Ft. making it an Open Concept Living Room, Kitchen, Dining Room all drenched in that natural North Fork sun light . 1/2 guest bathroom, Extra Lg Master Suite w/ En Suite Bathroom with/office or den/ walk in closet all complete the first floor. Lower level to be a 2nd Master Suite w/ w/ Master Bathroom, 2 Additional Bedrooms, Full Bathroom, Family Room opening up to a gorgeous pool area (pool on plans- no permit for pool). Yes yard is large enough!

This SPECTACULAR 3br+, 3ba newly renovated waterfront home is located on .44 acres with 110 feet of water frontage and your own dock with direct access to the bay is just what you have been waiting for. Enjoy wildlife from the expansive deck or in the charming screened in porch . The beautiful open floor plan with breathtaking views from almost every room boasts an entertainer's dream kitchen opened to the dining/family area with a fireplace. There is a first floor bedroom with a beautiful full bath, sitting room, office, and 2 en-suites with fantastic views are upstairs creating space for all. A boaters dream Close to beaches, town, wineries, restaurants, and all the North Fork has to offer.

Located in a sought after neighborhood Leeward Acres. This delightful residence boasts an amazing floor plan, at first sight is the two story entry hall with a beautiful staircase open to the living room with fireplace, dining room & kitchen. Total 5 bedrooms, 4 baths. Two on the main level and three on the second. The principle room is a spacious affair with a private bath, sitting area & balcony. This home faces a preserve and it sits on a .92 acre flat lot with room for a pool. Close proximity to beaches, wineries, restaurants and all other wonders of the North Fork.

A Rare Southold Waterfront Gem! The amazing water view on 75 feet of direct access shorefront makes this well-loved cottage as precious as it is functional. The completely renovated interior, open living room, dining area with fireplace and kitchen are the ideal spaces to relax and enjoy the peacefulness of the water. Spend evenings dining alfresco on the waterfront deck or entertaining friends around the fire pit. Sip coffee in the restful sunroom which captures stunning sunrises and afternoon breezes. Two bedrooms with new bathroom, hardwood floors throughout , city water and high efficiency heating & air conditioning sets this rare gem. 2022 renovation allows you to move right in and start living your best life in 2023.

This contemporary cape rests on an incredible Bay front backdrop, 110ft of Bay and your own dock. Current floor plan provides plenty of space for entertaining, 3 bedrooms with a fireplace in the master, 2.5 bathrooms, glass sunroom, library, eat-in kitchen, den, living room with fireplace, attic and an unfinished basement with washer and dryer. Trustee approvals in place, for a 4 BR 4BTH 3800 sq ft home with an 8x30 waterside plunge pool. Plenty of potential! Surrounded by North Fork award winning vineyards, marinas, renowned restaurants, farm stands, beaches, and great shopping. This won't last!

Presenting a rare, amazing opportunity to make this special property your own! Set near Town Beach on the Long Island Sound on almost an acre of private grounds in prime Southold, the very unique, rustic and versatile compound is currently comprised of 3 buildings: a 3 bedroom 2 full bathroom main home, plus 2 separate 2 bedroom 1 full bathroom cottages. This exceptional investment offering has so many possibilities, from capitalizing on its great seasonal income to creating anything you imagine, even your own year-round personal sanctuary with room for a pool and more. Each unit has it's own utilities, separate electric, gas, water, ac and septic. Start dreaming big!

Expansive Southold bay views.Extra wide (177ft) beach front lot. This is a wonderful 6 Plus bedroom waterfront home in Southold with large Mahogany Deck looking out to a 60' dock, with private beach and boat storage. Every guest has their own quarters with Goose Neck Beach and Southold Yacht Club just steps away. You will be wowed as soon as you walk in the front door. This unique opportunity will not last. The views and location are absolutely breathtaking!

Special Home, Within a Few Feet From The Beach! With High Ceilings And Skylights, Spacious Open Floor Plan, Wood Floors Throughout. Wood Burning Fireplace, Large Sliding Doors Lead to Oversized Deck, Large Size Pool, Tennis Court, Perfect For Entertaining 1 Acre Plus. Sold As Is.

Exquisite 55+ condominium that was completely remodeled in 2020. This lovely home offers an eat-in kitchen with white shaker style cabinets, quartz countertops, stainless steel appliances and herringbone backsplash for added interest. The main living area with dining room and living room is an open floor plan with a cozy wood burning fireplace and sliders leading to a rear patio. The primary bedroom offers two closets as well as full bathroom with marble counters and custom tiles. The second bedroom, with an abundance of natural sunlight, can also be used as a den or perfect office space. The washer and dryer are conveniently located on the main level. The full basement is quite large and offers plenty of room for storage or creating additional living space. Pool and clubhouse are just a short distance away. With a total of only 92 properties this has a small community feel. Enjoy beautiful Long Island Summers. Nearby Beaches, Restaurants, Farm stands, & Wineries. Two pet maximum is allowed.

Beautiful waterfront property with expansive views of Goose Creek featuring an impressive new dock. Home needs rehab- plans in place for a new 4-bedroom house with an up-to-date board of health approval. Build your North Fork dream house in 2023! A listing agent must be present for all showings, please do not walk on the property unattended.

Southold, North Fork: Inspirational rural living on a farm by the sea. Nearly 32 acres of land (29 acres in land preservation), abutting farms to the west that are also preserved and just moments to McCabe's/Horton's Lane beach. A truly special offering allowing you to pursue North Fork farm-country living and harvest nearly 22 acres of coastal blueberries presently in production on the site. The offering includes two parcels of land: 1.83 acres with a romantic 19th century, recently updated, farmhouse featuring 'rocking chair' front porch, entry foyer, formal living room, dining room with large bay window, den/office, large eat-in kitchen, 3-season room, pantry and powder room PLUS upstairs, 4 bedrooms and full bath. Also included are several large barns, outbuildings and sheds. 29 acres are preserved in perpetuity and are farmed with over 40,000 blueberry bushes each yielding pounds of berries in Summer. All of this is just moments to restaurants, shopping and wineries.

The GoldCoast of Southold! RARE Opportunity to own this magnificent property with "Dock on The Bay" 253' of Sandy Peconic Bay front. situated on gated tranquil 3.28ac Absolutely Amazing location! 4300sq' 5 ensuite bdrms, 6ba, waterside pool, hot tub, pool house with wet bar, beach cabana (rare). Stunning Sunrises and Romantic Moonrises over open Bay, Amenities galore! Please call for additional info.

The Allen Tobey Carriage House was built in 1910 and moved to its present location to become a residence in the 1950's. It is one of the iconic red Jockey Creek houses with history and charm located on a flag lot with waterfront access to the Creek. Features include owner's suite on the first floor, living room with gas fireplace, sunroom, an indoor endless pool and a detached 2 car garage with screened-in porch. Included in the Southold Park District and on the Southold Historic Landmark Registry.

Luxurious 4 rm 3.5 ba waterfront home, with dock approx. 3500sq ft. (+-) of interior space, Oak floors, soaking tub, 1st fl, 2 Primary ensuite's, high ceilings. 2 car gar. Grt Rm w/FP, upper and lower-level laundry rm, huge bonus rm. full Basement. Pre-construction pricing!

MODERN | Rooftop deck with 360 degrees of water views. Gunite pool, retractable cover, cabana. Expansive walk-out finished basement with loads of natural light. Dramatic windows and double-height ceilings. Catwalk to a 2nd story Master suite with a private deck and 10ft ceilings. En-Suite bedrooms on all 3 levels. Professional kitchen with gorgeous walnut cabinets and a stove that will be the talk of your friends circle. Large back deck overlooking the pool. Deeded access to Arshamomaque and Southold Town Beaches and you can stroll from one to the other along the shoreline. A unique home with clean open spaces, flooded with flattering natural light. A North Fork NEW CONSTRUCTION created for relaxation.

Southold - Exceptional Waterfront Value with Open Views and Direct Bay Access. Jockey Creek location offers in-town proximity and quick navigation into pristine open waters. Yes, location still matters. Purchase the get-away or year-round waterfront home you have been looking for. Tucked in next to the Jockey Creek Bridge this bungalow style 3 bedroom, 2 full bath home was built in 2000. Featuring living room with vaulted ceiling, gas fireplace, and waterside screened porch. Tile bathrooms. Wood floors in common areas. Open floor plan with light-filled modern kitchen that flows into the living/dining area. Central air conditioning. .25 acre property with bulkhead and floating dock for your boat. Beautiful swimming beach nearby. Southold Park District. Vineyards, farms, restaurants, breweries. Explore the North Fork or boat over to the Hamptons. This property is ready to go!