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luxury houses for sale Southold, United States

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House 1
Contract pending
18

House Southold (United States)

355 Cedar Drive, Southold, NY 11971

€894,200
3bedrooms
2bathrooms
land  4,897

By Daniel Gale Sotheby's International Realty

Property 2
22

Property Southold (United States)

Meticulously restored and maintained 19th C Italianate style residence, beautifully set on elevated 1.25-acre lot. Built around 1850 by Silas Horton and occupied by his descendants until the 1960's. original wrap around porch, floor to ceiling windows, ornate Cupula, marble fireplace mantles, original wide floorboards, in-tact period moldings, trims, banisters, and doors. Large, updated kitchen and baths, wood burning fireplace, large walk-up attic. Rarely does a house of this vintage and quality become available.

€2,148,900
4bedrooms
3bathrooms
land  5,059

By Daniel Gale Sotheby's International Realty

House 3
Contract pending
30
Video

House Southold (United States)

Welcome to your own slice of paradise in Southold, a charming and established community nestled on the beautiful North Fork of Long Island. With its inviting beach vibe and a plethora of water-based activities, this stunning property offers an idyllic beach life that dreams are made of. A private country driveway leads you to privacy and seclusion, adding to the exclusivity of this remarkable retreat. Situated on an expansive 4+/- acres of prime waterfront land, this new to the market listing is perfect for those seeking a private beachfront oasis to call their own. Boasting 244' feet of private beach, this idyllic location provides you with unrivaled access to the sparkling waters of the Peconic Bay and beyond. Imagine waking up to the soothing sounds of waves lapping against the shore and enjoying breathtaking sunsets over the water from the comfort of your own home. Southold is renowned for its boating community and sailing culture, making it an ideal location for water sports enthusiasts. Whether you're into sailing, kayaking, paddleboarding, or jet skiing, you'll find plenty of opportunities to explore the crystal-clear waters surrounding the area. Launch your vessel from your private beach and embark on memorable adventures along the picturesque coastline. For those who appreciate land-based activities, this property offers a wide range of amenities. Features include the 3 bedroom main house, a detached three-car garage with a bonus room, providing ample space for storage, and a tennis court, allowing you to enjoy friendly matches or hone your skills amidst the tranquility of your surroundings. With R80 zoning for building, this property offers incredible potential for customization and expansion. Bring your architectural vision to life and design your dream beachfront residence, complete with all the modern amenities and luxurious features you desire. In addition to the extraordinary property features, Southold itself is a vibrant and charming community. Southold is trending and vibrant offering great Local shops, restaurants, and wineries in the area, offering a taste of the region's renowned culinary and viticulturally delights. Explore the nearby vineyards, savor farm-to-table cuisine at local eateries, or simply take a leisurely stroll through the quaint streets lined with historic homes and picturesque landscapes. A once in a lifetime opportunity to own an idyllic North Fork waterfront escape. Presenting an incredible opportunity to own a beach paradise in a desirable location. With its inviting beach vibe, waterfront access, and a wide array of water and land-based activities available, This property offers the ultimate beach life experience. Don't miss out on this once-in-a-lifetime chance to embrace the captivating beauty of Southold and create lasting memories in your own private beachfront retreat.

€3,090,000
3bedrooms
4bathrooms
land  1.6ha

By Sotheby's International Realty - Bridgehampton Brokerage

House with pool 4
30

House with pool Southold (United States)

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.

€1,076,800
3bedrooms
3bathrooms
land  3,116

By Daniel Gale Sotheby's International Realty

House 5
30

House Southold (United States)

200 Deer Run, Southold, NY 11971

€3,698,600
5bedrooms
9bathrooms
land  7,689

By Daniel Gale Sotheby's International Realty

House with garden 6
30

House with garden Southold (United States)

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.

€1,296,800
3bedrooms
3bathrooms
land  1,619

By Daniel Gale Sotheby's International Realty

House with pool 7
24

House with pool Southold (United States)

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!

€1,680,700
5bedrooms
4bathrooms
land  3,723

By Daniel Gale Sotheby's International Realty

House 8
11

House Southold (United States)

Beautiful .55-acre waterfront building lot with 178 ft on Stillwater Lake and access by water to Cedar Beach Creek and Peconic Bay. Member of Cedar Beach Park Association with community bay beach. Suffolk County Department of Health Services Permit approval has been obtained for construction of a 2-story single-family residence with a maximum of 4 bedrooms. Footprint plan with envelope for a waterside pool. Lot is partially cleared with many mature trees. Public water available.

€678,900
land  2,995

By Daniel Gale Sotheby's International Realty

House 9
Contract pending
21

House Southold (United States)

Beautifully renovated Contemporary Farmhouse in Founders Beach with bay beach rights. Featuring 4 bedrooms, 3 baths, 36x16 heated salt water gunite pool, CAC, wood burning Malm fireplace and Wolf stove, 1-car detached garage, mature landscaping with specimen trees, flowering scrubs & conifers. A short walk to beautiful sandy Bay beach and all Southold Village amenities.

€1,680,700
4bedrooms
3bathrooms
land  1,174

By Daniel Gale Sotheby's International Realty

House 10
12

House Southold (United States)

Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your dream legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.

€4,026,300
land  5.6ha

By Daniel Gale Sotheby's International Realty

House 11
Contract pending
27

House Southold (United States)

Located in the highly sought after beachside community of Laughing Water is this stylish and turnkey Home. This property features a resort like backyard with large L Shaped heated in-ground pool and patio, lush green grass and is fully fenced for total privacy. The house has an open great room floor-plan with 2 guest bedrooms, shared full bathroom, primary ensuite bedroom and a generously sized detached two car garage. The Laughing Water community offers private association beach access, multiple private community marinas and is also located around the corner from South Harbor Park Beach. It's all about location with this property, as it's a short drive into Southold's Village center and a short walk away from Croteaux Vinyard. More Photos to come!

€931,700
3bedrooms
2bathrooms
land  1,862

By Daniel Gale Sotheby's International Realty

House 12
26
Video

House Southold (United States)

This breathtaking estate embodies the sophistication of classic European design, combined with the beauty of a tranquil Long Island setting. An elegant wrought iron gate leads to a long driveway, lined by pear trees, up to a spectacular European-scale motor court with a fountain in the center. Stone steps draw the eye up to a covered porch that fronts this Southold estate, and impressive double doors opening to a formal entry. Dual staircases gracefully ascend from the foyer. This grand Bayfront living room is a sight to behold, with 30 feet of floor-to-ceiling glass walls that let in an abundance of natural light and breathtaking views. The perfect place for hosting parties or just relaxing in luxury, this lavish space will make any gathering feel truly special. The open floor plan invites you to a new white chef's kitchen with a large island and separate seating, a formal dining room for 16, den and an oversized livingroom with soaring stone fireplace. The main floor also features a luxurious guest suite. Ascend the staircase to the second floor with four ensuite bedrooms including two with private balconies and forever views of the Bay. Over 6000sf of living space. Then step out to the back deck, where you can enjoy an outdoor kitchen and dine with Bayfront scenery as your backdrop. No matter where you turn, you will experience classic European luxury combined with stunning Bayfront views at this grand estate, creating an unforgettable destination for relaxation and entertainment.

€7,256,700
5bedrooms
6bathrooms
land  3.2ha

By Daniel Gale Sotheby's International Realty

House with pool 13
30

House with pool Southold (United States)

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle.Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience.With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities.Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings.The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline.This property presents a rare opportunity to experience the best of North Fork beach living. Whether you're seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don't miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven.

€2,340,900
4bedrooms
3bathrooms

By Annonceur International

Farmhouse 14
Contract pending
11

Farmhouse Southold (United States)

Live the life you have always dreamed of in this easy to love, upgraded and quality built 1909 farmhouse with a four car detached garage. With its three bedrooms and one and a half baths, and located in the Southold Park District, this home outclasses newer homes with its higher ceilings and evermore charm. The true North Fork life awaits you with a boat launch at the end of the road, Goose Creek sandy bay beach close by as well as wineries, restaurants, shopping, public transportation and more. Take a refreshing break and see a classic.

€607,700
3bedrooms
2bathrooms
land  2,023

By Daniel Gale Sotheby's International Realty

House 15
Contract pending
25

House Southold (United States)

This is the location you have been searching for! Steps to Goose Creek Beach and the Southold Yacht Club, this custom built residence is perfectly sited on a one acre parcel bordered by preserved land and set back for privacy with room for a pool. Features include 1st floor Master Bedroom with Master bath including separate tub and shower, spacious updated kitchen, light filled breakfast room, home office and Great room with brick fireplace with 20 ' ceilings and skylights to bring in natural light. Close to all North Fork amenities. A perfect location!

€903,600
3bedrooms
3bathrooms
land  3,885

By Daniel Gale Sotheby's International Realty

House 16
Contract pending
13

House Southold (United States)

Mint condition Cape includes a large back deck with outdoor fireplace. Owner's suite on second floor includes den/home office. Located in quiet area of Yennecott Park just one block from creek access for kayaking/paddle boarding.

€682,600
3bedrooms
2bathrooms
land  2,023

By Daniel Gale Sotheby's International Realty

164 listings near Southold

House 1
Nearby
20

House Shelter Island (United States)

Welcome to this stunning Ranch nestled in the serene and sought-after neighborhood of Silver Beach on an impressive .87 acre lot with beach rights. This meticulously maintained residence offers a perfect blend of modern comfort and timeless elegance. Upon entering, you're greeted by an inviting living room accentuated by gleaming hardwood floors. The spacious living area seamlessly connects to the chef-inspired kitchen, complete with sleek stainless steel appliances, granite countertops, and ample cabinetry - an ideal setting for culinary enthusiasts and entertaining guests. Just off the dining area is a sunken enclosed sun room, insulated for all seasons. This tranquil area provides ample natural light and generous space for another living space or dining area. Two of the exterior walls are made up with floor to ceiling windows. Allowing for one to be completely surrounded by nature. Another key highlight of this home is its captivating outdoor space. The private backyard is perfect for relaxation or gatherings, with a well-manicured garden and a charming lounge area - an ideal spot for al fresco dining or enjoying the picturesque views.

€1,193,800
3bedrooms
1bathroom
land  3,521

By Daniel Gale Sotheby's International Realty

House 2
Nearby
Contract pending
22

House Shelter Island (United States)

31 Terry Dr, Shelter Island, NY 11964

€1,306,200
3bedrooms
2bathrooms
land  1,902

By Daniel Gale Sotheby's International Realty

House 3
Nearby
18

House Greenport (United States)

Nestled among the shores of Pipes Cove, this exquisite bayfront home offers the ultimate beach lifestyle, combining relaxation and panoramic views around Conkling Point over to Shelter Island. Every Wednesday evening, chill out on the waterside patio and watch the Shelter Island sailboat races. Have front row seats to the annual 4th of July Shelter Island fireworks display. If you're an early riser, here you'll be captivated by breathtaking sunrises. Launch kayaks, paddle boards, or even a small sailboat from your own beachfront, and explore the waters at your leisure. The home exudes warmth & character, inviting you to unwind and revel in the simple pleasures of life on the Bay. The open floor plan with living, dining, & kitchen are thoughtfully designed to maximize water views and natural light. The primary suite is on the first level with 2 additional bedrooms & a full bathroom. Upstairs has a loft and unfinished space ready to be built out. All of this, only a 3 minute drive to the coveted Greenport Village.

€2,050,600
3bedrooms
2bathrooms
land  931

By Daniel Gale Sotheby's International Realty

House 4
Nearby
27

House Greenport (United States)

Don't miss out on this Light-filled 3-bedroom, 2-bath custom built modular home, built in 2020. It offers a superior living experience with its solar-powered, Energy Star, and LEED compliant features. Located across the street from Peconic Bay, it boasts peek-a-boo views of the bay with nearby access points to a kayak launch, and tranquil Pipes Cove. This ranch layout includes an upstairs room that can serve as additional living space or an office, providing privacy from the rest of the house with a walk out veranda. Thoughtful gardens outside the living room blur the lines between indoors and outdoors, enhancing the overall ambiance. Residents can relax on the veranda or in the living room while enjoying the scenic views. Additionally, the property features a two-car garage, suitable for parking or storing water sports equipment, and a full, spacious basement that offers ample storage and potential for additional living space. Take advantage of the nearby attractions of the North Fork, including Shelter Island, beaches, farms, vineyards, and restaurants, all while enjoying the tranquility of a small-town atmosphere. Whether you're looking for a peaceful retreat or an active lifestyle surrounded by nature, this home offers the best of both worlds.

€1,399,800
3bedrooms
2bathrooms
land  1,133

By Daniel Gale Sotheby's International Realty

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