Southold, NY Homes for Sale with View

2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

Thomas McCarthy Thomas J McCarthy Real Estate

Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as many custom details including maple cabinetry and vanities, Marvin Elevate windows, sliding and French doors, mahogany

Jeffrey Mead Corcoran

Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporary home offers wide-open water views, beautiful sunrises and sunsets, and a seamless indoor–outdoor flow. The light-filled main level features a newly built modern kitchen that opens directly to the outdoor entertaining area,

Thomas McCarthy Thomas J McCarthy Real Estate

Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite. Set

Kristy Naddell Douglas Elliman Real Estate

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen,

Maureen Sullivan Daniel Gale Sothebys Intl Rlty

Set on nearly four acres along one of the North Fork’s most coveted stretches of sandy bay beach, this is a rare opportunity to secure an exceptional waterfront property with meaningful upside. The existing three-bedroom, four-bath home offers a solid foundation for renovation or expansion, allowing a new owner to tailor the property to their vision. The grounds are equally compelling. A tennis

Bridget Elkin Compass Greater NY LLC

Set along the scenic shores of Goose Creek, this newly constructed waterfront home offers a private dock with direct boating access to the Peconic Bay, an increasingly rare offering on the North Fork. Combining new construction with waterfront access, the property delivers a lifestyle that is difficult to replicate. Thoughtfully designed for both everyday living and entertaining, the home

Kimberly Cammarata Douglas Elliman Real Estate

Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom

Kristy Naddell Douglas Elliman Real Estate

Southold, North Fork – Private Bayfront Community LivingDiscover effortless, upscale living in the coveted Angel Shores bayfront community, complete with private association access to a pristine sugar-sand beach. Set on a beautifully landscaped, ultra-private lot backing to over 20 acres of protected preserve land—with only one immediate neighboring home—this exceptional 2,300 sq ft

Nicholas Planamento William Raveis New York LLC

Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house with deeded beach rights and offering the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room

Kristy Naddell Douglas Elliman Real Estate

The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to create a retreat just moments from the beaches, vineyards, and beloved local destinations that define the North Fork. Here, tranquility meets convenience—you’re never far from the shoreline or the vibrant heartbeat of the

Catherine Flood Compass Greater NY LLC

Welcome to this One-of-a-Kind 4-Bedroom, Custom Built Colonial, Beachfront Property, ideally located on the North Fork of Long Island along the Beautiful LONG ISLAND SOUND! True Meaning of LOCATION! This Spectacular Waterfront Home offers Breathtaking Panoramic Views, Direct Beach Access (Southold Beach), and the Perfect Blend of Privacy and Coastal Charm. Wake up to Stunning Sunrises and the

Argie Karavas BERKSHIRE HATHAWAY

Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a

Nicholas Planamento William Raveis New York LLC

A beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers a serene, country setting. Home features a primary bedroom ensuite, plus 2 comfortably-sized bedrooms, 2 full bathrooms and a bright, newly-renovated eat-in kitchen with French doors leading to a picturesque, level backyard with a patio. A spacious living room and family room with a brick, wood burning

Detra Sarris Signature Premier Properties

Welcome to this charming residence nestled in the heart of Southold. This gem boasts 4 spacious bedrooms, 2 full bathrooms, along with an additional half bath for your convenience. Step inside to be greeted by a formal dining room, perfect for hosting memorable gatherings. The primary bathroom offers a private sanctuary, while the walk-through kitchen is equipped with stainless steel appliances

Peter Halpin Douglas Elliman Real Estate

Waterfront Opportunity on Bay Home Road. Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury. Buyers can choose from two exclusive paths to

Kim Pirreca BERKSHIRE HATHAWAY

Welcome to 250 Paradise Point Rd, Southold NY, a beautiful ranch-style home complete with an in-ground pool is nestled in a serene location, just a stone's throw away from Cedar Beach. This spacious home boasts four bedrooms, two of which are en suites with full bathrooms, ensuring ample space and privacy for everyone. The heart of the home is the cozy family room, complete with a fireplace and

Barbara Poliwoda Douglas Elliman Real Estate

Waterfront Studio Condo in Southold property features living room / kitchen combo with 1 Queen Size bed and 2 pull out trundle beds which can become 1 full size bed. outdoor area includes boat storage for small fee BBQ area on grounds free laundry room. Rentals are permitted can be rented seasonally if desired.Low property taxes and low common charges which include all utilities.Seasonal

Peter Vekiarellis ERealty Advisors Inc

Wonderful Hamlet Business (HB) zoned property, in the heart of the Hamlet of Southold! Currently a Legal two-family home - each apartment has two bedrooms, wood floors, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light coming from widows on all sides of the house. In addition, there is a beautiful two-story, 1,100 square foot,

Lee Beninati Beninati Associates

Wake up to breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets,

Thomas McCarthy Thomas J McCarthy Real Estate

Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside

Kris Pilles East End Luxury Ltd

Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6-bedroom, 4-bath colonial offers a den/office, bonus room, and sweeping water views from nearly every room. Thoughtfully designed for both comfort and future flexibility, the residence provides substantial expansion potential.

Roric Tobin Compass Greater NY LLC

Boaters Dream! Located in Southold, this 3-bedroom, 3-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek leads out to the bay, and the property features a deep-water dock suitable for a variety of boating needs. Inside, the home offers an open-concept living, dining, and kitchen area with a comfortable, functional flow. The kitchen

Katie Schimpf Daniel Gale Sothebys Intl Rlty

Tucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private escape that backs directly onto protected woodlands. One of the home’s standout features is an expansive three-season sunroom, which serves as a light-filled bridge between the indoors and your own quiet backyard sanctuary. Whether you are hosting a summer brunch or enjoying a morning coffee, the surrounding

Stephanie Visek Engel & Volkers North Fork

Southold chic Soundfront escape in one of the area’s most desirable locations, offering sweeping water views, sensational sunsets, and effortless North Fork living. Renovated in 2016 and move-in ready, this stylish waterfront retreat is designed for both entertaining and quiet moments by the sea. Inside, thoughtful upgrades include under-floor heating, ducted heating and cooling with remote

Kristy Naddell Douglas Elliman Real Estate

It’s All About the Location! Perfectly situated along the Long Island Sound in the coveted hamlet of Southold. This quintessential North Fork beach cottage captures the very essence of coastal living, offering 100 feet of prime, sandy beachfront—a rare and exceptional find. While intimate in scale, the property delivers a lifestyle that’s nothing short of extraordinary. Spend your days seaside,

William Walters Daniel Gale Sothebys Intl Rlty

An extraordinary offering on the Peconic Bay, this refined Cedar Beach waterfront estate presents over 200 feet of direct, sun drenched, south facing shoreline and beach with a protected, private dock deep enough for a mid-twenty-foot boat, a truly rare combination of attributes to find on the North Fork. Thoughtfully designed to embrace its breathtaking setting, the house is set on a double lot

Patricia Cosmadelis Daniel Gale Sothebys Intl Rlty

North Fork Coastal Living by the Sound. Located in Peconic near Goldsmith Inlet and the Long Island Sound, this house was personally built by the owner, an experienced home builder, with a focus on superior materials, meticulous construction and pride of ownership. An open living, dining, and kitchen areas extend to a balcony that showcases beautiful sunsets and water views, creating a seamless

Scott Bennett Douglas Elliman Real Estate

Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering

Paul Loeb Douglas Elliman Real Estate