luxury real estate for sale 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.

200 Deer Run, Southold, NY 11971

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.

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.

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.

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.

355 Cedar Drive, Southold, NY 11971

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.

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!

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.

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.

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!

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.