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$799,000
3 Beds 2 Baths 1044282 MLS
Welcome to 650 Greenfields Lane, an inviting ranch-style home on just shy an acre of property, nestled in the heart of Southold, NY. This charming residence offers three bedrooms, and two full bathrooms, which includes a primary en suite that overlooks the back yard. The home's cozy living room features a traditional fireplace, perfect for creating a warm and welcoming atmosphere. The eat-in kitchen and separate dining room provide an ideal setting for entertaining or enjoying a quiet meal at home. While this home has been loved for many years, it is ready for your personal touch and updates to make it your own. The property sits on just shy of an acre, offering plenty of room to explore and enjoy the outdoors. Beyond the home itself, discover the convenience of being centrally located it is less than a mile from the village shops, restaurants, and public transportation and close to all the beaches, wineries and parks. Envision the potential of making this house your home.

650 Greenfields Lane, Southold

$574,999
3 Beds 1 Baths 1043112 MLS
Welcome to 2600 Boisseau Avenue, the best deal in all of Southold. This well-maintained 3-bedroom, 1-bath ranch situated on a spacious .39-acre property in the heart of the North Fork will not disappoint. Offering comfortable single-level living with plenty of potential, this home is a wonderful opportunity to enjoy everything the Southold lifestyle has to offer. Inside, you'll find a functional and inviting layout featuring a comfortable living area, three nicely sized bedrooms, a full bathroom, dining room and an eat-in kitchen. The full basement provides an abundance of additional space for storage, utilities, a workshop, or the potential for future finishing. A detached garage adds even more storage and convenience. Outside, the generous .39-acre property offers plenty of room to relax, entertain, garden, or create your ideal outdoor retreat. Conveniently located near Southold's charming village, local shops and restaurants, beaches, wineries, farm stands, and all that the North Fork has to offer. Whether you're looking for a year-round residence or a weekend getaway, 2600 Boisseau Avenue offers a fantastic opportunity to make Southold home! With taxes less than $5k, what more can you ask for?

2600 Boisseau Avenue, Southold

$969,000
3 Beds 2 Baths 1019799 MLS
Welcome to North Fork living! Nestled in the desirable, private beach community of Laughing Water, this charming 3-bedroom, 2-bath Ranch sits on a 0.38-acre lot. Inside, enjoy hardwood floors throughout the living and dining areas, along with a newly updated kitchen featuring new appliances, a center island, and generous storage. A 10’ x 13’ screened-in porch provides the perfect three-season retreat overlooking the backyard. Take advantage of exclusive community amenities, including private beach access, a boat ramp, marina access (additional $900/season) , kayak storage, and a picnic area. Conveniently located just minutes from iconic North Fork farm stands, wineries, golf courses, restaurants and shopping! Don't wait! This house won't last. Call now to schedule your private showing.

270 Opechee Avenue, Southold

$2,595,000
3 Beds 2 Baths 1033102 MLS
Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers sweeping water views, sensational sunsets, and effortless coastal living. Renovated in 2016 and completely move-in ready, the home blends sophisticated style with relaxed comfort, creating the perfect setting for both entertaining and quiet moments by the sea. Thoughtful upgrades include radiant floor heating, ducted heating and cooling with remote access, marble countertops, updated mirrors and light fixtures, keyless entry, Sonos speakers, and a beautifully appointed chef's kitchen. The primary suite includes a gorgeous bathroom, featuring a sculptural egg-shaped soaking tub perfectly positioned to capture the sunset views, separate shower and double sinks. The primary also has an office nook, and custom walk-in closet. Outdoor living is at the heart of the property. An expansive sun deck provides ample space for dining, lounging, entertaining, or morning yoga, while private stairs lead directly to the sea. A rare grandfathered lower waterfront platform creates an extraordinary setting at the water's edge for cocktails, Pilates, or simply taking in the sights and sounds of the Sound. The outdoor audio system extends the experience all the way to the property's iconic Whale Rock. Additional highlights include a detached garage offering potential for conversion into additional living space with proper permits. With dramatic water views, unforgettable sunsets, and a lifestyle centered around the Sound, this is North Fork waterfront living at its finest.

21515 Soundview Avenue, Southold

$699,000
3 Beds 1 Baths 921579 MLS
Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer. Discover the perfect blend of coastal charm and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle. This inviting 3-bedroom, 1-bath ranch-style home sits just three houses from the creek, offering easy access for paddleboarding, kayaking, and peaceful waterfront strolls. The property provides a relaxed atmosphere with room to enjoy the outdoors—whether you’re savoring local wines, exploring nearby beaches, or taking in sunsets over the bay. Enjoy an amazing quality of life surrounded by nature, yet close to all the best the North Fork has to offer—boutique wineries, farm stands, marinas, and charming village shops. Perfect as a year-round residence, weekend retreat, or investment opportunity, this home captures the essence of laid-back coastal living. Come experience why so many fall in love with the Southold lifestyle—where every day feels like a getaway.

430 Grove Road, Southold

$1,150,000
2 Beds 1 Baths 993527 MLS
Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive. The updated interior offers a relaxed and effortless flow, perfect for summer weekends, entertaining friends, or cozy year-round living in front of the fireplace. Additional improvements include an updated kitchen and renovated bathrooms, thoughtfully designed to combine style, comfort, and functionality. A newer roof installed just two years ago adds further peace of mind, allowing you to simply move in and enjoy. Step outside and the fun really begins. The expansive backyard offers an incredible opportunity to create your dream outdoor retreat with plenty of room for a pool, outdoor kitchen, fire pit, gardens, or the ultimate entertaining space. Whether hosting summer barbecues, relaxing after a beach day, or enjoying evenings under the stars, the property offers the perfect backdrop for making memories. Ideally situated moments from Southold’s beaches, vineyards, farm stands, marinas, and beloved local restaurants, this home places you right in the heart of North Fork living. Beach days, bike rides to wineries, sunset dinners, and laid-back coastal charm are all just minutes away. This listing may include images that have been digitally altered or virtually staged.

380 Clark Road, Southold

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.