Southold Homes with Private Lot features

Welcome to Southold, NY, where the charm of small-town living meets the beauty of coastal landscapes. Nestled in the heart of Suffolk County, Southold is not just a picturesque village; it’s also home to one of the most highly regarded school districts in the region. The Southold School District is renowned for its commitment to academic excellence, offering a robust curriculum that caters to a diverse range of student needs. With small class sizes and dedicated educators, students receive personalized attention that fosters both intellectual growth and emotional well-being.

Families in Southold are drawn to the district’s strong emphasis on community engagement, extracurricular activities, and innovative programs that prepare students for success beyond the classroom. From thriving arts programs to competitive sports teams, Southold schools cultivate well-rounded individuals who are ready to take on the world.

In addition to its educational offerings, Southold is known for its stunning homes with private lot features. Imagine waking up each day in your own serene oasis, surrounded by lush greenery and the sounds of nature. These properties provide ample space for outdoor activities, gardening, and entertaining, all while ensuring the privacy you desire. Whether you're seeking a cozy cottage or a sprawling estate, Southold's real estate market offers a variety of options that cater to your lifestyle.

Experience the perfect blend of quality education and tranquil living in Southold, NY. Discover your dream home today and become part of a community that values both academic achievement and the beauty of nature.

Newest Southold Homes with Private Lot features

$2,899,000

4 Beds ⋅ 3 Baths ⋅ 1005049 MLS

Scandinavian Chic Waterfront Masterpiece with Panoramic Water Views | Southold Built in 2022 with exceptional craftsmanship and professionally curated interiors, this breathtaking waterfront residence blends Scandinavian chic design with warm modern coastal luxury. Set on .35 acres with direct water access, the home features 4 bedrooms, 3 full baths, 2,351 square feet of beautifully designed living space, plus a finished 1,166-square-foot lower level. Sun-drenched interiors showcase wide-plank wire-brushed white oak flooring, custom millwork and cabinetry, Restoration Hardware lighting, recessed lighting, and Sonos sound throughout both the home and outdoor entertaining spaces. Every room in the home captures stunning water views, creating a seamless connection to the surrounding waterfront setting. The spectacular gourmet kitchen is designed for both everyday living and entertaining, featuring a Sub-Zero refrigerator, Wolf gas cooktop and double ovens, quartz and Caesarstone countertops, oversized center island, Bosch and Fisher & Paykel dishwashers, and a stunning butler’s pantry accented with Cle Tile backsplash. The living room is equally impressive with a custom wood-burning fireplace, built-in cabinetry, and an elegant wet bar complete with Sub-Zero beverage refrigerator, wine refrigerator, ice machine, and designer finishes throughout. The fully finished lower level offers exceptional additional living space with a kitchenette, double egress windows, and Fujitsu mini-split system—ideal for guests, recreation, or extended entertaining. Upstairs, four spacious water-view bedrooms include a luxurious primary suite featuring cathedral planked ceilings, a handmade vintage wood mantel, private deck access, walk-in closet, and spa-inspired bath. Elegant lime-washed walls add warmth and character to every bathroom. Outdoor living is nothing short of extraordinary with expansive first and second floor decking, a rooftop deck with panoramic water views, premium IPE Brazilian hardwood decking, covered outdoor entertaining area with built-in heaters and ceiling fans, outdoor shower, wired railings, cedar shake siding, Andersen 400 Series windows and doors, and beautifully landscaped grounds surrounded by mature privacy hedges. A true boater’s paradise, the property accommodates a large boat and offers direct access to Peconic Bay, Shinnecock Bay, and nearby sandbars for boating, kayaking, paddleboarding, clamming, and enjoying the ultimate North Fork waterfront lifestyle.

405 Williamsburgh Drive, Southold

$1,239,999

4 Beds ⋅ 4 Baths ⋅ 988709 MLS

Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and effortless North Fork charm. From the moment you arrive, the inviting front porch, complete with a classic swing, sets the tone for relaxed living. Inside, the home is thoughtfully designed with a seamless flow, anchored by a stunning, light-filled chef’s kitchen that truly serves as the heart of the home. Featuring a large center island with seating, quartz countertops, custom cabinetry, stainless steel appliances, and designer pendant lighting, the space is both functional and refined. Expansive windows bring in natural light and tranquil views, while the kitchen opens effortlessly into a beautifully appointed dining area that is bright and welcoming and leads directly to the outdoor deck, creating a seamless indoor-outdoor lifestyle. This home offers a rare and highly desirable layout with primary bedrooms on both the first and second floors, each with en-suite bathrooms. The second-floor primary suite is particularly impressive, featuring a walk-in closet and a spacious bath complete with a large shower and double vanity sinks. Throughout the home, crown molding and 9-foot ceilings on the first floor enhance the sense of scale and craftsmanship, while an open-to-above foyer adds volume and an airy, inviting feel. All bedrooms are generously sized and feature large windows, filling each space with natural light. Guest and additional bathrooms are well-appointed with oversized tubs and showers, offering comfort and convenience throughout. Additional living space is found in the cozy, full glass sunroom, which opens to a large, spacious deck overlooking a completely private backyard. Designed for both relaxation and entertaining, the outdoor space includes a large 8-person hot tub (just 2 years old), lush landscaping, and a charming garden room—perfect as a lounge, studio, or quiet retreat. The entire property is fenced and includes a dedicated dog run area. A partially finished basement provides excellent flexible space with a walk-in closet, ideal for a home gym or media room. And the location? Truly exceptional. Just moments from Kenny’s Beach, renowned for its expansive beach and stunning sunsets. A rare opportunity to own a nearly new home with exceptional features, flexible living space, and an unbeatable location—where every detail has been thoughtfully considered.

75 Birch Road, Southold

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 973460 MLS

Build your dream home on this exceptional waterfront lot offering unobstructed, forever views and breathtaking sunsets over the pristine waters of the sound. With plans already in place, you can break ground on your custom home without delay. Nestled in one of the most sought-after locations on the North Fork, this property offers the perfect blend of privacy and convenience—just minutes from local vineyards, farm stands, dining, beaches, and marinas. Set in a serene and scenic location, this property offers direct access to miles of beach for peaceful walks along the shore, and is just moments from the tranquil Goldsmith Inlet, perfect for kayaking, paddleboarding, or simply enjoying nature at its finest. Whether you’re looking for a peaceful weekend retreat or a full-time coastal haven, this rare opportunity delivers it all. A one-of-a-kind acre-and-a-half property situated on a 40-foot-high bluff above the Long Island Sound, with clear views of the Connecticut shoreline and gorgeous northwest sunsets! Hidden off North Road (County Road 48) in Peconic, access is via a mile-long private road. This is the final piece of a six-lot subdivision. Delivering a powerful feeling of privacy, in a totally natural setting! Truly a MUST SEE for the individual searching for solitude, privacy, and relaxation! Full Building Permits Approved. Price listed is for vacant lot only including permits to build, which can be modified. Come see this extraordinary location and design your dream home!

4760 Blue Horizon Bluffs, Peconic

$1,550,000

4 Beds ⋅ 4 Baths ⋅ 953464 MLS

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 community. New Construction Package – $1,400,000 In partnership with respected local builder, this option delivers a thoughtfully designed 2,215 sq ft home that blends timeless details with coastal luxury. Plans include 4 bedrooms, 3 full baths with 9 foot ceilings throughout, creating an airy and elegant space. The first floor of the home features an open-concept kitchen, living, and dining perfect for hosting and easy flow of day-to-day living. Walk up the front porch and enter the front door to a spacious living room accompanied by a warm fireplace for those cooler nights. As you continue you’ll pass through the dining area with floor-to-ceiling doors that look out over the backyard. Enter the brand-new chef’s kitchen featuring a large kitchen island, stainless steel appliances, and beautiful walk-in pantry! The main floor also features a full bath and bedroom, perfect for guests or single-floor living. Upstairs, you’ll find 3 additional bedrooms — 2 that share the full bath in the hall, and a primary bedroom with walk-in-closet and en suite bathroom. Laundry is a breeze with a washer-dryer on the second floor! Outdoors, appreciate the intentional details designed with North Fork living in mind. The detached garage features a beautifully integrated pool cabana, accessed by a man door. Designed to suit outdoor entertaining and living, the cabana comes equipped with an island bar top, sink, half bath, and space for a grill — the perfect spot to entertain or wind down after a day at the beach with family or guests. At 500 Summer Lane, you’re less than 1.5 miles from some of Southold’s best gems like Croteaux Vineyard, Goose Creek Beach, Sophie’s Restaurant, and local farm/flower stands. A little further you’ll find the charming Southold Town, Cedar Beach, endless vineyards, Greenport Harbor Brewery, and so much more. The North Fork is Calling Your Name!

500 Summer Lane, Southold

$799,000

817145 MLS

Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life; You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom Conventional Septic System, (I/A NOT REQD.) Making It Ready For Your Grand Vision. Whether You're Looking To Build A Sprawling Family Estate, A Charming Vineyard Retreat, Or Anything In Between, The Possibilities Are Endless. Truly "Shovel Ready" Embrace The Tranquility Of Country Living With All The Benefits Of Being Near The Heart Of The North Fork’s Sought-After Attractions. Don’t Miss This Rare Opportunity To Create Your Own Slice Of Paradise!

1350 Hortons Lane, Southold

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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.