Southold Homes with Contemporary Style

Welcome to Southold, New York, a picturesque gem nestled in the heart of Suffolk County. Known for its breathtaking landscapes and serene coastal charm, Southold is not only a haven for nature lovers but also a desirable community for families seeking quality education. The Southold School District is highly regarded for its commitment to academic excellence, providing students with a well-rounded educational experience. With a focus on fostering creativity and critical thinking, the district boasts small class sizes, dedicated educators, and a variety of extracurricular activities that encourage personal growth and community involvement.

For those looking to settle down in this idyllic area, the contemporary-style homes in Southold offer a perfect blend of modern design and coastal living. These homes feature sleek lines, open floor plans, and an abundance of natural light, creating inviting spaces that are perfect for both relaxation and entertaining. Whether you’re drawn to the stunning views of the Long Island Sound or the lush greenery surrounding the properties, contemporary homes in Southold are designed to enhance your lifestyle.

Imagine waking up in a stylish abode, where every detail has been thoughtfully crafted to provide comfort and elegance. From gourmet kitchens to luxurious outdoor spaces, these homes are tailored for the discerning homeowner. Living in Southold means not only enjoying the beauty of contemporary architecture but also being part of a vibrant community that values education, connection, and the great outdoors. Come explore Southold and discover the perfect place to call home!

Newest Southold Homes with Contemporary Style

$1,849,000

4 Beds ⋅ 4 Baths ⋅ 1008927 MLS

This turnkey opportunity in Southold, bordering beautiful Goose Creek, offers a private dock and is perfect for those seeking a North Fork beach house with a boater's lifestyle. Situated on more than two-thirds of an acre, this contemporary home features modern lines, abundant natural light, and a stunning yard ideal for outdoor entertaining. Upon arrival, you are welcomed by a spacious driveway leading to an inviting entrance and foyer. The open floor plan, vaulted ceilings, and coastal color palette create a warm atmosphere, enhanced by sunlight flooding in through the windows that showcase the mature, landscaped backyard. The living room, anchored by a wood-burning fireplace, provides a generous seating area, while the formal dining area is elegantly situated in the center. The expansive chef's kitchen is equipped with high-end appliances and custom cabinetry, offering ample storage space, sleek lines, side island seating, and a cozy hostess nook. On the main floor, there is also a guest bedroom and a well-appointed full bathroom. Upstairs, the primary bedroom is located on one side, while a catwalk leads to two additional bedrooms and a full, spa-inspired bathroom. The lower level features a finished recreation space complete with a lounge, bar, and pool table. A bathroom, extra closets, and a bonus room complete this level. Outdoors, the two-tier entertaining area includes a spacious deck and a lower-level patio immersed in a well-landscaped yard with specimen plantings. The property also has an approval for a waterside pool, permit in hand. The dock is in excellent condition and has electric and water, providing direct access to Peconic Bay. This wonderful location is perfect for paddling, kayaking, and boating, and is close to everything the beautiful East End has to offer, including wineries, farm stands, the Southold town village, dining options, and the picturesque Goose Creek beach—just a short paddle away.

2100 Glenn Road, Southold

$1,445,000

3 Beds ⋅ 2 Baths ⋅ 975344 MLS

Boaters Dream! Located in Southold, this 3-bedroom, 2-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 includes modern appliances and ample counter space. Large windows provide natural light and water views, with direct access to the rear deck. The outdoor space includes a spacious deck with room for seating and dining, along with a gas grill setup. The dock provides convenient access for boating, kayaking, and other activities. The home includes three bedrooms and two bathrooms, offering flexible space for a variety of living arrangements. Additional features include well-maintained interiors and updated elements throughout. Conveniently located near local wineries, restaurants, and shops, with access to all that the North Fork has to offer.

470 Windy Point Lane, Southold

$2,295,000

4 Beds ⋅ 3 Baths ⋅ 976743 MLS

Rare 1.07-Acre Coastal Compound on The Strand Set along one of East Marion's most coveted waterfront stretches, 875 & 785 The Strand present a rare opportunity to own a combined 1.07-acre coastal compound in an exceptionally private and tightly held location. Spanning two adjoining parcels, this offering delivers scale, flexibility, and long-term potential rarely found on the North Fork. Perched just above the shoreline and directly across from the Long Island Sound, the property captures the quiet luxury that defines East Marion-unspoiled, understated, and deeply connected to the water. 785 The Strand features a light-filled, two-story residence with four bedrooms and three baths, designed for seamless indoor-outdoor living. Expansive windows frame the surrounding landscape, while clean architectural lines and warm finishes create a relaxed yet refined atmosphere. An oversized pool, multiple deck areas, and two fireplaces anchor the home as both a private retreat and an exceptional entertaining space. The adjoining 875 The Strand adds an additional .51 acres, opening the door to a range of possibilities-expanded outdoor living, guest accommodations, or the creation of a true multi-generational estate. The compound, which abuts protected communally-owned Pebble Beach "non-buildable" parcels on the east and south sides, is buffered by mature landscaping, offering a level of privacy and separation that is increasingly rare this close to the water. Beach access is just moments from your door. Also ideally located near marinas, farm stands, wineries, golf courses and a short drive to Greenport Village. This is a rare opportunity to secure a significant landholding in one of the North Fork's most desirable waterfront corridors, offering the scale to enjoy today, and the flexibility to shape for years to come.

875 & 785 The Strand, East Marion

$1,545,000

4 Beds ⋅ 3 Baths ⋅ 975549 MLS

Coastal Living, Without the Crowds Set along one of East Marion's most coveted waterfront stretches, 785 The Strand offers a rare blend of privacy, natural beauty, and effortless coastal living. Experience quiet luxury with direct beach access-without the crowds. Perched above the shoreline and directly across from the Long Island Sound, this thoughtfully designed residence captures the understated elegance of the North Fork lifestyle. Surrounded by mature landscaping and sited to take full advantage of its coastal setting, the .56-acre property features a light-filled, two-story home with five bedrooms and four baths, complemented by an oversized pool, two fireplaces, and multiple outdoor spaces designed for both entertaining and relaxation. Open, airy, and filled with natural light, the home is designed to maximize comfort and connection to its surroundings, which include protected Pebble Beach-communally-owned "no development" lots to the east and south. Expansive windows frame the landscape, while clean architectural lines and warm finishes create a refined yet relaxed atmosphere. Here, beach access is part of everyday life, not an occasion. Also ideally located near marinas, farm stands, wineries, golf courses, and a short drive to Greenport Village. This is a rare opportunity to own in one of the North Fork's most desirable and tightly held locations.

785 The Strand, East Marion

$2,399,000

3 Beds ⋅ 2 Baths ⋅ 943087 MLS

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 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, along with a waterside first-floor primary suite. Large windows invite the views in, creating a relaxed, airy atmosphere throughout the home. Outside, the property lives like a private shoreline retreat. Enjoy the new heated saltwater pool with automatic cover, an enclosed outdoor shower, and generous patio space perfect for lounging or hosting. The private dock provides more than just waterfront enjoyment—there’s direct boating access to Southold Bay and Peconic Bay, with easy routes to Greenport, Shelter Island, and even Sag Harbor for dining, marinas, and day trips. A turnkey waterfront residence that blends comfort, modern updates, spectacular views and the best of coastal living!!!

470 Goose Creek Lane, Southold

$1,499,000

3 Beds ⋅ 4 Baths ⋅ 924424 MLS

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 own this exceptional property: Option 1: New Construction Package – $3,300,000 Partner with the highly regarded North Fork Building Company to create a custom 2,900 sq ft modern waterfront home, expertly designed to showcase water views and deliver a luxurious coastal lifestyle. Planned Features Include: 3 en suite bedrooms, additional full bath off the mudroom, main-floor flex room (ideal for a 4th bedroom, home office, or den), Heated waterside pool, covered outdoor living room with kitchen and wood-burning fireplace, private dock + floating swim dock, detached two-car garage with unfinished attic space and breezeway. Interior Highlights: Gourmet kitchen with custom cabinetry, quartz countertops, Thermador appliances, gas fireplace in the living room with custom built-in bookcases, 10’ ceilings on the main level, 9’ ceilings upstairs, white oak flooring throughout, Kohler fixtures, Andersen windows, and recessed lighting. Custom molding package, Walk-in closets in all bedrooms and upstairs laundry room. With final plan approvals nearing completion and permits ready to issue, now is the ideal time to customize your finishes and build your North Fork dream home. Option 2: Purchase As-Is with Approved Plans – $1,499,000 Prefer to build on your own schedule or with your own team? The existing home is also available as-is . This includes: Fully approved architectural plans, ready-to-issue building permits, .37-acre lot on a quiet canal with private dock. Prime opportunity to invest in a trophy location with a head start on construction. Whether you're ready to break ground now or planning for the future, 535 Bay Home Road is a rare chance to own one of the North Fork’s most prestigious waterfront streets — just steps to a private beach and directly across from a scenic vineyard.

535 Bay Home Road, Southold

$2,999,999

4 Beds ⋅ 5 Baths ⋅ 893733 MLS

NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living. The photos are virtually staged.

6370 Skunk Lane, Cutchogue

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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.