Sag Harbor Homes with Traditional Style

Welcome to Sag Harbor, a charming village nestled in the heart of Suffolk County, New York, where the allure of coastal living meets the richness of history and culture. Renowned for its picturesque waterfront and vibrant arts scene, Sag Harbor is not only a haven for relaxation but also a highly sought-after destination for families, thanks in large part to its exceptional school district.

The Sag Harbor School District is celebrated for its commitment to academic excellence and holistic development. With a focus on fostering creativity, critical thinking, and community engagement, the district offers a wide range of programs that cater to the diverse needs of its students. From its well-resourced elementary schools to the acclaimed Sag Harbor Middle and High Schools, families can take comfort in knowing that their children are receiving a top-tier education in a supportive environment.

In addition to its educational offerings, Sag Harbor boasts an array of traditional-style homes that beautifully reflect the area’s historic charm. These residences often feature classic architectural details, spacious layouts, and lush gardens, creating a warm and inviting atmosphere that feels like home. Whether you’re drawn to a quaint cottage or a grand historic estate, the traditional homes in Sag Harbor provide a unique blend of character and modern convenience.

Living in Sag Harbor means embracing a lifestyle enriched by community spirit, stunning natural beauty, and access to quality education. Come discover the perfect home in this enchanting village, where tradition meets contemporary living, and where your family can thrive.

Newest Sag Harbor Homes with Traditional Style

$6,600,000

4 Beds ⋅ 4 Baths ⋅ 1030939 MLS

West Banks Waterfront Community North Haven Surrounded by the natural beauty and tranquility of West Banks, a private waterfront community in North Haven , 16 Barclay dr is a well appointed modern traditional residence. This gated enclave is a true boaters paradise featuring a deep water dock , a private beach and the most glorious westerly sunsets in all the Hampton's. Sited on 1.72+/- acres and surrounded by a 20 acre reserve, this property offers elegant style and sophistication. The desirable floor plan offers 4200 square feet of beautiful living spaces, and an additional 2050 square feet of a lower level with high ceiling heights, just waiting to be finished. Upon arrival, the coastal light cascades through the double height ceiling living room and wall of glass windows overlooking this lush property. The first level offers a wonderful flow with a large eat in kitchen, granite counters and center island, offsetting all the amenities for entertaining one would appreciate. A formal dining room , office or family room anchor the living area's. A first level private and spacious primary suite with walk-in large closets, and a luxurious bath with jacuzzi tub is a great addition. The second level's open landing divides two wings, offering an en-suite second primary bedroom and bath with a spacious walk in closet and additional unfinished area's that can be reimagined as a sitting room or extra living space. There are 2 additional bedrooms on the opposite wing with a shared Jack and Jill bath completing the second level. Numerous unfinished area's across this level just waiting to be expanded and customized. Mature plantings and beautiful landscaping create a park like setting surrounding the sparkling salt water gunite pool and lovely patio's for lounging and entertaining . A two car over sized attached garage also is a wonderful addition. This two-story traditional residence provides a serene and beautiful Hampton's retreat in a uniquely private and rare setting. The expansive acreage gives room for this residence to be substantially increased in sq footage with additional living area's if desired. A live in community caretaker is part of this wonderful offering, and conveniently available for concierge needs. Additionally, community tennis and a designated mooring for the boating enthusiast enhances this coastal experience. The natural beauty and tranquility of North Haven, also offers "Love Lady Park" a new addition to this area, with walking trails and gathering area's for all season enjoyment. This exceptional North Haven, Sag Harbor property and lifestyle, is just 10 minutes to the Historic Sag Harbor Whaling Village with coastal waterfront dining and marina's. The iconic Bay Street Theater features high profile entertainment and the Historic Whaling museum, are just a few local favorites. This sought-after private community and the residence at 16 Barclay Drive present an opportunity to own a substantial Hamptons residence in a World Class location!

16 Barclay Drive, Sag Harbor

$1,850,000

3 Beds ⋅ 3 Baths ⋅ 1043921 MLS

Classic Hamptons living in Sag Harbor’s sought-after Sunset Shores community. Set on nearly half an acre, this cedar-shingled Colonial offers three bedrooms, three full bathrooms, and 2,059± square feet across two entirely above-grade levels. A sweeping circular drive introduces the home, where a gracious foyer opens to an expansive living room with broad bay window. The adjoining dining area and open kitchen feature white cabinetry, stone countertops, stainless-steel appliances, a generous center island, and sliding glass doors connecting to the backyard. A full bathroom and dedicated laundry room complete the main level. Upstairs, the impressively scaled primary suite features a second fireplace, sitting or work area, abundant closets, and an en-suite bathroom with a soaking tub and separate glass-enclosed shower. Filtered bay glimpses are visible throughout the year, becoming more pronounced seasonally. Two additional bedrooms share a full hall bathroom. The landscaped grounds include a broad lawn, stone and gravel terraces, outdoor dining and lounging areas, an outdoor shower, and a detached storage building. Sunset Shores residents enjoy access to the neighborhood beach and community boat rack. Moments from Noyac Bay and Long Beach, with Sag Harbor Village, Bridgehampton, and Southampton all within easy reach.

45 Shadyrest Drive, Sag Harbor

$3,950,000

6 Beds ⋅ 7 Baths ⋅ 1030309 MLS

Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sagaponack

$4,495,000

6 Beds ⋅ 8 Baths ⋅ 1027629 MLS

This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor

$7,895,000

4 Beds ⋅ 3 Baths ⋅ 1017424 MLS

A true private compound set on just shy of an acre in one of the Hamptons' most desirable enclaves and on one of Sag Harbor Village's finest streets, this exceptional home blends timeless European charm with modern luxury and comfort. The beautifully landscaped property features a substantial detached accessory structure with its own private entrance, a pool house, detached two-car garage, and heated saltwater pool, offering exceptional flexibility for guests, a home office, studio, fitness space, or extended living. Framed by lush flowering gardens that bloom from spring through autumn, along with shaded brick and bluestone paths, the property offers a rare sense of privacy in the heart of the Village. Inside, the home is rich with one-of-a-kind details, including exquisite 100-year-old stained and leaded glass pocket doors imported from Europe, period windows, maple floors, and mahogany used throughout the interior and exterior. The airy open floor plan is as functional as it is elegant. The chef's kitchen, anchored by a cozy fireplace with an antique mantel, flows seamlessly into a sunlit living space and through French doors to a spacious half-moon deck overlooking stone walkways and a brick patio. A large formal dining room and TV den, both featuring custom mahogany cabinetry, provide ample space for casual and formal gatherings. Outdoors, the fenced heated saltwater pool with bluestone coping, pool house, detached garage with stained-glass gable windows, and expansive grounds create an exceptional setting for entertaining and year-round enjoyment. Every inch of the property has been thoughtfully curated, from the mature gardens to the distinctive architectural details that make this home truly unforgettable. There is simply no home in Sag Harbor like it. Best of all, you're just moments from Sag Harbor's world-class shops, acclaimed restaurants, marinas, and cultural venues, allowing you to enjoy village living without sacrificing privacy or tranquility.

54 Palmer Terrace, Sag Harbor

$2,500,000

3 Beds ⋅ 1 Baths ⋅ 1021365 MLS

Charming mid 1800s traditional perfectly situated within sight of Sag Harbor Cove and two blocks from the central business district on a double lot features a freestanding garage and room for a swimming pool. Original details and windows make this the historical restoration project about which you have always dreamed. Tucked away in a rear corner, the pre-existing and nonconforming siting of the outbuilding (with electric) frees generous portions of the already oversized lot. Imagine being several hundred meters from your boat. Picture your forays into the heart of Sag Harbor Village for your morning coffee, or your evening (restaurant) meal.

51 Garden Street, Sag Harbor

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 998496 MLS

Introducing The Pond House, a rare 2-acre private estate in the coveted Village of North Haven, moments from Sag Harbor and adjacent to Lovelady Park. Tucked away in a serene, park-like setting, just a short walk to Long Beach, this 5-bedroom, 3 full and 2 half bath residence offers refined living with seamless indoor-outdoor flow. Sun-drenched interiors feature expansive windows, a gracious living room with fireplace, and a thoughtfully designed chef’s kitchen with bar seating for entertaining. The luxurious primary suite offers a fireplace and spa-level bath with steam shower, heated floors, and private water closet. Designed for resort-style living, the grounds showcase a pool, spa, hot tub, outdoor shower, very large bluestone deck and covered kitchen and bar, all surrounded by lush landscaping, koi pond, and tranquil water features including a waterfall. Minutes to Sag Harbor Village and Shelter Island Ferry. Conveniently located near several Hampton towns.

263 Ferry Road, Sag Harbor

$7,795,000

6 Beds ⋅ 7 Baths ⋅ 990599 MLS

Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and en-suite large studio , a full outdoor kitchen with bar and all amenities and outdoor shower enhancing this sublime experience. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios surrounding the salt water, gunite infinity pool and spa. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!

1 Fox Crossing, Sag Harbor

$3,850,000

6 Beds ⋅ 7 Baths ⋅ 979851 MLS

Modern Elegance in Sag Harbor Village Discover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines Hamptons living. Step through the grand entrance into an ideal open layout, where soaring double-height ceilings and expansive glass windows and doors bathe the interiors in natural light. A uniquely designed staircase with glass railings makes a striking statement, seamlessly connecting the home’s thoughtfully designed levels. At the heart of the home, the stunning chef’s kitchen boasts Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher, complemented by quartz countertops. A separate butler’s pantry with a full-size sink, custom cabinetry, and additional prep space ensures effortless entertaining. The living room features a dramatic wood-burning fireplace with Calacatta marble, creating a warm yet refined ambiance. A wet bar with quartz countertops, and wine fridge enhances the space, perfect for hosting. French doors open to a lovely garden area, and a powder room and en-suite junior suite complete the first level. Retreat upstairs to the primary suite, an oasis of tranquility with vaulted ceilings, custom walk in closets, a stunning bathroom and a private balcony overlooking the pool. This level boasts two additional en-suite bedrooms with ultimate privacy and natural light. As you transition to the finished lower level, you will notice a design that is focused on both relaxation and recreation. Embracing a modern aesthetic; large format porcelain tiles and white marble span the entire floor. Witness two more generous bedrooms, two bathrooms, and an entertainment space with a gas fireplace. No stone was left unturned as this level is complete with a built-in entertainment bar with quartz countertops and wine cooler, as well as a versatile additional space that offers endless possibilities as a gym, office, or playroom with direct access to the yard and pool. Outside, an elegant covered veranda flows seamlessly into the heated Gunite pool, setting the stage for unforgettable gatherings. Designed for all-season enjoyment, this back yard boasts an electric fireplace, ceiling fans, and custom louvre shutters. A BBQ area enhances the outdoor dining experience, while an outdoor shower adds a touch of resort-style luxury. For added flexibility, an oversized detached garage could be converted to a pool house. As an added bonus, the property is equipped with four-zone heating and cooling, and a state-of-the-art security system with Google Nest cameras and thermostats. Do not miss your chance to experience the pinnacle of Hamptons living at this Sag Harbor Village retreat.

278 Hampton Street, Sag Harbor

$6,495,000

7 Beds ⋅ 8 Baths ⋅ 977633 MLS

, Additional information: Separate Hotwater Heater:yes

142 Six Pole Highway, Sag Harbor

$1,500,000

3 Beds ⋅ 4 Baths ⋅ 884422 MLS

Nestled in the heart of Sag Harbor Village, 352 Main Street offers the rare opportunity to own a timeless 3-bedroom, 3-bath residence just moments from shops, restaurants, and the harbor. The home sits on a 0.17-acre lot and combines classic village charm with untapped potential.The light-filled interior features a cozy living area with fireplace, hardwood floors, and an open-concept layout ideal for entertaining. The eat-in kitchen leads to a spacious backyard with room for outdoor dining or a potential pool. While the home has solid bones, it presents a great opportunity for updates or renovation to match your vision and elevate its value.Located just blocks from the Sag Harbor Whaling Museum, John Jermain Library, and historic marinas, this property is a standout for buyers looking to invest in one of the most desirable and walkable villages in the Hamptons.

352 Main Street, Sag Harbor

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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.