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$7,250,000
8 Beds 9 Baths 853844 MLS
Tucked away down a winding driveway, past a gated entrance, and set on 6.5 acres of serene privacy, this extraordinary gabled estate offers the perfect Hamptons retreat. Conveniently located near the attractions of Bridgehampton and Sag Harbor, this immaculate residence spans over 8,000 square feet of pristine living space, featuring custom interior design and high-end details on all three levels. The home includes 8 spacious bedrooms, 7 full bathrooms, 2 half baths, a three-bay garage, a large gunite pool with a spa, and an expansive bluestone patio with multiple lounging areas, all surrounded by mature trees, lush landscaping and exterior lighting. A dramatic, double-height entry foyer welcomes you into the home, leading to the open living area with a fireplace and sliding windows that seamlessly blend the indoors with the natural surroundings. A luxurious den with a second fireplace provides an elegant retreat, offering serene pool views. The oversized chef's kitchen is a dream, perfect for cooking, dining, or entertaining. Carrara marble accents the generous island with bar seating, keeping guests close while you cook. Premium Sub-Zero, Wolf, and Miele appliances, including two dishwashers, make this space a chef's paradise. The formal dining room, just beyond, offers ample space for seating 12 or more guests. The main level also features one of the two primary bedrooms and a stylish powder room. Upstairs, you'll find 5 ensuite bedrooms, including the grand primary suite, which boasts a balcony, walk-in closet, and an expansive spa-inspired bathroom with marble sinks, a soaking tub and top-tier fixtures. Two of the guest suites also feature balconies, offering sunset views over the trees. The upstairs is completed with a large laundry room. The fully finished lower level offers 10-foot ceilings and is flooded with natural light from deep window wells. It includes two guest suites, a recreational area, media room, half bath, and a professional-grade home gym. The serene grounds are beautifully designed for entertaining and easy living, with lovely outdoor dining areas, and a heated 50-foot gunite pool with an integrated spa, all surrounded by natural bluestone. There's a covered porch for lounging and ample space for sunbathing, with the pool receiving beautiful southwestern light until sunset. The attached 3-car garage features high-performance epoxy flooring and custom cabinetry for toys and accessories. The home is equipped with an indoor/outdoor sound system, security system, water filtration, and a multi-zone HVAC with humidification. This combination of meticulously maintained classic luxury, complete privacy, and easy access makes this estate one of the most exceptional properties available today. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

471 Middle Line Highway, Sag Harbor

$4,771,250
4 Beds 3 Baths 951413 MLS
An Iconic Sag Harbor view set along the coveted shoreline of Sag Harbor Cove. This chic waterfront retreat offers a rare blend of privacy, vast harbor views across to Sag Harbor village and direct open water access to Sag Harbor Bay. Within this quiet, exclusive enclave of Bay Point located on one of the most desirable streets, this property offers 100 feet of bulk headed beachfront and a private dock. The experience of tranquil water vistas and a sparkling waterside pool and jacuzzi spa await your arrival. This well-appointed property with distant water views through the wide expanse of glass doors is strikingly breathtaking. A modern stylish design and decor captivate coastal living at its very best. Thoughtfully reimagined and renovated to the studs in 2018, this immaculate residence holds 4 bedrooms and 3 baths spanning approximately 1,850 square feet all across two architecturally designed levels. An additional lower level of 640 square feet is ready for an innovative design addition. With spectacular water views from most all rooms, a bright open ~ concept floor plan flows seamlessly from the living room to the kitchen and dining area, ideal for relaxed nautical living and entertaining. White oak hardwood floors carefully crafted with the vision of yesteryear, a gourmet chef's kitchen with gorgeous white quartz counters and center island all accented with Caribbean blue sea glass tiles blending with the glistening Zen water views. Additionally, custom built in cabinetry and Sub Zero and Wolf appliances complete this special living area. A cozy fireplace hearth and game area blend well and lends warmth and refinement throughout this home. Tucked away is a first level primary en-suite with water views featuring built in closets and a quality spa like bath accented with gorgeous porcelain and custom tiles. An additional guest bedroom and full bath complete the first level. The second level holds two additional guest bedrooms, a full luxurious bath with expansive water views offering flexible accommodations. With this design of multiple rooms capturing serene views of Sag Harbor Cove, you maintain a divine connection to the surrounding water and beyond. Architectural plans for expanding to a 3000 plus square foot property are included in this wonderful property offering. With indoor and outdoor living flowing so naturally, you will find this waterfront private oasis is perfectly suited to the Sag Harbor lifestyle. After swimming in your waterside pool and spa, step into your boat just steps from the house and set out for a morning cruise or an easy ride into the village on the water for lunch, dinner, or sunset cocktails. Long Beach, Foster Memorial Beach, and the cultural historic heart of Sag Harbor Village are all just minutes away. Equally compelling as a year-round residence or an elegant weekend escape, this waterfront offering delivers timeless Hamptons appeal, modern comfort, and an exceptional setting on Sag Harbor cove, where privacy, boating, and village living converge.

20 Whalers Walk, Sag Harbor

$4,488,888
5 Beds 6 Baths 1008515 MLS
New construction in a private beach community just moments from Sag Harbor Village. Situated on a corner lot of approximately 0.19 acres, this 5-bedroom, 5.5-bath residence offers approximately 3,800 square feet of living space designed for modern coastal living. The open floor plan features living and dining areas filled with natural light, a well-appointed kitchen with premium finishes and appliances, and two primary suites, including one on the main level and one on the second floor, providing flexibility for guests, multigenerational living, or a variety of lifestyle needs. Contemporary details include wide-plank flooring, an electric LED fireplace, and multiple indoor and outdoor gathering spaces. The landscaped grounds offer patio areas for outdoor dining and entertaining. Conveniently located near Sag Harbor Village shops, restaurants, marinas, and beaches, this newly constructed home offers a combination of modern design and coastal convenience. 5 Bedrooms | 5.5 Baths | Approx. 3,800 SF | Approx. 0.19 Acres | New Construction | Private Beach Community

46 Terry Drive, Sag Harbor

$4,410,000
6 Beds 7 Baths 957880 MLS
Set on one of the most desirable streets in Sag Harbor Village, 12 Lincoln Street represents a rare opportunity to own a newly constructed estate that seamlessly blends classic village charm with modern luxury—while offering a level of scale, privacy, and setting that is nearly impossible to replicate. As the largest new construction on the east side of Sag Harbor Village, this residence stands apart, bordered by hundreds of acres of protected preserve that will remain forever untouched, creating a tranquil, nature-forward backdrop that feels worlds away yet remains moments from the village. Spanning approximately 5,700 square feet, the home unfolds with thoughtful architecture and grand proportions, highlighted by a dramatic two-story living room that fills the interiors with natural light. The layout is designed for both everyday living and elevated entertaining, featuring six generously sized bedrooms and six and a half baths, each finished with refined materials and timeless attention to detail. At the heart of the home, the chef’s kitchen is outfitted with Sub-Zero and Wolf appliances, anchoring the space as a true gathering point for friends and guests alike. Outdoors, the property transforms into a private retreat. A covered patio off the rear of the home overlooks a beautifully landscaped yard centered around an 18’ x 32’ heated gunite pool with an 8’ x 8’ spa, ideal for both quiet mornings and summer evenings. A poolside cabana enhances the resort-like atmosphere, while a detached two-car garage adds convenience without disrupting the home’s clean architectural lines. Completing the lifestyle offering is private access to Ninevah Beach, allowing residents to enjoy one of Sag Harbor’s most treasured waterfront settings just moments away. With its unmatched scale, preserved surroundings, and coveted village location, 12 Lincoln Street is more than a new home—it is a long-term legacy property, offering privacy, proximity, and prestige in one of the Hamptons’ most storied communities.

12 Lincoln Street, Sag Harbor

$4,200,000
5 Beds 6 Baths 882779 MLS
Privately gated and set on 1.42 acres backing to a nature preserve, this 7,355 SF modern estate offers unparalleled privacy, light-filled interiors, and resort-style amenities. Designed by architect Martin Scheffer (Zurich) and fully reimagined in 2017, the home features soaring cedar ceilings, wall-to-wall sliders, skylights, imported Italian travertine floors, a chef’s kitchen with Miele appliances, 5 bedrooms, home office, indoor and outdoor gunite pools, sauna, artist studio with terrace, and all-weather tennis court. Surrounded by lush gardens and serene beauty, this is luxury Hamptons living at its finest. (Whole House Generator, Whole House Waterfilter System, Whole House 'Desert Aire' Dehumidifier, Cogan System Constructed-superior structural integrity.)

2222 Noyack Road, Sag Harbor

$4,200,000
3 Beds 4 Baths L3585293 MLS
Nestled in the heart of Sag Harbor's Historic Whaling Village, the stunning water View route to the village is less than .75 miles. This 3 bedroom 3 and 1 half bath house seamlessly blends charm and elegance. Bathed in natural light, the property boasts a modern kitchen perfect for gatherings, and a cathedral living room featuring a wood-burning fireplace and sliding glass doors. The first floor offers two bedrooms, including an en-suite, a versatile den space with pocket doors, one full bath, powder room, and ample storage closets. Ascending to the second floor, you'll discover a loft-like primary bedroom complete with a generous walk-in closet and bathroom, showcasing a double vanity and tasteful design. Step outside the glass doors onto the expansive deck, ideal for entertaining, which overlooks the 18x40 heated gunite pool and adjacent serene wildlife reserve. Set on a .42-acre lot, this home provides a sense of seclusion and tranquility while being mere moments from the vibrant heart of Sag Harbor Village. All marinas are a stones throw from the front door, no vehicles necessary. Truly turnkey, comfortable and convenient living for all seasons.

120 Glover Street, Sag Harbor

$3,945,000
7 Beds 7 Baths 957988 MLS
Nestled in one of Sag Harbor Village's most desirable waterfront communities, this new construction home offers an unparalleled blend of luxury and coastal charm. With 4,974 square feet of meticulously designed living space, this seven-bedroom, six-and-a-half-bathroom estate is set on a tranquil .51-acre parcel. Situated just moments from the vibrant heart of the village and a private community beach, this exceptional residence invites you to experience the best of waterfront living. The home's location within a private waterfront community is nothing short of extraordinary. Just moments from Sag Harbor Village, you'll enjoy easy access to boutique shopping, renowned dining, art galleries, luxurious marinas and the historic harbor. The private community beach provides the perfect place to relax by the water. Whether you're looking for a permanent residence or a seasonal getaway, this home is the epitome of modern luxury and coastal living.

9 Lincoln Street, Sag Harbor

$2,345,000
4 Beds 4 Baths 919059 MLS
Welcome to this stunningly renovated three-bedroom plus den, four-bath home - just one block from private beach access, with mooring rights! This single-level home is filled with sunlight and soaring ceilings throughout. You'll love the open layout and the warmth of the huge gas fireplace in the living room, complete with built-ins. The kitchen features handmade white oak cabinetry, and every bathroom has been beautifully appointed. Hardwood oak floors tie the whole space together. Enjoy your very own backyard oasis just outside - a gorgeous 32-by-16 gunite saltwater pool with spa, plus a pool house and outdoor shower. Downstairs, the lower level with egress windows is ready for fun - think ping pong, a playroom, or your own gym - and there's plenty of storage, too. Listing ID: 926440

7 Sims Avenue, Sag Harbor

$2,225,000
4 Beds 3 Baths 906022 MLS
New Listing Alert!! Imagine summers spent on the water and evenings entertaining on a sprawling patio. This stunning new Sag Harbor listing offers a lifestyle of coastal charm and modern convenience. The open floor plan creates a bright and airy atmosphere, while the four well-appointed bedrooms provide comfort and privacy for everyone. Discover culinary bliss in the recently renovated kitchen. New countertops and a stylish backsplash complement the top-of-the-line appliances. The generous island provides a central gathering spot, ensuring every meal and celebration is a special occasion. A formal living and dining room provide plenty of space for guests to relax and enjoy all this home offers. Beyond the main living space, a generous outdoor area offers the perfect backdrop for creating memories with friends and family. The large patio, with outdoor shower, outdoor tv, wicker furniture and large dining table provides the ultimate entertaining oasis. Beyond sits the fabulous 20ft by 40ft pool, surrounded by lush and mature landscaping. This fabulous retreat also features state-of-the-art solar panels for energy efficiency and a convenient EV charging station, making it a home that's as intelligent as it is beautiful. A one-car garage and gym complete the picture. Sited between Sag Harbor and Southampton, in the desired location of Sunset Shores, which offers bay access to Peconic Bay, the home's location is perfect for the ultimate experience of either village. And if this was not all enough, 24 Shadyrest is being sold with all furnishings included, making it the ultimate turn key property. With a proven rental history, this property has so much to offer. This is more than a home, its a sustainable sanctuary, a home that's as intelligent as it is beautiful.

24 Shadyrest Drive, Sag Harbor

$1,999,999
3 Beds 2 Baths 923524 MLS
This thoughtfully designed 2,000 SF+/- home sits on a 1.17 acres +/- in Sag Harbor’s North Haven, just minutes from the village and ferry, with private bay beach access and mooring rights. The residence offers 3 bedrooms, 2 full bathrooms, and spacious living areas with 12' ceilings, custom millwork, and quality finishes. The home features natural light throughout, highlighting the hardwood floors and granite countertops. The open living spaces are complemented by a wood-burning fireplace, high-end Bosch appliances, and elegant lighting. Spanning 2,000 SF+/-, the first level includes an inviting entry foyer, leading into a spacious living room featuring a skylight, fireplace, and double French doors opening to the exterior patio. The dining room offers direct access to both the kitchen and living room. The gourmet kitchen is equipped with a large center island, bar seating for 3+ guests, 2 closets, and a pantry. Two guest bedrooms share a full bathroom. Additional amenities include a laundry room, 2-car garage, office, and lower-level with over 1,500 SF+/-. The expansive primary bedroom provides direct access to the patio and is complemented by a luxurious bathroom with a skylight, jacuzzi tub, walk-in shower, water closet, and a generous walk-in closet. The outdoor space offers a peaceful retreat. At the center is an 18' x 32' vinyl pool, surrounded by a patio and multiple seating areas ideal for both relaxing afternoons and lively gatherings. Enjoy evenings by the firepit or dine al fresco. The exterior is finished with a bluestone gravel driveway, an irrigation system, and a front porch, all enhancing the home's inviting atmosphere. With its unrivaled location, unparalleled design, and boundless potential, 2 Sunset Road offers a rare opportunity to acquire a true Sag Harbor retreat.

2 Sunset Road, Sag Harbor

$1,999,000
4 Beds 4 Baths 958793 MLS
If you love your city life but crave the quiet, this is where the balance shifts. 48 Island View Drive West delivers the one thing city living cannot: space to breathe — without sacrificing design, culture or refinement. Five minutes from the water and 3 miles from Main Street, you're minutes to the restaurants, marinas, and historic charm of Sag Harbor Village — yet removed enough to feel distinctly peaceful. Welcome to restorative weekends and time away where your lifestyle expands. Come take a look at this cool contemporary with loads of light, heated pool, big decks in front and back, fireplace, four bedrooms, three and a half baths, three floors, 3,200 square feet of living space, and a one-car garage.

48 Island View Drive W, Sag Harbor

$1,800,000
4 Beds 4 Baths 1005102 MLS
Decorator’s Own! Welcome to this beautiful Expanded Ranch, where modern elegance meets classic Hamptons charm. Situated just outside the vibrant Sag Harbor Village, this residence offers a serene escape with a brand new heated gunite pool and access to a private beach association in the exclusive Sunset Shores community. This property features an inviting first-floor Primary suite complete with an updated bath and custom walk-in closet. The first floor also features a powder room and laundry area, spacious living room, and a bright eat-in kitchen featuring marble counters, center island with breakfast bar, and Sub-Zero refrigerator. Flowing seamlessly to the separate dining area, glass doors provide access to the private back yard with dining patio, terraced perennials and sparkling heated pool with porcelain patio and Outdoor pool shower. The second floor offers guest quarters with 2-3 additional bedrooms and a marble bath. The finished lower level is permitted with 2 egress windows, 2 bedrooms, a new full bath, large living/dining space, separate laundry and an outside entrance. House has brand new copper gutters/leaders. Situated on .43 acres with a 2-car garage. *Two Year Rental Permit for 10 guests from Town of Southampton. VIRTUAL TOUR AVAILABLE, SEE ICON ABOVE

2421 Noyac Road, Sag Harbor

$1,700,000
3 Beds 3 Baths 948285 MLS
Also known as Cove Road. Rare opportunity to own this immaculately maintained 1687sqft solid built single story home with a 1600+/- sqft basement with appx 8' ceilings AND a huge 2 car attached garage all on a (.51+/-) lot with room for expansion/pool or start from scratch on a quiet serene neighborhood street 'oh so close" to Short Beach and Sag Harbor Cove. IMAGINE THE POSSIBILITIES! The home features plenty of space with a large formal living room and connected den adjacent to an eat-in kitchen with stainless appliances and a lovely separate dining room. There are three bedrooms including a primary with ensuite bath, two guest bedrooms and full guest bath as well as a large half bath/powder with laundry on the main floor. Move right in and contemplate your options all while being a short 1.5 miles straight shot with sidewalks/bike paths to the center of Sag Harbor Village District (can you say Grindstone Donuts) and 1000ft+/- from Short Beach (or Long Beach) sunsets!

17 Cove View Road, Sag Harbor

$1,700,000
3 Beds 3 Baths 941580 MLS
Welcome to 17 Downer Place, an exceptional opportunity in the village of Sag Harbor. This .52-acre parcel offers endless potential, with room for a pool, pool house, and expansive outdoor living. Surrounded by mature trees and tucked away on a quiet cul-de-sac, the setting is both serene and central - just moments from the village's celebrated dining, boutique shopping, marinas, and cultural attractions, .5 Miles to Haven's Beach and close to top-rated public and private schools. The property offers strong investment upside. The existing steel frame structure is in immaculate condition, move in ready, or can be renovated to your taste. Bring your vision to create a bespoke Hamptons retreat in one of the East End's most desirable villages.

17 Downer Place, Sag Harbor

$1,395,000
2 Beds 1 Baths 977895 MLS
Storybook Living in Sag Harbor: A Turnkey Coastal Retreat Experience the epitome of Sag Harbor living in this meticulously renovated coastal cottage, where "storybook" charm meets high-end contemporary function. Freshly reimagined for the modern lifestyle, this residence boasts brand-new siding, lush professional landscaping, and a crisp Belgian stone drive that sets a sophisticated tone before you even step through the front door. Designed for effortless, single-level living, the interior is a masterclass in clean, coastal aesthetics. The open-concept great room is bathed in natural light from three sides, highlighting the rich hardwood floors and designer recessed lighting. At the heart of the home, the all-new designer kitchen is a chef's dream, featuring: Premium quartzite countertops & custom tile backsplash. Professional-grade, GE Cafe appliances. A dedicated dining area with seamless indoor-outdoor flow. Step through sliding glass doors to a backyard sanctuary designed for the ultimate Hamptons summer. The .20-acre property is a sun-drenched haven, fully fenced and framed by mature privacy hedges. Enjoy the heated pool & sun-drenched patio: Perfect for lounging or al fresco dinner parties. There is a new outdoor shower and the beautiful lush lawn which offers ample space for summer games and entertaining. Located in the coveted town of Sag Harbor, this home offers easy access to bay beaches and world-class sunsets at nearby Foster Memorial Beach. You are just moments away from the elevated dining, luxury boutiques, and vibrant culture of Sag Harbor Village. While this home is perfectly curated for immediate enjoyment, it offers incredible versatility. Live beautifully within the current sophisticated floorplan or easily expand for additional rooms and equity. Turnkey, renovated, and ready for Summer-this is the Sag Harbor retreat you've been waiting for.

5 Oak Drive, Sag Harbor

$950,000
2 Beds 1 Baths 1014281 MLS
Charming cottage in walking distance to Long Beach and just minutes from Sag Harbor Village. This 2-bedroom, 1-bath home sits on a 0.27-acre corner lot, offering a private setting within a well-manicured yard. Whether you are enjoying the heated in-ground pool or sipping coffee on the spacious deck, you’ll be sure to relax and unwind. On the interior, you’ll find an eat-in kitchen, two bedrooms, a full bathroom, and a spacious living room with sliding doors to the deck. The property offers an attached one-car garage with a laundry area, central AC, in-ground sprinklers, and a newly constructed sidewalk that leads into town. This Sag Harbor retreat is ideally situated as a year-round residence, weekend getaway, or investment opportunity.

3748 Noyack Road, Sag Harbor

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.