Sag Harbor, NY 2-Story Homes for Sale

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  $3,895,000

  • 5 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  121 Stoney Hill Rd, Sag Harbor, NY 11963

  This newly built Hamptons retreat blends classic design with modern luxury, offering 4,500 sq. ft. across three levels, including a lower level with walkout access to the heated gunite pool. With 5 bedrooms, 5.5 baths, and a seamless indoor-outdoor layout, it's ideal for effortless summer living. The main level features a sunlit open-concept living room with fireplace, custom eat-in kitchen with

  

  Ed Gaetjens

  Saunders & Associates

  (631) 419-7877

  121 Stoney Hill Rd, Sag Harbor, NY 11963
• Explore Sag Harbor

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  $7,995,000

  • 4 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  98 Bay St, Sag Harbor, NY 11963

  Discover an unparalleled offering in the heart of historic Sag Harbor Village. Situated on an idyllic 0.63-acre corner lot, this meticulously restored Victorian delivers the ultimate Hamptons lifestyle: a luxuriously appointed main residence, a lofted studio, and resort-like grounds with a heated gunite pool. Just moments from Sag Harbor's iconic Main Street, and directly across from the serene

  

  Ed Gaetjens

  Saunders & Associates

  (631) 801-0709

  98 Bay St, Sag Harbor, NY 11963
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  $7,700,000

  • 6 Beds
  • 7.5 Baths
  • 5,400 Sq Ft

  4 3rd St, Sag Harbor, NY 11963

  Enjoy unparalleled luxury and sophistication at this newly constructed modern masterpiece offering stunning vistas of breathtaking sunrises and sunsets overlooking the bay and harbor. Located just around the corner from Long Beach and 1 mile to vibrant Sag Harbor Village, this home invites you to indulge in a boutique hotel lifestyle enhanced by exquisite interiors. The expansive open floor plan

  Susan Ryan Compass

  4 3rd St, Sag Harbor, NY 11963
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  $4,995,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 8 Baths
  • 4,519 Sq Ft

  66 Hillside Dr E, Sag Harbor, NY 11963

  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

  Vincent Horcasitas Saunders & Associates

  66 Hillside Dr E, Sag Harbor, NY 11963
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  $6,395,000

  • 8 Beds
  • 10.5 Baths
  • 8,738 Sq Ft

  2061 Deerfield Rd, Sag Harbor, NY 11963

  Welcome to 2061 Deerfield Road. Located within a private 16-acre enclave The Reserve at Deerfield in Sag Harbor, this newly constructed residence is one of four custom homes in a limited new development designed by seasoned architects McDonough & Conroy and built by Barsalin Building and Design. Set on 1.61 acres and bordered by more than 10 acres of preserved open space, the property offers

  Victoria Shtainer Compass

  2061 Deerfield Rd, Sag Harbor, NY 11963
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  $7,850,000

  • 7 Beds
  • 10 Baths
  • 9,000 Sq Ft

  1694 Millstone Rd, Sag Harbor, NY 11963

  Set for completion end of August 2025 - Discover elevated living at 1694 Millstone Rd in Sag Harbor, where modern sophistication meets timeless European elegance. Nestled on nearly two acres, this striking cedar and stone residence welcomes you with clean architectural lines and expansive windows that bathe the interior in natural light. Inside, the grand foyer flows into spacious living areas

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  1694 Millstone Rd, Sag Harbor, NY 11963
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  /22

  $3,545,000

  • 3 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  48 Garden St, Sag Harbor, NY 11963

  Set on one of Sag Harbor Village's most coveted addresses, Garden Street, this reimagined 1890s residence delivers the rare combination of privacy and effortless Village living. Rebuilt by master builder Declan Murray, renowned for setting the standard in Sag Harbor's historic restorations, the home underwent an exceptional 2024/2025 renovation blending timeless character with sophisticated

  Jennifer Friedberg Compass

  48 Garden St, Sag Harbor, NY 11963
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  $4,250,000

  • 6 Beds
  • 5.5 Baths
  • 3,943 Sq Ft

  5 Washington Ave, Sag Harbor, NY 11963

  Just moments from the heart of Sag Harbor Village, this new construction home with 5-bedroom, 5.5-baths and 1-car garage is the perfect blend of modern design and Hamptons ease. With a chic contemporary aesthetic and an open-concept layout that flows effortlessly from room to room, this residence is made for luxury living. Inside, expansive living spaces offer style and comfort, while the

  Vincent Horcasitas Saunders & Associates

  5 Washington Ave, Sag Harbor, NY 11963
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  $5,450,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  11 Grand St, Sag Harbor, NY 11963

  In the heart of Sag Harbor Village, this exceptional new residence-part of an exciting development by Green Barn Properties-has been beautifully furnished and elevated with a host of refined cosmetic upgrades by its new owners. Now fully realized, this exceedingly stylish shingled traditional with 4 ensuite bedrooms offers the perfect blend of high design and move-in-ready comfort. This brand new

  Rylan Jacka The Agency Hamptons

  11 Grand St, Sag Harbor, NY 11963
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  $4,200,000

  • 5 Beds
  • 3.5 Baths

  87 Old Sag Harbor Rd, Sag Harbor, NY 11963

  Accessed by a long, private driveway behind stone pillars, this 3.7-acre escape blends quiet luxury with everyday ease. Reimagined in 2018, this meticulously designed residence offers soaring 14-foot ceilings, a sun-drenched great room with a gas fireplace, five spacious bedrooms, three and a half baths, a bonus/office room, and a two-car garage. Thoughtful details elevate every corner - custom

  Kelsey O'Connor SERHANT.

  87 Old Sag Harbor Rd, Sag Harbor, NY 11963
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  /22

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 4,200 Sq Ft

  9 Long Pond Trail, Sag Harbor, NY 11963

  Tucked at the end of a quiet cul-de-sac and bordered by scenic reserve, this beautifully renovated Sagaponack North residence offers refined comfort and timeless Hamptons charm. Set on 1.9± acres of lush, manicured grounds with mature specimen plantings and wide-open lawns, the property is a private sanctuary designed for relaxed summer living and stylish entertaining. A classic wraparound front

  Scott Strough Compass

  9 Long Pond Trail, Sag Harbor, NY 11963
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  $3,995,000

  • 4 Beds
  • 5 Baths

  78 Walker Ave, Sag Harbor, NY 11963

  Presenting an exceptional opportunity to own a stunning new property in the coveted Azurest community of Sag Harbor, NY. This 4-bedroom, 4.5-bathroom residence seamlessly blends sophisticated design with modern luxury, offering a peaceful and private retreat with expansive water-facing views of Sag Harbor Bay. Spanning 3,020 sqft, the home provides generous living space, ideal for both relaxation

  Joseph Andreassi Compass

  78 Walker Ave, Sag Harbor, NY 11963
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  $3,650,000 Open Sun 11AM - 12PM

  • 5 Beds
  • 4.5 Baths
  • 3,468 Sq Ft

  25 Round Pond Ln, Sag Harbor, NY 11963

  Welcome to Twin Ponds, a waterfront Contemporary retreat with every desire realized for a chic, waterfront escape. Nestled at 25 Round Pond Lane in coveted Sag Harbor, this home is where Hamptons luxury meets the zen of nature. With a full rebuild that showcases artistry and elegance, you've found your unique sanctuary. Prepare to be captivated by the expansive 3,790 square feet of style spread

  Jack Pearson Compass

  25 Round Pond Ln, Sag Harbor, NY 11963
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  $3,725,000

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  1224 Brick Kiln Rd, Sag Harbor, NY 11963

  Welcome to 1224 Brick Kiln, an unparalleled 4-bedroom, 3.5-bathroom estate exuding luxury and seclusion. Nestled on a sprawling 6.2-acre private compound, this residence is a sanctuary of tranquility, offering an oasis just minutes from the lively Sag Harbor Main Street and the picturesque Mashashimuet Park.As you approach the residence, a winding circular driveway welcomes you, featuring

  Douglas Sabo Nest Seekers International LLC

  1224 Brick Kiln Rd, Sag Harbor, NY 11963
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  $3,995,000

  • 4 Beds
  • 3 Baths
  • 2,542 Sq Ft

  330 Main St, Sag Harbor, NY 11963

  This 1840s Captain's Row historic home affectionately known as "Pond View" was meticulously restored to its original grandeur and recently renovated with the luxurious modern amenities. The property has had a series of luminary owners, including a famous composer/conductor, Marvin Hamlisch, a key figure in American Football, Gene Washington, and a ballerina and actress, Patrica H. Hall.

  Marc Heskell Compass

  330 Main St, Sag Harbor, NY 11963
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  $4,475,000

  • 3 Beds
  • 3.5 Baths
  • 2,608 Sq Ft

  120 Glover St, Sag Harbor, NY 11963

  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

  Roxanne Briggs Brown Harris Stevens Hamptons

  120 Glover St, Sag Harbor, NY 11963
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  $3,495,000

  • 4 Beds
  • 4 Baths
  • 3,795 Sq Ft

  31 Rolling Hill Ct W, Sag Harbor, NY 11963

  Hidden Treasure in Northside Hills Hidden away on a beautiful 2.33 acre landscaped canvas within prestigious Northside Hills, this 3800sf Country home offers 4 bedrooms and four baths, beautiful Chef's kitchen, oversized Great Room with vaulted ceilings, separate family room, a finished lower level and a two car garage. The landscaped grounds frame the inviting Gunite Pool and Spa which is

  Scott Strough Compass

  31 Rolling Hill Ct W, Sag Harbor, NY 11963
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  $16,495,000

  • 5 Beds
  • 8 Baths
  • 5,000 Sq Ft

  207 Madison St, Sag Harbor, NY 11963

  Set in the heart of Sag Harbor Village, 207 Madison Street stands as both a work of architecture and a living chronicle of local history. Originally built in 1841 by Col. Henry Wentworth Hunt - publisher of The Sag Harbor Corrector, which later became The Sag Harbor Express - the house sheltered three generations of the Hunt-Johnson family before becoming a beloved gathering place for hosts Joe

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  207 Madison St, Sag Harbor, NY 11963
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  $2,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,468 Sq Ft

  34 Bay View Dr, Sag Harbor, NY 11963

  Set in picturesque North Haven Manor, this stylishly updated 4 bedroom cedar shingled traditional style home features a heated pool and excellent community amenities including two picnic esplanades, a wetlands preserve, and a private park and tennis court. Through the sun dappled covered porch, the home opens with a gracious living room with fireplace. A formal dining room leads to the gourmet

  Dana Trotter The Agency Hamptons

  34 Bay View Dr, Sag Harbor, NY 11963
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  /17

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 2,965 Sq Ft

  19 Wickatuck Dr, Sag Harbor, NY 11963

  Experience unparalleled living in this exceptional 4-bedroom, 4.5-bathroom Sag Harbor home. With a generous total livable space of 2,965 square feet, comprised of 1,945 square feet above grade and 1,020 square feet below, this home is designed for modern living. Relax on your Front Porch or entertain on the rear Ipe Wood Deck, all while enjoying the luxury of a stunning gunite pool. This home

  Linda Batiancela William Raveis (Bridgehampton)

  19 Wickatuck Dr, Sag Harbor, NY 11963
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  $1,495,000 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  4528 Noyac Rd, Sag Harbor, NY 11963

  Set off the road, on the fringe of Sag Harbor Village, with a sidewalk path to parks, shops and restaurants, lies this gem of a property with beautifully natural gardens, a goldfish pond and stone waterfall. Three bedrooms, two baths, generous deck, and likely, room for a pool. You want to see this!

  Michael Daly Douglas Elliman Real Estate

  4528 Noyac Rd, Sag Harbor, NY 11963
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  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  14 Margaret Dr, Sag Harbor, NY 11963

  On a private cul-de-sac, this three-bedroom, two-and-a-half bath residence sits on 1.0± acre surrounded by significant homes, offering both privacy and possibility. The interiors feature vaulted ceilings that frame the open living and dining areas with a fireplace, while multiple outdoor spaces-including a spacious screened porch, second-floor terrace, and outdoor shower-create seamless

  Jennifer Friedberg Compass

  14 Margaret Dr, Sag Harbor, NY 11963
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  $2,100,000

  • 3 Beds
  • 3 Baths
  • 1,577 Sq Ft

  57 Jermain Ave, Sag Harbor, NY 11963

  Just Listed Corner of Oakland- Circa 1938 original. Well cared for with many upgrades and room for a pool. Three+ bedrooms, three full baths, a den, two kitchens, two living rooms. Expandable, room for pool, an affordable village manse ready for showings. The long side frontage is on Oakland, where the car park is, a stone's throw from Mashashimuet Park, Pickle Ball / Tennis and Otter Pond Park

  Simon Harrison Simon Harrison Real Estate

  57 Jermain Ave, Sag Harbor, NY 11963
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  $2,895,000

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  1206 Middle Line Hwy, Sag Harbor, NY 11963

  Your forever home in the Hamptons awaits in Sag Harbor Village Fringe, gorgeously renovated with endless charm and a heated pool. Sited on over half an acre and ready for immediate move-in with 2,723 +/- sq. ft., perfect for contemporary luxury living, plus 4 well-sized bedrooms and 3.5 baths. Skylights and sliding glass doors to the rear grounds highlight bright and open interiors, while

  James Scott Bradley Saunders & Associates

  1206 Middle Line Hwy, Sag Harbor, NY 11963
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  $1,995,000

  • 4 Beds
  • 3 Baths
  • 2,574 Sq Ft

  59 Highview Dr, Sag Harbor, NY 11963

  Welcome to this inviting 4-bedroom, 3-bath ranch home tucked away on a quiet cul-de-sac in Sag Harbor. Resting on over half an acre of land perched above the street, this property offers plenty of space inside and out - perfect for those who value privacy, room to grow, and the opportunity to add their own personal touch. Built in 1994 and thoughtfully cared for over the years, it's ready for its

  Jessica Von Hagn Compass

  59 Highview Dr, Sag Harbor, NY 11963
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  $2,800,000

  • 5 Beds
  • 6 Baths
  • 3,700 Sq Ft

  2964 Noyack Rd, Sag Harbor, NY 11963

  Set on a shy acre, this renovated cedar-shake traditional brings together classic Hamptons style and contemporary luxury living. Originally built in the late 1700s and beautifully reimagined in 2005, the home blends timeless architecture with thoughtfully updated interiors for effortless year-round living. The home offers 3,700 +/- sq. ft. of luxury living space with a total 5 bedrooms, 4 full

  Lee Minetree Saunders & Associates

  2964 Noyack Rd, Sag Harbor, NY 11963
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  $6,800,000

  • 6 Beds
  • 6.5 Baths
  • 9,931 Sq Ft

  8 Widow Coopers Path, Sag Harbor, NY 11963

  **Elegant and Spacious Retreat in North Haven Point** Discover a luxurious lifestyle at 8 Widow Coopers Path, an exceptional residence nestled in the prestigious gated community of North Haven Point. This majestic home, spanning an impressive 9,931 square feet on three levels, is a masterpiece of elegant design and modern comfort, built in 2011 with meticulous attention to detail. The residence

  Kathleen Zappola Compass

  8 Widow Coopers Path, Sag Harbor, NY 11963
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  $2,735,000

  • 3 Beds
  • 3 Baths
  • 1,879 Sq Ft

  723 Brick Kiln Rd, Sag Harbor, NY 11963

  Nestled in a serene setting just moments from the heart of Sag Harbor Village, this sophisticated retreat offers a seamless blend of comfort, style, and outdoor luxury. Set on 1.2± acres, the residence features three bedrooms, three full baths, and 2,000± SF of beautifully designed living space. Thoughtfully arranged for effortless indoor-outdoor living, the home is an inviting sanctuary that

  Jennifer Friedberg Compass

  723 Brick Kiln Rd, Sag Harbor, NY 11963
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  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  79 Clay Pit Rd, Sag Harbor, NY 11963

  Make it your own or start fresh! This 2,000 +/- sq. ft. Sag Harbor cape currently features 3 bedrooms and 2.5 baths on an expansive 2.5 acres. The first floor consists of a separate dining room, living room, and kitchen with a large pantry. This level opens to a deck with a pergola and boasts nature views in the back. An ensuite primary bedroom completes the first floor with 2 more bedrooms that

  Maria Markovic Saunders & Associates

  79 Clay Pit Rd, Sag Harbor, NY 11963
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  $2,695,000

  • 3 Beds
  • 3 Baths

  16 Redwood Rd, Sag Harbor, NY 11963

  Welcome to Bramble House, a Sag Harbor Village historic cottage with a heated Gunite pool just seconds from Baron's Cove, the Beacon and the center of town. Built in the 1800s by John Bramble, a son of the Revolution, this 3 bed, 3 bath, 1,500 square feet home sits on a large Village lot and has been renovated and updated by the founders of Ash, an AD100 design firm. The main floor features a

  Jack Pearson Compass

  16 Redwood Rd, Sag Harbor, NY 11963
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  $5,995,000

  • 6 Beds
  • 6.5 Baths

  11 Gull Rock Rd, Sag Harbor, NY 11963

  Presenting a prestigious new construction in the highly sought-after Sag Harbor Hills community. This 6-bedroom, 6.5 bathroom home spans an impressive approx 5,150 +/- sqft, offering a luxurious and spacious living experience that combines comfort, sophistication, and seamless indoor-outdoor living. Designed and built by Devcora and Andreassi Building Company, the property features an expansive

  Joseph Andreassi Compass

  11 Gull Rock Rd, Sag Harbor, NY 11963
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  $2,995,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  6 Ackerly St, Sag Harbor, NY 11963

  This 4 Bed 2 Bath on a quaint village street from the early 1800s embodies a classic Sag Harbor charm. This home offers 2000 sqft +/- saturated with natural light throughout. A gracious 0.44-acre yard is great for outdoor entertaining. Located in the heart of Sag Harbor village, close to shops, beaches, restaurants and marina. Perfect opportunity to reimagine or start fresh and create a Sag

  Charles Forsman Compass

  6 Ackerly St, Sag Harbor, NY 11963
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  $1,125,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  3 Deerfield Dr, Sag Harbor, NY 11963

  This is your investment opportunity to have a home in Sag Harbor Village only 1/2 mile from Main Street with 2 bedrooms on the top floor and additional low egress living and 2 legal bedrooms in the lower level. Renovate or start fresh on this fully cleared property in the village very close to Havens Beach, Sag Harbor Elementary and 8 minutes to East Hampton and Sagaponack ocean beaches.. Room

  Cynthia Barrett Brown Harris Stevens Hamptons

  3 Deerfield Dr, Sag Harbor, NY 11963
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  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,749 Sq Ft

  15 Lincoln St, Sag Harbor, NY 11963

  Welcome to your Hamptons forever home in Sag Harbor Village's coveted beachside enclave, Ninevah. This recently gut-renovated 4-bedroom, 2.5 bath home blends classic charm with modern sophistication, plus ample space for a brand-new sparkling pool. Inside, sun-filled living spaces feature pristine hardwood floors and an inviting fireplace. The open floor plan seamlessly connects the living,

  Elliot Pegg Saunders & Associates

  15 Lincoln St, Sag Harbor, NY 11963
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  $2,195,000

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  36 Coves End Ln, Sag Harbor, NY 11963

  Available for the first time, this Sag Harbor home is tucked away on a quiet street with bay access. Located in a wonderful community just moments from Sag Harbor Village's shops and restaurants, this spacious five bedroom residence sits on +/- 0.59 acres, offering bay views from the backyard. Upon entering, you're welcomed into a bright great room with a vaulted ceiling, seamlessly flowing into

  Jessica Von Hagn Compass

  36 Coves End Ln, Sag Harbor, NY 11963
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  $1,699,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  33 Whalers Dr, Sag Harbor, NY 11963

  Amazing home with incredible potential, it could be your summer get away with the possibility to be a 4000 sqft house with 5 bedrooms 4 baths, or keep the current house and have the above garage apartment as a rental income unit. This property is in one of the most desirable areas in Sag harbor with Lily Pond and Little Long Pond as a natural features. Beautiful park like location with ponds and

  Benardo Benitez Hogar Realty

  33 Whalers Dr, Sag Harbor, NY 11963
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  $11,500,000

  • 6 Beds
  • 8 Baths
  • 5,000 Sq Ft

  100 Bay St, Sag Harbor, NY 11963

  Discover the timeless charm of historic Sag Harbor, where exclusivity meets elegance without compromising privacy or the ability to entertain in style. Perfectly situated on one of the most sought-after streets in Sag Harbor, this remarkable property is just steps away from the lively village and directly opposite the area's exclusive beach. Offering a rare combination of privacy and expansive

  Susan Ryan Compass

  100 Bay St, Sag Harbor, NY 11963
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  $4,495,000

  • 5 Beds
  • 7 Baths
  • 4,400 Sq Ft

  11 Carver St, Sag Harbor, NY 11963

  Perched on one of the highest points in Sag Harbor Village, on a generous third of an acre, with western exposure for lovely sunsets from the dining terrace, this designer owned and recently renovated 5-bedroom village gem features bright and voluminous interiors and inviting outdoor spaces complete with a heated, gunite pool and pool house. The property has several amenities quite uncommon for

  Dana Trotter The Agency Hamptons

  11 Carver St, Sag Harbor, NY 11963
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  $1,359,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  3866 Noyack Rd, Sag Harbor, NY 11963

  Overlooking waterfront preserve to the water without paying for waterfront. Now fully available AND with a new C.O. in place after the oversized water view deck passed the very long variance review (which explains more than usual days on market). This is the best value option in full sight, and not just because it's a true Hamptons house near Long Beach, Serene Green farm stand & Sag Harbor

  Simon Harrison Simon Harrison Real Estate

  3866 Noyack Rd, Sag Harbor, NY 11963
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  $3,195,000

  • 4 Beds
  • 4 Baths
  • 2,750 Sq Ft

  156 Merchants Path, Sag Harbor, NY 11963

  Light-filled estate on 1.56 private acres, recently upgraded with a finished lower level and boasting a heated pool. Easy luxury living awaits on 2,750 +/- sq. ft. of space with 4 bedrooms and 4 baths, plus a full floor renovation, new HVAC, and new pool heater/equipment. Interiors beam with light across gorgeous hardwood floors, while multiple sliding glass doors bring the outside in. Open

  Vincent Horcasitas Saunders & Associates

  156 Merchants Path, Sag Harbor, NY 11963

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