Sag Harbor New York homes for sale starting at Fifty Thousand Dollars

$5,250,000 - Sag Harbor, NY

32 Windermere Drive Sag Harbor, NY - Minutes from Long Beach sunsets and the charms of Sag Harbor Village, this stunning new construction by boutique builder, Walden Pine Development, presents an exceedingly stylish, shingled transitional 6 bedroom, 5000 square foot home on a beautifully landscaped 0.29 acres with a heated, gunite pool and attached garage in Sag Harbor's Bay Point neighborhood. Clad in a mix of vertical cedar siding and cedar shingle with oversized windows for a striking exterior aesthetic, the home reveals voluminous living spaces and a spacious finished lower level with gym, recreation area, and optional wine cellar. The home opens with an airy, full height entry foyer. The open gourmet kitchen connects to the dining area and great room with French doors to the rear grounds with an outdoor sitting area with a fire pit. Laundry rooms upstairs and in the finished lower level service the household. An exceptional opportunity to own a beautifully designed and executed home in Sag Harbor's Bay Point.

$4,995,000 - Sag Harbor, NY

11 Harrison St Sag Harbor, NY - 11 Harrison St captures old world Sag Harbor Charm while incorporating chic new design desired by today’s Hamptons buyers. Enter the spacious main living area where Master Craftsman decided to incorporate the original wood burning fireplace to maintain the authentic charm. This completely rebuilt Sag Harbor Village home offers exceptional attention to detail and only the highest quality finishes. burning fireplace to maintain the authentic charm. The custom built, state of the art kitchen with Pietra Cardoza countertops, Wolf, Blumberg, and Sub-Zero appliances was designed to provide extensive storage space incorporating hand crafted floating shelves with spacious interior cabinetry. Your second level features spacious primary suite with balcony overlooking the private grounds, and large private bath with oversized walk-in shower and soaking tub. Two additional guest rooms, two full newly designed baths, and laundry complete your second floor.

$4,995,000 - Sag Harbor, NY

26 Harrison Street Sag Harbor, NY - Tucked away on a triple-wide lot on a tranquil street in the true heart of Sag Harbor Village, this enchanting Traditional has the perfect blend of comfort & convenience plus that rare Village amenity: plenty of space. 6 bedrooms & 5.5 bathrooms spread out over 6000SF including a main floor primary suite and a beautifully finished walkout lower level with its own living spaces and two bedrooms, all on a lush and serene .70 acres with a Gunite pool and pool house with room for a detached garage and further expansion. Design curated by notable local designer and architect Anthony Vermandois The main level is spacious and inviting, flooded with light but also allowing for privacy and separation when needed. High ceilings add an airy and grand feel, complemented by elegant hardwood floors throughout. The chef's kitchen has a center island for maximum convenience, and the home office has walls of windows for the ideal work-from-home environment. Discreetly secreted away, the generous main floor primary suite has a gas fireplace, luxury bath and direct access to the park-like grounds. Upstairs includes a second primary suite and two guest bedrooms with plenty of closet space and a prized bonus: the lofty 43x25 attic ready to be finished out, an amazing added expansion opportunity. The walkout lower level stuns with light-filled living spaces and 2 guest bedrooms, all seamlessly connected to the incredibly green outdoor experience.Outside is a fabulous patio for entertaining by your heated Gunite pool amongst mature landscaping and specimen trees, plus the perfect 15x26 pool house. All of this resides on one of the most desirable lanes in Sag Harbor Village, within easy reach of thequaint shops, fine restaurants, bay beaches and cultural attractions the Village is known for. Don't miss this one-of-a-kind opportunity.

$4,990,000 - Sag Harbor, NY

9 Lincoln Street Sag Harbor, NY - 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.

$4,950,000 - Sag Harbor, NY

280 Division Street Sag Harbor, NY - In the heart of Sag Harbor Village, this exciting new development project by Green Barn Properties, designed by Ricardo Romo-Leroux, principal of RRL Architecture and Design, offers an exceedingly stylish 4 bedroom shingled transitional with modern flourishes, with a heated, gunite pool, finished lower level with walkout terrace, and a pool cabana on a quarter acre. Built into the natural grade of the property, the bright lower level opens to magnificent outdoor spaces with a covered porch, built-in grill kitchen with sink and refrigerator, and pool cabana with outdoor shower. Stellar interior finishes include wide plank white Oak floors throughout, Waterworks fixtures, Buster and Punch hardware, lighting by Flos, stunning kitchen by Boffi of Italy, and applications of Venetian plaster and lime wall paint. Exceptional design and a premium level of finish amount to a compelling opportunity to garner a Sag Harbor Village address with a new home conceived by a local, boutique builder and designer.

$4,950,000 - Sag Harbor, NY

11 Carver Street Sag Harbor, NY - 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 Sag Harbor Village including a detached 2-car garage, two areas of off-street parking in the front and rear, and a walkout, finished lower level with exceptionally high ceilings. Through the foyer, the great room with soaring 16' ceilings and abundant fenestration features a gas fireplace. The open, gourmet kitchen and dining area profit from elevated views of the rear grounds with a set of French doors to access the terraced outdoor entertaining spaces. Ensconced by walls of greenery and lush landscaping for total privacy, the 36x16-foot heated, gunite pool is complemented by a cabana style pool house with refrigerator and ice maker, an al fresco dining terrace, and outdoor shower. The main level offers three well appointed en suite bedrooms including the primary bedroom suite with a luxurious soaking tub and rainfall shower. An office, mudroom, and powder bath complete the main level. Upstairs, the second primary suite receives lovely light and has a stunning bath with Italian porcelain, rainfall shower, and a dual vanity. Capitalizing on the natural grade of the property, the walkout, finished lower level offers an expansive recreation room with ample space for a sitting area and table tennis, gym, wine room, powder bath, laundry room with dual appliances, and the guest bedroom suite. A unique opportunity to own a beautifully renovated, designer gem in Sag Harbor Village with the privacy afforded by mature landscaping and the convenience to leave a vehicle at home for trips to Harbor Market, Il Cappuccino, or to explore the charms of Main Street and Bay Street.

$4,925,000 - Sag Harbor, NY

21 Cove Road Sag Harbor, NY - Located in the coveted Redwood waterfront community of Sag Harbor Village, this architect-designed, Victorian-style home presents a striking, modern interior. Completely renovated and expanded with 2 primary bedroom suites, the 4-bedroom, 3.5-bath residence showcases luxurious updates alongside captivating harbor views. Set just two blocks from Sag Harbor's vibrant Main Street, this 3,000 +/- sq. ft. house exudes classic Hamptons allure with its inviting wrap-around porch, mahogany and stone patios, high-end finishes, and impeccable attention to detail. With an open concept design, the main level encompasses a sitting area centered around a fireplace, dining area, and exquisite kitchen with island seating. Set on the second floor, two guest bedrooms and bath plus the expansive primary suite includes a spacious bathroom and private balcony. The second primary suite with exceptional bath is accessed separately also on the second floor. The finished 9 foot ceiling lower level enhances the home's versatility with an additional 500sf +/- great room featuring a lounge alongside a gym area and a pool/ping-pong table. This multi-use space offers endless entertainment options, perfect for unwinding after a day on the water. Outside, a heated gunite pool neighbors patio space perfect for dining al fresco. Additional amenities include an attached garage, outdoor shower and convenient boat mooring and water access directly across the street. Within close proximity to both ocean and bay beaches, this chic retreat promises an idyllic blend of village convenience and waterfront tranquility.

$4,925,000 - Sag Harbor, NY

21 Cove Road Sag Harbor, NY - Located in the coveted Redwood waterfront community of Sag Harbor Village, this architect-designed, Victorian-style home presents a striking, modern interior. Completely renovated and expanded with 2 primary bedroom suites, the 4-bedroom, 3.5-bath residence showcases luxurious updates alongside captivating harbor views. Set just two blocks from Sag Harbor's vibrant Main Street, this 3,000 +/- sq. ft. house exudes classic Hamptons allure with its inviting wrap-around porch, mahogany and stone patios, high-end finishes, and impeccable attention to detail. With an open concept design, the main level encompasses a sitting area centered around a fireplace, dining area, and exquisite kitchen with island seating. Set on the second floor, two guest bedrooms and bath plus the expansive primary suite includes a spacious bathroom and private balcony. The second primary suite with exceptional bath is accessed separately also on the second floor. The finished 9 foot ceiling lower level enhances the home's versatility with an additional 500 +/- sq. ft. great room featuring a lounge alongside a gym area and a pool/ping-pong table. This multi-use space offers endless entertainment options, perfect for unwinding after a day on the water. Outside, a heated gunite pool neighbors patio space perfect for dining al fresco. Additional amenities include an attached garage, outdoor shower and convenient boat mooring and water access directly across the street. Within close proximity to both ocean and bay beaches, this chic retreat promises an idyllic blend of village convenience and waterfront tranquility.

$4,795,000 - Sag Harbor, NY

108 Harbor Watch Court Sag Harbor, NY - Nestled on a serene cul-de-sac lane in Sag Harbor, this stunning modern home is set for completion in Spring 2025. Just moments away from the picturesque Long Beach, the vibrant Sag Harbor Village with its incredible amenities, and the charming villages of Bridgehampton and East Hampton, this residence offers the perfect blend of tranquility, convenience, and new construction. Spanning 0.99+/- acres, the property features a heated gunite pool, fantastic outdoor lounging areas, outdoor kitchen, outdoor shower, and a well-designed landscape creating a relaxing outdoor oasis. The home itself features a total of 6 bedrooms, 5 full bathrooms, and 1 half bath, encompassing approximately 5,824 square feet of exquisite interior space, including a finished walkout lower level. The first floor is designed for both comfort and entertaining, with the foyer flowing into the open-concept floor plan including a living room, dining room, and a stunning designer kitchen. The kitchen is serviced by a substantial butler's pantry. Additionally, the first floor includes two bedrooms, a full bath, and a half bath, offering convenience and privacy for guests. On the second floor, the spacious primary bedroom serves as a luxurious retreat, accompanied by two en-suite bedrooms. An additional loft space on this floor is a perfect, cozy sitting area. The fully finished lower level adds even more versatility to the home, featuring another bedroom, a full bath, and bonus room (well suited as either a bedroom or gym). This level also includes an expansive laundry room, a family room, and access to the garage. This exceptional project is currently underway, with a projected completion date of Spring 2025. New, state-of-the-art, 6-bedroom home in the vibrant Sag Harbor area.

$4,750,000 - Sag Harbor, NY

12 North Haven Way Sag Harbor, NY - Reimagined by design legend Joe D'Urso, 12 North Haven Way in Sag Harbor is a Modern Craftsman masterpiece nestled on over 4 acres in North Haven Point. This grand yet welcoming retreat blends manor house elegance with industrial chic flair, now newly renovated and sensitively expanded by AD100 designer Neil Beckstedt. Spanning over 4000 square feet, the home boasts four bedrooms and four bathrooms, including three luxurious primary suites. The stunning chef's kitchen, inspired by LA's celebrated Schindler House, has a commercial range, Gaggenau appliances, double dishwashers, Sapele mahogany custom millwork and Carrara marble salvaged from New York's famed Plaza Hotel. A tasting room and wine cellar add a touch of sophistication, and the outside dining terrace has a gas grill hook-up for entertaining. The main floor primary suite, ensconced in its own wing, includes a kitchenette, dining nook and sitting area complete with a stylish Swedish wood stove. A glass overhead rolling door opens the space to a private courtyard. The upstairs primary suite has space for lounging by the wood-burning fireplace, with a dual bath and steam shower done in iconic Heath tile from California. A spa alcove with a copper soaking tub leads directly to a generous private outdoor terrace. The third bedroom suite encompasses a lounge area with another fireplace, deep walk-in closets and a double spa bath. There is plenty of space, storage and privacy for guests. The property features a one-car garage, a 65-foot heated Gunite pool and spa, and a lush, serene outdoor experience. Further expansion is possible. Discover the potential of the finished third-level artist storage studio with 360-degree views. Experience privacy and modern luxury in this exclusive enclave, which includes private beach access and tennis.

Sag Harbor, New York listings for sale

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