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

$4,700,000 - Sag Harbor, NY

66 Franklin Avenue Sag Harbor, NY - Rarely does a perfect village gem like this come to the market. Ideally located moments from Sag Harbor's restaurants, shops, theater, and bay beaches, this newly-renovated sophisticated four-bedroom home with a separate pool house has it all. Enter to a chic living room with comfortable lounge area, coffered ceiling, and a welcoming wood-burning fireplace. The striking wide-plank wood floors have been restored to their original elegant beauty. The large remodeled eat-in gourmet kitchen features newly installed floor to ceiling glass sliding doors, which open to the inviting back garden with gunite pool and new lush landscaping, tastefully accented with evening lighting. The light-filled kitchen boasts all high-end appliances, double sinks and dishwashers, plus a newly designed dining area with fabulous built-in banquette, with hidden storage. The main level also includes a well-appointed mudroom, powder room, and laundry room. The second level features a large primary bedroom suite with ten-foot vaulted ceilings, sitting area, and an elegant en-suite bathroom, which has a luxurious soaking tub and radiant heated floor. The two additional guest rooms on this level also have ten-foot ceilings and share a beautiful full bathroom. The home's lower level features a lounge/recreation room with television and office nook. There is also a large guest bedroom with full bath and plenty of storage. The home's spectacular sun-drenched garden is a serene retreat with heated gunite pool, dining patio, and grill. The hip, renovated pool house provides extra space for lounging and entertaining and has a powder room and outdoor shower. Move-in ready, this turnkey treasure was lovingly renovated by its present owners in 2024 and awaits the discerning buyer seeking the consummate Sag Harbor Village lifestyle.

$4,695,000 - Sag Harbor, NY

330 Main Street Sag Harbor, NY - This beautifully restored 1840s Captain Row's charmer in the heart of Sag Harbor Village seamlessly blends historic charm with modern luxury. Meticulously renovated, this turn-key home offers four bedrooms (one currently used as a parlor), three full bathrooms, and a cozy den/library overlooking the private backyard and gunite plunge pool. Every room captures stunning western water views of Sag Harbor Cove and Otter Pond, with six working gas fireplaces adding warmth and ambiance throughout. On the main floor, the front bedroom/parlor boasts a wood-burning fireplace, dual exposures, and serene views of Otter Pond. The den, located off the living room, serves as the home's inviting central gathering space, with beautiful backyard views. The kitchen perfectly marries timeless character with modern convenience, featuring beamed ceilings, an original 1840s fireplace oven, and top-of-the-line Viking and Sub-Zero appliances. Upstairs, three additional bedrooms provide comfort and charm. The oversized primary suite offers dual exposures, a fireplace, an en-suite bath, and scenic views over Upper Sag Cove. A separate, spacious guest suite includes a newly renovated marble bathroom, private staircase access, and double exposures over Otter Pond and the Cove. History is preserved in the lower level which once served as a village speakeasy, now provides space to relax by the fireplace. The backyard is an entertainer's dream, complete with a heated plunge pool, dining area, and lush landscaping, all enclosed by an 8-foot Ilex hedge for added privacy. Ideally located near Sag Harbor's restaurants, shops, and bay beaches, this home offers a rare opportunity to enjoy village living at its finest.

$4,475,000 - Sag Harbor, NY

120 Glover Street Sag Harbor, NY - Nestled in the heart of Sag Harbor's Historic Whaling Village, this 3 bedroom, 3 1/2 bathroom 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 double 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 primary bedroom complete with a generous walk-in closet and an en-suite newly renovated bathroom, showcasing a double vanity and tasteful design. Step outside the glass doors onto the expansive deck, ideal for entertaining, which overlooks the heated gunite pool enveloped with southern light. Adjacent to the property is an 9 acre 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. Half mile waterfront walk to the village and all marinas are a stones throw from the front door, no vehicles necessary. Truly turnkey, comfortable and convenient living for all seasons.

$4,350,000 - Sag Harbor, NY

330 Main Street Sag Harbor, NY - This 1840s Captain's Row historic home affectionately known as "Pond View" was meticulously restored to its original granger and recently renovated with the luxurious modern amenities. The property has had a series of luminary owners, including a famous composer/conductor, a key figure in American Football, and a ballerina and actress. This turn-key charmer has four bedrooms, one of which is currently used as an additional parlor room, three full bathrooms, a den/library overlooking the backyard, beautifully landscaped grounds and gunite plunge pool. Embrace the beautiful western water views of Sag Harbor Cove, majestic views of Otter Pond or enjoy the warmth and ambiance of any one of the six fireplaces. As you enter the front door you are greeted by a lovely entry foyer. Turn left to enter the fourth bedroom/parlor room with fireplace, two exposures and views onto Otter Pond. Head through the pocket doors to the spacious living room with fireplace and wall of glass with French doors that lead out to the deck and yard beyond, creating a seamless connection of indoor/outdoor living. Just off the living room to the right is a cozy den that also overlooks the backyard, and to the left is the kitchen that combines timeless charm and modern amenities, including an original 1840s fireplace/oven and beamed ceiling, along with Viking and Sub-Zero appliances. A full bath with claw tub completes the first floor. Ascend the beautifully restored stairs and railing to three bedrooms, including an expansive primary bedroom, with fireplace, spa like bath with radiant heat floors, two exposure and views over upper Sag Harbor Cove. A second guest suite with newly renovated marble bath, private staircase access and two exposure, over Otter Pond and Sag Cove. A third bedroom with fireplace and two exposures with views of Otter Pond and to the south. The attic is cedar lined for excellent storage. History is beautifully preserved in the lower level that once served as a Village speakeasy, and now provides space to relax by the sixth fireplace. The beautiful grounds complete the experience, with lush estate plantings, water features, heated gunite plunge pool, outdoor shower, as well as separate sitting and dining areas and all surrounded by an 8' Ilex hedge for estate like privacy.

$3,995,000 - Sag Harbor, NY

78 Walker Ave Sag Harbor, NY - 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 and entertaining. Step outside to enjoy the beautifully landscaped grounds, where a heated gunite pool serves as the perfect backdrop to take in the serene water vistas. Whether hosting guests or unwinding in solitude, the outdoor space is designed for every occasion. As part of the Azurest community, residents enjoy exclusive access to a private beach and mooring rights in Sag Harbor Bay-perfect for boating enthusiasts or those who appreciate the tranquility of a private shoreline retreat. Additionally, the home is located within walking distance to downtown Sag Harbor, offering effortless access to world-class dining, boutique shopping, and a vibrant arts scene. The property is also just a short distance from Havens Beach, a beloved local spot known for its expansive shoreline and picturesque views of Sag Harbor Bay. With construction set to begin in March 2025 and estimated completion in Q1 2026, this is your opportunity to customize and be the newest owner of luxury new construction in Sag Harbor Village.

$3,995,000 - Sag Harbor, NY

25 Round Pond Lane Sag Harbor, NY - 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 over three levels. The great room is your sun-drenched paradise, thanks to skylights and a window wall that brings in stunning waterfront views, blurring the line between indoor and outdoor living. There are five inviting bedrooms, ideal for hosting family or friends, with sleek bathrooms that promise relaxation after a day of adventure. The fully finished lower level is a dream, featuring a media lounge for those movie marathons, a gym space to keep you moving, and a laundry suite to handle life's essentials. Step outside and the magic continues. With a glorious heated Gunite pool and patio amongst the gardens and your waterfront outdoor kitchen on the waterfront expansive stone terrace are perfect for those memorable al fresco dinners or simply sipping a morning coffee amidst the serenity of your 2.5-acre playground. All of this is within easy reach of Sag Harbor Village shopping and dining: the hottest Village in the Hamptons. Whether it's a quiet moment by the water or a vibrant gathering, Twin Ponds, fronting Little Round Pond and backing to the placid Round Pond, is your perfect place to call home.

$3,995,000 - Sag Harbor, NY

7 Fourteen Hills Court Sag Harbor, NY - Situated on 2.85 acres of peaceful bliss, this picture perfect spacious 4 bedroom, 4 1/2 bath Classic Hamptons shingle style home checks all the boxes for a country getaway or full time residence in the heart of the Hamptons with 24/7 water vistas and show-stopping sunsets. Gorgeous Little Peconic Bay and Noyac Bay water views are featured from almost every room. Enjoy many dining experiences with open dining inside or dining outside on the show stopper waterside porch overlooking the pool, tree tops and the bay. The primary bedroom is on the main level along with the soaring ceiling living room, a new gas fireplace, dining area and newly renovated kitchen. Steps down to ground level, the expertly crafted home includes 3 additional generously sized bedrooms and a fourth room that could be used as a den, media room, office or bonus room and two full baths. French doors lead outside to the outdoor living room /kitchen and to the 44x20 heated gunite pool. The lower level has an office, gameroom , bar area , a full bath and 2 car garage. Room for expansion. Close to Sag Harbor Village, Southampton and Bridgehampton, pristine white sand ocean beaches, Foster Memorial Long Beach, marinas and inlets with boat launches. Listing ID:916886

$3,995,000 - Sag Harbor, NY

31 Rolling Hill Court West Sag Harbor, NY - 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 surrounded by the white marble patio allowing for both outdoor dining and lounging by the pool. The Har-Tru tennis court is a true destination on the property as the specimen trees surround the court and offer privacy away from the home. A fantastic opportunity in the marketplace. By appointment only. Exclusive.

$3,850,000 - Sag Harbor, NY

15 Maunakea St Sag Harbor, NY - "Near North Haven" and squarely just off the circle, is a rare pre-existing compound. ~5500 SF heated volume includes the newer Main House, a free form, heated saltwater pool, a detached 973 SF workshop/ studio/ office; ~600 SF heated attached garage; an additional 200 SF detached garage, and a somewhat famous meteor of 80,000 lbs. where the blueberry bushes were. The Main House was built circa 1998, perfected & solid, including thicker than normal fireproof sheetrock which also helps with soundproofing. Includes 4/5 Bedrooms, 3.5 Baths; a copper kitchen with a center island ideal for your cooking show year round next to the living room with proper fireplace. There's also a den, a formal dining room and that's just the first floor...wired for sound too. The full finished lower level has a gym area, game room, with a utility room that hosts 13 zone radiant heated systems soundly in place. The attached 600 SF double garage is also heated because laundry room. Well considered, established landscaping, flowers all season and all well guarded by Peach. The back porches overlooking the pool, BBQs, outdoor shower & gardens have room for everyone. The whole compound is just over the bridge from Sag Harbor Village, and only moments to both Long Beach and the Ferry to Shelter Island.

$3,795,000 - Sag Harbor, NY

109 Franklin Ave Sag Harbor, NY - Now is the time to discover a carefree lifestyle in the vibrant heart of historic Sag Harbor Village. Our newest listing at 109 Franklin Avenue is a 2,500 sq ft, 4-bedroom, 3.5-bath coastal cottage-style residence that enchants all with its timeless clapboard façade and a soulful, spirited energy at its core. Set back graciously from a peaceful street on a rarely available, oversized .34-acre village parcel, this treasure of a home is perfectly poised in an A+ prime location, just one block from Havens Beach and a half mile from the lively village's Main Street. Trade in your car keys for a coveted neighborhood near boutique shops, gourmet markets, marinas, and world-class restaurants. The heart of this home is its epicurean eat-in kitchen, featuring wraparound custom cabinetry, a 6-burner Wolf range, and a wine/beverage fridge set in a centerpiece island that offers casual seating for four. An adjacent dining area can comfortably accommodate a large table for indoor gatherings. Slide open the French doors to the back mahogany deck, a perfect stage for seasonal alfresco meals and sunset dinners. The spacious living room, anchored by a cozy fireplace, benefits from several windows that look out to a peaceful front yard, where the only sound you'll hear is that of birds singing in the trees. A newly constructed ground-floor junior primary bedroom features a modern full bathroom with a radiant heated floor and a Calacatta Gold mosaic marble shower. Whether you work remotely or seek a creative haven, this bright, windowed room adapts to your needs and easily functions as a cozy den or home office. A cleverly designed mudroom has a side door to the driveway, dual laundry facilities, and a powder room. Upstairs, the sanctuary of the primary suite awaits, offering a private balcony that overlooks a majestic flowering cherry tree and your verdant backyard. Two additional generously sized guest bedrooms share a modern Jack-and-Jill bath with a tub. Outdoors, find your paradise in a private yard where blooming plantings create numerous niches for lounging either in the sun or shade, and a 10' x 40' heated salt-water Gunite pool beckons for refreshing swims. Thoughtfully designed throughout, this meticulously turn-key property offers a seamless move-in-ready experience for summer. Additional features include a 3-zone natural gas heating and central air, as well as a partial basement that provides excellent storage. With room for expansion and a well-established rental history, the long-term investment potential here is undeniable. Embrace a home around the corner from a sandy bay beach where neighbors gather to walk their dogs, and every day feels like a relaxed getaway, where historic charm meets modern luxury, and where every moment is a chance to create the life you dream of.

Sag Harbor, New York listings for sale

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