luxury real estate for sale Sag Harbor, United States

This charming 2-bedroom, 1-bath cottage boasts swoon-worthy style while retaining all its original character. It features built-in bookcases, hardwood floors in the living area, high ceilings with exposed beams, a built-in bench with storage seating in the dining area, and a classic wood-burning stove. The kitchen has new cabinetry, a marble countertop, and high-end stainless-steel appliances. The updated bath includes a washer/dryer, and there is also an outdoor shower. Lounge and dine on the walled deck for privacy. A stacked stone wall abuts the front lawn, and a cobblestone curb provides parking for 3 to 4 cars. You can expand the house and add a pool if desired. The best part is that Long Beach is right down the road from this cottage, and the sunsets there are breathtaking!

Newly complete in the historic district, this reimagined 6-bedroom, 5 bath home is a rare find. Renovated and expanded by the developer, this historic cottage now boasts a footprint with over 3,800 +/- sq.ft of living space. A breezeway connects the cottage to a new house, offering 2000 +/- of new construction. Set on a substantial .35-acre lot, the backyard features a new gunite pool, pool shed, and patio that is perfect for outdoor dining and entertaining. Inside offers tremendous versatility. Each wing has 3 Bedrooms, their own kitchen, dining and living areas. The addition has an open floorplan and crisp white interiors. A double-height great room opens to the kitchen and dining area that overlook the backyard and patio. Upstairs there is an ensuite primary and balcony overlooking the backyard, as well as 2 guest bedrooms with an adjoining bathroom. Laundry is conveniently located on each floor. The location offers a fantastic lifestyle, 0.7 Miles to Main Street, with a couple dozen high-end restaurants and bars, boutique shops, and renowned Bay Street Theater and Sag Harbor Cinema. The homes upgraded amenities include Central A/C and Central Vac.

Introducing the perfect retreat nestled in the heart of Sag Harbor Village, a charming and serene 3 bedroom, 3 bath cottage with a beautiful garden, patio, private balcony and art studio! This stunning cottage offers the perfect combination of historic charm and modern luxury, providing a peaceful oasis to escape the hustle and bustle of everyday life. The living area offers a cozy fireplace, while the dining room provides the perfect setting for gatherings with friends, family and or loved ones. The eat-in kitchen is fully equipped with an island cook top and provides ample counter space for cooking and entertaining. The three bedrooms offer plush bedding and beautiful touches including hardwood floors, cathedral vaulted ceiling in the primary, and elegantly framed windows which provide soothing natural light. The private balcony which is on the second floor is perfect for enjoying a cup of coffee/tea or a glass of wine/rose while relaxing and taking in the views and sunsets. The fully finished basement includes media room, laundry and an area for a cozy office/workspace and an additional room. The highlight of this immaculate home is the garden patio - carefully landscaped to provide a serene and private outdoor space, complete with Al Fresco dining and an outdoor shower. Take advantage of this amazing opportunity to live in one of the most desired locations in Sag Harbor Village, and own your own piece of paradise with historic charm. Available now exclusively through Sotheby's International Realty, schedule your visit today and experience the beauty and charm that only a cottage in Sag Harbor Village can offer.

Sold 'as is'. Step back into history with this rare offering-a charming whaler's cottage built in 1814 and situated on a spacious 0.21-acre lot in the Historic District of Sag Harbor Village. This two-bedroom, one-bath home offers endless possibilities. The main floor features a cozy living room/parlor, dining room, and kitchen, each with its own wood-burning fireplace and hearth, creating inviting spaces for relaxation and gatherings. A bonus den provides an ideal overflow space, perfect for a home office or additional living area. The second floor includes two bedrooms, one of which has a wood-burning fireplace. A full bath and a generous landing with storage completes the second level. Throughout the home, you'll appreciate the timeless historic charm of the wide plank pumpkin pine floors and traditional millwork. Additional features of this desirable property include a generous patio, separate garage, off-street parking, and an enviable in-town location. Located just blocks from Sag Harbor's vibrant restaurants, art galleries, shops, entertainment, the setting won't disappoint! Don't miss the chance to bring your vision to life with this exceptional offering. Being sold 'as is' including all major systems; unoccupied for last 4 years.

Situated on a tranquil private path, this sophisticated six-bedroom home offers luxurious living spaces and serves as a haven for outdoor enthusiasts. Surrounded by pristine woodland and located across from Trout Pond with its scenic hiking trails and excellent fishing spots, this residence is ideally positioned between Sag Harbor Village, Bridgehampton, and Southampton. A world-class marina is just a stone's throw away. Two renowned golf courses and a National Wildlife Preserve is less than a mile away. Spanning 7,000 square feet across three levels, the home provides ample space for both family living and entertaining. The open-plan gourmet kitchen flows into spacious living areas adorned with coffered ceilings and a cozy wood-burning fireplace. A formal dining room sits adjacent to the kitchen. The second floor consists of a primary suite and four ensuite guest rooms, along with convenient dual washer and dryer setups. The finished lower level features a music/media room and a sixth ensuite bedroom, as well as a seventh bedroom outfitted with six bunk beds. Outside, a lush and meticulously landscaped garden envelops the expansive gunite pool and spa, complemented by blue stone terraces. A bocce court and outdoor fire pit add to the backyard's entertainment options. This property presents an exceptional opportunity for year-round residency or enjoying an extended Hampton season. Don't miss out on this remarkable offering for those seeking refined living in a natural paradise.

In a charming village setting, in the Village Historic District and close to the Harbor Market, this circa 1830 village home has been sensitively expanded and fully renovated ~ and is now offered with Pool Approval! The front entry leads to parlors, both with wood burning fireplaces, a full bath and access to the dining deck off the center hall and a gracious dining area off a spacious cooks kitchen. The second floor offers an en-suite primary bedroom and study and two guest bedrooms and bath. The lower level offers a media/game room with wine bar and a large guest bedroom and bath opening to a screened porch and a terrace overlooking an expansive lawn framed by evergreen hedges, mature trees and gardens. There is an outdoor shower, a separate 2 car garage. CAC, vintage floor boards and details. Offered with Pool Approval for a 10'x20' Pool. Close to 'The Church' Arts Center, the Sag Harbor Cinema, Bay Street Theater, restaurants, marinas and The Wharf.

Centrally located on picturesque Main Street, 299 Main Street offers a unique opportunity to own a two C of O family home plus studio which can also be reimagined as a single family home in the heart of Sag Harbor Village. Sag Harbor architect Anthony Vermandois has created plans for a potential reimagining of the property. Situated on two tenths of an acre, steps from Otter Pond and across from Sag Harbor Cove, this fully cleared property features a 2,000+/- sq ft legal two-family home with three bedrooms and two baths in the main house, expansive lawns and a 500 sf +/- cottage with full bath. In the main house, a welcoming foyer opens to a traditional double parlor living/dining room with stunning bay windows, original moldings and detailed windows all reflecting the authenticity of this special home. Also on the main floor, there are two comfortable bedrooms, a full bath and a large, bright kitchen with French doors opening to a covered patio. Upstairs, legally a separate apartment, there is a bedroom, full bath and a bright, airy and open living and dining area as well as a full kitchen. French doors open to a rooftop deck with a treetop view of Otter Pond. Period details abound throughout the home from its classic exterior architecture to the bay windows, the beautiful entrance and stairway to moldings, windows and fir floors. The special property, with deep lawn, also features a generous cottage with wood burning stove, full bath and separate bar area. Close to dining, shopping, art, theater and music, as well as the beautiful harbor with all its waterfront activities, this is a sensational opportunity. World famous ocean and bay beaches, local farmstands, the wonderful Mashashimuet Park, equestrian facilities and cultural centers are all nearby. In its present form or reimagined, this is an exceptional new offering in Sag Harbor Village.

Treat yourself to this well-priced parcel in one of Sag Harbor's best neighborhoods. Room for house and pool just 1/10th of a mile to private bay beach parking lot. Excellent X zone in flood maps, and avoid Rte 114 on quiet roads that lead to Village shops-just 1.2 miles away. Budget-friendly for end-users and builders!

4 Irene Lane, Shelter Island, NY 11964

Discover timeless beauty in the heart of Sag Harbor. This exquisite Victorian house, beautifully maintained and ready for your personal touch, offers the perfect blend of privacy and convenience. With wrap around porches, mature landscaping and an elegant hydrangea-lined entrance, this charming house overlooks the serene Otter Pond and features a 40 foot waterside pool, which current regulations would no longer permit. A generous .79 acre lot provides ample space for parking, outdoor activities and future enhancements. Just half mile to the center of the vibrant Sag Harbor village, with world class restaurants, shops and entertainment.

Must see! This epic Sag Harbor Village double lot totaling .42 acres is being offered for the first time in nearly 30 years. Convenient location, one block to Havens Beach and minutes to Main Street. This magnificent and magical garden runs from Hampton Street all the way through to the merged double lot which fronts Franklin Street. Built in 1890, this 2000sqft.+/-Victorian has been lovingly cared for and meticulously planned. Within the Historical district, this gem features a charming wraparound covered front porch and kitchen deck overlooking a park-like setting with a large 500sqft. barn/garage, outdoor shower and plenty of room for a pool and an expansion. Just bring your imagination, and start creating your future by making lasting, generational memories with the ones you love!

In the heart of Sag Harbor Village, don't miss this opportunity to purchase a stylish 3-4 Bedroom home with 2.5 renovated baths, plus detached garage/office. 108 Hampton Street exudes charm and curb appeal, with mature hedges and adorable picket white fencing. Conveniently located near Sag Harbor schools, and only 1/2 mile to more than 20 high-end restaurants, and as many boutique shops, the bustling Village is right at your doorstep. The home is also less than half a mile from Haven's Beach - where white sand awaits just steps from your private driveway. Less than a mile in the other direction is Mashashimuet Park with kids playground, baseball/soccer fields, basketball and tennis. This turnkey property is move-in ready, plus there is room for a pool in the backyard. The owner kept the historic character of the home intact and introduced modern elements through lovely wallpapers, light fixtures, modern tiles and new appliances. The home is outfitted with gracious living areas and a projector installed in the living room for a cinematic experience. The dining room also connects to the backyard via a covered side porch - where garden seating and barbecue area allows for additional indoor/outdoor flow. Lastly a 33-foot eat-in kitchen offers a breakfast table with windows on 3 walls. A walk-in pantry, laundry and powder room round out the back of the house. The backyard has a beautiful arch of grape arbor which connects the home to the detached office/workshop. The second floor has three bedrooms, plus a fully renovated bathroom. If one desired, there is also room to expand the 2nd story. This is a beautiful and recognizable home, with original staircase and memorable wide plank flooring, that has been featured on the cover of many newspapers and magazines because of its charm and welcoming location to the village of Sag Harbor.

Imagine waking up to the serene sounds of gentle waves and the breathtaking beauty of the sunrise over the bay. Welcome to 38 Bay Avenue in Sag Harbor, NY—a rare gem set on 2.29 acres of pristine land with 450 feet of bay frontage. This property is not just a plot of land; it's a canvas for creating your dream coastal retreat.Designed by the renowned architect Ryan T Kesner, the approved plans for this estate envision a luxurious 5-bedroom, 7-bathroom home sprawling over 5,266 square feet of meticulously designed interior living space, complemented by over 10,000 square feet of stunning exterior space. Imagine entertaining guests in the expansive living area on the first floor, which boasts 2,976 square feet of open-plan living space with soaring 10-foot ceilings, flowing seamlessly onto 1,641 square feet of decks and porches. Picture warm summer days by the 705-square-foot pool, perfectly situated for both relaxation and recreation.The second floor continues the theme of spacious elegance with 2,290 square feet of living space and an additional 953 square feet of outdoor decks, providing ample room for family and guests to enjoy the panoramic bay views. And for those who seek a truly unparalleled perspective, the 360-degree roof deck offers 2,555 square feet of outdoor living space, where the vistas of Sag Harbor are yours to enjoy from sunrise to sunset.But the allure doesn't stop there. The basement level, while not included in the primary living space calculations, adds an impressive 3,500+ square feet of additional space. This includes a 636-square-foot two-car garage, a 270-square-foot lower lobby and elevator room, a 184-square-foot outdoor lobby, and a 588-square-foot bayside recreational area. With three storage areas totaling over 2,300 square feet, you'll have all the room you need for kayaks, paddleboards, and other outdoor equipment. Plus, a 455-square-foot bayside patio area invites you to create unforgettable memories by the water's edge.Every detail of this home has been carefully considered to meet AE 6 flood zone building codes, ensuring not only luxury but also safety and durability. 38 Bay Avenue is more than a property; it’s an opportunity to craft a lifestyle of elegance, tranquility, and connection to nature. Come, build your dream on the bay, and let the story of this exquisite home unfold with your unique vision.

Completed in 2023, this new construction custom masterpiece by Farrell and company is located just moments from Sag Harbor Village and offers sweeping views of the 11th hole of Noyac golf course. Sited on totally private and quiet 2.35 acres, and offering water access through the Noyac Hills Estate Association, this over 8,000 sq ft., 8 bedrooms, 7 bathrooms, property provides the ideal retreat for modern living. The main level hosts a welcoming entry foyer, an open kitchen with top-tier stainless steel appliances, along with ceramic and hardwood flooring that radiate sophistication, a spacious living room, dining area, family room, and a first-floor primary bedroom. The second floor primary bedroom includes an en suite bathroom and a roomy walk-in closet. Additional amenities encompass a media room, bonus room, great room, and a gym. Outdoors, the frame construction and wood siding give the property a timeless appeal. An attached 2-car garage, sunken tennis court, and heated gunite pool with a separate spa, offers a private haven for relaxation and entertainment.

This stylish, sun filled, completely refurbished 60s beach bungalow is located a stone's throw from Circle Beach. Meticulously restored from soup to nuts, including a 14x28 heated gunite pool and upgraded septic. No need to deal with local permitting or contractors. Located a few blocks from beach and 3.5 miles to downtown Sag Harbor. With a surfer inspired decor there are three bedrooms and one bathroom. Rounded out with a chef's kitchen and a tastefully designed back yard oasis you may never to want to leave except maybe stroll to Circle beach at the end of each day to experience the best sunset in the Hamptons. This home has all the bells and whistles and is no 5,000 square foot Hampton's McMansion but a pristine, chic seaside bungalow in a trendy up and coming beach neighborhood with tons of built in cabinetry and closets. The perfect starter home in the sought after Pine Neck community. Sag Harbor Schools

New construction coming to Bay Point by Konner Development! The proposed 4 bedroom, 4.5 bathroom home will include a gourmet chef's kitchen, a heated inground gunite pool, and a deepwater dock. With beautiful views of Sag Harbor Village downtown harbor, as well as the uptown cove, you do not want to miss out on this incredible opportunity!

In the heart of Sag Harbor Village, this historic Captain's Row property presents a very special opportunity for the educated buyer who is ready for a worthwhile project. On the best possible street in what is arguably the most charming village in the Hamptons, the location is second to none. The 1850 house is ready to be renovated and restored to its former charm. With original details, multiple fireplaces, a separate barn style garage, garden area/yard, this is a once in a lifetime rare find.

Once the Summer White House for President Chester A. Arthur, this three-story Victorian Mansion has been completely renovated and redesigned by renowned architect Steven Gambrel. Located on a private and secluded .34 of an acre property, it features a Gunite Pool, elegant terraces, amazing landscaping, and even your own garage and parking spot. Over the last three years, this six-bedroom home underwent a complete renovation and has emerged as an immaculate home for a luxurious lifestyle, all while still retaining the elegant and historic character. The main floor includes a library with fireplace, formal dining and living room with stunning antique fireplace, kitchen and family room with fireplace overlooking the garden and pool. The six bedrooms are spread out on the second and third floors offering beautiful views over the historic village of Sag Harbor. One can find a media room with a fireplace and a wine cellar in the finished basement. Both house and garden have a Sonos Audio System and invite for beautiful entertaining. . the most spectacular residences so close to the restaurants and harbor.