Sag Harbor Real Estate

Welcome to Sag Harbor, a charming village nestled in the heart of the Hamptons, known not only for its picturesque waterfront views and vibrant arts scene but also for its outstanding educational opportunities. The Sag Harbor School District is a cornerstone of this delightful community, offering a nurturing environment that prioritizes academic excellence and personal growth.

The Sag Harbor School District serves students from pre-kindergarten through high school, ensuring a seamless educational journey. With a commitment to fostering creativity and critical thinking, the district features a robust curriculum enriched with a variety of extracurricular activities. From advanced placement courses to arts and athletics, students are encouraged to explore their interests and discover their passions.

Parents will appreciate the district’s small class sizes, which promote individualized attention and meaningful relationships between teachers and students. The dedicated faculty is not only highly qualified but also deeply invested in the success of each child, providing a supportive atmosphere that enhances learning.

Additionally, Sag Harbor’s schools are equipped with state-of-the-art facilities and resources, including modern technology and expansive libraries, ensuring that students have access to the tools they need to thrive. The district also emphasizes community involvement, with numerous events and programs that engage families and foster a sense of belonging.

Living in Sag Harbor means more than just enjoying stunning beaches and vibrant culture; it means being part of a community that values education and invests in the future of its children. Explore your real estate options in this idyllic village and discover the perfect home for your family in the Sag Harbor School District!

Newest Listings in Sag Harbor

$1,499,000

3 Beds ⋅ 2 Baths ⋅ 1062212 MLS

Set on .97 acres in Sag Harbor, this three-bedroom, two-bathroom home offers more than 2,500 square feet of space surrounded by immaculate gardens and beautifully maintained grounds. Enjoy room to relax, entertain, and take in the peaceful setting-all in a sought-after Sag Harbor location.

2785 Noyack Road, Sag Harbor

$2,495,000

3 Beds ⋅ 2 Baths ⋅ 1062166 MLS

Sag Harbor Village Cottage Tucked away on a quiet, non through road in the heart of Sag Harbor Village, this adorable cottage offers a rare opportunity to own a piece of the Village's enduring charm. With its inviting character, one level living with open kitchen and dining area, living room, three bedrooms, one bath and a dedicated laundry room. The full lower level offers additional storage space with full bath and walk out. Lovingly cared for and cherished for generations, this property is ready for a new stewardship. Whether enjoyed as a year-round residence, a weekend retreat or a place to create new traditions, this is a welcoming canvas for a new chapter.

35 Meadowlark Lane, Sag Harbor

$9,600,000

4 Beds ⋅ 6 Baths ⋅ 1058964 MLS

Set along the water on one of Sag Harbor Village's most storied streets, this exceptional Captain's Row estate unfolds across nearly .60 +/- acres of beautifully landscaped grounds. Built circa 1850, this beautifully restored and renovated Greek Revival Sag Harbor waterfront home sits directly on Main Street with frontage on Otter Pond and views toward Upper Sag Harbor Cove. Mature trees, rolling lawns, hydrangeas and established gardens surround the residence, pool and spa, and multiple structures, creating a private waterfront setting just moments from the center of the Village. Expanded with architect Anthony Vermandois, the 2,670 +/-SF residence offers four bedrooms, five full baths and one-half bath, complemented by a separate 406 +/-SF studio and a 157 +/-SF pool house. A gracious covered front porch welcomes you into the home, where original wide-plank wood floors, period architectural details and seven working fireplaces lend warmth and a sense of history throughout. The main level is designed for both everyday living and entertaining. At its heart is a generous chef's kitchen centered around a large island and an extraordinary open-hearth fireplace. Premium appliances include a Wolf range, Sub-Zero refrigeration and Bosch dishwashers, with three dishwashers throughout the home's kitchen and entertaining spaces. A secondary kitchen and butler's pantry are fully equipped with an additional refrigerator, dishwasher, sink, oven and cooktop, ideal for entertaining. A separate bar, conveniently positioned near the formal dining area, creates a natural flow for gatherings. A sitting room, additional dining area and light-filled sunroom overlooking the gardens and water create inviting spaces for gathering and relaxing. A full bath, powder room and dedicated first-floor laundry complete the main level. Upstairs, the primary suite overlooks Otter Pond, with a spacious bedroom, spa-like bath and private outdoor terrace. A separate sitting area with its own fireplace offers an intimate place to relax while enjoying the surrounding landscape and water views. Two additional en-suite bedrooms, each with its own fireplace, provide beautifully appointed guest accommodations, while a fourth bedroom completes the second floor. A second washer and dryer adds convenience. Above, a walk-up attic provides substantial additional storage, while the 1,136 +/- SF unfinished lower level offers further flexibility. The grounds are as distinctive as the residence itself. Mature specimen trees, abundant hydrangeas, established gardens and flowering plantings frame rolling lawns, while walking paths meander through the nearly .60 +/- acre property toward the water. The result is a park-like setting that feels remarkably removed from the activity of the Village. A 15' x 40' heated gunite pool and spa is surrounded by expansive bluestone patios with generous areas for lounging, dining and entertaining. The 157 +/-SF pool house, featuring 12' ceilings and a full bathroom, is complemented by a 221 +/-SF lighted, vaulted roofed seating area, creating an inviting setting for covered outdoor dining and entertaining overlooking the pool and gardens. A separate 406 +/- SF legal three-room studio adds another dimension to the estate and is approved and permitted as a bedroom, living room, full bath and kitchenette-equipped accessory dwelling unit (ADU), offering flexible space or additional living accommodations separate from the main residence. Currently configured as a single-family residence, the property is also zoned for two-family use, offering additional flexibility for future ownership. Multiple structures and generous on-site parking further distinguish the property within its Village setting. For all its privacy, the estate remains seamlessly connected to Sag Harbor life with Village restaurants, boutiques, galleries, marinas, the Hampton Jitney and bay beaches all just moments away.

311 Main Street, Sag Harbor

$5,495,000

8 Beds ⋅ 9 Baths ⋅ 1057392 MLS

4.3 Acre Gated Compound in Sag Harbor Property Highlights at a Glance Residence: 8,750 ± sq. ft. main home featuring 8 bedrooms and 8.5 bathrooms. Grounds: 4 private acres with a regal double-gated brick and cobblestone circular driveway. Outdoor Oasis: 3,000 sq. ft. travertine stone patio surrounding a heated gunite pool and attached spa. Pool Pavilion: 1,700 sq. ft. newly renovated pavilion with 20 ft. cedar ceilings, wrap-around covered stone patios, a custom built-in bar, and an outdoor fire pit. Lower Level & Extras: 3,000 sq. ft. finished basement with marble floors, a gym area, and a 2-car detached garage with a loft/art studio. Architectural Elegance & Interior Finishes Step through the double front doors into a grand, double-height entry framed by soaring two-story windows. The interior showcases exquisite craftsmanship, including Brazilian cherry wide-plank floors, 7 ft. doors, and 10 ft. ceilings throughout. The Chef's Kitchen: A true modern masterpiece featuring a center island with a waterfall countertop, exclusive Miele and Viking appliances, and an informal breakfast area under a 25 ft. octagonal-pitched ceiling. Living & Dining: An open-plan great room with a striking stone fireplace flows seamlessly into the formal dining room, which also features a cozy fireplace. Main-Level Master Retreat: Enjoy vaulted ceilings, a private sitting area, spacious his-and-hers closets, and a spa-like bathroom complete with stone floors, 20 ft. ceilings, double-stacked windows, a soaking tub, and a seamless glass steam shower. Upper Level & Guest Spaces: Five additional en-suite bedrooms, a dedicated media room with reclining chairs and a drop-ceiling projection screen, a first-level maid's suite, a private den, and a separate office. An A-List Entertaining Oasis Designed for ultimate privacy and high-end hosting, walls of French glass doors open to a breathtaking outdoor setting. Whether you are hosting an intimate gathering on the covered stone patios, mixing drinks at the custom back-pool bar, or gathering around the fire pit under the stars, this property defines the pinnacle of Hamptons luxury. Ready to experience this breathtaking Sag Harbor compound for yourself?

2136 Deerfield Road, Sag Harbor

$5,495,000

6 Beds ⋅ 5 Baths ⋅ 1053019 MLS

Masterfully Renovated & Perfected Sag Harbor Sanctuary Exclusively Offered at $5,495,000 A rare opportunity to own a special Hamptons home designed for effortless indoor-outdoor living. In a resort caliber setting for entertaining or quiet enjoyment. You won’t want to miss this special home located in Sag Harbor, just moments from the pristine ocean and bay beaches. Set on just under 2 acres, this impeccably renovated 6-bedroom, 4.5 bath residence offers approximately 4,000+ sq. ft. of living space, with the luxury of a lushly landscaped and beautifully designed yard, Every detail has been thoughtfully created from the beautifully designed interior to the inviting outdoor living space with an oversized inground pool, an outside bar and very large outdoor deck, outdoor shower, fish pond, fire pit area, and much more. All furniture on the back deck will be included in the sale. Whether enjoyed as a full-time residence, an elegant weekend escape, or a premier luxury rental investment, this turnkey property offers exceptional lifestyle appeal and outstanding income potential. Just recently totally redone interior is move-in ready and impeccably finished, this exceptional home embodies the very best of Hamptons luxury living. House includes a 3 car garage with lots of extras, and a lower level (partially finished) with a wine cellar, a laundry with top of the line commercial washer and dryer and a pool table. Once you get here you will not want to leave. Don’t miss this one. It has it all!

956 Millstone Road, Sag Harbor

$2,800,000

5 Beds ⋅ 5 Baths ⋅ 1049226 MLS

Saltbox on Almost 2 Acres in Sag Harbor Private Stock Farm Lane property of 1.86 acres is ready for a new owner's landscape design dreams to be created here. There are beautiful large oak trees and lots of room for planting flower gardens. Room for a pool house or art studio. Allowable lot coverage is at 12,000 sq ft. The current 2,800 sq. ft. Saltbox style home can easily be expanded. There is a charming wood burning fireplace in living room and open kitchen with upscale appliances. A first floor primary suite and additional powder room for guests plus 2 car attached garage. The second level has 3 bedrooms and 2 baths. The lower level has a den plus 5th bedroom and full bath. There is still plenty of storage and a laundry room. New HVAC system, new Nitrogen Septic System being installed and generator ensures a comfortable environment all year-round. The home's amenities extend beyond the walls. A 40-feet pool invites you to relax and unwind. Located in a private community, this home offers water access for kayaks, perfect for those who love spending time in nature .North Haven Community Tennis is at the other end of the street. The location is unbeatable, just a stone's throw away from the Shelter Island Ferry and the vibrant Sag Harbor shops, marinas, and nightlife. This property is more than just a home; it's a lifestyle. Experience the blend of Hampton's Style, and comfort at 16 Stock Farm Lane.

16 Stock Farm Lane, Sag Harbor

$2,849,000

3 Beds ⋅ 2 Baths ⋅ 1022927 MLS

A home with a story, 221 Division Street, fondly known as "Berkeley House" is a beautifully reimagined historic cottage where California-inspired design meets the creative spirit of Sag Harbor. Long a haven for writers, artists and publishers, Sag Harbor has been home to legendary literary figures including Random House editors Jason Epstein and Robert "Bob" Loomis. Within that tradition, Berkeley House has cultivated a creative identity of its own, remembered for gatherings, conversation and beautiful gardens. Completely reimagined with a nod to classic West Coast bungalows, the light-filled home features warm natural materials, historic floors, a vaulted living room with fireplace, a bright chef's kitchen with hand-finished tile, three bedrooms and two beautifully appointed baths. Outside, specimen trees, lush landscaping and classic white hydrangeas surround two shaded brick patios designed for dining and entertaining. The private garden offers room for a plunge pool. Located just a few blocks from Main Street, the home is offered with furnishings available. Beachy yet sophisticated, historic yet fresh, Berkeley House offers an effortless Village lifestyle just moments from the heart of Sag Harbor, a special home where creativity, character and timeless design come together.

221 Division Street, Sag Harbor

$1,649,000

3 Beds ⋅ 2 Baths ⋅ 1046705 MLS

Welcome to this unique gem in Sag Harbor, offering a delightful blend of comfort and style. This inviting 3-bedroom home features 2 full bathrooms and a generous layout filled with natural light. Spacious bedrooms create peaceful retreats, while thoughtful features throughout add warmth and everyday comfort. Located near Sag Harbor’s charming eateries, picturesque parks, beaches, and convenient bay access only one block away. With the sugar sand beaches of Elizabeth A. Morton National Wildlife Refuge moments away, this home makes coastal living easy to enjoy. More than a house, it offers a lifestyle filled with Sunday brunches, morning walks by the water, beach days, and cozy evenings at home.

10 Oak Lane, Sag Harbor

715 E Hampton Sag Harbor Turnpike, Sag Harbor

$1,149,000

4 Beds ⋅ 3 Baths ⋅ 1048193 MLS

Exceptional Opportunity on Nearly 1 Arce! This 4- bedroom, 3 bath home is currently in the construction stage, with framing in place and rough electrical and plumbing completed. Additional construction and finishing work remains. The property offers an excellent opportunity for a builder, investor, or end user looking to complete a spacious home on nearly one acre of property. Property is being sold in its current as-is-condition requirements with the appropriate authorities.

715 E Hampton Sag Harbor Turnpike, Sag Harbor

$6,600,000

4 Beds ⋅ 4 Baths ⋅ 1030939 MLS

West Banks Waterfront Community North Haven Surrounded by the natural beauty and tranquility of West Banks, a private waterfront community in North Haven , 16 Barclay dr is a well appointed modern traditional residence. This gated enclave is a true boaters paradise featuring a deep water dock , a private beach and the most glorious westerly sunsets in all the Hampton's. Sited on 1.72+/- acres and surrounded by a 20 acre reserve, this property offers elegant style and sophistication. The desirable floor plan offers 4200 square feet of beautiful living spaces, and an additional 2050 square feet of a lower level with high ceiling heights, just waiting to be finished. Upon arrival, the coastal light cascades through the double height ceiling living room and wall of glass windows overlooking this lush property. The first level offers a wonderful flow with a large eat in kitchen, granite counters and center island, offsetting all the amenities for entertaining one would appreciate. A formal dining room , office or family room anchor the living area's. A first level private and spacious primary suite with walk-in large closets, and a luxurious bath with jacuzzi tub is a great addition. The second level's open landing divides two wings, offering an en-suite second primary bedroom and bath with a spacious walk in closet and additional unfinished area's that can be reimagined as a sitting room or extra living space. There are 2 additional bedrooms on the opposite wing with a shared Jack and Jill bath completing the second level. Numerous unfinished area's across this level just waiting to be expanded and customized. Mature plantings and beautiful landscaping create a park like setting surrounding the sparkling salt water gunite pool and lovely patio's for lounging and entertaining . A two car over sized attached garage also is a wonderful addition. This two-story traditional residence provides a serene and beautiful Hampton's retreat in a uniquely private and rare setting. The expansive acreage gives room for this residence to be substantially increased in sq footage with additional living area's if desired. A live in community caretaker is part of this wonderful offering, and conveniently available for concierge needs. Additionally, community tennis and a designated mooring for the boating enthusiast enhances this coastal experience. The natural beauty and tranquility of North Haven, also offers "Love Lady Park" a new addition to this area, with walking trails and gathering area's for all season enjoyment. This exceptional North Haven, Sag Harbor property and lifestyle, is just 10 minutes to the Historic Sag Harbor Whaling Village with coastal waterfront dining and marina's. The iconic Bay Street Theater features high profile entertainment and the Historic Whaling museum, are just a few local favorites. This sought-after private community and the residence at 16 Barclay Drive present an opportunity to own a substantial Hamptons residence in a World Class location!

16 Barclay Drive, Sag Harbor

$1,850,000

3 Beds ⋅ 3 Baths ⋅ 1043921 MLS

Classic Hamptons living in Sag Harbor’s sought-after Sunset Shores community. Set on nearly half an acre, this cedar-shingled Colonial offers three bedrooms, three full bathrooms, and 2,059± square feet across two entirely above-grade levels. A sweeping circular drive introduces the home, where a gracious foyer opens to an expansive living room with broad bay window. The adjoining dining area and open kitchen feature white cabinetry, stone countertops, stainless-steel appliances, a generous center island, and sliding glass doors connecting to the backyard. A full bathroom and dedicated laundry room complete the main level. Upstairs, the impressively scaled primary suite features a second fireplace, sitting or work area, abundant closets, and an en-suite bathroom with a soaking tub and separate glass-enclosed shower. Filtered bay glimpses are visible throughout the year, becoming more pronounced seasonally. Two additional bedrooms share a full hall bathroom. The landscaped grounds include a broad lawn, stone and gravel terraces, outdoor dining and lounging areas, an outdoor shower, and a detached storage building. Sunset Shores residents enjoy access to the neighborhood beach and community boat rack. Moments from Noyac Bay and Long Beach, with Sag Harbor Village, Bridgehampton, and Southampton all within easy reach.

45 Shadyrest Drive, Sag Harbor

$2,200,000

4 Beds ⋅ 3 Baths ⋅ 1040984 MLS

Private Sag Harbor Village Retreat Set on 0.47+\- acres in the heart of Sag Harbor Village, this inviting four-bedroom, three-bath residence offers privacy, comfort, and an exceptional location near the village's renowned beaches, marina, shops, restaurants, and entertainment. A mature stone wall and approximately eight-foot trees create a private, screened setting, while a private community beach provides an added amenity for enjoying the coveted waterfront lifestyle. The main living level features an open-concept living room with a wood-burning fireplace, a spacious kitchen designed for relaxed gathering and entertaining, and a well-appointed primary suite with private bath. An in-home office and full bath complete this level. The lower level offers three additional bedrooms, a full bath, and a comfortable family room, providing excellent space for guests or extended stays. Outdoors, a wraparound terrace and open patio create inviting settings for al fresco dining, lounging, and entertaining. Ideally positioned near Havens Beach and the Sag Harbor Marina, with Main Street's vibrant village life just moments away, this private retreat captures the quintessential Sag Harbor lifestyle.

4 Lincoln Street, Sag Harbor

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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.