311 Main Street, Sag Harbor, NY 11963
Local realty services provided by:ERA Caputo Realty
311 Main Street,Sag Harbor, NY 11963
$9,600,000
- 4 Beds
- 6 Baths
- 2,670 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Oct 1012:00 pm - 02:00 pm
Listed by: jennifer ponzini crb
Office: douglas elliman real estate
MLS#:1058964
Source:OneKey MLS
Price summary
- Price:$9,600,000
- Price per sq. ft.:$3,215
About this home
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....
Contact an agent
Home facts
- Year built:1850
- Listing ID #:1058964
- Added:1 day(s) ago
- Updated:October 08, 2026 at 05:46 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:10
- Dining Description:Eat-In Kitchen, Formal Dining
- Kitchen Description:Chefs Kitchen, Cooktop, Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Pantry, Refrigerator, Stainless Steel Appliance(s)
- Basement:Yes
- Basement Description:Unfinished
- Living area:2,670 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
- Central air:Yes
Structure and exterior
- Year built:1850
- Building area:2,670 sq. ft.
- Lot area:0.59 Acres
- Architectural Style:Traditional
- Construction Materials:Clapboard
Schools
- High school:Pierson Middle/High School
- Middle school:Pierson Middle/High School
- Elementary school:Sag Harbor Elementary School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$9,600,000
- Price per sq. ft.:$3,215
- Tax amount:$23,321 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry features:Dryer, Washer
- Amenities:High Ceilings
- Pool features:In Ground
Parking
- Parking description:Driveway
New listings near 311 Main Street
- New
$5,495,000Active8 beds 9 baths9,000 sq. ft.2136 Deerfield Road, Sag Harbor, NY 11963
MLS# 1057392Listed by: BROWN HARRIS STEVENS HAMPTONS - Open Fri, 1 to 2:30pm
$5,495,000Active6 beds 5 baths4,800 sq. ft.956 Millstone Road, Sag Harbor, NY 11963
MLS# 1053019Listed by: DOUGLAS ELLIMAN REAL ESTATE - Open Sat, 1 to 3pm
$2,800,000Active5 beds 5 baths2,800 sq. ft.16 Stock Farm Lane, Sag Harbor, NY 11963
MLS# 1049226Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,499,000Pending4 beds 3 baths1,054 sq. ft.35 Partridge Drive, Sag Harbor, NY 11963
MLS# 1050698Listed by: COLDWELL BANKER M&D GOOD LIFE- Open Sat, 12 to 1:30pm
$2,849,000Active3 beds 2 baths1,825 sq. ft.221 Division Street, Sag Harbor, NY 11963
MLS# 1022927Listed by: DOUGLAS ELLIMAN REAL ESTATE - Open Sat, 1 to 2pm
$1,749,000Active3 beds 2 baths1,359 sq. ft.10 Oak Lane, Sag Harbor, NY 11963
MLS# 1046705Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,149,000Active4 beds 3 baths2,200 sq. ft.715 E Hampton Sag Harbor Turnpike, Sag Harbor, NY 11963
MLS# 1048193Listed by: FOUR SEASONS REALTY TEAM
$6,600,000Active4 beds 4 baths4,200 sq. ft.16 Barclay Drive, Sag Harbor, NY 11963
MLS# 1030939Listed by: BROWN HARRIS STEVENS HAMPTONS
$1,850,000Active3 beds 3 baths2,059 sq. ft.45 Shadyrest Drive, Sag Harbor, NY 11963
MLS# 1043921Listed by: NEST SEEKERS INTERNATIONAL LLC