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4 Beds
6 Baths
2,670 sqft

$9,600,000

311 Main Street, Sag Harbor NY, 11963

Price per sqft$3,595.51
Built in1850
Property size2,670 sqft
Property typeResidential
Courtesy of Douglas Elliman Real Estate, Jennifer Ponzini CRB Listing Contact: 631-725-0200

Overview

Active

Listed Oct 7, 2026

Updated 14h ago

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.

$63,869/mo

Est. mortgage payment based on a $9,600,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
1058964

Interior Features

Bedrooms
4
Bathrooms
6
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.58 Acres

Other Property Details

Taxes
$23,321
Tax Frequency
Annually
View
Yes
Pool
Yes
Waterfront
Yes
55+/Senior Community
No

Listings courtesy of OneKey MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Aboagye Realty LLC shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS.

Based on information submitted to the MLS GRID as of 6:43 AM UTC on 10/10/2026. 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.

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