Active

311 Main Street

Sag Harbor, NY 11963
Mark as Favorite
Bed 4

Bed

Bath 6

Bath

SqFt2,670

Sqft

Acres0.59

Acre(Lot)

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 co vered 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.

Read More Expand
Tour with a ByOwner Agent

Detail Ic Property Details

Property Type : Residential

Price : $9,600,000

AD Id : 91734894

MLS Id : 1058964

Beds : 4

Lot Size : 0.59 Acre

Living Area Size : 2,670 Sq. Ft

Tax Amount : $23,321

Year Built : 1850

County : Suffolk

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1

    Room Information

    Rooms Total: 10 Basement: Unfinished
  • Flooring Information

    Wood
  • Interior Features

    Eat-in Kitchen, High Ceilings, Kitchen Island, Natural Woodwork, Pantry Appliances: Cooktop, Dishwasher, Dryer, Electric Cooktop, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: Multiple Locations
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1850 Building Area Total: 2986 Construction Materials: Clapboard Patio And Porch Features: Covered, Patio, Porch Pool Features: In Ground, Private Private Pool: Yes Water front Features: Pond View: Water

  • Lot Information

    Lot Size Acres: 0.59 Lot Size Square Feet: 25265

  • Listing Price Information

    Listing Price: $9600000

  • Tax Information

    Parcel Number: 0903-006-00-01-00-002-001 Annual Tax: $23321

  • Parking Information

    Driveway

  • School Information

    Elementary School: Sag Harbor Elementary School
    Junior High School: Pierson Middle/High School
    Senior High School: Pierson Middle/High School
  • Utility Information

    Natural Gas Available, Natural Gas Connected
  • Location Information

    WaterSource: Public
Sell a home like this and save $575,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
12 Ridge Drive, Sag Harbor, NY, 11963 $5,250,000 6 7 3,600 0.17 Acre
715 E Hampton Sag Harbo.., Sag Harbor, NY, 11963 $1,149,000 4 3 2,200 0.96 Acre
4 Lincoln Street, Sag Harbor, NY, 11963 $2,200,000 4 3 1,270 0.47 Acre
66 Hillside Drive, Sag Harbor, NY, 11963 $4,495,000 6 8 4,519 0.35 Acre
278 Hampton Street, Sag Harbor, NY, 11963 $3,850,000 6 7 4,500 0.29 Acre
1 Carver Street, Sag Harbor, NY, 11963 $3,850,000 3 3 3,000 0.34 Acre
15 Mount Misery Drive, Sag Harbor, NY, 11963 $25,000 3 3 1,848 0.43 Acre
323 Division Street, Sag Harbor, NY, 11963 $35,000 4 6 70 0.70 Acre
221 Division Street, Sag Harbor, NY, 11963 $2,849,000 3 2 1,825 0.16 Acre
54 Palmer Terrace, Sag Harbor, NY, 11963 $7,895,000 4 3 3,500 0.72 Acre

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 10/12/2026 @ 05:35

MLS: 1058964 LISTED BY: Jennifer Ponzini, Douglas Elliman Real Estate 631-725-0200 SOURCE: OneKey MLS

Homes around $9,600,000

Selling? Save $575,501 when you sell a home like this

Tour with a ByOwner Agent