38099 Main Road, Southold, New York 11957

38099 Main Road, Southold, New York 11957
38099 Main Road, Southold, New York 11957
38099 Main Road, Southold, New York 11957
38099 Main Road, Southold, New York 11957
38099 Main Road, Southold, New York 11957

Listed By Douglas Elliman Real Estate

The Home for Sale located at Southold, New York 11957 is currently for sale. Southold, New York 11957 is listed for $6,750,000. This property has 3 bedrooms, 4 bathrooms, Beach Access, Waterfront, Water Access, Private Pool, Association Pool features. If the property located at Southold, New York 11957 isn't what you're looking for, visit https://blueislandhomesny.xomio.com to see other Homes for Sale in Southold .

Date Updated : Aug 12, 2025

MLS#: 895848

$6,750,000 USD

  • Bedrooms
    3
  • Bathrooms
    4
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The details

Property features

Key features

  • Beach Access
  • Waterfront
  • Water Access
  • Private Pool
  • Association Pool
  • Outdoor Swimming Pool
  • Traditional
  • Panoramic View
  • Water View
  • Beachfront
  • Long Island Sound

Construction details

  • Year built: 1999
  • Style: Traditional

Other features

  • Property features: Garage Basement Garage Storage Space Fireplace
  • Appliances: Freezer Washer Refrigerator Humidifier Dryer Water Purifier - Owned
  • Cooling system: Central AC
  • Heating system: Electric Propane
  • Garages: 1

Area

  • Land/Lot size: 2,792 m² (30,056 ft²)
  • Bedrooms: 3
  • Bathrooms: 4
  • Total rooms: 7

School information

  • High School District: Greenport
  • Elementary School: Oysterponds Elementary School
  • High School: Greenport High School
  • Middle School: Greenport High School

Description

At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area.

All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50’ x 8’ heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.

Location

Southold, New York 11957
Map preview
Courtesy of Alexander Aquino Douglas Elliman Real Estate

Listing Contact: 631-477-2220

Equal Housing Opportunity

All real estate advertised herein is subject to the Federal Fair Housing Act, which makes it illegal to advertise "any preference, limitation, or discrimination because of race, color, religion, sex, handicap, familial status, or national origin, or intention to make any such preference, limitation, or discrimination." We will not knowingly accept any advertising for real estate which is in violation of the law. All persons are hereby informed that all dwellings advertised are available on an equal opportunity basis.