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Single family home for sale at 860 Hillcrest Dr, Southold, NY 11957 | MLS# 1056455 | Listing updated on 2026-10-07
Photo 1 of Single family home for sale at 860 Hillcrest Dr, Southold, NY 11957 | MLS# 1056455 | Listing updated on 2026-10-07
Photo 2 of Single family home for sale at 860 Hillcrest Dr, Southold, NY 11957 | MLS# 1056455 | Listing updated on 2026-10-07
Photo 3 of Single family home for sale at 860 Hillcrest Dr, Southold, NY 11957 | MLS# 1056455 | Listing updated on 2026-10-07
Photo 4 of Single family home for sale at 860 Hillcrest Dr, Southold, NY 11957 | MLS# 1056455 | Listing updated on 2026-10-07
20+
Beds Icon

Street View

$2,350,000

Monthly Est:$11,697

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,700sqft

860 Hillcrest Dr, Southold, NY 11957

$11,697/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2001

  • $-- HOA

  • 40,075 sqft lot

  • $870/sq.ft

Description

Set on a spacious, shy acre with open field views, this renovated cedar-shingled farmhouse pairs classic North Fork character with a comprehensive renovation and addition. An expansive wrap-around porch drenched in light and enveloped in beautiful mature hydrangeas gives the home an inviting presence, while the pool and surrounding grounds make the most of its peaceful Orient setting.

Inside, the three-bedroom, three-bath home features an open, light-filled floor plan designed for easy living and entertaining. Multiple sets of doors open directly to the deck and porch, creating a natural connection between the interior spaces, outdoor seating areas, pool, and landscape
beyond. A bonus loft and finished lower level add valuable flexibility for guests, recreation, or work-from-home space.

The property offers a comfortable sense of space, privacy, and connection to its surroundings in one of Orient’s most desirable pastoral locations.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 7, 2026 at 2:59 pm
  • Listing Provided by: Bridget Elkin (516) 330-6086 , Eric P. Elkin | Compass Greater NY LLC (631) 251-8644
  • Source: OneKey MLS-NY | MLS#: 1056455 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Southold

  • Neighborhood

    --

  • Year Built

    2001

  • HOA Fees

    -

  • Finished Area

    2,700 sqft

  • Lot Size

    40,075 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1056455

  • MLS Status

    Active

  • Days on Market

    7

  • Cumulative Days on Market

    7

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 4

  • Living Room

    Level: First

  • Kitchen

    Level: First

  • Dining Room

    Level: First

  • Bathroom 1

    Level: First

  • Bedroom 1

    Level: First

  • Bedroom 2

    Level: First

  • Bathroom 2

    Level: First

  • Primary Bedroom

    Level: Second

  • Primary Bathroom

    Level: Second

  • Family Room

    Level: Basement

  • Bathroom 4

    Level: Basement

Interior

  • Interior Features

    First Floor Bedroom, First Floor Full Bath, Formal Dining, High Ceilings, Kitchen Island, Open Kitchen, Primary Bathroom, Walk In Closet(s)

  • Cooling

    Central Air

  • Sewer

    Septic Tank

  • Flooring

    Hardwood

  • Heating

    Electric, Forced Air

  • Appliances

    Dishwasher, Dryer, Oven, Range, Refrigerator, Washer

Construction

  • Year Built

    Year Built: 2001

  • Home type

    Single Family Residence

  • Architectural Style

    Cape Cod

  • Construction Materials

    Frame

  • Foundation Details

    Concrete Perimeter

Utilities & Energy

  • Basement

    Finished, Full, Walk Out Access

  • Utilities

    Electricity Connected

  • Parking Features

    Driveway

  • Water Source

    Well

  • Pool Features

    Fenced, In Ground

Other Features

  • Lot Features

    Back Yard, Front Yard, Landscaped, Sprinklers In Front, Sprinklers In Rear

  • Patio And Porch Features

    Covered, Patio, Porch, Wrap Around

Price History

DateEventPrice

09/30/2026

Source: mls_logoOneKey MLS-NY #KEY1056455

Listed for Sale

$2,350,000 +77.36%

$870/sqft

11/21/2024

Source: mls_logoOneKey MLS-NY #KEYL3541220

Sold

$1,325,000

$491/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 07, 2026, 06:01AM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group