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MLS ID KEY1061683Last updated Oct 24, 2026

Single Family

39595 Main Road

Active · Southold · Suffolk County, NY 11957

Bedrooms
4 Beds
Bathrooms
3 Baths
Year built
2005
Est. monthly taxes
$543.58
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About this home

This Traditional 4-bedroom, 2.5-bath home sits near Orient State Park and the Cross Sound Ferry. The private, landscaped backyard has a heated pool and patio, plus a large deck with glass doors to the open-plan kitchen and family room, making it ideal for entertaining. The first floor is completed with a private living room, a dining room, laundry, and a powder room. Upstairs, the primary ensuite has a full bath with views of the backyard and pool. Three more bedrooms and a full bath complete the second floor. The finished lower level offers a large recreation space. This home is ideal year-round living or for enjoying North Fork summers.

Listing snapshot

Days on site
12 days
Listed on MLS
Oct 16, 2026
Full baths
2
Half baths
1
Annual property tax (MLS)
$6,523
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
Daniel Gale Sothebys Intl Rlty
MLS ID
KEY1061683
Last updated
Oct 24, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2005
Garage
Yes
Garage spaces
2
Parking
Attached, Driveway, Garage Door Opener
Water source
Well
Sewer
Septic Tank
Utilities
Cable Connected, Electricity Connected, Water Connected

Interior features

Basement
Finished, Full
Heating
Forced Air
Cooling
Central Air
Interior
Formal Dining, Kitchen Island, Primary Bathroom, Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Fireplace
No

Exterior features

Architectural style
Traditional
Construction materials
Frame
Private pool
Yes

Schools (MLS)

Elementary school
Oysterponds Elementary School
Elementary school district
Oysterponds
Middle school
Greenport High School
Middle school district
Greenport
High school
Greenport High School
High school district
Greenport

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11957Show interactive map
39595 Main Road

Southold · Suffolk County, NY 11957

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.