Off Market Nov 2023 for $1.3M

$1,492,282

Est. refi paymentEst. refi $8,681/mo

•

2,400

sq ft

35995 Main Rd, Cutchogue, NY 11935

About this home

Fully updated and lovingly preserved historic home. Boasting 4 bedrooms, each with en-suite bath, including a private primary wing on the first floor with an office, this pristine home offers both luxury and functionality. The gourmet kitchen with high-end stainless-steel appliances is a chef's delight. Nestled among farms and vineyards and just a stone's throw away from the beaches in the heart of wine country. Enjoy enchanting sunsets from the private backyard oasis overlooking the vineyard, with ample space for a pool. Previously operated as an award-winning B&B, this property is a rare gem that promises a lifestyle of comfort and serenity. The home has been meticulously maintained and boasts a new roof, boiler, AC condenser, and decks. It is available fully or partially furnished, if desired. With its turn-key potential, the new owner could effortlessly carry on the Bed & Breakfast tradition and embrace a thriving hospitality business. Endless possibilities., Additional information: Appearance:Mint,Interior Features:Guest Quarters,Separate Hotwater Heater:Yes

Single-familyProperty Type

1921Year Built

0.5 acresLot Size

$622Est. Price/Sq.Ft.

Listing by Elizabeth Gillooly • Compass Greater NY LLC

Listing by Lisa Gillooly • Compass Greater NY LLC

Bought with Lisa Gillooly • Compass Greater NY LLC

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #L3493805

Redfin Estimate

$1,492,282

$142K since sold in November 2023$30K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.5% higher than the average sale price ($1.14M) of 5 comparable homes.

SOLD MAY 15, 2026
$861,000
A
4 beds2 baths2,200 sq ft
1125 Pequash Ave, Cutchogue, NY 11935
Listing by Herrick Real Estate LLC
SOLD JUN 17, 2026
$1,440,000
B
4 beds2 baths2,200 sq ft
350 Eastwood Dr, Cutchogue, NY 11935
Listing by Daniel Gale Sothebys Intl Rlty
SOLD AUG 11, 2026
$930,000
C
4 beds2.5 baths2,400 sq ft
3700 Haywaters Rd, Cutchogue, NY 11935
Listing by Corcoran
SOLD DEC 15, 2025
$550,000
D
4 beds3 baths2,000 sq ft
18250 County Road 48, Cutchogue, NY 11935
Listing by Island Advantage Realty LLC
SOLD AUG 31, 2026
$1,935,000
E
3 beds3 baths2,500 sq ft
2300 Glenn Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate

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Sell

$379,540

Est. take-home

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Refinance

Est. cash available

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Rent

$4,752/mo

Redfin rental estimate

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Market trends in 11935, NY

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.2%

1.5% MoM

Median sale price

$1.4M

$77K MoM

Avg. days on market

28d

22 days MoM

Recently sold homes

1 MoM

New listings for sale

$1,425,000
3 beds3 baths2,679 sq ft
405 Birch Ln, Cutchogue, NY 11935
Listing by Compass Greater NY LLC
OPEN SAT, 11:30AM TO 1PM
$2,450,000
4 beds4 baths4,000 sq ft
3980 Vanston Rd, Cutchogue, NY 11935
Listing by Douglas Elliman Real Estate
OPEN SAT, 12PM TO 2PM
$1,995,000
4 beds2 baths1,950 sq ft
795 Glen Ct, Cutchogue, NY 11935
Listing by Compass Greater NY LLC
OPEN SUN, 11:30AM TO 1PM
$1,599,000
3 beds3 baths2,370 sq ft
790 Vanston Rd, Cutchogue, NY 11935
Listing by Douglas Elliman Real Estate
OPEN SAT, 11:30AM TO 1PM
$1,649,000
4 beds3 baths2,500 sq ft
1541 Stillwater Ave, Cutchogue, NY 11935
Listing by Engel & Volkers North Fork
See all

Provided by Redfin

Sale history for 35995 Main Rd

Date

Event

Price

Public Records

Jan 9, 2024

Sold

$1,350,000

$563/sq ft

OneKey® MLS as Distributed by MLS Grid #L3493805

Nov 22, 2023

Sold

$1,350,000

$563/sq ft

Oct 27, 2023

Pending

—

Oct 19, 2023

Price Changed

$1,399,000

$583/sq ft

Oct 5, 2023

Price Changed

$1,475,000

$615/sq ft

Aug 7, 2023

Listed

$1,550,000

$646/sq ft

Jul 26, 2023

Coming Soon

$1,550,000

$646/sq ft

OneKey® MLS as Distributed by MLS Grid #L3165930

Jun 3, 2020

Sold

$940,000

$392/sq ft

Apr 6, 2020

Pending

—

Feb 25, 2020

Price Changed

$995,000

$415/sq ft

Aug 16, 2019

Listed

$1,080,000

$450/sq ft

Newly renovated home, turn-key & completely custom designed; featuring inviting modern decor in an open-design floor plan. 4 bedrooms w/ 4 en-suite baths. First floor private master wing. Sleek gourmet kitchen w/ high end ss appliances. Bordered by farms & vineyards with close proximity to wide, pristine beaches in the heart of wine country. Wrap around porch. Beautiful backyard area overlooking the vineyard. Room for pool. Enjoy spectacular sunsets. Currently operating as award winning B&B., Additional information: Appearance:Diamond,Business Located At:,Rental Income:,Separate Hotwater Heater:YES

Public Records

Nov 3, 2014

Sold

$580,000

$242/sq ft

MLSLI #2536246

Aug 22, 2014

Pending

—

May 15, 2014

Price Changed

$241/sq ft

Mar 10, 2014

Price Changed

$250/sq ft

Sep 11, 2013

Price Changed

$260/sq ft

Jul 2, 2013

Price Changed

$270/sq ft

Mar 29, 2013

Price Changed

$283/sq ft

Oct 23, 2012

Listed

$291/sq ft

OneKey® MLS as Distributed by MLS Grid #L2536246

Oct 23, 2012

Listed

$579,000

$241/sq ft

** Price available after signing in.

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Year

Property tax

Land + Additions

Assessment*

2026

$12,785

$600 + $6,900

$7,500

2025

$12,785 (+4.1%)

$600 + $6,900

$7,500

2024

$12,280 (+6.3%)

$600 + $6,900

$7,500

2023

$11,550 (+104.7%)

$600 + $6,900

$7,500

2022

$5,642

$600 + $6,900

$7,500

2021

$5,642 (−43.1%)

$600 + $6,900

$7,500

2020

$9,908 (+1.4%)

$600 + $6,200

$6,800

2019

$9,769 (+0.8%)

$600 + $6,200

$6,800

2018

$9,695 (−8.5%)

$600 + $6,200

$6,800

2017

$10,595 (−0.5%)

$600 + $6,900

$7,500

2016

$10,643 (+11.6%)

$600 + $6,900

$7,500

2015

$9,534 (+2.3%)

$600 + $6,900

$7,500

2014

$9,324 (−11.8%)

$600 + $6,900

$7,500

2013

$10,576 (+2.5%)

$600 + $8,100

$8,700

2012

$10,321 (+3.2%)

$600 + $8,100

$8,700

2011

$10,003 (+4.1%)

$600 + $8,100

$8,700

2010

$9,612 (+3.0%)

$600 + $8,100

$8,700

2009

$9,330

$600 + $8,100

$8,700

Tax history for 35995 Main Rd

Year

Property tax

Land + Additions

Assessment*

2026

$12,785

$600 + $6,900

$7,500

2025

$12,785 (+4.1%)

$600 + $6,900

$7,500

2024

$12,280 (+6.3%)

$600 + $6,900

$7,500

2023

$11,550 (+104.7%)

$600 + $6,900

$7,500

2022

$5,642

$600 + $6,900

$7,500

2021

$5,642 (−43.1%)

$600 + $6,900

$7,500

2020

$9,908 (+1.4%)

$600 + $6,200

$6,800

2019

$9,769 (+0.8%)

$600 + $6,200

$6,800

2018

$9,695 (−8.5%)

$600 + $6,200

$6,800

2017

$10,595 (−0.5%)

$600 + $6,900

$7,500

2016

$10,643 (+11.6%)

$600 + $6,900

$7,500

2015

$9,534 (+2.3%)

$600 + $6,900

$7,500

2014

$9,324 (−11.8%)

$600 + $6,900

$7,500

2013

$10,576 (+2.5%)

$600 + $8,100

$8,700

2012

$10,321 (+3.2%)

$600 + $8,100

$8,700

2011

$10,003 (+4.1%)

$600 + $8,100

$8,700

2010

$9,612 (+3.0%)

$600 + $8,100

$8,700

2009

$9,330

$600 + $8,100

$8,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Suffolk County

APN

1000097000100021000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway, Private

Interior

Fireplace Information
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Natural Gas

Interior Features
Interior Features: Eat-in Kitchen,Formal Dining,Master Downstairs,Primary Bathroom
Window Features: Drapes
Appliances: Dishwasher, Dryer, Refrigerator, Gas Water Heater
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Deck

Room Information
Room Description: Basement: Full Unfinished Basement ||1st Floor: Primary Ensuite, Office, EIK, LR, DR, Powder Room||2nd Floor: 3 Bedrooms, all ensuite + Yoga Room/Nursery/Office||3rd Floor: Attic
Basement YN: No
Attic: Pull Stairs
Rooms Total: 9
Basement: Full, Unfinished
Additional Rooms: Home Office,Library/Den

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame
Other Structures: Greenhouse, Outbuilding, Shed(s)
Security Features: Security System

Lot Information
Additional Parcels YN: No
Lot Features: Near School, Sprinklers In Front, Sprinklers In Rear

Property Information
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Section: 97
Tax Annual Amount: $11,319

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Sewer: Septic Tank

Location

School Information
Elementary School: Mattituck-Cutchogue Elementary Sch
Middle Or Junior School: Mattituck Junior-Senior High School
High School: Mattituck Junior-Senior High School
High School District: Mattituck-Cutchogue

Location Information
Hamlet: Cutchogue
Directions: North Side of Main Road after Bridge Lane heading East.
County Or Parish: Suffolk County

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Suffolk County
APN: 1000097000100021000

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Mattituck Cutchogue Elementary School

Public K-6 • Assigned • 0.2mi

7/10

Mattituck Junior Senior High School

Public 7-12 • Assigned • 3.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 90° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Cutchogue, NY • 11935

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.42M – $1.72M

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Home values near 35995 Main Rd

Data from public records.

Address	Redfin Estimate
36725 Main Road, Cutchogue, NY 4 Beds \| 3 Baths \| 2450 Sq. Ft.	$1,060,143
35795 Main Road, Cutchogue, NY 3 Beds \| 2 Baths \| 2400 Sq. Ft.	$892,710

Address	Redfin Estimate
35915 Main Road, Cutchogue, NY 3 Beds \| 2 Baths \| 1742 Sq. Ft.	$913,340
35950 Main Road, Cutchogue, NY 3 Beds \| 2 Baths \| 1540 Sq. Ft.	—

Address	Redfin Estimate
36020 Main Road, Cutchogue, NY 4 Beds \| 2 Baths \| 2286 Sq. Ft.	$1,266,793
1492 Skunk Lane, Cutchogue, NY 4 Beds \| 4 Baths \| 5000 Sq. Ft.	—

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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