Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage and more! Close to Southold’s Kenneys, McCabe’s and Town Beach. A rare opportunity to own a private retreat with amazing grounds, perfect for year-round or part time living!
Single-familyProperty Type
2003Year Built
200 acresLot Size
$590Price/Sq.Ft.
Listing by Kristy Naddell• Douglas Elliman Real Estate
North Fork, located between Riverhead and Greenport, is a coastal and agricultural Calverton neighborhood with working vineyards and wide-open bayfront views. The mood concentrates around the Sound Avenue corridor near the Calverton hamlet center, where farm stands, tasting rooms, and low-key eateries set a weekend rhythm. Architectural character leans to shingled cottages, ranch homes, and barn-like outbuildings tied to the area’s farming roots. Macari Vineyards, Jamesport Farm Brewery, and Harbes Family Farm act as local pillars for tastings, seasonal events, and market-style shopping. Peconic Bay and the Long Island Sound frame the landscape with beaches, marinas, and long, flat roads made for cycling. The pace stays rural, with small clusters of storefronts separated by fields and rows of vines.
Provided by Walk Score and Local Logic
Offer insights
4408 Old North Rd · $1,299,000
$1.29M and above
75% chance or better to win
Why $1.29M+ is a strong offer
DAYS ON MARKET
87 days
The average home goes pending in 31 days.
SALE-TO-LIST
102.4%
Most homes are selling 2% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
First-floor bedroom
Ceiling fans
Eat-in kitchen
Formal dining
Granite and stone counters
Storage
Walk-in closet(s)
Bedrooms
First-floor bedroom included
Bathrooms
2 full bathrooms
1 half bathroom
Kitchen
Microwave
Oven
Refrigerator
Granite and stone counters
Laundry & utility
Washer
Dryer
Laundry located inside and in basement
Flooring
Hardwood floors
Heating & cooling
Propane heating
Baseboard heating
No central cooling
Exterior features
Covered porch
Wrap-around porch
Deck
Patio
Shed(s)
Home design
Single family residence
Actual condition
Parking
Private parking
Construction
Frame construction
Utilities
Cesspool sewer
Water connected
Electricity connected
Cable connected
Propane available
Electricity and solar
View estimated energy costs and solar savings for this home
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
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Southold, NY • 11971
Average low and high temperatures (°F)
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36
59
44
68
53
79
63
83
69
79
63
74
60
65
52
54
43
42
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Dec
Sun exposure
89/ 100
Very good sunlight
Sunscore
This home ranks in the top 24% for direct sun exposure in Southold. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.5 hrs
6.1 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 4408 Old North Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $910,000 and $1,295,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $910K to $1.3M.