Bayport Craftsman on Nearly Half an Acre, with Deeded Private Beach Rights Live the Great South Bay lifestyle in this distinguished 1920 Craftsman with four bedrooms and two and a half baths, set on nearly half an acre in sought-after Bayport. Deeded rights to a private beach put boating, sailing, kayaking, fishing, and clamming minutes from your door, and evenings end with sunsets over the water. With no neighbor directly to the west, the home enjoys rare privacy and open meadow views. Century-old character shows throughout. Original leaded-glass windows, warm hardwood floors, and a fireplace framed by handsome built-in cabinetry reflect true Craftsman quality. The eat-in kitchen has stainless steel appliances and a generous peninsula for casual meals and conversation, and the formal dining room is made for holidays and celebrations. A first-floor bedroom offers flexibility for guests, a home office, or one-level living. Two bedrooms feature large walk-in closets with exceptional storage, and a dedicated laundry room and mudroom keep daily life organized. Start your mornings with coffee on the screened porch overlooking peaceful meadows. The fully fenced yard gives pets room to roam, and a detached two-car garage provides space for vehicles, kayaks, and gear. From beach days and porch gatherings to holiday dinners and quiet nights by the fire, this home suits relaxed coastal living with timeless charm. Historic character, privacy, and private beach access on the South Shore rarely come together like this. Schedule your private showing today.
Islip, located between Great South Bay and the Connetquot River State Park Preserve, is a waterfront and suburban Brentwood neighborhood with salt-air marinas and leafy parkland. The neighborhood’s character concentrates around Main Street near Islip Avenue, where low-slung storefronts, cafés, and local services set a steady, walkable rhythm. Architectural cues lean toward mid-century ranches and Cape-style homes, with pockets of newer infill along wider arterials. Islip’s shoreline geography shapes weekends around docks, bay views, and boat traffic. Community pillars include the Bayard Cutting Arboretum, the historic Islip Art Museum, and the Sayville Ferry Service for Fire Island days. Rail service at Islip station adds a commuter cadence without overpowering the residential feel.
Provided by Walk Score and Local Logic
Offer insights
81 Oak Rd · $925,000
$963K and above
75% chance or better to win
Why $963K+ is a strong offer
DAYS ON MARKET
22 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
Crown molding
Natural woodwork
Open kitchen
Pantry
Walk-through kitchen
Walk-in closet(s)
Washer/Dryer hookup
Fireplace
Bedrooms
Total rooms: 9
Bathrooms
2 full bathrooms
1 half bathroom
Kitchen
Dishwasher
Oven
Range
Refrigerator
Stainless steel appliances
Laundry & utility
Washer
Dryer
Washer/Dryer hookup
Flooring
Wood
Heating & cooling
Natural gas heating
Wall/Window unit cooling
Exterior features
Stucco exterior
Not waterfront
Home design
Single Family Residence
Parking
Private garage
2 garage spaces
Construction
Stucco construction
Utilities
PSEG electric
Cesspool sewer
Cable connected
Natural gas available
Public trash collection
Water connected
Electricity and solar
View estimated energy costs and solar savings for this home
Beautiful Craftsman-Style Home In Picturesque Location! Original Leaded Glass, Fireplace W/Built-In Cabinetry, Hardwood Floors Throughout. Many Recent Improvements Include New Roof, Heating System And Cac! Relax On One Of The Many Outside Porches Overlooking The Meadows. Access To Beautiful Private Beach! Owner Has Transferrable Flood Policy @$521 Per Year!, Additional information: Appearance:Mint,Separate Hotwater Heater:Yes
Public Records
May 13, 2009
Sold
$585,000
$290/sq ft
Public Records
Sep 27, 2001
Sold
$438,000
$217/sq ft
Public Records
Aug 21, 1989
Sold
$280,000
$139/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$16,734
$19,200 + $23,400
$42,600
2025
$16,734 (+4.1%)
$19,200 + $23,400
$42,600
2024
$16,071 (+5.2%)
$19,200 + $23,400
$42,600
2023
$15,271 (+1.6%)
$19,200 + $23,400
$42,600
2022
$15,027
$19,200 + $23,400
$42,600
2021
$15,027 (+3.7%)
$19,200 + $23,400
$42,600
2020
$14,498 (+7.4%)
$19,200 + $23,400
$42,600
2019
$13,497 (+0.6%)
$19,200 + $23,400
$42,600
2018
$13,418 (+2.0%)
$19,200 + $23,400
$42,600
2017
$13,151 (+15.3%)
$19,200 + $23,400
$42,600
2016
$11,405 (+0.2%)
$19,200 + $23,400
$42,600
2015
$11,386 (+2.7%)
$19,200 + $23,400
$42,600
2014
$11,084 (+0.4%)
$19,200 + $23,400
$42,600
2013
$11,042 (+5.3%)
$19,200 + $23,400
$42,600
2012
$10,486 (+3.9%)
$19,200 + $23,400
$42,600
2011
$10,096 (−0.1%)
$19,200 + $23,400
$42,600
2010
$10,109 (+5.8%)
$19,200 + $23,400
$42,600
2009
$9,552
$19,200 + $23,400
$42,600
Public record
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.45 Acres
Year renovated
—
Finished Sq. Ft.
2,016
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,016
Year built
1920
Style
Single Family Residential
County
Suffolk County
APN
4728890500410000500029000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 31, 2026.
Climate risks
10/10 Flood Factor
Estimated 80%+ chance 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
4/10 Heat Factor
7 days above 93° expected this year, 18 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
4/10 Air Factor
4 unhealthy days expected this year, 6 days in 30 years
Provided by First Street
Historical weather
Bayport, NY • 11705
Average low and high temperatures (°F)
37
24
39
25
50
36
58
43
66
53
77
63
82
69
78
63
74
61
66
49
55
40
42
28
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
89/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Bayport. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
6.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 81 Oak Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $825,000 and $1,050,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $825K to $1.1M.