Embrace an exceptional Great South Bay lifestyle in this distinguished four-bedroom, two-and-a-half-bath 1920 Craftsman, gracefully set on nearly half an acre in coveted Bayport. Deeded rights to a private beach place boating, sailing, kayaking, fishing, and clamming within effortless reach, while magnificent waterfront sunsets set the tone for evenings by the bay. With no immediate neighbor to the west, the property enjoys an uncommon sense of seclusion and sweeping meadow vistas. This home boasts, original leaded-glass windows, rich hardwood floors, and a fireplace flanked by handsome built-in cabinetry celebrate the home’s enduring craftsmanship. The inviting eat-in kitchen is appointed with stainless steel appliances and a generous peninsula, while the formal dining room offers an elegant setting for memorable occasions. A first-floor bedroom provides welcome versatility, and two bedrooms boast expansive walk-in closets with extraordinary storage. A dedicated laundry room and mudroom complete the home’s thoughtful conveniences. Begin each day with coffee on the screened porch overlooking tranquil meadows, while the fully enclosed grounds offer ample room for pets to roam. A detached two-car garage provides valuable space for vehicles and storage. From sun-filled beach days and gracious porch gatherings to holiday dinners and intimate evenings by the fire, the residence lends itself beautifully to refined yet relaxed coastal living. The owner’s transferable flood insurance policy offers an additional advantage for the next owner. A rare convergence of coastal elegance, historic character, and privileged access to the finest of the South Shore; this exceptional Bayport residence presents a truly distinctive opportunity. Schedule your private showing and discover an extraordinary place to call home by the bay.
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
Market insights
81 Oak Rd · $925,000
DAYS ON MARKET
2 days
The average home goes pending in 26 days.
SALE-TO-LIST
103.1%
Most homes are selling 3% above list price.
LIST PRICE
$925,000
Median sale price in this area is $757,515. (18% lower than this home)
PRICE DROP
0 price drops
16% of homes in this area have had a price drop in the past month.
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
Bedrooms
Includes a first-floor bedroom
Bathrooms
One full bathroom
One half bathroom
Kitchen
Dishwasher
Oven
Range
Refrigerator
Stainless steel appliances
Laundry & utility
Washer
Dryer
Washer/Dryer hookup
Flooring
Wood flooring
Heating & cooling
Natural gas heating
Wall/window air conditioning units
Exterior features
Stucco exterior
Not waterfront
No additional parcels
Home design
Single family residence
Parking
Private garage
2-car garage
Construction
Stucco construction
Utilities
Electric service by PSEG
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
In this area, properties receive around 8.8 hours in
June and 4.5 hours in December, which is comparable to the
U.S. average for solar exposure.
8.8 hrs
4.5 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 $760,000 and $1,050,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $760K to $1.1M.