WELCOME TO PARADISE. Commanding 2.38 private acres on the bay in Southold’s coveted Paradise Point, this remarkable waterfront estate possesses the cinematic North Fork presence of a setting from Nelson DeMille’s Plum Islanddramatic, intriguing and entirely unforgettable. With approximately 97 feet of private beach, panoramic views toward Shelter Island and the estate-lined shoreline beyond, plus community boating rights with access to the residents’ boat basin, the property offers exceptional privacy without sacrificing comfort or convenience. Custom built in 1993, the approximately 3,500-square-foot residence offers four bedrooms, three full baths and three levels designed for gracious year-round living. Bold proportions, soaring 20-foot ceilings, walls of glass and a sweeping staircase capture the confident glamour of grand-scale coastal architecture, while abundant natural light and extraordinary water views give the interiors a timeless quality. This is not a conventional beach house; it is a substantial bayfront residence designed to make an impression. The dramatic double-height great room is anchored by a rare natural coral-stone fireplace and opens to more than 1,500 square feet of exterior deckingan exceptional setting for entertaining, dining outdoors or simply watching the light move across the bay. A formal waterside dining room complements the spacious eat-in kitchen, which provides generous counter space and an inviting place for everyday gatherings. The main level also includes pantry and laundry areas, together with a flexible 4th bedroom or den and adjacent full bathideal for guests, a private home office or convenient first-floor living. Ascend the sweeping staircase to the waterfront primary suite, a private retreat featuring magnificent bay views, its own waterside terrace, a luxurious full bath and walk-in closet. Two additional bedrooms and another full bath complete the upper level. The finished lower level expands the home’s recreational possibilities with a game or media area, direct access to a waterside terrace and an attached multicar garage. Outside, the expansive, level grounds provide ample room for entertaining, recreation and quiet enjoyment amid beautiful natural surroundings. A private boardwalk leads directly to the sandy beach, where days can be spent swimming, fishing, kayaking, paddleboarding or launching a morning adventure on the bay. Although wonderfully private, the estate is only minutes from Southold Village and the restaurants, vineyards, farm stands, shops, beaches and boating destinations that define North Fork living. Additional amenities include public water, a supplemental well, oil-fired forced-air heat and central air conditioning. Rare acreage, substantial private beach frontage, community boating access and a dramatic waterfront residence come together in one extraordinary Southold offering. Paradise Found.
Single-familyProperty Type
1995Year Built
1.84 acresLot Size
$1,228Price/Sq.Ft.
$63/moHOA Dues
3 car garageParking
Listing by Nicholas Planamento• William Raveis New York LLC
Listing by Joan Bischoff Van Heemskerck• William Raveis New York LLC
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
3525 Paradise Point Rd · $4,299,000
$4.44M and above
75% chance or better to win
Why $4.44M+ is a strong offer
DAYS ON MARKET
9 days
The average home goes pending in 26 days.
SALE-TO-LIST
103.1%
Most homes are selling 3% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
First-floor bedroom and first-floor full bath
Breakfast bar
Built-in features
Cathedral ceilings
Eat-in kitchen
Entrance foyer
Formal dining room
Granite counters
High ceilings
Kitchen island
Open floorplan with open kitchen
Pantry
Primary bathroom
Master suite on main level
Recessed lighting
Soaking tub
Walk-in closets
Washer/dryer hookup
Bedrooms
Master downstairs
First-floor bedroom
Bathrooms
Three full bathrooms
Kitchen
Cooktop
Oven
Range
Dishwasher
Refrigerator
Stainless steel appliances
Kitchen island
Breakfast bar
Granite counters
Pantry
Eat-in kitchen
Open kitchen
Laundry & utility
Washer
Dryer
Washer/dryer hookup
Heating & cooling
Central air conditioning
Forced air heat
Hot air heat
Oil heating
Exterior features
Private setting with waterfront and views
Finished walk-out basement
Scuttle attic
Home design
Single-family residence
Three or more levels
Parking
Attached garage
3-car garage
Driveway
Off-street parking
Private parking
Security
Security system
Construction
Frame and stucco construction
Utilities
Septic tank
Cable available
Electricity available
Phone available
Private trash collection
Water available
HOA & community
Association with annual fee of $750 (includes trash)
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome To Paradise. Rare Southold Bayfront Situated On 2.3 Acres With 97 Feet Of Private Beach And Community Boating Rights. Take In Magnificent Water Views From The Custom Built 4 Bd., 3 Ba. Residence With 3 Levels Of Luxurious Living Featuring A Double-Height Great Room With Natural Coral Hearth, Large Eat-In Kitchen, And Waterfront Master Suite. Spacious 1st Floor Office Makes It Easy To Work From Home. Privacy Abounds On The Park-Like Grounds Which Furnish Beautiful Natural Vistas And Provide Plenty Of Room To Entertain In Style., Additional information: Appearance:Diamond,Separate Hotwater Heater:Y
OneKey® MLS as Distributed by MLS Grid #L3189393
Jul 1, 2020
Listing Removed
—
Apr 30, 2020
Price Changed
$1,999,900
$571/sq ft
Jan 5, 2020
Listed
$2,199,000
$628/sq ft
OneKey® MLS as Distributed by MLS Grid #L3021251
Oct 15, 2018
Listing Removed
—
Apr 14, 2018
Listed
$2,199,000
$628/sq ft
OneKey® MLS as Distributed by MLS Grid #L2845051
Jan 2, 2018
Listing Removed
—
Apr 8, 2017
Price Changed
$2,199,000
$628/sq ft
Jan 3, 2017
Listing Removed
—
Apr 17, 2016
Listed
$2,299,000
$657/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$19,079
$800 + $11,500
$12,300
2025
$19,079 (+2.3%)
$800 + $11,500
$12,300
2024
$18,649 (+4.6%)
$800 + $11,500
$12,300
2023
$17,835 (+2.3%)
$800 + $11,500
$12,300
2022
$17,434
$800 + $11,500
$12,300
2021
$17,434 (+9.5%)
$800 + $11,500
$12,300
2020
$15,915 (−2.2%)
$800 + $11,500
$12,300
2019
$16,265 (+2.4%)
$800 + $11,500
$12,300
2018
$15,887 (+2.0%)
$800 + $11,500
$12,300
2017
$15,577 (+0.8%)
$800 + $11,500
$12,300
2016
$15,454 (+4.7%)
$800 + $11,500
$12,300
2015
$14,759 (+3.9%)
$800 + $11,500
$12,300
2014
$14,207 (+2.3%)
$800 + $11,500
$12,300
2013
$13,892 (+3.0%)
$800 + $11,500
$12,300
2012
$13,483 (+1.9%)
$800 + $11,500
$12,300
2011
$13,226 (+2.7%)
$800 + $11,500
$12,300
2010
$12,880 (+3.6%)
$800 + $11,500
$12,300
2009
$12,430
$800 + $11,500
$12,300
Public record
Beds
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Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.54 Acres
Year renovated
—
Finished Sq. Ft.
—
Unfinished Sq. Ft.
—
Total Sq. Ft.
—
Year built
—
Style
Single Family Residential
County
Suffolk County
APN
1000081000100015009
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
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Last updated by owner on Aug 31, 2026.
Climate risks
7/10 Flood Factor
Estimated 72-80% 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 90° expected this year, 18 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
Southold, NY • 11971
Average low and high temperatures (°F)
35
26
37
26
50
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
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
Redfin Estimate for 3525 Paradise Point Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,249,000 and $2,799,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.2M to $2.8M.