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 Island—dramatic, 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 decking—an 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 bath—ideal 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.
For sale
$4,299,000
3525 Paradise Point Rd, Southold, NY 11971
4beds
3,500sqft
Single Family Residence
Built in 1995
2.38 Acres Lot
$4,086,300 Zestimate®
$1,228/sqft
$-- HOA
What's special
Waterfront primary suiteAbundant natural lightRare natural coral-stone fireplaceExtraordinary water viewsDramatic double-height great roomWalk-in closetSweeping staircase
- 1 day
- 203
- 9
Zillow last checked:
Listed by:
William Raveis Real Estate 631-298-0600,
Nicholas J. Planamento - Real Estate Sales Person 631-948-0143
Source: Out East,MLS#: 397941
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Family Room, Laundry
Cooling
- Central Air
Features
- Basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 3,500
- Total interior livable area: 3,500 sqft
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Features
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 2.38 Acres
Details
- Parcel number: 1000081000100015009
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1995
Community & HOA
Location
- Region: Southold
Financial & listing details
- Price per square foot: $1,228/sqft
- Tax assessed value: $2,236,364
- Date on market: 9/24/2026
- Lease term: Contact For Details
Estimated market value
$4,086,300
$3.88M - $4.29M
$6,251/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/24/2026 | Listed for sale | $4,299,000+186.6%$1,228/sqft |
Source: Out East #397941 Report a problem | ||
| 12/29/2020 | Sold | $1,500,000-6.2%$429/sqft |
Source: | ||
| 10/24/2020 | Price change | $1,599,000-9.9%$457/sqft |
Source: Coldwell Banker M&D Good Life #3228971 Report a problem | ||
| 9/29/2020 | Price change | $1,775,000-6.5%$507/sqft |
Source: Coldwell Banker M&D Good Life #3228971 Report a problem | ||
| 8/25/2020 | Price change | $1,899,000-5%$543/sqft |
Source: Coldwell Banker M&D Good Life #3228971 Report a problem | ||
| 4/30/2020 | Price change | $1,999,900-9.1%$571/sqft |
Source: Coldwell Banker M&D Good Life #3189393 Report a problem | ||
| 1/5/2020 | Listed for sale | $2,199,000$628/sqft |
Source: Coldwell Banker M&D Good Life #3189393 Report a problem | ||
| 10/15/2018 | Listing removed | $2,199,000$628/sqft |
Source: Nest Seekers Report a problem | ||
| 4/17/2018 | Listed for sale | $2,199,000$628/sqft |
Source: Nest Seekers International #103336 Report a problem | ||
| 1/1/2018 | Listing removed | $2,199,000$628/sqft |
Source: Lewis & Nickles Ltd #2845051 Report a problem | ||
| 4/8/2017 | Listed for sale | $2,199,000-4.3%$628/sqft |
Source: Lewis & Nickles Ltd #2845051 Report a problem | ||
| 1/3/2017 | Listing removed | $2,299,000$657/sqft |
Source: Lewis & Nickles Ltd #2845051 Report a problem | ||
| 4/17/2016 | Listed for sale | $2,299,000$657/sqft |
Source: Lewis & Nickles Ltd #2845051 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $12,300 |
| 2024 | -- | $12,300 |
| 2023 | -- | $12,300 |
| 2022 | -- | $12,300 |
| 2021 | -- | $12,300 |
| 2020 | -- | $12,300 |
| 2019 | -- | $12,300 |
| 2018 | -- | $12,300 |
| 2017 | $15,887 | $12,300 |
| 2016 | -- | $12,300 |
| 2015 | -- | $12,300 |
| 2014 | -- | $12,300 |
| 2013 | -- | $12,300 |
| 2012 | -- | $12,300 |
| 2011 | -- | $12,300 -7.5% |
| 2007 | $12,799 +19.9% | $13,300 |
| 2005 | $10,673 +4.8% | $13,300 |
| 2004 | $10,188 +3.9% | $13,300 |
| 2003 | $9,808 +4.8% | $13,300 |
| 2002 | $9,354 | $13,300 |
| 2001 | -- | $13,300 |
| 2000 | $8,504 | $13,300 |
Find assessor info on the county website





