2 Pine Island Rd, Rye, NY 10580
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Property image
OFF MARKET

2 Pine Island Rd
Rye, NY 10580

Milton
  • 6 Beds
  • 5.5 Baths
  • 6,497 sqft (on 1.25 acres)

$6,323,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $40,322/mo*

$6,323,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $40,322/mo*
6 Beds
5.5 Baths
6,497 sqft
(on 1.25 acres)

Home Value

Trulia Estimate
$6.32M
Since last month
Increased$188K (+3%)
Since last year
Increased$617K (+10.7%)
Since last sale
Increased$3M (+65.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +31% in the last 10 years
MonthEstimated value
2026
August 2026$6.38M
July 2026$6.19M
June 2026$6.15M
May 2026$6.24M
April 2026$5.83M
March 2026$6.03M
February 2026$6.06M
January 2026$6.05M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.08
Single-Family Home
$5,450,000
03/30/26
5
3.5
5,933
0.15
Single-Family Home
$6,400,000
08/26/25
9
5
6,094
0.27
Single-Family Home
$7,400,000
02/20/26
8
6.5
8,100
0.33
Single-Family Home
$4,200,000
03/02/26
4
4.5
4,996
0.41
Single-Family Home
$4,125,000
08/25/25
4
3
3,969
0.39
Single-Family Home
$4,595,000
07/15/26
5
4
4,027
1.01
Single-Family Home
$3,550,000
07/23/26
6
6
5,995
0.91
Single-Family Home
$3,500,000
07/01/26
6
6.5
5,996
0.73
Single-Family Home
$4,925,000
04/30/26
5
6
7,165
0.63
Single-Family Home
$3,495,000
01/21/26
5
4.5
4,064

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.08
$5,450,000
5
3.5
5,933
Recently Sold
0.12
$7,968,100
5
4.5
4,964
Off Market
0.11
$4,067,800
4
3.5
3,134
Off Market
0.11
$3,654,100
4
4.5
4,004
Off Market
0.14
$3,151,900
4
2.5
2,669
Off Market
0.19
$4,223,800
6
7
7,133
Off Market
0.23
$9,895,100
6
7
8,145
Off Market
0.17
$3,459,000
5
3.5
3,129
Off Market
0.24
$5,350,000
-
-
-
Recently Sold
0.32
$7,789,700
6
7
7,995
Off Market
0.26
$4,491,100
5
4.5
4,885
Off Market
0.30
$4,831,300
5
4.5
5,573
Off Market

Local Information

  • Map ViewExplore the area around 2 Pine Island Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1949
Lot Size
1.25 acres
Living Area
6,497 sqft
Price/Sqft
$973
Parking
Garage

About this House

Beautifully sited in the prestigious Milton Point area, adjacent to a picturesque inlet of Long Island Sound is this 6497 sq ft colonial gem nestled into 1.25 idyllic and manicured acres with seasonal water views.The welcoming entrance hall flows flawlessly into the stunning living room centered by its antique fireplace and large windows which frame captivating views.Living room glass doors beckon guests onto the luxurious stone terrace and the adjacent European-inspired bar room with its zinc bar and leather walls offer the perfect and intimate entertaining niche.An elegant dining room, accented by its fireplace and a wall of windows, can easily accommodate any size gathering.A private office with a wall of built-ins is located off the entrance hall.Prepare to be enchanted in the sun-drenched eat-in-kitchen, renovated in 2015, with its top of the line appliances, granite counters and island, walk-in pantry, glass-enclosed breakfast area and door to the inviting stone terrace. The kitchen opens to a spacious, sunken family room with stone fireplace, built-in bookcases plus separate door to the same beautiful terrace.A side hallway with powder room leads to the guest or nanny (6th) bedroom with adjacent full bath, outfitted mud room, laundry room, back stairs and door to garage.A few steps up... privacy reigns in the convenient second family room/playroom or 5th bedroom with its high ceiling and immense space.Ascending to the second floor, the captivating master bedroom with its tray ceiling and antique fireplace includes an oversized walk-in custom closet, marble spa bath with radiant heated floor, steam shower and Jacuzzi.Two additional bedrooms share a modern hall bath and the 4th sumptuous bedroom with its adjacent bath and walk-in closet is accented by skylights.A walk-in attic offers easy and ample storage access.Within easy walk to school, Long Island Sound, private clubs, and the charming marina, this modern day masterpiece has been featured on many of the Rye House Tours, as it offers a rare blend of architectural design with extraordinary finishes coupled with today's most desired amenities.
2 Pine Island Rd, Rye, NY 10580 is a 6 bedroom, 6 bathroom, 6,497 sqft single-family home in Milton, built in 1949. It last sold for $3,850,000 on Nov 27, 2018. It is currently off market. The Trulia Estimate is $6,323,200, with a rent estimate of $30,535/month.

Home Details for 2 Pine Island Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1949Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.25 acres

Price and Tax history

DateEventPrice
Nov 27, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4822712
Sold
$3,850,000
Oct 2, 2018
Source: Agent Provided
Pending
$3,995,000
May 25, 2018
Source: Agent Provided
Listed For Sale
$3,995,000
Jun 7, 2016
Source: Agent Provided
ListingRemoved
$5,295,000
Feb 8, 2016
Source: Agent Provided
PriceChange
$5,295,000
Price decreased by 7%

Market trends in Rye

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
Sale-to-List Price
105.3%
Price per sq ft
$743
Available listings
39
2
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 2 Pine Island Rd

  • What is 2 Pine Island Rd estimated to be worth?
    Trulia's estimated value for 2 Pine Island Rd in Rye, NY is $6,323,200.
  • What is the price history for 2 Pine Island Rd?
    2 Pine Island Rd in Rye, NY last sold for $3,850,000 in November 2018.
  • Is Rye a buyer's or seller's market?
    Rye is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Rye?
    The median sale price in Rye is $2.44M.
  • Does 2 Pine Island Rd have air conditioning?
    Yes, 2 Pine Island Rd in Rye, NY has air conditioning.
  • Does 2 Pine Island Rd have laundry facilities?
    Yes, 2 Pine Island Rd in Rye, NY has in-unit laundry.

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