2 Pine Island Rd, Rye, NY 10580
OFF MARKET

2 Pine Island Rd
Rye, NY 10580

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

$6,280,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $39,133/mo*

$6,280,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $39,133/mo*
6 Beds
5.5 Baths
6,497 sqft
(on 1.25 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 2 Pine Island Rd

DatePriceEventSource
11/27/2018$3,850,000Sold
OneKey® MLS as distributed by MLS GRID #H4822712
10/02/2018$3,995,000PendingAgent Provided
05/25/2018$3,995,000Listed For SaleAgent Provided
06/07/2016$5,295,000ListingRemovedAgent Provided
02/08/2016$5,295,000PriceChange
Agent Provided
09/10/2015$5,695,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax
Assessment$87,000
Home facts updated by county records

Comparable Sales for 2 Pine Island Rd

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
0.32
Single-Family Home
$7,305,000
08/08/25
6
7
7,995
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
0.35
Single-Family Home
$4,415,000
08/19/25
5
4.5
5,382
0.27
Single-Family Home
$7,400,000
02/20/26
4
3
2,789
0.35
Single-Family Home
$4,500,000
08/19/25
5
2.5
3,306
0.75
Single-Family Home
$5,200,000
06/18/25
5
5.5
6,233
0.73
Single-Family Home
$4,925,000
04/30/26
5
6
7,165

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Pine Island Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Rye

At least 150 Trulia users voted on each feature.
  • 91 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 72 % Say it's quiet

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 56 % Say there are community events

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Zjstempel
    "There are a lot of good public parks and nice sidewalks to walk on. also a lot of people own their own dogs"
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
  • Brianrollins1959
    "I get on 287 in the AM . It’s a 15 minute ride to White Plains. But when l come home at 12:30pm . Every body is stressed out. And driving on my bumper. I have to watch because they almost running into me "
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
  • Ltifdle
    "Homes have large yards where it’s safe for children to play. Stores and restaurants are conveniently nearby. Easy access to major roadways and trains to city."
  • Cleary.aileen
    "I live here and it’s really a great place to live , lots of great things go on here and great community spirit "
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
  • Heatherosemusic
    "Grew up here with my grandma and I love it. It’s the quintessential suburbs with proximity to Manhattan, a quaint village, great schools, a beach, an amusement park and so much more. The ideal neighborhood to raise a family. "
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
  • Dan K.
    "Extremely safe and well kept place to live and be! Definitely a higher price point than even other parts of Westchester, but it is what it promotes itself to be. "
  • Ltifdle
    "Wonderful neighborhood to raise a family. Can walk to the club for all types of sports year-round. Many choices for great schools. Close to town, doctors, worship."
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
  • John J.
    "It’s a pretty dog friendly neighborhood. Town park with great dog community few blocks away. Few places in town have water bowls out front. I’m guessing every 3rd house has dog. "
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
  • Cchidiya
    "everything is convenient and easily accessible even by foot. it's a beautiful neighborhood. people are friendly, restaurants are organic, shopping is amazing. there is always free parking everywhere."
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."

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2 Pine Island Rd, Rye, NY 10580 is a 6 bedroom, 6 bathroom, 6,497 sqft single-family home built in 1949. This property is not currently available for sale. 2 Pine Island Rd was last sold on Nov 27, 2018 for $3,850,000. The current Trulia Estimate for 2 Pine Island Rd is $6,280,900.