99 Winds Way, Riverhead, NY 11901
OFF MARKET

$1,603,700

Trulia Estimate
  • 5 Beds
  • 2 Baths
  • 1,580 sqft (on 0.25 acres)

99 Winds Way, Riverhead, NY 11901

Jamesport
Est. Refi. Payment $10,698/mo*
Refinance Your Home
Currently Off Market - Sold Jan 16, 2008 for $1,150,000

Home Value

Trulia Estimate
$1.6M
Since last month
Increased$92K (+6.1%)
Since last year
Increased$84K (+5.5%)
Since last sale
Increased$454K (+39.5%)
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 +273% in the last 10 years
MonthEstimated value
2026
August 2026$1.6M
August 2026$1.59M
July 2026$1.51M
June 2026$1.56M
May 2026$1.64M
April 2026$1.56M
March 2026$1.57M
February 2026$1.55M
January 2026$1.47M
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
23 Center St, Riverhead, NY
0.22
Single-Family Home
$1,150,000
11/28/25
3
2
1,292
23 Scallop Ln, South Jamesport, NY
0.19
Single-Family Home
$2,400,000
01/20/26
3
2
1,285
42 Lockitt Dr, Riverhead, NY
0.15
Single-Family Home
$735,000
05/21/26
2
2
1,402
105 Lockitt Drive, Riverhead, NY
0.03
Single-Family Home
$1,950,000
12/30/25
3
3
1,571
59 Lockitt Drive, Jamesport, NY
0.15
Single-Family Home
$1,185,000
06/01/26
5
5
3,300
78 Morningside Ave, Riverhead, NY
0.33
Single-Family Home
$1,400,000
12/12/25
3
2
2,170
28 Center St, Riverhead, NY
0.20
Single-Family Home
$825,000
09/30/25
2
1
1,463
55 Seacove Lane, Riverhead, NY
0.17
Single-Family Home
$1,735,000
01/02/26
4
2.5
2,700
44 Legend Lane, Riverhead, NY
0.42
Single-Family Home
$1,095,000
06/12/26
3
2.5
1,922
898 Peconic Bay Boulevard, Riverhead, NY
0.34
Single-Family Home
$955,000
03/24/26
3
2
1,772

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
105 Lockitt Drive, Riverhead, NY 11901
0.03
$1,950,000
3
3
1,571
Recently Sold
58 Lockitt Drive, Jamesport, NY 11947
0.12
$1,325,000
4
2.5
2,014
Off Market
59 Lockitt Drive, Jamesport, NY 11947
0.15
$1,185,000
5
5
3,300
Recently Sold
55 Seacove Lane, Riverhead, NY 11901
0.17
$1,735,000
4
2.5
2,700
Recently Sold
29 Seacove Lane, Riverhead, NY 11901
0.22
$2,100,000
6
4
3,857
For Sale
26 Seacove Lane, Jamesport, NY 11947
0.25
$1,161,600
4
2.5
2,500
Off Market
26 Morningside Avenue, Riverhead, NY 11901
0.32
$1,966,200
3
3.5
-
Off Market
896 Peconic Bay Boulevard, Jamesport, NY 11947
0.33
$1,025,500
-
-
-
Off Market
69 Washington Avenue, Riverhead, NY 11901
0.33
$1,349,400
3
2.5
2,200
Off Market
898 Peconic Bay Boulevard, Riverhead, NY 11901
0.34
$955,000
3
2
1,772
Recently Sold
104 Morningside Avenue, Riverhead, NY 11901
0.36
$1,909,500
4
3.5
3,600
Off Market
61 Morningside Ave, Riverhead, NY 11901
0.36
$1,044,000
2
1
1,507
Off Market

Local Information

  • Map ViewExplore the area around 99 Winds Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1910
0.25 acre lot
1,580 sqft
$1,015/sqft
Garage

About this House

This single-family home is located at 99 Winds Way, Riverhead, NY. 99 Winds Way is in the Jamesport neighborhood in Riverhead, NY and in ZIP code 11901. This property has 5 bedrooms, 2 bathrooms and approximately 1,580 sqft of floor space. This property has a lot size of 10890 sqft and was built in 1910.
99 Winds Way, Riverhead, NY 11901 is a 5 bedroom, 2 bathroom, 1,580 sqft single-family home in Jamesport, built in 1910. It last sold for $1,150,000 on Jan 16, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,603,700, with a rent estimate of $5,170/month.

Home Details for 99 Winds Way

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1910Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: WoodFoundation Type: Crawl Raised
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price and Tax history

DateEventPrice
Jan 16, 2008
Source: N/A
Sold
$1,150,000

Market trends in Riverhead

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
86
5MoM

Around this home

Neighborhood Overview

Jamesport
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Jamesport

At least 7 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say car is needed

  • 88 % Say yards are well-kept

  • 86 % Say people would walk alone at night

  • 82 % Say it's quiet

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say parking is easy

  • 70 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 57 % Say there are community events

  • 57 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 42 % Say neighbors are friendly

  • 36 % Say there are sidewalks

  • 14 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 99 Winds Way

  • What is 99 Winds Way estimated to be worth?
    Trulia's estimated value for 99 Winds Way in Riverhead, NY is $1,603,700.
  • What is the price history for 99 Winds Way?
    99 Winds Way in Riverhead, NY last sold for $1,150,000 in January 2008.
  • Is Riverhead a buyer's or seller's market?
    Riverhead is currently a seller's market, based on recent for-sale activity.
  • What do residents say about the Jamesport neighborhood?
    Residents describe the Jamesport neighborhood in Riverhead, NY as dog-friendly, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Jamesport, Riverhead.
  • How big is the lot at 99 Winds Way?
    The lot at 99 Winds Way in Riverhead, NY is about 0.25 acres (10,890 sq ft).
  • Does 99 Winds Way have a garage?
    Yes, 99 Winds Way in Riverhead, NY has a garage.

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