16 Windward Dr, Westerly, RI 02891
Property image
Property image
OFF MARKET

$1,791,000

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,291 sqft (on 0.68 acres)

16 Windward Dr, Westerly, RI 02891

Est. Refi. Payment $11,530/mo*
Refinance Your Home
Currently Off Market - Sold Mar 1, 2019 for $765,000

Home Value

Trulia Estimate
$1.79M
Since last month
Increased$40K (+2.3%)
Since last year
Increased$199K (+12.5%)
Since last sale
Increased$1M (+134.1%)
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 +171% in the last 10 years
MonthEstimated value
2026
September 2026$1.79M
September 2026$1.79M
August 2026$1.75M
July 2026$1.66M
June 2026$1.69M
May 2026$1.66M
April 2026$1.64M
March 2026$1.67M
February 2026$1.6M
January 2026$1.55M
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
26 Windward Dr, Westerly, RI
0.13
Single-Family Home
$1,270,000
08/07/26
3
2.5
3,510
7 Leeward Dr, Westerly, RI
0.19
Single-Family Home
$1,260,000
05/11/26
4
3
2,263
1 Turtleback Rd, Westerly, RI
0.33
Single-Family Home
$875,000
12/29/25
3
4
2,569
4 Shore Rd, Westerly, RI
0.31
Single-Family Home
$970,000
08/11/26
3
3
2,738
47 Shore Rd, Westerly, RI
0.37
Single-Family Home
$977,500
10/31/25
3
2
1,830
4 Ice Pond Rd, Westerly, RI
0.19
Single-Family Home
$1,800,000
01/08/26
5
3
3,517
10 Tristam Trce, Westerly, RI
0.22
Single-Family Home
$2,356,569
05/15/26
4
4.5
3,400
121 Winnapaug Rd, Westerly, RI
0.65
Single-Family Home
$685,000
09/22/26
4
2.5
2,072
6 Oyster Cv, Westerly, RI
0.31
Single-Family Home
$2,400,000
11/19/25
3
4
3,732
10 Joanth Ter, Westerly, RI
0.51
Single-Family Home
$680,000
10/27/25
3
1.5
1,788

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
14 Windward Dr, Westerly, RI 02891
0.03
$765,700
3
2
1,344
Off Market
18 Windward Dr, Westerly, RI 02891
0.03
$1,854,200
3
3
2,518
Off Market
45 Ice Pond Ln, Oak Bluffs, MA 02557
0.04
$4,043,300
1
2.5
1,560
Off Market
15 Windward Dr, Westerly, RI 02891
0.05
$1,437,800
5
3.5
2,305
Off Market
12 Ice Pond Rd, Westerly, RI 02891
0.06
$1,298,100
3
3
3,091
Off Market
20 Windward Dr, Westerly, RI 02891
0.06
$1,677,300
4
5
4,165
Off Market
21 Windward Dr, Westerly, RI 02891
0.07
$1,219,100
4
3.5
2,590
Off Market
18 Misquamicut Hills Rd, Westerly, RI 02891
0.07
$1,350,100
5
3
3,009
Off Market
50 Ice Pond Rd, Westerly, RI 02891
0.07
$3,503,700
7
8
9,200
Off Market
12 Windward Dr, Westerly, RI 02891
0.08
$1,367,600
2
3
2,778
Off Market
22 Windward Dr, Westerly, RI 02891
0.08
$1,014,800
5
3
2,386
Off Market
2 No Bottom Ridge Rd, Westerly, RI 02891
0.08
-
-
-
-
Off Market
52 Ice Pond Rd, Westerly, RI 02891
0.09
-
-
-
-
Off Market
10 Windward Dr, Westerly, RI 02891
0.09
$1,152,700
3
2.5
1,872
Off Market
10 Windward Dr #83B, Westerly, RI 02891
0.09
-
-
-
-
Off Market
23 Windward Dr, Westerly, RI 02891
0.09
$1,045,800
3
2.5
2,349
Off Market
15 Ice Pond Rd, Westerly, RI 02891
0.10
$3,069,900
5
5
4,951
Off Market
8 Windward Dr, Westerly, RI 02891
0.10
$785,000
3
2
1,397
Off Market
25 Windward Dr, Westerly, RI 02891
0.10
-
-
-
-
Off Market
6 Windward Dr, Westerly, RI 02891
0.11
$1,088,900
4
3
2,176
Off Market

Local Information

  • Map ViewExplore the area around 16 Windward Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2017
0.68 acre lot
3,291 sqft
$544/sqft
Garage

About this House

Beautiful custom built home...Discount for multiple weeks....

Weekly or Full Month...3500 week or 15000 monthly.
16 Windward Dr, Westerly, RI 02891 is a 4 bedroom, 4 bathroom, 3,291 sqft single-family home built in 2017. It last sold for $765,000 on Mar 1, 2019. More recently, it was listed as a rental in July 2019 with an asking price of $3,500 per month. That rental listing was removed on August 8, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,791,000, with a rent estimate of $4,512/month.

Home Details for 16 Windward Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room, Family Room, Library
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Furnished

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 0.68 acres

Price and Tax history

DateEventPrice
Aug 8, 2019
Source: Agent Provided
ListingRemoved
$3,500
Jul 23, 2019
Source: Agent Provided
Listed For Rent
$3,500
Mar 1, 2019
Source: N/A
Sold
$765,000
Jan 8, 2019
Source: Agent Provided
Listed For Sale
$829,800
Sep 28, 2018
Source: Agent Provided
ListingRemoved
$829,800

Market trends in Westerly

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
73
9MoM

Around this home

What Locals Say about Westerly

At least 172 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 85 % Say car is needed

  • 76 % Say parking is easy

  • 71 % Say people would walk alone at night

  • 69 % Say yards are well-kept

  • 68 % Say it's walkable to restaurants

  • 68 % Say there's holiday spirit

  • 65 % Say streets are well-lit

  • 64 % Say kids play outside

  • 59 % Say there are sidewalks

  • 58 % Say they plan to stay for at least 5 years

  • 55 % Say neighbors are friendly

  • 53 % Say it's walkable to grocery stores

  • 52 % Say it's quiet

  • 50 % Say there's wildlife

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 4jn2y285s7
    "This neighborhood is friendly and generally safe. "
    0
    Flag
  • Trever625
    "Great place to live, I would recommend doing some research and driving around to find the best area suitable for kids. But all in all it’s a great town with close proximity to the beaches and plenty to do. "
    0
    Flag
  • Stuart Whitcomb
    "There are many outdoor opportunities nearby, like short hikes; activities through our beautiful library and in the adjoining park; and of course the ocean is a short drive from downtown. For older children there are many summer job opportunities nearby, and the downtown is safe and offers a few good options for window shopping and coffee drinks."
    0
    Flag
  • V2rp26znzc
    "Westerly is a great town with beautiful Wilcox Park, beaches, great restaurants, great schools, churches, well kept roads and sidewalks. Downtown Westerly has lots to offer with great jewelry stores, gelato shop, women’s clothing, children’s clothing, bookstores, and a movie theater, "
    0
    Flag
  • Tinamarie Plenninger
    "More dog parks friendly places to bring a dog . I don’t have a dog but family members do. More trash cans for disposables "
    0
    Flag
  • Trulia User
    " It’s beautiful. You feel the energy of the ocean every day and are subject to Mother Nature’s will. "
    0
    Flag
  • Erich.h.fischer86
    "love living so close to the downtown area, friendly neighborhood, close to the beach, close to Mystic and Stonington "
    5
    Flag
  • Heidi P.
    "Highway driving for about 25 minutes; Very easy on and off and not hilly just very straightforward."
    2
    Flag
  • Mary G.
    "Summer pops, downtown shutdown, beach events, movies in the park, drive in, duck races, ice skating ring, "
    2
    Flag
  • Mary G.
    "Side walks and people clean up after their dogs..... friendly people and the Wilcox park is a nice place to walk"
    2
    Flag
  • Scott G.
    "Nice downtown area, close to beautiful beaches and plenty of shopping. Something for everyone with small town charm"
    0
    Flag
  • Genevieve.boas
    "Great areas for walking dogs. Quiet and private. Walking trails and beaches abound along with parks. Beautiful weather."
    0
    Flag
  • Bain682
    "Quiet streets to walk your dog up and down. Plenty of other dog owners around the neighborhood. Dog park in town and other parks plus the beach. Lots of fun items."
    3
    Flag
  • Kathy M.
    "No dogs allowed at my condo, not even to visit. Hard to find apartments that allow dogs also. Nice area to take walks with the dog. There is a dog park also"
    2
    Flag
  • Jean P.
    "We have community fairs.. plays functions either in our park or plenty of summer activities down and around the beaches. extremely family oriented. "
    2
    Flag
  • Unspecified
    "Nosy neighbors!!! Otherwise very great neighborhood. Not fond of the school system and local sober homes."
    1
    Flag
  • Julia
    "The beach town is absolutely gorgeous and so much fun and it’s a great family area to raise kids. Everyone is related in this small Italian town which makes it a special place"
    0
    Flag
  • Davisphilip1717
    "Do you see dogs being walked on a regular basis. They do not seem to be any issues. I have never seen anyone not clean up after their dog."
    2
    Flag
  • Townshorerentals
    "Great place Beautiful beach community everybody would love living here I am a realtor I sell a lot of homes. Come to westerly "
    2
    Flag
  • Malu27
    "Very friendly neighborhood close to town. People take pride in the community and it has a small town feel. Great place to raise a family."
    0
    Flag
  • CC
    "It’s clean. Everyone is nice. You live by the water. "
    0
    Flag
  • Gabriela A.
    "My commute is an 8 minute drive to Watch Hill. I do not see any public transportation during the winter. "
    0
    Flag
  • Morgan K.
    "Nice quaint small town. Amazing ymca and beautiful park right in the center of town. The town decorates for Christmas which is nice. Also the beaches here are accessible and pretty"
    0
    Flag
  • Jovani H.
    "Safe, quiet , and respectful Communtiy. Very clean and beautiful areas around. Summer is always best with beaches and parks."
    2
    Flag
  • Christina C.
    "bus stop is close, mcquades is near by and it's a great local grocery store with delicious foods. also near downtown where there are lots of shops, restaurants, bars, the public library, and most importantly the Wilcox Park. "
    0
    Flag
  • Johnrestelli
    "good quiet community small town living friendly decent taxes great in the summer for beaches can get a little overcrowded "
    0
    Flag
  • Julieserpa62085
    "Westerly is a BEACH COMMUNITY! 😄👙😄. You can be at any corner of this town but u are never a 15 car ride away from the beach ! "
    0
    Flag
  • Jean P.
    "I lived in this neighborhood for one year and absolutely love it I am now looking to stay in this location. searching to rent a home home or renting a larger apartment or possibly purchasing."
    0
    Flag
  • Rory d.
    "Close to beach & river. Very friendly people. Walking distance to cafe, docks, nature preserve; biking distance to village, ice cream, and beaches."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16 Windward Dr

  • What is 16 Windward Dr estimated to be worth?
    Trulia's estimated value for 16 Windward Dr in Westerly, RI is $1,791,000.
  • What is the price history for 16 Windward Dr?
    16 Windward Dr in Westerly, RI last sold for $765,000 in March 2019.
  • Is Westerly a buyer's or seller's market?
    Westerly is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Westerly?
    Residents describe Westerly, RI as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Westerly, RI.
  • Does 16 Windward Dr have laundry facilities?
    Yes, 16 Windward Dr in Westerly, RI has in-unit laundry.
  • How big is the lot at 16 Windward Dr?
    The lot at 16 Windward Dr in Westerly, RI is about 0.68 acres (29,594 sq ft).

Explore by feature - Pet Friendly

11 pet-friendly rentals in Westerly, RI

Explore by feature - Garage

19 rentals with a garage in Westerly, RI

Explore by feature - Air Conditioning

32 rentals with air conditioning in Westerly, RI

Explore by feature - Washer/dryer

37 rentals with a washer/dryer in Westerly, RI

Apartments for Rent

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Off Market Homes Near 16 Windward Dr

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Homes for sale near 16 Windward Dr

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