20 Timothy Dr, Westerly, RI 02891
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Property image
OFF MARKET

20 Timothy Dr
Westerly, RI 02891

  • 5 Beds
  • 5.5 Baths
  • 3,009 sqft (on 0.54 acres)

$1,713,100

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,036/mo*
Refinance Your Home

$1,713,100

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,036/mo*
Refinance Your Home
5 Beds
5.5 Baths
3,009 sqft
(on 0.54 acres)

Home Value

Trulia Estimate
$1.71M
Since last month
Increased$17K (+1%)
Since last year
Increased$45K (+2.7%)
Since last sale
Increased$461K (+36.9%)
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 +340% in the last 10 years
MonthEstimated value
2026
August 2026$1.71M
July 2026$1.69M
June 2026$1.72M
May 2026$1.7M
April 2026$1.69M
March 2026$1.7M
February 2026$1.66M
January 2026$1.67M
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
18 Timothy Dr, Westerly, RI
0.05
Single-Family Home
$1,550,000
04/24/26
6
3.5
5,536
2 Brass Ring Rd, Westerly, RI
0.20
Single-Family Home
$775,000
12/15/25
3
3
1,947
10 Cedar Crest Dr, Westerly, RI
0.27
Single-Family Home
$875,000
05/28/26
3
3
1,872
4 Birch Dr, Westerly, RI
0.28
Single-Family Home
$655,000
10/22/25
3
2
1,966
9 Cedar Crest Dr, Westerly, RI
0.27
Single-Family Home
$638,000
01/06/26
3
2
3,475
32 Trolley Ln, Westerly, RI
0.55
Single-Family Home
$855,000
09/26/25
3
2
2,366
7 Leeward Dr, Westerly, RI
0.86
Single-Family Home
$1,260,000
05/11/26
4
3
2,263
32 Avondale Rd, Westerly, RI
1.03
Single-Family Home
$1,381,250
09/30/25
4
4
2,853
4 Ice Pond Rd, Westerly, RI
0.78
Single-Family Home
$1,800,000
01/08/26
5
3
3,517
195 East Ave, Westerly, RI
0.33
Single-Family Home
$350,000
05/19/26
3
2
2,343

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
30 Timothy Dr, Westerly, RI 02891
0.04
$1,865,400
3
3.5
3,233
Off Market
23 Timothy Dr, Westerly, RI 02891
0.05
$3,316,000
4
4
4,810
Off Market
18 Timothy Dr, Westerly, RI 02891
0.05
$1,550,000
6
3.5
5,536
Recently Sold
2 Brass Ring Rd, Westerly, RI 02891
0.20
$775,000
3
3
1,947
Recently Sold
5 Westview Dr, Westerly, RI 02891
0.22
$790,400
3
2
1,484
Off Market
2 Westview Dr, Westerly, RI 02891
0.25
$805,700
3
2.5
2,069
Off Market
9 Cedar Crest Dr, Westerly, RI 02891
0.27
$638,000
3
2
3,475
Recently Sold
10 Cedar Crest Dr, Westerly, RI 02891
0.27
$875,000
3
3
1,872
Recently Sold
4 Birch Dr, Westerly, RI 02891
0.28
$655,000
3
2
1,966
Recently Sold
5 Myrtle Ave, Westerly, RI 02891
0.37
$702,700
3
2
1,976
Off Market
28 Babcock Road, North Stonington, CT 06359
0.40
$490,900
3
1
1,128
Off Market
7 Gilleo Dr, Westerly, RI 02891
0.42
$620,200
3
1.5
1,580
Off Market

Local Information

  • Map ViewExplore the area around 20 Timothy Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
0.54 acres
Living Area
3,009 sqft
Price/Sqft
$569
Parking
Garage

About this House

This MAGNIFICENT contemporary is peacefully set in a quiet enclave between historic Westerly and the coastal village of Watch Hill. Newly re-imagined and enlarged, this home has been thoughtfully crafted to maximize its flow, function, and spectacular views of the Pawcatuck River which enhance the homes living experience. This home now includes FIVE SPACIOUS BEDROOMS WITH EN SUITE BATHROOMS, one on the main level tucked away from family activities, and the other four on the second floor. The principle second floor bedroom offers a sitting area and a balcony with delightful views, and a beautifully-designed luxe bathroom. Also included is an attached two-car garage with direct access into the house, custom over-sized design with extended ceiling height for boat storage. Whether it is following a day at nearby beautiful beaches, quality marinas, and or visiting the regions many cultural venues, family and friends will look forward to gathering in this homes light-filled open concept living area, the private patio, or spacious grounds. With convenient transportation to Boston, CT and NY, this home is ideal for a Seasonal getaway or as ones primary residence. Enjoy the LOW MAINTANANCE this home provides, as well as new highly efficient heating Navian and cooling systems, new mechanicals, underground utilities, and city water and sewer. This site has no requirement for flood insurance. This is the perfect home for family and friends to gather to create memories.
20 Timothy Dr, Westerly, RI 02891 is a 5 bedroom, 6 bathroom, 3,009 sqft single-family home built in 1980. It last sold for $1,250,000 on Feb 25, 2022. It is currently off market. The Trulia Estimate is $1,713,100, with a rent estimate of $4,978/month.

Home Details for 20 Timothy Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigerator
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Feb 25, 2022
Source: Smart MLS #170443884
Sold
$1,250,000
Jan 10, 2022
Source: Smart MLS #170443884
Contingent
$1,350,000
Nov 9, 2021
Source: Smart MLS #170443884
PriceChange
$1,350,000
Price decreased by 3%
Oct 8, 2021
Source: Smart MLS #170443884
PriceChange
$1,390,000
Price decreased by 7%
Jul 3, 2021
Source: StateWide MLS RI #1287280
Listed For Sale
$1,495,000

Market trends in Westerly

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
3MoM
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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.
  • 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
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  • 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
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  • CC
    "It’s clean. Everyone is nice. You live by the water. "
    0
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  • 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
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  • 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
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  • Johnrestelli
    "good quiet community small town living friendly decent taxes great in the summer for beaches can get a little overcrowded "
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  • 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
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  • 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
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  • 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
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Homes for sale near 20 Timothy Dr

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Off Market Homes Near 20 Timothy Dr

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Frequently asked questions about 20 Timothy Dr

  • What is 20 Timothy Dr estimated to be worth?
    Trulia's estimated value for 20 Timothy Dr in Westerly, RI is $1,713,100.
  • What is the price history for 20 Timothy Dr?
    20 Timothy Dr in Westerly, RI last sold for $1,250,000 in February 2022.
  • 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 20 Timothy Dr have air conditioning?
    Yes, 20 Timothy Dr in Westerly, RI has air conditioning.
  • Does 20 Timothy Dr have laundry facilities?
    Yes, 20 Timothy Dr in Westerly, RI has laundry facilities.