27 Captains Dr, Westerly, RI 02891
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Property image
OFF MARKET

27 Captains Dr
Westerly, RI 02891

  • 2 Beds
  • 2.5 Baths
  • 1,404 sqft

$556,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,312/mo*
Refinance Your Home

$556,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,312/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,404 sqft

Home Value

Trulia Estimate
$557K
Since last month
Decreased$8K (-1.5%)
Since last year
Increased$26K (+5%)
Since last sale
Increased$37K (+7.3%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$552K
July 2026$562K
June 2026$561K
May 2026$558K
April 2026$549K
March 2026$544K
February 2026$537K
January 2026$549K
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
8 Seawinds Ter, Westerly, RI
0.02
Townhouse
$595,000
01/20/26
2
2.5
1,527
21 Captains Dr, Westerly, RI
0.04
Townhouse
$658,125
09/19/25
2
2.5
2,054
19 Crestview Dr #C, Westerly, RI
0.60
Townhouse
$315,000
05/01/26
2
2
1,404
3 Settlers Lndg, Westerly, RI
0.58
Townhouse
$560,000
11/20/25
2
2.5
2,360
36 Fountain Dr #18, Westerly, RI
0.75
Townhouse
$525,000
08/29/25
2
2.5
1,740
9 Crestview Dr #C, Westerly, RI
0.60
Townhouse
$290,000
03/03/26
2
1.5
1,188
60 Margin St #102, Westerly, RI
1.06
Townhouse
$425,000
03/12/26
3
2.5
1,678
18 Chester Ave #1, Westerly, RI
1.53
Townhouse
$332,500
09/26/25
2
1.5
1,431
12 Apache Dr #A, Westerly, RI
1.79
Townhouse
$270,000
04/30/26
2
1.5
1,008
22 Apache Dr #E, Westerly, RI
1.89
Townhouse
$290,000
09/30/25
2
1.5
1,008

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
21 Captains Dr, Westerly, RI 02891
0.04
$680,800
2
2.5
2,054
Off Market
2 Seawinds Ter, Westerly, RI 02891
0.01
$718,300
3
3
2,022
Off Market
29 Captains Dr, Westerly, RI 02891
0.01
$612,500
2
2.5
1,440
Off Market
8 Seawinds Ter, Westerly, RI 02891
0.02
$595,000
2
2.5
1,527
Recently Sold
14 Mary Lou Ave, Westerly, RI 02891
0.10
$1,096,100
4
4
4,366
Off Market
154 Beach St, Westerly, RI 02891
0.13
$490,200
3
2.5
1,310
Off Market
21 Mary Lou Ave, Westerly, RI 02891
0.11
$975,600
4
3.5
2,244
Off Market
12 Pickering Dr, Westerly, RI 02891
0.14
$1,132,800
4
3.5
3,880
Off Market
11 Hubbard St, Westerly, RI 02891
0.20
$500,000
3
2
1,297
Recently Sold
17 Hubbard St, Westerly, RI 02891
0.21
$893,800
3
2.5
2,667
Off Market
144 Beach St, Westerly, RI 02891
0.22
$708,900
4
2
2,072
Off Market

Local Information

  • Map ViewExplore the area around 27 Captains Dr.
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Home Highlights

Property Type
Townhouse
Year Built
1996
Living Area
1,404 sqft
Price/Sqft
$397
Parking
1 Car Garage
HOA
$440/Monthly

About this House

Your opportunity to live in the desirable Captain's Watch Condominium Association. With only one owner, this unit has been well cared for, loved and enjoyed. Enjoy your private deck off the eat-in kitchen for coffee and bird watching. Freshly painted walls, a first floor master bedroom, a sunlight filled living room and dining area and expansion possibilities on the second level off the second en suite bedroom, this home is waiting for its next new owner to make it their own.
27 Captains Dr, Westerly, RI 02891 is a 2 bedroom, 3 bathroom, 1,404 sqft townhouse built in 1996. It last sold for $515,000 on May 29, 2025 (4% below the $539,000 asking price). It is currently off market. The Trulia Estimate is $556,700, with a rent estimate of $2,733/month.

Home Details for 27 Captains Dr

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 6Types of Rooms: Bathroom
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1404 Square Feet
Appliances & Utilities
Utilities: Sewer Connected, Water ConnectedAppliances: Gas Water Heater, Dishwasher, Dryer, Disposal, Microwave, Oven/Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Attic FanHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Fireplace: NoneNo Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile, Vinyl, Carpet
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Entry Location: First Floor AccessFloors: Ceramic Tile, Vinyl, Carpet
View
No View

Exterior Features

Exterior Home Features
Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Assigned,Driveway
Finished Area
Finished Area (above surface): 1404 Square Feet

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseStructure Type: TownhouseArchitecture: Townhouse
Building
Building Name: Captains WatchConstruction Materials: Dry Wall, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $539,000

Active Status

MLS Status: Sold

Location

Direction & Address
City: WesterlyCommunity: Westerly Yacht Club

Building

Building Area
Building Area: 1404 Square Feet

Community

Community Features: Hospital, Interstate, Public School, Railroad, Recreational Facilities, Restaurants, Schools, Near Shopping, Near Swimming, TennisNot Senior Community

HOA

No HOAHOA Fee: $440/Monthly

Listing Info

Special Conditions: Conventional/Market Value

Miscellaneous

Mls Number: 1380192Attic: Attic StorageAbove Grade Unfinished Area: 1404

Additional Information

HospitalInterstatePublic SchoolRailroadRecreational FacilitiesRestaurantsSchoolsNear ShoppingNear SwimmingTennis
Last check for updates: about 3 hours ago
Listed by Robin Knisley, (401) 207-9187
Mott & Chace Sotheby's Intl.
Bought with: Robin Knisley, (401) 207-9187, Mott & Chace Sotheby's Intl.
Source: StateWide MLS RI, MLS#1380192

Price and Tax history

DateEventPrice
May 29, 2025
Source: StateWide MLS RI #1380192
Sold
$515,000
May 27, 2025
Source: StateWide MLS RI #1380192
Pending
$539,000
May 9, 2025
Source: StateWide MLS RI #1380192
Contingent
$539,000
Apr 21, 2025
Source: StateWide MLS RI #1380192
Listed For Sale
$539,000

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
    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
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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 "
    0
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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
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

11 pet-friendly rentals in Westerly, RI

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Homes for sale near 27 Captains Dr

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Off Market Homes Near 27 Captains Dr

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Frequently asked questions about 27 Captains Dr

  • What is 27 Captains Dr estimated to be worth?
    Trulia's estimated value for 27 Captains Dr in Westerly, RI is $556,700.
  • What is the price history for 27 Captains Dr?
    27 Captains Dr in Westerly, RI last sold for $515,000 in May 2025.
  • 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 27 Captains Dr have air conditioning?
    Yes, 27 Captains Dr in Westerly, RI has air conditioning.
  • Does 27 Captains Dr have laundry facilities?
    Yes, 27 Captains Dr in Westerly, RI has in-unit laundry.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright © 2026 State-Wide MLS, Inc. All rights reserved.