60 Captains Dr, Westbrook, CT 06498
OFF MARKET

60 Captains Dr
Westbrook, CT 06498

Westbrook Center
  • 3 Beds
  • 3 Baths
  • 2,534 sqft

$2,534,200

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $16,715/mo*
Refinance Your Home

$2,534,200

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $16,715/mo*
Refinance Your Home
3 Beds
3 Baths
2,534 sqft

Local Information

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

Description

3 Bedroom/3 Full Bath Direct waterfront in Pilots Point Association, a private beach community with never-ending magnificent water views overlooking Long Island Sound. The private association beach is just steps away. Play the tide, as a 105 stretch of sandy beach forms in front of your home. Wake to mornings of beautiful glistening water, and a majestic cast of sailboats, sea craft, and yachts. End your day with spectacular sunsets. The waterfront landscape includes a lush lawn, multi-decks, and a vast patio at the waters edge. Ideal for entertaining, sunbathing, games, campfires, or any number of fun water sports. The intrigue continues to the interiors, starting with an abundance of cascading natural light from a myriad of windows and sliders, with water views at every turn. This home has a thoughtful layout, gleaming hardwood floors, with quality finish and trim work. The primary bedroom suite includes a large walk-in closet with built-ins, an ensuite bath, and sliders to a large deck overlooking the water - also accessed by the upstairs guest bedroom. The expertly crafted lower level has a family room, built-in desk/office set-up, a third bedroom, a full bath, a billiard room, and a wet bar, completing a very special and versatile space. This safety-conscious setting has an enviable double-walled bulkhead and seawall. This home is for those seeking beauty in everyday life!
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
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 60 Captains Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Washer
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckExterior: OtherPatio
Parking & Garage
Parking: Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Price History for 60 Captains Dr

DatePriceEventSource
05/19/2023ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
05/17/2023$1,975,000Sold
Smart MLS #170560598
04/19/2023$1,975,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #170560598
04/15/2023$1,975,000Listed For SaleSmart MLS #170560598
11/16/2022ListingRemovedSmart MLS #170470204
06/20/2022$1,975,000PriceChange
Smart MLS #170470204
05/03/2022$2,050,000PriceChange
Smart MLS #170470204
03/05/2022$2,100,000Listed For SaleSmart MLS #170470204
09/04/2008$1,200,000Sold
Smart MLS #M9112003

Market trends in Westbrook

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
4MoM
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Property Tax and Assessment

Year2025
Tax$20,986
Assessment$932,690
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,351/mo
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Homes for rent near 60 Captains Dr

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Comparable Sales for 60 Captains Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
442 Seaside Avenue, Westbrook, CT
0.48
Single-Family Home
$1,835,000
07/30/25
3
4
2,499
201 Old Mail Trail, Westbrook, CT
0.12
Single-Family Home
$1,650,000
11/21/25
4
3.5
1,824
40 Hammock Road South, Westbrook, CT
0.41
Single-Family Home
$1,100,000
03/17/26
4
3
1,512
42 Bluff Street, Westbrook, CT
0.59
Single-Family Home
$1,800,000
10/15/25
4
4
4,236
184 Grove Beach Rd S, Westbrook, CT
0.75
Single-Family Home
$3,000,000
12/22/25
3
4
4,000
51 Sunrise Road, Westbrook, CT
0.54
Single-Family Home
$1,100,000
10/24/25
3
2
1,353
440 Seaside Ave, Westbrook, CT
0.49
Single-Family Home
$910,000
03/11/26
3
2
1,004
6 Indian Trail, Westbrook, CT
0.44
Single-Family Home
$825,000
10/20/25
2
2
1,086
12 Bellstone Avenue, Westbrook, CT
0.95
Single-Family Home
$1,050,000
07/14/25
4
3
2,292
154 Osprey Circle, Westbrook, CT
0.68
Single-Family Home
$540,000
06/27/25
4
3
2,041

Nearby homes

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Assigned Schools

These are the assigned schools for 60 Captains Dr.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about Westbrook Center

At least 2 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say streets are well-lit

  • 100 % Say kids play outside

  • 100 % Say neighbors are friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say people would walk alone at night

  • 75 % Say there are sidewalks

  • 67 % Say there are community events

  • 50 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Annie Picardi
    "Beautiful area ,public transit is excellent,Resturant’s, shopping close by, Catholic Church is a bit far from our area, other houses of worship are close by,neighbors are friendly"
    0
    Flag
  • Annie Picardi
    "Great neighbors , awesome restaurants, amazing beach, easy accessibility to I 95 , walking distance to buses and shore line east train, under a mile and half to Amtrak station, nice churches, convient to three grocery stores, "
    0
    Flag
  • Annie Picardi
    "Great neighborhood nice friendly neighbors Cute dogs in the area easy to get to grocery stores retail stores and houses of worship "
    0
    Flag

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Homes for sale near 60 Captains Dr

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Off Market Homes Near 60 Captains Dr

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60 Captains Dr, Westbrook, CT 06498 is a 3 bedroom, 3 bathroom, 2,534 sqft single-family home built in 1965. 60 Captains Dr is located in Westbrook Center, Westbrook. This property is not currently available for sale. 60 Captains Dr was last sold on May 17, 2023 for $1,975,000. The current Trulia Estimate for 60 Captains Dr is $2,534,200.