74 Overlook Dr, Westbrook, CT 06498
OFF MARKET

74 Overlook Dr
Westbrook, CT 06498

  • 4 Beds
  • 3 Baths
  • 2,963 sqft (on 3.14 acres)

$985,800

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $6,600/mo*
Refinance Your Home

$985,800

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $6,600/mo*
Refinance Your Home
4 Beds
3 Baths
2,963 sqft
(on 3.14 acres)

Local Information

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

Description

This single-family home is located at 74 Overlook Dr, Westbrook, CT. 74 Overlook Dr is in Westbrook, CT and in ZIP code 06498. This property has 4 bedrooms, 3 bathrooms and approximately 2,963 sqft of floor space. This property has a lot size of 3.14 acres and was built in 1999.
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
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 74 Overlook Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.14 acres

Price History for 74 Overlook Dr

DatePriceEventSource
09/01/2005$610,000Sold
Smart MLS #M9089017
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Property Tax and Assessment

Year2025
Tax$10,528
Assessment$467,910
Home facts updated by county records

Comparable Sales for 74 Overlook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Fishing Brook Rd, Westbrook, CT
0.30
Single-Family Home
$665,000
07/07/25
4
2.5
2,550
55 Fishing Brook Road, Westbrook, CT
0.29
Single-Family Home
$665,000
07/03/25
4
2.5
2,220
210 Fishing Brook Road, Westbrook, CT
0.26
Single-Family Home
$733,000
02/03/26
5
3.5
2,494
262 Fairview Road, Westbrook, CT
0.31
Single-Family Home
$880,000
07/21/25
5
4
4,066
199 Toby Hill Road, Westbrook, CT
0.50
Single-Family Home
$964,000
10/31/25
4
5.5
3,029
245 Toby Hill Road, Westbrook, CT
0.53
Single-Family Home
$825,000
06/12/25
3
2.5
2,492
14 Halls Road, Westbrook, CT
0.65
Single-Family Home
$953,000
10/17/25
4
3.5
3,440
3 Autumn Ridge, Westbrook, CT
0.96
Single-Family Home
$860,000
09/29/25
4
2.5
2,885
510 McVeagh Road, Westbrook, CT
0.83
Single-Family Home
$652,000
08/01/25
4
3
1,916
958 Essex Road, Westbrook, CT
1.02
Single-Family Home
$585,000
08/22/25
3
2.5
2,843

Nearby homes

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Assigned Schools

These are the assigned schools for 74 Overlook Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Westbrook

At least 31 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 88 % Say parking is easy

  • 86 % Say yards are well-kept

  • 82 % Say kids play outside

  • 80 % Say there's wildlife

  • 77 % Say people would walk alone at night

  • 71 % Say car is needed

  • 71 % Say there's holiday spirit

  • 68 % Say streets are well-lit

  • 65 % Say it's quiet

  • 62 % Say it's walkable to restaurants

  • 62 % Say they plan to stay for at least 5 years

  • 60 % Say neighbors are friendly

  • 53 % Say there are sidewalks

  • 40 % Say it's walkable to grocery stores

  • 33 % Say there are community events

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
  • Annie Picardi
    "Great neighborhood nice residents good shopping a nice variety of restaurants , nice movie theatre easy access to I95, only downfall is the coyotes"
    0
    Flag
  • Meredithawerner
    "Yrs family Friendly neighborhood great schools And quiet and safe for kids! Great schools and safe neighborhoods"
    1
    Flag
  • Meredithawerner
    "Great schools quiet family friendly neighborhood and cute small town low taxes easy beach access safe family friendly "
    1
    Flag
  • Rajay55
    "I have lived here for about 20 years, it’s ver safe. It’s closer to I95 and train station. Town beach is a great place to go anytime of the day."
    2
    Flag
  • Raj
    "I have been living her for 18 years, it is Nice quite small town. Town has clean and well maintained beach. There new library, schools are upgraded. I feel Safe living here. There is newly built train transit station for easier commute to New Haven and New London. There two outlet malls within 10 miles. There are Several of mom and pops restaurants for great food."
    7
    Flag
  • Navynique
    "There are many families and amazing schools, but most streets do not have sidewalks and are too winding and wooded to let kids play/ride bikes in the street."
    4
    Flag
  • Quincy S.
    "Yes, dog friendly place with many dog owners and dog walkers. Good places to go walking with dogs. "
    1
    Flag
  • Christian P.
    "I live there. It is important to note that there is almost nothing to do in Westbrook. At least because I don’t have a car I take the train or bus to work or to get around. Keep in mind that I strongly recommend getting your groceries delivered to your house if you don’t have a car."
    10
    Flag
  • Ruthlesstwo2
    "Neighborhood is very peaceful. The people are nice and the cars don’t speed in our neighborhood. And there are very few homes for sale near us. "
    2
    Flag
  • Ruthlesstwo2
    "I have lived in this neighborhood for 25 years, most of the neighbors are really nice people to live near. "
    1
    Flag
  • Matt D.
    "I work and live here with kids in the elementary school. Very safe and proper place to raise the youngins. The shoreline is beautiful and water is calm. Lot's of fun in the Summer and a private hideaway during the other Seasons."
    0
    Flag
  • Matt D.
    "Great for the kids and the Long Island Sound is clean. Islands for exploring and lots of friendly people"
    0
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74 Overlook Dr, Westbrook, CT 06498 is a 4 bedroom, 3 bathroom, 2,963 sqft single-family home built in 1999. This property is not currently available for sale. 74 Overlook Dr was last sold on Sep 1, 2005 for $610,000. The current Trulia Estimate for 74 Overlook Dr is $985,800.