53 Oakridge Drive, Westbrook, CT 06498
Property image
Property image
FOR SALE
3D VIEW
3.03 ACRES

53 Oakridge Drive
Westbrook, CT 06498

  • 4 Beds
  • 4 Baths
  • 4,937 sqft (on 3.03 acres)

$1,295,000

Est. Mortgage $8,817/mo*
Get Pre-Qualified

$1,295,000

Est. Mortgage $8,817/mo*
Get Pre-Qualified
4 Beds
4 Baths
4,937 sqft
(on 3.03 acres)

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
Climate Control
Heating & Cooling
Price/Sqft
$262
Listed
15 days ago

Local Information

  • Map ViewExplore the area around 53 Oakridge Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and entertaining. Outdoor living is truly unmatched, with stunning decks and exterior stairways crafted from premium IPE Brazilian hardwood overlooking a private 3-acre, 30-foot-deep lake. Complete with a dramatic center fountain, lighting, and an aeration system, this remarkable setting creates a one-of-a-kind backdrop for relaxing, entertaining, or simply enjoying the serenity of your surroundings. Located just minutes from award-winning restaurants, shopping, marinas, and Westbrook's three town beaches, this hidden gem offers the rare opportunity to enjoy the best of Connecticut shoreline living while retreating to your own private sanctuary.

Home Details for 53 Oakridge Drive

Interior Features

Interior Details
Basement: Full,Heated,Garage Access,Cooled,Partially Finished,Walk-Out AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Bathroom, Den, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4937 Square Feet
Appliances & Utilities
Utilities: Underground Utilities, Cable AvailableAppliances: Electric Cooktop, Oven, Refrigerator, Dishwasher, Trash Compactor, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows
View
Has a ViewView: Water
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Outdoor Grill, Rain Gutters, LightingFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Paved,Driveway,Garage Door Opener,Private
Frontage
WaterfrontWaterfront: Waterfront, Lake, Walk to WaterOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4308 Square FeetFinished Area (below surface): 629 Square Feet

Days on Market

Days on Market: 15

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1039392

Price & Status

Price
List Price: $1,295,000Price Per Sqft: $262
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WestbrookCommunity: Pond Meadow
School Information
Elementary School: Daisy IngrahamHigh School: Westbrook

Agent Information

Listing Agent
Listing ID: 24190188

Building

Building Area
Building Area: 4937 Square Feet

Community

Community Features: Golf, Paddle Tennis, Park, Shopping/Mall, Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 3.03 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24190188Attic: Floored, Walk-upWater ViewWater View: WaterAttribution Contact: (860) 575-8462Above Grade Unfinished Area: 4308Activation Date: Mon Jul 13 2026

Additional Information

GolfPaddle TennisParkShopping/MallStables/RidingTennis Court(s)
Last check for updates: about 2 hours ago
Listing courtesy of Cheryl Cook, (860) 575-8462
Re/Max Valley Shore, (860) 575-8462
Source: Smart MLS, MLS#24190188
Also Listed on Smart MLS.

Market trends in Westbrook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
3MoM

Price History for 53 Oakridge Drive

DatePriceEventSource
07/13/2026$1,295,000Listed For SaleSmart MLS #24190188
04/29/2026$1,475,000ListingRemovedSmart MLS #24166392
04/19/2026$1,475,000Listed For SaleSmart MLS #24166392
05/01/1995$50,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$11,200
Assessment$497,790
Home facts updated by county records

Comparable Sales for 53 Oakridge Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
210 Fishing Brook Road, Westbrook, CT
0.69
Single-Family Home
$733,000
02/03/26
5
3.5
2,494
199 Toby Hill Road, Westbrook, CT
0.72
Single-Family Home
$964,000
10/31/25
4
5.5
3,029
87 McVeagh Road, Westbrook, CT
0.27
Single-Family Home
$375,000
02/11/26
3
2
1,080
39 Churchill Lane, Westbrook, CT
0.45
Single-Family Home
$534,999
07/02/26
4
2.5
2,312
29 Meeting House Lane, Westbrook, CT
0.44
Single-Family Home
$575,000
06/18/26
5
3
2,552
405 Pond Meadow Road, Westbrook, CT
0.32
Single-Family Home
$400,000
06/26/26
3
2
1,281
343 Pond Meadow Road, Westbrook, CT
0.41
Single-Family Home
$452,000
08/20/25
3
1.5
1,940
843 Old Clinton Road, Westbrook, CT
1.10
Single-Family Home
$840,000
06/22/26
3
2.5
2,559
14 Halls Road, Westbrook, CT
1.12
Single-Family Home
$953,000
10/17/25
4
3.5
3,440
510 McVeagh Road, Westbrook, CT
0.83
Single-Family Home
$652,000
08/01/25
4
3
1,916

Nearby homes

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Assigned Schools

These are the assigned schools for 53 Oakridge Drive.
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.

  • 89 % Say parking is easy

  • 88 % Say it's dog friendly

  • 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

  • 66 % Say it's quiet

  • 62 % Say it's walkable to restaurants

  • 61 % Say neighbors are friendly

  • 61 % Say they plan to stay for at least 5 years

  • 53 % Say there are sidewalks

  • 39 % Say it's walkable to grocery stores

  • 34 % 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
    Flag

LGBTQ Local Legal Protections

Cheryl Cook, Re/Max Valley Shore, (860) 575-8462
Agent Phone: (860) 575-8462
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.
53 Oakridge Drive, Westbrook, CT 06498 is a 4 bedroom, 5 bathroom, 4,937 sqft single-family home built in 1995. This property is currently available for sale and was listed by Smart MLS on Jul 10, 2026. The MLS # for this home is MLS# 24190188.