53 Oakridge Drive
Westbrook, Connecticut 06498
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 4,937
- Acres
- 3.03
- Year Built
- 1995
- Neighborhood
- Pond Meadow
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
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.
Key Facts
- City/Town
- Westbrook
- Neighborhood
- Pond Meadow
- Property / Style
- Single Family · Colonial
- Year Built
- 1995
- Days on Market
- 18 days
- Beds
- 4
- Baths
- 3 full · 2 half
- Living Area
- 4,937 sq ft
- Lot Size
- 3.03 acres
- Garage / Parking
- 2 garage · 5 total
- Property Taxes
- $11,200 / Annually
Market Snapshot
The Westbrook Market
Single Family · trailing 12 months
Active Listings
20
19 under contract
Median List Price
$507,500
20 active listings
Median Closed Price
$605,000
72 sales
Median Days on Market
33
20 active listings
Median $ / Sq Ft
$294
20 active listings
Sale-to-List Ratio
99.1%
72 sales
How this home compares
List Price
$1.29M
vs $507,500 median
2.6× the median
Price / Sq Ft
$262
vs $294 median
10.9% below median
Days on Market
18 days
vs 33 days median
15 days fresher than median
Based on 20 active and 72 closed sales (trailing 12 mo) of single family in Westbrook. Source: SmartMLS · As of July 28, 2026.
Location
53 Oakridge Drive, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$6,603
- Property Taxes$933
- Insurance$432
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westbrook
- Neighborhood
- Pond Meadow
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1995
- New Construction
- No/Resale
- Living Area
- 4,937 sq ft
- Below Grade
- 629 sq ft
Schools
- Elementary
- Daisy Ingraham
- High
- Westbrook
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherCompactorWasherDryer
- Basement
- FullHeatedGarage AccessCooledPartially FinishedWalk-outFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- FoyerSitting RoomWorkshop
Exterior & Lot
- Lot Size
- 3.03 acres
- Zoning
- RR
- Garage / Parking
- 2 garage spaces5 total parking spacesAttached GaragePavedDrivewayPrivatePaved
- Waterfront
- Direct waterfront
- Waterfront Details
- LakeWalk to WaterView
- Water Source
- Private Water System
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GrillUnderground UtilitiesDeckGuttersLighting
- Lot Description
- SecludedIn SubdivisionLevel LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $11,200 / Annually
- Days on Market
- 18
- MLS #
- 24190188
- MLS Status
- Active
- Financing
- FHA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 4:25 AM UTC.