35 Windy Hill Road
Westbrook, Connecticut 06498
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,339
- Acres
- 0.38
- Year Built
- 1962
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Westbrook Ranch with In-Law Potential - Just 1.7 Miles from the Beach! Opportunity awaits in this 1,300+ square-foot ranch located just 1.7 miles from the beautiful Westbrook shoreline. Whether you're looking for a year-round residence, vacation home, investment property, or a project to make your own, this home offers great potential in a desirable shoreline community. The flexible floor plan includes the possibility for an in-law setup, making it ideal for extended family, guests, or additional living space. With solid bones and plenty of potential, this property is ready for your vision and updates. Enjoy the convenience of being close to beaches, shopping, dining, marinas, and everything Westbrook has to offer while creating the home you've always wanted. Property is being sold As Is. Home needs some repairs and is priced accordingly. Bring your ideas and unlock the possibilities in this sought-after shoreline location!
Key Facts
- City/Town
- Westbrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1962
- Days on Market
- 15 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,339 sq ft
- Lot Size
- 0.38 acres
- Garage / Parking
- 1 garage · 3 total
- Property Taxes
- $3,659 / 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
$389,000
vs $507,500 median
23.3% below median
Price / Sq Ft
$291
vs $294 median
In line with median
Days on Market
15 days
vs 33 days median
18 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
35 Windy Hill Road, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,983
- Property Taxes$305
- Insurance$130
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westbrook
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 1,339 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Westbrook
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Lower Level
- Laundry Location
- in breezeway3 steps down from kitchen
- Appliances
- Electric RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinished
- In-Law Apartment
- PossibleFirst FloorSeparate Entry
- Additional Rooms
- Breezeway
Exterior & Lot
- Lot Size
- 0.38 acres
- Zoning
- MDR
- Garage / Parking
- 1 garage space3 total parking spacesAttached GarageDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Wood
- Color
- Green
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkBreezeway
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $3,659 / Annually
- Days on Market
- 15
- MLS #
- 24190323
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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.