340 Toby Hill Road
Westbrook, Connecticut 06498
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,736
- Acres
- 2.53
- Year Built
- 1997
- 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
Welcome home to this classic colonial beautifully situated in a serene Westbrook setting! This property offers the ultimate blend of peaceful privacy and prime accessibility, putting you just a short drive away from the beautiful Connecticut shoreline and local beaches. Set back from the road and surrounded by mature trees for wonderful natural privacy, the home features a bright and thoughtfully designed layout. Step inside to discover a spacious living room boasting hardwood floors, elegant feature windows, and a gas fireplace to keep you cozy during cooler New England evenings. The living space flows seamlessly into an open-concept kitchen and casual sitting area, highlighted by stainless steel appliances, wood cabinetry, and a convenient breakfast bar. A dedicated formal dining room just off the kitchen offers a warm atmosphere for hosting dinner parties and holiday gatherings. Downstairs, you'll find a fantastic partially finished basement that serves as a flexible space, perfect for a home gym, media center, or recreation room. Completing this wonderful property is a large, attached two-car garage providing ample parking and excellent additional storage. This home perfectly balances everyday convenience with coastal New England charm.
Key Facts
- City/Town
- Westbrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1997
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,736 sq ft
- Lot Size
- 2.53 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $7,017 / Annually
Market Snapshot
The Westbrook Market
Single Family · trailing 12 months
Active Listings
17
17 under contract
Median List Price
$500,000
17 active listings
Median Closed Price
$625,000
73 sales
Median Days on Market
41
17 active listings
Median $ / Sq Ft
$291
17 active listings
Sale-to-List Ratio
99.2%
73 sales
How this home compares
List Price
$699,000
vs $500,000 median
39.8% above median
Price / Sq Ft
$255
vs $291 median
12.4% below median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 17 active and 73 closed sales (trailing 12 mo) of single family in Westbrook. Source: SmartMLS · As of August 19, 2026.
Location
340 Toby Hill Road, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,597
- Property Taxes$585
- Insurance$233
- 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
- Colonial
- Year Built
- 1997
- New Construction
- No/Resale
- Living Area
- 2,736 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- PartialHeatedPartially FinishedPartial With Hatchway
Exterior & Lot
- Lot Size
- 2.53 acres
- Zoning
- RR
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayPavedOff Street ParkingPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedRolling
Listing & Financials
- Property Taxes
- $7,017 / Annually
- Days on Market
- 0
- MLS #
- 24200383
- MLS Status
- Active
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 8/19/2026. 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 8/19/2026 at 7:10 PM UTC.