41 Trolley Rd

Westbrook, CT 06498

$375,000
Price
2
Beds
573 Sq. Ft.
$654 / Sq. Ft.
573
Sq. Ft.
$654
per Sq. Ft.
a front view of a house with garden
a house that has a tree in front of it
a view of outdoor space and yard
a house view with a garden space
a view of a field of grass and trees
a front view of a house with garden

Description

Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the ease of downtown living while still being south of Route 1 and within walking distance to Westbrook's sandy...Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the ease of downtown living while still being south of Route 1 and within walking distance to Westbrook's sandy beaches. Set on a generous, level lot, with test holes already completed, the property offers incredible potential well beyond its current footprint. A small section of wetlands rests quietly at the very back, creating natural privacy while preserving the majority of the land as open and usable. Whether you envision refreshing the existing single-family home or building new construction, this property provides a prime canvas for your ideas. An ideal choice for buyers seeking both lifestyle and location, this home can also be purchased together with MLS #24124260, offering an even larger opportunity in the heart of Westbrook's shoreline community.
  1. Listed by Jennifer Gurnell • William Raveis Real Estate
    P: (860)-227-1212 C: (860)-227-1212 Jennifer@JenniferGurnell.com

Property Details for 41 Trolley Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 10/22/2025 04:06 PM

Property Details for 41 Trolley Road

StatusActive
MLS #24129413
Days on Market89
Taxes$5,084 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1900
Lot Size0.29 AC / 12,632 SF
CountyMiddlesex County

Location

Listing Courtesy of William Raveis Real Estate, Jennifer Gurnell
Add your commute

Building Information for 41 Trolley Road

Stories-Year Built1900Building Size-Lot Size0.29 AC / 12,632 SF

Payment Calculator

$2,277 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,853

Property Taxes

$424

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 41 Trolley Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Use GPS.
  • Elementary School: Daisy Ingraham
  • Flood Zone: No
  • High School: Westbrook
  • Latitude: 41.284058
  • Longitude: -72.446966
  • Neighborhood Amenities: Commuter Bus, Health Club, Medical Facilities, Public Transportation, Shopping/Mall, Walk to Bus Lines
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,084
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Walk to Water
Interior Features
  • Appliances Included: None
  • Cooling System: None
  • Heat Type: Baseboard
  • Attic YN: No
  • Fireplaces Total: 0
  • Rooms Total: 4
Room 1
  • Room Entry Order: 1
  • Room Features: Combination Liv/Din Rm
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Kitchen
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Block, Concrete
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Wood
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Gable
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 573
Lot Information
  • Lot Description: Level Lot, Open Lot
  • Parcel Number: 1040416
  • Sq Ft Est Heated Above Grade: 573.0
  • Sq Ft Total: 573.0
  • Zoning: HDR
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Electric, Domestic
  • Radon Mitigation Air: Unknown
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 41 Trolley Road

DateEvent & SourcePriceAppreciation
Aug 22, 2012

Closed (Public Record)

Public Record #337786901

$1

-46.6% / yr

Dec 27, 1994

Closed (Public Record)

Public Record #92106728

$65,000—
DateEvent & SourcePrice
08/22/2012

Closed (Public Record)

Public Record #337786901

$1

-46.6% / yr

12/27/1994

Closed (Public Record)

Public Record #92106728

$65,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 41 Trolley Road

Taxable ValueLand$188,500Additions$37,440Total$225,940
Tax Record2024$5,084 ($424 / month)
Home Facts
Beds2Baths1Total Finished SqFt573 SqFtAbove Grade Finished SqFt573 SqFtStories2Lot Size12,632 SqFtStyleSingle Family ResidenceYear Built1900ZoningHDRCountyMIDDLESEXAPNWBRO M:177 L:146

Schools near 41 Trolley Road

This home is within Westbrook School District.
Rating
School
Type
Grades
Distance
Daisy Ingraham School
Public - PK to 4
Westbrook Middle School
Public - 5 to 8
Westbrook High School
Public - 9 to 12
Oxford Academy
Private - 8 to 12
Rating
School
Distance
Daisy Ingraham School
PublicPK to 4

Westbrook Middle School
Public5 to 8

Westbrook High School
Public9 to 12

Oxford Academy
Private8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 41 Trolley Road, Westbrook, CT 06498

41 Trolley Road is a single family home for sale in Westbrook, CT 06498. This property was listed for sale on September 26, 2025 by William Raveis Real Estate, it's currently listed at $375,000. It has been on the market for a total of 89 days and was last sold on August 22, 2012. This listing's school district is Westbrook School District. Nearby schools include Daisy Ingraham School, Westbrook Middle School and Westbrook High School. 41 Trolley Road is a 2-bed, 1-bath, 573 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Jennifer Gurnell

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.