76 Old Trolley Rd

Ridgefield, CT 06877

$1,399,000
Price
4
Beds
4,302 Sq. Ft.
$325 / Sq. Ft.
4,302
Sq. Ft.
$325
per Sq. Ft.
Under Contract
Under Contract
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a kitchen with granite countertop cabinets stainless steel appliances and wooden floor
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Description

Welcome to 76 Old Trolley Rd, a gracious Bennington Colonial located in Ridgefield's coveted Stone Ridge Estates. This elegant 4-bedroom, 3.5-bath home offers over 4,300 square feet of beautifully appointed living space, plus an expansive 1,852 sq. ft. unfinished basement-perfect for future customization as a media room, gym, or guest suite. The main level features a two-story foyer with a Palladian window, gleaming hardwood floors, and spacious rooms ideal for entertaining. The expansive kitchen...Welcome to 76 Old Trolley Rd, a gracious Bennington Colonial located in Ridgefield's coveted Stone Ridge Estates. This elegant 4-bedroom, 3.5-bath home offers over 4,300 square feet of beautifully appointed living space, plus an expansive 1,852 sq. ft. unfinished basement-perfect for future customization as a media room, gym, or guest suite. The main level features a two-story foyer with a Palladian window, gleaming hardwood floors, and spacious rooms ideal for entertaining. The expansive kitchen boasts granite countertops, stainless steel appliances, and a sunlit dining area that opens to a large deck with a hot tub. The family room includes a cozy fireplace and custom built-ins, while a private office and formal dining and living rooms add versatility. Upstairs, the luxurious primary suite includes two walk-in closets, a spa-like bath, a separate sitting area along with an adjacent bonus space ideal for a nursery, home gym, or quiet workspace. Additional bedrooms include an en suite and a Jack-and-Jill layout. Set on 1.1 professionally landscaped acres with stone walls and mature plantings, this home also features central air, natural gas heat, a whole-house generator, and a three-car garage. Located just minutes from downtown Ridgefield and the Brewster Train Station and is an easy commute to NYC. This property offers the perfect blend of suburban tranquility and commuter convenience in one of the areas most desireable neighborhoods. Come see for yourself and Welcome Home!

Property Details for 76 Old Trolley Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Expected Active Date
10-03-2025
Garages Number
3
Neighborhood
North Ridgefield
Style
Colonial
Subdivision
Stoneridge Estates
Garage Parking Info
Attached Garage
LISTING UPDATED: 11/07/2025 02:22 AM

Property Details for 76 Old Trolley Road

StatusUnder Contract
MLS #24129749
Days on Market34
Taxes$21,717 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2000
Lot Size1.10 AC / 47,916 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Michele Isenberg
Add your commute

Building Information for 76 Old Trolley Road

Stories-Year Built2000Building Size-Lot Size1.10 AC / 47,916 SF

Payment Calculator

$8,723 per month

30 year fixed, 6.28% Interest

Principal and Interest

$6,913

Property Taxes

$1,810

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 76 Old Trolley Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Ridgebury
  • High School: Ridgefield
  • Latitude: 41.362616
  • Longitude: -73.513069
  • Middle Jr High School: Scotts Ridge
  • Neighborhood Amenities: Golf Course, Health Club, Library, Park, Public Transportation, Shopping/Mall, Stables/Riding
  • State: Connecticut
  • Subd Complex: Stoneridge Estates
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $21,717
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck, Gutters, Lighting, Hot Tub, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Humidifier, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Exercise Room, Foyer, Sitting Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.9
Room 2
  • Room Entry Order: 10
  • Room Features: Skylight,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Other
Room 3
  • Room Entry Order: 11
  • Room Features: Palladian Window(s),Hardwood Floor
  • Room Length: 15.9
  • Room Level: Main
  • Room Type: Other
  • Room Width: 14.4
Room 4
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 15.9
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 15.4
Room 5
  • Listing Key: 3FCEDD581093666FE063E201100A6471
  • Room Entry Order: 3
  • Room Features: Balcony/Deck,Granite Counters,Dining Area,Island,Sliders,Hardwood Floor
  • Room Length: 27.4
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 34.8
Room 6
  • Room Entry Order: 4
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 20.2
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.1
Room 7
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 12.3
  • Room Level: Main
  • Room Type: Office
  • Room Width: 10.4
Room 8
  • Room Entry Order: 6
  • Room Features: Fireplace,Full Bath,Stall Shower,Whirlpool Tub,Walk-In Closet,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 19.8
Room 9
  • Listing Key: 3FCEDD581093666FE063E201100A6471
  • Room Entry Order: 7
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 10
  • Room Entry Order: 8
  • Room Features: Jack & Jill Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 15.1
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.7
Room 11
  • Room Entry Order: 9
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 19.3
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.8
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2000
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 4302
Lot Information
  • Lot Description: Treed, Sloping Lot, Rolling
  • Parcel Number: 275005
  • Sq Ft Est Heated Above Grade: 4302.0
  • Sq Ft Total: 4302.0
  • Zoning: RAA
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 76 Old Trolley Road

DateEvent & SourcePriceAppreciation
May 31, 2023

Closed (Public Record)

Public Record #1512321661

$1,209,999

+0.8% / yr

May 3, 2004

Closed (Public Record)

Public Record #137659976

$1,049,000

+8.6% / yr

Aug 25, 2000

Closed (Public Record)

Public Record #91150406

$773,489—
DateEvent & SourcePrice
05/31/2023

Closed (Public Record)

Public Record #1512321661

$1,209,999

+0.8% / yr

05/03/2004

Closed (Public Record)

Public Record #137659976

$1,049,000

+8.6% / yr

08/25/2000

Closed (Public Record)

Public Record #91150406

$773,489

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

Public Records for 76 Old Trolley Road

Taxable ValueLand$270,900Additions$521,990Total$792,890
Tax Record2024$21,717 ($1,810 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt4,302 SqFtAbove Grade Finished SqFt4,302 SqFtUnfinished Basement SqFt1,852 SqFtStories2Lot Size47,916 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2010ZoningRAACountyFAIRFIELDAPNRIDG M:D03 B:0053Fireplace TypeHas Fireplace

Schools near 76 Old Trolley Road

This home is within Ridgefield School District.
Rating
School
Type
Grades
Distance
Ridgebury Elementary School
Public - PK to 5
Scotts Ridge Middle School
Public - 6 to 8
Ridgefield High School
Public - 9 to 12
District Program Res
Public - 3 to 5
Rating
School
Distance
Ridgebury Elementary School
PublicPK to 5

Scotts Ridge Middle School
Public6 to 8

Ridgefield High School
Public9 to 12

District Program Res
Public3 to 5

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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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 Coldwell Banker Realty, Michele Isenberg

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.