Closed
Last Sold Price
$2,010,000
4 beds5,475 sqft

38 Old Trolley Rd, Ridgefield, CT 06877

Description

Welcome to sought-after Stone Ridge Estates and this timeless Connecticut Colonial, custom built by the original owners w/exceptional attention to detail and high-end finishes. Classic architectural elegance blends seamlessly with sophisticated updates and a most desirable floor plan. Designed by Kitchens by Deane, the stunning Chef's KIT features custom cabinetry, quartz counters, and top-tier appliances, opening to an inviting Family Rm /fireplace-perfect for everyday living & entertaining. Beautifully...Welcome to sought-after Stone Ridge Estates and this timeless Connecticut Colonial, custom built by the original owners w/exceptional attention to detail and high-end finishes. Classic architectural elegance blends seamlessly with sophisticated updates and a most desirable floor plan. Designed by Kitchens by Deane, the stunning Chef's KIT features custom cabinetry, quartz counters, and top-tier appliances, opening to an inviting Family Rm /fireplace-perfect for everyday living & entertaining. Beautifully scaled Living Rm w/fireplace, spacious Dining Rm, distinguished Home Office, and refined millwork throughout create a sense of understated luxury. Upstairs, a generously sized Primary Suite offers a spa-inspired Bath and more than ample closet space. All secondary BR's are large and well-appointed. A beautifully finished Full bath completes the upper level. Additional highlights include a fabulous Mudrm/Laundry Rm, finished lower level w/Gym, half bath, and large Rec Rm, and an oversized 3-car garage. Outside, no expense was spared- resort-style amenities include a breathtaking Gunite Pool w/waterfall & spa, Pool House, pergola w/retractable awning, fireplace & spectacular landscaping/hardscaping with custom lighting-all on 1.68 private, manicured acres. List on file for a number of updates and improvements. Close proximity to great dining, shopping and Ridgefield's 18-hole golf course. Award Winning Schools. Convenient to vibrant downtown Ridgefield and Approx. 1 Hour to NYC
Single FamilyProperty Type
1.68 acresLot Size
1999Year Built
$367/sq ftPrice per sq ft
6 carsParking Spaces
Listing closed: 09/10/2025 12:00 AM
Source: SMARTMLS, MLS#: 24100661
Listing Agent
  1. Karla Murtaugh

    Karla Murtaugh

    Listing Agent

    Compass Connecticut, LLC

    P: (203) 856-5534

    M: (203) 856-5534

Recent comparable sales

Median sold price

$1,400,000

Avg days on market

56

Sale-to-list ratio

99.5%

Ridgefield, CT

9 comparable properties found

a front view of house with yard and green space
1

$1,728,000

Sold 05/14/26

4
Bedrooms
3,291
Square Feet
2.2
Acres
$1,950,000 | 21 Schoolhouse Place, Ridgefield, CT 06877
2

$1,950,000

Sold 01/23/26

4
Bedrooms
5,641
Square Feet
2.55
Acres
a front view of a house with a garden
3

$1,350,000

Sold 08/28/26

4
Bedrooms
5,042
Square Feet
2.43
Acres
a front view of a house with a yard
4

$1,550,000

Sold 07/09/26

4
Bedrooms
3,020
Square Feet
1.64
Acres
$875,000 | 56 Briar Ridge Road, Ridgefield, CT 06877
5

$875,000

Sold 03/21/25

4
Bedrooms
4,254
Square Feet
1.34
Acres
a front view of a house with garden and trees
6

$1,350,000

Sold 01/13/26

4
Bedrooms
4,302
Square Feet
1.1
Acres
$1,600,000 | 14 Dillman Court, Ridgefield, CT 06877
7

$1,600,000

Sold 03/06/26

4
Bedrooms
7,664
Square Feet
3.05
Acres
$975,000 | 11 Scodon Drive, Ridgefield, CT 06877
8

$975,000

Sold 07/25/25

4
Bedrooms
2,643
Square Feet
1
Acres
$1,400,000 | 284 Keeler Drive, Ridgefield, CT 06877
9

$1,400,000

Sold 07/15/26

4
Bedrooms
3,973
Square Feet
2
Acres

Location

Add your commute
Property Calculator

$12,532 per month

Principal and Interest

$10,730

Property Taxes

$1,802

The Payment Calculator is for illustrative purposes only.
Get prequalified

Property information

38 Old Trolley Road

Property Details

  • Taxes: $21,619 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Partially Finished
  • Direct Waterfront: No
  • Expected Active Date: 06-06-2025
  • Garages Number: 3
  • Style: Colonial
  • Garage Parking Info: Attached Garage, Paved, Driveway
  • Swimming Pool: Yes
  • Expected On Market Date: 06-06-2025

Building Information

  • Year Built: 1999
  • Lot Size: 1.68 AC / 73,180 SF

Summary

Property and Location

  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Ridgebury
  • High School: Ridgefield
  • Latitude: 41.364978
  • Longitude: -73.51798
  • Middle Jr High School: Scotts Ridge
  • State: Connecticut

Parking

  • Parking Total Spaces: 6

HOA and Fees

  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $21,619

Interior and Exterior Features

Exterior Features

  • Exterior Features: Garden Area, Lighting, Patio
  • Pool Description: Gunite, Spa, In Ground Pool
  • Waterfront Description: Not Applicable

Interior Features

  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Lighting, Security System
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main Floor
  • Rooms Additional: Foyer, Laundry Room, Mud Room
  • Rooms Total: 10

Room 1

  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,French Doors,Hardwood Floor
  • Room Length: 21.4
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 16.8

Room 2

  • Room Entry Order: 10
  • Room Features: Half Bath,Wall/Wall Carpet
  • Room Length: 34.2
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 27.8

Room 3

  • Room Entry Order: 11
  • Room Features: Wall/Wall Carpet
  • Room Length: 16.1
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 10.9

Room 4

  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,Hardwood Floor
  • Room Length: 19.6
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.3

Room 5

  • Listing Key: 369A6635F70CFA23E0631A01100A9C12
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Length: 19.7
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 16.1

Room 6

  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 12.9
  • Room Level: Main
  • Room Type: Office
  • Room Width: 16.1

Room 7

  • Room Entry Order: 5
  • Room Features: Quartz Counters,Dining Area,Island,Patio/Terrace,Sliders,Hardwood Floor
  • Room Length: 27.7
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 18.0

Room 8

  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Dressing Room,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 22.11
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 26.3

Room 9

  • Listing Key: 369A6635F70CFA23E0631A01100A9C12
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 14.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.3

Room 10

  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 14.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.5

Room 11

  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 15.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.4

Property

Property and Assessments

  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Gable
  • Year Built: 1999
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 1184
  • Living Area SQFT Per Public Records: 4291

Lot Information

  • Lot Description: Level Lot
  • Parcel Number: 275029
  • Sq Ft Est Heated Above Grade: 4291.0
  • Sq Ft Total: 5475.0
  • Zoning: RAA

Utilities

  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Other, Domestic
  • Sewage System: Septic
  • Water Source: Private Well

Multi Family

Income and Expenses

  • Occupied By: Owner

Property History

38 Old Trolley Road

DateEventPrice
Sep 9, 2025

Closed (Public Record)

Public Record #1913522319

$2,010,000
Oct 29, 1999

Closed (Public Record)

Public Record #91149555

$729,990
DateEventPrice
09/09/2025

Closed (Public Record)

Public Record #1913522319

$2,010,000

+4.0% / yr

10/29/1999

Closed (Public Record)

Public Record #91149555

$729,990

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

Public records

38 Old Trolley Road

Beds

4

Baths

2.5

Total Finished SqFt

4,291 SqFt

Above Grade Finished SqFt

4,291 SqFt

Unfinished Basement SqFt

2,056 SqFt

Stories

2

Schools

Near 38 Old Trolley Road

This home is within Ridgefield School District.

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.

Know your buying power with a preapproval and custom rate in minutes
Rocket Mortgage1

Similar Homes

New listings in 06877

$1,765,000 | 767 Ridgebury Road, Ridgefield, CT 06877
1/39
Listed By Coldwell Banker RealtyOpen: 11/14 01:00PM - 03:00PM

$1,765,000

3
Bedrooms
2,850
Square Feet
2
Acres
$399,000 | 2 Nettle Lane, Unit 2, Ridgefield, CT 06877
1/15
Listed By CompassOpen: 11/15 01:00PM - 03:00PM

$399,000

2
Bedrooms
1,074
Square Feet
$320,000 | 3 Frog Hollow, Unit 3, Ridgefield, CT 06877
1/22
Open: 11/14 12:00PM - 03:00PM

$320,000

1
Bedrooms
925
Square Feet
$520,000 | 3 Forest Lane, Unit 3, Ridgefield, CT 06877
1/35

$520,000

2
Bedrooms
1,385
Square Feet
$838,000 | 26 Wilridge Road, Ridgefield, CT 06877
1/36

$838,000

4
Bedrooms
1,948
Square Feet
0.51
Acres
$1,995,000 | 210 11 Levels Road, Ridgefield, CT 06877
1/40
Open: 11/13 11:00AM - 01:00PM

$1,995,000

5
Bedrooms
7,239
Square Feet
2.01
Acres
$749,000 | 20 Acre Lane, Ridgefield, CT 06877
1/40
Under Contract - Continue To Show

$749,000

3
Bedrooms
2,006
Square Feet
1.01
Acres
$749,000 | 183 Ledges Road, Ridgefield, CT 06877
1/37
Under Contract - Continue To Show

$749,000

3
Bedrooms
2,268
Square Feet
3.3
Acres
$1,500,000 | 180 Old West Mountain Road, Ridgefield, CT 06877
1/10
Coming SoonOpen: 11/14 12:30PM - 02:00PM

$1,500,000

5
Bedrooms
3,301
Square Feet
3.37
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 38 Old Trolley Road, Ridgefield, CT 06877
$2,010,000
4
5,475
73,180
$1,090,000
4
5,345
43,995
$1,025,000
5
5,418
54,885
$1,250,100
3
4.5
5,106
60,984
$694,990
5
4.5
4,609
62,726
$775,000
5
3.5
4,807
43,560

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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.