This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
$425,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
Property Description
Welcome to rustic Timber Trails and Pepper Pond Road, located in southern Sherman, CT, near the New Fairfield and New York state border, offering a peaceful back-to-nature setting. Techbuilt home, part of the iconic mid-century modern prefabricated designs by architect Carl Koch, blends timeless character with warmth and functionality. Hardwood floors throughout, while the living room is flooded with natural sunlight from floor-to-ceiling windows and features a fireplace & sliders leading to an open-air covered deck. The home offers 2 oversized bedrooms, with potential for 4 bedrooms, lower level with workshop, basement area, and a 2-car garage. The partially fenced yard features mature gardens and plenty of space. Located in sought-after Southern Sherman, easy access to Metro North train stations, approximately 45 minutes to White Plains and 60 miles to Manhattan. Minutes from Sherman's charming town center with tennis and pickleball courts, ball fields, walking trails, hiking, and town beach access on Candlewood Lake with boat slips plus canoe and kayak racks. Enjoy year-round recreation with nearby boating, hiking, skiing, snowboarding, wineries, breweries, apple picking, and farm-to-table dining. Sherman is known for some of the lowest property taxes in Connecticut while offering a peaceful small-town lifestyle with convenient access to everyday amenities. Timber Trails Rd Asso. is $200 a quarter.
Full Property Details
Full Property Details for 4 Pepper Pond Rd
General
- Price: $425,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24175536
- Updated: Today (5/22/2026)
- Added to Site: Today
Interior
- Number of Rooms: 4
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Primary Bedroom - Built-Ins, Half Bath, Hardwood Floor, 22 x 12, Main
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Hardwood Floor, 16 x 10, Main
Other Rooms
- Living Room: Living Room - Vaulted Ceiling, Balcony/Deck, Combination Liv/Din Rm, Fireplace, Sliders, Hardwood Floor, 24 x 12, Main
- Kitchen: Kitchen, 10 x 9, Main
- Laundry: Lower Level, Main Level
Exterior
- Exterior Features: Gutters, Lighting, Covered Deck, Stone Wall
- Color: Brown
Location
- County: Fairfield
- Neighborhood: Timber Trails
- Driving Directions: Route 37 to Durgy Lane, make a left on Pepper Pond.
School Information
- Elementary School: Sherman
- High School: Per Board of Ed
Community
- Community Name: Timber Trails
Heating & Cooling
- Cooling Type: None
- Heating Type: Baseboard, Electric
- Heating Fuel: Electric
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Water System
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: Full, Garage Access, Interior Access
- Roof: Asphalt Shingle
- Square Feet: 1,056
- Above Ground: 1,056 Sq. Ft.
- Year Built: 1963
Lot Features
- Lot Size (Acres): 0.92
- Zoning: Res
- Lot Description: Fence - Partial, Lightly Wooded, Treed, Level Lot, On Cul-De-Sac, Rolling
Financial Considerations
- Assessment Amount: $135,900
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 309879
Listed by Luks Realty, Liz Pepin
Get Pre-Approved Today
Schools
Schools serving 4 Pepper Pond Rd
School District:Sherman School District
| Name | Grades | Distance |
|---|---|---|
Sherman School, Sherman, CT 2 Route 37 East, Sherman, CT 06784 | PK-8 | 3.2 mi |
New Fairfield High School 54 Gillotti Road, New Fairfield, CT 06812 | 9-12 | 4.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4 Pepper Pond Rd
Date
Details
Price
Change
Source
5/22/2026
Listed
$425,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4 Pepper Pond Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,265
2%
$135,900
—
2023
$2,223
-8%
$135,900
—
2023
$2,422
-2%
$135,900
—
2022
$2,471
-2%
$135,900
—
2021
$2,533
-2%
$135,900
—
2020
$2,597
-4%
$135,900
—
2019
$2,692
-5%
$135,900
-2%
2018
$2,828
—
$139,100
—
2017
$2,828
—
$139,100
—
2016
$2,828
1%
$139,090
—
2015
$2,787
7%
$139,090
6%
2014
$2,608
6%
$131,460
-10%
2011
$2,465
—
$146,370
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4 Pepper Pond Rd
4 Pepper Pond Road, Sherman, CT 06784 (MLS# 24175536) is a Single Family property with 2 bedrooms and 2 full bathrooms. 4 Pepper Pond Road is currently listed for $425,000 and was received on May 22, 2026. Want to learn more about 4 Pepper Pond Road? Do you have questions about finding other Single Family real estate for sale in Sherman? You can browse all Sherman real estate or contact a Coldwell Banker agent to request more information.

