Sold on jul 2026

$410,000

•

1,056

sq ft

4 Pepper Pond Rd, Sherman, CT 06784

Track this home’s value and nearby sales activity

About this home

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.

Single-familyProperty Type

1963Year Built

0.92 acresLot Size

$388Price/Sq.Ft.

Listed by Liz Pepin • Luks Realty

Contact: Agent Attribution Contact: (203) 470-4225 | Office Attribution Contact: (203) 746-0535

Bought with Aaron Velez (Somers) • Houlihan Lawrence

Source:Smart MLS #24175536

Redfin Estimate

$457,291

$47K since sold in July 2026$17K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.2% lower than the average sale price ($596K) of 6 comparable homes.

SOLD SEP 4, 2026
$400,000
A
2 beds1 bath864 sq ft
2 Laurel Hill Rd N, Sherman, CT 06784
SOLD SEP 29, 2026
$725,000
B
3 beds2 baths912 sq ft
118 Sherry Ln, New Milford, CT 06776
SOLD APR 29, 2026
$465,000
C
2 beds2 baths1,418 sq ft
16 Big Trl, New Fairfield, CT 06812
SOLD JUN 26, 2026
$439,000
D
2 beds2 baths1,400 sq ft
35 Route 39 S, Sherman, CT 06784
SOLD SEP 1, 2026
$960,000
E
2 beds3 baths1,406 sq ft
153 Green Pond Rd, Sherman, CT 06784
SOLD JUL 17, 2026
$585,000
F
2 beds2 baths1,440 sq ft
238 Pine Hill Rd, New Fairfield, CT 06812

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Market trends in 06784, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.2%

+2.3% MoM

Median sale price

$830K

$7K MoM

Avg. days on market

43d

6 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SUN, 1PM TO 4PM
$1,375,000
4 beds4 baths3,200 sq ft
7 Sunset Ter, Sherman, CT 06784
VIDEO TOUR
$599,000
4 beds2 baths2,838 sq ft
363 State Route 37 Ct, New Fairfield, CT 06812
Coldwell Banker Realty
VIDEO TOUR
$599,000
4 beds2 baths2,838 sq ft
363 State Route 37, New Fairfield, CT 06812
$799,000
4 beds3 baths3,588 sq ft
20 Mauweehoo Hl, Sherman, CT 06784
LISTED BY REDFIN
$850,000
3 beds3.5 baths1,960 sq ft
1 Eagles Nest Dr, Sherman, CT 06784
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Rental estimate

Est. $2,320 per month, based on comparable rentals

Sale and tax history for 4 Pepper Pond Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$2,422 (−2.0%)

$81,900 + $54,000

$135,900

2022

$2,471 (−2.4%)

$81,900 + $54,000

$135,900

2021

$2,533 (−2.5%)

$81,900 + $54,000

$135,900

2020

$2,597 (−3.5%)

$81,900 + $54,000

$135,900

2019

$2,692 (−4.8%)

$81,900 + $54,000

$135,900

2018

$2,828

$81,800 + $57,300

$139,100

2017

$2,828

$81,800 + $57,300

$139,100

2016

$2,828 (+8.4%)

$81,830 + $57,260

$139,090

2014

$2,608

$81,830 + $49,630

$131,460

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

—

Sq. Ft.

1,056

Year built

1963

Style

Single Family Residential

County

Fairfield County

APN

309879

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Interior

Interior Information
Total Rooms: 4
Laundry Room Info: Lower Level, Main Level
Fireplaces Total: 1
Appliances Included: Oven/Range, Refrigerator, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 2

Room Information
Basement Description: Full, Garage Access, Interior Access

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Gutters, Lighting, Covered Deck, Stone Wall

Lot Information
Lot Description: Fence - Partial, Lightly Wooded, Treed, Level Lot, On Cul-De-Sac, Rolling

Building Information
Foundation Type: Block, Concrete
Construction Description: Frame
Color: Brown

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1056

Financial

Assessments Information
Assessed Value: $135,900

Utilities

Utility Information
Water Source: Private Water System
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Baseboard
Heat Fuel Type: Electric

Location

School Information
High School: Per Board of Ed
Elementary School: Sherman

Location Information
State: Connecticut
Directions: Route 37 to Durgy Lane, make a left on Pepper Pond.
County: Fairfield

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,056
Stories: 1.0
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Fairfield County
APN: 309879

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Sherman School

Public PreK-8 • Assigned • 3.2mi

9/10

New Milford High School

Public 9-12 • Assigned • 4.0mi

6/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

18% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Sherman, CT • 06784

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home ranks in the top 15% for direct sun exposure in Sherman. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10 hrs

5.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$435,000 – $526,000

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Nearby similar homes

$699,900

3 beds2.5 baths1,560 sq ft

5 Twin Rocks Dr, New Fairfield, CT 06812

$799,000

4 beds3 baths3,588 sq ft

20 Mauweehoo Hl, Sherman, CT 06784

OPEN SAT, 11AM TO 2PM

$775,000

4 beds2.5 baths2,791 sq ft

20 Dick Finn Rd, New Fairfield, CT 06812

$2,200,000

4 beds2.5 baths2,714 sq ft

32 Leach Hollow Rd, Sherman, CT 06784

$429,900

3 beds1 bath1,496 sq ft

8 Terrace Dr, Sherman, CT 06784

$1,180,000

3 beds1 bath800 sq ft

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New listings for sale in 06784

OPEN SUN, 1PM TO 4PM

$1,375,000

4 beds4 baths3,200 sq ft

7 Sunset Ter, Sherman, CT 06784

VIDEO TOUR

$599,000

4 beds2 baths2,838 sq ft

363 State Route 37 Ct, New Fairfield, CT 06812

Coldwell Banker Realty

VIDEO TOUR

$599,000

4 beds2 baths2,838 sq ft

363 State Route 37, New Fairfield, CT 06812

$799,000

4 beds3 baths3,588 sq ft

20 Mauweehoo Hl, Sherman, CT 06784

LISTED BY REDFIN3D WALKTHROUGH

$850,000

3 beds3.5 baths1,960 sq ft

1 Eagles Nest Dr, Sherman, CT 06784

Home values near 4 Pepper Pond Rd

Data from public records.

Address	Redfin Estimate
7 Pepper Pond Rd, Sherman, CT 3 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$776,435
6 Pepper Pond Rd, Sherman, CT 3 Beds \| 2.5 Baths \| 2326 Sq. Ft.	$766,391

Address	Redfin Estimate
11 Pepper Pond Rd, Sherman, CT 2 Beds \| 3 Baths \| 2154 Sq. Ft.	$744,933
9 Pepper Pond Rd, Sherman, CT 2 Beds \| 2.5 Baths \| 2085 Sq. Ft.	$723,239

Address	Redfin Estimate
13 Pepper Pond Rd, Sherman, CT 2 Beds \| 2 Baths \| 1156 Sq. Ft.	$677,306
2 Pepper Pond Rd, Sherman, CT 3 Beds \| 2 Baths \| 2684 Sq. Ft.	$712,375

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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4 Pepper Pond Rd, Sherman, CT 06784

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About this home

Redfin Estimate

Market trends in 06784, CT

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Sale and tax history for 4 Pepper Pond Rd

Public record

Property details

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06784

Home values near 4 Pepper Pond Rd

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