Skip to main content

201 Route 37 S

Sherman, Connecticut 06784

ACTIVE - NEW$1,295,000
Beds
6
Baths
5 | 1
SqFt
4,258
Acres
1.42
Year Built
1862
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
WaterfrontPool2 Fireplaces

About This Home

Tucked back from the road behind a privacy screen of mature evergreens on almost an acre and a half of level property, is the c. 1862 Charles A. Briggs House-famously known as the Timber Trails Inn of the early 1900s. This historic Sherman landmark has been thoughtfully modernized to pair 19th-century soul with 21st-century luxury. Antique wide-board floors, authentic exposed beams, and original working fireplaces are perfectly juxtaposed by modern upgrades, including a new steam boiler and newly installed multi-zone HVAC system with heat pump technology-painstakingly fitted to preserve historical details-and a new 26kw whole house standby generator. A timeless center-hall colonial with over 4,200 square feet of living space, this 6-bedroom, 5 1/2-bath home has all the classic features you'd expect to find, from the oversized living room, private study, double staircases and formal dining room to the original blown glass windows, ornate trim, and cast-iron radiators. But you'll be pleasantly surprised to also discover a modern chef's kitchen outfitted with premium appliances, not one, but two en-suite bedrooms, a large main-level media/rec room, and a heated/cooled, semi-finished walk-up attic-the perfect art studio, workout space, or storage haven. A wall of windows in the open-concept kitchen/sunroom overlooks a backyard oasis featuring a bluestone patio, outdoor shower, and a heated saltwater Gunite pool with an automatic cover and new propane heater.

Key Facts

City/Town
Sherman
Neighborhood
Timber Trails
Property / Style
Single Family · Colonial,Antique
Year Built
1862
Days on Market
0 days
Beds
6
Baths
5 full · 1 half
Living Area
4,258 sq ft
Lot Size
1.42 acres
Property Taxes
$11,028 / Annually
HOA Fee
$286 / Quarterly

Market Snapshot

The Sherman Market

Single Family · trailing 12 months

Median Days on Market

88

28 active listings

Median $ / Sq Ft

$332

28 active listings

Sale-to-List Ratio

96.7%

44 sales

How this home compares

List Price

$1.29M

vs $1.02M median

26.5% above median

Price / Sq Ft

$304

vs $332 median

8.4% below median

Days on Market

0 days

vs 88 days median

88 days fresher than median

Based on 28 active and 44 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of September 4, 2026.

Location

201 Route 37 S, Sherman, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,138

per month

  • Principal & Interest$6,692
  • Property Taxes$919
  • Insurance$432
  • HOA$95

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Sherman
Neighborhood
Timber Trails
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1862
New Construction
No/Resale
Living Area
4,258 sq ft

Schools

Elementary
Sherman
High
Voucher

Interior

Heating
Heat PumpRadiatorSteam
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Laundry Location
Main leveloff the dennew W/D
Appliances
Gas RangeRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedConcrete Floor
Interior Features
Security System

Exterior & Lot

Lot Size
1.42 acres
Zoning
Residental
Waterfront
Direct waterfront
Waterfront Details
PondViewAccess
Water Source
Public Water Connected
Sewer
Septic
Pool
GuniteHeatedSafety FenceSalt WaterIn Ground Pool
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
MasonryStone
Exterior Features
PorchFrench DoorsPatio
Lot Description
Level LotWater View

HOA / Association

Fee
$286 / Quarterly

Listing & Financials

Property Taxes
$11,028 / Annually
Days on Market
0
MLS #
24202896
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Mary Worstell

(386) 366-1644

Real Property Purveyors Inc

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/4/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/4/2026 at 6:51 PM UTC.