201 Route 37 S
Sherman, Connecticut 06784
- Beds
- 6
- Baths
- 5 | 1
- SqFt
- 4,258
- Acres
- 1.42
- Year Built
- 1862
- Neighborhood
- Timber Trails
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
28
10 under contract
Median List Price
$1.02M
28 active listings
Median Closed Price
$680,000
44 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per 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
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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.