101 Route 39 S
Sherman, Connecticut 06784
- Beds
- 1
- Baths
- 1
- SqFt
- 882
- Acres
- 0.96
- Year Built
- 1944
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Escape to your own personal treehouse in Sherman! This charming 1-bedroom, 1-bath home features a fabulous west-facing deck for enjoying spectacular sunsets, and a screened porch surrounded by nature. Inside, a cozy wood stove adds warmth and character, while a spacious loft provides abundant storage. The renovated kitchen features granite counters and a newer refrigerator; the updated bath includes a heated floor and towel warmer. Big-ticket improvements include the roof, bathroom plumbing, oil tank, water heater, and well pump. This home is ideal for weekend escapes or full-time living, with recreation in every season! Sherman residents enjoy Candlewood Lake access, including a sandy beach, pavilion, playground, and kayak racks. The town recreation area offers tennis courts, a walking path, playground, baseball fields, and a basketball court. Enjoy shopping and dining in nearby New Milford and Danbury, with NYC just 90 minutes away by car or train and the Berkshires 75 minutes away. Ski at Thunder Ridge, just 15 minutes away, or Mohawk Mountain, only 40 minutes away. Discover this special Sherman retreat. Schedule your private showing today!
Key Facts
- City/Town
- Sherman
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1944
- Days on Market
- 0 days
- Beds
- 1
- Baths
- 1 full
- Living Area
- 882 sq ft
- Lot Size
- 0.96 acres
- Garage / Parking
- 3 total
- Property Taxes
- $2,857 / Annually
Market Snapshot
The Sherman Market
Single Family · trailing 12 months
Active Listings
32
6 under contract
Median List Price
$995,000
32 active listings
Median Closed Price
$772,500
46 sales
Median Days on Market
78
32 active listings
Median $ / Sq Ft
$340
32 active listings
Sale-to-List Ratio
97.8%
46 sales
How this home compares
List Price
$308,000
vs $995,000 median
69.0% below median
Price / Sq Ft
$349
vs $340 median
In line with median
Days on Market
0 days
vs 78 days median
78 days fresher than median
Based on 32 active and 46 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of October 24, 2026.
Location
101 Route 39 S, Sherman, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$1,693
- Property Taxes$238
- Insurance$103
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Sherman
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1944
- New Construction
- No/Resale
- Living Area
- 882 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- bathroom
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasher
- Basement
- Crawl SpaceUnfinishedDirt Floor
- In-Law Apartment
- No
- Interior Features
- Cable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.96 acres
- Zoning
- RES
- Garage / Parking
- 3 total parking spacesPavedDrivewayPrivatePaved
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Cesspool
- Flood Zone
- No
- Construction
- Wood
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- GrillShedDeckGuttersLighting
- Lot Description
- TreedRockySloping Lot
Listing & Financials
- Property Taxes
- $2,857 / Annually
- Days on Market
- 0
- MLS #
- 24214214
- MLS Status
- Active
Similar Properties
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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 10/24/2026. 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 10/24/2026 at 7:05 AM UTC.