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101 Route 39 S

Sherman, Connecticut 06784

ACTIVE - NEW$308,000
Beds
1
Baths
1
SqFt
882
Acres
0.96
Year Built
1944
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.

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1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,034

per 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

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

Listed By

Ann Gerschefski

(860) 354-1358

William Raveis Real Estate

(860) 354-3906

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.