29 Route 37 East
Sherman, Connecticut 06784
Reduced from $2,490,000
- Beds
- 10
- Baths
- 7 | 1
- SqFt
- 5,856
- Acres
- 5.51
- Year Built
- 1887
- 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
PRICE REDUCTION ALONG WITH NEW 10 BEDROOM SEPTIC! Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is Perfectly Suited for Extended Living, Guest Accommodations, or Income Potential as a Bed & Breakfast. At the Heart of the Home is a Massive, Light-Filled Kitchen and Eat-in Area, thoughtfully Redesigned with New Cabinetry and Premium Bosch Appliances, Creating the Perfect Space for Entertaining and Everyday Living. A Generous Walk-in Pantry provides Exceptional Storage and Functionality. The Home Features Multiple Inviting Living Spaces, including a Warm and Welcoming Family Room and a separate Living Room, Ideal for both Relaxation and Hosting. Multiple Entrances throughout the Property offer Flexibility, Privacy, and Ease of Access. Extensive Upgrades ensure Peace of Mind and Modern Efficiency: 3 Laundry Areas, New Windows, Interior Doors, and Flooring throughout. Contemporary Light Fixtures. Central Heating and Cooling for Year-Round Comfort. Newer Oil Tanks. Massive Basement with Upgraded Foundation, Offering Incredible Storage or Future Expansion Potential.
Key Facts
- City/Town
- Sherman
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1887
- Days on Market
- 85 days
- Beds
- 10
- Baths
- 7 full · 1 half
- Living Area
- 5,856 sq ft
- Lot Size
- 5.51 acres
- Property Taxes
- $7,280 / Annually
Market Snapshot
The Sherman Market
Single Family · trailing 12 months
Active Listings
28
5 under contract
Median List Price
$1.05M
28 active listings
Median Closed Price
$672,500
42 sales
Median Days on Market
61
28 active listings
Median $ / Sq Ft
$333
28 active listings
Sale-to-List Ratio
96.7%
42 sales
How this home compares
List Price
$2.20M
vs $1.05M median
2.1× the median
Price / Sq Ft
$376
vs $333 median
12.9% above median
Days on Market
85 days
vs 61 days median
24 days longer than median
Based on 28 active and 42 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of July 28, 2026.
Location
29 Route 37 East, Sherman, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$11,212
- Property Taxes$607
- Insurance$733
- 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
- Colonial
- Year Built
- 1887
- New Construction
- No/Resale
- Living Area
- 5,856 sq ft
Schools
- Elementary
- Sherman
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main LevelUpper Level
- Laundry Location
- 3 - Main LevelUpper Level & In-law
- Appliances
- Gas CooktopWall OvenConvection OvenMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinished
- In-Law Apartment
- YesFirst FloorSeparate Entry
Exterior & Lot
- Lot Size
- 5.51 acres
- Zoning
- Res
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Farm LandDryLevel LotClearedOpen Lot
Listing & Financials
- Property Taxes
- $7,280 / Annually
- Days on Market
- 85
- MLS #
- 24172461
- 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 7/28/2026. 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 7/28/2026 at 8:02 AM UTC.