29 Route 37 Route East
Sherman, Connecticut 06784
- Beds
- 8
- Baths
- 5 | 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
Unique, Renovated Vintage Farmhouse, in the heart of the sought after enclave of Sherman, CT combines timeless character with modern amenities. Showcasing a rare 7 bedroom 5.5 bath main house plus a private 3 bedroom, 2 bath in-law apartment, this home offers a rare opportunity for an extended family, investor or a true business opportunity as a Bed & Breakfast. Expansive views of the CT hills plus the privacy of overlooking the adjacent 70+ acre Naromi Land Trust ,make this a rare find! Ideally situated directly across from the White Silo Farm & Winery, this home offers the ability to enjoy a private country retreat with nearby seasonal activities or for guests of an air B & B to experience all the CT wine trail has to offer. Exquisitely renovated kitchens and baths, hardwood floors throughout main level, restored pine floors on upper level, 4 fireplaces (3 electric & 1 wood burning) plus room for a 2-3 car barn garage (at an extra cost) or even an IG pool! Come and view our ideas for decor through our actual as well as virtually staged displays. Enjoy extended outdoor spaces with multiple decks & patios that engage breathtaking sunset views over the sprawling lawn & the serene, scenic Naromi Land Trust. Updated amenities include:new 10 bedroom septic, new roof, new windows, new kitchens & baths, 3 laundry set ups, new HVAC systems, new oil furnaces & more! Just 75 min to NY city plus train access! Close to shopping, golf, lake & more! Come see the possibilities!
Key Facts
- City/Town
- Sherman
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Farm House
- Year Built
- 1887
- Days on Market
- 0 days
- Beds
- 8
- Baths
- 5 full · 1 half
- Living Area
- 5,856 sq ft
- Lot Size
- 5.51 acres
- Garage / Parking
- 8 total
- Property Taxes
- $7,603 / Annually
Market Snapshot
The Sherman Market
Single Family · trailing 12 months
Active Listings
27
6 under contract
Median List Price
$998,000
27 active listings
Median Closed Price
$795,000
46 sales
Median Days on Market
89
27 active listings
Median $ / Sq Ft
$328
27 active listings
Sale-to-List Ratio
97.8%
46 sales
How this home compares
List Price
$1.79M
vs $998,000 median
79.9% above median
Price / Sq Ft
$307
vs $328 median
6.4% below median
Days on Market
0 days
vs 89 days median
89 days fresher than median
Based on 27 active and 46 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of November 4, 2026.
Location
29 Route 37 Route East, Sherman, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$9,786
- Property Taxes$634
- Insurance$598
- 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
- Subdivision
- private setting
Residence
- Property Type
- Single Family
- Style
- Colonial,Farm House
- Year Built
- 1887
- New Construction
- No/Resale
- Living Area
- 5,856 sq ft
Schools
- Elementary
- Sherman
- Middle
- Per Board of Ed
- High
- Voucher
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main LevelUpper Level
- Laundry Location
- main level mudroom
- Appliances
- Gas CooktopElectric RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWine Chiller
- Basement
- PartialUnfinishedStorageInterior Access
- In-Law Apartment
- PossibleFirst FloorSeparate Entry
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- FoyerGymLaundry Room
Exterior & Lot
- Lot Size
- 5.51 acres
- Zoning
- R80
- Garage / Parking
- 8 total parking spacesPavedDrivewayPrivateAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Wood
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- GuttersGarden AreaLightingGuest HousePatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,603 / Annually
- Days on Market
- 0
- MLS #
- 24217192
- MLS Status
- Coming Soon
- Financing
- FHA,VA,Owner Financing
Similar Properties
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Co-Listed By
Joseph Perun
Coldwell Banker Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. 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 11/4/2026 at 6:25 PM UTC.