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29 Route 37 Route East

Sherman, Connecticut 06784

COMING SOON - NEW$1,795,000
Beds
8
Baths
5 | 1
SqFt
5,856
Acres
5.51
Year Built
1887
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Guest House4 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,018

per 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

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

Listed By

Barbara Sivba

(203) 667-4336

Coldwell Banker Realty

(203) 790-9500

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.