32 Leach Hollow Road
Sherman, Connecticut 06784
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,714
- Acres
- 15.02
- Year Built
- 1900
- Neighborhood
- Leach Hollow
- 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
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.
Key Facts
- City/Town
- Sherman
- Neighborhood
- Leach Hollow
- Property / Style
- Single Family · Colonial,Farm House
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,714 sq ft
- Lot Size
- 15.02 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,943 / Annually
Market Snapshot
The Sherman Market
Single Family · trailing 12 months
Active Listings
27
6 under contract
Median List Price
$999,000
27 active listings
Median Closed Price
$770,000
47 sales
Median Days on Market
107
27 active listings
Median $ / Sq Ft
$341
27 active listings
Sale-to-List Ratio
96.9%
47 sales
How this home compares
List Price
$2.20M
vs $999,000 median
2.2× the median
Price / Sq Ft
$811
vs $341 median
2.4× the median
Days on Market
0 days
vs 107 days median
107 days fresher than median
Based on 27 active and 47 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of September 25, 2026.
Location
32 Leach Hollow Road, Sherman, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$11,745
- Property Taxes$1,079
- 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
- Leach Hollow
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial,Farm House
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,714 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenSubzeroDishwasherWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- PossibleDetached
- Additional Rooms
- FoyerMud Room
Exterior & Lot
- Lot Size
- 15.02 acres
- Zoning
- R-1
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- Pond
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedPool HouseSafety FenceIn Ground Pool
- Construction
- Shingle
- Roof
- Shingle
- Foundation
- ConcreteStone
- Exterior Features
- Tennis CourtPorchCabanaGarden AreaGuest HouseCovered DeckStone WallPatio
- Lot Description
- Lightly WoodedTreedLevel LotProfessionally LandscapedRollingOpen Lot
Listing & Financials
- Property Taxes
- $12,943 / Annually
- Days on Market
- 0
- MLS #
- 24208909
- MLS Status
- Active
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Co-Listed By
Melinda Dubow
Klemm Real Estate Inc
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/25/2026. 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 9/25/2026 at 7:05 PM UTC.