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32 Leach Hollow Road

Sherman, Connecticut 06784

ACTIVE - NEW$2,200,000
Beds
4
Baths
2 | 1
SqFt
2,714
Acres
15.02
Year Built
1900
Matt Caiola

Matt Caiola

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WaterfrontGuest HouseTennis CourtPool2-Car Garage3 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,557

per 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

Similar Properties

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

Listed By

Carolyn Klemm

(860) 488-6721

Klemm Real Estate Inc

(860) 868-7313

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.