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10 Weekeepeemee Road

Woodbury, Connecticut 06798

ACTIVE - NEW$649,900
Beds
3
Baths
1 | 1
SqFt
1,814
Acres
3.09
Year Built
1843
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

The John Cramer House at 10 Weekeepeemee Road is listed on the National Register of Historic Places and is a wonderful example of Greek Revival architecture. Rich in period character, the home features beautiful chestnut plank flooring, nearly 9-foot ceilings, and an original fireplace with a beehive oven. The first floor offers a study, living room, dining room, granite-countered kitchen, and a charming breakfast room with wood stove and half bath. Upstairs are three bedrooms, a full bath with marble counter, and conveniently located laundry. A full walk-up attic leads to a large finished space with additional storage and closet space. An attached shed provides a potting area and stairs to a second-floor loft. Set on 3.09 acres, the property also includes a historic barn with a two-car garage, two horse stalls, and a full second floor. Open field and wooded areas create a peaceful country setting, with elevated views toward the town of Woodbury from the upper portion of the property. Across the road, enjoy seasonal views of the Weekeepeemee River, adding to the charm and character of this special historic property.

Key Facts

City/Town
Woodbury
Neighborhood
Weekeepeemee
Property / Style
Single Family · Colonial,Antique
Year Built
1843
Days on Market
0 days
Beds
3
Baths
1 full · 1 half
Living Area
1,814 sq ft
Lot Size
3.09 acres
Garage / Parking
2 garage
Property Taxes
$5,954 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

61

30 active listings

Median $ / Sq Ft

$331

30 active listings

Sale-to-List Ratio

99.2%

93 sales

How this home compares

List Price

$649,900

vs $797,000 median

18.5% below median

Price / Sq Ft

$358

vs $331 median

8.2% above median

Days on Market

0 days

vs 61 days median

61 days fresher than median

Based on 30 active and 93 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 16, 2026.

Location

10 Weekeepeemee Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,089

per month

  • Principal & Interest$3,376
  • Property Taxes$496
  • Insurance$217
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Woodbury
Neighborhood
Weekeepeemee
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1843
New Construction
No/Resale
Living Area
1,814 sq ft

Schools

Elementary
Mitchell
High
Nonnewaug

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
Second Floor
Appliances
Oven/RangeRefrigeratorDishwasher
Basement
Full
In-Law Apartment
No
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
3.09 acres
Zoning
os60
Garage / Parking
2 garage spacesBarn
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
SidewalkBarnStone WallPatio
Lot Description
DryLevel LotRollingOpen Lot

Listing & Financials

Property Taxes
$5,954 / Annually
Days on Market
0
MLS #
24207451
MLS Status
Active

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Listed By

Joyce Drakeley

(203) 449-3568

Drakeley Real Estate, Inc.

(203) 263-4336

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:30 PM UTC.