509 Weekeepeemee Road Woodbury, CT $ 1,395,000
509 Weekeepeemee Road
$ 1,395,000
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Open House 8/2 11am - 1pm
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509 Weekeepeemee Road

Woodbury, CT, 06798
$ 1,395,000
Bedrooms3 Baths2.1 Sq 2,346

Monthly Estimate*

$ 8,808

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Single Family Home for sale in Woodbury, CT

for $1,395,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,346 square foot home was built in 1747 on a lot size of 5.19.

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden views. Step through the screened stone-and-timber breezeway to a newly expanded patio and custom firepit crafted directly from native fieldstone, all beneath a classic wood-shingle and copper roof. The surrounding grounds function as a true New England compound. A separate two-bedroom carriage house offers built-in guest quarters with a covered porch and an oversized 2.5-car garage. Nearby, a newer two-story 40'x28' barn provides flexible space for a creative studio, vehicle storage, or livestock, complemented by two additional storage sheds. Recent improvements include, but are not limited to, a new cedar-shingle roof with copper downspouts (2025), new A/C, fresh interior paint throughout (2026), and refinished flooring. It is an unmistakable rural sanctuary with abundant room for hosting friends and extended family.

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Open House

8/2/2026 11:00 AM - 1:00 PM
509 Weekeepeemee Road Woodbury, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,395,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,317

Style

Lot Size

5.19

Year Built

1747

Town/City

Woodbury

MLS | Web ID

24192284

Features
General
Zoning os100
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 5.19
Directions Listing agent to accompany all showings. Notice of Video Recording at Ring camera.
High School Nonnewaug
City Woodbury
Elementary School Per Board of Ed
Sq Ft Total 2346
DOM 5
Year Built 1747
Exclusions See inc/excl sheet
Style Saltbox
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 6
Basement Description Full Unfinished Storage Concrete Floor Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Lightly Wooded Treed Dry Sloping Lot Professionally Landscaped
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* Excluded Features
List By
Carla Mascaro

Listing Agent

William Pitt Sotheby's Int'l

Broker

cmascaro@wpsir.com

Email

Affordability Calculator

$9,668
Per Month
91%
9%
0%
Monthly Principal & Interest
$8,808
Monthly Property Taxes
$860
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060456 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History
DatePricePrice ChangeDescription
7/24/2026$1,395,000 Listed Price

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509 Weekeepeemee Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,395,000 with 2,346 sqft and a lot size of 5.19. 509 Weekeepeemee Road has 3 bedrooms, 2.1 baths, and was built in 1747. The property's zip code is 06798 which is in Woodbury, CT