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509 Weekeepeemee Road, 
Woodbury, CT 06798

$1,395,000


3

Beds


3

Baths


2,346

Sq Ft


Single Family

Active

Listed by

Carla Mascaro, (650) 678-9912

William Pitt Sotheby'S Int'L, (860) 868-6600

(860) 868-6600

Last updated:

July 26, 2026, 11:32 AM

MLS#

24192284

Source:

CT

About This Home

509 Weekeepeemee Road

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 horses, chickens, and hosting friends and extended family.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1747

Price Summary

1,395,000

$594 per Sq. Ft.

MLS #:

24192284

Last Updated:

July 26, 2026, 11:32 AM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,346 Sq. Ft.


Structure

Structure

Architectural Style:

Saltbox

Building Area:

2,346 Sq. Ft.

Year Built:

1747


Lot

Lot Size (Sq. Ft):

226,076


Finances & Disclosures

Finances

Price:

$1,395,000

Price per Sq. Ft:

$594 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.