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27 Scratchville Road, 
Woodbury, CT 06798

$399,900


2

Beds


1

Bath


1,134

Sq Ft


Single Family

Pending

Listed by

Timothy Drakeley

Drakeley Real Estate, Inc.

Last updated:

September 24, 2025, 02:51 PM

MLS#

24113223

Source:

CT

About This Home

27 Scratchville Road

This charming home has just been refreshed with recent updates, including a brand new full bathroom, reworked floor plan, fresh paint, and thoughtful touches throughout to enhance functionality and flow. It features a newer roof, beautiful cedar shingles, a generator, two separate storage sheds, and an attached 24x11 heated workshop. Don't be fooled by the square feet. There is additional living quarters in the cozy lower level family room. This walkout lower level room features wideboard flooring, a fireplace and exposed beamed ceiling. The 325 square foot workshop connected by a breezeway, could easily be converted to full time living space. A separate barn/garage and privacy fencing add even more appeal, while a wooded hill along the side boundary provides a natural buffer and seclusion. Located on a quiet street ending at the scenic Strong Preserve and bordered by a peaceful cornfield, this property offers the best of small-town living. Set in the heart of Woodbury village, it's within walking distance to schools, the library, coffee shops, restaurants, hiking trails, parks, playgrounds, and community events including outdoor concerts and theater. Named "Best Small Town in Connecticut" by Reader's Digest and praised by The New York Times for its charm, history, and beauty, Woodbury is only 10 minutes to I-84, 30 minutes to the train, and 1.5 hours from NYC.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1750

Price Summary

399,900

$352 per Sq. Ft.

MLS #:

24113223

Last Updated:

September 24, 2025, 02:51 PM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,134 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage

Building Area:

1,134 Sq. Ft.

Year Built:

1750


Lot

Lot Size (Sq. Ft):

64,904


Finances & Disclosures

Finances

Price:

$399,900

Price per Sq. Ft:

$352 per Sq. Ft.

Source:CT
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