38 Old Route 55

Pawling NY 12564

1608 sq. ft.

1.43 sq. ft.

Single-Family

Last sold for $430,000

Teddie Leonaggeo, last sold this property on 01 August 2025 after 484 days on market.

Overview

Turn back the hands of time with this beautiful home built in 1798 reminiscent of the deep south! It's 3 stories, two of which have gorgeous wrap around newly redone porches, that you can envision with rocking chairs, sipping mint juleps or enjoying a summer meal. The 3-story farmhouse has a newly refurbished kitchen, two living rooms, 3 bedrooms, two and a half bathrooms, a cozy fireplace and hardwood floors that add to its eloquence. All of this is situated on an acre of land with .46 of an acre across the road that has a babbling brook running through it. On the back of the property sits a 2-story renovated barn, perfect for an art studio or whatever your mind imagines with plenty of storage below. More than 90% of the property is newly fenced in perfect for dogs to run! There is also a back shed for mowers and such, a "corn crib" which is a rare find in Dutchess County these days, and a large tool shed off the patio next to the main house for storage or a "he/she shed". A large portion of the lawn is flat, with outside electricity, perfect for tent parties, a gazebo or pool! This house and land are rich in local history and was a part of a large working farm back in the day known to the locals as "Woodinville". Bring your imagination and dreams and come see this beautiful, rare & unique home! OWNER MOTIVATED! Additional Information: Amenities: guest quarter, Heating Fuel: Oil Above Ground,

Features

4 bedrooms

3 bathrooms

5 carspaces

1 garage space

1608 sq. ft. floor area

1.43 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Pawling over the last 12 months, the estimated median property value of 38 Old Route 55 is $674k.

Median value

$674k

Estimated value range

$399k - $1.41m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Pawling. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 38 Old Route 55

2025

Sold

$430,000

01 Aug 2025 by Teddie Leonaggeo, of McGrath Realty Inc.

Happy sellers in Pawling

We have insufficient information to provide an overview of customer satisfaction for Pawling. Viewing the agent profiles, reviews and sales for Pawling can provide insights for this location.