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102 Machine Shop Hill Road, 
Windham, CT 06266

$499,900


4

Beds


3

Baths


2,966

Sq Ft


Single Family

Pending

Listed by

Sherry Borgeson

Berkshire Hathaway Ne Prop.

Last updated:

May 20, 2025, 02:39 PM

MLS#

24092550

Source:

CT

About This Home

102 Machine Shop Hill Road

Stunning 4-Bedroom Converted Farmhouse on 4+ Private Acres with Exceptional Outbuildings - Welcome to this beautiful 3,000 SF home, perfectly nestled on over 4 acres of serene, private land. With 4 spacious bedrooms and 2.5 baths, it offers generous living spaces, thoughtful details, and unmatched versatility both inside and out. The main level features a well-appointed kitchen with soapstone countertops, under-cabinet lighting, 2 pantries, and a convenient pass-through window to the screened porch-ideal for effortless indoor-outdoor entertaining. Enjoy meals in the formal dining room, unwind in the elegant living room, or relax in the cozy family room with a charming fireplace. The kitchen also opens to a side deck, offering easy access to outdoor dining and scenic views. Upstairs, the expansive primary suite is a true retreat with French doors leading to a private deck that overlooks the property. The en suite bathroom includes double sinks, a soaking tub with views, and a separate shower. A large walk-in closet completes the suite. The upper level also offers three additional bedrooms, a full hall bath, and convenient laundry room. The exterior of the property is a dream for hobbyists, nature lovers, or those seeking extra space. Three incredible outbuildings include: a 3-car garage with a full upper-level storage, a workshop with second-story storage, and a stunning 3-level barn featuring a cupola that offers 360-degree views. Don't miss this one-of-a-kind opportunity.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1865

Price Summary

499,900

$168 per Sq. Ft.

MLS #:

24092550

Last Updated:

May 20, 2025, 02:39 PM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,966 Sq. Ft.


Structure

Structure

Architectural Style:

Farm House, Victorian

Building Area:

2,966 Sq. Ft.

Year Built:

1865


Lot

Lot Size (Sq. Ft):

175,982


Finances & Disclosures

Finances

Price:

$499,900

Price per Sq. Ft:

$168 per Sq. Ft.

Source:CT
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