Smart MLS #24092550

102 Machine Shop Hill Rd,
Windham, CT 06266
For Sale
$499,900
Single Family Home
4 Bed · 3 Bath · 2966 Sqft
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.

Map


Listing

Market Stats
  • List $499,900
  • 0 Days on Market

Real Estate Agent


Details

Building
  • Farm House, Victorian
  • Built 1865
  • 4 Beds
  • 3 Baths
  • 1 Fireplaces
  • Full Basement

Sqft
  • 2966 Total Sqft

Lot / Land
  • 4.04 Acres
  • 848 Neighborhood
  • Sloping Lot

Other
  • 3 Garages

Utilities
  • Hot Water
  • Oil
  • Private Well
  • Electric Hot Water
  • Septic

Taxes
  • Assessment $275,840
  • Mill Rate 27.89
  • Taxes $8,245
  • Parcel Num 2291634

Schools

Elementary
  • Per Board of Ed

High
  • Windham

Mortgage Calculator
  • 30yr Fixed-Rate Loan
  • 6.76% Interest
  • Purchase Price $499,900
  • Down Payment $17,497 (3.50%)

Estimated Payment with
30yr Fixed Rate Mortgage

Monthly
$3,819


Monthly Est. $3,819
Yearly Est. $45,830
30yr Est. $1,374,894
Go to the Mortgage Calculator
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This real estate listing for sale at 102 Machine Shop Hill Rd has 4 bedrooms, 3.00 bathrooms, and was built in 1865. It is located in the Windham, Connecticut area with the 06266 zip code. For more info about the property at 102 Machine Shop Hill Rd, Windham, CT 06266 United States or if you would like to schedule a showing, please contact the listing agent above.

Disclaimer: This data was sourced from Smart MLS and was last updated 2025-05-15 15:01:57. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.