394 Jerusalem Road, Windham, Connecticut

$399,900

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5

Beds

4

Baths

2,836

Square feet

1.50

Acres

About 394 Jerusalem Road

Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

Features of 394 Jerusalem Road

MLS® # 24192242
Price $399,900
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,836
Acres 1.50
Type Single Family For Sale
Style Colonial, Antique
Status Under Contract

Community Information

Address 394 Jerusalem Road
Area N/A
City Windham
County Windham
State Connecticut
Zip Code 06280

Amenities

Parking Barn, Detached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Water, Oil
Cooling Window Unit
Fireplace No
Has Basement Yes
Basement Full, Unfinished

Exterior

Exterior Wood
Lot Description Corner Lot, Level Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
High Windham

Additional Information

Date Listed July 16th, 2026
Days on Market 19
Zoning R1
RE / Bank Owned No

Listing Details

OfficeBetter Homes and Gardens Real Estate Executive Real Estate

Listing Map

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Listing information last updated on September 10th, 2026 at 6:10am EDT.