Angelia Levesque
REALTOR®, SRES
BEDS7
BATHS5 full
SQUARE FEET5,607
MLS#5041951
STATUSActive
PROPERTY TYPEMulti Unit - Multiple
Listing Courtesy of:
Brattleboro Area Realty
Agency Phone: 802-257-1335
Associate Name: Christine Lewis
Property Description
Become a part of history! This amazing building was the center for education for generations of local children, and retains the character they will remember. Sitting high on a knoll with a commanding view of the Ashuelot river and historic red roofed covered bridge, this brick beauty stands a historic sentinel. The Current owner is occupying the lower level with 3 bedrooms, wonderful dining room, living room and galley kitchen. The other units are mirror images of each other with good sized kitchen, living room, bedroom AND a grand hall as an entry. Lots of off street parking, dynamite yard for gardening and enjoyment. Owner has invested an enormous amount in the property over the last few years, including new Anderson windows for better fuel efficiency, flooring in her own apartment to brighten and enhance easy care, electrical panels and other upgrades in the system, new oil tank with improved access and some new appliances. Choose for an investment or for your own use, but enjoy this grand dame of Winchester! Please respect the tenants with at least 48 hour notice. Please note the yellow range in owner's apartment is not included.
Property Features
Property Type: Multi Unit - Multiple
Basement: Apartment(s), Climate Controlled, Concrete Floor, Finished, Frost Wall, Full, Exterior Stairs, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
Basement: Yes
Cooling: None
Heating: Propane, Oil, Wood, Direct Vent, Vented Gas Heater, Hot
Home Style: Conversion, Historic Vintage, Modified, Multi-Family,
Lot Size: 1.80 Acres
Roof Type: Slate
Stories: 2.5
Taxes: $8,105
Year Built: 1920
Units
Unit 1:
Bathroom(s): 1
Bedrooms: 1
Rent: $1000.00
Unit 2:
Bathroom(s): 1
Bedrooms: 1
Rent: $1200.00
Unit 3:
Bathroom(s): 1
Bedrooms: 1
Rent: $1200.00
Unit 4:
Bathroom(s): 1
Bedrooms: 1
Rent: $1000.00
Unit 5:
Bathroom(s): 1
Bedrooms: 3
Amenities
Building
Garden Space
Natural Shade
Outbuilding
Covered Porch
Shed
Window Screens
Double Pane Window(s)
Feature Descriptions
Color: brick
Construction: Masonry, Wood Frame, Brick Exterior, Wood Siding
Construction Status: Existing
Days on Site: 288
Driveway: Paved
Driveway: Paved
Electric: Circuit Breaker(s)
Exterior: Masonry, Wood Frame, Brick Exterior, Wood Siding
Flood Zone: No
Flooring: Carpet, Concrete, Hardwood, Vinyl, Wood
Foundation: Concrete
Foundation: Concrete
Lot: Corner, Country Setting, Landscaped, Level, Open, Rolling, Slight, Sloping
Parking: Assigned, Driveway, Off Street, On-Site, Parking Spaces 1 - 10, Paved, RV Access/Parking, Visitor
Roads: Public
Sewer: Private, Septic
Sq. Ft. Above Grade Finished: 3870
Sq. Ft. Below Grade Finished: 1737
Sq. Ft. Below Grade Unfinished: 198
Sq. Ft. Total Finished: 5607
Total Stories: 2.5
Units: 5
Water: Public
Zoning: Res
Listed By / Shown By
Listed By
Agency Name: Brattleboro Area Realty
Agency Phone: 802-257-1335
Agent Name: Christine Lewis
Shown By
Agent Name: Angelia Levesque
Agent Phone: (207) 942-6711
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
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Estimated Payment
$ 2,185.76 per month $1,335.34 Principal & Interest $675.42 Property Tax $175.00 Homeowner's Insurance
Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-04 08:51:22 
406 Back Ashuelot Road | MLS# 5041951
This multi-family property located at 406 Back Ashuelot Road, Winchester, NH 03441 is currently listed for sale with an asking price of $600,000. Search Winchester real estate on angelialevesque.masiellogrouprealestate.com today.