406 Back Ashuelot RoadWinchester, NH 03441MLS Number 5041951

Price: $600,000
Est. Mortgage of $/month
291 Days on Market

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.

More Info

Tax Information

Tax Year2024

Building

Year Built1920
Building ConstructionMasonry, Wood Frame, Brick Exterior, Wood Siding
Style
- Conversion
- Historic Vintage
- Modified
- Multi-Family
- Multi-Level
- Walkout Lower Level
Units5
Unit 1 Bath1
Unit 1 Bedrooms1
Unit 1 Floor Location1
Unit 1 Total Rooms3
Unit 2 Bath1
Unit 2 Bedrooms1
Unit 2 Floor Location1
Unit 2 Styleflat
Unit 2 Total Rooms3
Unit 3 Bath1
Unit 3 Bedrooms1
Unit 3 Floor Location2
Unit 3 Styleflat
Unit 3 Total Rooms3
Unit 4 Bath1
Unit 4 Floor Location2
Unit 4 Styleflat
Unit 4 Total Rooms3
Unit 5 Baths1
Unit 5 Bedrooms3
# of 1 Bedrooms4
# of 3+ Bedrooms1
Bathroom5
Total Baths5
Basement
- Apartment(s)
- Basement Stairs
- Climate Controlled
- Concrete Floor
- Exterior Access
- Exterior Stairs
- Finished
- Frost Wall
- Full
- Interior Stairs
- Storage Space
- Unfinished
FoundationConcrete

Basic Information

Virtual TourView Tour
StatusACT
List Price$600,000
Date Price Change05/20/2025
MLS Number5041951
MLS StatusActive

Interior

APX Fin Below Grade1,737
FloorsCarpet, Concrete, Hardwood, Vinyl, Wood

Exterior

RoofSlate
Exterior Colorbrick

Utilities

Heat SystemPropane, Oil, Wood, Direct Vent, Vented Gas Heater, Hot Air, Wood Stove
WaterPublic
Water HeaterElectric Water Heater, Water Heater
ElectricCircuit Breaker(s)
SewerPrivate, Septic
UtilitiesCable Available, Propane, Telephone Available

Other

Taxes$8,105
Seasonal Y/NNo
Operating Expenses18117
TrashTenant
Foot Print Dim43x45
Date Listed05/20/2025
Unit 1 Deposit$1,000
Unit 2 Rent Amount$1,200
Unit 3 Rent Amount$1,200
Unit 4 Rent amount$1,000
View Count41

Location

TownWinchester
StateNH
Zip03441
CountyCheshire
ZoningRes
Address406 Back Ashuelot Road
Flood Zone Y/NNo

Property

Acreage1.8
GarageNo
Parking Spaces
Lot Description
- Corner
- Country Setting
- Landscaped
- Level
- Open
- Rolling
- Slight
- Sloping
Square Feet5,607
APX Fin AG Sqft3,870
Road Frontage420
RoadsPublic
AreaNH-Cheshire

Amenities

Exterior Amenities
- Building
- Covered Porch
- Double Pane Window(s)
- Garden Space
- Natural Shade
- Outbuilding
- Shed
- Window Screens
PricePerSqFt107.01

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 March 7, 2026 4:22 AM EST

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406 Back Ashuelot RoadWinchester, NH 03441MLS Number 5041951

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