295 Manning Hill Road, Winchester, NH 03470

Listing by: Paul Rodenhauser, BHG Masiello Keene, 603-352-5433

3 Beds

2 Baths

2,671SqFt

Active

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

Property Details
Price $749,900
Bedrooms 3
Full Baths 2
Half Baths 0
Total Baths 2
Property Style Cape
Lot Size Area 1611720
Acres 37
Property Type Residential
Sub type SingleFamilyResidence
MLS® Sub type Single Family
Stories 1
Features Dining Area,Gas Fireplace,In-Law/ADU,Kitchen/Dining,Natural Light,Natural Woodwork,Skylight,Basement Laundry
Exterior Features Deck,Garden Space,Gazebo,Outbuilding,Above Ground Pool,Shed,Storage,Stable(s)
Year Built 1987
Roof Metal,Standing Seam
Heating Electric,Gas Stove
Foundation Poured Concrete
Lot Description Country Setting,Field/Pasture,Hilly,Landscaped,Mountain View,Open,Pond,Secluded,Timber,Trail/Near Trail,View,Wooded,Near Paths,Rural,Near ATV Trail,Private
Parking Spaces 1
Garage spaces 1
Additional Rooms 7
Geographic Data
Directions Please type 295 Manning Hill Rd. Winchester, NH 03470 into GPS from current location.
County NH-Cheshire
Latitude 42.747287666537
Longitude -72.397812
Market Area NH-Cheshire
Address Information
Address 295 Manning Hill Road, Winchester, NH 03470
Postal Code 03470
City Winchester
State NH
Country United States
Listing Information
Listing Office BHG Masiello Keene
Listing Office Phone 603-352-5433
Listing Office Email denisewhitney@masiello.com
Listing Agent Paul Rodenhauser
Listing Agent Phone 603-352-5433
School Information
District Winchester School District
Elementary School Winchester School
Middle School Winchester School
High School Hinsdale Sr. High School
MLS® Information
Days on market 3
MLS® Status Active
Listing Date May 15, 2026
Listing Last Modified May 18, 2026
Tax Year 2025
Tax Annual Amount 7417
MLS® Area NH-Cheshire
MLS® # 5089279

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This information is believed to be accurate, but without any warranty.