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Derrike Schmitt
REALTOR®
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295 Manning Hill Road, Winchester, NH 03470

$749,900
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BEDS3 BATHS2 full SQUARE FEET2,671 MLS#5089279
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLWinchester

Listing Courtesy of: BHG Masiello Keene


Property Description

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.

295 Manning Hill Road | MLS# 5089279

This single family home located at 295 Manning Hill Road, Winchester, NH 03470 is currently listed for sale by BHG Masiello Keene, with an asking price of $749,900. This property was built in 1987 and has 3 bedrooms and 2 full baths with 2671 sq. ft. Manning Hill Road is located within the Winchester school district. Search Winchester real estate on derrikeschmitt.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished
Cooling: None
Garage: 1
Heating: Electric, Gas Stove
Home Style: Cape
Lot Size: 37.00 Acres
Roof Type: Metal, Standing Seam
Stories: 1.5
Taxes: $7,417
Year Built: 1987

Amenities

Dining Area
Gas Fireplace
In-Law/ADU
Kitchen/Dining
Natural Light
Natural Woodwork
Skylight
Basement Laundry
Deck
Garden Space
Gazebo
Outbuilding
Above Ground Pool
Shed
Storage
Stable(s)

Feature Descriptions

Appliances: Dryer, Gas Range, Refrigerator, Washer, Gas Stove
Baths Full: 2
Construction: Wood Frame, Cedar Exterior
Construction Status: Existing
Days on Site: 19
Driveway: Crushed Stone, Gravel
Electric: Circuit Breaker(s)
Equipment: Gas Stove
Exterior: Wood Frame, Cedar Exterior
Flood Zone: No
Flooring: Carpet, Hardwood
Foundation: Poured Concrete
Lot: Country Setting, Field/Pasture, Hilly, Landscaped, Mountain View, Open, Pond, Secluded, Timber, Trail/Near Trail, View, Wooded, Near Paths, Rural, Near ATV Trail, Private
Number of Rooms: 7
Roads: Public
Sewer: Private
Sq. Ft. Above Grade Finished: 1512
Sq. Ft. Below Grade Finished: 1159
Sq. Ft. Total Finished: 2671
Total Stories: 1.5
Water: Drilled Well, Private
Zoning: RURAL

Local Schools

High School: Hinsdale Sr. High School
Middle School: Winchester School
Elementary School: Winchester School
School District: Winchester

Listed By / Shown By

Listed By

Agency Name: BHG Masiello Keene

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Shown By

Agent Name: Derrike Schmitt
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Estimated Payment

$ 2,505.76 per month $1,668.95 Principal & Interest $618.08 Property Tax $218.72 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:25:11 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Thu 06/04/2026 12:15:17 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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 2026-06-03 23:33:45

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