295 Manning Hill Road, Winchester, NH, 03470 | $749,900

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.

Features

  • Rooms: 7
  • Bedrooms: 3
  • Baths: 2 full
  • Style: Cape
  • Year Built: 1987
  • Garage: 1-car Garage
  • Heating: Electric,Gas Stove
  • Cooling: None
  • Basement: Finished
  • Approx Sq. Feet: 2,671
  • Acreage: 37
  • Est. Taxes: $7,417
  • Lot Desc: Country Setting,Field/Pasture,Hilly,Landscaped,Mountain View,Open,Pond,Secluded,Timber,Trail/Near Trail,View,Wooded,Near Paths,Rural,Near ATV Trail,Private
  • Elem. School: Winchester School
  • Middle School: Winchester School
  • High School: Hinsdale Sr. High School
  • School District: Winchester School District
  • MLS#: 5089279
  • Website: https://www.raveis.com
    /prop/5089279/295manninghillroad_winchester_nh?source=qrflyer
©2026 New England Real Estate Network, Inc. All rights reserved.This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. 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 5/24/2026
Listing courtesy of BHG Masiello Keene   Phone: 603-352-5433
Listing Agent: Paul Rodenhauser

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

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Our Insurance Division:

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295 Manning Hill Road, Winchester, NH, 03470

$749,900

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $599,920 $599,920 $599,920
Term 360 months 360 months 180 months
Initial Interest Rate** 6.250% 6.490% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.474% 6.640% 5.972%
Monthly Tax Payment $618 $618 $618
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,694 $3,788 $4,982
Total Monthly Payment $4,404 $4,498 $5,692

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.