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.
Active
Listed by: BHG Masiello Keene • Paul Rodenhauser
Price cut: $50.1K (8/18)
$599,900
295 Manning Hill Road, Winchester, NH 03470
3beds
2,671sqft
Single Family Residence
Built in 1987
37 Acres Lot
$593,400 Zestimate®
$225/sqft
$-- HOA
What's special
Garage spaceBeautiful viewsAbove-ground poolMini-split heating and coolingBeautifully maintained homeFormal dining roomKoi pond
- 112 days
- 2,798
- 231
Zillow last checked:
Listing updated:
Listed by:
Paul Rodenhauser,
BHG Masiello Keene 603-352-5433
Source: PrimeMLS,MLS#: 5089279
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Electric, Gas Stove
Cooling
- None
Appliances
- Included: Dryer, Gas Range, Refrigerator, Washer, Gas Stove
- Laundry: In Basement
Features
- Dining Area, In-Law/ADU, Kitchen/Dining, Natural Light, Natural Woodwork
- Flooring: Carpet, Hardwood
- Windows: Skylight(s)
- Basement: Finished,Interior Entry
- Has fireplace: Yes
- Fireplace features: Gas
Interior area
- Total structure area: 2,671
- Total interior livable area: 2,671 sqft
- Finished area above ground: 1,512
- Finished area below ground: 1,159
Property
Parking
- Total spaces: 1
- Parking features: Crushed Stone, Gravel
- Garage spaces: 1
Features
- Levels: One and One Half
- Stories: 1.5
- Exterior features: Deck, Garden, Shed, Storage
- Has private pool: Yes
- Pool features: Above Ground
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 37 Acres
- Features: Country Setting, Field/Pasture, Hilly, Landscaped, Open Lot, Secluded, Timber, Trail/Near Trail, Views, Wooded, Near Paths, Rural, Near ATV Trail
Details
- Additional structures: Gazebo, Outbuilding, Stable(s)
- Parcel number: WNCHM00005B000001L000000
- Zoning description: RURAL
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape
- Property subtype: Single Family Residence
Materials
- Wood Frame, Cedar Exterior
- Foundation: Poured Concrete
- Roof: Metal,Standing Seam
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Private Sewer
- Utilities for property: Other
Community & HOA
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $225/sqft
- Tax assessed value: $263,608
- Annual tax amount: $7,417
- Date on market: 5/15/2026
Estimated market value
$593,400
$564,000 - $623,000
$3,252/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2026 | Price change | $599,900-7.7%$225/sqft |
Source: | ||
| 7/27/2026 | Price change | $650,000-3.7%$243/sqft |
Source: | ||
| 7/3/2026 | Price change | $675,000-6.9%$253/sqft |
Source: | ||
| 6/10/2026 | Price change | $724,900-3.3%$271/sqft |
Source: | ||
| 5/15/2026 | Listed for sale | $749,900$281/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,711 +15.7% | $263,608 +25.3% |
| 2023 | $6,665 +10.2% | $210,399 -0.1% |
| 2022 | $6,047 -0.4% | $210,707 -0.1% |
| 2021 | $6,070 | $210,970 |
| 2020 | $6,070 -9.9% | $210,970 +11.6% |
| 2019 | $6,740 +2.6% | $189,104 +0% |
| 2018 | $6,567 +19.4% | $189,088 +5% |
| 2016 | $5,500 0% | $180,152 +0.1% |
| 2015 | $5,502 -1.4% | $179,906 -1.4% |
| 2014 | $5,580 -0.5% | $182,466 +0% |
| 2013 | $5,606 +9.9% | $182,423 -0.2% |
| 2012 | $5,102 -5% | $182,750 +2.2% |
| 2011 | $5,372 +3.9% | $178,887 -6.8% |
| 2009 | $5,169 -0.1% | $191,862 +4.8% |
| 2008 | $5,176 +1% | $183,099 -2.1% |
| 2007 | $5,124 | $187,019 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 03470
Nearby schools
Schools provided by the listing agent
- Elementary: Winchester School
- Middle: Winchester School
- High: Hinsdale Sr. High School
- District: Winchester School District
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.



