295 Manning Hill Road

Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Gallery Image 46
Gallery Image 47
Gallery Image 48
Gallery Image 49
Gallery Image 50
Gallery Image 51
Gallery Image 52
Gallery Image 53
Gallery Image 54
Gallery Image 55
$599,900
3 beds2,671 sqft$225/sqft
295 Manning Hill Rd, Winchester, NH 03470
Est: $3,667/moGet pre-approved

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...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.
LISTING UPDATED: 08/18/2026 10:12 PM

  1. Listed by Paul Rodenhauser • BHG Masiello Keene

Property Details for 295 Manning Hill Road

Status
Active
MLS #
5089279
Days on Market
95
Taxes
$7,417 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1987
Lot Size
37.00 AC / 1,611,720 SF
County
Cheshire County
Zoning
RURAL

Location

Listing Courtesy of BHG Masiello Keene
Add your commute

Building Information for 295 Manning Hill Road

Stories1Year Built1987Building Size-Lot Size37.00 AC / 1,611,720 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,667 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,049

Property Taxes

$618

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 295 Manning Hill Road

Summary
Location and General Information
  • City: Winchester
  • County: NH-Cheshire
  • Directions: Please type 295 Manning Hill Rd. Winchester, NH 03470 into GPS from current location.
  • Latitude: 42.747287666536828
  • Longitude: -72.397812000000002
  • Road Frontage: TBD
  • Seasonal: No
  • State: NH
  • Street Designation: Road
  • Map: 5
  • Zip Code: 03470
Taxes and HOA Information
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Crushed Stone, Gravel
Property
Lot Information
  • Block: 0000
  • Lot: 1
  • Lot Features: Country Setting, Field/Pasture, Hilly, Landscaped, Mountain View, Open, Secluded, Timber, Trail/Near Trail, View, Wooded, Near Paths, Rural, Near ATV Trail, Private
  • Lot Size Acres: 37.0
  • Water Body Access: No
  • Total Finished Area: 2671.0
  • Above Grade Finished Area: 1512.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 1159.0
  • Below Grade Finished Area Source: Other
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Other
  • Lot Size Square Feet: 1611720.0
  • Total Area: 2671.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • Surveyed: Yes
  • Year Built: 1987
  • School District: Winchester School District
  • High School: Hinsdale Sr. High School
  • Middle/Jr School: Winchester School
  • Elementary School: Winchester School
  • Property Tax Relief Program: Yes
Utilities
  • Electric Company: EVERSOURCE
  • Electric: Circuit Breaker(s)
  • Sewer: Private
  • Water Source: Drilled Well, Private
  • Utilities: Other
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Cedar Exterior
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dryer, Gas Range, Refrigerator, Washer, Gas Stove
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished
  • Flooring: Carpet, Hardwood
  • Heating: Electric, Gas Stove
  • Cooling: None
  • Total Stories: 1.5
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2

Property History for 295 Manning Hill Road

DateEvent & SourcePriceAppreciation
May 15, 2026

Listed (Active)

New England Real Estate Network #5089279

$749,900—
DateEvent & SourcePrice
05/15/2026

Listed (Active)

New England Real Estate Network #5089279

$749,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 295 Manning Hill Road

Taxable ValueLand$55,608Additions$208,000Total$263,608
Tax Record2024$7,711 ($643 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,891 SqFtAbove Grade Finished SqFt1,891 SqFtStories2Lot Size1,733,688 SqFtStyleSingle Family ResidenceYear Built1987Year Renovated1987ZoningRURALCountyCHESHIREAPNWNCH M:00005 B:000001 L:000000

Schools near 295 Manning Hill Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Winchester School
Public - PK to 8
Keene High School
Public - 9 to 12
Rating
School
Distance
Winchester School
PublicPK to 8

Keene High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 03470

$715,000 | 27 Headlands Road, Winchester, NH 03470
1/36

$715,000

2
Bedrooms
1,351
Square Feet
0.16
Acres

27 Headlands Road, Winchester, NH 03470

$290,000 | 292 Richmond Road, Winchester, NH 03470
1/25

$290,000

Unavailable
Bedrooms
4,739
Square Feet
3.02
Acres

292 Richmond Road, Winchester, NH 03470

$280,000 | 19 Back Ashuelot Road, Winchester, NH 03470
1/26

$280,000

4
Bedrooms
1,493
Square Feet
0.81
Acres

19 Back Ashuelot Road, Winchester, NH 03470

$3,995,000 | 398 Scofield Mountain Road, Winchester, NH 03470
1/60
Listed By Coldwell Banker Realty

$3,995,000

4
Bedrooms
5,120
Square Feet
141
Acres

398 Scofield Mountain Road, Winchester, NH 03470

$698,000 | 39 Headlands Road, Winchester, NH 03470
1/33

$698,000

3
Bedrooms
1,364
Square Feet
0.36
Acres

39 Headlands Road, Winchester, NH 03470

$479,900 | 166 Keene Road, Winchester, NH 03470
1/60

$479,900

3
Bedrooms
1,808
Square Feet
4.3
Acres

166 Keene Road, Winchester, NH 03470

$475,000 | 305 Richmond Road, Winchester, NH 03470
1/54
Listed By Coldwell Banker RealtyActive Under Contract

$475,000

5
Bedrooms
2,790
Square Feet
1
Acres

305 Richmond Road, Winchester, NH 03470

$120,000 | 190 Ashuelot Street, Winchester, NH 03470
1/13

$120,000

3
Bedrooms
1,457
Square Feet
1.4
Acres

190 Ashuelot Street, Winchester, NH 03470

$239,900 | 65 Mechanic Street, Winchester, NH 03470
1/19

$239,900

4
Bedrooms
2,128
Square Feet
1.2
Acres

65 Mechanic Street, Winchester, NH 03470

Explore Nearby Homes

More information about 295 Manning Hill Road, Winchester, NH 03470

295 Manning Hill Road is a single family home for sale in Winchester, NH 03470. This property was listed for sale on May 15, 2026 by BHG Masiello Keene, it's currently listed at $599,900. This listing's school districts are Winchester School District, Keene School District. Nearby schools include Winchester School and Keene High School. 295 Manning Hill Road is a 3-bed, 2-bath, 2,671 sqft single family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of BHG Masiello Keene

Copyright 2026 PrimeMLS, 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 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 08/19/2026 03:37 PM