52 Pudding Hill Rd, Winchester, NH 03470
Property image
Property image
OFF MARKET

$486,200

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 2,112 sqft (on 40 acres)

52 Pudding Hill Rd, Winchester, NH 03470

Est. Refi. Payment $3,311/mo*
Refinance Your Home
Currently Off Market - Sold Jun 27, 2018 for $227,500

Home Value

Trulia Estimate
$486K
Since last month
Increased$11K (+2.3%)
Since last year
Increased$20K (+4.1%)
Since last sale
Increased$262K (+115.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +143% in the last 10 years
MonthEstimated value
2026
August 2026$490K
August 2026$490K
July 2026$479K
June 2026$477K
May 2026$471K
April 2026$473K
March 2026$471K
February 2026$447K
January 2026$441K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
415 Richmond Road, Winchester, NH
0.13
Single-Family Home
$249,500
11/14/25
2
1.5
1,440
49 Old Mtn Turnpike Road, Winchester, NH
0.15
Single-Family Home
$540,000
07/31/26
3
2
1,528
30 Acorn Drive, Winchester, NH
0.51
Single-Family Home
$375,000
06/18/26
2
2
1,612
12 Pudding Hill Road, Winchester, NH
0.34
Single-Family Home
$361,000
06/18/26
3
2
1,546
220 Richmond Road, Winchester, NH
0.90
Single-Family Home
$265,000
10/10/25
2
1.5
1,220
341 Scotland Rd, Winchester, NH
1.32
Single-Family Home
$226,000
05/01/26
3
1
1,800
9 Scotland Rd, Winchester, NH
0.50
Single-Family Home
$98,000
01/05/26
3
1
1,311
290 Scotland Road, Winchester, NH
1.03
Single-Family Home
$283,000
05/07/26
3
2
1,092
550 Winchester Road, Richmond, NH
1.48
Single-Family Home
$340,000
11/21/25
3
2
1,691
19 Toofs Drive, Winchester, NH
1.37
Single-Family Home
$295,000
02/27/26
3
2
1,344

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
415 Richmond Road, Winchester, NH 03470
0.13
$249,500
2
1.5
1,440
Recently Sold
49 Old Mtn Turnpike Road, Winchester, NH 03470
0.15
$540,000
3
2
1,528
Recently Sold
384 Richmond Road, Winchester, NH 03470
0.17
$313,100
2
2
1,296
Off Market
79 Old MT. Turnpike Road, Winchester, NH 03470
0.21
$394,400
3
1
1,456
Off Market
12 Pudding Hill Road, Winchester, NH 03470
0.34
$361,000
3
2
1,546
Recently Sold
49 Scotland Road, Winchester, NH 03470
0.41
$199,000
3
2
960
Recently Sold
329 Richmond Road, Winchester, NH 03470
0.43
$143,700
3
1.5
1,080
Off Market
24 Scotland Road, Winchester, NH 03470
0.43
$164,700
3
1
1,232
Off Market
319 Richmond Road, Winchester, NH 03470
0.48
$182,500
2
1
1,086
Off Market
30 Acorn Drive, Winchester, NH 03470
0.51
$375,000
2
2
1,612
Recently Sold
Map3 Lot9 Scotland Road, Winchester, NH 03470
0.59
$110,000
-
-
-
Recently Sold
22 Jones Road, Winchester, NH 03470
0.56
$91,200
3
1
1,454
Off Market

Local Information

  • Map ViewExplore the area around 52 Pudding Hill Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
40 acres
Living Area
2,112 sqft
Price/Sqft
$230
Parking
Garage

About this House

This single-family home is located at 52 Pudding Hill Rd, Winchester, NH. 52 Pudding Hill Rd is in Winchester, NH and in ZIP code 03470. This property has 2 bedrooms, 2 bathrooms and approximately 2,112 sqft of floor space. This property has a lot size of 40.00 acres and was built in 1987.
52 Pudding Hill Rd, Winchester, NH 03470 is a 2 bedroom, 2 bathroom, 2,112 sqft single-family home built in 1987. It last sold for $227,500 on Jun 27, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $486,200, with a rent estimate of $2,703/month.

Home Details for 52 Pudding Hill Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 40.00 acres

Price and Tax history

DateEventPrice
Jun 27, 2018
Source: PrimeMLS #4659892
Sold
$227,500
Apr 10, 2018
Source: Agent Provided
PendingToActive
$239,900
Dec 16, 2017
Source: Agent Provided
Pending
$239,900
Sep 20, 2017
Source: Agent Provided
Listed For Sale
$239,900

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
15
1MoM

Around this home

What Locals Say about Winchester

At least 16 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 80 % Say yards are well-kept

  • 76 % Say there's holiday spirit

  • 73 % Say there's wildlife

  • 68 % Say people would walk alone at night

  • 60 % Say it's dog friendly

  • 56 % Say it's quiet

  • 53 % Say kids play outside

  • 48 % Say neighbors are friendly

  • 43 % Say they plan to stay for at least 5 years

  • 35 % Say it's walkable to grocery stores

  • 31 % Say streets are well-lit

  • 30 % Say there are community events

  • 23 % Say it's walkable to restaurants

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Flynnstrucking
    "there is Plenty of open space to walk your dog without having to worry about picking up after it. you can have your own private trails right out your back door"
    0
    Flag
  • Angelica M.
    "Dope heads. Idk it’s not the best or worst place to live. It’s far away from society and school sucks"
    0
    Flag
  • unknown
    "Boring. Druggies, condemned, abandon, no activity, lots of kid parks, school, noises, fast cars, no laws, rude people"
    0
    Flag
  • Jeannette D.
    "Compared to other outlying Cheshire County towns, Winchester, NH gets the highest mark for in-town amenities. Winchester, NH has its own locally owned grocery store, hardware store, pharmacy, clinic, bank and more! Additionally, the natural amenities are outstanding and include, Forest Lake, Ashuelot River, 14,000 acre Pisgah State Park, Rails to Trails. In Winchester, NH, you get the best of both worlds - rural living with close by amenities. AND you can get there from here! 15 minutes to I91 in Berndarston, MA, 20 minutes to Keene, NH, Greenfield, MA or Brattleboro, VT."
    8
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 52 Pudding Hill Rd

  • What is 52 Pudding Hill Rd estimated to be worth?
    Trulia's estimated value for 52 Pudding Hill Rd in Winchester, NH is $486,200.
  • What is the price history for 52 Pudding Hill Rd?
    52 Pudding Hill Rd in Winchester, NH last sold for $227,500 in June 2018.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winchester?
    Residents describe Winchester, NH as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, NH.
  • Does 52 Pudding Hill Rd have laundry facilities?
    Yes, 52 Pudding Hill Rd in Winchester, NH has in-unit laundry.
  • How big is the lot at 52 Pudding Hill Rd?
    The lot at 52 Pudding Hill Rd in Winchester, NH is about 40 acres.

Apartments for Rent

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Off Market Homes Near 52 Pudding Hill Rd

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