21 Winterhaven Rd, Wolfeboro, NH 03894
1st. Floor Master Bdrm
Property image
OFF MARKET

$555,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,794 sqft (on 1.01 acres)

21 Winterhaven Rd, Wolfeboro, NH 03894

Est. Refi. Payment $3,422/mo*
Refinance Your Home
Currently Off Market - Sold Sep 27, 2013 for $180,000

Home Value

Trulia Estimate
$556K
Since last month
Decreased$7K (-1.2%)
Since last year
Increased$41K (+8%)
Since last sale
Increased$379K (+210.3%)
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 +176% in the last 10 years
MonthEstimated value
2026
August 2026$559K
July 2026$565K
June 2026$561K
May 2026$558K
April 2026$540K
March 2026$525K
February 2026$516K
January 2026$504K
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
5 Winterhaven Rd, Wolfeboro, NH
0.23
Single-Family Home
$750,000
09/25/25
3
3
2,369
494 N Main St, Wolfeboro, NH
0.35
Single-Family Home
$400,000
05/12/26
2
1
1,048
5 Lloyd Road, Wolfeboro, NH
0.29
Single-Family Home
$760,000
08/05/26
3
3
1,701
12 Highland Terrace, Wolfeboro, NH
0.63
Single-Family Home
$560,000
04/01/26
2
2.5
2,424
6 Council Tree Lane, Wolfeboro, NH
0.85
Single-Family Home
$445,000
10/02/25
3
2
1,584
10 Lary Rd, Wolfeboro, NH
0.97
Single-Family Home
$320,000
10/21/25
2
2
2,506
6 Dudley Road, Wolfeboro, NH
0.91
Single-Family Home
$582,500
10/06/25
2
2
1,598
17 Waumbeck Road, Wolfeboro, NH
0.41
Single-Family Home
$538,510
03/12/26
4
2.5
3,547
427 North Main Street, Wolfeboro, NH
0.31
Single-Family Home
$975,000
02/27/26
5
3
4,669
62 Ambrose Way, Wolfeboro, NH
0.57
Single-Family Home
$775,000
08/27/25
3
2.5
2,034

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
00 Poor Farm Court, Wolfeboro, NH 03894
0.11
-
-
-
-
Off Market
28 Winterhaven Road, Wolfeboro, NH 03894
0.10
$729,600
2
2.5
2,470
Off Market
21 Port Wedeln Road, Wolfeboro, NH 03894
0.16
$727,200
3
2.5
2,285
Off Market
30 Winterhaven Road, Wolfeboro, NH 03894
0.13
$561,200
3
1.5
2,152
Off Market
19 Port Wedeln Road, Wolfeboro, NH 03894
0.17
$431,600
3
1
960
Off Market
12 Normas Lane, Wolfeboro, NH 03894
0.16
$703,100
3
1
1,264
Off Market
22 Port Wedeln Road, Wolfeboro, NH 03894
0.19
$430,900
3
1
1,296
Off Market
88 Normas Lane #88, Wolfeboro, NH 03894
0.17
-
-
-
-
Off Market
37 Port Wedeln Road, Wolfeboro, NH 03894
0.18
$573,900
3
2
1,976
Off Market
8 Port Wedeln Road, Wolfeboro, NH 03894
0.26
$631,500
2
2
1,190
Off Market
427 North Main Street, Wolfeboro, NH 03894
0.31
$975,000
5
3
4,669
Recently Sold
4 Aspen Drive, Wolfeboro, NH 03894
0.28
$445,700
2
1.5
1,250
Off Market

Local Information

  • Map ViewExplore the area around 21 Winterhaven Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
1.01 acres
Living Area
1,794 sqft
Price/Sqft
$310

About this House

Turn-key home in Wolfeboro is a short drive to Lake Winnipesaukee town beach and boat launch. This home has large level yard with lots of privacy and plenty of room for gardens, toys, boats, etc... Nicely maintained with large main floor plan and sits on over acre of land. Includes beautifully landscaped level lot with mature landscaping and has a huge detached 2 bay barn with second floor storage and covered outside storage for boats. This sprawling cape is year round and has 8 rooms, 2 baths, wood floors, wainscoting and fireplace. Also has a wonderful garden shed/greenhouse for the plant lover or use it for storage. Located under five minute downtown Wolfeboro for fine restaurants and shopping. Port Wedeln water-access lot is available for an extra $10,000, see MLS#4169823. Town has home listed as 4 bedrooms however it includes a 2 bedroom septic system approval. Motivated seller has this home priced to sell well below assessment, hurry this one won't las Brokered And Advertised By: Wolfeboro Bay Real Estate, LLC Listing Agent: Bill Hunt
21 Winterhaven Rd, Wolfeboro, NH 03894 is a 2 bedroom, 2 bathroom, 1,794 sqft single-family home built in 1980. It last sold for $180,000 on Sep 27, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $555,500, with a rent estimate of $2,689/month.

Home Details for 21 Winterhaven Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 1.01 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Sep 27, 2013
Source: N/A
Sold
$180,000
Aug 23, 2013
Source: Agent Provided
PriceChange
$199,000
Price decreased by 5%
Jul 11, 2013
Source: Agent Provided
PriceChange
$209,000
Price decreased by 5%
Aug 30, 2012
Source: Agent Provided
PriceChange
$219,000
Price decreased by 4%
Jul 2, 2012
Source: Agent Provided
Listed For Sale
$229,000

Market trends in Wolfeboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
65
15MoM

Around this home

What Locals Say about Wolfeboro

At least 21 Trulia users voted on each feature.

  • 95 % Say yards are well-kept

  • 95 % Say people would walk alone at night

  • 87 % Say it's dog friendly

  • 86 % Say car is needed

  • 81 % Say there's wildlife

  • 80 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say there are community events

  • 68 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 62 % Say it's walkable to grocery stores

  • 62 % Say it's quiet

  • 48 % Say streets are well-lit

  • 46 % Say it's walkable to restaurants

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Northern traveler
    "Plenty of town activities throughout the year! close to Lake Winnipesaukee. There are several good restaurants to choose from and welcoming hosts. Highly recommend!"
    0
    Flag
  • amriiesq
    "We built a water vacation home here 15 years ago and it is a wonderful four season home in an upscale NH community with private school, nearby colleges, shopping good but a hike, great outdoor and recreational area. Kings Pine Road a cathedral of solace and peace with interesting educated people doing interesting things"
    15
    Flag
  • W_hester
    "Fun place, many things to do. Love Albee beach"
    0
    Flag
  • Wendy M.
    "I live and work in Wolfeboro, it is designated as the "Oldest Summer Resort In America" and truly is central to maby wonderful places."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Winterhaven Rd

  • What is 21 Winterhaven Rd estimated to be worth?
    Trulia's estimated value for 21 Winterhaven Rd in Wolfeboro, NH is $555,500.
  • What is the price history for 21 Winterhaven Rd?
    21 Winterhaven Rd in Wolfeboro, NH last sold for $180,000 in September 2013.
  • Is Wolfeboro a buyer's or seller's market?
    Wolfeboro is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Wolfeboro?
    Residents describe Wolfeboro, NH as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Wolfeboro, NH.
  • Does 21 Winterhaven Rd have laundry facilities?
    Yes, 21 Winterhaven Rd in Wolfeboro, NH has in-unit laundry.
  • How big is the lot at 21 Winterhaven Rd?
    The lot at 21 Winterhaven Rd in Wolfeboro, NH is about 1 acre.

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