44 Middleton Road, Wolfeboro, NH 03894
OFF MARKET
Listed by Jodi Hughes, BHHS Verani Wolfeboro, (603) 569-6060 . Bought with BHHS Verani Wolfeboro

$341,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,800 sqft (on 1 acre)

44 Middleton Road, Wolfeboro, NH 03894

Refinance Your Home
Currently Off Market - Sold Mar 12, 2025 for $315,000

Home Value

Trulia Estimate
$341K
Since last month
Increased$2K (+0.6%)
Since last year
Increased$24K (+7.7%)
Since last sale
Increased$26K (+8.3%)
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 +53% in the last 10 years
MonthEstimated value
2026
September 2026$341K
August 2026$336K
July 2026$339K
June 2026$333K
May 2026$334K
April 2026$334K
March 2026$329K
February 2026$339K
January 2026$334K
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
67 Middleton Road, Wolfeboro, NH
0.12
Single-Family Home
$455,000
11/24/25
3
2
1,380
1 Sleepy Hollow Road, Wolfeboro, NH
0.04
Single-Family Home
$500,000
11/25/25
3
3.5
2,700
624 South Main Street, Wolfeboro, NH
0.28
Single-Family Home
$399,000
11/14/25
2
2
1,435
20 Alpine Meadows Road, Wolfeboro, NH
0.80
Single-Family Home
$350,000
04/01/26
3
2.5
1,686
87 Middleton Road, Wolfeboro, NH
0.34
Single-Family Home
$560,000
01/16/26
3
2
2,366
39 Winnipesaukee Drive, Wolfeboro, NH
0.69
Single-Family Home
$575,000
12/31/25
3
2.5
2,028
38 Pleasant Valley Road, Wolfeboro, NH
1.05
Single-Family Home
$400,000
10/30/25
3
2
1,196
4 Anagance Lane, Wolfeboro, NH
1.16
Single-Family Home
$552,000
08/11/26
3
1.5
2,170
45 Winnipesaukee Drive, Wolfeboro, NH
0.72
Single-Family Home
$875,000
12/11/25
4
2.5
2,175

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
1 Sleepy Hollow Road, Wolfeboro, NH 03894
0.04
$500,000
3
3.5
2,700
Recently Sold
16 Middleton Road, Wolfeboro, NH 03894
0.12
$428,800
4
1
2,064
Off Market
67 Middleton Road, Wolfeboro, NH 03894
0.12
$455,000
3
2
1,380
Recently Sold
22 Sleepy Hollow Road, Wolfeboro, NH 03894
0.15
$501,600
3
2
1,754
Off Market
660 South Main Street, Wolfeboro, NH 03894
0.25
$325,800
4
2
2,090
Off Market
668 South Main Street, Wolfeboro, NH 03894
0.27
$579,600
6
3
3,105
Off Market
624 South Main Street, Wolfeboro, NH 03894
0.28
$415,700
2
2
1,435
Off Market
35 Abenaukee Drive, Wolfeboro, NH 03894
0.31
$614,800
3
3.5
3,072
Off Market
267-23 Winnipesaukee Drive, Wolfeboro, NH 03894
0.32
$235,000
-
-
-
Recently Sold
18-8 Winnipesaukee Drive Survey Lot 8 - Town lot 18, Wolfeboro, NH 03894
0.32
$150,000
-
-
-
Recently Sold
19-7 Winnipesaukee Drive Survey lot 7-Town lot 19, Wolfeboro, NH 03894
0.33
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 44 Middleton Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1860
1 acre lot
1,800 sqft
$190/sqft

About this House

This single-family home is located at 44 Middleton Road, Wolfeboro, NH. 44 Middleton Road is in Wolfeboro, NH and in ZIP code 03894. This property has 3 bedrooms, 2 bathrooms and approximately 1,800 sqft of floor space. This property has a lot size of 1 acre and was built in 1860.
44 Middleton Road, Wolfeboro, NH 03894 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1860. It last sold for $315,000 on Mar 12, 2025 (4% below the $328,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $341,300, with a rent estimate of $2,673/month.

Home Details for 44 Middleton Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1800 Square Feet
Appliances & Utilities
Utilities: Cable at Site
Heating & Cooling
Heating: BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFoundation: Concrete
Parking & Garage
No GarageParking: Paved
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Private Sewer
Farm & Range
Frontage Length: Road frontage: 108
Finished Area
Finished Area (above surface): 1800 Square Feet

Property Information

Year Built
Year Built: 1860
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $328,000

Location

Direction & Address
City: Wolfeboro

Building

Building Area
Building Area: 2550 Square Feet

Lot Information

Lot Area: 1 Acres

Miscellaneous

BasementMls Number: 5031870Attribution Contact: Cell: 603-455-9533Above Grade Unfinished Area: 1800Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 750Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Mar 12, 2025
Source: PrimeMLS #5031870
Sold
$315,000
May 7, 2013
Source: N/A
Sold
$165,000
Jan 10, 2013
Source: Agent Provided
PriceChange
$168,900
Price decreased by 11%
Jul 10, 2012
Source: Agent Provided
Listed For Sale
$189,900

Market trends in Wolfeboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
5MoM

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

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-17 00:48:25 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 44 Middleton Road

  • What is 44 Middleton Road estimated to be worth?
    Trulia's estimated value for 44 Middleton Road in Wolfeboro, NH is $341,300.
  • What is the price history for 44 Middleton Road?
    44 Middleton Road in Wolfeboro, NH last sold for $315,000 in March 2025.
  • 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.
  • How big is the lot at 44 Middleton Road?
    The lot at 44 Middleton Road in Wolfeboro, NH is about 1 acre.
  • Does 44 Middleton Road have parking?
    Yes, 44 Middleton Road in Wolfeboro, NH has on-site parking.

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