76 Middleton Rd, Wolfeboro, NH 03894
OFF MARKET

76 Middleton Rd
Wolfeboro, NH 03894

  • 4 Beds
  • 2 Baths
  • 2,436 sqft (on 5.10 acres)

$1,120,000

Trulia Estimate
as of Jul 25, 2026

$1,120,000

Trulia Estimate
as of Jul 25, 2026
4 Beds
2 Baths
2,436 sqft
(on 5.10 acres)

Local Information

  • Map ViewExplore the area around 76 Middleton Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1890
Lot Size
5.1 acres
Living Area
2,436 sqft
Price/Sqft
$460

About this House

This beautiful property known as Grey Shingles was built in the late 1800s and was used as a girls camp in the 1920s. Historic and unique, it offers 100 of water frontage on spring-fed Rust Pond, five acres, a beautiful wraparound porch, five seasonal cabins, and a huge barn finished as a rec hall complete with a screened porch. The house features beautiful woodwork, living room with fireplace, large bathrooms, a new heating system and four bedrooms. The private setting and gorgeous grounds provide great curb appeal. There is vintage charm inside and out and with the expansive back yard, stone walls, fruit trees, and pathway to the beach and dock this would make a wonderful spot for a family compound or seasonal rentals. Convenient to all Wolfeboro amenities, this property has everything going for it!
76 Middleton Rd, Wolfeboro, NH 03894 is a 4 bedroom, 2 bathroom, 2,436 sqft single-family home built in 1890. It last sold for $535,000 on Jul 17, 2015. It is currently off market. The Trulia Estimate is $1,120,000, with a rent estimate of $2,873/month.

Home Details for 76 Middleton Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Other, OtherHeating Fuel: Baseboard
Interior Details
Number of Rooms: 10Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Laminate

Exterior Features

Exterior Home Features
Roof: MetalExterior: WoodPatioPorch

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 5.10 acres

Price History for 76 Middleton Rd

DatePriceEventSource
07/17/2015$535,000Sold
N/A
05/16/2015$549,000Listed For SaleAgent Provided
10/25/2014$599,000ListingRemovedAgent Provided
04/25/2014$599,000Listed For SaleAgent Provided

Market trends in Wolfeboro

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
7MoM
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Property Tax and Assessment

Year2024
Tax$12,510
Assessment$786,800
Home facts updated by county records

Comparable Sales for 76 Middleton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
87 Middleton Road, Wolfeboro, NH
0.32
Single-Family Home
$560,000
01/16/26
3
2
2,366
67 Middleton Road, Wolfeboro, NH
0.13
Single-Family Home
$455,000
11/24/25
3
2
1,380
1 Sleepy Hollow Road, Wolfeboro, NH
0.21
Single-Family Home
$500,000
11/25/25
3
3.5
2,700
43 Mountain West Dr, Tuftonboro, NH
0.88
Single-Family Home
$615,000
10/09/25
3
2
3,062
39 Winnipesaukee Drive, Wolfeboro, NH
0.76
Single-Family Home
$575,000
12/31/25
3
2.5
2,028
45 Winnipesaukee Drive, Wolfeboro, NH
0.81
Single-Family Home
$875,000
12/11/25
4
2.5
2,175
624 South Main Street, Wolfeboro, NH
0.43
Single-Family Home
$399,000
11/14/25
2
2
1,435
23 Friar Tuck Way, Wolfeboro, NH
1.05
Single-Family Home
$525,000
11/14/25
3
2.5
1,482
32 Friar Tuck Way, Wolfeboro, NH
1.09
Single-Family Home
$575,000
09/24/25
3
1.5
1,904
338 Middleton Road, Wolfeboro, NH
1.13
Single-Family Home
$757,000
07/10/26
3
2.5
2,403

Nearby homes

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Assigned Schools

These are the assigned schools for 76 Middleton Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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!"
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  • 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
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Apartments for Rent

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Homes for sale near 76 Middleton Rd

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Off Market Homes Near 76 Middleton Rd

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