285 Pine Hill Rd, Wolfeboro, NH 03894
OFF MARKET

285 Pine Hill Rd
Wolfeboro, NH 03894

  • 3 Beds
  • 2 Baths
  • 2,634 sqft (on 5.26 acres)

$676,800

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $3,506/mo*
Refinance Your Home

$676,800

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $3,506/mo*
Refinance Your Home
3 Beds
2 Baths
2,634 sqft
(on 5.26 acres)

Local Information

  • Map ViewExplore the area around 285 Pine Hill Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

For more information please call Adam Dow, Listing Agent, 603-867-7311. Built in 1840, this sweet antique Cape Farmhouse known today as Sugar Hill Farm sits on a little over 5 acres and offers the comfort of today's living with the antique charm of period details. This property includes a separate studio building (the former saphouse), an attached two car garage as well as a two story attached barn. The home is noted in "Images of America Wolfeboro," a publication compiled by the Wolfeboro Historical Society.
285 Pine Hill Rd, Wolfeboro, NH 03894 is a 3 bedroom, 2 bathroom, 2,634 sqft single-family home built in 1840. It last sold for $290,000 on Aug 15, 2014. It is currently off market. The Trulia Estimate is $676,800, with a rent estimate of $2,688/month.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 285 Pine Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Dining Room, Master Bath
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Carpet
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: WoodLawnPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 5.26 acres

Price History for 285 Pine Hill Rd

DatePriceEventSource
08/15/2014$290,000Sold
N/A
06/14/2014$305,000PriceChange
Agent Provided
05/06/2014$315,000PriceChange
Agent Provided
04/01/2014$369,000Listed For SaleAgent Provided
05/01/2011$199,900ListingRemovedAgent Provided
04/29/2011$199,900Listed 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$5,260
Assessment$330,800
Home facts updated by county records

Comparable Sales for 285 Pine Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
309 Pine Hill Rd, Wolfeboro, NH
0.14
Single-Family Home
$210,000
10/02/25
3
1
1,020
269 Trotting Track Road, Wolfeboro, NH
0.58
Single-Family Home
$599,900
12/29/25
3
2
1,290
263 Trotting Track Road, Wolfeboro, NH
0.61
Single-Family Home
$549,900
11/21/25
3
2
1,290
19 Bennett Road, Wolfeboro, NH
0.92
Single-Family Home
$350,000
09/25/25
3
2
2,200
56 Beach Pond Road, Wolfeboro, NH
0.46
Single-Family Home
$368,000
11/14/25
3
1
1,249
125 Pine Hill Road, Wolfeboro, NH
0.71
Single-Family Home
$544,500
08/15/25
3
2
1,340
185 Ambrose Way, Wolfeboro, NH
0.85
Single-Family Home
$950,000
04/29/26
3
2
2,196
88 Ambrose Way, Wolfeboro, NH
1.01
Single-Family Home
$840,000
12/17/25
3
3
2,396
62 Ambrose Way, Wolfeboro, NH
1.13
Single-Family Home
$775,000
08/27/25
3
2.5
2,034
12 Percy Dr, Wolfeboro, NH
1.38
Single-Family Home
$287,000
11/10/25
3
3
2,090

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Assigned Schools

These are the assigned schools for 285 Pine Hill Rd.
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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
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  • 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."
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6 rentals with a washer/dryer in Wolfeboro, NH

Homes for sale near 285 Pine Hill Rd

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Off Market Homes Near 285 Pine Hill Rd

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