5 Simon Hill Rd, Ossipee, NH 03864
Property image
Property image
OFF MARKET

5 Simon Hill Rd
Ossipee, NH 03864

  • 4 Beds
  • 2.5 Baths
  • 2,856 sqft (on 4.85 acres)

$801,900

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $4,927/mo*

$801,900

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $4,927/mo*
4 Beds
2.5 Baths
2,856 sqft
(on 4.85 acres)

Local Information

  • Map ViewExplore the area around 5 Simon Hill Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
4.85 acres
Living Area
2,856 sqft
Price/Sqft
$281
Parking
Garage

About this House

Nestled among the trees up on a hill, enjoy the lake and mountain views from your second story deck! Plenty of room for family gatherings around the kitchen bar with wood cathedral ceilings above and lots of windows to bring in the outdoors. Everyone will find some private space in the 4 bedrooms plus a bonus room that could by used for exercise equipment or an office. Master bedroom suite has its own level overlooking the gathering area with a shower that has lots of room and several shower heads. Plenty of room in the 4 garage bays for all of your toys. Close to major snowmobile trails and several lakes. Off the beaten path and yet only 3 miles to Route 16 for easy access to the seacoast and lakes regions. Short drive to ski resorts. Showings begin 2-28-2021. Agent has personal interest.
5 Simon Hill Rd, Ossipee, NH 03864 is a 4 bedroom, 3 bathroom, 2,856 sqft single-family home built in 2006. It last sold for $627,500 on Apr 16, 2021. It is currently off market. The Trulia Estimate is $801,900, with a rent estimate of $3,532/month.

Home Details for 5 Simon Hill Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDryerMicrowave
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

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

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 4.85 acres

Price History for 5 Simon Hill Rd

DatePriceEventSource
04/16/2021$627,500Sold
PrimeMLS #4848786
03/13/2021$649,000ContingentPrimeMLS #4848786
02/27/2021$649,000Listed For SalePrimeMLS #4848786
09/20/2012$270,000Sold
N/A
05/24/2012$285,000PriceChange
Agent Provided
03/03/2012$299,900PriceChange
Agent Provided
08/01/2011$325,000Listed For SaleAgent Provided
05/21/1999$14,000Sold
N/A

Market trends in Ossipee

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
36
9
MoM
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Property Tax and Assessment

Year2024
Tax$7,481
Assessment$644,900
Home facts updated by county records

Comparable Sales for 5 Simon Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Single-Family Home
$819,000
11/12/25
4
3
3,333
0.72
Single-Family Home
$650,000
05/29/26
3
2
2,731
1.24
Single-Family Home
$599,000
06/10/26
3
2.5
2,144
1.18
Single-Family Home
$585,000
01/12/26
3
2.5
1,980
1.03
Single-Family Home
$530,000
04/17/26
3
1
1,929
1.52
Single-Family Home
$436,000
11/04/25
2
2
2,480
1.73
Single-Family Home
$790,000
08/01/25
4
2.5
3,000
0.69
Single-Family Home
$180,000
02/27/26
1
1
911
1.66
Single-Family Home
$683,000
05/28/26
2
1.5
1,751
1.55
Single-Family Home
$169,000
09/19/25
2
1
640

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Simon Hill Rd.
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 Ossipee

At least 14 Trulia users voted on each feature.
  • 93 % Say parking is easy

  • 87 % Say yards are well-kept

  • 87 % Say there's wildlife

  • 78 % Say car is needed

  • 69 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 63 % Say it's dog friendly

  • 63 % Say people would walk alone at night

  • 60 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 43 % Say kids play outside

  • 43 % Say there are community events

  • 10 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Am .
    "Animal friendly neighborhood! People clean up after Their animals... friendly neighbors. Clean area..."
  • Michelle L. G.
    "It can be a nice place to raise a family, but it has it’s struggles, not many dude walks down town, a lot of generational family disfunction, drugs. Nice small town feel. Down town is starting to get more and more exciting with the Sap house Meadery, Mountain View Station, etc. "
  • Erin J.
    "Nothing really happend it’s just nice having quit and feel like no one is watching you at all times "
  • Davidsprescott
    "Grew up skiing in the region for most of my life. Children brought Lake Winni interests but prices and taxes make retreating impossible. But just ten minutes away is twice the house, half the price, the haven of Lake Ossipee and Mountain Region while still enjoying the Lakes Region shops, restaurants, and community. Check out the listings and see for yourself. You won't be sorry with these views."
  • Ruth C.
    "Quiet and beautiful place to live. Close to all basic amenities, including skiing, snow machining, boating, swimming. Love it here"
  • Schouinard
    "I have a summer home on Ossipee Lake. This area has skiing and snowmobiling in the winter and all kinds of summer fun in the summer months. Center Ossipee is tucked into the area. Plenty of room for growth, but still the quiet feel of a small town. Must see!"

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Apartments for Rent

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Homes for sale near 5 Simon Hill Rd

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Off Market Homes Near 5 Simon Hill Rd

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