161 Skyline Dr, Oakham, MA 01068
Property image
Property image
OFF MARKET

$574,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,248 sqft (on 3.28 acres)

161 Skyline Dr, Oakham, MA 01068

Est. Refi. Payment $3,572/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2020 for $392,000

Home Value

Trulia Estimate
$574K
Since last month
Decreased$8K (-1.3%)
Since last year
Increased$10K (+1.8%)
Since last sale
Increased$181K (+46.1%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$573K
August 2026$573K
July 2026$580K
June 2026$582K
May 2026$575K
April 2026$573K
March 2026$569K
February 2026$561K
January 2026$549K
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
0.20
Single-Family Home
$645,000
06/29/26
3
2.5
2,248
0.17
Single-Family Home
$150,000
05/28/26
4
3.5
2,416
0.56
Single-Family Home
$524,900
04/09/26
3
2
1,900
0.61
Single-Family Home
$575,000
12/12/25
5
3.5
2,814
0.89
Single-Family Home
$540,000
07/07/26
4
2.5
2,016
1.16
Single-Family Home
$529,000
07/02/26
3
3
2,312
0.94
Single-Family Home
$447,000
09/11/25
3
1.5
1,369
1.43
Single-Family Home
$510,000
07/10/26
3
2.5
1,724
1.97
Single-Family Home
$575,000
04/10/26
4
2.5
2,464
1.85
Single-Family Home
$434,900
12/22/25
4
2
1,224

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
0.12
$709,700
4
2.5
3,198
Off Market
0.17
$150,000
4
3.5
2,416
Recently Sold
0.20
$645,000
3
2.5
2,248
Recently Sold
0.22
$799,900
5
3.5
3,165
For Sale
0.56
$1,100,000
3
3.5
4,000
For Sale
0.57
-
-
-
-
Off Market
0.57
-
-
-
-
Off Market
0.56
$524,900
3
2
1,900
Recently Sold
0.60
$579,600
3
3
2,012
Off Market
0.65
$561,100
4
2.5
1,925
Off Market
0.61
$575,000
5
3.5
2,814
Recently Sold
0.62
$799,000
4
2.5
2,568
For Sale

Local Information

  • Map ViewExplore the area around 161 Skyline Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
3.28 acre lot
2,248 sqft
$255/sqft
Garage

About this House

Lovely bucolic setting for this beautiful custom built 4 bedroom 2-1/2 bath home with oversized fireplaced great room, vaulted ceilings. Separate dining room off large eat in kitchen. Office on first floor across from 1/2 bath and laundry room. Nice size master suite with master bath and large walk in closet. Walk out Basement is finished with extra room for guests. Beautiful farmers porch to sit out on to enjoy the beautiful weather . This cul da sac location is over 3 acres and large lot has an irrigation system.
161 Skyline Dr, Oakham, MA 01068 is a 4 bedroom, 3 bathroom, 2,248 sqft single-family home built in 2002. It last sold for $392,000 on Jun 30, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $574,300, with a rent estimate of $3,783/month.

Home Details for 161 Skyline Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 8
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.28 acres

Price and Tax history

DateEventPrice
Jun 30, 2020
Source: N/A
Sold
$392,000
May 17, 2020
Source: Agent Provided
Pending
$389,900
May 10, 2020
Source: Agent Provided
Listed For Sale
$389,900
May 15, 2018
Source: Agent Provided
ListingRemoved
$379,900
Apr 16, 2018
Source: Agent Provided
Listed For Sale
$379,900

Market trends in Oakham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
12
1
MoM

What Locals Say about Oakham

At least 1 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 100 % Say car is needed

  • 80 % Say there's holiday spirit

  • 64 % Say neighbors are friendly

  • 60 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 50 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 161 Skyline Dr

  • What is 161 Skyline Dr estimated to be worth?
    Trulia's estimated value for 161 Skyline Dr in Oakham, MA is $574,300.
  • What is the price history for 161 Skyline Dr?
    161 Skyline Dr in Oakham, MA last sold for $392,000 in June 2020.
  • Is Oakham a buyer's or seller's market?
    Oakham is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 161 Skyline Dr?
    The closest schools to 161 Skyline Dr in Oakham, MA are Oakham Center School (Elementary, rated 5/10), Quabbin Regional High School (rated 5/10), Quabbin Regional Middle School (rated 3/10).
  • Does 161 Skyline Dr have laundry facilities?
    Yes, 161 Skyline Dr in Oakham, MA has in-unit laundry.
  • How big is the lot at 161 Skyline Dr?
    The lot at 161 Skyline Dr in Oakham, MA is about 3.3 acres.

Apartments for Rent

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Off Market Homes Near 161 Skyline Dr

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