Is there wildlife in Oakham, MA?

As of early 2026, 100% of users say there's wildlife

Is Oakham, MA dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Do residents of Oakham, MA plan to stay at least 5 years?

As of early 2026, 100% of users say they plan to stay for at least 5 years

Is parking easy in Oakham, MA?

As of early 2026, 100% of users say parking is easy

Are yards well-kept in Oakham, MA?

As of early 2026, 100% of users say yards are well-kept

Is a car needed in Oakham, MA?

As of early 2026, 100% of users say car is needed

Does Oakham, MA show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Are neighbors friendly in Oakham, MA?

As of early 2026, 64% of users say neighbors are friendly

Would people walk alone at night in Oakham, MA?

As of early 2026, 60% of users say people would walk alone at night

Do kids play outside in Oakham, MA?

As of early 2026, 50% of users say kids play outside

Are there community events in Oakham, MA?

As of early 2026, 50% of users say there are community events

What is 366 E Hill Rd estimated to be worth?

Trulia's estimated value for 366 E Hill Rd in Oakham, MA is $418,800 .

What is the price history for 366 E Hill Rd?

366 E Hill Rd in Oakham, MA last sold for $212,000 in May 2019.

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 366 E Hill Rd?

The closest schools to 366 E Hill Rd 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).

How big is the lot at 366 E Hill Rd?

The lot at 366 E Hill Rd in Oakham, MA is about 7.9 acres .

Does 366 E Hill Rd have a garage?

Yes, 366 E Hill Rd in Oakham, MA has a garage.

OFF MARKET

$418,800

Trulia Estimate

3 Beds
1 Bath
1,384 sqft (on 7.90 acres)

366 E Hill Rd, Oakham, MA 01068

Est. Refi. Payment $2,694/mo*

Refinance Your Home

Currently Off Market - Sold May 6, 2019 for $212,000

Home Value

Trulia Estimate

$419K

Since last month

$7K (-1.6%)

Since last year

$4K (+1.1%)

Since last sale

$208K (+98.1%)

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 +74% in the last 10 years

Month	Estimated value
2026
August 2026	$420K
August 2026	$419K
July 2026	$427K
June 2026	$427K
May 2026	$419K
April 2026	$418K
March 2026	$422K
February 2026	$403K
January 2026	$392K
2025
December 2025	$401K
November 2025	$431K
October 2025	$425K
September 2025	$412K
August 2025	$416K
July 2025	$428K
June 2025	$424K
May 2025	$415K
April 2025	$411K
March 2025	$411K
February 2025	$399K
January 2025	$392K
2024
December 2024	$403K
November 2024	$409K
October 2024	$411K
September 2024	$413K
August 2024	$424K
July 2024	$430K
June 2024	$441K
May 2024	$426K
April 2024	$422K
March 2024	$413K
February 2024	$385K
January 2024	$385K
2023
December 2023	$384K
November 2023	$405K
October 2023	$402K
September 2023	$407K
August 2023	$403K
July 2023	$398K
June 2023	$406K
May 2023	$391K
April 2023	$384K
March 2023	$370K
February 2023	$359K
January 2023	$356K
2022
December 2022	$360K
November 2022	$367K
October 2022	$368K
September 2022	$373K
August 2022	$379K
July 2022	$386K
June 2022	$387K
May 2022	$382K
April 2022	$365K
March 2022	$335K
February 2022	$299K
January 2022	$300K
2021
December 2021	$311K
November 2021	$316K
October 2021	$316K
September 2021	$312K
August 2021	$319K
July 2021	$319K
June 2021	$302K
May 2021	$274K
April 2021	$267K
March 2021	$264K
February 2021	$253K
January 2021	$249K
2020
December 2020	$245K
November 2020	$244K
October 2020	$240K
September 2020	$236K
August 2020	$232K
July 2020	$229K
June 2020	$228K
May 2020	$227K
April 2020	$226K
March 2020	$224K
February 2020	$218K
January 2020	$220K
2019
December 2019	$218K
November 2019	$216K
October 2019	$216K
September 2019	$215K
August 2019	$216K
July 2019	$214K
June 2019	$214K
May 2019	$213K
April 2019	$247K
March 2019	$244K
February 2019	$244K
January 2019	$249K
2018
December 2018	$257K
November 2018	$255K
October 2018	$256K
September 2018	$265K
August 2018	$268K
July 2018	$264K
June 2018	$258K
May 2018	$258K
April 2018	$257K
March 2018	$256K
February 2018	$265K
January 2018	$264K
2017
December 2017	$254K
November 2017	$255K
October 2017	$246K
September 2017	$246K
August 2017	$231K
July 2017	$235K
June 2017	$237K
May 2017	$232K
April 2017	$231K
March 2017	$227K
February 2017	$233K
January 2017	$234K
2016
December 2016	$237K
November 2016	$235K
October 2016	$236K
September 2016	$241K

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
275 Crawford Rd, Oakham, MA	0.71	Single-Family Home	$585,000	05/27/26	2	1.5	1,380
116 Spencer Rd, Oakham, MA	0.84	Single-Family Home	$470,000	06/22/26	3	2	1,700
720 E Hill Rd, Oakham, MA	0.68	Single-Family Home	$545,000	07/30/26	3	2.5	2,080
21 Spencer Rd, Oakham, MA	0.83	Single-Family Home	$339,000	01/07/26	3	2	1,234
49 Oak Ln, Oakham, MA	0.62	Single-Family Home	$400,000	12/09/25	2	2	1,730
171 Farm Pond Rd, Oakham, MA	0.94	Single-Family Home	$570,000	08/19/26	3	2.5	2,786
29 Tomlinson Rd, Oakham, MA	1.19	Single-Family Home	$600,000	09/25/25	4	2	2,915
1380 N Brookfield Rd, Oakham, MA	1.42	Single-Family Home	$740,000	04/23/26	4	3	2,947
103 Barre Rd, Oakham, MA	1.68	Single-Family Home	$434,900	12/22/25	4	2	1,224
252 Pleasantdale Rd, Rutland, MA	1.65	Single-Family Home	$454,900	03/02/26	3	2	1,300

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
635 E Hill Rd, Oakham, MA 01068	0.57	-	4	2.5	2,904	Off Market
17 Pine Ln, Oakham, MA 01068	0.58	$212,100	1	0.5	720	Off Market
49 Oak Ln, Oakham, MA 01068	0.62	$400,000	2	2	1,730	Recently Sold
720 E Hill Rd, Oakham, MA 01068	0.68	$545,000	3	2.5	2,080	Recently Sold
91 Crawford Rd, Oakham, MA 01068	0.69	$554,900	4	2.5	2,502	Off Market
275 Crawford Rd, Oakham, MA 01068	0.71	$585,000	2	1.5	1,380	Recently Sold
21 Spencer Rd, Oakham, MA 01068	0.83	$339,000	3	2	1,234	Recently Sold
116 Spencer Rd, Oakham, MA 01068	0.84	$470,000	3	2	1,700	Recently Sold
499 Ware Corner Rd, Oakham, MA 01068	0.84	$649,900	3	3	2,464	For Sale
Spencer Rd, Oakham, MA 01068	0.85	-	-	-	-	Off Market
307 Spencer Rd, Oakham, MA 01068	0.90	$456,300	3	2	1,900	Off Market
171 Farm Pond Rd, Oakham, MA 01068	0.94	$570,000	3	2.5	2,786	Recently Sold

Local Information

Map ViewExplore the area around 366 E Hill Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1974

7.9 acre lot

1,384 sqft

$303/sqft

Garage

About this House

This single-family home is located at 366 E Hill Rd, Oakham, MA. 366 E Hill Rd is in Oakham, MA and in ZIP code 01068. This property has 3 bedrooms, 1 bathroom and approximately 1,384 sqft of floor space. This property has a lot size of 7.90 acres and was built in 1974.

366 E Hill Rd, Oakham, MA 01068 is a 3 bedroom, 1 bathroom, 1,384 sqft single-family home built in 1974. It last sold for $212,000 on May 6, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $418,800, with a rent estimate of $2,617/month.

Home Details for 366 E Hill Rd

Interior Features
Interior Details BasementNumber of Rooms: 6
Heating & Cooling Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1974
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 7.90 acres

Price and Tax history

Date	Event	Price
May 6, 2019 Source: N/A	Sold	$212,000

Year	Property tax	Tax assessment
2025	$3,094	$267,900

Additional Cost

Market trends in Oakham

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Oakham Center School
K-5
Public
164 Students
Quabbin School District
5/10
GreatSchools Rating
Parent Rating Average
Oakham Center School provides a safe and caring environment for children to grow and learn. Children are greeted by staff outside each morning as they arrive with a genuine smile and friendly "Good morning!" Teachers and administration staff are welcoming and helpful. You can tell they truly want the best for every student. The communication is also top notch!
Parent Review
3y ago
1 Reviews

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 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 366 E Hill Rd

What is 366 E Hill Rd estimated to be worth?
Trulia's estimated value for 366 E Hill Rd in Oakham, MA is $418,800.
What is the price history for 366 E Hill Rd?
366 E Hill Rd in Oakham, MA last sold for $212,000 in May 2019.
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 366 E Hill Rd?
The closest schools to 366 E Hill Rd 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).
How big is the lot at 366 E Hill Rd?
The lot at 366 E Hill Rd in Oakham, MA is about 7.9 acres.
Does 366 E Hill Rd have a garage?
Yes, 366 E Hill Rd in Oakham, MA has a garage.

Apartments for Rent

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APPLY INSTANTLY
FURNISHED
$1,950/mo
Total price
1 bd
1 ba
909 N Brookfield Rd #2,
Oakham, MA 01068
NEW - 2 DAYS AGO
FURNISHED
$1,950/mo
Total price
1 bd
1 ba
909 N Brookfield Rd #W,
Oakham, MA 01068
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Oakham
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Off Market Homes Near 366 E Hill Rd

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SOLD
AUG 31, 2026
$395,000
2 bd
2 ba
1,312 sqft
7 Westland Dr,
Spencer, MA 01562
Brian McShea, Coldwell Banker Realty - Worcester
SOLD
AUG 31, 2026
$389,900
2 bd
1.5 ba
1,350 sqft
224 Turkey Hill Rd,
Rutland, MA 01543
Kathryn Amorello, Coldwell Banker Realty - Worcester
SOLD
AUG 31, 2026
$560,000
3 bd
2 ba
1,350 sqft
25 Edson Ave,
Rutland, MA 01543
Pamela Mills, Red Door Realty
SOLD
AUG 28, 2026
$450,000
2 bd
2 ba
1,752 sqft
9 Westland Dr,
Spencer, MA 01562
Brian McShea, Coldwell Banker Realty - Worcester
SOLD
AUG 28, 2026
$600,000
4 bd
3.5 ba
3,123 sqft
1026 Worcester Rd,
New Braintree, MA 01531
Kris Lippi, Get Listed Realty, LLC
SOLD
AUG 28, 2026
$565,000
3 bd
2 ba
2,492 sqft
27 Cherylann Dr,
Rutland, MA 01543
Elizabeth Callahan, MA Homes, LLC
SOLD
AUG 28, 2026
$389,000
2 bd
1 ba
1,128 sqft
3 Barre Paxton Rd,
Rutland, MA 01543
Cecelia Powers, RE/MAX Generations
SOLD
AUG 21, 2026
$599,000
4 bd
2.5 ba
2,346 sqft
155 Turkey Hill Rd,
Rutland, MA 01543
We Close Deals Team, Lamacchia Realty, Inc.
SOLD
AUG 20, 2026
$457,000
3 bd
1.5 ba
1,588 sqft
3 Edith Ln,
Rutland, MA 01543
Maria Troka, A & E Realty Company, Inc.
SOLD
AUG 19, 2026
$570,000
3 bd
2.5 ba
2,786 sqft
171 Farm Pond Rd,
Oakham, MA 01068
Lisa Caron, Lisa Caron Real Estate LLC
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Oakham
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Homes for sale near 366 E Hill Rd

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3 ACRES
$649,900
3 bd
3 ba
2,464 sqft
499 Ware Corner Rd,
Oakham, MA 01068
Nicole Wickes, Northbound Realty Co
3.56 ACRES
$590,000
3 bd
2.5 ba
2,016 sqft
1310 N Brookfield Rd,
Oakham, MA 01068
Bryan Kaye, BKaye Realty
0.42 ACRES
$426,900
2 bd
1 ba
1,526 sqft
33 Coldbrook Rd,
Oakham, MA 01068
Irene Caruso, Michael Toomey & Associates, Inc.
OPEN SAT, 1-2PM
9.7 ACRES
$749,900
3 bd
1.5 ba
1,680 sqft
16 Flint Rd,
Oakham, MA 01068
Herminio Cruz, eXp Realty LLC
1.5 ACRES
$649,900
3 bd
2.5 ba
2,526 sqft
249 Pleasantdale Rd,
Rutland, MA 01543
Tracey Fiorelli, Janice Mitchell R.E., Inc
3.08 ACRES
$524,900
4 bd
1.5 ba
1,976 sqft
46 Prospect St,
Rutland, MA 01543
Patty Downing, Berkshire Hathaway HomeServices Commonwealth Real Estate
4.36 ACRES
$1,985,000
4 bd
3.5 ba
3,333 sqft
14 Demond Pond Row,
Rutland, MA 01543
Christy E. Gibbs, Gibbs Realty Inc.
1.51 ACRES
$749,900
4 bd
3.5 ba
2,632 sqft
41 Irish Ln,
Rutland, MA 01543
Michael Buzzotta, Premier Homes Real Estate
OPEN SUN, 1:30-3PM
5 ACRES
$799,000
4 bd
2.5 ba
2,568 sqft
260 Hunt Rd,
Oakham, MA 01068
Eric Callahan, Prospective Realty INC
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