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

OFF MARKET

221 E Hill Rd E
Oakham, MA 01068

3 Beds
2 Baths
1,875 sqft (on 34 acres)

$614,500

Trulia Estimate

as of Jul 30, 2026

Est. Refi. Payment $3,833/mo*

Refinance Your Home

$614,500

Trulia Estimate

as of Jul 30, 2026

Est. Refi. Payment $3,833/mo*

Refinance Your Home

3 Beds

2 Baths

1,875 sqft

(on 34 acres)

Local Information

Map ViewExplore the area around 221 E Hill Rd E.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1975

Lot Size

34 acres

Living Area

1,875 sqft

Price/Sqft

$328

Parking

Garage

About this House

OAKHAM $324,900 Country house on 34 acres Beautiful 3 BRM, 2B Gambrel abutting state forest & Midstate Trail. Convenient to Boston and Cape Cod. App 25 acres, private pond, ideal for horses. 2 car gar. & attached workshop. Lg 11x22 Artist's Studio.

221 E Hill Rd E, Oakham, MA 01068 is a 3 bedroom, 2 bathroom, 1,875 sqft single-family home built in 1975. It last sold for $304,000 on Sep 17, 2008. It is currently off market. The Trulia Estimate is $614,500, with a rent estimate of $3,070/month.

Home Details for 221 E Hill Rd E

Interior Features
Interior Details BasementNumber of Rooms: 6
Heating & Cooling Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2
Fireplace & Spa Fireplace

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

Property Information
Year Built Year Built: 1975
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Community
Units in Building: 1

Lot Information
Lot Area: 34.00 acres

Price History for 221 E Hill Rd E

Date	Price	Event	Source
09/17/2008	$304,000	Sold	N/A
Recording Date 09/17/2008 County Transfer Tax N/A Total Transfer Tax N/A
05/24/2008	$324,900	Listed For Sale	Agent Provided

Market trends in Oakham

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

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Property Tax and Assessment

Year	2025
Tax	$4,647
Assessment	$402,300

Home facts updated by county records

Comparable Sales for 221 E Hill Rd E

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
116 Spencer Rd, Oakham, MA	1.20	Single-Family Home	$470,000	06/22/26	3	2	1,700
252 Pleasantdale Rd, Rutland, MA	1.14	Single-Family Home	$454,900	03/02/26	3	2	1,300
21 Spencer Rd, Oakham, MA	1.28	Single-Family Home	$339,000	01/07/26	3	2	1,234
49 Oak Ln, Oakham, MA	1.22	Single-Family Home	$400,000	12/09/25	2	2	1,730
275 Crawford Rd, Oakham, MA	1.19	Single-Family Home	$585,000	05/27/26	2	1.5	1,380
21 Wildbrook Dr, Rutland, MA	1.16	Single-Family Home	$649,000	05/04/26	3	2.5	2,208
311 Pleasantdale Rd, Rutland, MA	1.15	Single-Family Home	$669,900	07/02/26	4	2.5	2,488
165 Barre Paxton Rd, Rutland, MA	1.55	Single-Family Home	$629,900	09/17/25	3	2	1,942
29 Tomlinson Rd, Oakham, MA	1.83	Single-Family Home	$600,000	09/25/25	4	2	2,915
11 Brooke Haven Dr, Rutland, MA	1.56	Single-Family Home	$630,000	07/16/26	3	1.5	1,792

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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FOR SALE
3D VIEW
14.8 ACRES
$789,700
4 bd
2.5 ba
2,600 sqft
775 E Hill Rd,
Oakham, MA 01068
Trudy Risedorf, Lamacchia Realty, Inc.
OFF MARKET
4 bd
2.5 ba
2,904 sqft
635 E Hill Rd,
Oakham, MA 01068
Michelle Terry Team, EXIT Real Estate Executives
OFF MARKET
Est. $463,000
3 bd
2 ba
1,900 sqft
307 Spencer Rd,
Oakham, MA 01068
Sold Squad, RE/MAX Prof Associates
SOLD
MAR 2, 2026
$454,900
3 bd
2 ba
1,300 sqft
252 Pleasantdale Rd,
Rutland, MA 01543
Nicole Watson, Champion Real Estate, Inc.
FOR SALE
3D VIEW
2.11 ACRES
$689,900
4 bd
2.5 ba
2,349 sqft
248 Pleasantdale Rd,
Rutland, MA 01543
Tracey Fiorelli, Janice Mitchell R.E., Inc
SOLD
JUL 2, 2026
$669,900
4 bd
2.5 ba
2,488 sqft
311 Pleasantdale Rd,
Rutland, MA 01543
Clealand Blair Jr., C. B. Blair Real Estate
SOLD
MAY 27, 2026
$585,000
2 bd
1.5 ba
1,380 sqft
275 Crawford Rd,
Oakham, MA 01068
Sharie Warila, Keller Williams Realty Boston Northwest
OFF MARKET
Est. $695,000
4 bd
2.5 ba
2,488 sqft
315 Pleasantdale Rd,
Rutland, MA 01543
Clealand Blair Jr., C. B. Blair Real Estate
SOLD
MAY 4, 2026
$649,000
3 bd
2.5 ba
2,208 sqft
21 Wildbrook Dr,
Rutland, MA 01543
We Close Deals Team, Lamacchia Realty, Inc.
SOLD
JUN 22, 2026
$470,000
3 bd
2 ba
1,700 sqft
116 Spencer Rd,
Oakham, MA 01068
Michelle Terry Team, eXp Realty LLC
FOR SALE
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
OFF MARKET
Est. $217,900
1 bd
0.5 ba
720 sqft
17 Pine Ln,
Oakham, MA 01068
David Fehser, Fenton Properties Incorporated

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Additional Cost

Assigned Schools

These are the assigned schools for 221 E Hill Rd E.

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

Apartments for Rent

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Homes for sale near 221 E Hill Rd E

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14.8 ACRES
$789,700
4 bd
2.5 ba
2,600 sqft
775 E Hill Rd,
Oakham, MA 01068
Trudy Risedorf, Lamacchia Realty, Inc.
57.6 ACRES
$995,000
3 bd
2 ba
2,202 sqft
622 Spencer Rd,
Oakham, MA 01068
James Lovett, Century 21 North East
2.21 ACRES
$669,000
3 bd
2 ba
2,025 sqft
345 Pleasantdale Rd,
Rutland, MA 01543
Darcilane Oliveira, The Neighborhood Realty Group
9.7 ACRES
$869,900
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
2.11 ACRES
$689,900
4 bd
2.5 ba
2,349 sqft
248 Pleasantdale Rd,
Rutland, MA 01543
Tracey Fiorelli, Janice Mitchell R.E., Inc
OPEN SAT, 11-1PM
3 ACRES
$654,000
3 bd
3 ba
2,464 sqft
499 Ware Corner Rd,
Oakham, MA 01068
Nicole Wickes, Northbound Realty Co
3.56 ACRES
$620,000
3 bd
2.5 ba
2,016 sqft
1310 N Brookfield Rd,
Oakham, MA 01068
Bryan Kaye, BKaye Realty
3.08 ACRES
$549,900
4 bd
1.5 ba
1,976 sqft
46 Prospect St,
Rutland, MA 01543
Patty Downing, Berkshire Hathaway HomeServices Commonwealth Real Estate
5 ACRES
$819,000
4 bd
2.5 ba
2,568 sqft
260 Hunt Rd #A,
Oakham, MA 01068
Eric Callahan, Prospective Realty INC
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Off Market Homes Near 221 E Hill Rd E

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SOLD
JUL 29, 2026
$759,900
4 bd
3 ba
3,622 sqft
184 Pleasantdale Rd,
Rutland, MA 01543
Shannon Johnson, Janice Mitchell R.E., Inc
SOLD
JUL 29, 2026
$350,000
2 bd
2 ba
1,155 sqft
16 Kosta Ave,
Rutland, MA 01543
Deanna Faucher, Lamacchia Realty, Inc.
SOLD
JUL 28, 2026
$685,000
4 bd
3 ba
2,620 sqft
34 Marjorie Ln,
Rutland, MA 01543
Tracey Fiorelli, Janice Mitchell R.E., Inc
SOLD
JUL 28, 2026
$570,000
4 bd
3.5 ba
3,388 sqft
18 Fairview Dr,
Rutland, MA 01543
Michael Videtta, The Hive Real Estate LLC
SOLD
JUL 17, 2026
$340,000
1 bd
1.5 ba
1,190 sqft
189 Maple Ave,
Rutland, MA 01543
Beth Donaghy, Janice Mitchell R.E., Inc
SOLD
JUL 16, 2026
$630,000
3 bd
1.5 ba
1,792 sqft
11 Brooke Haven Dr,
Rutland, MA 01543
Sara Rocheford, Its My Real Estate
SOLD
JUL 15, 2026
$420,000
4 bd
2 ba
1,890 sqft
41 Maple Ave,
Rutland, MA 01543
Syed Khan, Unique Realty , LLC
SOLD
JUL 13, 2026
$662,000
4 bd
2.5 ba
2,024 sqft
8 Lynnwood Dr,
Rutland, MA 01543
Cynthia Chagnon, Soucy Realty Inc.
SOLD
JUL 7, 2026
$540,000
4 bd
2.5 ba
2,016 sqft
49 Bullard Rd,
Oakham, MA 01068
Nathan Neylon, William Neylon Real Est.
SOLD
JUL 2, 2026
$669,900
4 bd
2.5 ba
2,488 sqft
311 Pleasantdale Rd,
Rutland, MA 01543
Clealand Blair Jr., C. B. Blair Real Estate
See more homes for sale in
Oakham
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221 E Hill Rd E
Oakham, MA 01068

$614,500

$614,500