Price Reduced42
$739,000
5 bd · 4 ba · 3,165 sqft
107 Old School House Rd, Oakham, MA
Worcester County Homes Team · RE/MAX Vision
Est. $4,442/moGet pre-qualified$322/sqft · 140 days on Realty
4
Beds
2
Baths
2,079
Sqft
1820
Built
Highest and Best offers due Wednesday, May 13th at 5pm. Step back in time with this historic home dating back to the 1700s/1800s. Set on two combined lots totaling over 51 acres, the property offers a mix of open, cleared land and wooded areas, all with sweeping views and exceptional privacy. The home features 4 bedrooms and 2 full baths—one on each level—while preserving its timeless charm with period details throughout. A warm, inviting country kitchen serves as the heart of the home, complemented by a welcoming dining room perfect for gatherings and a spacious living room complete with a wet bar for entertaining. The majority of the land is cleared and thoughtfully divided into rolling pastures, currently home to Romney sheep. With its scenic landscape, breathtaking views, and serene seclusion, this is a rare opportunity to own a truly special piece of history in a peaceful, pastoral setting. Come see for yourself and set up a tour today!
Listing agent
Kristy Riendeau
Courtesy of Century 21 North East
(508) 344-1639
MLS Property Information Network (MLS PIN) · Listing 73506126
Range $614,814 – $725,186 · as of August 30, 2026
ATTOM automated valuation model · 55 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $670,000 in May 2026; lowest $239,000 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$134,000
Estimated monthly payment
$4,442/mo
Loan amount $536,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-15 01:56:04 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Oakham Center School
2-6 · Regular · Quabbin School District
152 students · 14.6:1 student–teacher
New Braintree Grade School
KG-1 · Regular · Quabbin School District
29 students · 14.5:1 student–teacher
Valley View School
5-11 · Special Education
36 students · 4.2:1 student–teacher
North Brookfield Elementary School
PK-5 · Regular · North Brookfield School District
240 students · 11.5:1 student–teacher
North Brookfield High School
6-12 · Regular · North Brookfield School District
157 students · 5.5:1 student–teacher
Within 2 miles of this home: 7 parks and green spaces.
Place data from OpenStreetMap.
Oakham Wildlife Management Area
Cusky Pond
Davis Pond
Foley Pond
Adams Pond
Cusky Pond Access
Wright Memorial Field
Ware Corner Road
Price Reduced42
$739,000
5 bd · 4 ba · 3,165 sqft
107 Old School House Rd, Oakham, MA
Worcester County Homes Team · RE/MAX Vision
42$599,900
3 bd · 3 ba · 2,191 sqft
115 Farm Pond Road, Oakham, MA
Sushma Singh · Coldwell Banker Realty - Worcester
42$719,000
4 bd · 3 ba · 2,626 sqft
0 Bullard Dr, Oakham, MA
Eliana Jahnke · Coldwell Banker Realty - Worcester
Price Reduced30$580,000
3 bd · 3 ba · 2,016 sqft
1310 N Brookfield Rd, Oakham, MA
Bryan Kaye · BKaye Realty
29$749,900
3 bd · 2 ba · 1,680 sqft
16 Flint Rd, Oakham, MA
Herminio Cruz · eXp Realty LLC



