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107 Old School House Rd Oakham — Photo 1 of 42

107 Old School House Rd Oakham — Photo 1 of 42

Recent Drop: $50,000

$799,900
$749,900

$749,900

Investment Analysis — 107 Old School House Rd

Oakham, MA 01068 — Longview Estates

Based on HUD Small Area Fair Market Rent for Worcester, MA HUD Metro FMR Area, a 5-bedroom in 01068 carries an estimated $2,650/mo in gross rent — about a 2.25% cap rate and $16,881/yr in estimated NOI at the $749,900 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

3.5

SqFt

3,165

Style

Single Family

Built

2006

Warm, welcoming & beautifully cared for, this Longview Estates Colonial offers space, flexibility & possibilities! Set on 5.4 private acres in an established neighborhood, this approx. 3,165 sq ft home features 5 bedrooms & 3.5 baths. The main home offers hardwood floors, an inviting kitchen with breakfast bar, dining nook & charming window seat, plus flexible upstairs space for an office, media room or playroom. A standout feature is the spacious first-floor 2-bedroom second living area with its own kitchen, full bath, laundry, cathedral ceilings, skylights & private deck—ideal for multigenerational living, extended family, adult children or potential rental income to help offset the mortgage. Beautiful backyard, 2-car garage, 2x6 construction, irrigation, generator-ready setup & Buderus heating. One property with so many ways to make it work for you!

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,165 sq ft principal dwelling). Lot size: 235,224 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Property Details

Financials

Original Price$799,900
Annual Taxes$7,287

Parking

Garage2
Off-Street10

Interior Specifications

Total Rooms12
Fireplaces1
FlooringWood, Tile, Carpet, Engineered Hardwood, Laminate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
BasementFull, Interior Entry, Bulkhead, Concrete, Unfinished

Climate & Utilities

HeatingForced Air, Oil, Pellet Stove
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Irregular
ZoningRES

Property & Lot

Acres5.4
SqFt Lot235,224
Lot FeaturesWooded

Amenities & Appliances

Water Heater • Tankless Water Heater • Range • Dishwasher • Microwave • Refrigerator • Freezer • Washer • Dryer • Water Treatment

Neighborhood

Walk/Jog Trails • Stable(s) • Golf • Medical Facility • Conservation Area • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenBathroom 1
Living Room
Lvl First

Wood / Coal / Pellet Stove, Flooring - Hardwood, Deck - Exterior

Dining Room
Lvl First

Flooring - Hardwood, Chair Rail

Kitchen
Lvl First

Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Recessed Lighting, Window Seat

Primary Bedroom
Lvl Second

Bathroom - Full, Walk-In Closet(s), Flooring - Wall to Wall Carpet

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

Bathroom - Half, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

Bathroom - Full, Flooring - Stone/Ceramic Tile

Bathroom 3
Lvl Second

Bathroom - Full, Flooring - Stone/Ceramic Tile

Property History

Price Drop
$749,900

Was $799,900

Sep 17, 2026

MLS® 73568386

Listed
$799,900

Aug 26, 2026

MLS® 73568386

Listing Provided By

Listing Agent: Worcester County Homes Team

Listing Office: RE/MAX Vision

MLS® Number: 73568386