Darren Woodard
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Single Family Residence at 299 Sterling Rd, Princeton MA 01541, Princeton
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$739,900

299 Sterling Rd, Princeton MA 01541
Princeton, MA 01541
Listed by Diane DeCiccio
Bedrooms
5
Bathrooms
4
Living area
3,810 sqft
Year built
1790

About this home

Discover this hidden treasure in this extraordinary Antique homestead set on 2.47 acres of natural beauty and privacy. Surrounded on all sides by protected DCR land and built in 1760~this original post-and-beam Buck Homestead blends timeless character with the rare serenity of its setting. A welcoming, oversized farmer’s porch wraps around three-quarters of the home with decking, offering multiple spots to relax and take in the landscape. Enjoy a stunning babbling brook that winds along the rear boundary, complete with granite and stone formations that create a soothing, year-round soundtrack. Designed to function comfortably as a single-family home with an in-law setup, the property offers two distinct living spaces. Enter into main hall/mudroom to the first-floor unit with 2BR/2 BA/LR/DR/kitchen and office, and 2nd floor is 3 BR/3BA/LR/kitchen with cathedral ceiling wood stove, loft, and a 3-season porch overlooking the brook. Great location within minutes of major highways and roads

Highlights

Waterfront

Property details

MLS #
73538024
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
107
On market date
June 18, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
1
Parking spaces
11
Lot size
2.47 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Thomas Prince
1.14 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
352
Student:teacher ratio
14.7:1
District
Wachusett
Middle
Chocksett Middle School
2.86 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
289
Student:teacher ratio
12.0:1
District
Wachusett
High
West Boylston Junior/Senior High
4.84 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
472
Student:teacher ratio
10.5:1
District
West Boylston

Walkability

Blended score for Princeton's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

27
Car-dependent
out of 100
EPA National Walkability Index
6.2 / 20 -- Below average walkable
Google Places amenity density
20 / 100
Restaurants & cafes0
Grocery stores0
Parks1
Schools3
Transit stops0
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Adjust tax / insurance estimates
% / yr
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/mo
Est. monthly payment
$4,606/mo
$147,980 down
$591,920 loan
Principal & interest$3,839
Property tax (est.)$617
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 22, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.