Last Sold Price
5 beds3,810 sqft$189/sqft
299 Sterling Rd, Princeton, MA 01541

Description

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...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
LISTING CLOSED: 08/11/2026 12:00 AM

  1. Listed by Diane DeCiccio • Acres Away Realty, Inc.

Property Details for 299 Sterling Road

Status
MLS #
73538024
Days on Market
28
Taxes
$8,144 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1790
Town
Princeton
Area
MA-Princeton
Architectural Style
Colonial, Antique
Style
Colonial, Antique
Garage Spaces
1
Open Parking Spaces
10.00
Parking Spaces Total
11

Location

Listing Courtesy of Acres Away Realty, Inc., Diane DeCiccio

Sold By Stuart St James, Inc., Diana Raisbeck

Add your commute

Building Information for 299 Sterling Road

Stories-Year Built1790Building Size-Lot Size2.47 AC / 107,593 SF

Payment Calculator

$4,338 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,660

Property Taxes

$679

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 299 Sterling Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Walk/Jog Trails, Stables, Golf Course, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School
  • Current Financing: Conv. Fixed
  • Living Area: 3810.0
  • Color: Natural
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Actual,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Thomas Prince
  • High School: Wrhs
Features
Interior Features
  • Appliances: Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Other
  • Basement Features: Walk Out, Interior Access
  • Num of Baths: 4.0
  • Num of Full Baths: 4
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 4.00
  • Bathrooms Total Integer: 4
  • DoorFeatures: French Doors
  • FireplaceYN: No
  • Fireplaces: 0
  • Flooring: Wood, Tile, Carpet, Hardwood, Pine, Flooring - Wood
  • Interior Features: Balcony - Interior, Loft, Central Vacuum
  • Interior Features: Central Vacuum, French Doors
  • Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame, Post & Beam
  • Exterior Features: Porch, Deck, Deck - Wood
  • Exterior Features: Porch, Deck, Deck - Wood
  • Lot Description: Cleared, Level
  • Patio And Porch Features: Porch, Deck, Deck - Wood
  • Roof Material: Shingle
  • Waterfront Features: Waterfront, Stream, Frontage, Direct Access, Private, Other (See Remarks)
  • Waterview Features: Private, Other (See Remarks)
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Detached, Storage, Work Area, Side Entry, Off-Street, Stone/Gravel, Unpaved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Storage, Work Area, Side Entry, Off-Street, Stone/Gravel, Unpaved Driveway
  • Parking Features: Work Area, Side Entry, Off-Street, Stone/Gravel, Unpaved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: 100 Amp Service, 200+ Amp Service, Generator Connection
  • Heating: Hot Water, Steam, Oil, Wood, Wood Stove
  • Heating: Yes
  • Sewer: Inspection Required for Sale
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Generator Connection
  • Water: Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - 3/4,Bathroom - With Tub & Shower
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Full
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - 3/4
  • Bathroom3 Level: Second
Kitchen
  • Kitchen Features: Cathedral Ceiling(s),Ceiling Fan(s),Closet,Flooring - Hardwood,Dining Area,French Doors
  • Kitchen Level: Second
Living Room
  • Room Living Room Features: Wood / Coal / Pellet Stove,Cathedral Ceiling(s),Flooring - Wall to Wall Carpet,Flooring - Wood,Balcony / Deck,French Doors,Deck - Exterior,Exterior Access,Recessed Lighting
  • Room Living Room Level: Second
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Home to be sold in current condition,no repairs/testing/alterations or improvements will be done. Old furnace services both units and works efficiently. Well head is under the front deck,pump and expansion tank are in the basement. New generator included. Buyers to do their due diligence.
Tax Information
  • Listing Terms: Contract
  • Tax ID: 3527270
  • Assessments: $640,800
  • Book: 20078
  • Tax Year: 2025
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Stone, Brick/Mortar, Irregular
  • Foundation Area: 1936.0
  • Frontage: 257.00
  • Cooling Zones: 0
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 299 Sterling Road

DateEvent & SourcePriceAppreciation
Aug 11, 2026

Sold

MLS PIN #73538023

$720,000
Aug 11, 2026

Sold

MLS PIN #73538024

$720,000
Jun 30, 2026

Under Agreement

MLS PIN #73538023

DateEvent & SourcePrice
08/11/2026

Sold

MLS PIN #73538023

$720,000
08/11/2026

Sold

MLS PIN #73538024

$720,000
06/30/2026

Under Agreement

MLS PIN #73538023

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 299 Sterling Road

Taxable ValueLand$115,100Additions$311,700Total$426,800
Tax Record2020$6,765 ($564 / month)
Home Facts
Beds6Baths4Total Finished SqFt4,502 SqFtAbove Grade Finished SqFt3,686 SqFtFinished Basement SqFt816 SqFtStories3Lot Size107,158 SqFtStyleSingle Family ResidenceYear Built1760Year Renovated1973CountyWORCESTERAPNM:0130 B:0027 L:00000

Schools near 299 Sterling Road

This home is within Wachusett School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Public - 5 to 8
Public - K to 4
Rating
School
Distance
Thomas Prince School
PublicK to 8

Wachusett Regional High School
Public9 to 12

Chocksett Middle School
Public5 to 8

Houghton Elementary School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 01541

$515,000 | 104 Ball Hill Road, Princeton, MA 01541
1/42
Open: 8/16 01:30PM - 03:00PM

$515,000

2
Bedrooms
1,937
Square Feet
1.5
Acres
$624,900 | 260 Worcester Road, Princeton, MA 01541
1/42
Open: 8/16 11:00AM - 12:30PM

$624,900

4
Bedrooms
1,982
Square Feet
1
Acres
$599,900 | 28 Redwood Drive, Princeton, MA 01541
1/41
Contingent

$599,900

3
Bedrooms
1,930
Square Feet
0.96
Acres
$675,000 | 22 Oak Circle, Princeton, MA 01541
1/42
ContingentVirtual Tour

$675,000

3
Bedrooms
2,368
Square Feet
1.84
Acres
$575,000 | 27 Redwood Drive, Princeton, MA 01541
1/40
Open: 8/15 10:00AM - 11:00AM

$575,000

3
Bedrooms
2,669
Square Feet
0.92
Acres
a view of a house with a yard porch and sitting area
1/17

$835,000

10
Bedrooms
5,654
Square Feet
0.96
Acres
a front view of a house with a yard and garage
1/42

$799,000

3
Bedrooms
3,447
Square Feet
2.09
Acres
$1,325,000 | 150 Mountain Road, Princeton, MA 01541
1/42
Open: 8/15 01:30PM - 03:00PMVirtual Tour

$1,325,000

5
Bedrooms
5,356
Square Feet
5.57
Acres
$625,000 | 25 Coal Kiln Road, Princeton, MA 01541
1/32
Open: 8/16 11:00AM - 01:00PMVirtual Tour

$625,000

3
Bedrooms
1,920
Square Feet
4.2
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 299 Sterling Road, Princeton, MA 01541
$720,000
5
3,810
107,593
$11,500
7
107,157
70,132
$297,000
4
2,420
69,696
$1
3
2,094
172,062
$123,500
2
1,296
65,340

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Acres Away Realty, Inc., Diane DeCiccio

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.