299 Sterling Rd

3,810 Sq. Ft.
$194 / Sq. Ft.
3,810
Sq. Ft.
$194
per Sq. Ft.

Description

A rare opportunity for this two family property. 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. The property offers two distinct living spaces, income potential. Live in 1 unit, rent out the other! Enter into main hall/mudroom with skylight to the first-floor unit complete with 2 bedrooms, 2 baths, living room, dining room, kitchen and and office with french pocket doors. Original wide pine floors,...A rare opportunity for this two family property. 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. The property offers two distinct living spaces, income potential. Live in 1 unit, rent out the other! Enter into main hall/mudroom with skylight to the first-floor unit complete with 2 bedrooms, 2 baths, living room, dining room, kitchen and and office with french pocket doors. Original wide pine floors, multiple egress' and entrance to the basement. The 2nd floor has 3 bedrooms, 2 baths, living room with a permitted wood stove and a spacious front to back loft, kitchen with cathedral ceiling, wide pine floors, and a 3-season porch overlooking Wachusett Brook. Enjoy a stunning babbling brook that winds along the rear boundary, complete with granite and stone formations that create a soothing, year-round soundtrack. This is a one-of-a-kind property, a must see. Location is great!
  1. Listed by Diane DeCiccio • Acres Away Realty, Inc.

Property Details for 299 Sterling Road

Town
Princeton
Area
MA-Princeton
Garage Spaces
1
Open Parking Spaces
10.00
Parking Spaces Total
11
LISTING UPDATED: 06/22/2026 03:07 AM

Property Details for 299 Sterling Road

StatusActive
MLS #73538023
Days on Market4
Taxes$8,144 / year
HOA Fees-
Property TypeMulti Family
MLS TypeMulti-family / 2 Family - 2 Units Up/Down
Year Built1790
CountyWorcester County

Location

Listing Courtesy of Acres Away Realty, Inc., Diane DeCiccio
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Building Information for 299 Sterling Road

Stories3Residences2Year Built1790Building Size-Lot Size2.47 AC / 107,593 SF

Payment Calculator

$4,366 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,687

Property Taxes

$679

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 299 Sterling Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Walk/Jog Trails, Stables, Golf Course, Conservation Area, Highway Access, House of Worship, Public School
  • Living Area: 3810.0
  • Color: Natural
  • SqFt with Basement: No
  • Total Units: 2
  • 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: Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Walk Out, Interior Access
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • FireplaceYN: No
  • Fireplaces: 0
  • Flooring: Wood, Tile, Carpet, Hardwood
  • Interior Features: Stone/Granite/Solid Counters, Bathroom With Tub & Shower, Remodeled, Ceiling Fan(s), Cathedral/Vaulted Ceilings, Storage, Bathroom with Shower Stall, Bathroom With Tub, Living Room, Dining Room, Kitchen, Office/Den, Living RM/Dining RM Combo, Loft, Sunroom
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Spa Features: Bath
  • SpaYN: No
  • Window Features: Skylight(s), Insulated Windows
Exterior Features
  • Construction: Frame, Post & Beam
  • Exterior Features: Stone Wall
  • Exterior Features: Stone Wall, Porch - Enclosed, Porch - Screened, Deck, Deck - Wood
  • Lot Description: Cleared, Level
  • Patio And Porch Features: Enclosed, Screened, Deck, Deck - Wood
  • Roof Material: Shingle
  • Waterfront Features: Waterfront, Stream, Frontage, Creek, Direct Access, Private
  • Waterview Features: Creek, Private, Walk to
Parking Features
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Off-Street, Unpaved Driveway
  • Open Parking: Yes
  • Parking Features: Off-Street, Unpaved Driveway
  • Parking Features: Off-Street, Unpaved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: Circuit Breakers, 100 Amp Service, 200+ Amp Service, Individually Metered
  • Heating: Oil, Hot Water
  • Heating: Yes
  • Sewer: Inspection Required for Sale
  • Utility Connections: for Electric Range, for Electric Dryer, Washer Hookup
  • Water: Private
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 by seller. Older furnace services both units but works efficiently. Well head is under the front deck. Buyer to perform their due diligence
Tax Information
  • Listing Terms: Contract
  • Tax ID: 3527270
  • Assessments: $640,800
  • Book: 20078
  • Tax Year: 2026
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 5
  • Total Living Levels: 3
Other Building Characteristics
  • Foundation: Stone, Brick/Mortar, Irregular
  • Foundation Area: 1936.0
  • Levels: 3
  • Cooling Units: 0
  • Cooling Zones: 0
  • Heat Units: 1
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: N
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: N
  • Levels U2: 2
Rental Info
Rental Info
  • Total Actual Rent: $.00

Property History for 299 Sterling Road

DateEvent & SourcePriceAppreciation
Jun 18, 2026

Listed (Active)

MLS PIN #73538023

$739,900
Jun 18, 2026

Listed (Active)

MLS PIN #73538024

$739,900
DateEvent & SourcePrice
06/18/2026

Listed (Active)

MLS PIN #73538023

$739,900
06/18/2026

Listed (Active)

MLS PIN #73538024

$739,900

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.

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299 Sterling Road is a multi-family home for sale in Princeton, MA 01541. This property was listed for sale on June 18, 2026 by Acres Away Realty, Inc., it's currently listed at $739,900. This listing's school district is Wachusett School District. Nearby schools include Thomas Prince School, Wachusett Regional High School and Chocksett Middle School. 299 Sterling Road is a 5-bed, 5-bath, 3,810 sqft multi-family home built in 1790.

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.