299 Sterling Rd, Princeton MA 01541
Princeton, MA 01541
$739,900
Est. $4,620/month
About this home
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!
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Property History
Market Insights
Property Timeline
Contingency Update
Jul 10, 2026
Pending P&S
Status: Active under contract
Jul 2, 2026
Active → Active Under Contract
Pending Sale
Jun 30, 2026
Offer accepted, sale pending
Listed for Sale
Jun 18, 2026
$739,900
Original listing
Agent: Diane DeCiccio
Office: Acres Away Realty, Inc.
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/10/2026 | 📝 Contingency Update | - | - | - | Pending P&S |
| 07/02/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/30/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 06/18/2026 | 🏠 Listed for Sale | $739,900 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $8,144 | $640,800 |
Financial Details
Annual Property Tax
$8,144
Tax Year 2026
Assessed Value
$640,800
Facts & Features
1 Car Garage
Home Facts
Type
Residential Income
Style
2 Family - 2 Units Up/Down
Year Built
1790
Living Area
3,810 sq ft
Lot Size
2.47 acres
Bedrooms
5
Full Baths
4
Half Baths
1
Total Rooms
13
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
Oil, Hot Water
Cooling
None
Flooring
Wood, Tile, Carpet, Hardwood
Appliances
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace
None
Basement
Walk-out Access, Interior Entry
Laundry
Electric Dryer Hookup, Washer Hookup
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
Exterior
Construction
Frame, Post & Beam
Architecture
None
Roof
Shingle
Features
Stone Wall
Pool
None
Spa
Bath
Fencing
None
Patio/Porch
Enclosed, Screened, Deck, Deck - Wood
Parking
Garage Spaces
1
Has Garage
Yes
Features
Off Street, Unpaved
Total Spaces
11
Utilities
Electric
Circuit Breakers, 100 Amp Service, 200+ Amp Service, Individually Metered
Water
Private
Sewer
Inspection Required For Sale
Gas
None
Other
For Electric Range, For Electric Dryer, Washer Hookup
Financial
Annual Tax
$8,144
Assessed Value
$640,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller 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
Exclusions
Tractor
Additional Details
Possession
None
Accepted Financing
Contract
Structure Type
[]
House Color
Natural
Sq Ft Source
Public Record
Sq Ft Disclosures
Public record list as a 2 family, first floor has 2 BR 2 BA, 2nd flr has 3 BR, 2 BA.
Documents
None
County
Worcester
Total market time (incl. prior listings)
28 days
Property Overview
Property Type
2 Family - 2 Units Up/Down
Listing Type
For Sale
Year Built
1790
Bedrooms
5
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,810 sq ft
Total Rooms
13
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,810 sq ft above grade
Display Options
Outdoor Areas
SpaBath
Patio & porchEnclosed, Screened, Deck, Deck - Wood
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Carpet, Hardwood
Appliances:
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
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
Windows:
Skylight(s), Insulated Windows
Basement:
Walk-Out Access, Interior Entry
Laundry:
Electric Dryer Hookup, Washer Hookup
Security:
Construction & Materials
Year Built:
1790
Structure Type:
Exterior Materials:
Frame, Post & Beam
Roof:
Shingle
Foundation:
Stone, Brick/Mortar, Irregular
Stories:
3
Heating, Cooling & Utilities
Heating:
Oil, Hot Water
Heating Zones:
1
Cooling:
None
Hot Water:
Electric
Water Source:
Private
Sewer:
Inspection Required for Sale
Energy Features:
Exterior & Lot
Exterior Features:
Stone Wall
Patio & Porch:
Enclosed, Screened, Deck, Deck - Wood
Fencing:
Other Structures:
Lot Features:
Cleared, Level
Road Surface:
Paved
Parking & Garage
Garage Spaces:
1
Total Parking Spaces:
11
Parking Features:
Off Street, Unpaved
Special Features
Waterfront:
Yes
Waterfront Type:
Waterfront, Stream, Frontage, Creek, Direct Access, Private
Community Amenities:
Walk/Jog Trails, Stable(s), Golf, Conservation Area, Highway Access, House of Worship, Public School
Nearby Schools
School District
Wachusett School District local
School Safety
2024-25
1.0%
Low
0.8%
Suspensions
0.4%
In-School
0.2%
Emergency
4.5% below state avg
Elementary Schools
3 schools
B+
Thomas Prince School
1.2 mi
|
#113 of 352
|
Score: 48.0
Dropped 52 spots from last year
-10.2 below state avg
355 students
Less Diverse
Strong Attendance
Grades K-08
Sterling Nursery School
2.6 mi
Grades PK-01
B
Houghton Elementary School
2.9 mi
|
#348 of 824
|
Score: 49.2
Dropped 163 spots from last year
-9 below state avg
317 students
Moderate
Grades K-04
Middle Schools
2 schools
B+
Chocksett Middle School
2.9 mi
|
#131 of 352
|
Score: 46.3
Dropped 54 spots from last year
-11.9 below state avg
264 students
Moderate
Grades 05-08
B-
Samoset School
4.7 mi
|
#207 of 352
|
Score: 40.0
Improved 13 spots from last year
-18.2 below state avg
495 students
Diverse
Diverse Student Body
Grades 06-08
High Schools
1 school
A-
West Boylston Junior/Senior High School
4.9 mi
|
#101 of 346
|
Score: 60.0
Dropped 38 spots from last year
+1.8 above state avg
461 students
Moderate
Strong AP Program
College Ready Curriculum
Grades 06-12
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Monthly Payment Breakdown
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Homeowners Insurance
$200
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95% Interest
Year 15
50/50
Year 30
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Location
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Neighborhood
299 Sterling Rd, Princeton MA 01541
Princeton, MA 01541
Listing Information
Listing Agent
Diane DeCiccio
Listing Office
Acres Away Realty, Inc.
Office Phone
978-840-2696
Agent MLS ID
K8000132
Office MLS ID
H95115
Listing Data Updated
Jul 16, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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