Dimensions11 x 5
FeaturesBathroom - Full, Bathroom - With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile
LevelSecond
39 Hillside Dr, Sturbridge MA 01566
Sturbridge, MA 01566 • Westville
$649,900
$599,900
Est. $3,898/month
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About this home
Nestled on 1.05 acres in Sturbridge's desirable Westville neighborhood, this beautifully maintained single-family home offers the perfect blend of privacy, natural beauty, and everyday convenience! Set within a picturesque cul-de-sac, enjoy peaceful surroundings ideal for daily walks and a nature-inspired lifestyle, all while remaining just minutes from local amenities. Step inside to a fireplaced living room that flows into a formal dining room and an expansive, sun-filled family room. An eat-in kitchen with granite countertops provides direct access to the deck, creating an easy indoor-outdoor connection, along with a convenient half bath on the main level. Upstairs features a spacious primary suite with an ensuite bathroom, additional generously sized bedrooms, and a tastefully remodeled full bath. A partially finished basement adds versatile living space, while the private, level backyard is ideal for relaxing or entertaining. Notable upgrades include a newer boiler, storm doors, garage doors (2026), a new septic system (2025), and select Harvey replacement windows. An ideal commuter location with easy access to I-90, I-84, and Route 20. Welcome Home!
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Property History
Market Insights
3
Price Changes
7.7%
Price Range
Property Timeline
Price Reduced
Aug 12, 2026
$599,900
$25,000
(-4%)
From $624,900 to $599,900 (-4.0%)
Back On Market
Jul 11, 2026
Active
Price Reduced
Jul 11, 2026
$624,900
$20,000
(-3.1%)
From $644,900 to $624,900 (-3.1%)
Status: Active under contract
Jul 1, 2026
Active → Active Under Contract
Price Reduced
Jun 8, 2026
$644,900
$5,000
(-0.77%)
From $649,900 to $644,900 (-0.8%)
Showing Instructions Updated
Jun 8, 2026
New showing requirements
Listed for Sale
May 18, 2026
$649,900
Original listing
Agent: Jim Black Group
Office: Real Broker MA, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/12/2026 | ↓ Price Reduced | $599,900 | $25,000 | - | From $624,900 to $599,900 (-4.0%) |
| 07/11/2026 | • Back On Market | - | - | - | Active |
| 07/11/2026 | ↓ Price Reduced | $624,900 | $20,000 | - | From $644,900 to $624,900 (-3.1%) |
| 07/01/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/08/2026 | ↓ Price Reduced | $644,900 | $5,000 | - | From $649,900 to $644,900 (-0.8%) |
| 06/08/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/18/2026 | 🏠 Listed for Sale | $649,900 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $7,978 | $500,800 |
Financial Details
Annual Property Tax
$7,978
Tax Year 2025
Assessed Value
$500,800
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1987
Living Area
2,851 sq ft
Lot Size
1.05 acres
Bedrooms
4
Full Baths
2
Half Baths
1
Total Rooms
9
Interior
Heating
Baseboard, Oil, Electric, Wood
Cooling
None
Flooring
Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet
Appliances
Water Heater, Range, Dishwasher, Microwave, Plumbed For Ice Maker
Fireplace
Living Room
Fireplaces
1
Basement
Full, Partially Finished, Walk-out Access, Interior Entry, Concrete
Laundry
Flooring - Stone/ceramic Tile, First Floor, Electric Dryer Hookup
Features
Closet, Game Room
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Deck - Wood, Rain Gutters, Garden
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck - Wood
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street, Paved
Total Spaces
6
Utilities
Electric
Circuit Breakers, 200+ Amp Service
Water
Private
Sewer
Private Sewer
Gas
None
Other
For Electric Range, For Electric Oven, For Electric Dryer, Icemaker Connection
Financial
Annual Tax
$7,978
Assessed Value
$500,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Down Payment Resource
Eligible
MA Disclosures
Lead Paint
None
Seller Disclosures
All Measurements Are Approximate, Buyer Agent To Confirm.
Exclusions
Washer, Dryer And Refrigerator
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Sq Ft Disclosures
Disclosed below-grade living area consists of the finished portion of the basement, approx. 579 sqft
Documents
None
County
Worcester
Total market time (incl. prior listings)
90 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1987
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,851 sq ft
Total Rooms
9
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,272 sq ft above grade
579 sq ft below grade
Dimensions11 x 10
FeaturesCloset, Flooring - Wall to Wall Carpet
LevelSecond
Dimensions15 x 12
FeaturesCloset, Flooring - Wall to Wall Carpet
LevelSecond
Dimensions9 x 6
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Remodeled
LevelSecond
Dimensions15 x 13
FeaturesCloset, Flooring - Wall to Wall Carpet
LevelSecond
Dimensions15 x 15
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
LevelSecond
Dimensions14 x 10
FeaturesFlooring - Hardwood
LevelFirst
Dimensions14 x 12
FeaturesFlooring - Stone/Ceramic Tile, Balcony / Deck, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Exterior Access, Open Floorplan
LevelFirst
Dimensions15 x 13
FeaturesFlooring - Hardwood, Open Floorplan
LevelFirst
Dimensions6 x 5
FeaturesBathroom - Half, Closet, Flooring - Stone/Ceramic Tile
LevelFirst
Dimensions21 x 15
FeaturesFlooring - Hardwood, Open Floorplan
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck - 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:
Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
Appliances:
Water Heater, Range, Dishwasher, Microwave, Plumbed For Ice Maker
Interior Features:
Closet, Game Room
Windows:
Insulated Windows
Basement:
Full, Partially Finished, Walk-Out Access, Interior Entry, Concrete
Laundry:
Flooring - Stone/Ceramic Tile, First Floor, Electric Dryer Hookup
Security:
Construction & Materials
Style:
Colonial
Year Built:
1987
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Oil, Electric, Wood
Heating Zones:
3
Cooling:
None
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Thermostat
Exterior & Lot
Exterior Features:
Deck - Wood, Rain Gutters, Garden
Patio & Porch:
Deck - Wood
Fencing:
Other Structures:
Lot Features:
Cul-De-Sac, Cleared, Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street, Paved
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
View:
Yes
View Type:
Scenic View(s)
Community Amenities:
Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$665
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Westville
39 Hillside Dr, Sturbridge MA 01566
Sturbridge, MA 01566
Listing Information
Listing Agent
Jim Black Group
Listing Office
Real Broker MA, LLC
Office Phone
508-365-3532
Agent MLS ID
TM305063
Office MLS ID
AN8443
Listing Data Updated
Aug 16, 2026 4:05 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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