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Claudia Lavin

I'm Claudia Lavin Rodriguez, a Lexington, MA real estate agent helping first-time buyers, young professionals and families across Greater Boston — from first search to keys.

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  • 7 Langley Road, Newton, MA, 02459
  • (603) 320-2906
  • claudialavin.re@gmail.com

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Luxury Realty Partners

© 2026 Claudia Lavin. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 39 Hillside Dr, Sturbridge, MA 01566
Active
91 Days on market
39 Hillside Dr Sturbridge — Photo 1 of 41

39 Hillside Dr Sturbridge — Photo 1 of 41

Recent Drop: $50,000

$649,900
$599,900

$599,900

39 Hillside Dr, Sturbridge, MA 01566

Sturbridge, MA 01566 — Westville

Beds

4

Baths

2.5

SqFt

2,851

Style

Single Family

Built

1987

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!

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$210/sqft
Local Avg (Sturbridge)$300/sqft
30% BelowMarket Average

* Analysis is based on 18 actively listed and recently sold comparable properties strictly within Sturbridge, MA.

Property Details

Financials

Original Price$649,900
Annual Taxes$7,978

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms9
Fireplaces1
FlooringTile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
BasementFull, Partially Finished, Walk-Out Access, Interior Entry, Concrete

Climate & Utilities

HeatingBaseboard, Oil, Electric, Wood
CoolingNone
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
Zoning.

Property & Lot

Acres1.05
SqFt Lot45,738
Lot FeaturesCul-De-Sac, Cleared, Level

Amenities & Appliances

Water Heater • Range • Dishwasher • Microwave • Plumbed For Ice Maker

Neighborhood

Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Stable(s)

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2
First
Living RoomDining RoomKitchenFamily RoomBathroom 3
Living Room
Lvl First

15 x 13

Flooring - Hardwood, Open Floorplan

Dining Room
Lvl First

14 x 10

Flooring - Hardwood

Kitchen
Lvl First

14 x 12

Flooring - Stone/Ceramic Tile, Balcony / Deck, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Exterior Access, Open Floorplan

Family Room
Lvl First

21 x 15

Flooring - Hardwood, Open Floorplan

Master Bedroom
Lvl Second

15 x 15

Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet

Bedroom 2
Lvl Second

15 x 13

Bedroom 3
Lvl Second

15 x 12

Closet, Flooring - Wall to Wall Carpet

Bedroom 4
Lvl Second

11 x 10

Closet, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl Second

11 x 5

Bathroom - Full, Bathroom - With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

9 x 6

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Remodeled

Bathroom 3
Lvl First

6 x 5

Bathroom - Half, Closet, Flooring - Stone/Ceramic Tile

Property History

Price Drop
$599,900

Was $624,900

Aug 12, 2026

MLS® 73520572

Price Drop
$624,900

Was $644,900

Jul 11, 2026

MLS® 73520572

Price Drop
$644,900

Was $649,900

Jun 8, 2026

MLS® 73520572

Listed
$649,900

May 18, 2026

MLS® 73520572

Population

7,362

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$138K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

7.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,851 sq ft principal dwelling). Lot size: 45,738 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Sturbridge, MA market report ZIP 01566 market data
Listing Provided By

Listing Agent: Jim Black Group

Listing Office: Provided by MLS PIN

MLS® Number: 73520572

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