Active
62 Days on market
99 W Main St Westborough — Photo 1 of 42

99 W Main St Westborough — Photo 1 of 42

Recent Drop: $50,000

$1,099,000
$1,049,000

$1,049,000

Investment Analysis — 99 W Main St

Westborough, MA 01581 — Downtown Westborough

Based on HUD Small Area Fair Market Rent for Worcester, MA HUD Metro FMR Area, a 5-bedroom in 01581 carries an estimated $3,960/mo in gross rent — about a 2.20% cap rate and $23,046/yr in estimated NOI at the $1,049,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

3

SqFt

3,501

Style

Single Family

Built

1738

Better than ever! Fresh exterior paint and a new look. Historic prestige and modern walkability come together in this New England masterpiece. The Charles Rice House sits just steps from local dining, coffee shops, and scenic trails, with easy access to major routes and the MBTA Commuter Rail only 2 miles away. For remote-work days, the main level offers a private, spacious home office. At the center of the home is a fully modernized eat-in kitchen with premium quartzite countertops, custom cabinetry, newer appliances, and a striking wall of antique king boards. The main level blends grand scale with timeless character, featuring five fireplaces, wide pine floors, formal living and dining rooms, and a large family room. A handsome staircase leads to the second floor, where you’ll find a primary bedroom with en-suite bath, a family bath, and four additional bedrooms, one without a closet. The third floor offers three flexible rooms ready for additional office space, a playroom, or a creative retreat. The massive, partially heated basement provides abundant storage and additional space to suit your needs. Outside, mature plantings, stone walls, and stone paths surround a surprisingly private, expansive yet manageable backyard with two patios and custom swim spa. Walk to top-rated Westborough schools. Meticulously maintained and loved. See the attached list of premium updates. Showings begin immediately. Own a part of Westboro history.

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 3,501 sq ft principal dwelling). Lot size: 12,249 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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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Open Houses

Property Details

Financials

Original Price$1,099,000
Annual Taxes$13,069

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms10
Fireplaces9
FlooringTile, Carpet, Hardwood, Pine, Flooring - Wood
BasementFull, Interior Entry, Bulkhead, Concrete, Unfinished

Climate & Utilities

HeatingForced Air, Baseboard, Natural Gas, Fireplace
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Block, Stone
ZoningR

Property & Lot

Acres0.28
SqFt Lot12,249
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Plumbed For Ice Maker

Neighborhood

Shopping • Pool • Tennis Court(s) • Walk/Jog Trails • Golf • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomBathroom 1
Living Room
Lvl First

36 x 13

Closet/Cabinets - Custom Built, Flooring - Hardwood

Dining Room
Lvl First

14 x 12

Closet/Cabinets - Custom Built, Flooring - Wood, Window(s) - Bay/Bow/Box

Kitchen
Lvl First

23 x 12

Flooring - Stone/Ceramic Tile, Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Recessed Lighting, Stainless Steel Appliances

Office
Lvl First

14 x 11

Fireplace, Flooring - Wood

Family Room
Lvl First

23 x 20

Closet/Cabinets - Custom Built, Flooring - Hardwood

Primary Bedroom
Lvl Second

14 x 14

Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood

Bedroom 2
Lvl Second

14 x 12

Bedroom 3
Lvl Second

14 x 13

Fireplace, Closet

Bedroom 4
Lvl Second

14 x 12

Fireplace

Bedroom 5
Lvl Second

11 x 12

Bathroom 1
Lvl First

Bathroom - Half, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

Bathroom - Full

Bathroom 3
Lvl Second

Bathroom - Full

Property History

Price Drop
$1,049,000

Was $1,099,000

Aug 3, 2026

MLS® 73548605

Listed
$1,099,000

Jul 13, 2026

MLS® 73548605

Listing Provided By

Listing Agent: Gina B. Lewis

Listing Office: ERA Key Realty Services - Worcester

MLS® Number: 73548605