
99 W Main St Westborough — Photo 1 of 42
Recent Drop: $50,000
$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.
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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Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl First36 x 13
Closet/Cabinets - Custom Built, Flooring - Hardwood
Dining Room
Lvl First14 x 12
Closet/Cabinets - Custom Built, Flooring - Wood, Window(s) - Bay/Bow/Box
Kitchen
Lvl First23 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 First14 x 11
Fireplace, Flooring - Wood
Family Room
Lvl First23 x 20
Closet/Cabinets - Custom Built, Flooring - Hardwood
Primary Bedroom
Lvl Second14 x 14
Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wood
Bedroom 2
Lvl Second14 x 12
Bedroom 3
Lvl Second14 x 13
Fireplace, Closet
Bedroom 4
Lvl Second14 x 12
Fireplace
Bedroom 5
Lvl Second11 x 12
Bathroom 1
Lvl FirstBathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl SecondBathroom - Full
Bathroom 3
Lvl SecondBathroom - Full
Property History
$1,049,000
Was $1,099,000
Aug 3, 2026
MLS® 73548605
$1,099,000
Jul 13, 2026
MLS® 73548605
Listing Agent: Gina B. Lewis
Listing Office: ERA Key Realty Services - Worcester
MLS® Number: 73548605