
79 Grove St Winchester — Photo 1 of 42
Recent Drop: $29,000
$1,870,000
Investment Analysis — 79 Grove St
Winchester, MA 01890
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 01890 carries an estimated $4,120/mo in gross rent — about a 1.02% cap rate and $18,996/yr in estimated NOI at the $1,870,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
3.5
SqFt
3,210
Style
Single Family
Built
1941
Space where you need it, flexibility where you want it. This extensively renovated 5-bedroom Colonial offers a rare combination of a first-floor bedroom, two upstairs suites, finished lower level, attached 2-car garage, and nearly 1/3 acre, all just minutes from Winchester Center. Sophisticated and comfortable, the home features beautifully scaled living spaces and a versatile floor plan designed for everyday living and entertaining alike. The sun-filled main level offers hardwood floors and thoughtful architectural details, with a spacious eat-in kitchen featuring an island, abundant prep space, and seamless access to the patio and private backyard. A formal dining room, oversized fireplaced living room, mudroom, half bath, and first-floor bedroom provide exceptional flexibility. Upstairs are two impressive suites with cathedral ceilings, walk-in closets, and private baths, along with two additional bedrooms, a full bath, and laundry. The finished lower level offers a spacious family room with fireplace and ample storage. An attached 2-car garage completes this exceptional home, conveniently located near Winchester Center’s shops, restaurants, commuter rail, and major routes.
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 3,210 sq ft principal dwelling). Lot size: 12,916 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 • Microwave • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Park • Medical Facility • Conservation Area • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First13 x 23
Flooring - Hardwood, Recessed Lighting
Dining Room
Lvl First13 x 13
Flooring - Hardwood, Recessed Lighting
Kitchen
Lvl First10 x 21
Flooring - Hardwood, Countertops - Stone/Granite/Solid, Exterior Access, Recessed Lighting, Stainless Steel Appliances
Family Room
Lvl Basement11 x 18
Recessed Lighting
Primary Bedroom
Lvl Second17 x 18
Cathedral Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood
Bedroom 2
Lvl Second12 x 18
Bedroom 3
Lvl Second10 x 13
Closet, Flooring - Hardwood, Recessed Lighting
Bedroom 4
Lvl Second9 x 11
Closet, Flooring - Hardwood, Recessed Lighting
Bedroom 5
Lvl Main,First10 x 17
Closet, Flooring - Hardwood, Exterior Access, Recessed Lighting
Bathroom 1
Lvl Main,First4 x 4
Bathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl Second4 x 9
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Marble
Bathroom 3
Lvl Second4 x 7
Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
Property History
$1,870,000
Was $1,899,000
Sep 18, 2026
MLS® 73545952
$1,899,000
Jul 7, 2026
MLS® 73545952
Listing Agent: Pirani & Wile Group
Listing Office: Advisors Living - Winchester
MLS® Number: 73545952