Active
80 Days on market
79 Grove St Winchester — Photo 1 of 42

79 Grove St Winchester — Photo 1 of 42

Recent Drop: $29,000

$1,899,000
$1,870,000

$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.

View Standard Listing

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.

Open Houses

Property Details

Financials

Original Price$1,899,000
Annual Taxes$18,578

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms10
Fireplaces3
FlooringTile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
BasementFull, Partially Finished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock
ZoningRDB

Property & Lot

Acres0.3
SqFt Lot12,916
Lot FeaturesLevel

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

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchen
Basement
Family Room
Main,First
Bedroom 5Bathroom 1
Living Room
Lvl First

13 x 23

Flooring - Hardwood, Recessed Lighting

Dining Room
Lvl First

13 x 13

Flooring - Hardwood, Recessed Lighting

Kitchen
Lvl First

10 x 21

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Exterior Access, Recessed Lighting, Stainless Steel Appliances

Family Room
Lvl Basement

11 x 18

Recessed Lighting

Primary Bedroom
Lvl Second

17 x 18

Cathedral Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood

Bedroom 2
Lvl Second

12 x 18

Bedroom 3
Lvl Second

10 x 13

Closet, Flooring - Hardwood, Recessed Lighting

Bedroom 4
Lvl Second

9 x 11

Closet, Flooring - Hardwood, Recessed Lighting

Bedroom 5
Lvl Main,First

10 x 17

Closet, Flooring - Hardwood, Exterior Access, Recessed Lighting

Bathroom 1
Lvl Main,First

4 x 4

Bathroom - Half, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

4 x 9

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Marble

Bathroom 3
Lvl Second

4 x 7

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

Property History

Price Drop
$1,870,000

Was $1,899,000

Sep 18, 2026

MLS® 73545952

Listed
$1,899,000

Jul 7, 2026

MLS® 73545952

Listing Provided By

Listing Agent: Pirani & Wile Group

Listing Office: Advisors Living - Winchester

MLS® Number: 73545952