$1,749,000 ($534.70 per sqft)

Est. Mortgage $8,502/mo *

Quick Pre-Approval

Open House Schedule

04/12/2026
12:30 PM to 2:00 PM
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29 Pilgrim Dr, Winchester, MA, 01890

29 Pilgrim Dr, Winchester, MA, 01890

10 rooms

5 beds

3 Full baths

1963

Raised Ranch

3,271 sqft

Beautifully updated home offers generous living spaces & a seamless, open flow. Sun-filled living &dining areas feature hardwood floors, elegant detailing, & a fireplace that creates an inviting atmosphere. The kitchen is thoughtfully designed with quartz countertops, custom cabinetry, stainless appliances, wine chiller, & large island that opens to the dining area, which flows into the family room with direct access outdoors - ideal for yard access & entertaining. French doors between the kitchen, dining, & family room help to create a quieter, more private setting for the bedroom & formal living areas. The primary suite provides a private retreat with a full bath, while three additional bedrooms & full bath complete this level. A finished walk-out lower level adds versatility with a fireplace playroom, 5th bedroom, full bath, & laundry - great for guests or multi-generational living. Landscaped grounds & inviting outdoor areas, complemented by an attached garage & ample parking


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, First Floor

Zoning:

RDA

Garage:

2-car Attached

Heating:

Baseboard, Oil, Fireplace(s)

Cooling:

Central Air

Basement:

Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access, Sump Pump, Concrete

Parking:

6-car, Under, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved

Acreage:

0.47

Est. Taxes:

$17,564

Assessment

$1,585,200

Construction

Frame

Utilities

for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection

Lot Description:

Gentle Sloping

Amenities:

Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School

Elementary School:

Vinson Owen

Middle School:

Mccall

High School:

Winchester Hs

Appliances:

Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Plumbed For Ice Maker

MLS #:

73491480


Community Info

School Info

Walk Score

Mass Transit

Yelp


Listing courtesy of Anne Spry, Barrett Sotheby's International Realty