$1,749,000
29 Pilgrim Dr
Winchester, MA, 01890
Beautifully updated home offers generous living spaces and a seamless, open flow. Sun-filled living and dining areas feature hardwood floors, elegant detailing, and a fireplace that creates an inviting atmosphere. The kitchen is thoughtfully designed with quartz countertops, custom cabinetry, stainless appliances, wine chiller, and large island that opens to the dining area, which flows into the family room with direct access outdoors – ideal for yard access and entertaining. French doors between the kitchen, dining, and family room help to create a quieter, more private setting for the bedroom and formal living areas. The primary suite provides a private retreat with a full bath, while three additional bedrooms and full bath complete this level. A finished walk-out lower level adds versatility with a fireplace playroom, 5th bedroom, full bath, and laundry. Enjoy professionally landscaped grounds and inviting outdoor areas, complemented by an attached garage and ample parking.
Property Details
Price:
$1,749,000
MLS #:
73491480
Status:
Active
Beds:
5
Baths:
3
Address:
29 Pilgrim Dr
Type:
Single Family
Subtype:
Single Family Residence
City:
Winchester
Listed Date:
Mar 25, 2026
State:
MA
Finished Sq Ft:
3,271
Total Sq Ft:
3,271
ZIP:
01890
Lot Size:
20,399 sqft / 0.47 acres (approx)
Year Built:
1963
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall
High School:
Winchester Hs
Interior
Appliances
Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Tile, Carpet, Engineered Hardwood, Flooring – Stone/ Ceramic Tile, Flooring – Engineered Hardwood
Heating
Baseboard, Oil, Fireplace(s)
Laundry Features
Flooring – Stone/ Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting – Overhead, Sink, First Floor
Exterior
Architectural Style
Raised Ranch
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/ Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School
Construction Materials
Frame
Exterior Features
Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Stone Wall
Parking Features
Attached, Under, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved
Parking Spots
6
Roof
Shingle
Security Features
Security System
Financial
Tax Year
2026
Taxes
$17,564
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
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Courtesy of Barrett Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
29 Pilgrim Dr
Winchester, MA
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