29 Pilgrim Dr, Winchester, MA 01890

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
29 Pilgrim Dr,Winchester, MA 01890
$1,749,000
  • 5 Beds
  • 3 Baths
  • 3,271 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, Mar 29
    01:00 pm - 02:30 pm
Listed by: anne spry
Office: barrett sotheby's international realty
MLS#:73491480
Source:MLSPIN

Price summary

  • Price:$1,749,000
  • Price per sq. ft.:$534.7

About this home

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.

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Home facts

  • Year built:1963
  • Listing ID #:73491480
  • Updated:March 29, 2026 at 10:28 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:3
  • Full bathrooms:3
  • Rooms Total:10
  • Flooring:Carpet, Engineered Hardwood, Flooring - Stone/Ceramic Tile, Tile, Wood
  • Dining Description:Chair Rail, Crown Molding, French Doors, Hardwood, Open Floorplan, Recessed Lighting
  • Kitchen Description:Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Crown Molding, Dining Area, Dishwasher, Disposal, Flooring - Hardwood, French Doors, Kitchen Island, Lighting - Pendant, Microwave, Open Floorplan, Oven, Plumbed For Ice Maker, Range, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Wine Chiller, Wine Refrigerator
  • Basement Description:Concrete, Full, Garage Access, Interior Entry, Partially Finished, Sump Pump, Walk-Out Access
  • Living area:3,271 sq. ft.

Heating and cooling

  • Cooling:1 Cooling Zone, Central Air
  • Heating:Baseboard, Fireplace(s), Oil
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1963
  • Building area:3,271 sq. ft.
  • Lot area:0.47 Acres
  • Lot Features:Gentle Sloping
  • Architectural Style:Raised Ranch
  • Construction Materials:Frame
  • Exterior Features:Professional Landscaping, Rain Gutters, Sprinkler System, Stone Wall
  • Foundation Description:Concrete Perimeter

Schools

  • High school:Winchester Hs
  • Middle school:Mccall
  • Elementary school:Vinson Owen

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,749,000
  • Price per sq. ft.:$534.7
  • Tax amount:$17,564 (2026)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Laundry features:Dryer, Electric Dryer Hookup, First Floor, Flooring - Stone/Ceramic Tile, Lighting - Overhead, Washer, Washer Hookup
  • Amenities:Center Hall, Closet, Closet/Cabinets - Custom Built, Lighting - Overhead

Parking

  • Total parking spaces:6
  • Parking description:Attached, Garage Door Opener, Off Street, Oversized, Paved, Paved Drive, Under
  • Garage:Yes
  • Garage spaces:2
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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