29 Pilgrim Dr, Winchester, MA 01890 - Photo 1

1/1

$1,700,000

Sold
Closed
Single Family
5 Beds
3 Full Baths
3,271 Sq. Ft.
0.47 Acres
2 Car Garage
Updated 7 days ago

1/1

Property Description

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

Full Property Details

Full Property Details for 29 Pilgrim Dr

General

Sold For: $1,700,000
Taxes: $17,564 (2026)
Status: Closed
Type: Single Family
MLS ID: 73491480
Added to Site: 103 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 3
Bathroom 1: 7.75 x 4.67, Main, Second
Bathroom 2: 10.25 x 6.92, Main, Second
Bathroom 3: 8.58 x 6.00, First

Bedrooms

Total Bedrooms: 5
Primary Bedroom: 15.00 x 13.00, Main, Second
Bedroom 2: 16.67 x 13.08, Main, Second
Bedroom 3: 13.25 x 13.08, Main, Second
Bedroom 4: 11.42 x 11.42, Second

Other Rooms

Living Room: 32.17 x 15.17, Main, Second
Family Room: 15.67 x 9.67, Main, Second
Kitchen: 16.50 x 13.42, Main, Second
Dining Room: 13.42 x 13.00, Main, Second

Parking

Garage: Yes
Garage Spaces: 2
Parking Features: Attached, Under, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Raised Ranch
Basement: Yes
Square Feet: 3,271
Year Built: 1963

Lot Features

Lot Size (Acres): 0.47

Financial Considerations

Tax Amount: $17,564
Tax Year: 2026

Disclosures and Reports

Disclosures/Rstr.: A/C covers top level.
Property ID: M:021 B:0362 L:0, 900485

Listed by Barrett Sotheby's International Realty, Anne Spry
Sold by Compass, The Goodrich Team

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Listing agent

— 29 Pilgrim Dr —

Anne Spry

Barrett Sotheby's International Realty

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Schools

Schools serving 29 Pilgrim Dr

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Vinson-Owen Elementary School 75 Johnson Road, Winchester, MA 01890	K-5	0.5 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	1.5 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	1.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Pilgrim Dr

Date

Details

Price

Change

Source

6/29/2026

Sold

$1,700,000

-2.8%

MLS

3/25/2026

Listed

$1,749,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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29 Pilgrim Dr, Winchester, MA 01890 (MLS# 73491480) is a Single Family property that was sold at $1,700,000 on June 29, 2026. Want to learn more about 29 Pilgrim Dr? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

29 Pilgrim Dr Winchester, MA 01890