$1,749,000

29 Pilgrim Dr, Winchester, MA 01890

5 beds |
3 baths |
3,271 sqft

Single-Family Home
Built in 1963
0.47acre lot
2 car garage
$535/sqft
Listed 9 days ago

Property Description

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.

Listing Status:: Active
Date Added:: March 25, 2026
Data Last Updated:: April 4, 2026 at 12:06AM
Listing Office:: Barrett Sotheby's International Realty : 781-729-7900
Listing Agent:: Anne Spry : 781-405-4730
MLS ID:: 73491480

General: Closet/Cabinets - Custom BuiltLighting - OverheadClosetPlay RoomCenter Hall
Appliances: Water HeaterTankless Water HeaterRangeOvenDishwasherDisposalMicrowaveRefrigeratorWasherDryerWine RefrigeratorPlumbed For Ice Maker
Laundry: Flooring - Stone/Ceramic TileElectric Dryer HookupWasher HookupLighting - OverheadSinkFirst Floor
Basement: FullPartially FinishedWalk-Out AccessInterior EntryGarage AccessSump PumpConcrete
Flooring: WoodTileCarpetEngineered HardwoodFlooring - Stone/Ceramic TileFlooring - Engineered Hardwood
A/C: Central Air
Heating: BaseboardOilFireplace(s)
Fireplace: Living RoomFireplaceFireplaces: 2
Disability Feature: None

General: Rain GuttersProfessional LandscapingSprinkler SystemScreensStone Wall
Style: Raised Ranch
Parking: AttachedUnderGarage Door OpenerOversizedPaved DriveOff StreetPavedParking spaces: 6

Roofing: Shingle
Windows: Screens
General: FrameConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Middlesex

Zoning: RDAM:021 B:0362 L:0900485

Utilities: for Electric Rangefor Electric Ovenfor Electric DryerWasher HookupIcemaker ConnectionCircuit Breakers200+ Amp Service
Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network

This listing courtesy of Anne Spry , Barrett Sotheby's International Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Ambrose Elementary School

27 High St, Winchester, MA, 01890

Grades KG-5

0.47 miles away

McCall Middle School

458 Main St, Winchester, MA, 01890

Grades 6-8

1.51 miles away

Winchester High School

80 Skillings Rd, Winchester, MA, 01890

Grades 9-12

1.62 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.