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
Sold for $1,700,000
$1,700,000
29 Pilgrim Dr, Winchester, MA 01890
5beds
3,271sqft
Single Family Residence
Built in 1963
0.47 Acres Lot
$1,815,900 Zestimate®
$520/sqft
$6,980 Estimated rent
Home value
$1,815,900
$1.67M - $1.96M
$6,980/mo
Zestimate® history
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$8,618/mo
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List your homeWhat's special
Fireplace playroomAttached garageSeamless open flowHardwood floorsGenerous living spacesFinished walk-out lower levelQuartz countertops
Zillow last checked:
Listing updated:
Listed by:
Anne Spry 781-405-4730,
Barrett Sotheby's International Realty 781-729-7900
Bought with:
The Goodrich Team
Compass
Source: MLS PIN,MLS#: 73491480
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
- Main level bedrooms: 3
Primary bedroom
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding, Closet - Double
- Level: Main,Second
- Area: 195
- Dimensions: 15 x 13
Bedroom 2
- Features: Flooring - Hardwood, Lighting - Overhead, Crown Molding, Closet - Double
- Level: Main,Second
- Area: 218.06
- Dimensions: 16.67 x 13.08
Bedroom 3
- Features: Flooring - Hardwood, Lighting - Overhead, Crown Molding, Closet - Double
- Level: Main,Second
- Area: 173.35
- Dimensions: 13.25 x 13.08
Bedroom 4
- Features: Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding
- Level: Second
- Area: 130.34
- Dimensions: 11.42 x 11.42
Bedroom 5
- Features: Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead
- Level: First
- Area: 136.5
- Dimensions: 13 x 10.5
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Lighting - Sconce
- Level: Main,Second
- Area: 36.17
- Dimensions: 7.75 x 4.67
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce
- Level: Main,Second
- Area: 70.9
- Dimensions: 10.25 x 6.92
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce
- Level: First
- Area: 51.5
- Dimensions: 8.58 x 6
Dining room
- Features: Flooring - Hardwood, French Doors, Chair Rail, Open Floorplan, Recessed Lighting, Crown Molding
- Level: Main,Second
- Area: 174.42
- Dimensions: 13.42 x 13
Family room
- Features: Flooring - Hardwood, French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
- Level: Main,Second
- Area: 151.44
- Dimensions: 15.67 x 9.67
Kitchen
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, French Doors, Kitchen Island, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Pendant, Crown Molding
- Level: Main,Second
- Area: 221.38
- Dimensions: 16.5 x 13.42
Living room
- Features: Flooring - Hardwood, Window(s) - Picture, French Doors, Recessed Lighting, Lighting - Sconce, Crown Molding
- Level: Main,Second
- Area: 487.86
- Dimensions: 32.17 x 15.17
Heating
- Baseboard, Oil, Fireplace(s)
Cooling
- Central Air
Appliances
- Included: Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Plumbed For Ice Maker
- Laundry: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, First Floor
Features
- Closet/Cabinets - Custom Built, Lighting - Overhead, Closet, Play Room, Center Hall
- Flooring: Wood, Tile, Carpet, Engineered Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood
- Windows: Screens
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Garage Access,Sump Pump,Concrete
- Number of fireplaces: 2
- Fireplace features: Living Room
Interior area
- Total structure area: 3,271
- Total interior livable area: 3,271 sqft
- Finished area above ground: 3,271
Property
Parking
- Total spaces: 6
- Parking features: Attached, Under, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved
- Attached garage spaces: 2
- Uncovered spaces: 4
Accessibility
- Accessibility features: No
Features
- Exterior features: Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Stone Wall
Lot
- Size: 0.47 Acres
- Features: Gentle Sloping
Details
- Parcel number: M:021 B:0362 L:0,900485
- Zoning: RDA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Raised Ranch
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1963
Utilities & green energy
- Electric: Circuit Breakers, 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School
Location
- Region: Winchester
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Sold | $1,700,000-2.8%$520/sqft |
Source: MLS PIN #73491480 Report a problem | ||
| 4/15/2026 | Contingent | $1,749,000$535/sqft |
Source: MLS PIN #73491480 Report a problem | ||
| 3/25/2026 | Listed for sale | $1,749,000+342.8%$535/sqft |
Source: MLS PIN #73491480 Report a problem | ||
| 7/20/1994 | Sold | $395,000$121/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,954 +3.3% | $1,528,800 +5.5% |
| 2024 | $16,414 +15.1% | $1,448,700 +19.9% |
| 2023 | $14,263 +0.1% | $1,208,700 +6.1% |
| 2022 | $14,251 +6.9% | $1,139,200 +9.6% |
| 2021 | $13,333 +3.5% | $1,039,200 |
| 2020 | $12,876 +6.4% | $1,039,200 +4% |
| 2019 | $12,100 +4.7% | $999,200 +5.4% |
| 2018 | $11,555 +2.7% | $947,900 +3.4% |
| 2017 | $11,252 +8.1% | $916,300 +2.8% |
| 2016 | $10,409 +7.5% | $891,200 +11.7% |
| 2015 | $9,683 +0.2% | $797,600 +4.5% |
| 2014 | $9,667 +5.5% | $763,600 +6.4% |
| 2013 | $9,161 +1.8% | $717,400 |
| 2012 | $9,003 +3.7% | $717,400 |
| 2011 | $8,681 +3.4% | $717,400 -1.6% |
| 2010 | $8,394 +2.1% | $729,300 |
| 2009 | $8,219 +3.7% | $729,300 -2.7% |
| 2008 | $7,926 -2.7% | $749,900 -5% |
| 2007 | $8,150 +2.4% | $789,000 +2.8% |
| 2006 | $7,962 +4.2% | $767,800 +4.7% |
| 2005 | $7,638 +5% | $733,000 +14.7% |
| 2004 | $7,274 +3.1% | $639,200 +3.1% |
| 2003 | $7,056 +15.9% | $620,000 +12.7% |
| 2002 | $6,086 +16.7% | $550,300 +28.2% |
| 2000 | $5,214 -5.6% | $429,200 +13.8% |
| 1999 | $5,524 | $377,300 |
Find assessor info on the county website
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 9/10Vinson-Owen Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 1.5 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Vinson Owen
- Middle: Mccall
- High: Winchester Hs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,815,900
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Estimated market value
$1,815,900
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 29 Pilgrim Dr
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