Catharine Bray
KW Coastal and Lakes & Mountains Realty
(855) 958-6035
28 Total Sales
2 in West Side
$780,000 Price Range
29 Pilgrim Dr Winchester, MA 01890
West Side Neighborhood
5
Beds
3
Baths
3,271
Sq Ft
0.47
Acre Lot
Highlights
- Medical Services
- Open Floorplan
- Landscaped Professionally
- Vinson-Owen Elementary School Rated A+
- Custom Closet System
- Property is near golf course, public transit, and schools
About This Home
As of June 2026Beautifully 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
Last Agent to Sell the Property
Barrett Sotheby's International Realty Listed on: 03/25/2026
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,564
Year Built
- Built in 1963
Lot Details
- 20,399 Sq Ft Lot
- Stone Wall
- Landscaped Professionally
- Gentle Sloping Lot
- Sprinkler System
- Property is zoned RDA
Parking
- 2 Car Attached Garage
- Tuck Under Parking
- Oversized Parking
- Garage Door Opener
- Driveway
- 4 Open Parking Spaces
- Off-Street Parking
Home Design
- Raised Ranch Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- 3,271 Sq Ft Home
- Open Floorplan
- Chair Railings
- Crown Molding
- Recessed Lighting
- Decorative Lighting
- Light Fixtures
- Picture Window
- Window Screens
- French Doors
- Living Room with Fireplace
- 2 Fireplaces
- Dining Area
- Play Room
- Center Hall
- Home Security System
Kitchen
- Oven
- Range
- Microwave
- Plumbed For Ice Maker
- Dishwasher
- Wine Refrigerator
- Wine Cooler
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Engineered Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- Custom Closet System
- Dual Closets
- 3 Full Bathrooms
- Bathtub with Shower
- Separate Shower
Laundry
- Laundry on main level
- Dryer
- Washer
- Sink Near Laundry
Partially Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Garage Access
- Sump Pump
Schools
- Vinson Owen Elementary School
- Mccall Middle School
- Winchester High School
Utilities
- Central Air
- 1 Cooling Zone
- 3 Heating Zones
- Heating System Uses Oil
- Baseboard Heating
- 200+ Amp Service
- Tankless Water Heater
Additional Features
- Rain Gutters
- Property is near golf course, public transit, and schools
Listing and Financial Details
- Assessor Parcel Number M:021 B:0362 L:0,900485
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Tennis Courts
- Park
- Jogging Path
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 25, 2026
Closed on
Jun 19, 2026
Sold by
Gentuso John L and Capraro-Gentuso Karen
Bought by
Seller's Agent
Anne Spry
Barrett Sotheby's International Realty
Buyer's Agent
The Goodrich Team
Compass
List Price
$1,749,000
Sold Price
$1,700,000
Premium/Discount to List
-$49,000
-2.8%
Views
20
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
10.95%
Purchase Details
Closed on
Jul 20, 1994
Sold by
Slye Suzanne
Bought by
Gentuso John and Gentuso Karen
Home Values in the Area
Average Home Value in this Area
Agents Specializing in West Side, MA
-
Catharine Bray
-
Beverlee Vidoli
Beverlee Vidoli
RE/MAX Realty Experts
(781) 537-0770
129 Total Sales
2 in West Side
$975K - $1.5M Price Range
-
Wei Wang
Wei Wang
WW Real Estate LLC
(351) 666-8861
77 Total Sales
1 in West Side
$1,522,000 Price
-
Alina Wang
Alina Wang
Coldwell Banker Realty - Lexington
(774) 458-7979
256 Total Sales
8 in West Side
$915K - $2.5M Price Range
-
Hans Nagrath
Hans Nagrath
Compass
(888) 604-7140
167 Total Sales
1 in West Side
$1,620,000 Price
-
Qingtian Ruan
QR
Qingtian Ruan
Responds QuicklyDeWolfe Realty
(857) 837-6655
6 Total Sales
1 in West Side
$1,349,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $395,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $100,000 | No Value Available | |
| Open | $269,000 | No Value Available | |
| Closed | $70,000 | No Value Available |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/29/2026 06/29/26 | Sold | $1,700,000 | -2.8% | $520 / Sq Ft |
| 04/14/2026 04/14/26 | Pending | -- | -- | -- |
| 03/25/2026 03/25/26 | For Sale | $1,749,000 | -- | $535 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $170 | $1,528,800 | $1,000,300 | $528,500 |
| 2024 | $16,414 | $1,448,700 | $920,300 | $528,400 |
| 2023 | $14,263 | $1,208,700 | $760,300 | $448,400 |
| 2022 | $14,251 | $1,139,200 | $700,200 | $439,000 |
| 2021 | $13,333 | $1,039,200 | $600,200 | $439,000 |
| 2020 | $12,876 | $1,039,200 | $600,200 | $439,000 |
| 2019 | $12,100 | $999,200 | $560,200 | $439,000 |
| 2018 | $11,555 | $947,900 | $515,200 | $432,700 |
| 2017 | $11,252 | $916,300 | $515,200 | $401,100 |
| 2016 | $10,409 | $891,200 | $515,200 | $376,000 |
| 2015 | $9,683 | $797,600 | $449,200 | $348,400 |
| 2014 | $9,667 | $763,600 | $430,200 | $333,400 |
Source: Public Records
Agents Affiliated with this Home
-
Anne Spry
Seller's Agent in 2026
Anne Spry
Barrett Sotheby's International Realty
(781) 405-4730
10 in this area
144 Total Sales
-
The Goodrich Team
Buyer's Agent in 2026
The Goodrich Team
Compass
(617) 398-4444
1 in this area
448 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73491480
APN: WINC-000021-000362
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Nearby Homes
- 38 Robinhood Rd
- 2 Atherton Rd
- 143 Arlington St
- 9 Albamont Rd
- 85 High St
- 150 Cambridge St
- 4 Dartmouth St
- 9 Plymouth Rd
- 7 Wainwright Rd Unit 113
- 10 Dartmouth St
- 241 Ridge St
- 54 Squire Rd
- 37 Mayflower Rd
- 273 Cambridge Rd Unit 505
- 110 Thornberry Rd
- 11 Viking Rd
- 15 Fieldstone Dr
- 7 Viking Rd
- 42 Wildwood St
- 7 Hutchinson Rd
Your Personal Tour Guide
Ask me questions while you tour the home.