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Off Market

19 Pilgrim Dr

Winchester MA 01890

5
4
6
3150 sq. ft.
20661 sq. ft.
Single-Family
Last sold for $1,775,000
Gorfinkle GroupGorfinkle Group, last sold this property on 15 August 2025 after 64 days on market.

Overview

Your very own private oasis tucked away in a cul-de-sac-like neighborhood just mins. to Winchester Center! Set on a deep, tree-lined lot, this stunning home offers 5 beds, 3.5 baths, & over 3,000 sq. ft. The versatile floor plan offers ground-level entry w/ a 2 car garage, 2 bedrooms (which can also function as work/play space,) & full bath/laundry area. The upper level is the heart of the home – The spacious living room w/ a wood-burning F/P & vaulted ceilings flows effortlessly into the open-concept dining area. The gourmet kitchen, anchored by a large center island, offers timeless finishes including sleek cabinetry, quartz, & S/S appliances. An oversized family room w/ abundant natural lighting completes the main living area. The opposite wing features 3 bedrooms & 2 full baths, including the primary w/ a newly renovated ensuite offering a soaking tub & dual sinks. Completing this retreat-like property is a swimming pool w/ pool house & 2 composite decks for summertime gatherings!

Features

5 bedrooms
4 bathrooms
6 carspaces
2 garage spaces
3150 sq. ft. floor area
20661 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 19 Pilgrim Dr is $2.2m.

Median value
$2.2m
Estimated value range
$1.25m - $4.65m
Median days on market
17
Estimated value trend
4%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 19 Pilgrim Dr

2025
Sold
$1,775,000
15 Aug 2025 by Gorfinkle Group
2015
Sold
$1,025,000
01 Jun 2015 by Nancy Flynn, of Coldwell Banker Residential Brokerage - Franklin
2001
Sold
$899,000
06 Mar 2001 by Patrick Fortin, of Century 21 Fortin

Happy sellers in Winchester

~%

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Winchester

In the last 12 months, 34 five-bedroom single-family properties similar to 19 Pilgrim Dr, have been sold.

This represents a 35% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

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Danny Zheng

Danny Zheng is a recommended agent for Winchester.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (59 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
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Peter Rooney

Sellers who recommend Peter Rooney have praised them for being local expert, responsive, clear communication, supportive, friendly, hard-working, and well-prepared

  •   5   (43 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
View profile
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Paula Sughrue

Paula Sughrue is a recommended agent for Winchester.  They have 8 local sales across the last 12 months.

  •  8 Sales in Winchester
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McGlynn Splaine & Nigro Team

McGlynn Splaine & Nigro Team is a recommended agent for Winchester.  They have 6 local sales across the last 12 months.

  •  6 Sales in Winchester
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