21 Shepard Ct Winchester, MA 01890
About This Home
As of September 2019Sought after townhouse style condo that has the feel of a single-family home. Located on a quiet cul-de-sac, nearby McDonald field w/ playground, baseball field, basketball & tennis courts. Within walking distance to schools, Winchester center & commuter rail. The 1st floor offers a spacious, updated eat-in kitchen & a sunny living room ideal for relaxing and entertaining. On the upper level are 2 generous bedrooms & full bath. Through the larger bedroom, a staircase leads you up to an expansive bonus room with ample closet space. The current owners are using this as a 3rd bedroom. Hardwood floors, insulated replacement windows & abundant storage throughout. This condo features a private, fenced, Beacon Hill-style backyard & separate driveway. Basement with laundry offers additional room for storage or expansion. Easy access to both Route 93, 95 & less than 1.5 miles to restaurants & shopping. Don't miss out on this opportunity to establish your family in this sought-after community.
Last Agent to Sell the Property
Peter Pirani
Leading Edge Real Estate

Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $57
Year Built
- Built in 1890
Kitchen
- Range
- Microwave
- Dishwasher
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
Laundry
- Dryer
- Washer
Utilities
- Window Unit Cooling System
- Radiator
- Heating System Uses Oil
- Oil Water Heater
Additional Features
- Basement
Listing and Financial Details
- Assessor Parcel Number M:013 B:0661 L:0
Map
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
03/25/2025 03/25/25 | Pending | -- | -- | -- |
03/18/2025 03/18/25 | For Sale | $695,000 | +39.0% | $499 / Sq Ft |
09/06/2019 09/06/19 | Sold | $500,000 | -1.8% | $505 / Sq Ft |
07/11/2019 07/11/19 | For Sale | $509,000 | +6.1% | $514 / Sq Ft |
08/29/2018 08/29/18 | Sold | $479,900 | 0.0% | $485 / Sq Ft |
07/09/2018 07/09/18 | Pending | -- | -- | -- |
06/26/2018 06/26/18 | For Sale | $479,900 | +70.2% | $485 / Sq Ft |
11/29/2013 11/29/13 | Sold | $281,900 | 0.0% | $282 / Sq Ft |
10/28/2013 10/28/13 | Pending | -- | -- | -- |
10/17/2013 10/17/13 | Off Market | $281,900 | -- | -- |
09/20/2013 09/20/13 | Price Changed | $289,900 | -3.0% | $290 / Sq Ft |
07/21/2013 07/21/13 | Price Changed | $299,000 | -3.2% | $299 / Sq Ft |
07/18/2013 07/18/13 | Price Changed | $309,000 | -3.1% | $309 / Sq Ft |
06/06/2013 06/06/13 | For Sale | $319,000 | 0.0% | $319 / Sq Ft |
05/31/2013 05/31/13 | Pending | -- | -- | -- |
05/28/2013 05/28/13 | For Sale | $319,000 | -- | $319 / Sq Ft |
Tax History
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 | $57 | $510,400 | $0 | $510,400 |
2024 | $5,580 | $492,500 | $0 | $492,500 |
2023 | $5,845 | $495,300 | $0 | $495,300 |
2022 | $6,157 | $492,200 | $0 | $492,200 |
2021 | $6,139 | $478,500 | $0 | $478,500 |
2020 | $5,557 | $448,500 | $0 | $448,500 |
2019 | $5,154 | $425,600 | $0 | $425,600 |
2018 | $4,054 | $332,600 | $0 | $332,600 |
2017 | $4,127 | $336,100 | $0 | $336,100 |
2016 | $3,637 | $311,400 | $0 | $311,400 |
2015 | $3,506 | $288,800 | $0 | $288,800 |
2014 | $3,141 | $248,100 | $0 | $248,100 |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $459,000 | Stand Alone Refi Refinance Of Original Loan | |
Closed | $458,000 | New Conventional | |
Previous Owner | $440,000 | New Conventional | |
Previous Owner | $180,000 | New Conventional | |
Previous Owner | $235,000 | New Conventional | |
Previous Owner | $240,000 | Purchase Money Mortgage |
Deed History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Not Resolvable | $500,000 | -- | |
Deed | $479,900 | -- | |
Not Resolvable | $281,900 | -- | |
Not Resolvable | $281,900 | -- | |
Not Resolvable | $307,500 | -- | |
Land Court Massachusetts | $270,000 | -- | |
Land Court Massachusetts | $270,000 | -- |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 72353261

APN: WINC-000013-000661
- 15 Charles Rd
- 158 Swanton St Unit 160
- 160 Swanton St Unit 160
- 62 Richardson St
- 48 Tremont St
- 200 Swanton St Unit 722
- 32 Clark St
- 18 Pine Grove Park
- 83 Canal St Unit 85
- 7 Conant Rd Unit 60
- 7 Conant Rd Unit 34
- 7 Conant Rd Unit 20
- 235 Cross St
- 79 Sylvester Ave
- 149 Horn Pond Brook Rd
- 18 Middlesex St
- 80 Harvard St
- 71 Woodside Rd
- 11 Chesterford Rd E
- 8 Veteran Rd