Condex at 23 Shepard Ct # U23, Winchester MA 01890, Winchester
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$699,900

23 Shepard Ct # U23, Winchester MA 01890
Winchester, MA 01890
Listed by Nancy Zhang Zhenning
Bedrooms
3
Bathrooms
3
Living area
1,380 sqft
Year built
1890

About this home

Huge Price Drop – Best Value in the Winchester School District! Beautifully maintained townhouse-style condex offering 3 levels of living in a prime Winchester location. This sun-filled home features 3 bedrooms, 2 full baths, 2 half baths, and a flexible third-floor suite perfect as a primary bedroom, guest space, or home office. Recent updates include a 2019 high-efficiency gas boiler, 2019 tankless hot water system, 2023 mini-split cooling system, 2025 new roof, insulated windows, updated kitchen and baths, and hardwood floors throughout. Enjoy a private exclusive-use yard with deck, patio, mature landscaping, storage shed, and 2 off-street parking spaces. Low $100/month condo fee. Ideally located next to Elizabeth C. McDonald Field with tennis courts, sports fields, walking paths, and a new playground, and just minutes to Winchester Center. A rare opportunity and one of the most affordable ways to enjoy top-rated Winchester schools.

Property details

MLS #
73530920
Property type
Condex
Subdivision
N/A
Status
Active
Days on market
117
On market date
June 5, 2026
Stories
4
Total bathrooms
3
Garage spaces
N/A
Parking spaces
2
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Muraco Elementary
0.48 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
345
Student:teacher ratio
11.9:1
District
Winchester
Middle
McCall Middle
0.97 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,059
Student:teacher ratio
11.8:1
District
Winchester
High
Winchester High School
0.55 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,349
Student:teacher ratio
13.8:1
District
Winchester

Walkability

Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

84
Highly walkable
out of 100
EPA National Walkability Index
16.0 / 20 -- Most walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores2
Parks19
Schools20
Transit stops20
Pharmacies4

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$4,365/mo
$139,980 down
$559,920 loan
Principal & interest$3,632
Property tax (est.)$583
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 19, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.