Single Family Residence at 23 Shepard Ct # U23, Winchester MA 01890, Winchester
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42 photos

$699,000

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. Priced to sell, open to seasonable offers.

Property details

MLS #
73530954
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
112
On market date
June 5, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
N/A
Parking spaces
2
Lot size
0.12 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

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: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 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
Nearby-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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Est. monthly payment
$4,359/mo
$139,800 down
$559,200 loan
Principal & interest$3,627
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 21, 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.