There are multiple listings for this address:
$699,900
23 Shepard Ct # U23
Winchester, MA, 01890
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
Price:
$699,900
MLS #:
73530920
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Condex
Listed Date:
Jun 5, 2026
Finished Sq Ft:
1,380
Total Sq Ft:
1,380
Year Built:
1890
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Winchester High
Interior
Above Grade Finished Area
990
Appliances
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
390
Cooling
Ductless
Flooring
Wood, Tile
Heating
Central
Interior Features
Entrance Foyer
Laundry Features
In Basement
Exterior
Community Features
Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Public School
Exterior Features
Porch, Deck, Patio, Storage, Garden
Open Parking Spaces
2
Parking Features
Off Street
Parking Spots
2
Parking Total
2
Patio And Porch Features
Porch, Deck, Patio
Stories
4
Window Features
Insulated Windows
Financial
HOA Fee
$100
HOA Fee Frequency
Monthly
HOA Includes
Insurance
Tax Year
2025
Taxes
$5,748
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
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Current real estate data for Single Family in Winchester as of Jun 20, 2026
77
Single Family Listed
52
Avg DOM
550
Avg $ / SqFt
$2,163,397
Avg List Price
Community
- Address23 Shepard Ct # U23 Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 23 Shepard Ct # U23 Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $699,900 and features 3 beds, 3 baths, and has approximately 1,380 square feet of living space, and was originally constructed in 1890. The current price per square foot is $507. The average price per square foot for Single Family listings in Winchester is $550. The average listing price for Single Family in Winchester is $2,163,397. To schedule a showing of MLS#73530920 at 23 Shepard Ct # U23 in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Coldwell Banker Realty – Winchester. The property listing data and information 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 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 set forth herein.
23 Shepard Ct # U23
Winchester, MA
$699,000
23 Shepard Ct # U23
Winchester, MA, 01890
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
Price:
$699,000
MLS #:
73530954
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Condex
Listed Date:
Jun 5, 2026
Finished Sq Ft:
1,380
Total Sq Ft:
1,380
Lot Size:
5,227 sqft / 0.12 acres (approx)
Year Built:
1890
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Winchester High
Interior
Above Grade Finished Area
990
Appliances
Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
390
Cooling
Ductless
Flooring
Wood, Tile
Heating
Central
Interior Features
Entrance Foyer
Laundry Features
In Basement
Exterior
Community Features
Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Public School
Exterior Features
Porch, Deck, Patio, Storage, Garden
Open Parking Spaces
2
Parking Features
Off Street
Parking Spots
2
Parking Total
2
Patio And Porch Features
Porch, Deck, Patio
Stories
4
Window Features
Insulated Windows
Financial
HOA Fee
$100
HOA Fee Frequency
Monthly
HOA Includes
Insurance
Tax Year
2025
Taxes
$5,748
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of Jun 20, 2026
77
Single Family Listed
52
Avg DOM
550
Avg $ / SqFt
$2,163,397
Avg List Price
Community
- Address23 Shepard Ct # U23 Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 23 Shepard Ct # U23 Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $699,000 and features 3 beds, 3 baths, and has approximately 1,380 square feet of living space, and was originally constructed in 1890. The current price per square foot is $507. The average price per square foot for Single Family listings in Winchester is $550. The average listing price for Single Family in Winchester is $2,163,397. To schedule a showing of MLS#73530954 at 23 Shepard Ct # U23 in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.