Welcome to The Ledges, Winchester’s premier hilltop community offering refined, resort-style living with modern convenience. This sun-filled, beautifully updated home features an open layout with cathedral ceilings, hardwood floors, and newly landscaped courtyard space by Mahoney’s. The gourmet kitchen with premium appliances. Living Room opens to a private wooded deck, ideal for entertaining or quiet mornings. The first-floor en suite includes dual walk-in closets and a spa-like bath. Upstairs offers a bedroom, full bath, loft, and bright bonus room. The walk-out lower level provides a family room, additional bedroom, bath, kitchenette, and storage—perfect for flexible living. Enjoy a two-car garage, central air, and access to community amenities including a pool, tennis/pickleball courts, and walking trails—all minutes from vibrant Winchester Center. Great Single Family alternative. The Ledges is more than your home, it’s your community!
Current real estate data for Condo in Winchester as of Oct 27, 2025
17
Condo Listed
50
Avg DOM
558
Avg $ / SqFt
$1,066,606
Avg List Price
Property Details
Price:
$1,425,000
MLS #:
73444428
Status:
Active
Beds:
3
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Listed Date:
Oct 16, 2025
Finished Sq Ft:
3,350
Total Sq Ft:
3,350
Year Built:
1988
Schools
Elementary School:
Vinson-Owens
Middle School:
Mccall
High School:
Winchester High
Interior
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Unit Control
Fireplaces Total
1
Flooring
Tile, Vinyl, Concrete, Hardwood, Flooring – Hardwood
Heating
Central, Forced Air, Natural Gas, Unit Control
Laundry Features
Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, In Basement, In Unit, Washer Hookup
Exterior
Association Amenities
Pool, Tennis Court(s), Clubhouse
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Deck, Deck – Composite, Fenced Yard, Garden, Rain Gutters, Professional Landscaping, Tennis Court(s)
Parking Features
Attached, Garage Door Opener, Storage, Deeded, Off Street, Guest, Paved
Parking Spots
4
Roof
Shingle
Financial
HOA Fee
$870
HOA Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Tax Year
2025
Taxes
$15,028
Map
Contact Us
Mortgage Calculator
Community
- Address7 Wainwright Rd # 29 Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 7 Wainwright Rd # 29 Winchester MA is a Condo for sale in Winchester, MA, 01890. It is listed for $1,425,000 and features 3 beds, 4 baths, and has approximately 3,350 square feet of living space, and was originally constructed in 1988. The current price per square foot is $425. The average price per square foot for Condo listings in Winchester is $558. The average listing price for Condo in Winchester is $1,066,606. To schedule a showing of MLS#73444428 at 7 Wainwright Rd # 29 in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. 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.
7 Wainwright Rd # 29
Winchester, MA












































