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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
PoolTennisThe LedgesVinson-owensMccallWinchester HighPets Allowed

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

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Community

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 James
7 Wainwright Rd # 29
Winchester, MA