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For Sale

50 Holland Street

50 Holland Street, Winchester, MA 01890

$1,549,000
Completely remodeled with exceptional custom finishes throughout, this stunning expanded cape with 3 levels, 3/4 bedrooms, 2.5-baths will exceed your expectations. The first floor features a spacious bedroom w/ full bath, an inviting living room w/ beautiful fireplace surrounded & custom built-ins, while the chef's kitchen is designed to impress with high end finishes, a large island and vaulted breakfast nook. The open floor plan flows into the dining room, complete with a custom built-in wine bar, ensuring easy entertaining. The second floor provides two very large bedrooms with great closet space and a tastefully remodeled hall bath. The beautifully finished lower level offers incredible flexibility with a cozy family room, kitchenette, laundry and 1/2 bath, with potential for a 4th BR, making it ideal for entertaining, guests, or extended living space. Step outside to an extraordinary backyard that feels like a resort! Enjoy the professionally landscaped grounds, lush gardens, and an expansive patio creating the ultimate outdoor oasis-featuring a built-in grill, pizza oven, bar seating, a hot tub, greenhouse, and shed. The retractable awnings make for comfortable shaded entertaining. It is truly a backyard that you will use all year round! Ideally located just outside Winchester center, enabling you to enjoy all the benefits of being close to town! This turn-key home is a must see, don't miss this one of a kind, move in ready home with so many recent upgrades!

8/9/2026 11:00AM - 12:00PM EDT

3
beds

3
baths

2,640 Sq.Ft. LIVING AREA

6,625 Sq.Ft. lot

Kim Covino

Kim Covino

Features & Amenities

Interior

  • total bedrooms3
  • Total bathrooms3
  • full bathrooms2
  • half bathroom1
  • Laundry room In Basement
  • Flooring Hardwood
  • Fireplace Living Room
  • APPLIANCES Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • other interior Features Closet, Lighting - Overhead, Wet bar, Recessed Lighting, Home Office, Kitchen, Wet Bar

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    8/9/2026 11:00AM - 12:00PM EDT

  • Living Area2,640 Sq.Ft.
  • Total Area2,640 Sq.Ft.
  • Lot Area6,625 Sq.Ft.
  • MLS® ID73556633
  • TypeResidential
  • YEAR BUILT1960
  • NeighborhoodWinchester
  • Architecture StylesCape
  • Elementary SchoolLynch
  • Middle SchoolMccall
  • High SchoolWhs

Exterior

  • water SourcePublic
  • utilitiesfor Electric Range
  • roofShingle
  • parkingPaved Drive
  • HEAT TYPEForced Air, Oil
  • AIR CONDITIONINGDuctless
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesDeck, Patio, Covered Patio/Deck, Cabana, Rain Gutters, Hot Tub/Spa, Storage, Paddock, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Stone Wall

Financial

  • Sales Price$1,549,000
  • Real Estate Tax $10,599/yr
  • Zoning RG
image

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.
Thank you for your interest in 50 Holland Street, Winchester, MA 01890. We are reviewing your request and will be in touch shortly!
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My team and I have a proven track record when it comes to negotiating skills and sourcing buyers from many different markets thanks to our premiere listings and strong referral base spanning Winchester and beyond. Referrals from past and present clients have become the base of our business, further proving our unmatched service!
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Contact Details

Kim Covino & Co.

Phone

(781) 249-3854

Email

[email protected]

Address

41 Thompson Street Winchester, MA 01890

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