Listing Tools

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!

More Info

Basic Information

  • Bedrooms3
  • Mls StatusNew
  • Bathroom3
  • Parcel Number M:010 B:0086 L:0,897033

Rooms

  • Bathroom 1 First,8 x 8
  • Bathroom 2 Second,8 x 5
  • Bathroom 3 Basement,11 x 10
  • Bathrooms Total Decimal 2.5
  • Bedroom 2 Second,23 x 13
  • Bedroom 3 First,15 x 12
  • Dining Room First,14 x 12
  • Family Room Basement,17 x 13
  • Full Bath2
  • Half Baths1
  • Kitchen Main, First,22 x 12
  • Living Room First,18 x 14
  • Master Bedroom Second,23
  • Office Basement,14 x 11

Exterior

  • Exterior Features
    • Cabana
    • Covered Patio/Deck
    • Deck
    • Decorative Lighting
    • Fenced Yard
    • Garden
    • Hot Tub/Spa
    • Paddock
    • Patio
    • Professional Landscaping
    • Rain Gutters
    • Screens
    • Sprinkler System
    • Stone Wall
    • Storage
  • Fencing Fenced
  • RoofShingle

Property Information

  • Square Feet2,640
  • Building Area Source Measured
  • Living Area 2,640
  • Lot Size Square Feet 6,625
  • Lot Size Units Acres
  • Spa YN Yes

Tax Information

  • Tax Assessed Value $955,700
  • Tax Year 2025
  • Taxes$10,599

Parking

  • Parking Spaces4
  • Open Parking YN Yes
  • Parking Features Paved Drive

Location

  • Address50 Holland Street
  • Building Number50
  • CountyMiddlesex
  • StateMA
  • StreetHolland Street
  • TownWinchester
  • Zip01890

Property

  • Acreage0.15
  • Other Structures Cabana

Interior

  • Flooring Hardwood
  • Interior Features
    • Closet
    • Home Office
    • Kitchen
    • Lighting - Overhead
    • Recessed Lighting
    • Wet Bar
    • Wet bar

Utilities

  • Cooling Ductless
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Oil
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • Medical Facility
    • Park
    • Public Transportation
    • Shopping
    • Tennis Court(s)
  • Appliances IncludedOven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Horse Amenities Paddocks

School Information

  • High School Winchester
  • Elementary SchoolLynch
  • High SchoolWinchester
  • Junior HighMccall

Basic Information

  • List Price$1,549,000
  • MLS Number73556633
  • Modification Date07/29/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Building

  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Patio And Porch Features Deck, Patio, Covered
  • Property StyleCape
  • Rooms6
  • Utilities For Electric Range
  • Window Features Screens
  • Year Built1960
  • Year Built Details Renovated Since
  • Year Built Source Public Records

Other

  • Date Listed07/29/2026
  • Farm Land Area Units Square Feet
  • Spa Features Private

Map Location

Listed by Kim Covino & Co. Team of Compass

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

I agree to receive marketing and customer service calls and text messages from In Realty Inc. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.