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Single family home for sale at 50 Holland St, Winchester, MA 01890 | MLS# 73556633 | Listing updated on 2026-09-27
Photo 1 of Single family home for sale at 50 Holland St, Winchester, MA 01890 | MLS# 73556633 | Listing updated on 2026-09-27
Photo 2 of Single family home for sale at 50 Holland St, Winchester, MA 01890 | MLS# 73556633 | Listing updated on 2026-09-27
Photo 3 of Single family home for sale at 50 Holland St, Winchester, MA 01890 | MLS# 73556633 | Listing updated on 2026-09-27
Photo 4 of Single family home for sale at 50 Holland St, Winchester, MA 01890 | MLS# 73556633 | Listing updated on 2026-09-27
38+
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Street View

$1,549,000

Monthly Est:$7,710

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,640sqft

50 Holland St, Winchester, MA 01890

$7,710/moEst:

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  • Single Family Residence

  • Built in 1960

  • $-- HOA

  • 0.15 acre lot

  • $587/sq.ft

Description

Private showings available! Resort living just steps from the town center! Completely remodeled with 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 primary 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!

  • Houzeo last checked: 5 minutes ago
  • Listing updated: September 27, 2026 at 9:09 pm
  • Listing Provided by: Kim Covino & Co. Team (781) 249-3854 | Compass (781) 219-0313
  • Source: MLS Property Information Network-MA | MLS#: 73556633 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1960

  • HOA Fees

    -

  • Finished Area

    2,640 sqft

  • Lot Size

    0.15 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73556633

  • MLS Status

    Active

  • Days on Market

    97

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Flooring

    Hardwood

  • Cooling

    Ductless

  • Window Features

    Screens

  • Exterior Features

    Deck, Patio, Covered Patio/deck, Cabana, Rain Gutters, Hot Tub/spa, Storage, Paddock, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Stone Wall

  • Sewer

    Public Sewer

  • Interior Features

    Closet, Lighting Overhead, Wet Bar, Recessed Lighting, Home Office, Kitchen, Wet Bar

  • Heating

    Baseboard, Oil

  • Appliances

    Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator

Construction

  • Year Built

    Year Built: 1960

  • Home type

    Single Family Residence

  • Architectural Style

    Cape

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Frame

  • Roof

    Shingle

Utilities & Energy

  • Fireplace Features

    Living Room

  • Parking Features

    Paved Drive

  • Water Source

    Public

  • Laundry Features

    In Basement

  • Utilities

    For Electric Range

Other Features

  • Patio And Porch Features

    Deck, Patio, Covered

  • Community Features

    Public Transportation, Shopping, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access

Price History

DateEventPrice

07/29/2026

Source: mls_logoMLS Property Information Network-MA #73556633

Listed for Sale

$1,549,000

$587/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 01:15AM. The property listing data and information, or the Images, 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, 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. 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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