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50 Holland Street, Winchester MA 01890

$1,549,000

Estimated $10,428/month Calculator

Single Family

3 Bedrooms

Baths

2640

Total Parking: 4

6,625 (0.15)

Built in 1960

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!

This home has been viewed 14 times

Last Checked: September 28th, 2026 at 6:13am (Source: MLS PIN #73556633)

Air Conditioning

Lead Paint Free

General Information for 50 Holland Street, Winchester MA 01890

Listing ID73556633

Property TypeSingle Family / Detached

Price$1,549,000 ($586.74/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking0

ZoningRG

Year Built1960

Year Built SourcePublic Records

Year Built DetailsRenovated Since

Interior Features for 50 Holland Street, Winchester MA 01890

Approximate Living Area Total2640

Living Area Includes BasementYes

Rooms10

Bedrooms3

Primary En Suite BathroomYes

Basement

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 50 Holland Street, Winchester MA 01890

Approximate Lot Size (Acres)0.15

Approximate Lot Size (Square Feet)6625

Total Parking4

Garage Parking0

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 50 Holland Street, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsWine Refrigerator

Compensation Based On

Financial Information for 50 Holland Street, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax10599

Tax Year2025

Assessed Value$955,700

Location Information for 50 Holland Street, Winchester MA 01890

Elementary SchoolLynch

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 50 Holland Street, Winchester MA 01890

Agent

Name: Kim Covino & Co. Team

Office

Name: Compass

Phone: 781-219-0313

Team Members

Payment Calculator

, Interest

Property Taxes 883.25

Principal & Interest 9544.45

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Kim Covino & Co. Team

Agent Phone

Office Phone

(781) 219-0313

Text Agent Call Agent Call Office

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EXIT

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