$1,549,000
 $8,315 est/mo Sourced by Back At You

50 Holland Street,Winchester, MA 01890

Winchester, MA 01890

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Description

Private showings available this weekend~call to schedule! 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 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!

Details

MLS #73556633
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1960
Days On Site56
Listing Provided ByCompass | Kim Covino & Co. Team

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet2,640
ZoningRG
Acreage0.15
Golf CourseYes

Interior

Rooms Total10
Cooling Yes / NoYes
CoolingDuctless
Heating Yes / NoYes
HeatingForced Air, Oil
Interior FeaturesCloset, Lighting - Overhead, Wet bar, Recessed Lighting, Home Office, Kitchen, Wet Bar
Window FeaturesScreens
AppliancesOven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Fireplace FeaturesLiving Room
Fireplaces Total1
Fireplace Yes / NoYes
FlooringHardwood

Exterior

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
RoofShingle
Construction MaterialsFrame
Foundation DetailsConcrete Perimeter
FencingFenced

Parking

Garage Yes / NoNo
Parking FeaturesPaved Drive
Open Parking Yes / NoYes

Utilities

Utilitiesfor Electric Range
SewerPublic Sewer

Taxes

Tax Annual Amount10599
Tax Assessed Value955700
Tax Year2025

Location

Community FeaturesPublic Transportation, Shopping, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access
Senior Community Yes / NoNo

Area Information

StateMA
CountyMiddlesex
CityWinchester
Zip Code01890
AreaMiddlesex
School DistrictWhs
Elementary SchoolLynch
High SchoolWhs
Listing VS Median (in 01890)
Price:
$1,549,000
low | high
Med:
$950,000
88.670109748225% of Average
sqft:
2,640
low | high
Med:
1,365
98.295454545455% of Average
$ / sqft:
$587
low | high
Med:
$696
31.383948524039% of Average
On site:
56
low | high
Med:
168
33.333333333333% of Average
Sourced by Back At You

Market Activity 01890

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Learn More About This Property

StateMA
CountyMiddlesex
CityWinchester
Zip Code01890
AreaMiddlesex
School DistrictWhs
Elementary SchoolLynch
High SchoolWhs
Listing VS Median (in 01890)
Price:
$1,549,000
low | high
Med:
$950,000
88.670109748225% of Average
sqft:
2,640
low | high
Med:
1,365
98.295454545455% of Average
$ / sqft:
$587
low | high
Med:
$696
31.383948524039% of Average
On site:
56
low | high
Med:
168
33.333333333333% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $1.161M - $1.936M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
84 Oak Street Property Photo 1
$799,000
84 Oak Street
Winchester, MA 01890
Listing Updated: September 18, 2026 at 7:26:12 PM PDT
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