$1,999,000
 $10,731 est/mo Sourced by Back At You

85 High St,Winchester, MA 01890

Winchester, MA 01890

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Description

Classic Colonial nestled within one of Winchester's most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a spectacular all-season porch, perfectly positioned for effortless entertaining indoors or out. The second floor offers four corner bedrooms, including a spacious primary suite with double closets, ensuite bath, and convenient laundry. The walk-up third floor invites endless possibilities with an additional bedroom and abundant closet space. Approximately 500 square feet of finished lower-level flex space provides room for a home gym, teen retreat, playroom, or office. Outside, a private, level yard offers ample space for gardens, play, and entertaining, with a generous brick patio for relaxing and gathering. The two-car heated garage features a full walk-up second floor, ideal for storage or future finishing as a studio, office, or home-away-from-home retreat. Simply a beautiful home in an exceptional location-ready to be loved from day one.

Details

MLS #73565817
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1931
Days On Site32
Listing Provided ByBetter Homes and Gardens Real Estate - The Shanahan Group | Catherine Albiani

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet3,757
Garage2
BasementY
ZoningRDB
Acreage0.29

Interior

Rooms Total12
Cooling Yes / NoYes
CoolingCentral Air
Heating Yes / NoYes
HeatingSteam, Natural Gas
Interior FeaturesDining Area, Breakfast Bar / Nook, Foyer, Bonus Room
Window FeaturesScreens
AppliancesWater Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Fireplace FeaturesLiving Room
Fireplaces Total1
Fireplace Yes / NoYes
FlooringTile, Hardwood, Flooring - Hardwood, Laminate

Exterior

Exterior FeaturesPatio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard
RoofShingle
Foundation DetailsStone
Lot FeaturesCorner Lot, Level
FencingFenced/Enclosed, Fenced

Parking

Garage Yes / NoYes
Attached Garage Yes / NoNo
Parking FeaturesDetached, Garage Door Opener, Heated Garage, Storage, Off Street, Paved
Open Parking Yes / NoYes

Utilities

Utilitiesfor Electric Range, for Electric Dryer, Washer Hookup
SewerPublic Sewer
ElectricCircuit Breakers, 200+ Amp Service, Other (See Remarks)

Taxes

Tax Annual Amount15671
Tax Assessed Value1413100
Tax Year2025

Location

Community FeaturesPublic Transportation, Tennis Court(s), Park, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station
Senior Community Yes / NoNo

Area Information

StateMA
CountyMiddlesex
CityWinchester
Zip Code01890
AreaMiddlesex
School DistrictWhs
Elementary SchoolAmbrose
High SchoolWhs
Listing VS Median (in 01890)
Price:
$1,999,000
low | high
Med:
$975,000
100% of Average
sqft:
3,757
low | high
Med:
1,920
98.895395262177% of Average
$ / sqft:
$532
low | high
Med:
$554
45.857885652783% of Average
On site:
32
low | high
Med:
88
36.363636363636% of Average
Sourced by Back At You

Market Activity 01890

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Contact

Learn More About This Property

Wendy Tauber

Wendy Tauber

HK Realty

 (603) 502-7151wendy@h-krealty.com
StateMA
CountyMiddlesex
CityWinchester
Zip Code01890
AreaMiddlesex
School DistrictWhs
Elementary SchoolAmbrose
High SchoolWhs
Listing VS Median (in 01890)
Price:
$1,999,000
low | high
Med:
$975,000
100% of Average
sqft:
3,757
low | high
Med:
1,920
98.895395262177% of Average
$ / sqft:
$532
low | high
Med:
$554
45.857885652783% of Average
On site:
32
low | high
Med:
88
36.363636363636% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $1.499M - $2.498M
sqft: 2,500 - 4,500
Nearby Listings Property ImageNearby Listings Details
143 Arlington Street Property Photo 1
$1,599,000
143 Arlington Street
Winchester, MA 01890
9 Plymouth Rd Property Photo 1
$2,400,000
9 Plymouth Rd
Winchester, MA 01890
Listing Updated: September 14, 2026 at 12:43:14 AM PDT