$1,125,000
 $6,039 est/mo Sourced by Back At You

8 Oak Street,Winchester, MA 01890

Winchester, MA 01890

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Description

Thoughtfully updated 1870 home with a versatile footprint offering many options for multi-generational living, a grand home office setup, dedicated au pair quarters, or separately rented as an Accessory Dwelling Unit (ADU). Elegant renovations have preserved the home's original historic character while seamlessly incorporating today's modern luxuries. A charming farmer's porch welcomes you into the main living area, featuring 8 rooms, 4 bedrooms, and 1.5 baths. The beautifully renovated 2024 eat-in kitchen showcases timeless cabinetry, quartz countertops, a functional butcher block island, custom blue-and-white tile backsplash, an exterior-vented gas range, and direct access to a new 2024 TimberTech deck. Interior highlights include an inviting living room with a striking embossed tin ceiling, a flexible first-floor bedroom or office featuring floor-to-ceiling windows, and gorgeous wide-plank flooring. The walk-out lower-level family room adds excellent bonus space with direct access to the backyard, while three additional bedrooms sit on the second floor. The full bath was tastefully renovated in 2020 with vintage-inspired washstand sinks, and the unfinished basement provides laundry space and storage. The separate, fully integrated living area is ideal for extended family, guests, an au pair, or rental income. This bright secondary suite offers a sunlit living room with its own deck access, an eat-in kitchen, full bath, and spacious second-floor bedroom. Original pine floors on main level and carpet in bedroom. Modern mini-split heating and A/C units provide year-round climate control throughout both distinct living areas. The main home also features gas baseboard and radiator heat, while suite is independently served by radiator heat. Outside, a patio and 3 off-street parking spaces complete this exceptional property. The location is a commuter's dream, situated just a short stroll to vibrant Winchester Center, boutique shops, local cafés, and acclaimed restaurants. Commuters will love being near 2 MBTA Commuter Rail stations, offering a quick 2-stop ride straight into Boston's North Station. Best of all, this property sits within the highly sought-after Lynch Elementary School district, placing you directly inside Winchester's top-rated, award-winning public school system. This rare property truly offers the perfect combination of timeless historic charm, high-end modern updates, and outstanding lifestyle versatility.

Details

MLS #73555597
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1870
Days On Site62
Listing Provided ByThe Synergy Group | The Synergy Group

Features

Bed(s)5
Bath(s) 3 Total
SQ Feet2,391
BasementY
ZoningRG
Acreage0.11

Interior

Rooms Total11
Cooling Yes / NoYes
CoolingDuctless
Heating Yes / NoYes
HeatingBaseboard, Hot Water, Ductless
Interior FeaturesBathroom - With Tub & Shower, Closet, Dining Area, Lighting - Overhead, Accessory Apt.
Window FeaturesInsulated Windows
AppliancesRange, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Fireplaces Total0
Fireplace Yes / NoNo
FlooringWood, Tile, Vinyl, Flooring - Vinyl, Flooring - Wood

Exterior

Exterior FeaturesPorch, Deck, Patio, Fenced Yard
RoofShingle
Construction MaterialsFrame
Foundation DetailsStone
Lot FeaturesLevel
FencingFenced/Enclosed, Fenced

Parking

Garage Yes / NoNo
Parking FeaturesPaved Drive, Off Street, Paved
Open Parking Yes / NoYes

Utilities

Utilitiesfor Gas Range, for Electric Range
SewerPublic Sewer

Taxes

Tax Annual Amount11586
Tax Assessed Value1045600
Tax Year2026

Location

Community FeaturesPublic Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks
Senior Community Yes / NoNo

Area Information

StateMA
CountyMiddlesex
CityWinchester
Zip Code01890
AreaMiddlesex
School DistrictWinchester Highschool
Elementary SchoolLynch Elementary School
High SchoolWinchester Highschool
Listing VS Median (in 01890)
Price:
$1,125,000
low | high
Med:
$950,000
65.5556% of Average
sqft:
2,391
low | high
Med:
1,846
72.814721873693% of Average
$ / sqft:
$471
low | high
Med:
$552
32.639438776395% of Average
On site:
62
low | high
Med:
110.5
56.108597285068% 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 DistrictWinchester Highschool
Elementary SchoolLynch Elementary School
High SchoolWinchester Highschool
Listing VS Median (in 01890)
Price:
$1,125,000
low | high
Med:
$950,000
65.5556% of Average
sqft:
2,391
low | high
Med:
1,846
72.814721873693% of Average
$ / sqft:
$471
low | high
Med:
$552
32.639438776395% of Average
On site:
62
low | high
Med:
110.5
56.108597285068% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $843K - $1.46M
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
8-10 Oak St Property Photo 1
$1,125,000
8-10 Oak St
Winchester, MA 01890
Listing Updated: August 30, 2026 at 7:33:48 PM PDT