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8 Oak Street

Winchester, MA 01890
$1,125,000
5 Beds
2/1 Baths
2,391 Living Area
  • Property Description
    OH 7/31 4-5pm, 8/1 & 8/2 12-1:30pm 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.
  • Highlights
    • Cooling: Ductless
    • Parking Spots: 3
    • Property Type: Single Family Residence
    • Total Rooms: 11
    • Status: Active
    • Heating: Baseboard, Hot Water, Ductless
    • Property Class: Residential
    • Style: Farmhouse
    • Year Built: 1870
  • Additional Details
    • Appliances: Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
    • Construction: Frame
    • Flooring: Wood, Tile, Vinyl, Flooring - Vinyl, Flooring - Wood
    • Interior Features: Bathroom - With Tub & Shower, Closet, Dining Area, Lighting - Overhead, Accessory Apt.
    • Road Frontage Type: Public
    • SqFt Source: Measured
    • Year Built Source: Public Records
    • Basement: Full, Partially Finished
    • Exterior Features: Porch, Deck, Patio, Fenced Yard
    • Foundation: Stone
    • Lot Features: Level
    • Roof: Shingle
    • Year Built Details: Actual
    • Zoning: Rg
  • Amenities
    • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks
    • Parking Features: Paved Drive, Off Street, Paved
  • Utilities
    • Sewer: Public Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $1,045,600
    • Taxes: $11,586
    • Tax Year: 2026

Location

8 Oak Street, Winchester, MA 01890

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of The Synergy Group. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
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