Description
Elegantly updated, two-family home offers flexibility for multi-generational living, rental income, or as a spacious single-family. Thoughtful renovations preserve the home's original character while adding modern comforts. A charming farmer's porch leads to an inviting patio. The larger side, 8 Oak, features 8 rooms, 4 beds, 1.5 baths, a 2024 eat-in kitchen with timeless cabinetry, quartz countertops, butcher block island, blue-and-white tile backsplash, exterior-vented gas range, and direct access to a 2024 TimberTech deck. Highlights include an inviting living room with embossed tin ceiling, a first-floor bedroom or office with floor-to-ceiling windows, wide-plank floors, a lower level family room that has a full walk-out to back yard, and 3 second-floor bedrooms. The full bath was beautifully renovated in 2020 with vintage-inspired washstand sinks. The unfinished basement includes laundry and ample storage. The apartment, 10 Oak, is a bright 3 rooms, 1 bed, 1 bath featuring original pine floors, a living room with access to deck, an eat-in kitchen, and a second-floor bedroom suite. Both sides feature mini-split heat and A/C. 8 Oak also offers gas baseboard and radiator heat and 10 Oak also has radiator heat. Three off-street parking spaces. Enjoy an unbeatable location just a short walk to Winchester Center, two MBTA Commuter Rail stations (only two stops to North Station), restaurants, cafés, and shops. Located in the sought-after Lynch Elementary School district and Winchester's top-rated school system. This special property blends timeless charm, modern updates, and exceptional versatility.
Details
| MLS # | 73555245 |
|---|---|
| Listing Type | For Sale |
| Sub-Type | Resale |
| Status | Pending |
| Year | 1870 |
| Days On Site | 59 |
| Listing Provided By | The Synergy Group | The Synergy Group |
Features
| Bed(s) | 5 |
|---|---|
| Bath(s) | 3 Total |
| SQ Feet | 2,391 |
| Basement | Y |
| Story(s) | 4 |
| Units | 2 |
| Zoning | RG |
| Acreage | 0.11 |
Interior
| Rooms Total | 11 |
|---|---|
| Cooling Yes / No | Yes |
| Cooling | Ductless |
| Interior Features | Stone/Granite/Solid Counters, Bathroom With Tub & Shower, Open Floorplan, Remodeled, Slider, Living Room, Dining Room, Kitchen, Family Room |
| Window Features | Insulated Windows |
| Appliances | Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer |
| Fireplaces Total | 0 |
| Fireplace Yes / No | No |
| Flooring | Wood, Tile, Vinyl |
Exterior
| Exterior Features | Balcony/Deck |
|---|---|
| Roof | Shingle |
| Construction Materials | Frame |
| Foundation Details | Stone |
| Lot Features | Level |
| Fencing | Fenced/Enclosed, Fenced |
Parking
| Garage Yes / No | No |
|---|---|
| Parking Features | Paved Drive, Off Street |
| Open Parking Yes / No | Yes |
Utilities
| Utilities | for Gas Range, for Electric Range |
|---|---|
| Sewer | Public Sewer |
Taxes
| Tax Annual Amount | 11586 |
|---|---|
| Tax Assessed Value | 1045600 |
| Tax Year | 2026 |
Location
| Community Features | Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks |
|---|---|
| Senior Community Yes / No | No |
Area Information
| State | MA |
|---|---|
| County | Middlesex |
| City | Winchester |
| Zip Code | 01890 |
| Area | Middlesex |
| School District | Winchester Highschool |
| Elementary School | Lynch Elementary School |
| High School | Winchester Highschool |
| Listing VS Median (in 01890) | |
Price: $1,125,000 low | high Med: $974,900 sqft: 2,391 low | high Med: 1,719 $ / sqft: $471 low | high Med: $567 On site: 59 low | high Med: 14 | |
Market Activity 01890
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Learn More About This Property
| State | MA |
|---|---|
| County | Middlesex |
| City | Winchester |
| Zip Code | 01890 |
| Area | Middlesex |
| School District | Winchester Highschool |
| Elementary School | Lynch Elementary School |
| High School | Winchester Highschool |
| Listing VS Median (in 01890) | |
Price: $1,125,000 low | high Med: $974,900 sqft: 2,391 low | high Med: 1,719 $ / sqft: $471 low | high Med: $567 On site: 59 low | high Med: 14 | |
 | $1,125,0008 Oak StreetWinchester, MA 01890 |