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$1,125,000
New Listing

8-10 Oak St
Winchester, MA01890

For Sale|Multi Family|Active
5
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,391
SqFt
$471
/SqFt
1870
Built
County:
Middlesex
Call Now: 617-648-9415
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617-648-9415
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Sat, Aug 1, 12:00 PM - 1:30 PM
Sun, Aug 2, 12:00 PM - 1:30 PM
8-10 Oak St8-10 Oak St8-10 Oak St8-10 Oak St
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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.

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Listing Snapshot
Price 
$1,125,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
2,391 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.11 Acres
Year Built 
1870
MLS® Number 
73555245
Status 
Active
Property Tax 
$11,586
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 hours agoListing updated with changes from the MLS®
14 hours agoListing first seen on site
General Features
Acres 
0.11
Disclosures 
Both units delivered vacant at closing. Seller prefers closing Sept 28. 2 sides of fascia boards on front porch need replacing. OFFERS DUE MON8/3 BY 12PM - ONE PDF to [email protected]. 8 Oak St pays all heat & water. Each side pays its own electric.
Foundation 
Stone
Number Of Stories 
4
Parking 
PavedOff Street
Parking Spaces 
3
Property Sub Type 
Multi Family
Sewer 
Public Sewer
SqFt Above 
2091
SqFt Below 
300
SqFt Total 
2391
Water Source 
Public
Zoning 
RG
Interior Features
Appliances 
RangeDishwasherDisposalMicrowaveRefrigeratorWasherDryer
Basement 
FullPartially Finished
Cooling 
Ductless
Flooring 
WoodTileVinyl
Interior 
Open Floorplan
Window Features 
Insulated Windows
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Exterior Features
Construction Details 
Frame
Exterior 
Balcony
Fencing 
Fenced
Lot Features 
Level
Patio And Porch 
PatioCoveredDeck
Roof 
Shingle
Windows/Doors 
Insulated Windows
Community Features
Community Features 
ParkSidewalks
Roads 
Paved
Schools
School District
Unknown
Elementary School
Lynch Elementary School
Middle School
Mccall Middle School
High School
Winchester Highschool
Listing courtesy of The Synergy Group of The Synergy Group



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-07-28 05:03 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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