8-10 Oak St, Winchester MA 01890
Winchester, MA 01890
$1,125,000
Est. $6,854/month
Open House Schedule
01
Aug
Saturday, August 1
12:00 PM - 1:30 PM EDT
02
Aug
Sunday, August 2
12:00 PM - 1:30 PM EDT
About this home
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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Property History
Property Timeline
Listed for Sale
Jul 27, 2026
$1,125,000
Original listing
Agent: The Synergy Group
Office: The Synergy Group
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/27/2026 | 🏠 Listed for Sale | $1,125,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $11,586 | $1,045,600 |
Financial Details
Annual Property Tax
$11,586
Tax Year 2026
Assessed Value
$1,045,600
Facts & Features
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1870
Living Area
2,391 sq ft
Lot Size
0.11 acres
Bedrooms
5
Full Baths
2
Half Baths
1
Total Rooms
11
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
Ductless
Flooring
Wood, Tile, Vinyl
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace
None
Basement
Full, Partially Finished
Laundry
None
Features
Stone/granite/solid Counters, Bathroom With Tub & Shower, Open Floorplan, Remodeled, Slider, Living Room, Dining Room, Kitchen, Family Room
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Balcony/deck
Pool
None
Spa
None
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Deck - Composite, Patio, Covered
Parking
Features
Paved Drive, Off Street
Total Spaces
3
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Electric Range
Financial
Annual Tax
$11,586
Assessed Value
$1,045,600
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Both Units Delivered Vacant At Closing. Seller Prefers Closing Sept 28. 2 Sides Of Fascia Boards On Front Porch Need Replacing. Offers Due Mon, 8/3 By 12pm - One Pdf To Mariemontiethrealty@gmail.com. 8 Oak St Pays All Heat & Water. Each Side Pays Its Own Electric.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Yellow
Sq Ft Source
Measured
Sq Ft Disclosures
Floor plans measurements are approximate. Buyer and Buyers agent to do their own due diligence.
Documents
None
County
Middlesex
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1870
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,391 sq ft
Total Rooms
11
Stories
4
Levels
4
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,091 sq ft above grade
300 sq ft below grade
Display Options
Outdoor Areas
Patio & porchDeck - Composite, Patio, Covered
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Vinyl
Appliances:
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Stone/Granite/Solid Counters, Bathroom With Tub & Shower, Open Floorplan, Remodeled, Slider, Living Room, Dining Room, Kitchen, Family Room
Windows:
Insulated Windows
Basement:
Full, Partially Finished
Laundry:
Security:
Construction & Materials
Year Built:
1870
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stone
Stories:
4
Heating, Cooling & Utilities
Heating:
Cooling:
Ductless
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Balcony/Deck
Patio & Porch:
Deck - Composite, Patio, Covered
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Level
Road Surface:
Paved
Parking & Garage
Total Parking Spaces:
3
Parking Features:
Paved Drive, Off Street
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$966
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
8-10 Oak St, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
The Synergy Group
Listing Office
The Synergy Group
Office Phone
888-410-5454
Agent MLS ID
TM321745
Office MLS ID
AN7316
Listing Data Updated
Jul 27, 2026 10:45 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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