Must see! Nestled along Winchesters beloved Winter Pond, this beautiful home offers a rare opportunity to live the waterfront dream just 7 miles from Boston! Featuring an oversized lot with breathtaking panoramic water views & offering a lifestyle that could include kayaking, paddle boarding, ice skating, fishing etc..along with serenity and privacy so hard to find. This home offers ample living space that flows nicely between the formal living room, dining room, kitchen, office and family room, all of which have picturesque views. Many recent updates including kitchen, baths, roof, heating & de-leading; making this lovely home move in ready! 3 to 4 bedrooms, 2 1/2 baths w/ a finished walk out basement w/ mud room, laundry, rec. room, storage and gym area. The setting is simply gorgeous with expansive rolling green lawn offering plenty of room for future expansion.Enjoy your morning coffee from deck appreciating all that nature offers, plus spectacular sunsets in the western skies!
Sold for $1,549,000 on 12/15/25
$1,549,000
32 Woodside Rd, Winchester, MA 01890
3beds
2,587sqft
Single Family Residence
Built in 1933
0.42 Acres Lot
$1,549,800 Zestimate®
$599/sqft
$5,011 Estimated rent
Home value
$1,549,800
$1.46M - $1.66M
$5,011/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: December 16, 2025 at 09:20am
Listed by:
Kim Covino & Co. Team 781-249-3854,
Compass 781-219-0313,
Kim Covino 781-249-3854
Bought with:
Elizabeth P. Crampton
Coldwell Banker Realty - Lexington
Source: MLS PIN,MLS#: 73449320
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Closet, Flooring - Hardwood, Lighting - Sconce, Window Seat
- Level: Second
- Area: 276
- Dimensions: 23 x 12
Bedroom 2
- Features: Closet, Flooring - Hardwood, Lighting - Overhead
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bedroom 3
- Features: Closet, Flooring - Hardwood, Lighting - Overhead
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bathroom 1
- Features: Bathroom - Half
- Level: First
- Area: 18
- Dimensions: 6 x 3
Bathroom 2
- Features: Bathroom - Full
- Level: Second
- Area: 42
- Dimensions: 7 x 6
Bathroom 3
- Features: Bathroom - Full
- Level: First
- Area: 299
- Dimensions: 23 x 13
Dining room
- Features: Flooring - Hardwood, Open Floorplan, Wainscoting, Lighting - Overhead
- Level: First
- Area: 143
- Dimensions: 13 x 11
Family room
- Features: Flooring - Hardwood, Window(s) - Picture, Deck - Exterior, Open Floorplan, Recessed Lighting
- Level: First
- Area: 228
- Dimensions: 19 x 12
Kitchen
- Features: Flooring - Hardwood, Countertops - Stone/Granite/Solid, Recessed Lighting, Remodeled, Stainless Steel Appliances, Gas Stove
- Level: First
- Area: 150
- Dimensions: 15 x 10
Living room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting
- Level: First
- Area: 276
- Dimensions: 23 x 12
Heating
- Baseboard, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Laundry: In Basement
Features
- Closet/Cabinets - Custom Built, Bathroom - Full, Closet, Recessed Lighting, Sun Room, Exercise Room, Mud Room, Media Room
- Flooring: Wood, Tile, Flooring - Hardwood
- Windows: Picture, Insulated Windows, Storm Window(s), Screens
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry
- Number of fireplaces: 1
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 2,587
- Total interior livable area: 2,587 sqft
- Finished area above ground: 2,587
- Finished area below ground: 536
Property
Parking
- Total spaces: 4
- Parking features: Paved Drive, Off Street
- Uncovered spaces: 4
Features
- Patio & porch: Deck, Deck - Wood
- Exterior features: Deck, Deck - Wood, Rain Gutters, Storage, Professional Landscaping, Screens, Fenced Yard
- Fencing: Fenced/Enclosed,Fenced
- Has view: Yes
- View description: Scenic View(s)
- Waterfront features: Waterfront, Pond, Frontage, Access, Direct Access, Private
Lot
- Size: 0.42 Acres
Details
- Parcel number: M:019 B:0033 L:0,899702
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1933
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station
Location
- Region: Winchester
- Subdivision: Winter pond area
Price history
| Date | Event | Price |
|---|---|---|
| 12/15/2025 | Sold | $1,549,000$599/sqft |
Source: MLS PIN #73449320 Report a problem | ||
| 11/5/2025 | Contingent | $1,549,000$599/sqft |
Source: MLS PIN #73449320 Report a problem | ||
| 10/30/2025 | Listed for sale | $1,549,000+18.9%$599/sqft |
Source: MLS PIN #73449320 Report a problem | ||
| 3/11/2024 | Sold | $1,303,000-5.2%$504/sqft |
Source: MLS PIN #73172536 Report a problem | ||
| 12/28/2023 | Contingent | $1,375,000$532/sqft |
Source: MLS PIN #73172536 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,917 +0.2% | $1,345,100 +2.4% |
| 2024 | $14,882 +10.5% | $1,313,500 +15.1% |
| 2023 | $13,466 +3.3% | $1,141,200 +9.5% |
Find assessor info on the county website
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 8/10Lynch Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 1 mi
- 9/10Winchester High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- Elementary: Lynch
- Middle: Mccall
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,549,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,549,800