Experience a complete transformation in this meticulously renovated 2-family home. Perched on a prized corner lot, this residence has undergone extensive updates, including new flooring, walls, electrical, kitchen, plumbing, and a newer roof. The result is a modern, move-in-ready space. Enjoy breathtaking, unobstructed views of Winthrop's verdant Golf Course from all three levels. This oversized property offers flexible living arrangements. Winthrop itself is a coastal gem, boasting beautiful beaches, scenic parks, and convenient access to Deer Island and downtown Boston via the water ferry. A vibrant dining scene and thriving yacht clubs contribute to the area's dynamic atmosphere. Commuting is made easy with brand-new MBTA bus lines. Plus, a new middle and high school, along with a state-of-the-art track and football field, enhance the community's appeal.
Sold for $1,060,000 on 08/15/25
$1,060,000
86 Chester Ave, Winthrop, MA 02152
6beds
2,692sqft
Multi Family
Built in 1900
-- sqft lot
$1,060,100 Zestimate®
$394/sqft
$3,246 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 15, 2025 at 08:28am
Listed by:
Kyle Macnichol,
Redfin Corp.
Bought with:
Karin O Connor
Compass
Source: MLS PIN,MLS#: 73361929
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Features
- Ceiling Fan(s), Pantry, Crown Molding, Stone/Granite/Solid Counters, Upgraded Cabinets, Upgraded Countertops, Open Floorplan, Remodeled, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Sunroom
- Flooring: Wood, Tile, Hardwood
- Windows: Picture Window
- Basement: Full
- Has fireplace: No
Interior area
- Total structure area: 2,692
- Total interior livable area: 2,692 sqft
- Finished area above ground: 2,692
Property
Parking
- Total spaces: 7
- Parking features: Paved Drive, Off Street, Tandem, Paved
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck
- Fencing: Fenced
- Waterfront features: 1/2 to 1 Mile To Beach, Beach Ownership(Public)
- Frontage type: Golf Course
Lot
- Size: 4,378 sqft
- Features: Corner Lot
Details
- Parcel number: M:037 L:066,1422682
- Zoning: RAS
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Foundation: Block
Condition
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Highway Access, House of Worship, Marina, Public School, T-Station
Location
- Region: Winthrop
HOA & financial
Other financial information
- Total actual rent: 0
Other
Other facts
- Road surface type: Paved
Services availability
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Estimated market value
$1,060,100