Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit, spanning the 2nd and 3rd floors, this enormous 5-bedroom, 2-bathroom unit can be delivered vacant for owner occupancy or new tenants. Enjoy a paved driveway with ample off-street parking. The property directly abuts Crest Ave Park, offering green space right next door. Commuter-friendly location with easy access to Boston and points North/South via major routes. Public transit is a breeze. Don't miss this massive 3-family gem
Sold for $1,325,000
$1,325,000
45 Highland Ave, Winthrop, MA 02152
10beds
4,671sqft
3 Family
Built in 1900
-- sqft lot
$1,340,600 Zestimate®
$284/sqft
$3,478 Estimated rent
Home value
$1,340,600
Estimated sales range
Not available
$3,478/mo
Zestimate® history
Owner options
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$3,478/mo
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$7,890/mo
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Additional officeDining room
Zillow last checked:
Listing updated:
Listed by:
Jonathan Mathews 781-853-1765,
Legacy Realty Advisors LLC 216-973-3072
Bought with:
Arquimides Chinchilla
Perlera Real Estate
Source: MLS PIN,MLS#: 73396488
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 10
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Natural Gas
Appliances
- Included: Range, Dishwasher, Disposal, Refrigerator
Features
- Laundry Room, Living Room, Kitchen, Dining Room, Office/Den, Family Room
- Flooring: Wood, Carpet, Hardwood
- Basement: Partial
- Has fireplace: No
Interior area
- Total structure area: 4,671
- Total interior livable area: 4,671 sqft
- Finished area above ground: 4,671
Property
Parking
- Total spaces: 4
- Parking features: Paved Drive, Off Street
- Uncovered spaces: 4
Features
- Patio & porch: Porch
- Has view: Yes
- View description: Water, Bay, Ocean
- Has water view: Yes
- Water view: Bay,Ocean,Water
- Waterfront features: Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Public)
Lot
- Size: 5,710 sqft
Details
- Parcel number: 1424984
- Zoning: R
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 3 Family
Materials
- Foundation: Other
Condition
- Year built: 1900
Utilities & green energy
- Electric: Circuit Breakers, Individually Metered
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School
Location
- Region: Winthrop
HOA & financial
Other financial information
- Total actual rent: 0
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $1,325,000-5.4%$284/sqft |
Source: MLS PIN #73396488 Report a problem | ||
| 6/25/2025 | Listed for sale | $1,400,000+133.7%$300/sqft |
Source: MLS PIN #73396488 Report a problem | ||
| 2/7/2018 | Listing removed | $1,600 |
Source: Brosnan Properties Report a problem | ||
| 12/20/2017 | Listed for rent | $1,600 |
Source: Brosnan Properties Report a problem | ||
| 11/1/2017 | Listing removed | $1,600 |
Source: Brosnan Properties Report a problem | ||
| 9/21/2017 | Listed for rent | $1,600-36% |
Source: Brosnan Properties Report a problem | ||
| 5/5/2017 | Listing removed | $2,500$1/sqft |
Source: Highland Realty Trust Report a problem | ||
| 4/20/2017 | Price change | $2,500-16.7%$1/sqft |
Source: Highland Realty Trust Report a problem | ||
| 3/1/2017 | Listed for rent | $3,000$1/sqft |
Source: Highland Realty Trust Report a problem | ||
| 7/26/2013 | Listing removed | $599,000$128/sqft |
Source: Brosnan Realty Group, Inc. #71497475 Report a problem | ||
| 5/24/2013 | Price change | $599,000-4.2%$128/sqft |
Source: Brosnan Realty Group, Inc. #71497475 Report a problem | ||
| 4/25/2013 | Price change | $625,000-3.7%$134/sqft |
Source: Brosnan Realty Group, Inc. #71497475 Report a problem | ||
| 4/3/2013 | Price change | $649,000-4.5%$139/sqft |
Source: Brosnan Realty Group, Inc. #71497475 Report a problem | ||
| 3/23/2013 | Listed for sale | $679,900+23%$146/sqft |
Source: Brosnan Realty Group, Inc. #71497475 Report a problem | ||
| 6/9/2006 | Sold | $552,700$118/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,476 -0.7% | $821,300 +0.2% |
| 2024 | $8,540 -1.2% | $819,600 +1.5% |
| 2023 | $8,642 -6.8% | $807,700 +2.4% |
| 2022 | $9,274 +2.2% | $788,600 +10.2% |
| 2021 | $9,070 +8.8% | $715,300 +8.3% |
| 2020 | $8,338 +4% | $660,700 +8.6% |
| 2019 | $8,020 +2% | $608,500 +9.6% |
| 2018 | $7,862 +4.8% | $555,200 +6.7% |
| 2017 | $7,499 +2.3% | $520,400 +9.2% |
| 2016 | $7,327 +14% | $476,700 +6.4% |
| 2015 | $6,426 +2.1% | $448,100 +6.1% |
| 2013 | $6,295 +2.9% | $422,200 |
| 2012 | $6,118 +4% | $422,200 -0.9% |
| 2011 | $5,880 -0.6% | $426,100 -8.6% |
| 2010 | $5,918 +12.6% | $466,000 -11.6% |
| 2009 | $5,256 +3% | $527,200 -3.9% |
| 2008 | $5,103 +3.4% | $548,700 -1.9% |
| 2007 | $4,934 +5.2% | $559,400 +3.1% |
| 2006 | $4,689 +2.2% | $542,700 +6.6% |
| 2005 | $4,590 +13.2% | $508,900 +31.3% |
| 2004 | $4,054 +8.6% | $387,600 +6.4% |
| 2003 | $3,733 +28.8% | $364,200 +98.6% |
| 2002 | $2,898 +28.2% | $183,400 |
| 2000 | $2,261 | $183,400 |
Find assessor info on the county website
Neighborhood: 02152
Nearby schools
GreatSchools rating
- NAWilliam P. Gorman/Fort Banks Elementary SchoolGrades: PK-2Distance: 0.3 mi
- 8/10Winthrop Middle SchoolGrades: 6-8Distance: 0.5 mi
- 5/10Winthrop Sr High SchoolGrades: 9-12Distance: 0.5 mi
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Estimated market value
$1,340,600
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
$1,340,600
- Massachusetts
- Suffolk County
- Winthrop
- 02152
- 45 Highland Ave
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