Seller's Agent in 2025
Jonathan Mathews
Legacy Realty Advisors LLC
(781) 853-1765
1 in this area
69 Total Sales
45 Highland Ave Winthrop, MA 02152
Winthrop Highlands NeighborhoodEstimated Value: $1,183,000 - $1,363,000
10
Beds
4
Baths
4,671
Sq Ft
$277/Sq Ft
Est. Value
Highlights
- Marina
- Ocean View
- Waterfront
- William P. Gorman/Fort Banks Elementary School Rated A-
- Medical Services
- 1-minute walk to Crest Avenue Park
About This Home
As of August 2025Incredible 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
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $8,476
Year Built
- Built in 1900
Lot Details
- 5,710 Sq Ft Lot
- Waterfront
Property Views
- Ocean
- Bay
Interior Spaces
- 4,671 Sq Ft Home
- Property has 1 Level
- Family Room
- Living Room
- Dining Room
- Home Office
- Partial Basement
Kitchen
- Range
- Dishwasher
- Disposal
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 10 Bedrooms
- 4 Full Bathrooms
Parking
- 4 Car Parking Spaces
- Driveway
- Open Parking
- Off-Street Parking
Utilities
- Heating System Uses Natural Gas
- Separate Meters
Additional Features
- Porch
- Property is near golf course, public transit, and schools
Listing and Financial Details
- Assessor Parcel Number 1424984
Community Details
Overview
- 3 Units
- Near Conservation Area
Amenities
- Medical Services
- Shops
- Coin Laundry
Recreation
- Marina
- Park
- Jogging Path
- Bike Trail
Building Details
- Net Operating Income $106,356
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jun 25, 2025
Closed on
Aug 15, 2025
Sold by
Bought by
Seller's Agent
Jonathan Mathews
Legacy Realty Advisors LLC
Buyer's Agent
Arquimides Chinchilla
Perlera Real Estate
List Price
$1,400,000
Sold Price
$1,325,000
Premium/Discount to List
-$75,000
-5.36%
Views
31
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$32,273
Avg. Annual Appreciation
-2.86%
Original Mortgage
$1,175,000
Outstanding Balance
$1,167,686
Interest Rate
6.67%
Mortgage Type
New Conventional
Estimated Equity
$125,041
Purchase Details
Closed on
Jun 23, 2016
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$450,000
Interest Rate
3.57%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jun 9, 2006
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$414,000
Interest Rate
6.62%
Mortgage Type
Purchase Money Mortgage
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,325,000 | -- | ||
| $1,325,000 | -- | ||
| -- | -- | ||
| -- | -- | ||
| $552,700 | -- | ||
| $552,700 | -- | ||
| $552,700 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $1,175,000 | ||
| Closed | $1,175,000 | ||
| Previous Owner | $450,000 | ||
| Previous Owner | $394,100 | ||
| Previous Owner | $414,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/15/2025 08/15/25 | Sold | $1,325,000 | -5.4% | $284 / Sq Ft |
| 07/30/2025 07/30/25 | Pending | -- | -- | -- |
| 06/25/2025 06/25/25 | For Sale | $1,400,000 | -- | $300 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,476 | $821,300 | $392,000 | $429,300 |
| 2024 | $8,540 | $819,600 | $393,100 | $426,500 |
| 2023 | $8,642 | $807,700 | $353,800 | $453,900 |
| 2022 | $9,274 | $788,600 | $334,700 | $453,900 |
| 2021 | $9,070 | $715,300 | $298,800 | $416,500 |
| 2020 | $8,338 | $660,700 | $298,800 | $361,900 |
| 2019 | $8,020 | $608,500 | $275,400 | $333,100 |
| 2018 | $7,862 | $555,200 | $236,400 | $318,800 |
| 2017 | $7,499 | $520,400 | $224,300 | $296,100 |
| 2016 | $7,327 | $476,700 | $195,000 | $281,700 |
| 2015 | $6,426 | $448,100 | $189,400 | $258,700 |
| 2014 | $6,397 | $410,600 | $157,700 | $252,900 |
Source: Public Records
Agents Affiliated with this Home
-
Jonathan Mathews
-
Arquimides Chinchilla
Buyer's Agent in 2025
Arquimides Chinchilla
Perlera Real Estate
(617) 970-6278
2 in this area
47 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73396488
APN: WINT-000068-000000-000028
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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 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 or leasing 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 or leasing. 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.
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