Virginia Todd
Leading Edge Real Estate
(857) 323-6892
46 Total Sales
1 in Winthrop Highlands
$679,000 Price
45 Highland Ave Winthrop, MA 02152
Winthrop Highlands NeighborhoodEstimated Value: $1,330,603
10
Beds
4
Baths
4,671
Sq Ft
$285/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
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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
45 Highland Llc
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
$5,603
Avg. Annual Appreciation
0.38%
Original Mortgage
$1,175,000
Outstanding Balance
$1,163,377
Interest Rate
6.67%
Mortgage Type
New Conventional
Estimated Equity
$167,226
Purchase Details
Closed on
Jun 23, 2016
Sold by
Brosnan Catherine
Bought by
45 Highland Llc
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
Weinstein Diane
Bought by
Walsh Catherine
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$100,000
Interest Rate
6.62%
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winthrop Highlands, MA
-
Virginia Todd
-
Lisa Licata-Schepici
Lisa Licata-Schepici
Responds QuicklyColdwell Banker Realty - Lynnfield
(351) 666-4792
56 Total Sales
1 in Winthrop Highlands
$490,000 Price
-
Nicole Bettano
Nicole Bettano
Real Broker MA, LLC
(781) 755-3931
65 Total Sales
5 in Winthrop Highlands
$510K - $1M Price Range
-
The Young Group
The Young Group
Leopold & McMasters Realty
(339) 333-8140
78 Total Sales
1 in Winthrop Highlands
$435,000 Price
-
David Cody
David Cody
Orchard Park Realty
(774) 458-9462
12 Total Sales
1 in Winthrop Highlands
$1,325,000 Price
-
Alex Walsh
Alex Walsh
Responds QuicklyAccess
(339) 218-6016
523 Total Sales
2 in Winthrop Highlands
$390K - $538K Price Range
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 | -- | ||
| 45 Highland Llc | -- | -- | |
| Walsh Catherine | $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 | ||
| Previous Owner | 238 Clark Llc | $700,000 | |
| Closed | 45 Highland Llc | $400,000 | |
| Previous Owner | 45 Highland Llc | $450,000 | |
| Closed | Walsh Catherine | $394,100 | |
| Closed | Walsh Catherine | $100,000 | |
| Closed | Walsh Catherine | $414,000 | |
| Closed | Walsh Catherine | $100,000 | |
| Previous Owner | Weinstein Harry | $190,000 | |
| Closed | Weinstein Diane B | $50,000 | |
| Previous Owner | Weinstein Harry | $140,000 | |
| Previous Owner | Weinstein Harry | $80,000 |
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
Seller's Agent in 2025
Jonathan Mathews
Legacy Realty Advisors LLC
(781) 853-1765
1 in this area
68 Total Sales
-
Arquimides Chinchilla
Buyer's Agent in 2025
Arquimides Chinchilla
Perlera Real Estate
(617) 970-6278
2 in this area
48 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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