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
This property is listed by Jonathan Mathews from Legacy Realty Advisors LLC
MLS Status | Active |
---|---|
Price | $ 1,400,000 |
Living Area | 4,671.00 ft2 |
Bedrooms | 10 |
Total Rooms | 18 |
---|---|
Listing MLS ID | 73396488 |
Days on Market | 33 |
Bathrooms | 4 |
Bedrooms | 10 |
---|---|
Full Bathrooms | 4 |
Half Bathrooms | 0 |
Cooling | |
Heating | Natural Gas |
Uncovered Parking | 4 |
Garage Parking | 0 |
Water View | Yes |
Unit Level |
Common Walls | |
---|---|
Laundry Features | |
Lead Paint | Certified Treated |
Outdoor Space Available | |
Living Area Includes Basement | Partial |
Patio And Porch Features | Porch |
Parking Features | Paved Drive,Off Street |
Waterview Features | Bay,Ocean,Walk to |
Flooring | Wood,Carpet,Hardwood |
Building Name | |
---|---|
Units in Building | 3 |
Pets Allowed | |
Association Amenities | |
Pool Features | |
Waterfront Features | Ocean,0 to 1/10 Mile To Beach,Beach Ownership(Public) |
Association Fee Includes | |
Construction Materials |
Year Built | 1900 |
---|---|
Security Features | |
Sewer | Public Sewer |
Spa Features | |
Structure Type | |
Water Source | Public |
Basement | Partial |
Roof |
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 |
---|---|
Disclosures | ***Unit 3 is vacant. Rent is projected to be $3900,the same rent amount that is was last listed at this year*** |
Last Updated | July 28, 2025 at 11:41pm |
Building Area Source | Public Records |
MLS PIN Page | |
Parcel Number | 1424984 |
Original List Price | 1400000 |
Listing Office | legacy realty advisors llc |
Tax Annual Amount | 8476 |
---|---|
Tax Assessed Value | 821300 |
Tax Book Number | 39771 |
Tax Year | 2025 |
Year Built Details | Actual |
Year Built Source | Public Records |
Zoning | R |
Listing Agent | jonathan mathews |
45 Highland Ave, Winthrop MA 02152 | © 2024 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS ARE DEEMED RELIABLE, BUT SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. THE NUMBER OF BEDROOMS LISTED ABOVE IS NOT A LEGAL CONCLUSION. EACH PERSON SHOULD CONSULT WITH HIS/HER OWN ATTORNEY, ARCHITECT OR ZONING EXPERT TO MAKE A DETERMINATION AS TO THE NUMBER OF ROOMS IN THE UNIT THAT MAY BE LEGALLY USED AS A BEDROOM. EQUAL HOUSING OPPORTUNITY.
$ 1,400,000
Status: Active
45 Highland Ave, Winthrop MA 02152, Winthrop, , Suffolk 02152
Country: US
MLS #: 73396488
Type: 3 Family /
Action: Residential Income
Year Built: 1900 (Actual, Source: Public Records, Effective: )
Living Area: 4,671.00 ft2 (Total: 4671 Square Feet, Source: Public Records)
Lot Size: 0.13 ft2 (Area: 0.13 Acres, SqFt: 5710)
Total Rooms: 18
Condition:
Availability:
Building Name:
Bedrooms: 10 (Main Level: )
Bathrooms: Total: 4 (Full: 4, Half: 0, Decimal: 4, Main Level: )
Basement: Partial
Fireplaces: 0 ()
Flooring: Wood,Carpet,Hardwood
Laundry:
Window Features:
Door Features:
Accessibility:
Entry: Level , Location:
Other Equipment:
Style:
Materials:
Foundation: Other (Area: )
Roof:
Stories: 4 (4)
Common Walls:
Body Type:
Heating: Natural Gas
Cooling:
Water Source: Public
Sewer: Public Sewer ()
Utilities:
Electric: Circuit Breakers,Individually Metered (Expense: )
Gas:
Energy Certificate:
Green Energy Efficient:
Green Energy Generation:
Green Indoor Air Quality:
Green Water Conservation:
Insulation:
Garage Spaces: 0
Covered Spaces: 0
Parking Total: 4
Parking Features: Paved Drive,Off Street
Pool:
Spa:
Patio/Porch: Porch
Fencing:
Lot Features:
View: (Bay,Ocean,Walk to, Waterview Y/N: Yes)
Waterfront: Ocean,0 to 1/10 Mile To Beach,Beach Ownership(Public)
Road Frontage: Public ()
Road Surface:
Road Responsibility:
Other Structures:
Horse Amenities:
Wooded Area:
Pasture Area:
Cultivated Area:
Additional Parcels: (Number: )
Outdoor Space:
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
Association Fee: ()
Fee Includes:
Association Amenities:
Pets Allowed:
Schools: E: , M: , H:
Zoning: R ()
MLS Area: Major: , Minor:
Management:
Optional Fee: (Includes: )
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
Living Room (): x ( sqft) - Features:
Dining Room (): x ( sqft) - Features:
Kitchen (): x ( sqft) - Features:
Master Bedroom (): x ( sqft) - Features:
Master Bathroom: Features:
Laundry Dimensions:
Total Units: 3
Units Owner Occupied:
Unit 1: Beds: 2, Full Baths: 1, Half Baths: 0, Levels: 1, Rent: 0, Lease: N
Unit 2: Beds: 3, Full Baths: 1, Half Baths: 0, Levels: 1, Rent: 0, Lease: Y
Unit 3: Beds: 5, Full Baths: 2, Half Baths: , Levels: 2, Rent: 3900, Lease: N
Unit 4: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:
Complex Complete:
Unit Building:
Tax Annual Amount: 8476 (Year: 2025)
Tax Assessed Value: 821300
Tax Block/Lot/Book/Map: / / 39771 /
Parcel Number: 1424984
Special Licenses:
Current Financing:
Gross Income: 106356 (Scheduled: )
Net Operating Income: 106356
Operating Expense: (Water/Sewer: , Insurance: )
Financial Data Source:
APOD Available: No
Tenant Pays:
Rent Includes:
Total Actual Rent: 0
Lease Term: (Existing Type: )
Deposit Required: (Security: , First Month: , Last Month: )
Insurance Required:
References Required:
Listing Agent: Jonathan Mathews (MLS ID: CT001073) / Team:
Listing Office: Legacy Realty Advisors LLC (MLS ID: AN9036)
Agent (Property): 369593
Buyer Agent MLS ID:
Buyer Office MLS ID:
Listing Agreement: Exclusive Right To Sell
Listing Contract Date: 2025-06-25
Expiration Date: 1900-01-01
Original List Price: 1400000
Price Per SqFt (List): 299.72
Market Time (Property): 33 (Broker: 33, Prev Broker: 0, Prev Property: 0)
MLS Status: Active
Possession:
Directions: Revere St to Highland Ave. Highland Ave runs parallel with Crest Ave.
Disclosures: ***Unit 3 is vacant. Rent is projected to be $3900,the same rent amount that is was last listed at this year***, N
Lead Paint: Certified Treated
Title 5:
Exclusions:
Contingency:
Special Listing Conditions:
Lender Owned:
Short Sale Lender Approval Required:
Home Warranty Y/N:
Documents Available: (Count: )
Showings Deferral Date:
Open House Flag: 1
Listing Alert: No
Square Feet Disclosures: (Incl. Base: No, Other: )
Master Book/Page: / (Page: 320)
Close Date:
Close Price:
Price Per SqFt (Sold):
Anticipated Sold Date:
Concessions Amount:
Purchase Contract Date:
Sold vs Rent:
Property ID: 2257453
Modification Timestamp: July 28, 2025 at 11:41pm
Bridge Modification Timestamp: July 28, 2025 at 11:40pm
Original Entry Timestamp: June 25, 2025 at 06:41pm
Status Change Timestamp: June 25, 2025 at 06:41pm
Off Market Date:
Development Status:
Business Type:
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