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22 Upland Road, Winthrop MA 02152

Winthrop, MA 02152
$1,250,000
Est. $7,319/month
6
Beds
3.5
Baths
4,062
Sq Ft
$308
Price/Sq Ft
0.09
Acres
1900
Year Built
3 Family
Type
20
Days on Market
Active Listed Feb 1, 2026 • MLS# 73473241 Copied!

About this home

In the sought after Winthrop HIGHLANDS you'll find this quality built THREE FAMILY home. This is your opportunity to become an owner occupied investor! Each unit features a comfortable layout with a generous amount of natural light and functional living spaces. The first floor has three bedrooms, second floor one and the third unit is on two levels with two bedrooms. The property has been well maintained and offers separate utilities, one off street parking space, and a nicely landscaped backyard. You'll enjoy beautiful ocean views and it's just steps to Halford Beach. Pride of ownership is evident throughout. Winthrop by the Sea is just six miles to Boston, has a variety of wonderful restaurants, walk/jog trails, access to the Blue Line and close to Logan Airport - 22 Upland Road is an outstanding opportunity to own a home and collect rental income in one smart investment,

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Property Overview

Property Type
3 Family
Listing Type
For Sale
Year Built
1900
Bedrooms
6
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,062 sq ft
Total Rooms
17
Stories
4
Levels
4

Facts & Features

Home Facts

Type Residential Income
Style 3 Family
Year Built 1900
Living Area 4,062 sq ft
Lot Size 0.09 acres
Bedrooms 6
Full Baths 3
Half Baths 1
Total Rooms 17

Interior

Heating Baseboard, Hot Water, Natural Gas
Cooling Window Unit(s)
Flooring Tile, Hardwood
Appliances Oven, Dishwasher, Disposal, Range, Refrigerator, Microwave, Washer, Dryer
Fireplace None
Basement Full, Interior Entry, Sump Pump, Concrete
Laundry Washer Hookup, Dryer Hookup, Gas Dryer Hookup, Electric Dryer Hookup
Features Ceiling Fan(s), Bathroom With Tub & Shower, Pantry, Living Room, Dining Room, Kitchen, Laundry Room, Office/den, Sunroom

Exterior

Construction Frame
Architecture None
Roof Shingle

Parking

Features Paved Drive, Off Street, On Street, Paved
Total Spaces 2

Utilities

Electric Circuit Breakers, Common, Individually Metered
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Oven, For Gas Dryer, For Electric Dryer, Washer Hookup

Financial

Annual Tax $9,583
Assessed Value $860,300

Interior Features

Flooring: Tile, Hardwood
Appliances: Oven, Dishwasher, Disposal, Range, Refrigerator, Microwave, Washer, Dryer
Interior Features: Ceiling Fan(s), Bathroom With Tub & Shower, Pantry, Living Room, Dining Room, Kitchen, Laundry Room, Office/Den, Sunroom
Windows:
Basement: Full, Interior Entry, Sump Pump, Concrete
Laundry: Washer Hookup, Dryer Hookup, Gas Dryer Hookup, Electric Dryer Hookup
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter
Stories: 4

Heating, Cooling & Utilities

Heating: Baseboard, Hot Water, Natural Gas
Cooling: Window Unit(s)
Hot Water: Natural Gas, Tankless
Water Source: Public
Sewer: Public Sewer

Parking & Garage

Total Parking Spaces: 2
Parking Features: Paved Drive, Off Street, On Street, Paved

Location

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Neighborhood

22 Upland Road, Winthrop MA 02152

Winthrop, MA 02152

Walkability

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Nearby Schools

School information not available for this location.

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $799
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Feb 1, 2026
$1,250,000
Original listing
Agent: Mary Ann Cash Office: Charlesgate Realty Group, llc

Price & Status History

Date Event Price Change
Feb 1, 2026 New Listing Added $1,250,000 —

Market Statistics

Days on Market
20 days
Price per Sq Ft
$308

Tax History

Year Taxes Assessment
2026 $9,583 $860,300

Financial Details

Annual Property Tax
$9,583
Tax Year 2026
Assessed Value
$860,300

Listing Information

Listing Agent Mary Ann Cash
Listing Office Charlesgate Realty Group, llc
Agent MLS ID BB600071
Office MLS ID NB1520
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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22 Upland Road, Winthrop MA 02152 - Photo 1 22 Upland Road, Winthrop MA 02152 - Photo 2 22 Upland Road, Winthrop MA 02152 - Photo 3 22 Upland Road, Winthrop MA 02152 - Photo 4 22 Upland Road, Winthrop MA 02152 - Photo 5 22 Upland Road, Winthrop MA 02152 - Photo 6 22 Upland Road, Winthrop MA 02152 - Photo 7 22 Upland Road, Winthrop MA 02152 - Photo 8 22 Upland Road, Winthrop MA 02152 - Photo 9 22 Upland Road, Winthrop MA 02152 - Photo 10 22 Upland Road, Winthrop MA 02152 - Photo 11 22 Upland Road, Winthrop MA 02152 - Photo 12 22 Upland Road, Winthrop MA 02152 - Photo 13 22 Upland Road, Winthrop MA 02152 - Photo 14
Steven Novak

Steven Novak

BMN Boston Real Estate

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