For sale

$1,250,000

22 Upland Rd, Winthrop, MA 02152

6beds

4,062sqft

Est.:

3 Family

Built in 1900

-- sqft lot

$1,213,100 Zestimate^®

$308/sqft

$-- HOA

What's special

Nicely landscaped backyardBeautiful ocean viewsComfortable layoutFunctional living spaces

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, two off street parking spaces, 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,

10 days

1,274

27

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 6
Bathrooms: 4
Full bathrooms: 3
1/2 bathrooms: 1

Heating

Baseboard, Hot Water, Natural Gas

Cooling

Window Unit(s)

Appliances

Included: Oven, Dishwasher, Disposal, Range, Refrigerator, Microwave, Washer, Dryer
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
Flooring: Tile, Hardwood
Basement: Full,Interior Entry,Sump Pump,Concrete
Has fireplace: No

Interior area

Total structure area: 4,062
Total interior livable area: 4,062 sqft
Finished area above ground: 4,062

Property

Parking

Total spaces: 2
Parking features: Paved Drive, Off Street, Tandem, On Street, Paved
Uncovered spaces: 2

Features

Patio & porch: Deck, Patio
Exterior features: Balcony/Deck
Has view: Yes
View description: Water, Ocean
Has water view: Yes
Water view: Ocean,Water
Waterfront features: Ocean, 0 to 1/10 Mile To Beach

Lot

Size: 3,894 Square Feet

Details

Parcel number: 1425125
Zoning: Res.

Construction

Type & style

Home type: MultiFamily
Property subtype: 3 Family

Materials

Frame
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1900

Utilities & green energy

Electric: Circuit Breakers, Common, Individually Metered
Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range, for Gas Oven, for Gas Dryer, for Electric Dryer, Washer Hookup

Community & HOA

Community

Features: Public Transportation, Park, Walk/Jog Trails, Golf, Laundromat, House of Worship, Marina, Public School, T-Station

Location

Region: Winthrop

Financial & listing details

Price per square foot: $308/sqft
Tax assessed value: $860,300
Annual tax amount: $9,583
Date on market: 2/1/2026
Total actual rent: 6150

Estimated market value

$1,213,100

$1.15M - $1.27M

$4,267/mo

Price history

Date	Event	Price
2/1/2026	Listed for sale	$1,250,000+375.3%$308/sqft
Source: MLS PIN #73473241 Report a problem
3/31/1988	Sold	$263,000$65/sqft
Source: Public Record Report a problem