1001 Shirley St Winthrop, MA $ 4,724,900
1001 Shirley St
$ 4,724,900
Recently Listed
Open House 6/6 11am - 12pm
Share Save

1001 Shirley St

Winthrop, MA, 02152
$ 4,724,900
Bedrooms10 Baths10.5 Sq 9,156

Monthly Estimate*

$ 29,092

1001 Shirley St, Winthrop, MA 02152 - Image 1
1001 Shirley St, Winthrop, MA 02152 - Image 2
1001 Shirley St, Winthrop, MA 02152 - Image 3
1001 Shirley St, Winthrop, MA 02152 - Image 4
1001 Shirley St, Winthrop, MA 02152 - Image 5
1001 Shirley St, Winthrop, MA 02152 - Image 6
1001 Shirley St, Winthrop, MA 02152 - Image 7
1001 Shirley St, Winthrop, MA 02152 - Image 8
1001 Shirley St, Winthrop, MA 02152 - Image 9
1001 Shirley St, Winthrop, MA 02152 - Image 10
1001 Shirley St, Winthrop, MA 02152 - Image 11
1001 Shirley St, Winthrop, MA 02152 - Image 12
1001 Shirley St, Winthrop, MA 02152 - Image 13
1001 Shirley St, Winthrop, MA 02152 - Image 14
1001 Shirley St, Winthrop, MA 02152 - Image 15
1001 Shirley St, Winthrop, MA 02152 - Image 16
1001 Shirley St, Winthrop, MA 02152 - Image 17
1001 Shirley St, Winthrop, MA 02152 - Image 18
1001 Shirley St, Winthrop, MA 02152 - Image 19
1001 Shirley St, Winthrop, MA 02152 - Image 20
1001 Shirley St, Winthrop, MA 02152 - Image 21
1001 Shirley St, Winthrop, MA 02152 - Image 22
1001 Shirley St, Winthrop, MA 02152 - Image 23
1001 Shirley St, Winthrop, MA 02152 - Image 24
1001 Shirley St, Winthrop, MA 02152 - Image 25
1001 Shirley St, Winthrop, MA 02152 - Image 26
1001 Shirley St, Winthrop, MA 02152 - Image 27
1001 Shirley St, Winthrop, MA 02152 - Image 28
1001 Shirley St, Winthrop, MA 02152 - Image 29
1001 Shirley St, Winthrop, MA 02152 - Image 30
1001 Shirley St, Winthrop, MA 02152 - Image 31
1001 Shirley St, Winthrop, MA 02152 - Image 32
1001 Shirley St, Winthrop, MA 02152 - Image 33
1001 Shirley St, Winthrop, MA 02152 - Image 34

Multi-Family Home for sale in Winthrop, MA

for $4,724,900 with 10 bedrooms and 10 full baths, 5 half baths. This 9,156 square foot home was built in 1955 on a lot size of 0.35.

Rooted in history & reimagined with intention, The Pearl is a one-of-a-kind five-unit multifamily property by the coast in Winthrop. Formerly a church, the building has been thoughtfully transformed into five distinct loft-style residences, each with its own layout, character & design identity. Original architectural details including exposed beams, hardwood floors, oversized windows & dramatic ceiling heights are balanced with modern finishes throughout. Each residence features Bosch appliances, electric fireplaces, in-unit laundry, radiant heated primary baths, walk-in closets, hidden powder rooms, concealed storage, private outdoor space with automated retractable awnings, additional storage & two off-street parking spaces. Located near Winthrop’s beaches, harbor walks, cafés, restaurants & commuter access into Boston, The Pearl offers a special opportunity to own a boutique coastal multifamily with historic character, strong design & flexible long-term potential.

See more

Open House

6/6/2026 11:00 AM - 12:00 PM
1001 Shirley St Winthrop, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

$ 4,724,900

Bedrooms

10

Full Bath

10

Half Bath

5

Property Type

Multi-Family

Taxes

$ 64,000

Style

5+ Family - 5+ Units Side by Side

Lot Size

0.35

Year Built

1955

Town/City

Winthrop

County/Region

Suffolk

MLS | Web ID

73531014

List By
The Legacy Group

Listing Agent

Serhant

Broker

Affordability Calculator

$34,425
Per Month
85%
15%
0%
Monthly Principal & Interest
$29,092
Monthly Property Taxes
$5,333
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.
Pricing History
DatePricePrice ChangeDescription
6/5/2026$4,724,900 Listed Price

Map


See all

1001 Shirley St, Winthrop, MA, 02152 is a Multi-Family Home for sale at $4,724,900 with 9,156 sqft and a lot size of 0.35. 1001 Shirley St has 10 bedrooms, 10.5 baths, and was built in 1955. The property's zip code is 02152 which is in Winthrop, MA