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  3. Winthrop, MA
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  5. 550 Pleasant Street
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550 Pleasant Street

550 Pleasant St., Winthrop, MA, 02152

YEAR BUILT

2007

# STORIES

1

# TOTAL UNITS

34

UNIT SIZE RANGE

988-1,972 sqft

Description

550 Pleasant Street is located in Winthrop, close to the intersection of Revere Beach Parkway and Broadway. The building enjoys views of the Atlantic Ocean, adding a pleasant backdrop. This low-rise condominium completed construction in 2007 and features one story. The property consists of 34 units, offering both 1 and 2-bedroom layouts. Units vary in size from 988 to 1,072 square feet. Prices for these units range from $825,000 to $849,000. Recent sales show a lowest sold price of about $545,000, with an average sale price also around $545,000. The average price per square foot is $546, with units typically spending about 75 days on the market. Amenities in this building enhance daily living. Residents enjoy access to a pool, fitness center, and clubroom. Outdoor options include golf and trails, along with parks and tennis courts. Nearby, the beach provides recreation and relaxation opportunities. The building also connects easily to public transportation and highways. The area around 550 Pleasant Street features local dining options. Places like Odyssey Grill, Belle Isle Seafood, and Adriana's Pastry & Cafe are nearby for eating out. Access to nature exists with conservation areas and beach rights within reach. This condominium provides a combination of comfort and coastal charm. It offers not just living space, but also a vibrant community with a variety of amenities. The waterfront location and well-planned features make this building a pleasant option for potential buyers.

Building ImageMLS ID #73348612
Building ImageMLS ID #73348612
Building Image
Building ImageView Listing

550 Pleasant Street

550 Pleasant St., Winthrop, MA, 02152

YEAR BUILT

2007

# STORIES

1

# TOTAL UNITS

34

UNIT SIZE RANGE

988-1,972 sqft

Description

550 Pleasant Street is located in Winthrop, close to the intersection of Revere Beach Parkway and Broadway. The building enjoys views of the Atlantic Ocean, adding a pleasant backdrop. This low-rise condominium completed construction in 2007 and features one story. The property consists of 34 units, offering both 1 and 2-bedroom layouts. Units vary in size from 988 to 1,072 square feet. Prices for these units range from $825,000 to $849,000. Recent sales show a lowest sold price of about $545,000, with an average sale price also around $545,000. The average price per square foot is $546, with units typically spending about 75 days on the market. Amenities in this building enhance daily living. Residents enjoy access to a pool, fitness center, and clubroom. Outdoor options include golf and trails, along with parks and tennis courts. Nearby, the beach provides recreation and relaxation opportunities. The building also connects easily to public transportation and highways. The area around 550 Pleasant Street features local dining options. Places like Odyssey Grill, Belle Isle Seafood, and Adriana's Pastry & Cafe are nearby for eating out. Access to nature exists with conservation areas and beach rights within reach. This condominium provides a combination of comfort and coastal charm. It offers not just living space, but also a vibrant community with a variety of amenities. The waterfront location and well-planned features make this building a pleasant option for potential buyers.

Next

Description

550 Pleasant Street is located in Winthrop, close to the intersection of Revere Beach Parkway and Broadway. The building enjoys views of the Atlantic Ocean, adding a pleasant backdrop. This low-rise condominium completed construction in 2007 and features one story. The property consists of 34 units, offering both 1 and 2-bedroom layouts. Units vary in size from 988 to 1,072 square feet. Prices for these units range from $825,000 to $849,000. Recent sales show a lowest sold price of about $545,000, with an average sale price also around $545,000. The average price per square foot is $546, with units typically spending about 75 days on the market. Amenities in this building enhance daily living. Residents enjoy access to a pool, fitness center, and clubroom. Outdoor options include golf and trails, along with parks and tennis courts. Nearby, the beach provides recreation and relaxation opportunities. The building also connects easily to public transportation and highways. The area around 550 Pleasant Street features local dining options. Places like Odyssey Grill, Belle Isle Seafood, and Adriana's Pastry & Cafe are nearby for eating out. Access to nature exists with conservation areas and beach rights within reach. This condominium provides a combination of comfort and coastal charm. It offers not just living space, but also a vibrant community with a variety of amenities. The waterfront location and well-planned features make this building a pleasant option for potential buyers.

550 Pleasant Street Key Stats Last 12 months

Avg. Listed Price$550,000($551/Sqft.)

Avg. Sale Price$545,000($546/Sqft.)
Year over year list price0.00%

Year over year sale priceDown Arrow 14.17%
Total Listings1 Listed

Total sold1 Sold
Average Days on Market75 days

Average HOA fees per sqft$2 /monthly
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Key Stats

Year over year list price0.00%

Year over year sale priceDown Arrow14.17%
Total Listings1 Listed

Total sold1 Sold
Average Days on Market75 days

Average HOA fees per sqft$2 /monthly

Glen Gardens Estate Availability & Demand

Unit Availability

-
High availability buildings list units frequently.

Unit Availability helps to understand how often units in a particular building are listed for sale as compared with the neighborhood average. Units are rarely listed in buildings with low availability.

Unit Demand

-
Units in high-demand buildings sell quicker.

Unit Demand is a measure of quickly units in a particular building sell as compared with other buildings in the neighborhood. Units in high-demand buildings sell more quickly.

For Sale 0 For Sale

550 Pleasant Street Inventory & Sale History

UnitSize (sqft)BedsBathsDays On MarketDateStatusPrice
Unit 405405197222722025-05-02
MLS#: 73335480
Closed$825,000
Unit 205205197222982023-08-30
MLS#: 73115741
Closed$825,000
Unit 3053051972221542008-01-02
MLS#: 70624337
Closed$849,000
Unit 205
205

2 Beds

2 Baths

1972 sqft


DateStatusPrice
2023-08-30Closed$825,000
MLS#: 73115741
Days On Market98
Unit 305
305

2 Beds

2 Baths

1972 sqft


DateStatusPrice
2008-01-02Closed$849,000
MLS#: 70624337
Days On Market154
Unit 405
405

2 Beds

2 Baths

1972 sqft


DateStatusPrice
2025-05-02Closed$825,000
MLS#: 73335480
Days On Market72
View Complete Unit Listing HistorySource By: MLSPIN

Amenities

Living at 550 Pleasant Street comes with an enviable list of amenities that cater to both relaxation and recreation. Picture yourself unwinding beside the pool or joining friends for a game of tennis on the courts. If you're the outdoorsy type, take advantage of the nearby trails for your daily run or bike ride. Other community perks include a fitness center to keep you active, and a clubroom where you can host gatherings with friends. For those who cherish moments of tranquility, there’s a lovely garden area and park to enjoy some fresh air.

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Amenities Description

Living at 550 Pleasant Street comes with an enviable list of amenities that cater to both relaxation and recreation. Picture yourself unwinding beside the pool or joining friends for a game of tennis on the courts. If you're the outdoorsy type, take advantage of the nearby trails for your daily run or bike ride. Other community perks include a fitness center to keep you active, and a clubroom where you can host gatherings with friends. For those who cherish moments of tranquility, there’s a lovely garden area and park to enjoy some fresh air.

Parking
Parking
Locker
Locker
Concierge
Concierge
Elevator(s)
Elevator(s)
Check Icon
Central AC
Central AC
Pool
Pool
Check Icon
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
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Amenities

Elevator(s)

Elevator(s)

Security System

Security System

Tennis Court(s)

Tennis Court(s)

Balcony

Balcony

Pool

Pool

Policies

As you consider making 550 Pleasant Street your new home, it’s important to note that there are a few community policies in place. While there are restrictions to ensure a pleasant living environment for all residents, the community welcomes potential buyers who share a commitment to fostering a harmonious atmosphere.

Pet Allowed
Pet Allowed
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Compare with Buildings in the Neighbourhood (Last 12 Months)

Compare building's average price/sq. ft. and HOA fees/sq. ft. to buildings nearby

Building NameAvg price per square footAVG HOA FEE per square foot (Monthly)
550 Pleasant Street$546/sqft.$2 /sqft.
550 Pleasant St$483/sqft.$2 /sqft.
92-94 Lincoln$397/sqft.$4 /sqft.
Governor's Park$435/sqft.$2 /sqft.
600 Governors Dr$435/sqft.$2 /sqft.
1100 Governors Dr$378/sqft.$3 /sqft.

Nearby Schools

550 Pleasant Street is positioned near local schools serving the surrounding area. Educational institutions within a 2-mile radius improve daily accessibility. Families benefit from shorter commutes and convenience. This well-located area supports comfortable living.

Arthur T. Cummings Elementary School

B-
Public|Grades 3–5
40 Hermon St|0.4 miles away

Winthrop Middle School

B-
Public|Grades 6–8
60 Payson St|0.63 miles away

Winthrop High School

C+
Public|Grades 9–12
400 Main St|0.63 miles away

William P. Gorman/Fort Banks Elementary School

--
Public|Grades PK–2
101 Kennedy Rd|0.67 miles away

Curtis Guild Elementary School

D
Public|Grades PK–5
195 Leyden St|0.83 miles away

Seacoast School

--
Public|Grades 9–12
15 Everard Ave|1 miles away
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Schools

arrow rightWhat to know about schoolsarrow right
Next

Description

550 Pleasant Street is positioned near local schools serving the surrounding area. Educational institutions within a 2-mile radius improve daily accessibility. Families benefit from shorter commutes and convenience. This well-located area supports comfortable living.

Arthur T. Cummings Elementary School

B-
Public|Grades 3–5
40 Hermon St|Less than 1 Mile Away

Winthrop Middle School

B-
Public|Grades 6–8
60 Payson St|Less than 1 Mile Away

Winthrop High School

C+
Public|Grades 9–12
400 Main St|Less than 1 Mile Away

William P. Gorman/Fort Banks Elementary School

--
Public|Grades PK–2
101 Kennedy Rd|Less than 1 Mile Away

Curtis Guild Elementary School

D
Public|Grades PK–5
195 Leyden St|Less than 1 Mile Away

Seacoast School

--
Public|Grades 9–12
15 Everard Ave|1.00 Miles Away

Beachmont Veterans Memorial School

A-
Public|Grades PK–5
15 Everard Ave|1.00 Miles Away

Manassah E. Bradley Elementary School

B+
Public|Grades PK–5
110 Beachview Rd|1.02 Miles Away

Excel Academy Charter School

B-
Public|Grades 5–12
58 Moore St|1.38 Miles Away

Garfield Elementary School

D+
Public|Grades KG–5
176 Garfield Ave|1.60 Miles Away

Garfield Middle School

C
Public|Grades 6–8
176 Garfield Ave|1.60 Miles Away

Edgar a Hooks Elementary School

B-
Public|Grades 1–4
300 Crescent Ave|1.90 Miles Away

George F. Kelly Elementary School

B
Public|Grades 1–6
300 Crescent Ave|1.90 Miles Away

Frank M Sokolowski Elementary School

C
Public|Grades 1–4
300 Crescent Ave|1.90 Miles Away

William a Berkowitz Elementary School

C
Public|Grades 1–4
300 Crescent Ave|1.90 Miles Away

Patrick J. Kennedy Elementary School

C+
Public|Grades PK–5
343 Saratoga St|1.96 Miles Away

Transit

550 Pleasant Street enjoys proximity to 50+ public transit options throughout Winthrop. Located within a 2-mile radius, these connections enable easy commuting and dependable travel. Residents benefit from reduced reliance on private vehicles. A well-served transit location supports sustainable urban living.

160 Waldemar Ave

1.15 miles away|23 min walk

171 Faywood Ave

1.12 miles away|22 min walk

200 Endicott Ave

1.17 miles away|23 min walk

202 Orient Ave

1.09 miles away|21 min walk

219 Faywood Ave

1.22 miles away|24 min walk

220 Waldemar Ave

1.2 miles away|24 min walk
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Transit

arrow rightWhat to know about transitarrow right
Next

Description

550 Pleasant Street enjoys proximity to 50+ public transit options throughout Winthrop. Located within a 2-mile radius, these connections enable easy commuting and dependable travel. Residents benefit from reduced reliance on private vehicles. A well-served transit location supports sustainable urban living.

160 Waldemar Ave

1.15 miles away|23 min walk

171 Faywood Ave

1.12 miles away|22 min walk

200 Endicott Ave

1.17 miles away|23 min walk

202 Orient Ave

1.09 miles away|21 min walk

219 Faywood Ave

1.22 miles away|24 min walk

220 Waldemar Ave

1.2 miles away|24 min walk

230 Burbank Hwy

1.57 miles away|31 min walk

245 Central Ave

1.74 miles away|34 min walk

467 Chelsea St - Eagle Square

1.7 miles away|33 min walk

560 Winthrop Ave

1.39 miles away|27 min walk

99 Veterans Rd

0.89 miles away|18 min walk

Airport

1.94 miles away|38 min walk

Airport - Bremen St

2 miles away|39 min walk

Airport - Buses Airport

1.99 miles away|39 min walk

Beachmont

1.15 miles away|23 min walk

Beachmont - Bennington St @ Winthrop Ave

1.16 miles away|23 min walk

Beachmont - State Rd @ Winthrop Ave

1.19 miles away|23 min walk

Beachmont - Winthrop Ave

1.18 miles away|23 min walk

Beach Rd @ Locust St

0.95 miles away|19 min walk

Beach St @ N Shore Rd

1.94 miles away|38 min walk

Beach St opp Nahant Ave

1.96 miles away|38 min walk

Beach St @ Walnut Ave

1.99 miles away|39 min walk

Bennington St @ Antrim St

0.83 miles away|16 min walk

Bennington St @ Bremen St

1.78 miles away|35 min walk

Bennington St @ Byron St

1.24 miles away|24 min walk

Bennington St @ Chelsea St

1.81 miles away|35 min walk

Bennington St @ Curtis St

1.46 miles away|28 min walk

Bennington St @ Harmony St

1.45 miles away|28 min walk

Bennington St @ Moore St

1.35 miles away|26 min walk

Bennington St @ Neptune Rd

1.69 miles away|33 min walk

Bennington St @ Prescott St

1.92 miles away|37 min walk

Bennington St @ Swift St

1.53 miles away|30 min walk

Bennington St @ Trident St

0.99 miles away|20 min walk

Bennington St @ Westbrook St

1.08 miles away|21 min walk

Boardman St @ Ashley St

1.12 miles away|22 min walk

Boardman St @ Leyden St

1.27 miles away|25 min walk

Boardman St @ Saratoga St

0.95 miles away|19 min walk

Boston-Logan Airport

1.84 miles away|36 min walk

Burbank Hwy @ Furlong Dr

1.61 miles away|31 min walk

Burbank Hwy @ Suffolk Downs

1.38 miles away|27 min walk

Central Ave @ Chelsea Garage

1.74 miles away|34 min walk

Central Ave @ Willow St

1.86 miles away|36 min walk

Chelsea St @ Curtis St

1.58 miles away|31 min walk

Chelsea St @ Eagle Sq

1.71 miles away|33 min walk

Chelsea St opp Curtis St

1.58 miles away|31 min walk

Crescent Ave @ Orchard St

1 miles away|20 min walk

Crescent Ave @ Summer St

0.97 miles away|19 min walk

Crescent Ave @ Webster St

0.98 miles away|19 min walk

Crescent Ave @ Winthrop Ave

1.07 miles away|21 min walk

Crescent Ave @ Winthrop Pkwy

1.02 miles away|20 min walk

The Neighbourhood: Downtown Winthrop

Downtown Winthrop is a compact town center in Suffolk County, Massachusetts. The area has independent shops, casual cafes, and public parks within easy walking distance. This district hosts regular community events and cultural venues that attract visitors from surrounding towns. You can find grocery stores, pharmacies, medical clinics, and daily services within short walks. The district offers waterfront views, public outdoor paths, and recreational routes for walking and biking. Public transit links, buses, and ferries provide direct transportation to nearby cities, and riders can transfer at larger hubs for faster commutes.

Next

Neighbourhood Description

Downtown Winthrop is a compact town center in Suffolk County, Massachusetts. The area has independent shops, casual cafes, and public parks within easy walking distance. This district hosts regular community events and cultural venues that attract visitors from surrounding towns. You can find grocery stores, pharmacies, medical clinics, and daily services within short walks. The district offers waterfront views, public outdoor paths, and recreational routes for walking and biking. Public transit links, buses, and ferries provide direct transportation to nearby cities, and riders can transfer at larger hubs for faster commutes.

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550 Pleasant Street Demographics

Age Demographics

0–14 Years

14.27%

15–29 Years

19.59%

30–44 Years

21%

45–59 Years

21.65%

60+ Years

23.49%

Commute

24.62%

Transit

2.48%

Walk

63.48%

Drive

0.73%

Bike

Housing Ownership

51.44%

Owner Occupied

48.56%

Rental Units

Household Types

Single Family
34.38%
Multi Family
7.74%
Single Person
29.78%
Multi Person
70.22%

Average Income

Household:$7,914,187.24 /yr

Individual:$4,251,032.59 /yr

Education

Bachelors Degree22.15%
High School College32.48%
Diploma7.53%
Post Graduate11.71%
Others26.13%
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Education

Diploma7.53%
Post Graduate11.71%
Others26.13%
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  2. /Winthrop, MA
  3. /
    550 Pleasant Street
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