Winthrop, MA homes for sale & real estate

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OPEN SUN, 11:30AM TO 1PM

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Exciting opportunity to own a home w/ ADU within walking distance to the ocean! Or enjoy views of the Boston skyline from patio. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into every room. The front hall embraces details from its period. First floor features a custom kitchen quipped w/ oversized island, ample cabinetry, SS appliances and granite counters. Large living room leads to dining rm making perfect entertainment space. Heated entry rm w/ gas vented stove is perfect for mudroom or reading rm while enjoying hardscape. Half bath w/ laundry. 2nd Floor has den, 2-3 large bedrms and renovated custom bathroom w/ tile shower and radiant heate

$925,000

4 beds2.5 baths2,397 sq ft

2 Deane Ave, Winthrop, MA 02152

Custom kitchen • Large living rm • Xl bedroom

OPEN SUN, 11AM TO 12:30PM

ABOUT THIS HOME
Winthrop, MA Homes for Sale
THIS INCREDIBLE AND PRIVATE LOCATION OFFERS SO MUCH NATURAL BEAUTY. .. .. .. .Stunning Winthrop harbor views from this totally renovated 3 BR, 2 full bath seaside single with garage. Quality upgrades, Open Floor plan, crown moldings, stunning accent wall and amazing oversized windows that invite in amazing views and natural sunlight! Beautiful quartz kitchen with dual cabinet colors, Stainless appliances and center island all makes for an ideal set up for entertaining. Gorgeous designer baths with rain shower fixtures, black accent hardware throughout, and new golden oak floors all make this home a place you will want for your own. A bonus room in the basement adds to the generous living s

$924,900

3 beds2 baths1,905 sq ft

12 Winthrop St, Winthrop, MA 02152

Totally renovated • Stainless appliances • Quartz kitchen

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Welcome to Unit 401 at The Somerset—Enjoy your morning coffee or relax at the end of the day on this massive deck with exceptional views overlooking the Town center. This spacious 1-bedroom, 1-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers, a fitness room, elevator access, and a cozy resident lounge ideal for remote work or casual connection. Close proximity to sandy beaches, waterfront parks, and local restaurants, with convenient access to downtown Boston via the Blue Line or seasonal ferry. Whether y

$555,000

1 bed1 bath684 sq ft

10 Somerset #401, Winthrop, MA 02152

Quartz countertops • Exceptional views • Massive deck

OPEN SUN, 12PM TO 3PM

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Dramatic oceanfront retreat! This spectacular, fully renovated 2-bed, 2-bath ranch offers panoramic water views from every room. Vaulted ceilings enhance the open-concept living room, leading to a chef’s kitchen with custom cabinetry and stone counters. Relax year-round in the sun-drenched 4-season sunroom or entertain on the ocean-facing lawn. Finished basement offers flexible living space for a media room, guest suite, or home office. Wake up to the sound of waves and end each day with vibrant sunsets. Situated on a 0.28-acre lot with future expansion potential. Whether you're looking for a primary residence or weekend escape, this home is your ticket to beachfront living with eleva

$1,380,000

2 beds2 baths2,455 sq ft

23 Nahant Ave, Winthrop, MA 02152

Custom cabinetry • Vaulted ceilings • 4-season sunroom

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Winthrop, MA Homes for Sale
Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed lighting. This unit also boasts Central A/C, in unit Laundry, a 10x10 storage room basement Storage, and 1 off street parking spot. What's not to love? It's time to stop paying someone else's mortgage and start being the captain of your own ship or you can have people paying

$499,900

4 beds1 bath1,369 sq ft

23 Trident Ave #2, Winthrop, MA 02152

Steps to the beach • Heated bonus room • Spacious kitchen

Property at 279 Shirley St #2, Winthrop, MA 02152, 3 beds, 1 bath

$589,000

3 beds1 bath1,105 sq ft

279 Shirley St #2, Winthrop, MA 02152

Property at 42 Harborview Ave #2, Winthrop, MA 02152, 3 beds, 1.5 baths

$630,000

3 beds1.5 baths1,166 sq ft

42 Harborview Ave #2, Winthrop, MA 02152

Property at 26 Forrest St #3, Winthrop, MA 02152, 3 beds, 1 bath

$449,900

3 beds1 bath1,325 sq ft

26 Forrest St #3, Winthrop, MA 02152

Property at 66 Lowell Rd, Winthrop, MA 02152, 5 beds, 2.5 baths

$1,175,000

5 beds2.5 baths3,458 sq ft

66 Lowell Rd, Winthrop, MA 02152

Property at 89-91 Sagamore Ave, Winthrop, MA 02152, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths2,000 sq ft

89-91 Sagamore Ave, Winthrop, MA 02152

Property at 10 Somerset #309, Winthrop, MA 02152, 1 bed, 1 bath

$569,160

1 bed1 bath729 sq ft

10 Somerset #309, Winthrop, MA 02152

Property at 174 Winthrop St #2, Winthrop, MA 02152, 3 beds, 2.5 baths

$739,900

3 beds2.5 baths1,973 sq ft

174 Winthrop St #2, Winthrop, MA 02152

Property at 191 Cottage Park Rd, Winthrop, MA 02152, 6 beds, 3.5 baths

$1,799,000

6 beds3.5 baths4,455 sq ft

191 Cottage Park Rd, Winthrop, MA 02152

Property at 16 Pebble Ave, Winthrop, MA 02152, 2 beds, 1 bath

$424,950

2 beds1 bath866 sq ft

16 Pebble Ave, Winthrop, MA 02152

Property at 550 Pleasant St #307, Winthrop, MA 02152, 1 bed, 1 bath

$549,900

1 bed1 bath1,153 sq ft

550 Pleasant St #307, Winthrop, MA 02152

Property at 212 Winthrop Shore Dr #1, Winthrop, MA 02152, 3 beds, 1.5 baths

$549,000

3 beds1.5 baths1,290 sq ft

212 Winthrop Shore Dr #1, Winthrop, MA 02152

Property at 800 Governors Dr #6, Winthrop, MA 02152, 2 beds, 1 bath

$340,000

2 beds1 bath772 sq ft

800 Governors Dr #6, Winthrop, MA 02152

Property at 10 Somerset #405, Winthrop, MA 02152, 1 bed, 1 bath

$551,633

1 bed1 bath683 sq ft

10 Somerset #405, Winthrop, MA 02152

Property at 916 Shirley #1, Winthrop, MA 02152, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths1,700 sq ft

916 Shirley #1, Winthrop, MA 02152

Property at 54 Villa Ave #2, Winthrop, MA 02152, 3 beds, 2.5 baths

$861,000

3 beds2.5 baths2,115 sq ft

54 Villa Ave #2, Winthrop, MA 02152

Property at 50-52 Wilshire St, Winthrop, MA 02152, 5 beds, 2 baths

$1,300,000

5 beds2 baths2,212 sq ft

50-52 Wilshire St, Winthrop, MA 02152

Property at 10 Somerset #308, Winthrop, MA 02152, 1 bed, 1 bath

$602,436

1 bed1 bath774 sq ft

10 Somerset #308, Winthrop, MA 02152

Property at 181 Grovers Ave, Winthrop, MA 02152, 3 beds, 1.5 baths

$749,999

3 beds1.5 baths1,454 sq ft

181 Grovers Ave, Winthrop, MA 02152

Property at 600 Shirley St #15, Winthrop, MA 02152, 1 bath

$340,000

0 beds1 bath338 sq ft

600 Shirley St #15, Winthrop, MA 02152

Property at 191 Court Rd #3, Winthrop, MA 02152, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths2,575 sq ft

191 Court Rd #3, Winthrop, MA 02152

Property at 1001 Shirley #3, Winthrop, MA 02152, 2 beds, 2.5 baths

$979,000

2 beds2.5 baths1,561 sq ft

1001 Shirley #3, Winthrop, MA 02152

Property at 10 Somerset #304, Winthrop, MA 02152, 1 bed, 1 bath

$414,000

1 bed1 bath546 sq ft

10 Somerset #304, Winthrop, MA 02152

Property at 10 Somerset #406, Winthrop, MA 02152, 2 beds, 2 baths

$655,000

2 beds2 baths985 sq ft

10 Somerset #406, Winthrop, MA 02152

Property at 1 Seal Harbor Rd #215, Winthrop, MA 02152, 2 beds, 2 baths

$645,000

2 beds2 baths1,203 sq ft

1 Seal Harbor Rd #215, Winthrop, MA 02152

Property at 24 Winthrop Shore Dr #2, Winthrop, MA 02152, 2 beds, 1 bath

$434,000

2 beds1 bath900 sq ft

24 Winthrop Shore Dr #2, Winthrop, MA 02152

Property at 3 Buckthorn Ter #2, Winthrop, MA 02152, 4 beds, 2 baths

$750,000

4 beds2 baths1,870 sq ft

3 Buckthorn Ter #2, Winthrop, MA 02152

Property at 10 Somerset Unit U201, Winthrop, MA 02152, 2 beds, 2 baths

$629,000

2 beds2 baths1,036 sq ft

10 Somerset Unit U201, Winthrop, MA 02152

Property at 54 Townsend, Winthrop, MA 02152, 4 beds, 2 baths

$650,000

4 beds2 baths1,483 sq ft

54 Townsend, Winthrop, MA 02152

Property at 100 Cottage Ave, Winthrop, MA 02152, 3 beds, 2.5 baths

$854,900

3 beds2.5 baths2,293 sq ft

100 Cottage Ave, Winthrop, MA 02152

Property at 136 Pauline St, Winthrop, MA 02152, 4 beds, 3.5 baths

$870,000

4 beds3.5 baths2,350 sq ft

136 Pauline St, Winthrop, MA 02152

Property at 148 Winthrop Shore Dr #5, Winthrop, MA 02152, 2 beds, 2 baths

$679,000

2 beds2 baths971 sq ft

148 Winthrop Shore Dr #5, Winthrop, MA 02152

Property at 876 Shirley #1, Winthrop, MA 02152, 4 beds, 2 baths

$829,999

4 beds2 baths2,000 sq ft

876 Shirley #1, Winthrop, MA 02152

Property at 328-330 Revere St, Winthrop, MA 02152, 5 beds, 2 baths

$1,170,000

5 beds2 baths2,151 sq ft

328-330 Revere St, Winthrop, MA 02152

Property at 88 Grand View Ave, Winthrop, MA 02152, 2 beds, 1 bath

$650,000

2 beds1 bath1,262 sq ft

88 Grand View Ave, Winthrop, MA 02152

Property at 32 Hale Ave, Winthrop, MA 02152, 3 beds, 2 baths

$799,000

3 beds2 baths1,418 sq ft

32 Hale Ave, Winthrop, MA 02152

Property at 60 Waldemar Ave, Winthrop, MA 02152, 3 beds, 1 bath

$699,900

3 beds1 bath1,548 sq ft

60 Waldemar Ave, Winthrop, MA 02152

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Average home prices near Winthrop, MA

Cities

Neighborhoods
Zip Codes

Logan Airport / Jeffries Point homes for sale
$771,250
Point Shirley homes for sale
Downtown Winthrop homes for sale
$717,450
East Boston homes for sale
$719,000
Beachmont homes for sale
$799,900
Orient Heights homes for sale
$665,000
Harbor View-Orient Heights homes for sale
$677,000
Jeffries Point homes for sale
$767,500
Whinthrop Highlands homes for sale
$960,000
Winthrop Beach homes for sale
$549,000

Winthrop, MA real estate trends

All Home Types trends in Winthrop, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$830,000

+6.4% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Winthrop, MA

$830,000

+6.4%

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