Whinthrop Highlands, MA homes for sale & real estate

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OPEN THU, 5:30PM TO 7:30PM

44 Cliff #3, Winthrop, MA 02152
44 Cliff #3, Winthrop, MA 02152
44 Cliff #3, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Welcome to this expansive 1,850 sq ft condo that lives like a single-family home, perfectly perched in the highly desirable Winthrop Highlands. Enjoy breathtaking panoramic ocean views from not one, but two private decks. Inside, you're greeted by sun-drenched spaces, soaring ceilings, and a wide open floor plan that makes entertaining effortless. The modern eat-in kitchen features direct access to a large fenced-in yard, perfect for pets, gardening, or outdoor relaxation. The flexible second floor offers endless possibilities — use it as a spacious family room and guest suite with full bath, or transform it into a luxurious primary retreat with a walk-in closet and ensuite bath. Addi

$679,000

3 beds2 baths1,849 sq ft

44 Cliff #3, Winthrop, MA 02152

$440 HOA • Somewhat walkable

3 Seal Harbor Rd #634, Winthrop, MA 02152
3 Seal Harbor Rd #634, Winthrop, MA 02152
3 Seal Harbor Rd #634, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The building is amenity-rich offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and two gas grills. Residents also enjoy year-round access to an indoor pool on the 9th floor, complete with dramatic views, a new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! 3 Seal Harbor boasts three separate function rooms, where guests are able to enjoy table tennis, billi

$525,000

1 bed1 bath840 sq ft

3 Seal Harbor Rd #634, Winthrop, MA 02152

$634 HOA • Garage • Community pool

3D WALKTHROUGH

45 Highland Ave, Winthrop, MA 02152
45 Highland Ave, Winthrop, MA 02152
45 Highland Ave, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
* * * OPEN HOUSE SAT 12-1:30pm * * * Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit, spanning the 2nd and 3rd floors, this enormous 5-bedroom, 2-bathroom unit can be delivered vacant for owner occupancy or new tenants. Enjoy a paved driveway with ample off-street parking. The property directly abuts Crest Ave Park, offering green space

$1,400,000

10 beds4 baths4,671 sq ft

45 Highland Ave, Winthrop, MA 02152

5,710 sq ft lot • Very walkable

328-330 Revere St, Winthrop, MA 02152
328-330 Revere St, Winthrop, MA 02152
328-330 Revere St, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
This property is what the competition see as a "Triple Threat" * TURN KEY * LOCATION & * BIG LOT OF LAND! The first floor's Craftsman style details have had restoration, preserving the stain glass windows, hardwood floors, working wood fireplace, beamed ceilings & built-ins to really embody the character of days gone by. A gas stove with hood vent, & sliders to a deck off the kitchen, makes this space extra special. Generously sized bedrooms & closets with coin laundry are also a part of the perks of this unit. The 2nd floor is vacant and newly renovated. New thermal windows, & scratch proof high grade laminate flooring both with lifetime warranty's

$1,170,000

5 beds2 baths2,151 sq ft

328-330 Revere St, Winthrop, MA 02152

7,959 sq ft lot • Very walkable

OPEN SAT, 2PM TO 3PM

12 Sewall Ave #3, Winthrop, MA 02152
12 Sewall Ave #3, Winthrop, MA 02152
12 Sewall Ave #3, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 1-bedroom, 1-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with sleek quartz countertops and top-of-the-line appliances, Hardwood floors throughout, adding warmth and sophistication to the space, One totally renovated bathroom, a great storage area in the basement, providing ample space for your belongings. This incredible condo is a rare find in this desirable n

$419,000

1 bed1 bath742 sq ft

12 Sewall Ave #3, Winthrop, MA 02152

$200 HOA • Somewhat walkable

Property at 12 Sewall Ave #2, Winthrop, MA 02152, 2 beds, 2 baths

$539,000

2 beds2 baths825 sq ft

12 Sewall Ave #2, Winthrop, MA 02152

Property at 75 Sewall Ave, Winthrop, MA 02152, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths2,112 sq ft

75 Sewall Ave, Winthrop, MA 02152

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Nearby homes that match your criteria

136 Locust Way, Winthrop, MA 02152
136 Locust Way, Winthrop, MA 02152
136 Locust Way, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

$654,900

3 beds1 bath1,878 sq ft

136 Locust Way, Winthrop, MA 02152

3,217 sq ft lot • Very walkable

OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

80 Shirley St, Winthrop, MA 02152
80 Shirley St, Winthrop, MA 02152
80 Shirley St, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Coastal vibes flow through this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. Both units boast modern open floor plans. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchens and natural light throughout. Some of the sunniest units you will see. Bathrooms like spas. High ceilings and great flowing layouts that make sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/C, upgr

$1,100,000

4 beds2 baths2,366 sq ft

80 Shirley St, Winthrop, MA 02152

5,500 sq ft lot • Very walkable

OPEN SUN, 12PM TO 2PM

80 Shirley St #1, Winthrop, MA 02152
80 Shirley St #1, Winthrop, MA 02152
80 Shirley St #1, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchen and natural light throughout. One of the sunniest units that you will see. High ceilings and a great flowing layout that makes sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/C, upgraded plumbing

$449,900

1 bed1 bath836 sq ft

80 Shirley St #1, Winthrop, MA 02152

5,500 sq ft lot • $150 HOA • Very walkable

OPEN SUN, 12PM TO 2PM

80 Shirley St #2, Winthrop, MA 02152
80 Shirley St #2, Winthrop, MA 02152
80 Shirley St #2, Winthrop, MA 02152
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
Coastal vibes flow throughout this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge kitchen and natural light throughout. Spa like bathrooms. One of the sunniest units that you will see. High ceilings and a great flowing layout that makes sense. The convenience of living in East Boston and the blue line nearby, without the congestion and lack of parking. Huge yard and driveway. Brand new heating systems, central A/

$649,900

3 beds2 baths1,252 sq ft

80 Shirley St #2, Winthrop, MA 02152

5,500 sq ft lot • $250 HOA • Very walkable

25 Pearl Ave, Revere, MA 02151
25 Pearl Ave, Revere, MA 02151
25 Pearl Ave, Revere, MA 02151
ABOUT THIS HOME
Whinthrop Highlands, MA Homes for Sale
We are pleased to present a compelling investment opportunity at 25 Pearl Avenue in Revere, Massachusetts. This property offers significant potential for developers and investors seeking to capitalize on the growing demand in the Revere market. Presenting an exceptional investment or redevelopment opportunity just steps from Short Beach in Revere’s coveted Beachmont neighborhood. This single-family parcel sits on a 6,534 sq ft lot (0.15 acres) in the RB zoning district. The lot’s generous dimensions and prime location—mere minutes to Logan Airport, downtown Boston, and Revere Beach—make it an ideal candidate for a custom single-family build, two-family redevelopment,

$579,000

3 beds1 bath1,052 sq ft

25 Pearl Ave, Revere, MA 02151

6,499 sq ft lot • Community pool • Somewhat walkable

Average home prices near Whinthrop Highlands, MA

Cities

Neighborhoods

Logan Airport / Jeffries Point homes for sale
$779,000
Downtown Revere homes for sale
$704,900
Oak Island homes for sale
$534,900
East Boston homes for sale
$687,000
Beachmont homes for sale
$799,900
West Revere homes for sale
$687,450
Orient Heights homes for sale
$564,000
Harbor View-Orient Heights homes for sale
$699,000
Jeffries Point homes for sale
$749,500
Crescent Beach homes for sale
$614,500

Whinthrop Highlands, MA real estate trends

All Home Types trends in Whinthrop Highlands, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$572,500

-9.56% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

Whinthrop Highlands, MA

$572,500

-9.56%

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