Highland Group Compass Logo

Highland Group

Let us guide you home

Your Search Results

Bathroom%5Bmin%5D=0&Bathroom%5Bmax%5D=0&Bedrooms%5Bmin%5D=0&Bedrooms%5Bmax%5D=0&List_Price%5Bmin%5D=0&List_Price%5Bmax%5D=0&Status%5Bany%5D=ACT%2CAWC%2CRAC%2CPCG%2CEXT%2CBOM%2CUAG&Town_State%5B0%5D=Winthrop+MA&openhouses%5B0%5D=1
65-67 Bay View Avenue Winthrop MA 02152
Open House

MLS Number 73312809

  • MultiFamily
  • Next Open House: Sun 03/23 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,400

Discover this stunningly renovated 4-bed, 4-bath 2 Family with breathtaking views of the bay and the iconic Winthrop water tower.Step inside to enjoy townhouse style luxurious living with modern flooring, sleek appliances, and the comfort of central air and heating for those hot summer nights & cool fall evenings. Bathed in natural light, the open living spaces flow effortlessly to expansive outdoor areas, perfect for relaxing or entertaining. The crown jewel of this home is the primary suite, complete with its own private deck overlooking the ocean. Wake up to the sun rising over the water and soak in the tranquility of the bay from the comfort of your bedroom. With incredible views and thoughtful upgrades throughout, this home offers the perfect blend of style and comfort. A garage adds convenient parking and storage, making this home a must-see!

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1077-1079 Shirley Street Winthrop MA 02152
Open House

MLS Number 73337213

  • MultiFamily
  • Next Open House: Sun 03/23 11:00 am. to 12:30 pm.
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 2,400

Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop’s coveted Point Shirley neighborhood, offering two charming homes just steps from the ocean. Perfect for multi-generational living, investors, or those seeking a flexible coastal lifestyle, this property blends charm, comfort, and stunning ocean views.The main residence features 4 bedrooms and 2 baths, with an inviting living room highlighted by a cozy fireplace and picture-perfect ocean vistas. The formal dining room is ideal for hosting, while the updated kitchen offers style and functionality. A versatile bonus room with exterior access and a full bath is perfect as a family room, guest suite, or private retreat. Upstairs, four spacious bedrooms and another full bath provide room for everyone. The second home is a 2-bedroom, 1-bath beachside bungalow—perfect as a year-round residence, seasonal escape, or potential income-producing unit.

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

100 Cottage Avenue Winthrop MA 02152
Open House

MLS Number 73327755

  • Residential
  • Next Open House: Sun 03/23 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,676

Nestled in the coastal community of Winthrop by The Sea. This spacious home has proximity to the beach, views of Boston skyline and bay. This multilevel home has four plus bedrooms, a den,office. The kitchen is updated with modern amenities and separate sunny breakfast area for morning coffee overlooking rear yard. Living has two sided gas fireplace for both dining and living room. Large open deck with expansive views make for great entertaining year round.Off street parking for three cars includes heated garage space. This home has the space you need to grow or multiple home offcespace.

Listed by Janice Stevens and Kimberly Hodson of Century 21 Seaport

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

19 Johnson Avenue Winthrop MA 02152
Open House

MLS Number 73335748

  • Residential
  • Next Open House: Sun 03/23 1:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 3,056

Welcome to 19 Johnson Ave, one of the most coveted streets in Winthrop and in the desirable neighborhood of “Cottage Park”. This property presents an incredible opportunity and endless possibilities for customization. The home offers four levels of living, 5 bedrooms, 2 baths, completely finished lower level, marble fireplace, off-street parking, ocean views and much more! As you explore this sizable home, you'll appreciate the potential it holds. The generously sized bedrooms all have individual mini split a/c units and hardwood floors. A sunroom off the kitchen overlooks an in-ground gunite pool and fenced in backyard. The location is steps to the Cottage Park Yacht Club and minutes to Downtown Boston via the Winthrop Ferry. This delightful seaside community is home to seven beaches and only 6 miles from Boston.

Listed by Laura DeLuca and Max Vigliotti of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

187 Winthrop Shore Drive Winthrop MA 02152
Open House

MLS Number 73327594

  • Condo
  • Next Open House: Sun 03/23 12:30 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,890

Welcome to 187 Winthrop Shore Drive, where the views don’t quit, no matter where you are—even from the kitchen. This 3-bed, 1.5-bath beachfront condo combines classic charm with modern updates. You’ll love the stunning woodwork throughout, adding so much character to the place. Original light fixtures and medallions have been revitalized to keep the charm alive, while the remodeled slate kitchen with black stainless KitchenAid appliances gives it a sleek, updated vibe. The bedrooms are a great size, the layout is smart with no wasted space, and there’s even a bonus office or play area for whatever you need. Laundry’s in the unit, so no extra trips, and those killer ocean views are everywhere you look. You also get extra basement storage and tandem parking for two cars. 2 Zones of hot water radiators in unit from newer Burnham tankless gas unit, 2023 hot water tank, and 4 mini-splits run the back up heat and A/C in the summer. If you are looking to live on the Ocean, this is the spot!

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4 Circuit Road Winthrop MA 02152
Open House

MLS Number 73310757

  • Residential
  • Next Open House: Sun 03/23 1:00 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,327

Welcome to 4 Circuit Road—a spacious single-family retreat nestled in Winthrop's highly sought-after neighborhood, just off Court Road! Step through the door and be transported by the timeless charm of original woodwork that adds warmth and character throughout the home. Gather in the expansive living room, where a cozy fireplace invites you to unwind after a long day. The first floor offers a classic layout with a formal dining room and an inviting kitchen, perfect for preparing family meals and hosting guests. Upstairs, you’ll discover four generously sized bedrooms, including a delightful primary suite complete with a private additional sitting room—a perfect spot for morning coffee or winding down in the evening. The possibilities are endless on the third floor, where two spacious rooms await your creative vision. Use them as additional living space, a home office, or a playroom—or simply enjoy the ample storage. This home is a rare find, schedule your visit today!

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1079 Shirley Street Winthrop MA 02152
Open House

MLS Number 73337212

  • Residential
  • Next Open House: Sun 03/23 11:00 am. to 12:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,660

Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop—a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and picture-perfect ocean vistas create a warm and relaxing ambiance. Flow seamlessly into the formal dining room, perfect for hosting, and an updated kitchen designed for both style and functionality.Need extra space? A versatile bonus room with exterior access and a full bath is ideal as a family room, guest suite, or private retreat. Upstairs, you'll find four generously sized bedrooms and another full bath, ensuring plenty of space for everyone. Located just moments from the beach, yacht clubs, and scenic coastal trails, this home offers a true seaside lifestyle while being a short commute to Boston. Don’t miss this opportunity to wake up to the sound of the waves—schedule a showing today.

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Seal Harbor Road Winthrop MA 02152
Open House

MLS Number 73324555

  • Condo
  • Next Open House: Sun 03/23 1:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,417

DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area with an ocean view. The main bedroom suite has a full bath and more of those incredible ocean views! Stackable laundry in the unit, underground deeded parking, function room, storage, inground pool and patio area and extra outdoor parking. This is a must see, luxury living just minutes to Boston at a fraction of the cost of living in the city. LIVE AS IF YOU ARE ON VACATION!

Listed by Sharon Tallent and David Tallent of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

167 Winthrop Shore Drive Winthrop MA 02152
Open House

MLS Number 73340416

  • Condo
  • Next Open House: Sun 03/23 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,159

Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop’s stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area’s most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary bedroom features a walk-in closet, while three additional bedrooms provide versatility for guests, a home office, or a growing family. One of the home’s standout features is the expansive deck overlooking the water—the perfect spot to enjoy morning coffee, host gatherings, or simply unwind to the sound of the waves. Additional conveniences include deeded off-street parking for two cars, including one space in the garage. Recent updates include a new roof in February 2025, new driveway in 2024 and newer vinyl siding. The perfect blend of coastal serenity and city convenience.

Listed by Mark Mulkerrin of Coldwell Banker Realty - Sharon

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

67 Bay View Avenue Winthrop MA 02152
Open House

MLS Number 73342734

  • Condo
  • Next Open House: Sun 03/23 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,200

Discover this stunningly renovated 2-bed, 2-bath condo with breathtaking views of the bay and the iconic Winthrop water tower. Step inside to enjoy luxurious new flooring, sleek, modern appliances, and the comfort of central air and heating. Bathed in natural light, the open living spaces flow effortlessly to expansive outdoor areas, perfect for relaxing or entertaining. The crown jewel of this home is the spacious primary suite, complete with its own private deck. Wake up to the sun rising over the water and soak in the tranquility of the bay from the comfort of your bedroom. With incredible views and thoughtful upgrades throughout, this home offers the perfect blend of style and comfort. A garage adds convenient parking and storage, making this home a must-see!

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

212 Winthrop Shore Drive Winthrop MA 02152
Open House

MLS Number 73343804

  • Condo
  • Next Open House: Sun 03/23 12:00 pm. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,290

Imagine waking up to the soothing sound of waves and sipping your morning coffee as the ocean stretches out before you. This spacious first-floor condo invites you to live effortlessly by the water, with sunlight pouring through oversized windows and an open-concept living and dining area designed for both quiet moments and lively gatherings. The modern kitchen, outfitted with sleek Viking appliances, makes cooking feel like a luxury, while the primary suite’s soaker tub offers the perfect retreat at the end of the day. With plenty of in-unit storage—plus bonus basement space—you’ll never run out of room for your beach gear. Step out to your private rear deck or relax in the shared patio, where ocean breezes make every moment feel special. All this, plus easy access to public transportation, you’re seamlessly connected to the city while enjoying your own coastal haven.

Listed by Leighann Eruzione of Lantern Residential

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

550 Pleasant Street Winthrop MA 02152
Open House

MLS Number 73348612

  • Condo
  • Next Open House: Sun 03/23 11:00 am. to 1:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 999

Experience waterfront living at the Residences at Atlantis Marina in this beautifully upgraded 1-bedroom, 1-bathroom unit. Enjoy breathtaking Marina views from your private balcony, perfect for relaxing and unwinding. The thoughtfully designed interior features stainless steel appliances, upgraded countertops, and ample storage space. Convenience is key with in-unit laundry and two dedicated parking spots. Nestled in a professionally managed building, this home offers both comfort and ease in a prime location. Don't miss this opportunity to live by the water!

Listed by The Reference Group and Seth Williams of Reference Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details