Highland Group at Compass

Highland Group at Compass Welcome to Winthrop by the Sea! The Highland Group has been introducing Winthrop to the world for ov At the Highland Group, it's always about you! Thank you!

Highland Real Estate, now the Highland Group at Compass, is celebrating its 44th year in business and its 38th consecutive year as Winthrop's Leading Home Seller. The Highland Group also services Revere, East Boston, South Boston and surrounding communities. We believe that owning your own home is the American dream and that home ownership is the best investment that one can make. Finding a home

for someone is just as exciting now for us as it was 40 years ago. Our promise over the years to our clients is that "we will always place their interests first." The Highland Group at Compass experiences huge success with repeat business and referrals. If you are thinking of buying or selling a home, come on board with the Highland Group and we promise that you will be pleasantly surprised with the service and commitment that we have for our clients.

09/03/2026

Five units to choose from all with exciting unique floor plans right on the bus line to the T at Winthrop Center.

08/27/2026

NESTLED in NEWTON CENTER/CHESTNUT HILL, this stunning 3-bedroom, 2.5-bathroom townhome is a hidden gem offering both luxury and tranquility. Your backyard overlooks serene conservation land, where wildlife and picturesque seasonal views create a perfect escape—right at home.Step inside to a first floor designed for effortless living and entertaining. Gleaming golden oak floors set the stage for an open floor plan bathed in natural light, thanks to oversized windows that bring the outdoors in. The gourmet kitchen is ready for your next dinner party or casual Sunday brunch. A spacious living room—with its cozy gas fireplace—flows seamlessly into an open kitchen and dining room to a wrap-around deck, ideal for soaking up the peace and quiet of your private retreat. Upstairs, the master suite is your personal sanctuary with oversized windows, second gas fireplace, and a spa-like ensuite make it the perfect place to unwind plus there are two additional bedrooms and a full bath. less. ...
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08/27/2026

Winthrop by the Sea is calling! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston.

Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.

Every room feels bright and airy thanks to Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.

Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. It’s a stunning place to call home, and best of all, you can own this lifestyle for less than the cost of renting!

08/21/2026

Winthrop by the Sea is calling! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston.

Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.

Every room feels bright and airy thanks to oversized Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.

Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. It’s a stunning place to call home, and best of all, you can own this lifestyle for less than the cost of renting!

Winthrop by the Sea is calling! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly po...
08/16/2026

Winthrop by the Sea is calling! Welcome to Pauline Place at Winthrop Center, a brand-new boutique community perfectly positioned right on the bus line for a quick connection to the T and into Boston.

Imagine being the very first person to live in one of these high-end, one-bedroom condos. With five distinct units to choose from, you’ll find gorgeous, color-coordinated kitchens and baths that truly wow. The kitchens are a chef’s dream, featuring sleek LG stainless steel appliances, crisp quartz countertops, stylish shaker cabinets with modern black hardware, and luxury vinyl flooring that ties the whole aesthetic together. The upscale baths, finished with striking tile and glass, feel like a private spa retreat.

Every room feels bright and airy thanks to oversized Pella windows that invite the sunlight to pour in. You’ll stay perfectly comfortable year-round with high-efficiency Mitsubishi heating and cooling, and the convenience of in-unit laundry and off-street parking makes daily life a breeze.

Step outside and you’re just moments away from local restaurants and shopping. Living here means embracing the best of Winthrop—beaches, boating, marinas, yacht clubs, a golf course, and miles of scenic seaside paths for biking and exploring. It’s a stunning place to call home, and best of all, you can own this lifestyle for less than the cost of renting! From $399,900.00

08/07/2026

08/07/2026

Pride filled neighborhood! Large yard! Quality home!

This bright 2 bedroom 1 bathroom unit is the perfect space for a new owner to put their stamp on! The main bedroom has l...
08/06/2026

This bright 2 bedroom 1 bathroom unit is the perfect space for a new owner to put their stamp on! The main bedroom has laminate flooring which is in excellent condition and the rest of the unit is carpeted. Heating and cooking for the condo is gas and there are 2 in-wall air conditioners...one in the living room and one in the main bedroom. The kitchen appliances are all in great shape. You can also have your coffee out on your private balcony. Governor's Park complex is in a great location close to shopping, the beach and public transportation. There is an in-ground pool for residents to enjoy as well. You are welcome to OPEN HOUSES THIS WEEKEND...Saturday 8/8 from 11am-1pm and Sunday 8/9 from 11am-12:30pm!

I love you more today than yesterday, but not as much as tomorrow. Elizabeth has been gone a year on July 26th. She will...
07/31/2026

I love you more today than yesterday, but not as much as tomorrow. Elizabeth has been gone a year on July 26th. She will have a tough negotiation with St. Peter to get me through the heavenly gates when my time comes but I am sure she will be there to greet me with a smile.

This home needed extensive work. The estate needed an agent that could place the correct value on the home, an agent tha...
07/29/2026

This home needed extensive work. The estate needed an agent that could place the correct value on the home, an agent that could estimate the cost of required updates and then the new value of the home once it was updated. Subtracting the two would yield the home's present value. The estate chose an agent with lots of experience. They chose Jonathan. Congrats to all!! ...

Address

75 Crest Avenue
Winthrop, MA
02152

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 10am - 4pm
Sunday 10am - 4pm

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