Live the seaside lifestyle you’ve been looking for in this sun-filled, updated condo offering over 900 sq ft of comfortable living space in one of Winthrop’s most desirable neighborhoods. The home features brand-new flooring throughout the kitchen, dining, and living areas, creating a clean, modern flow. The kitchen includes white cabinetry, a walk-in pantry, and brand-new appliances. The oversized bedroom with vaulted ceilings adds character and openness, while central A/C provides year-round comfort. Downstairs, enjoy a large, private enclosed basement space, perfect for storage, a home gym, office, or additional flex space. A new washer and dryer are included for your exclusive use. Additional highlights include one deeded off-street parking space in a private parking lot, a pet-friendly building, and a prime location near beaches, seaside walking and biking paths, restaurants, shopping, yacht clubs, golf courses, and public transportation — all just minutes from downtown Boston.
Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level, 7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master bedroom) the beautiful kitchen has cherry cabinets granite countertops, stainless appliances sliders to the large deck facing the sandy yard and Beach. This is one of a kind and Direct Ocean front living. All the rooms are large with plenty of character. Walk in closets and Laundry room make this for easy living. Bus line to the Blue line and Water shuttle into Boston is just a couple minutes away at the landing next to Winthrop yacht club. Marinas, shops and restaurants add to this great community. Don't miss out on this Opportunity to live Directly on The Beach!
Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features double-stacked soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking (with the option to purchase a second space). Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.
Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed lighting, and a bright, open-concept layout ideal for everyday living or entertaining. The contemporary kitchen features double-stacked soft-close shaker cabinets, quartz countertops, and stainless-steel appliances, creating a clean and timeless look. Enjoy the comfort of central heating and cooling, elevator access from the elegant lobby, and garage parking (with the option to purchase a second space). Live moments from the sand, surf, and vibrant coastal community that make Winthrop one of Boston’s best-kept secrets.
FINALLY!!! A Villager unit for sale in the sought after 100 Building! These 2 bedrooms in Governors Park has a renovated bathroom, newer windows and has been freshly painted. Best of all, Unit 118 is on the TOP FLOOR and features a balcony with views of the top of the Boston skyline, where you can also enjoy AMAZING sunsets. This complex features a clubhouse, gym room, in ground pool and tennis courts and is just a short walk from Winthrop beach. Walk across the street and go to the market, grocery store, bakery or to one of the many diverse and delicious restaurants this quaint town has to offer. Live here and live just 15 minutes to Downtown Boston or take the bus and in just 6 minutes you will be at Orient Heights train station. Condo fee INCLUDES heat & hot water. This one REALLY will not last!
Welcome to 12 Sewall St #3, a beautifully renovated top-floor 1-bedroom, 1-bath condominium located in one of Winthrop’s most sought-after neighborhoods. Filled with natural light and offering partial water views, this unit features an open-concept layout ideal for modern living. The updated kitchen includes quartz countertops, custom cabinetry, and stainless steel appliances, along with hardwood flooring throughout. The renovated bathroom offers a walk-in shower with contemporary finishes. Additional features include private basement storage. A turnkey opportunity in a coastal setting—don’t miss this exceptional home.
Welcome to Unit 204 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 1+-bed, 1-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing and an exterior private balcony. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers garage parking, 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 you're seeking your next home or a seaside escape with city access. This is a handicap accessible unit.
Welcome to Unit 401 at The Somerset, a spacious 1-bedroom, 1-bath home with an open-concept layout and a large living and dining area perfect for both everyday living and entertaining. With warmer days ahead, the expansive private deck is set to become a natural extension of the living space for dining, relaxing, and entertaining, all with views overlooking the town center. Inside, enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout, along with access to The Somerset’s fitness room, elevator, and cozy resident lounge for remote work or casual connection. Just moments from sandy beaches, waterfront parks, and local restaurants, with convenient access to downtown Boston via the Blue Line or seasonal ferry, Unit 401 offers a seamless blend of indoor comfort and outdoor living by the sea.
SELLER MOTIVATED! AMAZING VALUE! Enjoy the ease of COASTAL LIVING in this beautiful 2-bed, 2-bath unit designed for comfort and convenience. Filled with natural light, it offers an open layout and a private balcony with OCEAN VIEWS—perfect for morning coffee or sunset unwinding. The spacious primary suite includes an EN-SUITE BATH and a generous walk-in closet. FRESHLY PAINTED THROUGHOUT with NEW CARPET in the LR and primary bedroom, this MOVE-IN READY home includes ample storage and in-unit laundry. ENJOY MAINTENANCE FREE LIVING with 24/7 concierge, fitness center, garage parking, private storage, in-ground pool, tennis courts, and a penthouse great room with panoramic city and ocean views. Steps from the entrance, a seaside path leads to a charming gazebo for peaceful starts and finishes to your day. You've got it all and more!! Located on the WINTHROP COAST - MINUTES FROM BOSTON—this condo offers the perfect blend of COASTAL SERENITY and EVERYDAY CONVENIENCE.
Welcome to Unit 5 at The Pearl, a boutique coastal residence at 1001 Shirley Street, where refined design meets oceanfront living. This thoughtfully crafted home offers sweeping Atlantic views and a private ocean facing balcony, creating a daily connection to the water that few properties can match. Inside, the space is defined by clean architectural lines, generous ceiling height, and a layout designed for both comfort and function. The kitchen anchors the home with custom cabinetry, premium appliances, stone countertops, and a seamless flow into the living area, ideal for entertaining or relaxed evenings overlooking the coastline. Bedrooms are well proportioned and private, each with en suite baths finished in elevated, timeless materials. A dedicated powder room adds convenience for guests. Additional features include in unit laundry, central air, efficient systems, and refined finishes throughout. Two off street parking spaces are also included.
Welcome to 62 Cottage Ave, a charming Colonial-style single-family home located in Winthrop’s highly desirable Cottage Hill neighborhood. The first floor features an open-concept layout with a spacious, updated kitchen showcasing quartz countertops, stainless steel appliances, and ample cabinetry. Also on the main level are a full bathroom, living room and a bedroom with a walk-in closet.Second floor consists of 1 full bathroom along with 4 bedrooms. Hardwood floors run throughout the home, complemented by tile flooring in the kitchen and bathrooms.Gas heat. Step outside to a private, fenced backyard, perfect for entertaining, family gatherings, or relaxing outdoors.Ideally situated just steps from the beach, local restaurants, the Boston Ferry, and the yacht club, this home offers the perfect blend of coastal living and convenience. A must-see! Open house dates coming soon!
WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2 DEEDED PARKING SPOTS. ENJOY YOUR IN UNIT LAUNDRY AND EXCLUSIVE REAR PATIO ON WARM DAYS. JUST 5 MINUTES TO THE AIRPORT..GOOD INVESTMENT OR PERFECT FOR EMPTY NESTER OR TRAVEL BUG!
Welcome to Winthrop this beautiful classic colonial awaits you! This lovingly cared for home has been with one family for the last 29 years and is perfect for the extended family. The original home built in 1920 includes a newer two story addition offering lots of living space. The extra large eat in kitchen was completely remodeled in 2021 and features beautiful white cabinetry, stainless steel appliances and quartz counter tops perfect for all your family gatherings. There are 4 plus big bedrooms with lots of closet space & 2 full baths. There are formal living & dining rooms both with hard wood flooring, a family room, separate first floor laundry room, beautiful entry way, and lots of natural light. There is also a large full unfinished basement with endless possibilities. Outside is a deck, large fenced in yard, and plenty of parking, all situated on a large lot. Come view this home today!
This offering is about the land, the view, and the opportunity to own an affordable single-family property in an exceptional location. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready property sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing single-family structure is currently dilapidated and presents a buyer with two paths: restore the home or pursue new construction. Zoning Board of Appeals approval has already been granted, making this a fully entitled, shovel-ready opportunity. A buyer simply needs to pull a building permit and begin construction. Existing structure is intended for tear down. Zoning Board of Appeals approval has already been granted and the project is fully entitled.
This offering is about the land and the view. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready site sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing structure is intended for tear down. Zoning Board of Appeals approval has already been granted and the project is fully entitled. A buyer simply needs to pull a building permit and start construction. Setbacks and building dimensions are locked in, but the interior layout and all aesthetic choices are yours, from finishes and floor plan to siding style, window color, and design details.The land asking price $500,000, with a rare opportunity to leverage local construction financing. Cambridge Savings Bank offers programs with as little as 10 percent down, financing the full construction costs.
LAST STUDIO! Unit 304 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The Somerset offers exceptional amenities, including a fitness room, elevator, and a cozy resident lounge ideal for remote work or casual gatherings. Just moments from sandy beaches, waterfront parks, and local restaurants—with easy access to downtown Boston via the Blue Line or seasonal ferry—this home blends coastal charm with city convenience. Whether you’re seeking your next home or a seaside retreat, Unit 304 delivers style and a lifestyle by the sea. Schedule your tour today!
Coastal living in Winthrop! This 2 bed 1 bath condo offers many updates including NEW roof and siding (2025), NEW furnace for gas cooking (2024). Additional conveniences include, in-unit laundry 2023, and 1 off street parking spot! Located just steps away from the shoreline, beaches, local restaurants, and Winthrop's vibrant coastal community. Showings begin at open houses Saturday 12/6 11-1230 and Sunday 12/7 11-1230.
Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to a skyline deck. A first-floor bedroom, full bath, and mudroom add versatility. Upstairs features three bedrooms, including a luxe primary suite with Juliet balcony, walk-in closet, and a spa bath with steam shower, soaking tub, heated floors, and double vanity. The lower level provides a complete one-bedroom living space with its own kitchen, laundry, French doors to the yard, and private entrance ideal for multi-generational living, an au pair, or added flexibility. With a tiered backyard and three-car parking, this home blends sophistication, versatility and unmatched city views.
Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional 2-bedroom, 2-bath home features an open-concept layout perfect for entertaining, complete with private deck overlooking the marina and city. Gourmet kitchen with stainless steel appliances, gas cooking, stone counters, and an oversized refrigerator. Gas fireplace, recessed lighting, and abundant natural light.In-unit washer/dryer and central heat/air conditioning. A highlight of this residence is the large deeded boat slip, ideal for boating enthusiasts and available for use with a small yearly maintenance fee. Located just minutes from downtown Boston. This is coastal living at its finest!
Priced Well Below Market Price - Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning coffee or evening breezes on either of two private porches. Each unit includes its own washer and dryer in the basement, and the pet-friendly building is well-maintained with a low condo fee. Perfectly located near Winthrop’s beautiful beaches, scenic trails, and popular local restaurants. Priced to sell quickly—come see why this is the best value on the coast!
Located just one house from the water, this well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect for outdoor relaxation. Additional highlights include a walk-up attic with potential for a roof deck with a little creativity. This thoughtfully cared-for property combines desirable waterside proximity with versatile indoor and outdoor spaces, making it an excellent opportunity for those seeking coastal living convenience.
Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best.
Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with dramatic views, a full, new fitness center, as well as an indoor Jacuzzi and sauna with a large deck-perfect for viewing Independence Day fireworks! Seal Harbor Three boasts 3 separate function rooms where owners and their guests are able to enjoy table tennis, billiards and television. In addition to the mature grounds, owners also have access to tennis courts, private basement storage, bicycle storage, water sports storage and a full recycling facility. This home has one deeded underground garage parking spot & acres of guest parking. Unit has unrestricted views, new wood floors and carpet.
As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is appointed with a generous island, Bosch appliances, and custom cabinetry designed for both style and function. Upstairs, the primary suite opens to a private deck with ocean views, a custom walk-in closet, and a sleek tiled shower bath, while the second bedroom includes its own walk-in closet and a full bath with a soaking tub. Additional highlights include in-unit laundry, two off-street parking spaces, and the assurance of a one-year builder warranty. Minutes to downtown Boston by car or ferry, The Pearl delivers coastal living at its most elevated.
Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but never cold. Beamed cathedral ceilings and warm hardwood floors frame a chef’s kitchen anchored by Bosch appliances and custom cabinetry. Upstairs, two ensuite bedrooms feature custom walk-in closets and private deck access that looks out toward the Atlantic. Every detail was done with intention, energy-efficient systems, marble and stone finishes and so much more. This is not just a renovation, it’s a resurrection, balancing old-world character with new-world craftsmanship. Book a showing today!
Winthrop is located in Massachusetts.
