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| Address | Bed / Bath | Listing Price |
|---|---|---|
92 Plummer Ave
Welcome to this pristine home in a prime neighborhood w/ the harbor and its stunning views at the end of the street. Close to transportation and a quaint center of town.The freshly painted interior has hardwood fls, living room w/ fireplace and sliding doors opening to a fenced-in backyard w/ a pati
Living Area:
1449 Sqft.
|
3
Beds,
2
Baths
|
$719,000 |
960 Shirley St
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 gar
Living Area:
1764 Sqft.
|
3
Beds,
2
Baths
|
$715,000 |
41 Summit Ave
Lovely custom built ranch offering endless possibilities! Perfect for multi-generational living or added income with a fully equipped lower level apartment. The main floor features a cherry wood kitchen with granite countertops, a spacious fireplace living room, tiled bath with separate shower and t
Living Area:
2386 Sqft.
|
4
Beds,
2
Baths
|
$899,000 |
16 Woodside Park
Discover the charm of the highly sought-after Woodside Park neighborhood! Homes in this area rarely become available, making this opportunity truly special. Nestled in a picturesque setting that evokes a sense of nostalgia, this late 1800's 3-bedroom Farmhouse Colonial captivates with its enchanting
Living Area:
1654 Sqft.
|
3
Beds,
1
Bath
|
$719,900 |
5 Quincy Avenue
Welcome to 5 Quincy Avenue, an architecturally stunning Bungalow located in Winthrop's highly sought-after Highlands neighborhood . This sun-filled 3-bedroom, 2-bath Craftsman home has an open-concept living and dining area featuring original rich oak woodwork, built-in cabinets, hardwood floors, de
Living Area:
2820 Sqft.
|
3
Beds,
2
Baths
|
$950,000 |
19 Pleasant Park Road
Welcome to 19 Pleasant Park Road - a beautifully updated coastal retreat that blends timeless character with modern comfort. Step inside to discover warm hardwood floors, sun-filled rooms, and a layout designed for easy everyday living. The inviting dining room flows seamlessly into the living space
Living Area:
1325 Sqft.
|
3
Beds,
2
Baths
|
$722,000 |
32 Pearl Ave
Wake up to ocean breezes and the sunrise just at the end of the street. The kitchen blends charm and function with granite counters, hardwood cabinetry, farmhouse sink. 10’ ceilings throughout and abundant natural light create an open, airy feel. Step onto the 2nd floor balcony for morning coffee
Living Area:
1365 Sqft.
|
3
Beds,
2
Baths
|
$719,000 |
9 Marshall St
Discover the best of coastal living in this Winthrop waterfront community, where local dining, seaside charm, and effortless access to public transit create a lifestyle of ease and enjoyment. Spanning approximately 2,475 square feet, this expansive 5-bedroom, 3.5-bath home offers three levels of ver
Living Area:
2475 Sqft.
|
5
Beds,
4
Baths
|
$735,000 |
14 Pleasant Park Road
WELCOME HOME to 14 Pleasant Park Road...BEEN IN THE SAME FAMILY FOR OVER 17 YEARS!!!...This BEAUTIFUL 4 BEDROOMS/ 1 FULL BATH 'GAMBREL COLONIAL STYLE HOME' is ready for new owners...1st FLOOR offers WELCOMING FOYER w/Hardwood Floors, CHERRY KITCHEN CABINETS w/GRANITE COUNTERS & GRANITE ISLAND w/Tile
Living Area:
1964 Sqft.
|
4
Beds,
1
Bath
|
$729,900 |
62 Lowell Road
Welcome to the "Maze!" This Whittemore designed home is solidly built and filled with character and charm. With great bones and endless potential, this 4+ bedroom, 2.5 bath single is the perfect canvas to create space you've been dreaming of, all in one of Winthrop's most sought after locations.
Living Area:
1923 Sqft.
|
5
Beds,
3
Baths
|
$780,000 |
900 Shirley Street
NEW AMAZING PRICE! INCREDIBLE OPPORTUNITY, UNLIMITED POTENTIAL.......Single family living/condo alternative in the quaint oceanside location of Point Shirley in Winthrop by the Sea! A desirable open floor plan consists of Living room, Dining room and kitchen with beautiful oak flooring and a ver
Living Area:
1015 Sqft.
|
2
Beds,
1
Bath
|
$459,000 |
2 Deane Ave
Charm & Convenience & Income! Exciting opportunity to own a home w/approved inlaw-ADU/au-pair within walking distance to the ocean! Enjoy views of Boston skyline! Perfect for multi-generation living. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into eve
Living Area:
2397 Sqft.
|
5
Beds,
3
Baths
|
$865,000 |
66 Lowell Road
10 room + pristine home exuding warmth & quintessential New England charm in the sought after Cottage Park neighborhood. Timeless Whittemore style. Inviting enclosed porch with rich woodwork. Dramatic oversized windows and graceful flow throughout. Exquisite living room featuring statement fireplac
Living Area:
3458 Sqft.
|
6
Beds,
3
Baths
|
$1,150,000 |
191 Cottage Park Road
Showings available by appointment. Queen Anne Victorian. Two blocks from Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts a
Living Area:
4455 Sqft.
|
6
Beds,
4
Baths
|
$1,799,000 |
16 Pebble Ave
Located just a couple hundred yards from the water, this two-bedroom, one bathroom property offers a rare opportunity for buyers ready to bring a vision to life. Water views can be enjoyed from directly in front of the home. The layout includes two bedrooms and a full bath upstairs, with the main le
Living Area:
866 Sqft.
|
2
Beds,
2
Baths
|
$399,950 |
136 Pauline St
Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite
Living Area:
2350 Sqft.
|
4
Beds,
4
Baths
|
$867,000 |
32 Hale Avenue
A spectacular hilltop home with unmatched 360° views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline. Ocean views from every room and all three decks make this home trul
Living Area:
1418 Sqft.
|
3
Beds,
2
Baths
|
$725,000 |
88 Grand View Ave
Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully reno
Living Area:
1262 Sqft.
|
2
Beds,
1
Bath
|
$625,000 |
1091 Winthrop Ave
Welcome to your dream OCEANFRONT Townhome offering SPECTACULAR OCEAN VIEWS, SUNRISES & SUNSETS from every level of this 3BR, 2.5BA Luxury residence. Like New Construction built in 2018, this stunning 3 level home is located directly across from the Beach & features an open concept main level w/soari
Living Area:
1900 Sqft.
|
3
Beds,
3
Baths
|
$799,900 |