Winthrop Real Estate, Homes and Condos for sale

All Winthrop homes currently listed for sale in Winthrop as of 05/25/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Winthrop homes for sale or other Winthrop real estate, please contact us and one of our knowledgeable Winthrop REALTORS® would be pleased to assist you.


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$1,195,000
4 Harbor View Ave, Winthrop MA 02152
4
BEDS
3
BATHS
3,000
SQFT
$398
$/SQFT
0.10
ACRES
1850
BUILT
"Just minutes to downtown Boston, these breath-taking views and magical property can be yours! Reinvented & rebuilt from stem-to-stern in 2018, Four Harbor View takes full advantage of its striking location with walls of glass and decks on every level. Commanding views across the Harbor to the twinkling Boston skyline accentuate every design decision, maximizing your seaside experience. Enjoy tremendous open-plan space with perfect layout for entertaining and wonderfully comfortable everyday livi"
$900,000
251 Court Road, Winthrop MA 02152
3
BEDS
2
BATHS
1,914
SQFT
$470
$/SQFT
0.22
ACRES
1930
BUILT
"***Open house Saturday 12-2pm***DEVELOPERS & HANDY OWNER OCCUPANTS take notice! Haven't you always dreamed of living on the water? Well then feast your eyes on this beautiful single family on ocean front Court Rd, Winthrop's most sought after street! This brick single family offers unobstructed views of the ocean and will require a complete and total gut renovation. This property has enormous potential. Your own private pier may be obtainable with this home. Winthrop by the sea offers a private "
$899,000
118 Winthrop Shore Dr, Winthrop MA 02152
3
BEDS
3
BATHS
2,376
SQFT
$378
$/SQFT
0.10
ACRES
1950
BUILT
"Oceanfront masterpiece - water views from every room. Fabulous single built custom in 2006 w/ features/fixtures of enduring quality not seen in many new homes. Open floorplan anchored around a 3-level solid mahogany & glass stair w/ a gorgeous Bocci 14-14 (look it up) chandelier hanging from the top. Quarter-sawn oak flooring contrasts the mahogany stair making the sunny interior bright & cheery throughout. No corners cut here; 4 zone hydronic heating, cast iron baseboard on the 1st flr, runtal "
$890,000
19 Johnson Ave, Winthrop MA 02152
4
BEDS
2
BATHS
2,010
SQFT
$443
$/SQFT
0.14
ACRES
1900
BUILT
"Wake up and smell the ocean in Winthrop's most sought after location! This spacious colonial has been loved, maintained and in the same family for over 50+ years. With an open floor plan the first floor consist of kitchen, living room and dining room which has an amazing custom built-in china cabinet. This house also has a sun room that can be enjoyed throughout the year.Second floor has 2 good sized bedrooms as well as a large room that could turned into a master, a game room, a family room or "
* NEW LISTING 
$874,900
24 Maryland Ave, Winthrop MA 02152
4
BEDS
2
BATHS
2,641
SQFT
$331
$/SQFT
0.14
ACRES
1950
BUILT
"Seller is selling 0 Tafts Ave (rear) 0.13 Acres (5678 sqft.) lot as part of this sale. ***MILLION Dollars views*** This amazing brick offers you an open floor plan with panoramic ocean views. Enjoy the breathtaking views of the Boston skyline from the eat in kitchen. Sit in your backyard, patio, or private beach and enjoy the sunset and cool ocean breeze as the sailboats drift by. A once in a lifetime opportunity to create your own oceanfront paradise. Just minutes from Boston, multiple yacht cl"
$850,000
44 Prospect Avenue, Winthrop MA 02152
4
BEDS
4
BATHS
2,920
SQFT
$291
$/SQFT
0.17
ACRES
1900
BUILT
"Enjoy a seaside lifestyle waking up to ocean views from this beautifully updated four bedroom Victorian located on Cottage Hill. The formal foyer welcomes you into this thoughtfully renovated home with an abundance of natural light and ocean views throughout. Breath-taking kitchen features white marble subway tiles, quartz countertops, stainless steel appliances and a full pantry. Off the kitchen there is a pretty half bath with laundry and a large breakfast nook. The living room is expansive an"
$679,000
138 Loring Rd, Winthrop MA 02152
5
BEDS
3
BATHS
2,518
SQFT
$270
$/SQFT
0.09
ACRES
1900
BUILT
"Sought after MAZE location. Beautifully landscaped yard with irrigation, welcoming porch, and relaxing deck. Spacious living room off front entry vestibule, with original decorative fire place hearth and half bath tucked under the double-sided stair. Dining room features original leaded glass built-in. The original details have been preserved, with oval stained glass window, restored staircase, and gleaming hardwood floors throughout. Updated kitchen with granite counter tops and stainless appli"
$649,900
60 Grand View Ave, Winthrop MA 02152
3
BEDS
2
BATHS
1,428
SQFT
$455
$/SQFT
0.06
ACRES
1920
BUILT
"A charming cottage offering unobstructed panoramic water views has arrived. Watch the waves and city lights through large front windows on the enclosed porch. The first floor offers a large stone fireplace, and is adorned with hardwood architectural features and a powder room off of the kitchen. There are three bedrooms, a full bath, and large closets on the second floor. Uncommon to cottage offerings, the second floor features a generous ceiling height. The oversized yard has been well mai"
$649,000
4 Waldemar, Winthrop MA 02152
5
BEDS
4
BATHS
2,300
SQFT
$282
$/SQFT
0.08
ACRES
1930
BUILT
"Beautifully maintained 5 bedroom home with extra living space in basement perfect for extended family. This charming victorian style home has a welcoming porch that leads into an inviting front hall with beautiful stainless glass window, hardwood & victorian charm thru-out. First floor features living room, dining room, kitchen and 1/2 bath. 2nd floor features bedroom, large master & office, updated bathroom with large tile shower. 3rd floor has large family roomer bedroom, skylights or another "
$649,000
68 Winthrop St, Winthrop MA 02152
4
BEDS
3
BATHS
2,725
SQFT
$238
$/SQFT
0.09
ACRES
1900
BUILT
"Spacious home with historic charm and modern updates! Hardwood floors, crown molding, and a rail and baluster staircase greet you. A bright living room flows nicely into the large formal dining room accented by a charismatic fireplace and built in china cabinet. The stunning modern kitchen has been renovated with attractive stone counters, upgraded cabinets, and SS appliances. The renovation was won through DIYN and Food Network Magazine contest. A convenient half bath and the 4 season porch com"
$639,900
85 Terrace Ave, Winthrop MA 02152
3
BEDS
3
BATHS
2,166
SQFT
$295
$/SQFT
1978
BUILT
"Open House Saturday 5/11 12:00-2:00 You must see this spectacular, beautiful sun filled, 2,100+ Sq Ft custom designed home. Hardwood floors on level 2 and 3, hand crafted family room, fireplace with blower and gas conversion option installed, uniquely designed chef's delight kitchen with SS appliances, Wolf Stove, double size dishwasher and concrete counters, spacious dining room and large bonus loft. This charming 3 bedroom 3 full bath home has spectacular views of Winthrop Bay and Downtown"
* PRICE LOWERED - $659,900 TO $639,900 
$639,000
94 Grandview Ave, Winthrop MA 02152
3
BEDS
2
BATHS
2,080
SQFT
$307
$/SQFT
0.08
ACRES
1900
BUILT
"Sweeping views of Boston Harbor and Skyline from either floor of this quaint traditional home are ready to be yours! Inside you will find a spacious first floor with large windows, shared kitchen and dining area, half bath, and large mud room. Upstairs are three bedrooms with ample closet space, a full bath and a sizable porch off of the master bedroom. The spacious yard with charming garden space is perfect for entertaining. Property upgrades include a new roof (2019), water heater (2018) an"
$629,900
1 Seal Harbor Road, Winthrop MA 02152
2
BEDS
2
BATHS
1,430
SQFT
$440
$/SQFT
0.03
ACRES
1983
BUILT
"Luxurious and spacious two-bedroom, direct waterfront condominium unit. This desirable, rarely-available corner unit in Seal Harbor One has spectacular ocean views with southern exposure and day-long sun. This single-owner unit has had numerous updates including a new open kitchen / dining area with marble floor. The newly-renovated common lobby has 24H concierge, gym, pool, function room, elevator and basement storage. Unit includes 1 deeded underground parking spot and ample exterior guest p"
$625,000
33 Court Road, Winthrop MA 02152
4
BEDS
3
BATHS
2,638
SQFT
$237
$/SQFT
1920
BUILT
"One of the best view of Boston in all Winthrop . Standing location , Beautiful condominium on the ocean . This condo has 4 bedrooms , 2 full bath , 1 half bathroom , sun room , laundry in the unit.Extra storage available in the basement, deeded parking spaces . Piling already in place for a dock to be added for boating . Discover Winthrop , you will enjoy living here in a community close to ocean, Boston Logan Airport , 3 yacht clubs , 2 marinas , 9 hole golf course , shops, parks , restaurant"
* PRICE LOWERED - $650,000 TO $625,000 
$600,000
33 Court Road, Winthrop MA 02152
4
BEDS
2
BATHS
2,258
SQFT
$266
$/SQFT
1920
BUILT
"Standing location !!! Beautiful condominium on the ocean . Imagine walking up every morning and looking at the ocean from your window. Enjoy the benefits of an ocean view without the flood insurance.This condo has 4 bedrooms and 2 full bathroom. One bathroom has a jacuzzi. Private deck and laundry room . Extra storage is available in the basement .Two parking spaces are available. Discover Winthrop... you will enjoy living in a community close to ocean, Boston, Logan Airport, 3 yacht clubs, 9 h"
* PRICE LOWERED - $625,000 TO $600,000 
$599,000
60-62 FLOYD STREET, Winthrop MA 02152
3
BEDS
2
BATHS
2,443
SQFT
$245
$/SQFT
1910
BUILT
"THIS FABULOUS SEASIDE CONDO HAS THE LAYOUT AND SQUARE FOOTAGE OF A SINGLE FAMILY HOME......IT'S GOT THE 'WOW FACTOR FOR SURE! Offering 3 bedrooms on 2 levels with 2 baths, custom window treatments, and wood floors. The Open Floor plan consists of sunroom, living rm., dining rm. and kitchen with high ceilings, crown molding and recessed lighting. The kitchen has a large island with pretty lighting, beautiful granite counters, S/S appliances and lots of cabinets and counter space. Upstairs master"
* PRICE LOWERED - $629,000 TO $599,000 
$599,000
60-62 FLOYD STREET, Winthrop MA 02152
3
BEDS
2
BATHS
2,443
SQFT
$245
$/SQFT
1910
BUILT
"THIS FABULOUS SEASIDE CONDO IS FULL OF CHARACTER......IT'S GOT THE 'WOW FACTOR FOR SURE! With the layout of a single family home, it offers 3 bedrooms on 2 levels with 2 baths, custom window treatments, and wood floors. The Open Floor plan consists of sunroom, living rm., dining rm. and kitchen with high ceilings, crown molding and recessed lighting. The kitchen has a large island with pretty lighting, beautiful granite counters, S/S appliances and lots of cabinets and counter space. Upstairs "
* PRICE LOWERED - $629,000 TO $599,000 
$575,000
146 Grand View Ave, Winthrop MA 02152
2
BEDS
2
BATHS
1,010
SQFT
$569
$/SQFT
0.08
ACRES
1927
BUILT
"Enjoy incredible views of the Boston Skyline and Harbor in this renovated two bed, two bath waterfront home at Point Shirley! Wake up every morning to the extraordinary and ever-changing panorama of Boston Harbor as you enjoy your coffee on the front porch or from the large windows of this open floor plan home. All on one level, the property has an open kitchen with breakfast island, master suite with private bath, hardwood floors through out and ramp access. Other features include a new roof,"
* PRICE LOWERED - $598,000 TO $575,000 
$570,000
189 Shirley St, Winthrop MA 02152
3
BEDS
3
BATHS
1,750
SQFT
$326
$/SQFT
1890
BUILT
"Enjoy ocean breezes in this luxuriously updated three bedroom townhouse only a block from the Atlantic ocean! This turreted historic Mansard, gut renovated in 2018, offers three levels of living with beautiful hardwood floors, central AC, modern bathrooms with custom tiling, recessed lighting and neutral paint colors throughout. Upon entering the main level you're greeted by a spacious living room that leads to a fabulous, modern kitchen with stainless steel appliances, quartz countertops, penda"
* PRICE LOWERED - $579,900 TO $570,000 
$569,000
199 Somerset Avenue, Winthrop MA 02152
3
BEDS
2
BATHS
2,178
SQFT
$261
$/SQFT
0.09
ACRES
1941
BUILT
"Welcome to Cottage Park, arguably Winthrop s most desirable residential neighborhood. 199 Somerset is a charming Colonial with a sweet front porch, sited close to the ocean. Inside, hardwood floors, coffered ceilings, and a brick fireplace are illuminated by an abundance of natural sunlight. The kitchen is newly renovated, with granite counter tops and black slate appliances. The formal dining room is perfect for hosting family dinners and holidays. Upstairs, the master bedroom flanks the enti"
* NEW LISTING 
$550,000
187 Winthrop Shore Drive, Winthrop MA 02152
3
BEDS
2
BATHS
1,890
SQFT
$291
$/SQFT
1924
BUILT
"This charming unit commands up front ocean views from this fully enclosed veranda, open the triple glazed dual hinge windows or tilt-in to allow sea breeze all day.Live the high-life with historic charm of the original silver chandelle and wall sconces upgraded with LED flame lamps.It was built for Santarpios in an elegant style and comfort of 3 large bedrooms and two bathrooms.Celebrate this home built in top quality with wood paneled wainscoting,built-in cabinets,intercom/service call, mosaic "
$549,000
20 Cottage Ave, Winthrop MA 02152
3
BEDS
2
BATHS
1,634
SQFT
$336
$/SQFT
0.10
ACRES
1897
BUILT
"Don't miss this seaside escape steps away from the beach. This sunny and inviting single-family colonial compliments it's well sought after cottage hill neighborhood. Enjoy your morning coffee on the front porch while watching the surf below. Upon entering the home, you will be captivated by the bright interior, large windows, gleaming hardwood floors and built-in shelving that complete this open concept home. It is a true entertainer's paradise with spacious kitchen filled with picture wind"
$549,000
3 Seal Harbor Rd, Winthrop MA 02152
2
BEDS
2
BATHS
1,302
SQFT
$422
$/SQFT
1987
BUILT
"Oceanfront Living in a lovely seaside community. 2BR/2BA suite on high floor. Just 1 level below the penthouse, this home offers direct 180-degree views of the Atlantic Ocean. Over 1300 feet, plus your own private balcony. Direct ocean views from every room. Kitchen has white cabinetry, ceramic tile floor, GE appliances, and an open pass-thru. Master BR has a walk-in closet & dressing area. Divided layout offers a bedroom and bath on either end of the unit, which makes it ideal for guests, or "
$545,000
1077-1079 Shirley St, Winthrop MA 02152
6
BEDS
3
BATHS
2,300
SQFT
$237
$/SQFT
0.13
ACRES
1900
BUILT
"A MUST SEE! Rare opportunity to own multiple single family properties on the same lot, on a quiet dead end street in Winthrop! Just steps from the Boston Harbor, the views of the Boston skyline are absolutely gorgeous! You'll love the privacy of owning your own home, while still being able to collect market rent from the cottage right next door. The main property is a multi-level, (8 room 4Bed/2Bath) boasting of character! Hardwood floors throughout. The living room features a working fireplace "
 
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