Winthrop MA Homes for Sale

Winthrop, Massachusetts is a beautiful oceanside community 6 miles northeast of Boston. Winthrop features breathtaking views — on one side you have the panoramic view of the outer harbor and on the other is the Boston Skyline. Winthrop is a quaint New England town with plenty of parks, shops, inns, and beaches. Despite being a popular summer destination, Winthrop is a great place to call home regardless of the season.

Check out single family homes for sale in Winthrop, MA. Search through hundreds of listings to find the right real estate for you. Save your favorites when you register with us, and you can get email updates when similar properties that match your criteria are posted. Contact us for more information!

19 PLEASANT PARK Road Winthrop MA 02152

Winthrop, MA19 PLEASANT PARK Road

Price$525,000

Est. Mortgage: $/month

Open House

MLS Number 72869774

  • Single Family Detached
  • Next Open House: Sat 07/24 11:30 am. to 1:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3

GREAT OPPORTUNITY IN WINTHROP BY THE SEA.......A SWEET PLACE TO CALL HOME! Lots of natural wood details in the reception area, living room and dining room, all with beautiful wood flooring and lots of windows for natural light. The first floor also has a half bath and updated fully applianced kitchen with maple cabinets, corian counters, built in eating area, recessed lighting and mud room leading to a good size level back yard. The second floor has 3 bedrooms, a full bath and an extra room for a home office, walk in closet or child's playroom with access to a large walk up attic with amazing potential! The attic can be converted to a master suite or a great room for all to enjoy with sweeping skyline and harbor views in the distance. Discover Winthrop with all that it has to offer.....Small town seaside living just minutes to Boston with 2 beaches, 3 yacht clubs, a 9 hole golf course and lots of great restaurants! First showings at Saturday, 7/24 & Sunday, 7/25 Open Houses.

Listed by Sharon Tallent and David Tallent of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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45 Willow Avenue Winthrop MA 02152
Active With Contract

MLS Number 72865312

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.09

Move-in ready Winthrop Single Family awaits new owners! Enter through an enclosed porch before opening the beautiful wood grain front door into the sunlit living room. This continually cared for and updated home has a great layout with defined spaces while still feeling open with the connected living room, dining room, and beautiful kitchen on the main level. The hardwood floors throughout are accented by the stylish paint colors. Inside the granite kitchen, unique features include custom cabinetry, a garden window, pot filler over the gas stove, stainless appliances, and a breakfast bar. Enjoy the first floor powder room's clawfoot soaking tub. Upstairs are 3 well sized bedrooms and the second bathroom with a subway tiled walk-in shower and a modern vanity. Laundry and great storage space in the basement. Repainted composite deck, manicured lawn, storage shed, and 2 car driveway complete this ideal property. First showings at open house. *Update offers due by 6pm Sunday night*

Listed by The Real Estate Randy Team and Randall Horn of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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56 Beach Road Winthrop MA 02152

Winthrop, MA56 Beach Road

Price$530,000

Est. Mortgage: $/month

Open House

MLS Number 72865491

  • Single Family Detached
  • Next Open House: Sun 07/25 12:00 pm. to 2:00 pm.
  • Bathroom 1
  • Rooms 7
  • Bedrooms 2

Smell the sea air! Steps to the beach. Bring your creative space ideas, as opportunity is knocking! First level features living room, dinning room, galley kitchen, full bath, bonus room and laundry. Two bedrooms on second level with additional sitting area, get creative. Fenced in backyard, 2 car garage and driveway parking.Open House - Sunday 7/25 Noon to 2:00

Listed by Diana Butler of Coldwell Banker Realty - Beverly

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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9 Floyd Street Winthrop MA 02152

Winthrop, MA9 Floyd Street

Price$875,000

Est. Mortgage: $/month

Open House

MLS Number 72864573

  • Single Family Detached
  • Next Open House: Sun 07/25 1:30 pm. to 3:00 pm.
  • Bathroom 3
  • Rooms 12
  • Bedrooms 5

Picture the glory days in this Grande Highland's Home! Times have changed time and again and it may be the right time to convert this home back to a single family. Stunning features include first floor majestic family room with a stone fireplace, living room, dining room, kitchen, gorgeous hardwood floors throughout, oversized windows, pantry with laundry, and full bath. Second floor includes two bedrooms, office, full bath, linen closet with built-ins, and views of the Atlantic. Beautiful potential for a second floor deck! Third floor has three bedrooms. Basement offers a full in-law suite(bath & kitchenette included) with walk out access to yard, laundry room, and ample storage.

Listed by Sheryl Howard of Cottage Hill Real Estate

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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202 Grand View Avenue Winthrop MA 02152

Winthrop, MA202 Grand View Avenue

Price$500,000

Est. Mortgage: $/month

MLS Number 72862426

  • Single Family Detached
  • Bathroom 1
  • Rooms 4
  • Bedrooms 2
  • Acreage 0.11

Possibilities abound in this oceanfront single family in the highly prized Point Shirley section of Winthrop. Located on a dead end street this property is available for the first time in decades providing the new owner a canvas to create their own slice of heaven right on the water without giving up the convenience of being close to Boston and other amenities. This 2 bed 1 bath single level cape is situated on a level lot and and with parking and gas utilities and public water and sewer. In addition to spectacular views, residents of this neighborhood are just a short distance to Point Shirley Beach, Coughlin Park, Winthrop Yatch Club, Crystal Cove Marina, and the Winthrop Golf Club. Easy access to Logan Airport, Mass Turnpike and Downtown Boston.

Listed by Kevin Cleary of RE/MAX Select Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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160 River Road Winthrop MA 02152

Winthrop, MA160 River Road

Price$659,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72862672

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.13

Overlooking the Winthrop Golf Clubs picture perfect 8th hole, this well maintained 4 bedroom single family home is move in ready! The brick center entrance welcomes you into an inviting first floor with arched doorways & wood craftsmanship throughout the grand fire placed living room & elegant dining room, both with hardwood floors. Down the hall the kitchen hosts granite counters, SS appliances & is open to the family room overlooking the beautiful back yard. A charming bedroom perfect for a home office & full bath finish the first floor. Second floor boats a large master with beautiful views & another 2 nice sized bedrooms all with hardwood floors, along with a second sunny full bath. Newer roof, garage space, & bonus room in the basement good for a playroom/den make this a great option for the buyer looking for a home with it all. Winthrop by the Sea offers small town beach living just minutes from Boston & Logan Airport, and easy public transportation options. Come enjoy Winthrop!

Listed by Highland Group and Atiyeh Cassidy of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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7 Read Street Winthrop MA 02152
Open House

MLS Number 72862115

  • Single Family Detached
  • Next Open House: Sun 07/25 11:00 am. to 1:00 pm.
  • Bathroom 2
  • Rooms 9
  • Bedrooms 3

This single-family home has the finished basement that you've been looking for and couldn't find until now. Located close to Winthrop Center, you're in walking distance to everything. NO flood zone and Entire building will be vacant prior to the close. Look at these updates: In 2020, The house was painted, the roof replaced, and a new stove and refrigerator purchased. There are 2 working fireplaces and the chimney was repointed in 2019. In 2016, heated in-ground swimming pool was updated (Gunite). Love to grill but hate having to refill propane tanks? No worry, there are 2 natural gas lines for your barbecue. Open house Sunday from 11AM - 1PM.

Listed by John Young of Ledge & Young Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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83 Lincoln Street Winthrop MA 02152

Winthrop, MA83 Lincoln Street

Price$619,900

Est. Mortgage: $/month

MLS Number 72862490

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.11

Outstanding Location! Home is a large single family property with large bedrooms and open floor plan. On the first level there is a kitchen, a dining room, a living room, a family room, and one full bathroom. On the second floor we have three beds and two baths. This includes the master unit. * See Virtual Tour.

Listed by The Ponte Group and Clifford A. Ponte of Keller Williams South Watuppa

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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114 Pleasant Street Winthrop MA 02152

Winthrop, MA114 Pleasant Street

Price$929,000

Est. Mortgage: $/month

MLS Number 72861123

  • Single Family Detached
  • Bathroom 3
  • Rooms 11
  • Bedrooms 6
  • Acreage 0.16

Spacious historic single-family home with an abundance of character in every room is truly one of a kind! This magnificently maintained home includes six bedrooms and two and a half baths over three floors. Enter to a sun filled foyer with stainless glass windows into two separate living areas divided by original pocket doors. A classic dining room has a working fireplace and noteworthy swing door, which takes you through a pantry to the kitchen offering granite counter tops, upgraded cabinets and stainless-steel appliances. This stunning property is full of statement details, exquisite woodwork, original hardwood floors and space for every member of the family. The exterior deck and yard space promises plenty of entertaining options as well as lots of storage in either the two-car garage or full basement. With easy access to public transportation and centrally located to many of the restaurants and shops, this property embraces all of what Winthrop has to offer!

Listed by Leighann Eruzione and Stephen Hines of Berkshire Hathaway HomeServices Robert Paul Properties

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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47 Seaview Avenue Winthrop MA 02152

Winthrop, MA47 Seaview Avenue

Price$625,000

Est. Mortgage: $/month

MLS Number 72861138

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 2
  • Acreage 0.16

Welcome to this deceptively spacious 2 bed/3 bath bungalow style home. Bordering scenic conservation land with beautiful tidal marsh views. The first floor has 2 living rooms, dining room, bedroom, 2 baths, and 3-season enclosed porch. The modern eat in kitchen has stainless steel appliances, stone countertops, and a luxury AGA stove. Off of the kitchen, the glass walled sunroom overlooks the yard and saltwater marsh and is a perfect place to entertain. There is a covered deck as well as an open deck with a hot tub. Imagine after a long day, relaxing in the hot tub and enjoying the sunset over the marsh. The master suite has many built-ins. It's Juliet Balcony brings the outside in with its views of sunrises, sunsets, and the distant harbor and skyline. From the back of the property, there are walking trails through the marsh leading to a secluded ocean beach. Live in this seaside community and enjoy fishing, boating, golfing, beaches, and a seasonal ferry to Boston.

Listed by Grace Antunes of Keller Williams Realty Boston-Metro | Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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36 Coral Avenue Winthrop MA 02152

Winthrop, MA36 Coral Avenue

Price$489,000

Est. Mortgage: $/month

MLS Number 72856365

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.09

PRICE REDUCED!! STEPS TO THE BEACH!! This charming and partially demo'd property clears the way for your creative touches. Kitchen awaits your choice of cabinetry/appliances and flooring! Open and spacious fireplace living room has hardwood floors and coffered ceiling and opens into a front entry with side slider to porch and views of the ocean. Unique first floor 1/4 bath needs your special touch. There are 2 ample sized bedrooms and smaller 3rd bedroom on the second floor, front bedroom has beautiful ocean views and a door leading to the roof, where you can envision a rooftop balcony to soak up the gorgeous views and warm ocean breezes. This property is well worth the effort. If submitting offers, please sign and attach paperclipped docs. See Firm Remarks. OPEN HOUSE THIS SATURDAY AND SUNDAY 12-2PM. UNVACCINATED PARTIES MUST WEAR A MASK TO ENTER.

Listed by The Apex Team of Apex Realty Group, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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10 VETERANS Road Winthrop MA 02152

Winthrop, MA10 VETERANS Road

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72854794

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.08

REST, RELAX & ENJOY! This center entrance 3 bedroom, 2 full bath single has been completely renovated by the meticulous contractor/owner over the past 15 years. Recent updates include: rebuilt fireplace, refinished floors, direct vent gas heating system & Superstor hot water tank. You'll enjoy the kitchen w/s/s appliances & breakfast bar which opens into the dining room, the front to back living room w/fireplace & the beautiful Italian Carrara marble full bath w/pedestal sink & on the wall heat/towel warmer. The 2nd fl. had 4 bedrooms but one has been converted to a convenient laundry room. The 3 bedrooms have cathedral ceilings, closets & skylights w/electric shades. You'll be amazed by the large second full bath. The marble vanity has double sinks, spacious tiled shower & a jacuzzi. Now to the backyard. After the beach, use the outdoor shower, light up the fire pit & enjoy the outdoor TV. Welcome Home to Winthrop by the Sea!

Listed by The Suffolk Group and Mary Ann Cash of Compass

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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31-33 Triton Avenue Winthrop MA 02152

MLS Number 72851563

  • Single Family Detached
  • Bathroom 1
  • Rooms 5
  • Bedrooms 3
  • Acreage 0.09

Wow! This beautifully renovated Single Family with some water views is located in the prime location of Point Shirley - Winthrop by the Sea!!! Come visit this stunning home with a great open floor plan! 2-3 bedrooms or use an extra room as a home office. Gorgeous kitchen with quartz countertops and stainless steel appliances. Recessed lighting in the living room and kitchen. Super close to the Ocean to enjoy the amazing sunrise & sunset views! Short distance to Deer Island, marina and Winthrop Boat ramp. Large attic space for extra storage. 2 car parking. Good size yard is perfect for entertaining! Don't miss out on this one.

Listed by Jennifer Banwait of MP Signature Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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529 Pleasant Winthrop MA 02152

Winthrop, MA529 Pleasant

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72851521

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.1

Motivated Seller! Come see this move in ready beautifully crafted Dutch Colonial 3 bed 1.5 bath with an office in Winthrop by the Sea. The kitchen has been fully equip with new countertops, stainless steel appliances, a breakfast peninsula, and a half bath. The dining room opens up to the classic fireplace in the living room with an additional office space for all of us working from home these days. Upstairs includes 3 generously sized bedrooms and an excellently designed bathroom which was done over in 2020. Walk outside to the great sized deck, fenced in backyard, and become enthralled in the sunlight and salt air. This house has everything you could want, don't miss the opportunity to call this house yours this summer!

Listed by Michael Forcillo of Coldwell Banker Peggy Carter Team

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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162 Bowdoin Street Winthrop MA 02152

Winthrop, MA162 Bowdoin Street

Price$559,900

Est. Mortgage: $/month

Open House

MLS Number 72841042

  • Single Family Detached
  • Next Open House: Sun 07/25 11:00 am. to 1:00 pm.
  • Bathroom 1
  • Rooms 8
  • Bedrooms 3

This 1749 Federal Style center entrance Colonial has been recently renovated & is now MOVE IN ready! Offering 3+ bedrooms, this single family home provides ample bedroom & office space, as well as a spacious 1st floor for entertaining. Fresh paint & flooring throughout, all new light fixtures, updated bathroom & kitchen with SS appliances & granite counters. Classic woodwork, built-in's & two staircases showcase the styles symmetry. A newer roof, deck & freshly painted exterior keep the property refreshed outside. A lovely centrally located neighborhood, this home is just steps to Winthrop's Center District home of numerous restaurants, coffee shops, & convenience. Winthrop is located just 6 miles to Boston, minutes to Logan airport, & offers transportation options via bus, in town seasonal ferry & access to the MBTA. Multiple park's & Marina's, several beaches, a 9 hole golf course, town Library & more. Come see why this coastal community has become a hot little town!

Listed by Highland Group and Atiyeh Cassidy of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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39 Moore Street Winthrop MA 02152

Winthrop, MA39 Moore Street

Price$519,000

Est. Mortgage: $/month

MLS Number 72830272

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.04

Great investment opportunity! The basement can be finished to add some extra living space as well as the attic providing beautiful ocean views! Steps to Winthrop Beach from this 3-4 bedroom home! Needs some remodeling, but has a ton of potential! Come make this home your own!

Listed by Jessica Pumphret of Blue Sky Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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34 Willow Avenue Winthrop MA 02152

Winthrop, MA34 Willow Avenue

Price$824,900

Est. Mortgage: $/month

MLS Number 72835820

  • Single Family Detached
  • Bathroom 2
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.31

A two family house easily convertible to a large single family on an exceptionally large level lot (13,000 +/- sq. ft.) surrounded by nine mature trees. Located on a quiet side street (no sidewalks or on-street parking) with a paved double driveway (8 cars), a two-car detached garage. A motivated owner might explore this property's potential as a large single family with a huge yard, installing a pool or skating rink; a two-family income property; or a condo conversion; (subject to any zoning and building code restrictions and BUYER obtaining required approvals). The two unit house consists of approximately +/- 2,300 sq. ft. with hardwood floors. The first floor offers two bedrooms, full bath, dining room, living room and enclosed back patio. Second floor consists of two bedrooms, kitchen, full bath, dining room, living room (parquet floor) and open front porch/balcony. Third floor is a large walk-up attic.Home needs some updating. Preapprovals w/ Offer encouraged.

Listed by Brian Perrin of Brian J. Perrin Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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89-R UPLAND Road Winthrop MA 02152

Winthrop, MA89-R UPLAND Road

Price$899,900

Est. Mortgage: $/month

MLS Number 72810741

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.2

HERE IS AN OCEANFRONT OPPORTUNITY OF A LIFETIME.......A HIDDEN ESCAPE, IN WINTHROP BY THE SEA, JUST MINUTES TO BOSTON! This unique property offers over 8,000 Sq. Ft. of land with a pretty country setting leading to a sweet vacation-style home set high on a hill overlooking the ocean. The first level has lots of large window to capture those amazing views from every room, literally walls of windows! Enter into a bright, eat in kitchen to one side and on the other, an open dining room/living room with wood floors, beam ceilings and a gas fireplace for cozy gatherings and personal enjoyment. There is plenty of off street parking (3 cars) and easy access to Boston by car, ferry and close to the T. Enjoy the incredible sunrises while having your morning coffee and live every day as if you are on vacation. ***NO FLOOD INSURANCE NEEDED***Showings by appointment.

Listed by Sharon Tallent and David Tallent of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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.

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