Winchester MA Real Estate

View the latest real estate listings in Winchester MA below.

Winchester Homes for Sale

Contact The Home Advantage Team at 781-645-0505 or online for more information or to schedule a private tour.

12 Cranston Road Winchester MA 01890

Winchester, MA12 Cranston Road

Price$1,029,000

Est. Mortgage: $/month

MLS Number 72641894

  • Single Family
  • Rooms 8
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1932

Located in the desirable East Hill neighborhood, and much sought after Lincoln School district, This beautiful & lovingly cared for home is awaiting its new owners... Featuring 10 rooms, 4 bedrooms, 2 .5 baths with walk out lower level! The first floor offers a spacious living room w/ wood burning fplc, dining room w/old charm & built in's, office/play room, & an updated kitchen w/adjacent sunroom with access to deck overlooking a picturesque, landscaped, & fenced back yard. The second floor offers 4 bedrooms, 3 spacious corner bedrooms, one smaller perfect for a nursery or office, master w/ walk in closet, & walk up attic to an unfinished 3rd floor with great ceiling height & full windows offering great expansion potential, and offering amazing views of sunsets & Boston skyline! Finished walk out lower level w/ private entry & full bath w/potential for media room/ playroom or perfect au-pair /in law-suite! Direct walk out to the backyard, close to town & train to Boston!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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18 Myrtle Street Winchester MA 01890

Winchester, MA18 Myrtle Street

Price$669,000

Est. Mortgage: $/month

MLS Number 72640580

  • Single Family
  • Rooms 6
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1864

Welcome to Winchester! Picture perfect home in ideal Lincoln School neighborhood, located minutes from the center of town, commuter rail & The Fells! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+SF of living space. This home is truly a must see!!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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534 Washington Street Winchester MA 01890

Winchester, MA534 Washington Street

Price$979,000

Est. Mortgage: $/month

MLS Number 72640875

  • Multi-Family 2 Family - 2 Units Up/Down
  • Total Parking Spaces 8
  • MLS Status Active
  • Year Built 1932
  • Bathroom 3

Rarely available in Winchester! This lovely two-family Victorian is conveniently located near all that Winchester has to offer: shops, commuter rail, library, Farmer's Market, Middlesex Fells Reservation, and award-winning Muraco School. Large side yard offers potential expansion opportunity. Ideal for extended family, upper unit features updated eat-in kitchen with granite counters and gas, updated bathroom, central air, and open layout. Three bright and spacious bedrooms with large closets. Fourth bedroom off kitchen is currently used as a den, but could be a playroom or office. Basement level includes a full bath and kitchenette (no stove) that would be ideal for in-laws or au pair with large open family room.The first floor unit offers two large bedrooms, living room, dining room and full bath. Replacement windows and hardwood floors throughout, separate utilities, laundry in basement. Large yard, 2 car garage and storage shed. Could also be a great condo conversion opportunity.

Listed by Theuer, Pirani & Wile and Peter Pirani of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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18 Myrtle Street Winchester MA 01890

MLS Number 72640574

  • Condo or Co-op
  • Rooms 6
  • Bedrooms 2
  • Year Built 1864

Welcome to Winchester! Picture perfect home in ideal Lincoln School neighborhood, located minutes from the center of town, commuter rail & The Fells! This stunning 2 bedroom single family alternative features high-end designer finishes and modern updates throughout. The spacious and elegant main level offers an inviting entryway into cozy living room with wood-burning FP, adjacent bright and sunny FR/den with wall of windows, spacious dining room with custom built-ins & bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring luscious landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional 600+SF of living space. This home is truly a must see!!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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15 White Street Winchester MA 01890

Winchester, MA15 White Street

Price$750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72640104

  • Single Family
  • Rooms 12
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1952

Rare opportunity to make this property your dream home & become part of the Winchester community. Situated on a corner lot - this home offers a tremendous amount of space. At nearly 2,800 sf, this 4 bed, 3.5 bath home is ready for your updates. The main level boasts an open concept floor plan w/ spacious sun filled kitchen & dining, cathedral ceilings & fireplaced living room. Three beds, including a master suite w/ half bath, additional full bath & mudroom complete this level. A second generously sized master suite retreat can be found on the second floor. Some updates already in place include; replacement windows, central A/C & FHA by gas heating.The versatile lower level is perfect for an in-law or au pair set up & includes; a large entertainment room, kitchenette (no stove), bonus room, oversized laundry room & large walk-in storage space. Enjoy the private fenced in backyard w/ storage shed. Easy access to Route 93 & 95, restaurants, shops, commuter rail & public transportation

Listed by Theuer, Pirani & Wile and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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14 Olive Street Winchester MA 01890

Winchester, MA14 Olive Street

Price$824,900

Est. Mortgage: $/month

MLS Number 72639065

  • Single Family
  • Rooms 8
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1880

Move in ready, spacious 2,265 sf, sun-lit Colonial in top Muraco school neighborhood! Three levels plus a finished lower level offer an ideal home for families and entertainers. 1st floor boasts beautiful hardwood floors, living room & open concept kitchen-dining area. A large kitchen features island seating and a convenient countertop range. In the adjacent dining space, sunlight streams in through windowed walls & skylight above; exterior access to a backyard oasis, where an in-ground pool & freestanding pergola offers an inviting space for relaxation. 2nd floor features 2 bedrooms and an updated full bath. 3rd level boasts a master bedroom, double closets & ensuite full bath. Finished lower level in-law space complete with a kitchen, dining area, family room & full bath. Driveway for 6+ cars. High ceilings. Gas Heat and central air conditioning. Convenient to Winchester center, top tier schools and transportation.

Listed by Andersen Group Realty and Marie Montieth of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

54 Wedgemere Avenue Winchester MA 01890

Winchester, MA54 Wedgemere Avenue

Price$2,199,000

Est. Mortgage: $/month

MLS Number 72638671

  • Single Family
  • Rooms 10
  • Bedrooms 6
  • Bathroom 4
  • Year Built 1915

Enjoy life in this gorgeous Wedgemere Avenue home with spectacular backyard retreat! Updated throughout with custom high end finishes, wonderful chefs kitchen with Sub Zero/ Wolf appliances, sunny breakfast/dining area with a wall of windows overlooking expansive back yard featuring gorgeous patio & maintenance free heated POOL with in- floor cleaning system and auto cover! Inviting covered rear porch / outdoor living room complete with flat screen TV just steps from pool and kitchen. Enormous family room with gas fireplace, built in bookshelves & great storage. Stylish formal dining room with custom wainscoting, window buffet & china cabinet, front to back LR w/ fplc; Grand rooms, detailed moldings, new windows, new baths, great master suite with 2 walk in closets, spa like bath with oversized shower and soaking tub. Full third floor with 3 rooms and full bath, updated heating system, central air, new roof. 2 car detached garage with office above completes this great home!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

3 Wildwood Terrace Winchester MA 01890

Winchester, MA3 Wildwood Terrace

Price$925,000

Est. Mortgage: $/month

MLS Number 72636785

  • Single Family
  • Rooms 7
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1903

Located just a short distance to Winchester Center and around the corner from the town tennis courts and beach, this 3 bedroom home offers an unparalleled location giving you access to everything Winchester offers. On the first floor, find a newly renovated open concept kitchen with quartz countertops and high end appliances and finishes, including a dual-fuel WOLF range. The open living room and dining rooms feature historic details, wide plank floorboards and sliders out to a large back deck making the home ideal for entertaining. Upstairs, find three bedrooms including an oversized master bedroom with walk-in closet. The partially finished basement, with separate heating and cooling, offers a perfect playroom or home office. The unfinished side offers ample storage space. Outside, enjoy an easy-to-maintain fenced yard large enough to play or host a BBQ. Welcome Home!

Listed by Caroline Staudt of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

200 Swanton Street Winchester MA 01890

MLS Number 72636030

  • Condo or Co-op
  • Rooms 3
  • Bedrooms 1
  • Year Built 1966

Look no further! Move right in to this delightful bright freshly painted and carpeted one bedroom home at Parkview Condominium in beautiful Winchester. Relax on your balcony as you enjoy the serene panoramic view of the Japanese garden and pond below. Spend your free time at the in-ground pool with its expansive picnic grounds and cabana. Two convenient laundry rooms serve the building. Each unit has the exclusive use of one unassigned parking space per unit deed, but a second space may be leased for $600 per year. And, Parkview is fortunate to have a large visitor parking lot with separate entrance. Hard to believe that this affordable, beautifully maintained complex is so near Boston and Cambridge! The complex is self managed by a very responsible board and staff. Condo fee including heat and electric has held for 12 years. Excellent reserves in the budget. Close to highway access (I-93 and I-95), bus and commuter train.

Listed by Mary Lou Bigelow of Bowes Real Estate Real Living

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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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57 Grove Street Winchester MA 01890

Winchester, MA57 Grove Street

Price$1,259,900

Est. Mortgage: $/month

MLS Number 72635009

  • Single Family
  • Rooms 9
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1948

Open Concept colonial in meticulous condition with an eye for detail throughout. New kitchen and Family Room additions in the last 5 years. Gourmet kitchen with Viking Appliances, granite, SS, and center island with pendant lighting, Family room with separate mini split system, cathedral ceilings, over sized windows make this a treat to read, relax or entertain. Hardwood floors adorn the entire home, fireplaces in the living room and lower level family room which is perfect for extended family and includes separate laundry room and hobby room to enjoy your crafts. 3 spacious bedrooms and gorgeous master bathroom plus 2.5 additional baths throughout the home. 200 AMP electric service, 6 zone heating, Direct hot water, plus 2 stall garage, lovely grounds with mature plantings throughout.

Listed by John Demers of First Choice Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Hill Street Winchester MA 01890

Winchester, MA8 Hill Street

Price$869,000

Est. Mortgage: $/month

MLS Number 72634926

  • Single Family
  • Rooms 7
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2004

WINCHESTER PUBIC SCHOOLS!! This Like New single family home with Stoneham address offers the benefits of WINCHESTER PUBLIC SCHOOL SYSTEM! Located diagonally across from Winchester's Eugene Dr. & Keenan Dr. neighborhoods; & sitting on the TOWN LINES offering lower housing costs & real estate taxes! This beautiful home features many recent updates including brand new SS appliances, freshly painted interior, hardwood flooring on main level, new carpeting, oversized deck with direct access from kitchen, fenced-in rear yard & oversized shed ideal for storage. First floor open concept with maple/granite kitchen, w/ reverse osmosis water/ice maker filtration, gas cooking, island w/ seating & dining area; Formal dining room w/french doors, living room & half bath w/ laundry. Second level offers three spacious sunny bedrooms with two full baths and large en-suite master bedroom with walk-in closet. The lower level offers full bath with spacious media/FR and direct access to oversized garage!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

37 Kenwin Road Winchester MA 01890

Winchester, MA37 Kenwin Road

Price$899,999

Est. Mortgage: $/month

MLS Number 72634728

  • Single Family
  • Rooms 7
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1924

New Winchester Ma Listing - Winchester - Single Family Colonial - Living Room with Detailed Fireplace. Formal Dining Room. Bright & Sunny Sun-Room/Family Room. Interior Freshly Painted with Some Recent Updates. Three Bed with Three Bath. Additional Office Space/Playroom/Laundry & Storage (300-350sq.ft) in Lower Level with New Replacement Windows - Storage in Attic(possible extra room to expand) - Furnace(2004) - Hot Water Tank(5yrs) - Roof(10yrs) - Most Desirable School District/Moroco Elementary School. Good-Sized Back Yard with Jungle Gym/Swing Set. One Car Garage. Great Location near all Major Routes, close to Fells Reservation with miles of walking trails and outdoor activities, Winchester Hospital, Leonard Field, and several area churches. Move Right-in - Quick Closing Possible. Buyer's Agent/Attorney responsible for Verifying All Information.

Listed by William W. Brennan of Greater Metropolitan R. E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details