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Homes for Sale in Winchester MA

Browse current listings for single family homes in Winchester below.

Houses for Sale in Winchester MA

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26 Sargent Road Winchester MA 01890

Winchester, MA26 Sargent Road

Price$1,399,000

Est. Mortgage: $/month

Open House

MLS Number 73061745

  • Residential
  • Next Open House: Sat 12/3 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,810

Perfection doesn't really exist, or does it? It's hard to think it doesn't after laying your eyes on 26 Sargent Road. This 4 bedroom beauty just may be the epitome of perfection! Enter in and be greeted by the living room with gas fireplace and gleaming hardwood floors. Off the living room is a sun-drenched den that could also be used as a home office or play room. The dining room with crown molding, chair rail, and french door to the exterior flows effortlessly into the kitchen. With gorgeous custom shaker cabinets, quartz counters, a custom backsplash, Jenn-Air appliances and Kohler fixtures, the Chef of the house will be truly WOW'ed! A full bath is also found on the first level. Upstairs is where all four bedrooms can be found and full bathroom #2. Bonus space in the basement ideal for a gym/work out area! Updates include: windows, roof, kitchen, baths, and heating system! With gorgeous grounds and an amazing (Lincoln School!) location, this home has little left to be desired!

Listed by Vita Realty Group and Philip J. Vita of Compass

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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20 Westland Avenue Winchester MA 01890

Winchester, MA20 Westland Avenue

Price$2,299,000

Est. Mortgage: $/month

Open House

MLS Number 73059770

  • Residential
  • Next Open House: Sat 12/3 11:00 am. to 12:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,400

Extraordinary ALL NEW renovation/expansion! 4 bedroom 3.5 bath colonial with 2 story rear addition in top west side neighborhood; the most recent project by premier design/build team “Renew” w/ high end finishes from Ralph Lauren, Restoration Hardware, Duravit, Emtek & more! The must see kitchen is the focus of main level boasting an oversized Carrera marble island, custom cabinetry & gorgeous overhead designer light fixture. Desirable open concept kitchen & family room w/fireplace, walls of windows & French doors leading to oversized patio & newly landscaped yard. Living room w/wood burning fireplace & french doors plus a great home office flooded w/ sunlight, mudroom side entry w/built-ins & spacious half bath complete the first level. Second level has a fabulous primary suite with high cathedral ceilings, sitting area & marble spa-like bath plus 3 additional bedrooms & 2 full gorgeous baths. Lower level offers a large family room w/fireplace & office/rec/workout room. Just perfect!!

Listed by Kim Covino & Co. Team of Compass

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%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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48 Oak Street Winchester MA 01890

Winchester, MA48 Oak Street

Price$2,099,000

Est. Mortgage: $/month

MLS Number 73059441

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,534

New Construction just a short walk to downtown! Development is underway and slated for completion in late spring! 1st floor has an inviting open concept layout with kitchen, family room and dining room. Workstation with built in desk and walk in pantry adjacent to kitchen area as well! The balance of the 1st floor offers a living room/office and bedroom with bath or could also be used as a study or extra play area! 2nd floor has spacious primary suite with generous closet and dream bathroom with dual vanities and plenty of storage. 2nd bedroom upstairs also has en-suite bath. 2 additional bedrooms on 2nd floor. Laundry room on 2nd floor completes the level. Bonus room in lower level will truly be a great bonus! Exterior offers patio with built in entertainment center! The design board pictures are attached also with pictures from a recently completed project in Winchester...

Listed by Mark Donnellan of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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241 Cross Street Winchester MA 01890

Winchester, MA241 Cross Street

Price$699,000

Est. Mortgage: $/month

Open House

MLS Number 73056235

  • Residential
  • Next Open House: Sun 12/4 11:00 am. to 12:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 828

Here is your opportunity to own in Winchester! Close to Winchester Hospital, Horn Pond, and public transportation. Just minutes from I93 for a quick drive into Boston. This 2 Bedroom ranch is situated on a beautiful corner lot with a fenced yard and a detached garage. Endless opportunities and potential!

Listed by Shawn McEntee of Classified Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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44 Clark Street Winchester MA 01890

Winchester, MA44 Clark Street

Price$1,449,000

Est. Mortgage: $/month

Open House

MLS Number 73055391

  • Residential
  • Next Open House: Sat 12/3 1:00 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,498

Absolute dream of a home that was redeveloped by maximizing the interior and exterior space. Perfect for today's living with home office/1st floor bedroom flex space. Kitchen, dining, living space blended wonderfully together. Separate pantry and mudroom areas on 1st floor. Spacious lower level family room with vaulted ceilings. 3 bedrooms upstairs with primary bath offering dual sink vanity as well as common bath also with dual sink vanity. The finishing touches of every area of the home exude luxury and warmth! Exterior space includes a sprawling patio with fire pit! Short 5 minute walk to downtown!!

Listed by Mark Donnellan of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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1 Socrates Way Winchester MA 01890

Winchester, MA1 Socrates Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 73054183

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,122
  • High School Whs

SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertaining and spreading out. The light and airy living and dining room lead to a good size open concept kitchen which sits right in the center of the home. You'll feel as though you are perched up on a bird's nest looking out from the family room to the deck. On the 2nd FL, the primary suite is equipped with a fireplace, walk-in closet & full bath with a soaking tub. Laundry and 2 additional bedrooms complete this floor. The third level offers 2 additional bedrooms w/ full bath and office/media room. You'll love the convenience of simply taking a few stairs to your own home gym and hair/make up studio in the basement level, offering perfect for access for trainers and stylists. Outside this home is surrounded by mature trees and a direct path to Nutile Field make for a picturesque suburban setting.

Listed by Johan Lopez of Home Shop Properties,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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70 Canal Street Winchester MA 01890

Winchester, MA70 Canal Street

Price$799,900

Est. Mortgage: $/month

Open House

MLS Number 73053612

  • Residential
  • Next Open House: Sun 12/4 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,765

70 Canal Street is a 4 bedroom cape with character! This home, situated on a corner lot, is awaiting its new owners and their ideas! The first floor living room includes a wood burning fireplace, hardwood floors and the doorway to the spacious three season sunroom. Next you will find the dining room-which is nestled between the living room and the kitchen. The door off the kitchen allows access to the nice backyard space for easy entertaining outside in the warmer weather. There are two bedrooms (or work from home space) and a full bathroom that complete this floor. Upstairs you will find the other two generous sized bedrooms and second full bathroom. Laundry is in the spacious lower level along with plenty of storage space and a bonus finished room. This quaint New England town has everything you need including easy access to 93 and less than 10 miles to downtown Boston. Plenty of coffee shops, restaurants, salons, boutiques, bookstores & more.

Listed by Melanie Lentini of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 Middlesex Street Winchester MA 01890

Winchester, MA18 Middlesex Street

Price$2,595,000

Est. Mortgage: $/month

MLS Number 73047571

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,500

This extraordinary property is privately situated, yet, just minutes from Boston. European inspired and masterfully crafted, showcases sophisticated design and top-of-the-line systems. A well appointed floor plan awaits with grand scale rooms and elegant charm. Enter through the magnificent foyer, featuring a beautiful curved staircase that leads into the formal living room and separate family room. Bespoke chef's kitchen comes outfitted with professional grade appliances, fireplace and adjoining mudroom. In addition to 3 en-suite secondary bedrooms, the primary suite rivals the finest hotels offering a spa like bath, complete with bidet and w/I closet. Seamless indoor/outdoor flow through 8 sets of French doors to marble columned loggia, lush landscaping, sparkling salt water heated pool and sound system thru-out. An unparalleled entertainment oasis. Other features incl 350 gallon Reef Tank, full wet bar, ideal LL au-pair suite, heated driveway. All a stones throw from town center.

Listed by Candice Macoul of Luxury Living Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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6 Harrington Road Winchester MA 01890

Winchester, MA6 Harrington Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 73044931

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,688

Situated on a private cul-de-sac moments from Winchester Center, a gracious single-family residence is available for the first time in over 35 years. Featuring a large level lot, this property has a significant amount of potential with many unique details, making this home a rare find in Winchester. Meticulously maintained over the course of ownership, it boasts 4 large bedrooms including a primary suite, 3 Full and 1 half baths, walk up attic, and beautiful spaces with original details. A finished lower level, attached garage and beautiful level yard, compliment the potential in this property. Located minutes to the Wedgemere, and Winchester Center commuter rail stations 6 Harrington Road is an opportunity for a buyer with a creative vision.

Listed by Matthew Diozzi of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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6 Wickham Road Winchester MA 01890

Winchester, MA6 Wickham Road

Price$1,799,900

Est. Mortgage: $/month

Open House

MLS Number 73044791

  • Residential
  • Next Open House: Sat 12/3 1:30 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,248

If prime location & classic layout top your list of must-haves, this center entrance Colonial in a well-loved neighborhood will capture your attention! The beautiful foyer welcomes you into a gracious front-to-back formal LR. Cozy kitchen w/tasteful granite countertops & SS appliances opens into a stunning family room, sun-splashed & spacious, w/FPL & cathedral ceilings. Step outside to enjoy crisp Fall evenings on your deck & feel the enchantment of lovely landscaping in your private backyard! Both the LR & DR are accented w/wainscoting detail throughout. A 1st floor powder room w/laundry completes the layout. Upstairs, there are 4 well-proportioned corner bedrooms w/a common bathroom. The primary bedroom boasts vaulted ceilings & a full en suite bathroom. Movie nights will be memorable in the lovely LL w/3rd FULL bath, wine closet & bar, plus walk-out to an over-sized 2 car garage! Close to town center, shops & restaurants & train!

Listed by Michaela Pixie Mahtani of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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16 Bellevue Avenue Winchester MA 01890

Winchester, MA16 Bellevue Avenue

Price$1,099,000

Est. Mortgage: $/month

MLS Number 73042012

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,791
  • High School Winchester High

Welcome to this charming multi-level home nestled on a generous corner lot, in a desirable Winchester neighborhood. The newly remodeled contemporary kitchen showcases white cabinets, granite countertops, tasteful backsplash, new stainless appliances, tile flooring, and recessed lighting. This bright & sunny home offers 3 bedrooms, 1.5 baths, fireplaced living room, inviting dining room, hardwood floors, lower level family room with fireplace, heated sunroom with skylights and exterior access, and an over-sized mud room with direct access to the 1-car attached garage. Move right in and enjoy as-is or bring your expansion ideas, with neighborhood value well supported by surrounding high-end newer homes. Live in the highly-rated Muraco school district, close to the Fells conservation area with acres of hiking, biking and walking trails, with easy access to highways (Rt-93 and Rt-95) for a convenient commute, and enjoy all the perks of Winchester living. Welcome home!

Listed by Seeme Moreira of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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93 Bacon Street Winchester MA 01890

Winchester, MA93 Bacon Street

Price$899,000

Est. Mortgage: $/month

MLS Number 73040884

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,763
  • High School Whs

Townhouse, also listed as MLS 73040882. One of two units. Charm and character, blended with modern sophistication. This home lives like a single family and makes you feel a bit like you're in Back Bay! This fabulous large townhouse has high ceilings, large rooms, and plenty of space to spread out and live! A spacious living room opens to a family room with a fireplace and covered porch. The formal dining room has wainscoting and a china cabinet. Like to cook? A big open kitchen offers cherry cabinets, an island, and lots of counter space. Upstairs, enjoy 4 bedrooms over 2 floors, including a huge primary bedroom with a sitting area and full bath. One car deeded garage, close proximity to the trains, schools, and town center. Plus there is a private yard! Being sold as is, some work is needed.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.