Winchester MA Homes for Sale

Sort Results:
26–15 of 15 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Type:
Condo
Sq.Ft.:
1,452
Status:
NEW LISTING
Beds:
2
Lot size:
0.17 Acres
Year built:
1960
Baths:
2.00
MLS#:
73330688

ADDITIONAL INFORMATION

Welcome to The Residences at Winchester! A perfect move-in ready single-family alternative without the hassle of yard work. Fantastic chance to own this 2 bedroom 1.5 bathroom gem with beautiful hardwood floors, open concept living/dining/kitchen in Winchester at a budget-friendly price. Why rent when you can own? The finished lower level adds over 400 square feet of extra living area. Conveniently located just minutes from major highways, shopping, and more. Nearby parks include McDonald Field, Davidson Park, and Middlesex Park. Explore scenic walking trails at Horn Pond in Woburn or The Fells in Winchester. Love water activities? Mystic Lake offers boating, swimming at Sandy Beach, or a peaceful retreat. Borggaard’s Splash Park and beach are another excellent local perk. This one won’t last! Don’t miss your chance to call Winchester home and enjoy all this town has to offer!

Open House:

Saturday, 2/1 11:30-1:00PM

Type:
Single Family
Sq.Ft.:
4,318
Status:
NEW LISTING
Beds:
5
Lot size:
0.44 Acres
Year built:
1956
Baths:
4.00
MLS#:
73329854

ADDITIONAL INFORMATION

A DESIGNER DREAM! Welcome to 19 Johnson Road, a pristine 5-bedroom colonial-style home located in the highly sought-after Vinson Owen School district! As you enter the home, you are greeted by a stunning curved staircase adorned with molding and a statement-making light fixture. The first level boasts a fireplaced living room, a fireplaced family room, an updated kitchen, and a gorgeous formal dining room. The lower level with a fireplace (Yes! A third fireplace!) is expansive and would suit a variety of different wants and needs. All 5 bedrooms can be found on the second level. Each bedroom is generous in size and boasts ample closet space. Added bonus: there is not one but TWO primary suite options! Spectacular opportunity for a primary & guest or teen suite. Outside you’ll find a sprawling, tiered yard with abundant green space and an oversized patio. Attached 2-car garage with electric car charger, central A/C, new gas heat conversion, and many more updates! Time to make this HOME.

Open House:

Saturday, 2/1 11:00-1:00PM

Type:
Condo
Sq.Ft.:
3,105
Status:
NEW LISTING
Beds:
4
Year built:
2016
Baths:
4.00
MLS#:
73329785

ADDITIONAL INFORMATION

Welcome to this stunning 4-bedroom, 3.5-bath townhouse, thoughtfully designed and built in 2016. 1st fl features an open-concept layout, the living room seamlessly transitions into the dining area, which opens to a private back deck. The kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, and efficient vent-out ventilation. 2nd fl offers 3 spacious bedrooms, including a luxurious primary suite complete with a walk-in closet and en-suite bathroom featuring a double vanity and a glass-enclosed shower. An additional full bathroom and a convenient washer/dryer are also located on this floor. 3rd fl provides a private retreat with the 4th bedroom and an additional full bathroom, perfect for guests or a quiet workspace. The finished lower level offers versatility, whether you need a recreation room, home office, or extra storage. With walk-out access to the backyard, this space is both functional and inviting. Open house Saturday/Sunday 11am -1pm.

Open House:

Saturday, 2/1 12:00-1:30PM

Type:
Single Family
Sq.Ft.:
7,500
Status:
NEW LISTING
Beds:
6
Lot size:
0.65 Acres
Year built:
2025
Baths:
8.00
MLS#:
73328916

ADDITIONAL INFORMATION

Nestled on a cul-de-sac in Winchester's desirable west side, this brand-new construction redefines modern luxury living. Spanning 7,500 sq. ft., this exquisite 6-bedroom, 7.5-bathroom home combines style, comfort, and functionality. Discover an open-concept floor plan bathed in natural light, perfect for entertaining and everyday living. The kitchen features top-of-the-line Wolf appliances, Sub-Zero refrigerator, custom cabinetry, and an oversized island. Adjacent living and dining areas offer ample space for gatherings. The primary suite is a retreat with a spa-like bath, large walk-in closet, and serene atmosphere. Each additional bedroom boasts its own en-suite bathroom for privacy and convenience. The finished lower level offers endless possibilities—a home gym, golf simulator room, or private theater. The walk-out basement leads to a beautifully landscaped backyard, ideal for outdoor activities. A three-car garage completes this exceptional home. Schedule your showing today!

Type:
Condo
Sq.Ft.:
3,763
Status:
Active
Beds:
3
Year built:
1988
Baths:
4.00
MLS#:
73327630

ADDITIONAL INFORMATION

Welcome to The Ledges! This is a desirable end unit located in a fabulous cul de sac location.This is a perfect floor plan with living room, dining room and family room with fireplace and bookcases opening up to expansive kitchen with pantry. Enjoy the serenity of a private deck off family room. Primary suite on first floor.with large updated bath.Second floor has a large loft office and full bath and bedroom. Finished lower level has third bedroom with updated bath and spacious media room with built in bookcases.There is plentiful storage areas in hall and cedar closet.Heating system has been updated.Put your finishing touches on the beautiful home with hardwood floors on first and second level. This is a rare opportunity to own this north facing property which receives consistent indirect light throughout the day with sunny south facing kitchen and family room overlooking private woods.

Type:
Single Family
Sq.Ft.:
2,052
Status:
Active
Beds:
3
Lot size:
0.55 Acres
Year built:
1961
Baths:
2.00
MLS#:
73324918

ADDITIONAL INFORMATION

Welcome to this charming home situated on over half an acre of fully fenced land, offering exceptional space for outdoor living and expansion. Located in a quiet cul-de-sac within the highly desirable Winchester Muraco School District. Step inside this bright and inviting home, where energy-efficient Anderson windows fill every room with natural light. The spacious kitchen features polished granite countertops and stainless-steel appliances. Hardwood floors flow throughout 1st and 2nd level, while the family room’s skylight adds warmth and charm. A finished walk-out basement with a cedar closet offers extra space not included in the living area. and the large, private yard is ideal for outdoor fun or future expansion.Located in a peaceful family-friendly neighborhood with excellent schools, this home is perfect for families and investors alike. Don’t miss the opportunity in one of Winchester’s most sought-after locations. The property is being sold as-is.

Open House:

Saturday, 2/1 11:30-1:00PM

Type:
Single Family
Sq.Ft.:
4,060
Status:
Active
Beds:
4
Lot size:
0.19 Acres
Year built:
1912
Baths:
4.00
MLS#:
73324754

ADDITIONAL INFORMATION

Nestled in a sought-after neighborhood, this stunningly reimagined home combines timeless charm and modern comfort, just a short walk to downtown. The inviting foyer welcomes you from a wrap-around porch into an open yet intimate layout connecting the kitchen, dining, and family rooms. A mudroom with marble checkered flooring and a walk-in pantry with a beverage fridge add practical luxury. The second floor offers three spacious bedrooms, including a serene primary suite with a walk-in closet and luxurious en-suite, plus a second bathroom and adjacent laundry room. The third floor features a private retreat with a bedroom, full bath, and flexible space for an office or sitting area. The lower level provides options for a playroom, exercise room, or office. Outdoor living shines with a bluestone patio accessed from the family room, perfect for entertaining. A detached two-car garage completes this exceptional property.

Open House:

Sunday, 2/2 1:00-2:30PM

Type:
Single Family
Sq.Ft.:
7,431
Status:
Active
Beds:
6
Lot size:
0.64 Acres
Year built:
1905
Baths:
6.00
MLS#:
73324581

ADDITIONAL INFORMATION

This is one of the most notable and distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. This residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this home features hallmark architectural details including Tudor-style balusters and high ceilings. Large rooms, coffered ceilings, original crown moldings, mantels, and decorative trim are enhanced by the beauty of restored hardwood floors. The new kitchen is a chef's dream with a walk-in pantry w/laundry and refrigerator drawers plus a butler's pantry with a wine fridge. A huge family room is flanked by floor to ceiling windows. Upstairs, a magnificent fireplaced primary wing boasts a new spa-like bath with custom walk-in closets plus an adjacent study with extra closets, for relaxing, working or meditation. The huge lawn is one of the biggest you can find, with magnificent old oak trees, beautiful birches & an ample driveway.

Type:
Single Family
Sq.Ft.:
8,866
Status:
Active
Beds:
6
Lot size:
0.53 Acres
Year built:
2024
Baths:
7.00
MLS#:
73322357

ADDITIONAL INFORMATION

Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The fire-placed family room, banquet-size dining room w/ wine-column, private home office and bedroom w/ en-suite bath complete the first floor. Luxurious primary suite w/a large balcony, expansive walk-in closets & spa-like bath w/ dual vanities and a lavish soaking tub on upper level, along w/ 3 additional en-suite bedrooms and an oversized laundry room. Finished lower level features additional entertainment areas, gym&en suite-bedroom. BOSCH A/C units can switch between propane/electric heating. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.

Type:
Condo
Sq.Ft.:
1,196
Status:
Active
Beds:
2
Year built:
2000
Baths:
2.00
MLS#:
73318457

ADDITIONAL INFORMATION

A rare opportunity to live at the Willows in Winchester. Fabulous corner unit on 2nd floor w/ open concept living and dining area features gorgeous hardwood floors. You will be impressed w/ the updated kitchen featuring solid granite counters, stainless steel sink and appliances, new carpeting and paint added in the bedrooms 1 year ago. New paint in dining room and closets. Gas fireplace for the cold winter nights and private balcony for the warm weather. In unit washer and dryer, included. 2 full baths and whirlpool tub. 2 Large walk in closets offer lots of storage. With 2 elevators and private garage, access is easy and safe. Enjoy the exceptional amenities of the Willows complex, featuring a heated pool, fitness center and club house wth large area for entertaining, cooking and dinning. You will discover that this complex is very well maintained and beautiful. Close to Winchester center, restaurants, the MBTA and walking trails nearby.

Type:
Condo
Sq.Ft.:
1,634
Status:
Active
Beds:
2
Year built:
1999
Baths:
3.00
MLS#:
73307969

ADDITIONAL INFORMATION

Welcome to the highly coveted condominium living in Winchester: the Willows. With over 1,600 sq. ft., these two stories, 2 beds, and 2.5 baths condominium, is one of the larger unit in the complex. The unit features modern amenities such as: hardwood floor in the living area, three balconies, in-unit washer/dryer, gas fireplace, , and Central A/C & heating with Nest thermostat. You will also fall in love with additional amenities such as: 2 Parking Spots (One GARAGE + One Exterior space), deeded storage area in the basement, along with building amenities such as: in-ground heated pool, exercise room, and clubhouse. Conveniently located in one of the most highly rated school system in Massachusetts, less than two miles drive to Downtown Winchester & MBTA Commuter Rail, this unit is not to be missed!!

Open House:

Saturday, 2/1 12:00-1:00PM

Type:
Single Family
Sq.Ft.:
5,366
Status:
Active
Beds:
5
Lot size:
0.38 Acres
Year built:
1850
Baths:
6.00
MLS#:
73305360

ADDITIONAL INFORMATION

This iconic vintage farmhouse seamlessly blends historic charm with modern luxury. Spanning over 5,366 sq. ft., this home has been completely renovated and thoughtfully expanded for today’s lifestyle. Featuring 5 bedrooms, 4 full and 2 half baths, every inch exudes elegance and comfort. The designer kitchen is a chef’s dream, with high-end appliances, a beverage bar, and a large center island that flows into the open-concept living and dining areas—perfect for entertaining. The spacious primary suite boasts a walk-in closet and a magazine-worthy en-suite bath. Stunning light fixtures throughout add a sophisticated touch. Outside, professional landscaping creates a serene oasis, complete with a cozy fire pit for year-round enjoyment. Nestled in a prime location, this home offers unmatched convenience to Winchester Center, top-rated schools, dining, shopping, The Fells, and more. Don’t miss this rare chance to own a piece of Winchester’s history with all the modern amenities!

Open House:

Saturday, 2/1 12:00-1:30PM

Type:
Single Family
Sq.Ft.:
5,501
Status:
Active
Beds:
4
Lot size:
0.46 Acres
Year built:
2024
Baths:
5.00
MLS#:
73298854

ADDITIONAL INFORMATION

Indulge in modern luxury with this 2024 masterpiece, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the art kitchen & sun filled living room which opens to a fabulous deck, creating a perfect indoor-outdoor space. The gourmet kitchen features a sleek design w/ a large island, high end appliances, & stylish open shelving. Upstairs, the lavish primary suite features a spa like bath & large custom closet. The 3 additional bedrooms offer ensuite baths. The walk out LL family room w/ wet bar is the perfect space to unwind. This property also features a 2 gar attached garage, mud room, office & laundry room. The double lot offers many possibilities ~ level w/ patio. This home is located near conservation trails, top-rated schools & Boston offering a lifestyle of convenience, luxury & tranquility!

Open House:

Sunday, 2/2 12:00-1:30PM

Type:
Single Family
Sq.Ft.:
4,270
Status:
Active
Beds:
5
Lot size:
0.23 Acres
Year built:
2024
Baths:
5.00
MLS#:
73288818
Subdivision:
East Side

ADDITIONAL INFORMATION

Stunning new construction! Energy star rated, high efficiency 5 bed 4.5 bath home perfectly situated in a prime East Side location! The first floor welcomes you w/ an open, airy layout, featuring a stylish mudroom, pantry, bath & home office. The gourmet, high-end kitchen flows seamlessly into the living room, complete w/ a cozy fireplace; the dining area extends out to a deck, overlooking a beautifully landscaped yard & patio. The second floor boasts four spacious bedrooms & three full baths, including a lavish primary suite w/ a spa like bathroom. A well-appointed laundry room is also conveniently located on this floor. The third-floor suite is a true retreat, offering two versatile rooms ideal for extended family, office, or lounge, complete w/ a wet bar, an oversized bath & a 5th bedroom with abundant closet space. The expansive lower level adds even more living space, featuring a large family room and an additional full bath, perfect for entertaining. This home truly has it all

Open House:

Sunday, 2/2 11:00-12:30PM

Type:
Condo
Sq.Ft.:
3,350
Status:
Active
Beds:
2
Year built:
1989
Baths:
3.00
MLS#:
73274235

ADDITIONAL INFORMATION

Now is the time to make a move! Step into a sophisticated lifestyle as you enter through a charming courtyard into this elegant condo. The beautifully updated kitchen is a standout, featuring granite countertops, cherry cabinetry, and premium new stainless steel appliances—a chef’s dream come true. The open-concept layout is perfect for modern living, with a dining area flowing into the inviting living room. Custom built-ins, a soaring ceiling with skylights, and a spacious deck overlooking a serene creek and vibrant wildlife complete this picture of luxury and tranquility. The first-floor primary suite offers the convenience you’ve been looking for, with a walk-in closet and a spa-like en-suite bath. Upstairs, enjoy a flexible floor plan with a versatile den/bedroom, another bedroom, a full bath, and a loft boasting custom cabinetry. The expansive lower level adds even more space with a family room, walkout access, a private office/flex space, and a generous walk-in closet.

Refine Property Search
Page 1 of 1    Prev | Next
26–15 of 15 properties displayed
Andrea Conner, License 1000188, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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. Copyright © 2025 MLS Property Information Network, Inc. All rights reserved.



Winchester Real Estate

The median home value in Winchester, MA is $1,615,000. This is higher than the county median home value of $658,900. The national median home value is $338,100. The average price of homes sold in Winchester, MA is $1,615,000. Approximately 81.86% of Winchester homes are owned, compared to 15.78% rented, while 2.36% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!

Winchester, Massachusetts has a population of 22,875. Winchester is more family-centric than the surrounding county with 48.34% of the households containing married families with children. The county average for households married with children is 35.9%.

The median household income in Winchester, Massachusetts is $184,844. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Winchester is 42.4 years.

Winchester Weather

The average high temperature in July is 82.3 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 46.9 inches per year, with 52.7 inches of snow per year.

Winchester Real Estate Market Conditions

  • Median sales price

    $1,615,000
    12.9% change since last quarter
  • # Active listings

    15
    30-day change

Winchester Schools and Demographics

Education near Winchester, MA

Metric City County
High School Graduates 97.52 93.57
College Degree - 2 year 3.07 5.86
College Degree - 4 year 75.47 57.77
Graduate Degree 28.51 19.76
Expenditures per Student 23,560 23,560
Students per Teacher 12 12

Elementary Schools near Winchester, MA

School Grades Students P/T Ratio ZIP
Ambrose Elementary School KG - 05 458 13.5 01890
Brackett KG - 05 497 16.3 02476
Brooks School PK - 05 534 13.2 02155
Christopher Columbus PK - 05 471 11.8 02155
Clyde Reeves PK - 05 512 15.7 01801
Cyrus E Dallin KG - 05 456 15.4 02476
Daniel P Hurld KG - 05 217 14.5 01801
Goodyear Elementary School KG - 05 322 12.8 01801
Hardy KG - 05 392 16.4 02474
John A Bishop KG - 05 415 16.8 02474
John J McGlynn Elementary School PK - 05 559 13.2 02155
Lincoln Elementary School KG - 05 408 13.1 01890
Linscott-Rumford KG - 05 213 13.9 01801
Lynch Elementary School PK - 05 524 12.6 01890
Malcolm White KG - 05 336 14.7 01801
Mary D Altavesta KG - 05 235 10.8 01801
Menotomy Preschool PK - PK 57 9.5 02476
Milton Fuller Roberts PK - 05 576 13.2 02155
Muraco Elementary School KG - 05 406 12.6 01890
Shamrock PK - 05 350 13.2 01801
Thompson KG - 05 392 16 02474
Vinson-Owen Elementary School KG - 05 427 13.5 01890
Wyman KG - 05 189 13.5 01801

Middle Schools near Winchester, MA

School Grades Students P/T Ratio ZIP
Daniel L Joyce Middle School 06 - 08 528 10.6 01801
John F Kennedy Middle School 06 - 08 527 11.7 01801
John J. McGlynn Middle School 06 - 08 476 9.7 02155
Madeleine Dugger Andrews 06 - 08 494 11.5 02155
McCall Middle School 06 - 08 1,073 14.1 01890
Ottoson Middle School 06 - 08 1,107 12.7 02476

High Schools near Winchester, MA

School Grades Students P/T Ratio ZIP
Arlington High School 09 - 12 1,217 13.8 02476
Curtis-Tufts 09 - 12 22 5 02155
Medford High School 09 - 12 1,176 12 02155
Winchester High School 09 - 12 1,209 14.1 01890
Woburn High 09 - 12 1,332 13.8 01801

Demographics near Winchester, MA

Metric City County
Neighborhood Type Suburban
Population 22,875 1,623,411
Population Density 3,793 1,985
Median Age 42.4 38.5
People per Household 2.8 2.5
Median Household Income 184,844 111,790
Average Income per Capita 90,356 58,399