Winchester MA Homes for Sale
$2,199,000
11 Alden Lane Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 3,431
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.23 Acres
- Year built:
- 2024
- Baths:
- 4.00
- MLS#:
- 73313015
ADDITIONAL INFORMATION
This stunning new 4 Bed 3.5 BA home in Winchester’s sought-after East Side is a must see! The first floor boasts a dramatic contemporary design with high ceilings and designer finishes with oversized windows drawing attention to the setting w/ large rear yard & oversized deck, great for entertaining and family enjoyment.The open airy layout features a great entry w/ mud room, high-end kitchen with high end appliances incl. a double fridge, beverage cooler w/custom pantry, living room with an eye catching modern fireplace, dining area, and a large deck leading to the back yard. This home also features a first-floor bedroom suite or office with bath. Upstairs, the expansive second floor includes three additional spacious bedrooms w/ large windows, vaulted ceilings and 8' doors along two full baths, laundry room & includes a luxurious primary suite w/ spa-like bath & generous custom closet. The lower level offers a large space for family room/ game room or gym w/ direct garage entry.
- Type:
- Condo
- Sq.Ft.:
- 1,160
- Status:
- Active
- Beds:
- 2
- Year built:
- 1982
- Baths:
- 2.00
- MLS#:
- 73312551
ADDITIONAL INFORMATION
Welcome to 666 Main St Unit L3- Ground level 2 Bedroom Unit with Sliders to Patio overlooking Wedge Pond-Kitchen Totally Updated with Custom Cabinets and Quartz Countertop and Back Splash. Stainless Steel Appliances- Fire Place Living Room with Hardwood Floors-Spacious Dining Area with Hardwood Floors- Open Concept-Master Bedroom with Full Bath, Walk in Closet and Hardwood Floors-2nd Bedroom with Hardwood Floors-2nd Bath has a Ceramic Tile Walk-In Shower. Garage Parking and Association Swimming Pool . Easy access to Points Boston and Points North
$1,699,000
36 Oneida Road Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 2,376
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.14 Acres
- Year built:
- 1927
- Baths:
- 4.00
- MLS#:
- 73312376
ADDITIONAL INFORMATION
TOTAL RENOVATION! Thoughtfully crafted to create a warm and inviting abode. Step inside to discover the completely reimagined first floor with an open concept dining room, sitting room, and show-stopping brand new kitchen with a center island, and a slider leading to a patio, ideal for alfresco dining and entertaining. The first floor also hosts a versatile family room with access to a private deck, a laundry area, and a tastefully designed full bathroom. Venture upstairs to find 3 bedrooms, including a lovely primary suite. The lower level of this home is a true retreat, featuring a rec room with a wine closet, a full bathroom, and access to a covered patio. The fenced-in yard, two patios, and deck provide wonderful outdoor space for leisure and recreation. With brand new electrical, plumbing, windows, and systems, 36 Oneida is truly MOVE-IN READY! Just FOOTSTEPS away from Ambrose Elementary School and playground, and 1 mile from Winchester town center!
$1,725,000
9 Robinson Park Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 3,224
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.28 Acres
- Year built:
- 1945
- Baths:
- 4.00
- MLS#:
- 73312013
ADDITIONAL INFORMATION
Classic Colonial 4 bedroom 3+1/2 bath on quiet street overlooking the Mystic Lake. Awaits buyers with vision prepared to renovate. Freshly painted interior gleaming hardwood floors. Gracious front to back fireplaced living room w/custom shelves & built-ins & picture windows. Formal dining room w/2 china closets adjacent to large open eat-in light filled kitchen. French doors to back deck. Den/office w/book shelves & slider to another deck. 2nd floor features spacious primary bed ensuite oversized bath vanity w/double sinks & white marble shower, fireplace, and walk-in cedar closet. Family bath tiled with tub & shower in hallway. Two equal sized bedrooms. Back bedroom with armoire. 1st floor mudroom off the kitchen affords direct access to 2-car garage. Stairs lead to 4th huge guest/nanny bedroom ensuite bath, balcony, and large front facing picture windows with lake views. Partially finished basement features wood paneled recreation room w/3rd fireplace & 2 built-in desks.
$2,985,000
64 Wildwood St Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 4,400
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.24 Acres
- Year built:
- 1917
- Baths:
- 5.00
- MLS#:
- 73310488
ADDITIONAL INFORMATION
Exquisitely restored brick Colonial situated in the sought-after "Flats" neighborhood of Winchester. Boasting refinished hardwood floors, beautiful moldings and trim, & high ceilings throughout, no detail has been overlooked in this meticulous renovation. The gourmet kitchen, featuring high end appliances, is perfect for culinary enthusiasts, while the formal dining room, complete w/ wood-burning fireplace, creates an ideal setting for gatherings. Just off the kitchen, a bar area creates an inviting space for entertaining, while the large working pantry enhances functionality. A newly designed living room w/gas fireplace offers a cozy retreat, & the master suite provides a tranquil escape, boasting a lavish bath & spacious walk-in closet. A 2 car garage, slate roof, copper gutters, patio, & professionally landscaped yard further enhance the property’s appeal. This home showcases thoughtful design & superior craftsmanship, offering a perfect blend of historic character & modern comfort!
$1,899,900
189 Mystic Valley Pkwy Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 3,543
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.18 Acres
- Year built:
- 1850
- Baths:
- 3.00
- MLS#:
- 73307438
ADDITIONAL INFORMATION
Nestled in a coveted location just moments from the heart of downtown Winchester, the stunning Barstow House boasts a unique Mansard roof & timeless colonial architecture. This historic gem features a versatile floorplan designed for modern living while preserving its classic charm. The first level beautifully blends form & function; the home office, mudroom, a dedicated laundry room & a convenient half bath, all complimenting the formal living room, dining room, family room & spacious kitchen - perfect for entertaining. Ascend to the second and third floors, where you'll find three spacious bedrooms on each level, offering ample space for family & guests. A back staircase provides private access to a second-floor bedroom, making it perfect for generational living or added privacy. Watch the bustle of the town center from the spacious front porch & enjoy the expansive yard. Don’t miss this rare opportunity to own a piece of Winchester’s history!
- 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!!
$3,299,000
8 Chestnut St Winchester, MA 01890
- 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!
$3,899,000
27 Everett Ave Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 7,431
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.64 Acres
- Year built:
- 1905
- Baths:
- 6.00
- MLS#:
- 73304799
ADDITIONAL INFORMATION
One of the most notable and distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. Designed by famous architect Robert Coit, this residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this residence features hallmark architectural details including Tudor-style balusters, high ceilings, and a beautiful floor plan centered with a large entrance hall. Large-scale rooms, coffered ceilings, original crown moldings, mantels, and decorative trim are enhanced by the beauty of restored hardwood floors. The brand-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. Floor-to-ceiling windows flank the huge family room, overlooking park-like flat grounds. The huge lawn is one of the biggest you can find. Magnificent old oak trees, beautiful birches, and an ample driveway grace this legacy residence.
$2,749,000
31 Lawson Rd Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 5,218
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.24 Acres
- Year built:
- 1999
- Baths:
- 4.00
- MLS#:
- 73302134
ADDITIONAL INFORMATION
Welcome to this gracious Colonial, seamlessly blending traditional charm with modern amenities, perfect for today’s lifestyle. Located in one of Winchester’s most desirable neighborhoods, you’ll enjoy easy access to top-rated schools, the commuter rail, and downtown. This home showcases deep moldings along w/ a stunning kitchen that naturally flows into the living/dining area & family room, complete w/ a cozy fireplace. The first-floor study offers built-ins, perfect for a home office. Retreat to the primary bedroom, featuring an extraordinary spa-like bath. 3 additional bedrooms, 2 full bathrooms & a laundry room completes the 2nd floor. The 3rd floor boasts a spacious entertainment room, ideal for gatherings. Professionally landscaped grounds include a great backyard & a deck off the kitchen, perfect for outdoor dining & relaxation. With a 2-car garage & ample off-street parking, this home truly has it all. Timeless elegance and a prime location await you here!
- Type:
- Condo
- Sq.Ft.:
- 1,168
- Status:
- Active
- Beds:
- 2
- Year built:
- 2000
- Baths:
- 2.00
- MLS#:
- 73300946
ADDITIONAL INFORMATION
Beautifully maintained first-floor condo in the highly sought-after "Willows at Winchester" complex. This expansive, single-level home features an open-concept living and dining area with a cozy gas fireplace, a modern kitchen with granite countertops, and a spacious primary suite with a walk-in closet and en-suite bath. The second bedroom also offers a walk-in closet. The unit is complete with central AC, in-unit laundry, and a private, enclosed patio. Additional perks include an attached garage with dedicated entry and attic storage. Enjoy the complex’s upscale amenities, including a heated pool, fitness center, and clubhouse with a full kitchen and entertaining area. Ideally located in the heart of Winchester, convenient to shops, restaurants, the commuter rail, and schools. This opportunity won’t last!
$2,699,000
15 Churchill Road Winchester, MA 01890
- 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!
$3,898,000
20 Amberwood Dr Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 8,866
- Status:
- Active
- Beds:
- 6
- Lot size:
- 0.53 Acres
- Year built:
- 2024
- Baths:
- 7.00
- MLS#:
- 73297360
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 spacious 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, an oversized shower, 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. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.
- Type:
- Condo
- Sq.Ft.:
- 1,170
- Status:
- Active
- Beds:
- 2
- Year built:
- 1982
- Baths:
- 2.00
- MLS#:
- 73296416
ADDITIONAL INFORMATION
Located in Prime Winchester Town Center ! Great Condo Opportunity for Retirees , Downsizing Folks or Young Professionals within short walking distance to the New State of the Art MBTA Train Station currently being built and Projected to open Fall of 2024 .This top floor unit with Elevator has been tastefully updated with engineered Bamboo Wood floors , Beautiful Updated Bathrooms , Fireplace living room , Open Dining Area , Balcony , Association Pool , Garage Parking , Central Heat and Air conditioned . Convenient walk to all that Winchester Center has to offer like Fabulous Restaurants , Supermarket , Bakeries , Boutique Shopping , Hair/Nail Salons , Parks and walking trails.
$2,999,000
39 Everett Ave Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 4,860
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.3 Acres
- Year built:
- 2024
- Baths:
- 5.00
- MLS#:
- 73294420
ADDITIONAL INFORMATION
Welcome to this stunning, brand-new construction in Winchester's most desired neighborhood. This home offers modern luxury and timeless elegance. The custom kitchen features two-toned countertops with a Pegasus marble island and Jet Mist granite perimeter, along with brass accents. The pantry provides for ample additional storage with floor to ceiling cabinets, jet mist counters and a wine fridge. The dining room is adorned with double crown molding and wall detailing. A 1st floor study, a mudroom with custom arched bays, 5 bedrooms, and 4.5 bathrooms provide ample space. The 3rd floor bonus space includes a dedicated bedroom and bath. Enjoy seamless indoor-outdoor living with a professionally designed landscape. Other highlights include checkerboard marble flooring in the laundry room and a custom wallpapered entry room. Coming soon to completion, this home's timeless design, thoughtful details, and modern amenities make it truly one of a kind.
$4,399,000
54 Johnson Road Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 7,982
- Status:
- Active
- Beds:
- 7
- Lot size:
- 0.46 Acres
- Year built:
- 2024
- Baths:
- 8.00
- MLS#:
- 73290667
ADDITIONAL INFORMATION
Step into this stunning, newly constructed home that redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends beauty w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master builder’s commitment to exceptional quality & craftsmanship shines through every detail. Spanning four meticulously finished levels, this home leaves nothing to be desired. Highlights include a chef's kitchen w/ dual islands, vaulted ceilings, 3-bay garage (with space for 6 cars), a charming breakfast nook, butler's & dry pantries, a direct entry first-floor office or in-law suite, & an open, finished attic w/ bath. The expansive lower level offers private entry separate living quarters w/full in-law apartment w/ kitchen, 2nd laundry, bedroom, bath, movie theatre, game room & gym w/flex floor plan!
$3,769,000
6 Lakeview Road Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 5,768
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.27 Acres
- Year built:
- 1895
- Baths:
- 5.00
- MLS#:
- 73290640
- Subdivision:
- Lakeview/ Ravenscroft
ADDITIONAL INFORMATION
Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking Winchester gem, located in one of the town’s most coveted neighborhoods. Enjoy stunning lake views from numerous rooms & the expansive 1000SF deck! Reconstructed and designed by RENEW, a company committed to blending historical integrity with modern amenities, paying meticulous attention to every detail. This home boasts a new floor plan w/ fabulous kitchen featuring a LaCornue 5 burner stove, 9' Calacatta marble island & fplc w/ adj family rm. 5 spacious bedrooms & 4.5 baths, including a magnificent primary suite w/ marble turret shower. The finished lower level offers a custom wine cellar, perfect for entertaining w/direct entry access to yard. Showcasing hand-picked and crafted specialty items that cannot be found in new builds. 3-car attached garage, & close proximity to Winchester's town center, the commuter train to Boston, Mystic Lakes beach, playgrounds & scenic walking trails.
$2,599,000
50 Winford Way Winchester, MA 01890
- 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
$2,499,999
92 Hillcrest Pkwy Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 4,048
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.26 Acres
- Year built:
- 2007
- Baths:
- 5.00
- MLS#:
- 73279517
ADDITIONAL INFORMATION
This exquisite, custom-built home from local master builder boasts a grand two-story foyer, a spacious chef's kitchen seamlessly flows into a vaulted ceiling family room, & an open concept living room & dining room perfect for entertaining. Upstairs, discover a luxurious primary bedroom suite w/expansive walk-in closet & a primary bath featuring double vanities, jacuzzi tub, & a large tiled shower. Two additional well-appointed bedrooms and bathroom complete the 2nd floor, while the 3rd floor offers expansive living w/two ensuite bedrooms, each with a full bath and walk-in closet. Enjoy the high ceilings, detailed custom woodwork, and elegant trim throughout. Additional amenities include central air, central vacuum, deck, & a spacious three-car garage. This stunning home epitomizes elegance and functionality in a prime Winchester location. Nestled near the scenic Fells reservation for outdoor enjoyment & vibrant Winchester center with it's restaurants, shops, farmer's market and more!
$1,375,000
28 Thornberry Road Winchester, MA 01890
- Type:
- Single Family
- Sq.Ft.:
- 2,245
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.34 Acres
- Year built:
- 1959
- Baths:
- 2.00
- MLS#:
- 73274439
ADDITIONAL INFORMATION
Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the home sits high above the road, you can enjoy complete privacy in your open-concept living, dining, kitchen, and family room spaces. The kitchen features all brand-new appliances as well as quartz countertops. Directly off of the living room, you have a generous-sized, peaceful balcony overlooking your front yard - perfect for coffee in the mornings, or unwinding after a long day at work. Off of the family room to the back of the house, you have a tranquil outdoor patio area. New roof, upgraded electrical and all new windows - this home needs nothing. Get into one of Winchester's top neighborhoods before the school year starts!
$1,595,000
7 Wainwright Rd Unit 22 Winchester, MA 01890
- Type:
- Condo
- Sq.Ft.:
- 3,350
- Status:
- Active
- Beds:
- 2
- Year built:
- 1989
- Baths:
- 3.00
- MLS#:
- 73274235
ADDITIONAL INFORMATION
Welcome to a luxurious, turn-key residence at The Ledges, where elegance blends seamlessly with tranquility. Enter through a charming courtyard that welcomes you into this refined condo. The beautifully updated kitchen is a chef's delight, featuring granite countertops, cherry cabinetry, and premium stainless steel appliances. The open-concept layout flows effortlessly into the dining area and an inviting living room, complete with custom built-ins, a soaring ceiling with skylights, and a spacious deck that overlooks a serene creek and vibrant wildlife. The primary suite, conveniently located on the first floor, offers a walk-in closet and an updated en-suite bath for ultimate relaxation. Upstairs, discover a versatile den/bedroom, an additional bedroom, a full bath, and a loft with custom cabinetry. Expansive lower level includes a family room with walkout access, a private office/flex space, and a generous walk-in closet. Experience sophistication and tranquility in this exquisite.
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Winchester Real Estate
The median home value in Winchester, MA is $1,238,900. 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 $1,238,900. Approximately 80.77% of Winchester homes are owned, compared to 17.42% rented, while 1.81% 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 01890 has a population of 22,875. Winchester 01890 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 01890 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 01890 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.