158

Lanesboro, MA Homes for Sale

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  • /13

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    528 Walker St, Lenox Dale, MA 01242

    Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. One year American Home Shield Warranty included. PLEASE

    Tyler Scaglione Cameron Real Estate Group

    528 Walker St, Lenox Dale, MA 01242
  • /30

    $359,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    180 Doreen St, Pittsfield, MA 01201

    Well maintained 4 bedroom, 2 full bath cape set on a level quarter acre with mature landscaping! The first floor offers comfortable living space along with a full bathroom. Upstairs you will find additional bedrooms and a second full bath, so there is a full bathroom on each level. The home's electrical was upgraded in 2025. Other major updates include a brand new garage built in 2025 and a roof

    Kyle Crocker eXp REALTY

    180 Doreen St, Pittsfield, MA 01201
  • /36

    $1,150,000

    $100K PRICE DROP
    • 14 Beds
    • 14 Baths
    • 9,928 Sq Ft

    40 Reed St, Pittsfield, MA 01201

    14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    40 Reed St, Pittsfield, MA 01201
  • /37

    $349,900

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    30 Joan Dr, Pittsfield, MA 01201

    Well-located home nestled in a desirable neighborhood with convenient access to local amenities, schools, and outdoor recreation. This inviting property offers a comfortable layout designed for everyday living and entertaining, featuring bright, sun-filled spaces and a warm, welcoming atmosphere throughout.The home provides a functional flow with generously sized living areas, a thoughtfully

    John Ciepiela BISHOP WEST REAL ESTATE

    30 Joan Dr, Pittsfield, MA 01201
  • /60

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    86 Crofut St, Pittsfield, MA 01201

    Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    86 Crofut St, Pittsfield, MA 01201
  • /32

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    225 Brown St, Pittsfield, MA 01201

    Raised ranch with two-car garage, located on a double lot with almost half an acre of land. The main level features 3 bedrooms, full bathroom, living room and kitchen with dining area, with slider opening to deck which was recently painted. The finished lower level offers family room with sliders to the backyard. In addition to the hot water baseboard, this family room also features a pellet

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    225 Brown St, Pittsfield, MA 01201
  • /58

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    48 Brookside Dr, Pittsfield, MA 01201

    Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    48 Brookside Dr, Pittsfield, MA 01201
  • /38

    $349,900

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    100 Essex St, Pittsfield, MA 01201

    Recently renovated colonial home with detached garage, located on a corner lot in a desirable Pittsfield location! This property features a lovely front porch as well as a side porch and great yard! There are 3 bedrooms, however, the home could be used as a 4-bedroom. You will love the two updated full bathrooms, one on each floor! Other improvements include a new roof, newer vinyl replacement

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    100 Essex St, Pittsfield, MA 01201
  • /42

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,540 Sq Ft

    66 Emerson Ave, Pittsfield, MA 01201

    Set in a desirable southeast Pittsfield neighborhood, this charming 3 bedroom, 1 bath Colonial offers a compelling blend of timeless character, natural light, and thoughtfully addressed updates. Original hardwood floors lend warmth and authenticity throughout the living spaces, while updated windows bring added brightness to the home.The updated kitchen, with granite countertops, provides

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    66 Emerson Ave, Pittsfield, MA 01201
  • /27

    $355,000

    • 5 Beds
    • 4 Baths
    • 5,070 Sq Ft

    29 Linden St, Pittsfield, MA 01201

    Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining,

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    29 Linden St, Pittsfield, MA 01201
  • /40

    $209,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201

    If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
  • /40

    $439,000

    • 3 Beds
    • 1.5 Baths
    • 1,816 Sq Ft

    96 E Housatonic St, Pittsfield, MA 01201

    Seller is motivated for a new owner to fall in love with this beautifully maintained two-story brick colonial home. Nestled in one of the area's most sought after neighborhoods, this well-loved residence is filled with charm and character.The classic red brick exterior is settled on its lot with timeless curb appeal providing an irresistible first impression. Built in 1920, this home is

    Michelle Picard NOCHER REALTY

    96 E Housatonic St, Pittsfield, MA 01201
  • /11

    $264,900

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    50 John St, Pittsfield, MA 01201

    Side-by-side two-family home renovated in the last few years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. The apartments have large enclosed back porches upstairs overlooking the yard.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    50 John St, Pittsfield, MA 01201
  • /11

    $245,000

    • Land
    • 9.13 Acres
    • $26,835 per Acre

    1570 B Washington Mountain Rd, Washington, MA 01223

    Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you

    Mary Jane White COHEN & WHITE ASSOCIATES

    1570 B Washington Mountain Rd, Washington, MA 01223
  • /20

    $375,000

    • 6 Beds
    • 3 Baths
    • 3,672 Sq Ft

    98 Lincoln St, Pittsfield, MA 01201

    Turnkey 3-unit multifamily investment in Pittsfield, just minutes from downtown. Fully occupied, generating $4,173/month ($50,076/year) in gross rent from all-current tenants. Unit mix: 98A (1BR/1BA) at $1,199/mo, 98B (2BR/1BA) at $1,324/mo, and 100 (3BR/2BA) at $1,650/mo. All three units have gas heat and hot water; owner covers snow removal, landscaping, and water & sewer. 2025 operating

    Jason Saphire www.HomeZu.com

    98 Lincoln St, Pittsfield, MA 01201
  • /40

    $314,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    84 Williams St, Pittsfield, MA 01201

    Nestled in Pittsfield's desirable Southeast neighborhood, this charming Colonial offers the perfect blend of character, comfort, and modern updates. Featuring 3 bedrooms and 1.5 bathrooms, the home boasts a modern kitchen complete with a pantry. Hardwood floors flow throughout much of the home, and a cozy wood-burning fireplace. The bright four-season sun porch provides the perfect spot to relax

    Jessica Rizzo Lamacchia Realty, Inc. - Dalton

    84 Williams St, Pittsfield, MA 01201
  • /31

    $249,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    832 East St, Lee, MA 01238

    Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    832 East St, Lee, MA 01238
  • /15

    $158,900

    • 2 Beds
    • 1 Bath
    • 1,158 Sq Ft

    186 Burbank St, Pittsfield, MA 01201

    Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an established residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable

    Zachary DeCaro Property Works New England

    186 Burbank St, Pittsfield, MA 01201
  • /25

    $159,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    120 Danforth Ave, Pittsfield, MA 01201

    Looking for an affordable home? This 2 bedroom home is move in ready. Freshly painted, new flooring, in the kitchen and bath. It has an eat in kitchen with laundry off the kitchen. Dining room and livingroom complete the first floor. 2 bedrooms with newly installed carpet on the 2cnd floor. There is an extra room upstairs that can be used as a play room, office or extra storage.

    Janet Benoit MOCKINGBIRD REAL ESTATE

    120 Danforth Ave, Pittsfield, MA 01201
  • /37

    $630,000

    $50K PRICE DROP
    • 8 Beds
    • 8 Baths
    • 6,120 Sq Ft

    301 Fenn St, Pittsfield, MA 01201

    8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom/studio setups with separate heat and electricity. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    301 Fenn St, Pittsfield, MA 01201
  • /23

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    62 Greenridge Dr, Dalton, MA 01226

    Perfectly positioned on a generous corner lot in one of Dalton's most sought after neighborhoods, this thoughtfully maintained home offers the ideal blend of comfort, convenience, and everyday living. With three bedrooms, a beautifully tiled bath, and 1,104 square feet of inviting living space, the home is perfectly suited for those seeking a move-in ready property in an exceptional

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    62 Greenridge Dr, Dalton, MA 01226
  • /7

    $219,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    233 Cadwell Rd, Pittsfield, MA 01201

    Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    233 Cadwell Rd, Pittsfield, MA 01201
  • /42

    $1,750,000

    • 6 Beds
    • 4.5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

    500 Williams St, Pittsfield, MA 01201
  • /88

    $2,950,000

    $300K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,696 Sq Ft

    7 Wheatley Dr, Stockbridge, MA 01262

    At the Lenox/Stockbridge town line on the shore of Lily Pond, sits this architectural gem! Offering a rare combination of privacy artfully aligned with nature and a premier location. Set on six acres within the grounds of the original historic Wheatleigh estate, the property is within walking distance of Tanglewood, the Linde Center, Kripalu and Lenox village. Designed by Berkshire architect

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Wheatley Dr, Stockbridge, MA 01262
  • /56

    $1,039,000

    Open Sun 10:30AM - 12PM $240K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,691 Sq Ft

    18 Highcrest Rd, Lenox, MA 01240

    Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

    Suzann Ward HOUSATONIC REAL ESTATE

    18 Highcrest Rd, Lenox, MA 01240
  • /36

    $469,900

    • 4 Beds
    • 1.5 Baths
    • 2,100 Sq Ft

    30 Lexington Pkwy, Pittsfield, MA 01201

    Welcome to 30 Lexington Parkway, an exceptionally cherished home in one of Southeast Pittsfield's most coveted neighborhoods. Brimming with timeless character, warmth, and pride of ownership, this impeccably maintained 4-bedroom home blends classic charm with everyday comfort. The inviting living spaces feature a stunning fireplace, hardwood floors, spacious eat-in kitchen, screened-in porch

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    30 Lexington Pkwy, Pittsfield, MA 01201
  • /44

    $789,900

    $57K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    63 Sherwood Dr, Lenox, MA 01240

    Don't miss this Lenox beauty tucked away on a quiet side street. Main level w hardwood flooring, living room with crown molding, formal dining w. large bay window, updated kitchen w extensive cabinetry. Family room w gas fireplace opens to large screened porch / patio. First floor laundry and 1/2 bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    63 Sherwood Dr, Lenox, MA 01240
  • /21

    $189,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,480 Sq Ft

    57 Adam St, Pittsfield, MA 01201

    Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space

    Leanne Sedlak REAL BROKER

    57 Adam St, Pittsfield, MA 01201
  • /9

    $99,900

    $10K PRICE DROP
    • Land
    • 2.34 Acres
    • $42,692 per Acre

    0 Pleasant St, Pittsfield, MA 01201

    Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential).The lot with Parcel ID:I100002301 has 1.32 acres.The lot with Parcel ID:I100002026 has 1.02 acres.

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    0 Pleasant St, Pittsfield, MA 01201
  • /22

    $199,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    260 Pittsfield Rd Unit A05, Lenox, MA 01240

    Enjoy effortless living in this beautifully renovated, move-in ready condo, perfectly situated between the vibrant energy of Pittsfield and the charm of Lenox center.This one-bedroom condo features brand new carpeting, generous closet space, and a modern kitchen with newer cabinetry and an updated bathroom. Natural light fills the living space, where sliding glass doors lead you to a private

    Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    260 Pittsfield Rd Unit A05, Lenox, MA 01240
  • /15

    $295,000

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,452 Sq Ft

    144 Elberon Ave, Pittsfield, MA 01201

    Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5

    Sherry Street REALTY STREET, LLC

    144 Elberon Ave, Pittsfield, MA 01201
  • /39

    $490,000

    • 3 Beds
    • 1.5 Baths
    • 2,119 Sq Ft

    444 Pomeroy Ave, Pittsfield, MA 01201

    Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    444 Pomeroy Ave, Pittsfield, MA 01201
  • /27

    $179,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    21 Woodleigh Rd, Pittsfield, MA 01201

    Robin Moore 413 REAL ESTATE

    21 Woodleigh Rd, Pittsfield, MA 01201
  • /38

    $419,000

    • 8 Beds
    • 4 Baths
    • 2,688 Sq Ft

    53 Orchard St, Pittsfield, MA 01201

    Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA.. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size

    David Houser Houser Metro Realty

    53 Orchard St, Pittsfield, MA 01201
  • /38

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,690 Sq Ft

    63 Glenwood Ave, Pittsfield, MA 01201

    Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

    Robin Moore 413 REAL ESTATE

    63 Glenwood Ave, Pittsfield, MA 01201
  • /47

    $1,399,000

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,968 Sq Ft

    3 A Coldbrooke Dr, Lenox, MA 01240

    Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    3 A Coldbrooke Dr, Lenox, MA 01240
  • /34

    $265,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1228 East St, Pittsfield, MA 01201

    Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. Close to shopping, parks, recreation and

    Anthony Riello Lamacchia Realty, Inc. - Dalton

    1228 East St, Pittsfield, MA 01201
  • /25

    $354,900

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    62 Easton Ave, Pittsfield, MA 01201

    Welcome home to this beautifully updated 3-bedroom, 1-bath home in a great neighborhood close to the local school! The first-floor bedroom and bathroom offer convenient one-level living, while the recently renovated kitchen with marble backsplash, quartz counter tops and shaker cabinets provide a fresh, modern feel. Numerous updates throughout make this home move-in ready. Enjoy the spacious

    Andrew Manns Lamacchia Realty, Inc. - Dalton

    62 Easton Ave, Pittsfield, MA 01201
  • /34

    $249,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    34 Baldwin Ave, Pittsfield, MA 01201

    Welcome to The Orchards, one of Southeast Pittsfield's most desirable neighborhoods. Sited on a beautiful lot, this 3 bedroom, 1 bath ranch offers comfortable one-level living at an outstanding price, allowing you to make updates and transform this home to suit your needs. Large eat in kitchen and spacious family room make it easy to host family and friends. Whether you're starting your next

    Victoria Standring Lamacchia Realty, Inc. - Dalton

    34 Baldwin Ave, Pittsfield, MA 01201
  • /34

    $275,000

    • 5 Beds
    • 2 Baths
    • 2,158 Sq Ft

    34 Daniels Ave, Pittsfield, MA 01201

    Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

    Samantha Homeyer BIRCH PROPERTIES

    34 Daniels Ave, Pittsfield, MA 01201

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