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Wellesley, MA Homes for Sale

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  • /26

    $2,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,533 Sq Ft

    7 Crescent St, Wellesley Hills, MA 02481

    Nestled atop a hill in desirable Wellesley Farms, this impeccably restored 1873 Victorian Italianate blends historic charm w/ modern updates. Every element, from rich millwork to restored hardwood floors, have been thoughtfully considered to reflect the home’s classic architecture. The main floor w/ soaring 11’ ceilings, features beautiful living spaces equipped w/ in-ceiling speakers ready for

    Melissa Dailey Coldwell Banker Realty - Wellesley

    7 Crescent St, Wellesley Hills, MA 02481
  • /30

    $2,249,900

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    100 Linden St Unit 103, Wellesley, MA 02482

    Move In Ready, New Construction! Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both

    Janice Dumont JD Advisors, Inc

    100 Linden St Unit 103, Wellesley, MA 02482
  • /2

    $7,395,000

    • 6 Beds
    • 8 Baths
    • 8,528 Sq Ft

    65 Temple Rd, Wellesley, MA 02482

    Exceptional new construction by a respected local builder on a premier 1.07-acre cul-de-sac lot. Thoughtfully designed with 10’ ceilings, this home offers an open layout with formal living and dining rooms, and a chef’s kitchen with top-tier appliances that flows seamlessly into a spacious family room. The main level also includes a private office, guest suite, two pantries, mudroom, and powder

    Lena Voloshin LV Group Real Estate

    65 Temple Rd, Wellesley, MA 02482
  • /37

    $7,850,000

    • 9 Beds
    • 10 Baths
    • 15,481 Sq Ft

    187 Grove St, Wellesley, MA 02482

    Stately English Country Estate in Dana Hall Neighborhood on 1.2 acre private oasis. One of Boston’s top architects designed an incredible addition to this home which blends the old & new seamlessly. The woodwork details in every room provide old world charm and character that cannot be replicated while all the systems are up-to-date incl. elevator to all flrs. 2-story foyer w/ lrg entertaining

    Melissa Dailey Coldwell Banker Realty - Wellesley

    187 Grove St, Wellesley, MA 02482
  • /39

    $2,499,900

    • 5 Beds
    • 5.5 Baths
    • 4,550 Sq Ft

    7 Bemis Rd, Wellesley Hills, MA 02481

    Built in 2018 and set on a sun-filled, level lot tucked quietly off the street, this contemporary home offers exceptional privacy with unbeatable convenience, just minutes to Wellesley Hills Station, cafes, Brook Path, and top schools. The thoughtfully designed open layout features a bright kitchen/family room with coffered ceilings, gas fireplace, and top-tier appliances. 5 bedrooms and 4.5

    Dream Team Dreamega International Realty LLC

    7 Bemis Rd, Wellesley Hills, MA 02481
  • /39

    $1,875,000

    • 4 Beds
    • 2.5 Baths
    • 2,609 Sq Ft

    26 Woodridge Rd, Wellesley, MA 02482

    Welcome to this meticulously maintained home, situated in the sought after Dana Hall neighborhood. The residence boasts numerous recent upgrades including windows, roof, electrical and HVAC systems. Upon entering, striking hardwood floors run throughout as you flow past an office with a stone fireplace, generous living room w/ a 2nd f/p to the stunningly inviting sunroom. The gorgeous kitchen

    Michael Stein Redfin Corp.

    26 Woodridge Rd, Wellesley, MA 02482
  • /41

    $7,288,000

    • 6 Beds
    • 10 Baths
    • 10,090 Sq Ft

    121 Livingston Rd, Wellesley, MA 02482

    Imagine walking through the front door & suddenly being immersed in nature in all its glory. With breathtaking, sweeping views of the Charles River this extraordinary Colonial has all the space you need for everyday living & relaxing. Majestically sited on 1.69 acres this home has it all! Gracious double foyer flanked by formal living & dining rooms sets the stage for elegant entertaining.

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    121 Livingston Rd, Wellesley, MA 02482
  • /38

    $6,495,000

    • 6 Beds
    • 6.5 Baths
    • 7,569 Sq Ft

    9 Bellevue Rd, Wellesley, MA 02481

    Crafted with the utmost precision, the finest materials & finishes enhance every element of this new construction, trendsetting ARCO designer residence. This exceptional property is nestled on a ~0.60 acre lot in in Wellesley’s desirable Cliff Estates. The main level includes a sophisticated designer kitchen, complete with an oversized island, butler’s pantry, seamlessly flowing into the dining &

    Antonio Khoury Compass

    9 Bellevue Rd, Wellesley, MA 02481
  • /9

    $2,260,000

    • 2 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    16 Stearns Rd Unit 308, Wellesley, MA 02482

    Beautifully crafted, the 24 condominiums at The Albion feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom residence with a den features 9’ high ceilings, hardwood floors, quartz countertops,

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 308, Wellesley, MA 02482
  • /8

    $1,678,950

    • 2 Beds
    • 2.5 Baths
    • 1,462 Sq Ft

    16 Stearns Rd Unit 306, Wellesley, MA 02482

    Superb opportunity at The Albion, these 24 masterfully crafted units feature luxury living spaces with open floor plans, high-end finishes, and bordering green spaces. The Albion is the ultimate mix of contemporary design, and modern amenities, and is set in a prime location near Linden Square in Wellesley. This two-bedroom two-and-a-half-bath residence features 9’ high ceilings, hardwood floors,

    Kennedy Lynch Gold Team Hammond Residential Real Estate

    16 Stearns Rd Unit 306, Wellesley, MA 02482
  • /31

    $1,750,000

    • 6 Beds
    • 4.5 Baths
    • 5,989 Sq Ft

    367 Worcester St, Wellesley Hills, MA 02481

    Endless possibilities for this majestic, historic beauty w/high ceilings, lovely details & natural light throughout. The 1st floor offers a grand foyer, which flows seamlessly into a fireplaced living room, elegant dining room & family room/library - ideal for family enjoyment & entertaining. A sweeping, covered porch, just off the living room, overlooks the expansive grounds. The large kitchen

    Beyond Boston Properties Group Compass

    367 Worcester St, Wellesley Hills, MA 02481
  • /42

    $4,500,000

    • 8 Beds
    • 10 Baths
    • 10,388 Sq Ft

    1 Edmunds Rd, Wellesley Hills, MA 02481

    GREAT NEW PRICE! This is a truly remarkable home. Artful combination of opulence with timeless charm sited on .71 acres of parklike grounds. With more than 9,000 sq ft of sophistication it is perfect for both grand gatherings and intimate family moments. This estate has 21 rooms, with 4 levels of living space ready for the discerning homeowner who appreciates both modern luxury and classic

    Bobby Morgenstern Advisors Living - Wellesley

    1 Edmunds Rd, Wellesley Hills, MA 02481
  • /38

    $2,495,000

    • 4 Beds
    • 4.5 Baths
    • 6,373 Sq Ft

    72 Great Plain Ave, Wellesley, MA 02482

    This grand colonial boasts four floors of living space, each exuding elegance and attention to detail. The first floor features a gourmet eat-in kitchen equipped with high-end appliances. Adjacent to the living room is a cozy family room, both sharing a pass-through gas fireplace. The formal dining room, complete with a butler station and fireplace, is ideal for hosting gatherings. On the second

    Jennifer Madden Coldwell Banker Realty - Wellesley

    72 Great Plain Ave, Wellesley, MA 02482
  • /29

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    3 Rockland St, Wellesley Hills, MA 02481

    This charming 3-bedroom, 2 full bathroom home effortlessly combines modern elegance with timeless appeal. Recently renovated, it has brand-new windows, new roof bathroom, updated kitchen, and a newly finished walk-out basement which offers versatile space, perfect for a family room or play area. The updated kitchen, featuring sleek countertops and new cabinets and oven opens up to a deck great

    Allison David Poirier Coldwell Banker Realty - Wellesley

    3 Rockland St, Wellesley Hills, MA 02481
  • /3

    $989,000

    • Land
    • 0.34 Acre
    • $2,908,824 per Acre

    29 Rockland St, Wellesley, MA 02481

    This lot has been approved by the Town of Wellesley as an SR10 buildable lot. Ready to go! We make no additional representations, buyers to do their own due diligence.

    Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

    29 Rockland St, Wellesley, MA 02481
  • /41

    $2,750,000

    • 5 Beds
    • 4.5 Baths
    • 5,261 Sq Ft

    1 Clock Tower Dr, Wellesley Hills, MA 02481

    Perched on a serene hilltop, this elegant colonial home boasts a stunning facade inspired by the Wellesley Clock Tower. Just minutes from the Issac Sprague Memorial Clock Tower and Elm Park, this sunlit residence features soaring ceilings and oversized windows that bathe the interiors in natural light. The gourmet kitchen, designed for the avid cook, opens to an exquisite breakfast nook with

    Dream Team Dreamega International Realty LLC

    1 Clock Tower Dr, Wellesley Hills, MA 02481
  • /37

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    12 Stonecleve Rd, Wellesley, MA 02482

    Charming sun-filled 2 bed, 2 bath bungalow ideally situated across from protected conservation land, offering privacy and stunning natural views. Enjoy peaceful mornings and sunsets overlooking Morse Pond from your porch or welcoming family room. This thoughtfully designed home features an open-concept layout, a bright kitchen with ample cabinetry, and an open dining area perfect for

    Debi Benoit William Raveis R.E. & Home Services

    12 Stonecleve Rd, Wellesley, MA 02482
  • /36

    $6,500,000

    • 6 Beds
    • 7 Baths
    • 7,400 Sq Ft

    7 Mountview Rd, Wellesley Hills, MA 02481

    Stunning New Construction Colonial with an exceptional sunny and private backyard! Rare opportunity to live on a quiet cul de sac in the prestigious Cliff Estates. Finishes almost complete, ready for move in in 30 days! This beautifully designed property features an expansive and open floor plan with 10’ ceilings. Open concept chef's kitchen w high end appliance inc GAS COOKTOP, oversized island,

    Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
  • /42

    $6,200,000

    • 5 Beds
    • 8 Baths
    • 8,700 Sq Ft

    55 Ridge Hill Farm Rd, Wellesley, MA 02482

    Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with

    Debi Benoit William Raveis R.E. & Home Services

    55 Ridge Hill Farm Rd, Wellesley, MA 02482
  • /9

    $3,895,000

    • 5 Beds
    • 5.5 Baths
    • 5,833 Sq Ft

    10 Bird Hill Ave, Wellesley Hills, MA 02481

    AUGUST DELIVERY!! The First offering of 3 exceptional new construction homes by one of Wellesley’s premier builders -Copper Leaf Development. Sited on an ended way in Wellesley Farms, this 5800 square foot 5 bedroom 5/1 bath home has been thoughtfully designed with rich finishes, superb building materials, 9’ ceilings on the first and second floors and a floor plan which works for everyday life

    Donahue Maley & Burns Team Compass

    10 Bird Hill Ave, Wellesley Hills, MA 02481
  • /42

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 3,693 Sq Ft

    88 Crest Rd, Wellesley, MA 02482

    New price! Historic charm meets modern luxury, completely renovated and expanded home by local award-winning builder! Family room, dining room and grand foyer offer elegant modern space. Chef's kitchen includes 48" Sub Zero fridge, 36" Wolf induction range with direct access to huge granite patio. Half bath, breakfast nook, mudroom and oversized 2 car garage complete this first floor. Second

    James Mealey Defining Real Estate

    88 Crest Rd, Wellesley, MA 02482
  • /34

    $2,245,000

    • 5 Beds
    • 4.5 Baths
    • 4,655 Sq Ft

    7 Garden Rd, Wellesley Hills, MA 02481

    Nestled in the prestigious Wellesley Farms, this stunning home is set back from the street, accessed via an elegant driveway. It has been completely renovated and is move-in ready, featuring all new windows, systems, kitchen, and baths. The oversized kitchen, with a huge island and cathedral ceiling, is bathed in natural light and opens to a spacious family room. Additionally, the great room

    Donahue Maley & Burns Team Compass

    7 Garden Rd, Wellesley Hills, MA 02481
  • /41

    $4,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,029 Sq Ft

    36 Oakridge Rd, Wellesley Hills, MA 02481

    Discover impeccable craftsmanship at 36 Oakridge Rd, ideally situated in the highly sought-after Cliff Estates neighborhood. Valuable upgrades and advanced technology are featured throughout this beautifully designed home. These include motorized Lutron shades, a Savant home automation system, integrated audio with Sonus Faber speakers, and Ketra lighting with programmable controllers to

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    36 Oakridge Rd, Wellesley Hills, MA 02481
  • /32

    $2,795,000

    • 5 Beds
    • 5 Baths
    • 5,200 Sq Ft

    93 Seaver St, Wellesley, MA 02481

    New Construction at its finest in the Hunnewell school district. Ideally located close to Wellesley Center + just minutes from the High School, this 5 bed, 5 bath Colonial impresses with its luxurious finishes, soaring ceilings and abundant natural light. The 1st floor offers a chef’s kitchen w/stainless appliances, quartz countertops, white cabinetry w/white oak detail, that is open to a dining

    Beyond Boston Properties Group Compass

    93 Seaver St, Wellesley, MA 02481
  • /39

    $4,695,000

    • 6 Beds
    • 6.5 Baths
    • 7,962 Sq Ft

    18 Sprague Rd, Wellesley Hills, MA 02481

    This exquisite estate on approximately 1/2 an acre seamlessly blends timeless elegance with modern luxury. Sunlight pours through expansive windows, illuminating artisan finishes and soaring ceilings. The open floor plan features a gourmet chef's kitchen with top-tier appliances, ideal for both intimate gatherings and grand entertaining. The luxurious Owners suite boasts a fireplace, dressing

    Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
  • /2

    $2,699,999

    • 4 Beds
    • 5 Baths
    • 3,282 Sq Ft

    10 Fife Rd, Wellesley Hills, MA 02481

    Beautiful New Construction center entrance colonial constructed as a quintessential Wellesley home, with timeless appeal and perfect proportions. A stone's throw from Wellesley Country Club, this 4 bedroom home features a private fenced in landscaped yard while boasting a dead end street that is perfect for anyone looking to enjoy a private Wellesley location. The thoughtfully designed floor plan

    Alexander Benson Keller Williams Realty Boston South West

    10 Fife Rd, Wellesley Hills, MA 02481
  • /42

    $6,150,000

    • 6 Beds
    • 9 Baths
    • 9,036 Sq Ft

    12 Winding River Cir, Wellesley, MA 02482

    Welcome to 12 Winding River Circle in Wellesley, a stunning private retreat set on nearly three acres along the picturesque Charles River. Renovated and designed by renowned architect Patrick Ahearn, this exquisite home seamlessly blends timeless elegance with modern luxury. This residence, tucked on a cul-de-sac, offers over 7700 square feet of beautifully designed living space. Sun-filled

    Debi Benoit William Raveis R.E. & Home Services

    12 Winding River Cir, Wellesley, MA 02482
  • /42

    $5,995,000

    • 6 Beds
    • 8 Baths
    • 9,848 Sq Ft

    182 Winding River Rd, Wellesley, MA 02482

    Enjoy life on the Charles River! Rarely available home that offers full backyard privacy w/ Elm Bank across. Incredible views of the river plus a dock for kayaks, paddleboards & small electric boats! 2006 custom new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for

    Melissa Dailey Coldwell Banker Realty - Wellesley

    182 Winding River Rd, Wellesley, MA 02482
  • /32

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    3 Sunnyside Ave, Wellesley, MA 02482

    ****This is the absolute best deal in Wellesley**** Why buy old when you can buy almost new for LESS? Why buy on Rt 9 or next to RR tracks when you can buy this house on a cul-de-sac? House is priced 200-300K- below market/comparable sales. Newly updated and energy-efficient (HERS-rated) 8-year-old house on cul-de-sac in a tranquil area of Wellesley. Enjoy seasonal views of a small creek in the

    Constantine Iliev Brilliant Solution, Inc.

    3 Sunnyside Ave, Wellesley, MA 02482
  • /25

    $1,950,000

    • 5 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    7 Cliff Rd, Wellesley Hills, MA 02481

    Sparkling home set back on one of Wellesley's much admired locations- Cliff Road. This property boasts beautiful renovations throughout including white oak floors and new systems. There is an impressive kitchen with the perfect layout for the "cook", a center island and a sunny dining area. The heartbeat of the house is the light and bright fireplaced family room framed by expansive windows.

    Teri Adler MGS Group Real Estate LTD - Wellesley

    7 Cliff Rd, Wellesley Hills, MA 02481
  • /31

    $5,895,000

    • 6 Beds
    • 7.5 Baths
    • 9,494 Sq Ft

    33 Royalston Rd, Wellesley, MA 02481

    Setting the bar higher- this newly constructed home offers unparalleled luxury on four expansive levels with top quality finishes. The first floor invites relaxation and a backdrop for entertaining- a grand family room boasts a cathedral ceiling with wood trim, a wet bar, oversized windows and access to the covered patio. Equally impressive is the fireplaced family room. Crafted by the renowned

    Teri Adler MGS Group Real Estate LTD - Wellesley

    33 Royalston Rd, Wellesley, MA 02481
  • /22

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    58 Oak St, Wellesley, MA 02482

    MAJOR PRICE REDUCTION $300k~READY TO MOVE IN~JUST COMPLETED professionally interior paint, exterior porch deck(s) painted, interior hardwood floors just refinished (6/18/25)~EXTERIOR WINDOWS CLEANED (6/27/25)~GREAT LOCATION minutes to Schools, Commuter Train to Boston, Shopping/Restaurants, Close drive time to City Of Boston~Builder's own custom stand alone condo~Two covered porches, 7 Rms/3

    Bob Carey Carey Realty Group, Inc.

    58 Oak St, Wellesley, MA 02482
  • /20

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    58 Oak St Unit 58, Wellesley, MA 02482

    MAJOR PRICE REDUCTION $300k~JUST COMPLETED professionally interior paint(6/12/25),&exterior porch deck(s) painted, interior hardwood floors refinished(6/18/25)~EXTERIOR WINDOWS CLEANED 6/27/25~GREAT LOCATION minutes to Schools, Commuter Train to Boston, Shopping/Restaurants~Close drive time to the City Of Boston~Builder's own home/stand alone condo-Two covered porches,7 Rms/3 Bedrooms/2.5 Baths,

    Bob Carey Carey Realty Group, Inc.

    58 Oak St Unit 58, Wellesley, MA 02482
  • /6

    $7,995,000 New Construction

    • 6 Beds
    • 7 Baths
    • 8,093 Sq Ft

    222 Grove St, Wellesley, MA 02482

    Discover unrivaled elegance and privacy in Wellesley’s coveted Dana Hall Neighborhood. Set on over an acre in one of Wellesley’s most sought-after neighborhoods, 222 Grove Street offers the perfect balance of privacy, and convenience. Designed by a renowned local architect, this stunning new home combines sophisticated design with modern comfort, creating a serene retreat just moments from town.

    Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

    222 Grove St, Wellesley, MA 02482
  • /41

    $4,695,000 New Construction

    • 7 Beds
    • 8 Baths
    • 6,800 Sq Ft

    30 Hobart Rd, Wellesley, MA 02482

    NEW CONSTRUCTION,walk-to-town location,this stunning home boasts 7 spacious bedrooms, 6 full baths, and 2 half baths. Step into elegance with high-end finishes and modern amenities throughout. This sun-splashed floor plan flows seamlessly from the gourmet kitchen with 72' fridge freezer tower, 60 inch Gas Range with dual oven, 2 dishwashers, 2 sinks and a stunning oversized island that is the

    Joseph Fleming JT Fleming & Company

    30 Hobart Rd, Wellesley, MA 02482
  • /40

    $6,499,000

    • 6 Beds
    • 10 Baths
    • 8,811 Sq Ft

    37 Radcliffe Rd, Waban, MA 02468

    Set atop Radcliff Hill, this one-of-a-kind architectural masterpiece by award-winning architect Yefim Massarsky combines old-world elegance with cutting-edge modern living ideally situated in Waban. Impeccable detailing and naturally lit, sophisticated entertaining spaces flow seamlessly through this grand residence. A Savaria elevator connects all four levels, from the heated driveway and

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    37 Radcliffe Rd, Waban, MA 02468
  • /42

    $4,695,000

    • 5 Beds
    • 9 Baths
    • 8,625 Sq Ft

    15 Rockport Rd, Weston, MA 02493

    Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

    Denise Mosher Coldwell Banker Realty - Weston

    15 Rockport Rd, Weston, MA 02493
  • /33

    $1,499,000

    • 4 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    320 Quinobequin Rd, Waban, MA 02468

    Great house to start suburban life in the Wonderful Waban. Gracious columns and a 33x12 covered Porch welcome you to this lovely Cape/Colonial home with 3 floors of living space plus a great yard & grounds. A Livingroom w/ a fireplace opens to a screened porch. An eat-in kitchen with separate breakfast area and pantry connecting a formal dinning room. 3 bedrooms (incl. a master suite) plus an

    David-Daili Xiao Engel & Volkers Newton

    320 Quinobequin Rd, Waban, MA 02468
  • /36

    $4,395,000

    • 4 Beds
    • 6 Baths
    • 7,045 Sq Ft

    15 Evergreen Ave, Weston, MA 02493

    Situated in a highly desirable South Side neighborhood, this unique custom home provides an unparalleled living experience with top-notch amenities and finishes, seamlessly blending indoor and outdoor living. As you enter, the exceptional main floor layout impresses with a spectacular living room, a chef's kitchen with large island and pantry, an informal dining area with banquette, and a cozy

    The Shulkin Wilk Group Compass

    15 Evergreen Ave, Weston, MA 02493

Showing Results 41 - 79, Page 2 of 2

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