1,576

Homes for Sale near Winsor School

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  • /19

    $649,000

    • 1 Bed
    • 1.5 Baths
    • 938 Sq Ft

    60 Longwood Ave Unit 802, Brookline, MA 02446

    SUPER SUNNY ONE BED AND 1.5 BATHS W/ STUNNING SUNSET VIEWS OF COOLIDGE CORNER AT 50/60 LONGWOOD AVAILABLE FOR SALE. UNIT FEATURES MODERN KITCHEN w/ STAINLESS STEEL APPLIANCES, W/ BREAKFAST BAR THAT LOOKS OUT TO THE TREE TOPS OF COREY HILL. LARGE WALK IN CLOSETS, HARDWOOD FLOORS THRU-OUT, CENTRAL AC. BUILDING FEATURES 24 CONCIERGE, SWIMMING POOL, CLUB ROOM, GYM, ONSITE MANAGEMENT. BUILDING IS

    Sheryl Lezberg Captivating Realty

    60 Longwood Ave Unit 802, Brookline, MA 02446
  • /38

    $2,530,000

    • 2 Beds
    • 2.5 Baths
    • 1,314 Sq Ft

    135 Seaport Blvd Unit 2001, Boston, MA 02210

    Panoramic harbor, city, and sunset views define this stunning 2 bed, 2.5 bath corner residence at Echelon Seaport. Floor-to-ceiling windows fill the home with natural light, highlighting one of the most desirable layouts in the building. The spacious living and dining areas flow into a sleek modern kitchen with fully integrated Thermador appliances. Both bedrooms are generously sized with

    Miaoli Deng MLJ Real Estate Service LLC

    135 Seaport Blvd Unit 2001, Boston, MA 02210
  • /16

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 988 Sq Ft

    45 Ward St, Boston, MA 02127

    Welcome to a true South Boston rarity, a single-family home offering space, privacy, and convenience all in one. Step inside to find freshly refinished hardwood floors and an open living, dining, and kitchen layout that flows seamlessly onto your spacious private deck, perfect for entertaining or relaxing outdoors. Upstairs, the primary suite provides a comfortable retreat, accompanied by a

    Chris Fitzpatrick

    45 Ward St, Boston, MA 02127
  • /17

    $469,000

    • 1 Bed
    • 1 Bath
    • 373 Sq Ft

    75 Burbank St Unit 203, Boston, MA 02115

    Beautiful one bedroom on a tree-lined one way street is in the heart of the vibrant Arts District! Renovated turnkey unit rented until 6/30/26. Sun-filled space and high end finishes. Tall cabinets, 'absolute black' granite counters, stainless backsplash and appliances (dishwasher, disposal, gas oven, fridge, micro). Granite breakfast bar. High ceilings and refinished wood floors. Lux bathroom

    Mary Lewis Sterling Properties

    75 Burbank St Unit 203, Boston, MA 02115
  • /27

    $10,900,000

    • 3 Beds
    • 3.5 Baths
    • 3,519 Sq Ft

    776 Boylston St Unit E9A, Boston, MA 02199

    Experience Five Star Luxury with this stunning 3-bedroom, 3.5-bathroom residence at Mandarin Oriental, Boston. This spacious corner home is among the limited selection of front-to-back units and is wrapped in oversized windows that command premium Back Bay views. Its 3,500+ square-foot floor plan incorporates a magnificent central reception hall, expansive corner living room, separate formal

    Tracy Campion Campion & Company Fine Homes Real Estate

    776 Boylston St Unit E9A, Boston, MA 02199
  • /9

    $22,000,000

    • 9 Beds
    • 63 Baths
    • 35,268 Sq Ft

    33 Third Ave, Charlestown, MA 02129

    Presenting Navy Yard 33 in Charlestown, Massachusetts. This 47-unit, loft-style apartment building is ideally located along Charlestown’s waterfront. Built at the turn of the 20th century, the building has since been masterfully renovated and modernized while still maintaining many of the building’s original features. The building is comprised of forty–seven (47) units, offering residents a

    Chris Sower Cushman & Wakefield

    33 Third Ave, Charlestown, MA 02129
  • /16

    $699,999

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    87 Holworthy St Unit 2, Cambridge, MA 02138

    Bright 2-Bedroom Condo in Cambridge’s Sought-After Strawberry Hill Neighborhood. Located in one of Cambridge’s most peaceful and desirable residential pockets, this home offers outstanding access to everything the Strawberry Hill and Huron Village areas have to offer. Enjoy quiet tree-lined streets, a friendly community feel, & immediate proximity to Fresh Pond’s parks, walking trails, tennis

    Olinda Cifuentes Berkshire Hathaway HomeServices Commonwealth Real Estate

    87 Holworthy St Unit 2, Cambridge, MA 02138
  • /32

    $1,300,000

    • 9 Beds
    • 3 Baths
    • 3,594 Sq Ft

    38 Woodford St, Dorchester, MA 02125

    This turnkey investment is built for steady cash flow and long-term growth, offering three 3-bed/1-bath units with strong upside. Updated interiors, appliances, and vinyl siding make it a hassle-free, low-maintenance asset for any portfolio. Mechanicals are fully separated for each unit. Heating systems were upgraded to dual-function tankless units (boiler + hot water), improving efficiency and

    Ashmael Brun EVO Real Estate Group, LLC

    38 Woodford St, Dorchester, MA 02125
  • /27

    $2,350,000

    • 4 Beds
    • 2.5 Baths
    • 3,261 Sq Ft

    15 Harris Ave, Jamaica Plain, MA 02130

    Home, SPECTACULAR Home! This elegant single-family in coveted Sumner Hill features 4 beds, 3.5 baths, & a 2 car driveway. Beautifully maintained & bright with soaring ceilings & an airy layout, you’re welcomed in. The renovated chef’s kitchen boasts a large island, pantry, stainless steel appliances & French doors opening to an expansive deck & fenced backyard with shed; perfect for cozy coffee

    Kim Walker Chin Coldwell Banker Realty - Cambridge

    15 Harris Ave, Jamaica Plain, MA 02130
  • /38

    $1,499,000

    • 6 Beds
    • 3 Baths
    • 3,265 Sq Ft

    3 N Munroe Terrace, Dorchester, MA 02122

    Exceptional investment opportunity in the heart of Dorchester!This spacious three-family property offers a total of 3,265 Sq. Ft. Of living space across three well-maintained rental units. Each unit features bright, comfortable layouts and separate utilities-ideal for steady rental income or owner occupancy with income potential. Third unit has a view of the ocean. Basement has potential to be

    Peter Kelly Kelly Group Properties

    3 N Munroe Terrace, Dorchester, MA 02122
  • /2

    $2,575,000

    • 18,860 Sq Ft

    114 Orleans St, Boston, MA 02128

    The information contained herein has been obtained from sources deemed reliable but has not been verified and no guarantee, warranty or representation either express or implied, is made to such information. Terms of sale and availability are subject to change or withdrawal without notice.

    Casey Valente Newmark Grubb Knight Frank

    114 Orleans St, Boston, MA 02128
  • /25

    $825,000

    • 2 Beds
    • 1 Bath
    • 847 Sq Ft

    65 Lewis St Unit 405, Boston, MA 02128

    ***Best Ocean view of East Boston*** Enjoy your east Boston life .Welcome to Boston The Best Waterfront condo. You can enjoy the he BEST views, bar none, in all of Boston. Right on the waterfront, this 1 BD+1 DEN/ 1 BA spacious and affordable condo has southeastern exposure and amazing lighting, w/ views of our amphitheater courtyard and living shoreline. Interior features over sized windows,

    Dan Wu Hooli Homes Boston

    65 Lewis St Unit 405, Boston, MA 02128
  • /23

    $375,000

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft

    57 Brighton Ave Unit C, Allston, MA 02134

    Location! Location! This two bedroom condo is situated in the desirable, sought after prime Allston Location. Conveniently located close to Green Line MBTA, Boston University, Commonwealth Avenue, Harvard Street, plenty of good restaurants, shops, stores, supermarkets, and more! Open concept kitchen and living room. Hardwood floorings throughout the unit and ceramic tile in bathroom. Good monthly

    Derek Wong V & E Realty

    57 Brighton Ave Unit C, Allston, MA 02134
  • /22

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    33 A St Unit 503, Boston, MA 02127

    INTRODUCING SOUTH BOSTON’S NEWEST BOUTIQUE BUILDING OFFERING A COLLECTION OF 2 AND 3 BEDROOM ELITE RESIDENCES WITH GARAGE PARKING. EXPANSIVE OPEN FLOOR-PLANS WITH REFINED FINISHES ENHANCED BY FLOOR TO CEILING WINDOWS DELIVERING COMMANDING VIEWS. CUSTOM 2-TONE CABINETRY WITH OVERSIZED ISLANDS, STAINLESS STEEL APPLIANCES INCLUDING PANELED REFRIGERATOR AND QUARTZ COUNTERTOPS. KING-SIZED EN-SUITES

    Joyce Lebedew Joyce Lebedew Real Estate

    33 A St Unit 503, Boston, MA 02127
  • /6

    $1,500,000

    • 4 Beds
    • 2 Baths
    • 3,176 Sq Ft

    408 Western Ave, Brighton, MA 02135

    ATTENTION DEVELOPERS and INVESTORS! Welcome to 408 and 410 Western Avenue- These three units are made up of an attached single and 2family . This property stands out for its income potential or development possibilities- Please see 110-112 Litchfield Street listing. All three units are currently lease for TAW.The sizable front and back yards are perfect for gardening or outdoor gatherings, and

    Nelson Otuechere NCO Realty Group Inc.

    408 Western Ave, Brighton, MA 02135
  • /5

    $2,195,000

    • 8 Beds
    • 8 Baths
    • 5,599 Sq Ft

    204 Garden St, Cambridge, MA 02138

    Fully permitted Exceptional development opportunity directly across from a perennial Cambridge favorite, Danehy Park. This rare offering invites builders to transform two attached single-families into two luxurious, fully reimagined residences in one of the city’s most sought-after locations. Seller will provide fully permitted plans for two 4BR/3.5BA single-family homes featuring elevated

    David Lilley RE/MAX Real Estate Center

    204 Garden St, Cambridge, MA 02138
  • /16

    $2,800,000

    • 9 Beds
    • 5 Baths
    • 3,000 Sq Ft

    6 Baldwin Place, Boston, MA 02113

    A standout in the North End market, this impeccably maintained 4-unit asset seamlessly blends sophisticated renovations with strong, reliable rental performance. Each residence showcases hardwood floors, stainless-steel appliances, granite countertops, and designer bathrooms, creating a cohesive, modern aesthetic throughout.The property features a 3-bed/2-bath duplex plus three 2-bed/1-bath

    Sandra Ventresca Greenway Realty Group, LLC

    6 Baldwin Place, Boston, MA 02113
  • /30

    $3,400,000

    • 4 Beds
    • 3 Baths
    • 2,309 Sq Ft

    144 Worcester St Unit 2, Boston, MA 02118

    LAST RESIDENCE REMAINING! HOMES ARE NOW COMPLETE/CLOSING. Introducing The Residences at 144, the latest new construction boutique elevator building in the South End, one of Boston’s premier historic neighborhoods. 5 unique bespoke residences feature refined designs & urban conveniences in a timeless setting. Each home offers direct access on-site deeded parking. A sun-splashed rear facade

    The Biega + Kilgore Team Compass

    144 Worcester St Unit 2, Boston, MA 02118
  • /23

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    519 E 2nd St Unit 408, Boston, MA 02127

    Welcome to one of Southie's newest residences, The Vantage Point! One of a kind finishes that have been painstakingly currated for the most descening of buyers. This unit features incredible natural light, in an open concept layout that seamlessly blends the living, dining, and kitchen areas. Finshes include wide plank oak floors throughout, lavish marble countertops, custom California Closets,

    Tom Fleming Boston Boutique Realty

    519 E 2nd St Unit 408, Boston, MA 02127
  • /6

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft

    22 High St Unit 201, Dorchester, MA 02122

    40% Reserved! Welcome to The Crown on High. This prominent new development built by a local builder is perched high on the hill with amazing views of The Boston City Skyline is waiting for you to call home! Walk into this stunning 2nd floor single level unit that comes with soaring high end finishes, high ceilings and an open-concept kitchen, living, and dining area with natural light. The

    Brian Quijada EVO Real Estate Group, LLC

    22 High St Unit 201, Dorchester, MA 02122
  • /19

    $420,000

    • 4 Beds
    • 2.5 Baths
    • 1,646 Sq Ft

    24 Marden Ave, Dorchester Center, MA 02124

    Rare Charming 4-Bedroom Townhouse Condo Nestled in the heart of a bustling city, this townhouse-style condo offers the perfect blend of suburban tranquility and urban convenience. Arrive home to a spacious 4-bedroom, 2.5-bathroom residence that embodies comfort and style. Each bedroom is generously sized and features ample closet space. The eat-in kitchen is a chef's delight with a brand-new

    Latasha Sarpy GMH Realty

    24 Marden Ave, Dorchester Center, MA 02124
  • /18

    $541,758

    • 3 Beds
    • 1.5 Baths
    • 1,276 Sq Ft

    32 Crowell St, Dorchester Center, MA 02124

    Located at 32 Crowell St, Boston, MA, this single-family residence offers an opportunity to establish yourself in a vibrant urban setting. Within this residence, the living area spans 1276 square feet, providing ample space for relaxation and daily life. The layout includes 4 levels, three bedrooms, offering private retreats for rest and rejuvenation. Built in 1991, property rests on a 2145

    James Malo House Realty Group

    32 Crowell St, Dorchester Center, MA 02124
  • /42

    $579,000

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft

    43 Robinson St Unit 3, Dorchester, MA 02122

    Welcome to Unit 3 at 43 Robinson Street, a stunning top-floor condo nestled in the heart of Meeting House Hill—one of Dorchester’s most desirable neighborhoods. Overlooking Ronan Park, this beautifully renovated home offers the perfect blend of classic charm and modern comfort. Renovated in 2021, this unit combines thoughtful design with high-quality finishes, including central air conditioning,

    Ryan Burke Grove Property Group

    43 Robinson St Unit 3, Dorchester, MA 02122
  • /8

    $2,690,000

    • 4 Beds
    • 3.5 Baths
    • 3,381 Sq Ft

    12 Goodwin Place Unit 12-1, Brookline, MA 02445

    Dream single fam alternative. Welcome home to this exclusive development in the heart of Brookline Village. This boutique collection of four newly created townhome condos sets a new standard for elegant urban living. Each expansive residence features four bedrooms, three-and-a-half bathrooms, and finished lower levels, providing flexible living spaces ideal for families, entertaining, and working

    Todd Glaskin Coldwell Banker Realty - Newton

    12 Goodwin Place Unit 12-1, Brookline, MA 02445
  • /15

    $639,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    42 8th St Unit 4209, Boston, MA 02129

    Welcome to Charlestown’s premier waterfront community, Parris Landing! One of the largest one-bedroom homes in the complex, this condo offers an exceptional blend of space, style, and comfort. Enjoy floor-to-ceiling windows, hardwood floors throughout, exposed brick, and garage parking. The oversized kitchen features white cabinetry, granite counters, and stainless-steel appliances. Incredible

    Sarah Fillmann Coldwell Banker Realty - Boston

    42 8th St Unit 4209, Boston, MA 02129
  • /10

    $4,000,000

    • 9 Beds
    • 18 Baths
    • 8,024 Sq Ft

    428-432 E 3rd St, Boston, MA 02127

    Presenting 428-432 E Third St, a tremendous investment opportunity located in the heart of South Boston comprised of a 3 story, 9-unit apartment building. Although meticulously maintained by ownership, the property presents significant value-add opportunity to increase rents through cosmetic improvements. The property is currently 100% leased at below market rents. Additionally, the property

    Chris Sower Cushman & Wakefield

    428-432 E 3rd St, Boston, MA 02127
  • /9

    $499,000 Open Sun 10AM - 11:30AM

    • 2 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    602 Canterbury St Unit 5, Roslindale, MA 02131

    Welcome to Unit 5 at The Canterbury – a thoughtfully designed new construction townhome offering modern living in Roslindale. This 2-bedroom, 1.5-bathroom home is move-in ready and features two levels of living, providing a natural separation between entertaining and private spaces. The spacious open-concept layout includes oversized windows that fill the space with natural light and sleek,

    Charlesgate New Development Team Charlesgate Realty Group, llc

    602 Canterbury St Unit 5, Roslindale, MA 02131
  • /42

    $2,225,000

    • 12 Beds
    • 6 Baths
    • 6,775 Sq Ft

    69 Greenwood St, Dorchester, MA 02121

    THIS IS THE ONE! This is the massive almost 7,000+ SQ FT modern multi-family across 4 finished units that you have been waiting for in the Boston/Dorchester area! A true turnkey investment or premier owner-occupant opportunity, this impressive property can generate up to $170,000 annually in gross rents—or live in one of the four levels and let the others pay your mortgage. Featuring 4 spacious

    Markese Daise Stony Brook & Lennox Realty Advisors

    69 Greenwood St, Dorchester, MA 02121
  • /27

    $1,595,000

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft

    133 Seaport Blvd Unit 1516, Boston, MA 02210

    Front facing one bedroom, plus den/office at the Echelon Seaport is offered with private balcony, views, and (1) garage parking. An ideal floor plan with floor-to-ceiling glass windows facing east, private outdoor space, views spanning across Seaport District and Boston Harbor. Open concept kitchen with high-gloss white Italian cabinetry, integrated Thermador appliances, gas cooktop, quartz

    Carmela Laurella CL Properties

    133 Seaport Blvd Unit 1516, Boston, MA 02210
  • /27

    $649,000

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    9 Montgomery Ave Unit 1, Somerville, MA 02145

    NEW YEAR, NEW HOME! This beautifully updated 2 bed/1 bath first-floor Somerville condo sits directly across from Foss Park and offers garage parking, central air, and in-unit, laundry. Fully renovated in 2015, and immaculately maintained with many updates since (below), this home boasts 9 ft ceilings, an open-concept living room, and a fully applianced stainless-steel kitchen. Bedrooms are

    Nicole Bradford Prestige Homes Real Estate, LLC

    9 Montgomery Ave Unit 1, Somerville, MA 02145
  • /24

    $1,299,000

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    249 Corey Rd Unit 203, Boston, MA 02135

    Welcome to The Jordan, Brighton’s newest boutique condominium ideally located on the Brookline town line. This well-designed complex features 34 modern units, just steps from Whole Foods and public transportation, offering unparalleled convenience for urban living. Residents enjoy premium amenities, including a landscaped private courtyard with grill, a spacious rooftop terrace with 360 views, a

    Xuanzi Liu Engel & Völkers Wellesley

    249 Corey Rd Unit 203, Boston, MA 02135
  • /10

    $2,500,000

    • Land
    • 0.09 Acre
    • $27,777,778 per Acre

    472-474 Western Ave, Boston, MA 02135

    Rare opportunity! Build 14 apartments at 472-474 Western Ave, Brighton, MA 02135. This highly sought-after Western Avenue location is in the heart of Allston-Brighton’s innovation redevelopment area. This neighborhood will see millions of square feet of retail, hospitality, housing, office, laboratory, and educational space developed. Living, working, and entertaining will be a breeze here. Great

    Frank Celeste Gibson Sotheby's International Realty

    472-474 Western Ave, Boston, MA 02135
  • /12

    $578,000

    • 1 Bed
    • 1 Bath
    • 641 Sq Ft

    8 Franklin St Unit 202, Boston, MA 02134

    DEVELOPER BLOWOUT! ONLY 2 UNITS REMAINING! OWN A PIECE OF BOSTON with this HIP ONE BEDROOM LOFT in the heart of Allston. Located in the newly renovated Allston Hall building, this second floor residence has 12' ceilings and 8' tall windows which give it an open and airy feel. The unit is newly renovated with a two-tone shaker kitchen with stainless appliances, quartz counters and a seating island

    The Residential Group William Raveis R.E. & Home Services

    8 Franklin St Unit 202, Boston, MA 02134
  • /23

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    675 Chestnut Hill Ave, Brookline, MA 02445

    Attention developers, investors and end-users alike! Unlock the rare opportunity of this brick two-family that sits on a large lot in a convenient Chestnut Hill location. Both units feature two good sized bedrooms and one bathroom. Beautiful hardwood floors throughout and a fireplace in each unit’s living and dining areas. The kitchens lead to screened-in balconies which overlook the backyard.

    Danielle Schlesier Coldwell Banker Realty - Brookline

    675 Chestnut Hill Ave, Brookline, MA 02445
  • /16

    $2,220,000

    • 16 Beds
    • 6 Baths
    • 4,989 Sq Ft

    12 Hiawatha Rd, Mattapan, MA 02126

    Located at 12 Hiawatha, Boston, MA, this multi-family residence presents a unique opportunity to own a substantial property in this vibrant city. This building, constructed in 1905, holds immense potential. With a generous 4989 square feet of living area spread across four stories, the residence offers ample space for a variety of living arrangements. The 16 bedrooms provide comfortable

    Matthias McGuffie Home America Realty & Investments

    12 Hiawatha Rd, Mattapan, MA 02126
  • /22

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    256 Dorchester St Unit 305, Boston, MA 02127

    Now 70% sold! - Welcome to Vesta, a new condominium development in South Boston! Recently completed and ready for immediate occupancy. Residences feature high end finishes including Carrara Quartz countertops and backsplashes, custom Metropolitan cabinetry, Bosch appliances including gas cooking, vented hoods, in-unit washers and vented dryers and engineered hardwood flooring. Luxuriously

    Dan Gollinger The Collaborative Companies

    256 Dorchester St Unit 305, Boston, MA 02127
  • /36

    $649,000

    • 3 Beds
    • 1 Bath
    • 1,475 Sq Ft

    15 S Fairview St Unit 3, Boston, MA 02131

    Experience the charm of small-town living while being right in the heart of the city! Perfectly located in desirable Roslindale Square, this updated 3 bedroom, 1 bath condo offers comfort and style close to shopping, dining, the commuter rail, and Arnold Arboretum. You’ll love the curb appeal with fresh exterior paint, cared-for landscaping, and inviting common areas. Inside, thoughtful upgrades

    Street Property Team Keller Williams Realty Boston Northwest

    15 S Fairview St Unit 3, Boston, MA 02131
  • /5

    $5,950,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,825 Sq Ft

    9 Willard Rd, Brookline, MA 02445

    Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining.

    Celine Sellam Coldwell Banker Realty - Brookline

    9 Willard Rd, Brookline, MA 02445
  • /24

    $1,280,000

    • 1 Bed
    • 2 Baths
    • 1,700 Sq Ft

    86 South St Unit 2A, Boston, MA 02111

    Stunning 1,700± SF Corner Loft in the Heart of the Leather District. Dramatic light-filled loft featuring soaring floor-to-ceiling windows, original fir floors, and an expansive open layout ideal for both working from home and entertaining. A chef’s kitchen with granite counters is anchored by a striking salvaged fireplace mantel, while a custom handcrafted oak pantry conceals the refrigerator

    Onnelly Parslow Berkshire Hathaway HomeServices Warren Residential

    86 South St Unit 2A, Boston, MA 02111

Showing Results 401 - 440, Page 11 of 18

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