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Homes for Sale near South Portland Middle School

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  • /49

    $1,500,000 Open Sun 4PM - 6PM

    • 3.5 Baths
    • 2,408 Sq Ft

    73 Federal St, Portland, ME 04101

    Discover the perfect blend of historic charm and modern sophistication in this beautifully renovated 1840s townhouse, ideally located in the heart of Portland. This spacious two-unit property spans 2,400 square feet of thoughtfully designed living space, offering unparalleled versatility for investors or multi-generational living. With 4 bedrooms, 3.5 bathrooms, and a private backyard, this home

    Agent Photo

    Jonathon Stinson

    Keller Williams Realty

    (207) 360-8787

    73 Federal St, Portland, ME 04101
  • /49

    $1,500,000 Open Sun 4PM - 6PM

    • 4 Beds
    • 3.5 Baths
    • 2,408 Sq Ft

    73 Federal St, Portland, ME 04101

    Discover the perfect blend of historic charm and modern sophistication in this beautifully renovated 1840s townhouse, ideally located in the heart of Portland. This spacious two-unit property spans 2,400 square feet of thoughtfully designed living space, offering unparalleled versatility for investors or multi-generational living. With 4 bedrooms, 3.5 bathrooms, and a private backyard, this home

    Agent Photo

    Jonathon Stinson

    Keller Williams Realty

    (207) 679-0645

    73 Federal St, Portland, ME 04101
  • /2

    $300,000

    • Land
    • 0.30 Acre
    • $1,000,000 per Acre

    Lot B Broadway, South Portland, ME 04106

    Level wooded lot. Public water and sewer in the street. Residential Corridor overlay zone. Subject lot is being split from a larger parcel. Final survey may be revised to meet the minimum land area needed for a 3-unit or 4-unit if owner occupied. Buyers are encouraged to verify zoning and code requirements with the city.

    Agent Photo

    Tim Flaherty

    The Flaherty Group

    (207) 994-5378

    Lot B Broadway, South Portland, ME 04106
  • /44

    $799,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,715 Sq Ft

    14 Codman St, Portland, ME 04103

    Welcome to 14 Codman Street, where every detail is a love letter to laid-back, coastal living. Located on one of Portland's most picturesque streets—a storybook block lined with mature trees and sidewalks that lead your eye (and your heart) straight to the water. It's the kind of view that feels plucked from the opening scene of a feel-good film about a perfect neighborhood.Step out back and

    Agent Photo

    Nova Tower

    Waypoint Brokers Collective

    (207) 419-5299

    14 Codman St, Portland, ME 04103
  • /37

    $1,250,000

    • 2 Baths
    • 3,176 Sq Ft

    139 Newbury St, Portland, ME 04101

    Discover 139 Newbury Street, a stunning Victorian townhouse in the heart of Portland's most sought-after neighborhood. This historic gem offers endless potential and ample off-street parking (4+ spots). Currently set up as a first-floor office space with preserved architectural details and a spacious two-story apartment unit that's perfect for a live-work setup or could easily be transformed into

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 640-7360

    139 Newbury St, Portland, ME 04101
  • /36

    $1,250,000

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

    139 Newbury St, Portland, ME 04101

    Discover 139 Newbury Street, a stunning Victorian townhouse in the heart of Portland's most sought-after neighborhood. This historic gem offers endless potential and ample off-street parking (4+ spots). Currently set up as a first-floor office space with preserved architectural details and a spacious two-story apartment unit that's perfect for a live-work setup or could easily be transformed into

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 690-6259

    139 Newbury St, Portland, ME 04101
  • /50

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 3,623 Sq Ft

    139 Rivers Edge Dr, Portland, ME 04102

    Showings begin May 2nd! Set on a beautifully landscaped 0.83-acre lot, on a quiet cul-de-sac, at the end of a private road, this stunning classic New England style home is one you won't want to miss. This unbeatable location offers private direct access to the Stroudwater River and nearby nature trails, providing the perfect opportunity for kayaking, hiking, and enjoying Maine's incredible

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (833) 757-0996

    139 Rivers Edge Dr, Portland, ME 04102
  • /39

    $989,000

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    22 Carroll St Unit 9, Portland, ME 04102

    Bathed in sunlight and brimming with character, this top-floor West End condo is a rare find. An architectural showpiece, the space features soaring ceilings, striking exposed beams, and an unforgettable brick statement wall that anchors the open-concept layout. Every inch of this 2,100+ square foot home radiates warmth, sophistication, and timeless style.Whether you're entertaining or

    Agent Photo

    Nova Tower

    Waypoint Brokers Collective

    (207) 305-9767

    22 Carroll St Unit 9, Portland, ME 04102
  • /17

    $515,000

    • 2 Beds
    • 1 Bath
    • 856 Sq Ft

    17 E Cove St, Portland, ME 04101

    Welcome to an exceptional opportunity in one of Portland's most vibrant and fast-evolving neighborhoods. Zoned for both residential and commercial mixed use, this property is ideal for anyone looking to put down roots or create a space that blends work, creativity, and community. Tucked just off Inner Washington Avenue, this two-story gem places you at the intersection of East End and Munjoy

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 521-9606

    17 E Cove St, Portland, ME 04101
  • /29

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft

    340 Eastern Promenade Unit 226, Portland, ME 04101

    Wake up to breathtaking views of Casco Bay in this beautifully appointed condo at 340 Eastern Promenade, part of the coveted Promenade East Association. Perfectly positioned on Portland's iconic Eastern Prom, this light-filled residence offers a refined blend of comfort, style, and convenience in one of the city's most desirable neighborhoods.The open-concept main level is designed for both

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 495-7691

    340 Eastern Promenade Unit 226, Portland, ME 04101
  • /40

    $4,375,000

    • 7 Beds
    • 10 Baths
    • 8,464 Sq Ft

    3 Canter Ln, Cape Elizabeth, ME 04107

    Privacy. Serenity. Sanctuary. Presenting The Woodside Estate, a rare 16 acre property in the coastal town of Cape Elizabeth. The parcel is bordered by 200 acres of conservation land with recreational trails leading directly to the Atlantic Ocean and Portland Head Light. White clapboards, estate gardens and artisanal stonework blend perfectly with the natural setting. Fountains interspersed on the

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 386-9237

    3 Canter Ln, Cape Elizabeth, ME 04107
  • /34

    $899,000 Open Sun 9:50AM - 10:05AM

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    75 Chestnut St Unit 707, Portland, ME 04101

    Life at Daymark is about balance, where you truly can have it all. With a central location on Peninsula, you won't worry about commute times. Park in the secured attached garage, then forget about the car until you want to explore up the coast. With a 98 Walk Score, no car needed for daily errands. Conveniently, store your bike in the secure ground floor Bike Room. At Daymark you will always feel

    Agent Photo

    Nova Tower

    Waypoint Brokers Collective

    (207) 548-5713

    75 Chestnut St Unit 707, Portland, ME 04101
  • /30

    $789,000 Open Sun 9:50AM - 10:05AM

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    75 Chestnut St Unit 607, Portland, ME 04101

    Welcome to your Portland Skyline view. Life at Daymark is about balance, where you truly can have it all. With a central location on Peninsula, you won't worry about commute times. Park in the secured attached garage, then forget about the car until you want to explore up the coast. With a 98 Walk Score, no car needed for daily errands. Conveniently, store your bike in the secure ground floor

    Agent Photo

    Nova Tower

    Waypoint Brokers Collective

    (207) 806-5877

    75 Chestnut St Unit 607, Portland, ME 04101
  • /48

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    25 Holbrook Farms Way, Scarborough, ME 04074

    Enchantment abounds at this stunning 4-bedroom, 3-bath home! Built in 2022 and situated in a serene neighborhood among Scarborough's amenities, this captivating colonial will light up your life. Inside, elevated ceilings, recessed lighting, heat pumps in every room, and hardwood floors await. Every home chef will be heartily inspired by the kitchen's quartz countertops, stainless steel

    Bridget King Jason Miller King + Miller Real Estate

    25 Holbrook Farms Way, Scarborough, ME 04074
  • /65

    $899,000

    • 4 Beds
    • 3 Baths
    • 1,808 Sq Ft

    239 Spurwink Ave, Cape Elizabeth, ME 04107

    This well-maintained 4-bedroom, 3-bathroom Cape Cod-style home offers comfort, character, and flexibility in one of Maine's most desirable communities. In addition to the main living area, the property features a versatile accessory suite and an attached one-car garage.Over the years, the home has undergone thoughtful updates, including hardwood flooring throughout, a custom kitchen with updated

    Claire Jackson Rock Coast Realty

    239 Spurwink Ave, Cape Elizabeth, ME 04107
  • /39

    $1,050,000

    • 4 Beds
    • 4 Baths
    • 4,130 Sq Ft

    2 Heather Ln, Scarborough, ME 04074

    Welcome to this spacious and updated four-bedroom, two full and two half bath home in one of Scarborough's most sought-after neighborhoods. Enjoy privacy with an authentic neighborhood feel. The open-concept first floor offers updated finishes throughout, great natural light, and excellent flow for entertaining. A large mudroom provides functional everyday convenience, and the oversized 2-bay,

    Kathryn Treem Keller Williams Realty

    2 Heather Ln, Scarborough, ME 04074
  • /41

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    29 Chenery St, Portland, ME 04103

    Modernized 3 bedroom 2 bathroom home located in a desirable Back Cove neighborhood! Enjoy everything this house has to offer. The first floor has been updated and includes an open concept kitchen, dining, living room, renovated bathroom and 3 bedrooms. Listed just in time to enjoy summer from your rejuvenated fenced in back yard and patio. Best of all walk to your favorite neighborhood

    Christopher Bernard Real Broker

    29 Chenery St, Portland, ME 04103
  • /50

    $860,000

    • 5 Beds
    • 3 Baths
    • 2,004 Sq Ft

    78 Caleb St, Portland, ME 04102

    Impeccable craftsmanship and luxurious materials transform this colonial residence into the perfect single-family oasis, nestled in one of Portland's most sought-after neighborhoods. Offering five bedrooms and three full bathrooms, this spacious home features stunning hardwood floors, a beautifully designed kitchen with quartz countertops, a marble backsplash, and sleek white shaker cabinets.

    Amato Polselli Benchmark Real Estate

    78 Caleb St, Portland, ME 04102
  • /55

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 2,579 Sq Ft

    260 Vaughan St, Portland, ME 04102

    This exquisite home is truly the perfect blend of charm & history with modern amenities. Nestled in the heart of Portland's coveted West End. This 3 story historic row house boasts soaring ceilings on all three levels, a fully renovated kitchen with gorgeous quartz and quartzite countertops, custom cabinets, an enormous custom built island, and a Wolf range ideal for the aspiring home chef. This

    Rachel Davey Vitalius Real Estate Group, LLC

    260 Vaughan St, Portland, ME 04102
  • /32

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,178 Sq Ft

    45 Eastern Promenade Unit 1E, Portland, ME 04101

    Wake up to sweeping, unobstructed views of Casco Bay from this coveted Portland House condo perched on Munjoy Hill's Eastern Promenade. This sun-drenched unit features a newly renovated kitchen with modern cabinetry, sleek countertops, and stainless steel appliances perfectly designed for both function and style. The open-concept living and dining area is framed by large windows that capture the

    Elise Loschiavo Vitalius Real Estate Group, LLC

    45 Eastern Promenade Unit 1E, Portland, ME 04101
  • /27

    $669,000

    • 2 Beds
    • 2 Baths
    • 919 Sq Ft

    75 Chestnut St Unit 307, Portland, ME 04101

    Discover modern urban living at its finest in this beautifully appointed 2-bedroom, 2-bathroom condo located in the sought-after Daymark building in vibrant East Bayside. Designed for comfort and functionality, featuring custom closets, blackout blinds in the bedrooms, and convenient in-unit laundry. Step outside onto your private deck - the perfect spot to enjoy your morning coffee or unwind

    Rachel Davey Vitalius Real Estate Group, LLC

    75 Chestnut St Unit 307, Portland, ME 04101
  • /38

    $749,900

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    28 Henry St, South Portland, ME 04106

    Charming and immaculate 3 bedroom home near the highly sought after Willard Beach neighborhood! This home offers convenient single floor living just steps away from the beach. Take advantage of a lovely covered front porch, large living room with wood floors, spacious eat-in kitchen with stainless steel appliances including granite counters. The kitchen steps out to a private backyard where

    Mark Small Landmark Realty

    28 Henry St, South Portland, ME 04106
  • /34

    $840,000

    • 3 Beds
    • 2.5 Baths
    • 1,987 Sq Ft

    12 Black Sparrow Dr, Portland, ME 04102

    *** OPEN HOUSE SATURDAY 05/10 12pm-2pm*** Welcome to 12 Black Sparrow Drive, a beautifully maintained 3-bedroom, 2.5-bath home nestled in Portland's desirable Stroudwater Preserve neighborhood. Located in an exclusive enclave, this home is part of an association that takes care of lawn care and snow removal for you! Built in 2020 and in excellent condition with multiple improvements, this home

    Holly Mitchell Keller Williams Realty

    12 Black Sparrow Dr, Portland, ME 04102
  • /12

    $1,500,000

    • 6 Beds
    • 5 Baths
    • 5,114 Sq Ft

    273 State St, Portland, ME 04101

    A rare opportunity to own The Mercury Inn, a fully renovated and reimagined 1890s Victorian mansion located in Portland, Maine's peninsula. This turnkey property offers a unique blend of modern design and historic charm, featuring four spacious living room/bedroom guest suites, each with their own private bathroom. Each floor has a delightfully appointed kitchenette that guests can enjoy as well.

    William Fuller Legacy Properties Sotheby's International Realty

    273 State St, Portland, ME 04101
  • /50

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 1,742 Sq Ft

    130 Hartley St, Portland, ME 04103

    Beautiful 4 BR, 2 BA (1,742+SF) New Englander style home that's been meticulously maintained with gorgeous period details, high ceilings and wood floors throughout. Located directly across from Baxter Woods and just a short walk to Deering Center, this home has a quiet neighborhood feel but is close to all Portland has to offer. Sun-filled rooms, new kitchen appliances and beautiful built-ins

    Merritt Carey Midcoast Realty Group

    130 Hartley St, Portland, ME 04103
  • /40

    $907,000

    • 4 Beds
    • 3.5 Baths
    • 2,095 Sq Ft

    38 Trailhead Way, Portland, ME 04102

    Stroudwater Preserve is a great place to unwind and settle into. The subdivision flows nicely, making it a great place to walk or ride bikes. 38 Trailhead offers 4 beds and 4 baths, has a lovely deep blue finish and sits directly in the center of the development. Striking white trim accents the home nicely, and really makes the Farmers Porch stand out. Enter into a warm living room with a gas

    Timothy Schuck NextHome Experience

    38 Trailhead Way, Portland, ME 04102
  • /70

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,919 Sq Ft

    340 Eastern Prairie Unit 155, Portland, ME 04101

    Portland's Penthouse Perch: Unmatched Views, Luxury Finishes, and Full-Service LivingThis top-floor, three-bedroom, two-full-bath condo offers one of the most commanding views in all of Portland. With nearly 360 exposure from this rare penthouse-level residence, enjoy an ever-changing panorama—from sunrises over Casco Bay and its four iconic lighthouses to sunsets over the city skyline, Back

    Tom Landry Benchmark Real Estate

    340 Eastern Prairie Unit 155, Portland, ME 04101
  • /48

    $735,000

    • 3 Beds
    • 1 Bath
    • 1,445 Sq Ft

    28 Atlantic St Unit 1, Portland, ME 04101

    Live the best of Portland life in this first floor, single-level condo perched on Munjoy Hill. With three spacious bedrooms and spacious 1,445 SF layout, this home is drenched in natural light all day long. A private deck offers peaceful, seasonal water views—ideal for relaxing or entertaining.The chef's kitchen is a true standout, featuring stunning stone countertops, two sinks, and an abundance

    Elise Loschiavo Vitalius Real Estate Group, LLC

    28 Atlantic St Unit 1, Portland, ME 04101
  • /26

    $739,000

    • 3 Beds
    • 2 Baths
    • 2,195 Sq Ft

    132 Walnut St, South Portland, ME 04106

    Highly sought after Meetinghouse Hill location and only a mile from Willard Beach! This spacious and tastefully renovated 3 bedroom, 2 full bathroom home is close to everything South Portland has to offer. Updates include shaker cabinets, quartz countertop, Frigidaire appliances, a second full bathroom, hardwood flooring and many additional esthetic upgrades. Two oversized bedrooms allow for a

    Paul Connolly First Maine Real Estate

    132 Walnut St, South Portland, ME 04106
  • /28

    $725,000 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,281 Sq Ft

    341 Pine St Unit 304, South Portland, ME 04106

    Experience the perfect blend of contemporary living and old-world character in this stunning top-floor, 2-bedroom condo at Meetinghouse Lofts, ideally situated in the heart of Meetinghouse Hill in South Portland. Originally the Roosevelt School, this historic building was thoughtfully reimagined and expanded to offer exceptional modern living. This home offers westerly views and abundant natural

    Randy Ferrell Portside Real Estate Group

    341 Pine St Unit 304, South Portland, ME 04106
  • /71

    $699,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    148 Newbury St Unit 2, Portland, ME 04101

    Modern, Minimal, and Right Where You Want to Be. Welcome to 148 Newbury Street #2—an impeccably designed, full-floor condo in Portland's vibrant East End. Situated in the heart of the historic India Street neighborhood and just steps from Casco Bay and the Old Port, this home offers the ultimate in walkable city living.Built in 2022, the unit features nearly 900 square feet of single-level

    Tom Landry Benchmark Real Estate

    148 Newbury St Unit 2, Portland, ME 04101
  • /13

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft

    97 County Rd, Scarborough, ME 04074

    Introducing a unique opportunity for residential, commercial or mixed use on a 4.4 acre parcel of mostly cleared land that includes a 40x50 barn. The property includes 353 feet of frontage on Route 22 near the intersection of Route 114. Formerly used for a successful business venture, the property has historic features but has been rebuilt internally with upgraded heating, electrical, plumbing

    Anthony Armstrong SVN The Masiello Group

    97 County Rd, Scarborough, ME 04074
  • /30

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    106 Cumberland Ave Unit 201, Portland, ME 04101

    New condominiums available at Cumberland Square Condominiums. Located at the base of Munjoy Hill and Downtown Portland. Park your car in YOUR OWN ON-SITE PARKING SPACE, and walk to everything that is available in Portland, Maine. Restaurants, Bars, Coffee Shops, Bakeries', the entire Old Port and waterfront are steps away! 2nd, 3rd, and 4th floor units have their own private deck. The basement

    Michael Jacobson Kre Brokerage Group

    106 Cumberland Ave Unit 201, Portland, ME 04101
  • /33

    $639,000

    • 2 Beds
    • 1 Bath
    • 962 Sq Ft

    133 York St Unit 1A, Portland, ME 04101

    This bright and inviting 2-bedroom 1 bath condo in the heart of Portland's peninsula is just what you've been searching for. Built in 2015, it features hardwood floors throughout, in unit laundry and covered off street parking. Plus enjoy a private deck with beautiful ocean and Portland Old Port views. This unbeatable location puts you just steps away from Portland's top dining, shopping and

    Frank Curran Harborview Properties, Inc.

    133 York St Unit 1A, Portland, ME 04101
  • /46

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    45 Eastern Promenade Unit 3K, Portland, ME 04101

    Stunning Casco Bay views from every window in an iconic Portland building atop Munjoy Hill's Eastern Promenade. 2 Bedroom, 2 Bath Condo framed by large windows with sweeping views of Casco Bay, the Portland Peninsula and Fort Allen Park. Easy single-level living in an open concept layout. Convenient ramps and elevator mean NO need to climb any stairs! Oversized floor-to-ceiling closets in every

    Laura Burden Beacon Realty

    45 Eastern Promenade Unit 3K, Portland, ME 04101
  • /25

    $649,000

    • 2 Beds
    • 1 Bath
    • 999 Sq Ft

    10 Exchange St Unit 410, Portland, ME 04101

    The 10 Exchange Condominiums, located in the heart of Portland's historic Old Port District, are part of a major conversion completed in 2017 within the original 1875 building. This charming 2-bedroom unit—one among 28 others in the association—features a second-floor loft with a solar dome where much of the Old Port's activities and marine bird life can be observed, a wall-mounted, newly

    Rosalie Mulligan Maine Coastal Properties LLC

    10 Exchange St Unit 410, Portland, ME 04101
  • /29

    $747,000

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    72 Bay St, Portland, ME 04103

    A Back Cove Treat! Found nestled on this dead end street, find this charming sun drenched well cared for ranch with many updates that include an on demand boiler, wood floors, windows, all new kitchen with quartz countertops, appliances, bathrooms, siding, roof, a spacious deck and landscaping with raised gardens beds, a pear tree, lily of the valley, currents, roses, lilacs and solar lighting.

    Sandra Reid Coldwell Banker Realty

    72 Bay St, Portland, ME 04103
  • /23

    $652,500

    • 1 Bed
    • 1 Bath
    • 723 Sq Ft

    218 Washington Ave Unit 202, Portland, ME 04101

    Welcome to 218 Washington Ave, Unit 202, a stunning one-bedroom, one-bathroom high-end condo located in the heart of Portland, Maine. Built in 2023, this 723-square-foot residence features sleek, upscale finishes and an array of desirable amenities. Enjoy peace and quiet with triple-glazed windows that reduce sound, while taking in breathtaking ocean views from your private covered deck or the

    Frank Curran Harborview Properties, Inc.

    218 Washington Ave Unit 202, Portland, ME 04101
  • /99

    $940,000 Open Wed 4PM - 6PM

    • 3 Baths
    • 3,569 Sq Ft

    340 Ocean St, South Portland, ME 04106

    Discover a prime investment opportunity. This charming multi-family property features three spacious units, each with three bedrooms and one bathroom. Recent enhancements, including a roof replacement five years ago and various updates throughout, ensure the building's longevity and appeal. Each unit operates independently with separate electric meters and individual boilers, promoting tenant

    John Krouse EXP Realty

    340 Ocean St, South Portland, ME 04106
  • /27

    $11,000,000

    • 57,320 Sq Ft

    79 Bramhall St, Portland, ME 04102

    36 luxury apartments on the upper floors and quality commercial space on the ground level currently leased to MaineHealth. There are also two cell towers leases and a 7,000 SF parking lot across Congress St. The residential units were designed to meet the evolving expectations of high-end renters, the property features spacious, well-appointed residences, each equipped with in-unit washers,

    Brit Vitalius Vitalius Real Estate Group, LLC

    79 Bramhall St, Portland, ME 04102

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