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Cumberland, ME Homes for Sale with Garage

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  • /59

    $1,050,000

    • 5 Beds
    • 3 Baths
    • 3,682 Sq Ft

    144 Orchard Rd, Cumberland Center, ME 04021

    A Rare Blend of Space, Privacy & Flexibility in CumberlandSet on 3.25 private acres in Cumberland's picturesque countryside, this stately Colonial offers 4,802± sq ft of finished living space—3,682± above grade and 1,120± in the partially finished basement. With 5 bedrooms and 4 full baths, including a flexible first-floor bedroom option and a full in-law apartment, the layout is ideal

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 687-1130

    144 Orchard Rd, Cumberland Center, ME 04021
  • /61

    $875,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    19 Lakeside Dr, Falmouth, ME 04105

    This home has experienced so much love here and now it's time for you to feel the same! Just a few steps to beautiful Highland Lake where you can enjoy paddling with the loons or hooking up to a mooring with your boat. You will automatically relax on the common dock as your worries float away. First time offered since built; this three-bedroom 2.5 bath home has been freshly painted and has

    Agent Photo

    Edmund Gardner III

    Gardner Real Estate Group

    (207) 495-7407

    19 Lakeside Dr, Falmouth, ME 04105
  • /32

    $1,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,621 Sq Ft

    239 Hunter Way, Falmouth, ME 04105

    Bold, stylish design, soaring ceilings with front-to-back sunshine, and an impressive amount of space for family, guests, or generational living define this fully renovated home, nestled on a private 2.92-acre lot in the highly desirable town of Falmouth. Boasting over 4,000 square feet of elegantly finished living space, this residence features 5 bedrooms and 4.5 bathrooms—perfectly blending

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 803-5365

    239 Hunter Way, Falmouth, ME 04105
  • /22

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    5 Skillin Rd, Cumberland, ME 04021

    Welcome to 5 Skillin Road, a unique and alluring property. This updated ranch features two bedrooms and a modern bathroom. The kitchen was recently renovated with stainless steel appliances, white cabinets and counters which flows into an open-concept living room and dining area. Other features include mini splits and whole house generator, an attached 2 car garage with an apartment above it, a

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 386-3840

    5 Skillin Rd, Cumberland, ME 04021
  • /50

    $745,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 4 Baths
    • 3,708 Sq Ft

    893 River Rd, Windham, ME 04062

    Welcome to a spacious and stately custom Cape beautifully positioned on a private 2.5‑acre parcel. This well-maintained home showcases over 3700 sq ft with 4 bedrooms, 3.5 bathrooms, and a flexible layout that includes a spacious in-law or guest suite above the oversized 3-car garage. The eat-in kitchen features granite countertops, a center island, beautiful cabinetry, and updated

    Agent Photo

    Yulia Glasgow

    Maine Real Estate Co

    (603) 264-7839

    893 River Rd, Windham, ME 04062
  • /59

    $1,050,000

    • 4 Baths
    • 3,682 Sq Ft

    144 Orchard Rd Unit 1, Cumberland Center, ME 04021

    A Rare Blend of Space, Privacy & Flexibility in CumberlandSet on 3.25 private acres in Cumberland's picturesque countryside, this stately Colonial offers 4,802± sq ft of finished living space—3,682± above grade and 1,120± in the partially finished basement. With 5 bedrooms and 4 full baths, including a flexible first-floor bedroom option and a full in-law apartment, the layout is ideal

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 747-0037

    144 Orchard Rd Unit 1, Cumberland Center, ME 04021
  • /33

    $769,000 Open Sun 11AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    13 Aerie Dr, Windham, ME 04062

    Welcome to Aerie Estates, Grays premier new subdivision featuring an executive ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. Enjoy single level living with a modern fireplace, custom kitchen with quartz countertops, spacious bedrooms, main level laundry, and a generously sized primary with custom tiled ensuite and walk

    Sydney Harrison Town & Shore Real Estate

    13 Aerie Dr, Windham, ME 04062
  • /63

    $825,000

    • 3 Beds
    • 3.5 Baths
    • 2,526 Sq Ft

    71 Tavern Hill, Windham, ME 04062

    DISCOVER THE CHARM OF THIS CONTEMPORARY HOME NESTLED OFF A PRVATE ROAD, SURROUNDED BY MATURE TREES, PLUSH GARDENS, BABBLING BROOK AND A VIEW OF MT WASHINGTON. THIS SPACIOUS HOME OFFERS THE PERFECT BLEND OF PRIVACY, WOODED TRAILS, CLASSIC STONE WALLS, AND OUTDOOR ENJOYMENT, SET ON 5+ PRIVATE ACRES. WITH OVER 2500 SQUARE FEET OF LIVING SPACE, THIS ENERGY EFFICIENT GEOTHERMAL 3 BEDROOM, 3.5 BATH

    Barbara Lewis Century 21 North East

    71 Tavern Hill, Windham, ME 04062
  • /59

    $1,235,000

    • 4 Beds
    • 2.5 Baths
    • 3,702 Sq Ft

    72 Lakeside Dr, Falmouth, ME 04105

    Welcome to ''The Slip'' — a rare blend of privacy, personality, and prized lake access in Falmouth.Tucked at the end of a long, private driveway and surrounded by over 4 acres of peaceful woods, this classic Colonial delivers a lifestyle many dream of — and few find. Inside, you'll discover 4 spacious bedrooms, 2 living rooms, and a light-filled bonus room above the garage ideal for an

    Christopher Davis Real Broker

    72 Lakeside Dr, Falmouth, ME 04105
  • /53

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 5,068 Sq Ft

    148 Hunter Way, Falmouth, ME 04105

    This impressive home is situated on 2.49 private acres in the established Fox Run neighborhood. This home has been meticulously maintained and combines classic design with modern amenities. Some of the special features include 9-foot ceilings, gleaming oak floors, and a flexible floor plan. The 1st floor home office with French doors offers a quiet space for work or study. The adjacent

    Casey Hooper Blue Lobster Real Estate

    148 Hunter Way, Falmouth, ME 04105
  • /73

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 4,520 Sq Ft

    11 Oxford Rd, Windham, ME 04062

    Located on the most private lot in Windemere, this is more than just privacy - it's access to Sebago Lake, privacy, and luxury all in one. Enjoy shared access to one of Maine's most sought-after lakes. This stunning property includes access to Sebago Lake with three sections of private beaches exclusively for residents. You can moor your boat or join the waitlist for a dock space.Tucked

    Bailey Pate Maine Real Estate Co

    11 Oxford Rd, Windham, ME 04062
  • /74

    $985,000

    • 3 Beds
    • 3.5 Baths
    • 4,568 Sq Ft

    16 Gin Mill Ln, Windham, ME 04062

    After 25 years, this lovingly maintained and cherished home is being offered for sale! The current owners have taken great pride in caring for this special property and it shows in every detail, from the well-kept grounds to the thoughtful interior spaces. Now, with a significant price reduction, this unique waterfront retreat presents an exceptional opportunity! Set on 2.5 peaceful acres with

    Stacy Salvo Portside Real Estate Group

    16 Gin Mill Ln, Windham, ME 04062
  • /66

    $984,999

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    12 Summit Terrace, Falmouth, ME 04105

    When luxury meets effortless living, the result is 12 Summit Terrace, a turnkey estate tucked on a private cul de sac in Falmouth, one of Maine's most coveted towns. Set on 1.53 serene acres, this residence has been completely renovated and is newly priced for immediate move-in.Step inside to discover 3,210 sq ft of finished space where sunlight pours through skylights and broad windows,

    Sarem Al-Shawk Maine Real Estate Co

    12 Summit Terrace, Falmouth, ME 04105
  • /28

    $374,999

    • 1 Bed
    • 1 Bath
    • 960 Sq Ft

    17 Easter Ave, Windham, ME 04062

    17 Easter Ave, Windham, MaineThis Charming ranch-style log cabin offers 5 rooms, 1 bedroom, 1 bath, 960 sq ft, and a 2-car garage. Enjoy 100 feet of shared waterfront—just a short walk to North Gorham Pond and the Presumpscot River. Minutes to Sebago Lake, North Windham shopping, and easy drives to Downtown Portland and Pleasant Mountain.Ideal for year-round living, a vacation

    Zachariah Oja Keller Williams Realty

    17 Easter Ave, Windham, ME 04062
  • /72

    $735,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,712 Sq Ft

    142 Falmouth Rd, Windham, ME 04062

    This spacious Windham Cape sits on 1.84 acres of the most desireable area in Windham! This distinct home has beautiful dark hardwood floors from the kitchen to the dining room and tied to an earthy tiled floor giving it a modern and warm feel! The living room is where you'll relax and chill with large windows and ample wall space for your art and photos. Step out to your 1st level deck that has a

    Joel Turgo Elevate Maine Realty

    142 Falmouth Rd, Windham, ME 04062
  • /55

    $679,000 Open Sat 9AM - 11AM

    • 3 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    6 Otter Dr, Windham, ME 04062

    Live in one of Windham's most established and desirable neighborhoods. This immaculate, well cared for home is on the market for the first time. Sitting on over 1.5 acres, this home offers a private back yard and sits back from the road. The floor plan is flexible and offers plenty of room for everyone. The bonus room above the garage would make a perfect in law space, office, game

    Richard Yost NextHome NorthEast Realty

    6 Otter Dr, Windham, ME 04062
  • /87

    $649,900 Open Sat 11AM - 2PM

    • 2 Baths
    • 1,597 Sq Ft

    7 Preston Way, Cumberland Center, ME 04021

    Investors take notice! Here is your opportunity to own two, free standing homes with a detached garage including storage above. Whole house generator that will run both homes. Each home has its own private yard. Privacy fence has been installed the length of the driveway. New septic system and low monthly heating cost. Appliances, including washer and dryer. Great rental history. Will be

    Tammy Caron Allied Real Estate

    7 Preston Way, Cumberland Center, ME 04021
  • /3

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,874 Sq Ft

    219 Tandberg Trail, Windham, ME 04062

    Well maintained home both inside and out.Open concept Kitchen / Living room making for a great entertainment area. Granite counters and tons of cabinets, Sun drenched home make it a cheery atmosphere. Off the kichen is a slider leading to a private deck and back yard. Have your coffee and listen to che chicadees sing.2 bedrooms on the first floor. The basement can be used for several

    Richard Vraux Pine Tree Realty of Maine

    219 Tandberg Trail, Windham, ME 04062
  • /40

    $336,500

    • 2 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    92 Varney Mill Rd, Windham, ME 04062

    Affordable one floor living! Downsizing or looking for your first home? This 2-bedroom 1.5-bathroom home with 1-car garage sits on 1.43-acres. The kitchen is open to the sunlit dining room and living room. Two bedrooms, one with a half-bathroom. Updated common bathroom with laundry. The mudroom entrance leads to the 1-car garage. The back four-season room overlooks the private

    Peter Mason PO-GO REALTY

    92 Varney Mill Rd, Windham, ME 04062
  • /44

    $355,000

    • 2 Beds
    • 1 Bath
    • 1,452 Sq Ft

    167 Center Rd, Gray, ME 04039

    Tucked back on a beautifully landscaped and private 1.94-acre lot, this charming Gray home offers the perfect combination of tranquility and convenience. Located just 2.5 miles from the Maine Turnpike and only 20 minutes to both Portland and Lewiston/Auburn, it's ideal for commuters or anyone looking for a peaceful setting with easy access to everything.The property features mature trees,

    Jennifer Whitehead Dream Home Realty LLC

    167 Center Rd, Gray, ME 04039
  • /34

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    37 Shaker Rd, Gray, ME 04039

    This home is back on the market with a newly installed septic system and leachfield!Step inside this beautifully kept Cape at 37 Shaker Road in Gray, and you'll immediately feel the charm. It's got that classic New England feel with some thoughtful modern updates sprinkled in.The real treat is upstairs - the entire second floor is dedicated to a expansive master suite. Think

    Brendan Johnson CENTURY 21 Advantage

    37 Shaker Rd, Gray, ME 04039
  • /13

    $625,000

    • 3 Beds
    • 1.5 Baths
    • 2,122 Sq Ft

    38 Freds Way, Gray, ME 04039

    Privacy abounds with this 2021 colonial on 1.95 acres. 3 bedroom 2 bath with attached 2 car garage and finished bonus room over it. Kitchen has granite, stainless, gas range, open concept, and large back yard. Deck with a hot tub, basketball court, fitness workout room in the basement. Central air, paved drive, additional shed and carport. Less than 2 miles to the Turnpike.

    Matt Trudel Five Star Realty

    38 Freds Way, Gray, ME 04039
  • /81

    $625,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    3 Ethan Way, Gray, ME 04039

    Fabulous open concept Colonial set well back off the road and less than 2 miles to town. First floor offers an open concept with hardwood flooring throughout, the kitchen delights in granite counters with seating, loads of cabinet space and room for a dining table as well as a first floor 1/2 bath & laundry. Add a lovely private deck off the kitchen, a spacious living area and an additional

    Janice Ryder Keller Williams Realty

    3 Ethan Way, Gray, ME 04039
  • /68

    $599,999

    • 4 Beds
    • 3 Baths
    • 1,952 Sq Ft

    2 Orchard Rd, Cumberland Center, ME 04021

    Freshly Updated Home in One of Maine's Most Coveted Communities - Cumberland!Welcome to this beautifully updated 4 bedroom, 3 bathroom home nestled in Cumberland, a town consistently ranked among the top places to live in the state for its tight-knit community, and exceptional quality of life.Bathed in natural sunlight, this home has been thoughtfully refreshed with new flooring,

    Bobby Queen II RE/MAX Realty One

    2 Orchard Rd, Cumberland Center, ME 04021
  • /108

    $1,895,000

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft

    147 Sand Bar Rd, Windham, ME 04062

    The Crown Jewel of Little Sebago - A Lakeside Legacy! Welcome to an extraordinary waterfront retreat, offering the finest in Maine lakefront living. Perfectly situated on 210 feet of level, sandy shoreline, this custom-crafted lake house is a rare gem on the shores of Little Sebago Lake, a picturesque 1,898-acre body of water renowned for its natural beauty, recreational opportunities, and

    Fred Andrews Spectrum Real Estate

    147 Sand Bar Rd, Windham, ME 04062
  • /36

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    34 Trails End Rd, Windham, ME 04062

    Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

    Tom Noonan Allied Real Estate

    34 Trails End Rd, Windham, ME 04062
  • /53

    $600,000

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    80 Woodland Rd, Windham, ME 04062

    Privacy galore, perfect for entertaining, and just a few minutes from everything in Windham. This custom crafted home has been meticulously maintained and continually updated. The open concept kitchen has plenty of seating and opens through a newly finished sunroom to the large decks and patio with a gazebo, granite high-top bar, extra covered canopy seating, and stone patio with a built in

    Matt Trudel Five Star Realty

    80 Woodland Rd, Windham, ME 04062
  • /45

    $575,000

    • 3 Beds
    • 2 Baths
    • 2,750 Sq Ft

    31 Legrow Rd, Gray, ME 04039

    Custom Built fully dormered Cape on just over 4 private acres in Gray. This lot is hard to find, set way back off the road with an open and level back yard perfect for pets/play/gardening or entertaining. Other features of the home include a new roof, heating system, windows and appliances within the last 5 years, large rooms, tons of natural light, a conveinient mudroom/breezeway between the

    Jason Bisson Cottage & Co Real Estate

    31 Legrow Rd, Gray, ME 04039
  • /32

    $435,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    11 Loon Ln, Windham, ME 04062

    Discover the perfect blend of comfort, convenience, and carefree living in this stunning 2-bedroom, 2-bath condo, ideally situated in Windham's premier 55+ association. Skip the hassles of new construction—this beautifully maintained, like-new unit offers an efficient open floor plan designed for easy, maintenance-free living. Step inside to find a bright and sunny kitchen featuring a spacious

    Alicia Frech Ramsey Pulkkinen A Team Realty

    11 Loon Ln, Windham, ME 04062
  • /65

    $729,000

    • 2 Beds
    • 2.5 Baths
    • 1,903 Sq Ft

    44 Brentwood Rd, Windham, ME 04062

    Charming Lakefront Living at 44 Brentwood Road, Windham, MEDiscover the perfect blend of comfort, style, and convenience in this beautifully maintained and newly renovated single-family home nestled on the serene shores of Highland Lake. Built in 2006, 44 Brentwood Road offers 1,903 square feet of thoughtfully designed living space, featuring 2-3 spacious bedrooms and 2.5 bathrooms. There

    David Jones F.O. Bailey Real Estate

    44 Brentwood Rd, Windham, ME 04062
  • /95

    $1,983,000

    • 4 Beds
    • 3.5 Baths
    • 3,556 Sq Ft

    233 Smith Rd, Windham, ME 04062

    Timeless elegance meets contemporary luxury in this exceptional mid-century modern lakeside retreat, meticulously expanded and renovated in 2023.3 separate parcels were thoughtfully merged to create this extraordinary .56-acre estate. Mature privacy trees envelop the property and a protected 9-acre conservation parcel across the road ensures long term tranquility.Ideally positioned

    Judy George Judy George Realty

    233 Smith Rd, Windham, ME 04062
  • /32

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    153 Shaker Rd, Gray, ME 04039

    Mid century modern home with comfortable single level layout and room for creative improvements. On one end of the home, there is a full eat in kitchen, living room with brick fireplace and small mudroom that connects the garage to the main house. On the far end of the house there are three bedrooms and a bonus room, perfect for an office or den. Off the primary bedroom and living room is a

    Alison Day Advisors Living, LLC

    153 Shaker Rd, Gray, ME 04039
  • /28

    $475,000 Open Sat 10:30AM - 12:30PM

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    27 Callaway Dr Unit 27B, Gray, ME 04039

    Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

    Anne-Marie Mckenzie Keller Williams Realty

    27 Callaway Dr Unit 27B, Gray, ME 04039
  • /29

    $475,000 Open Sat 10:30AM - 12:30PM

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    27 Callaway Dr Unit 27A, Gray, ME 04039

    Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

    Anne-Marie Mckenzie Keller Williams Realty

    27 Callaway Dr Unit 27A, Gray, ME 04039
  • /41

    $548,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    67 Overlook Rd, Windham, ME 04062

    Looking for a lake house? Look no further! Welcome to your dream retreat just steps from the shimmering shores of Highland Lake. This stunning 6-year-young custom home offers more than just a place to live—it's a place to thrive. Thoughtfully designed with flexibility in mind, the layout currently functions as a 3-bedroom, 2- full bathrooms and a flowing, open-concept design. This home blends

    Daphne Cerino Elevate Maine Realty

    67 Overlook Rd, Windham, ME 04062
  • /37

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    4 Straightline Rd, Gray, ME 04039

    Discover modern comfort and accessibility in this stunning 3-year-old, 3-bedroom, 2-bathroom ranch-style home. Spanning a single level with thoughtful design, this home combines elegance and efficiency for anyone seeking a low-maintenance lifestyle.Step inside to find gleaming hardwood floors flowing throughout the open concept living spaces, creating a warm and inviting atmosphere. The kitchen

    Marie Flaherty The Flaherty Group

    4 Straightline Rd, Gray, ME 04039
  • /60

    $1,950,000

    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    7 Passby Point Rd, Windham, ME 04062

    Having one of the most exquisite views on Little Sebago Lake, this property has it all! Over 200' of open frontage. Ideal for entertaining, the gorgeous stone patio includes a gas fire pit & plenty of room for your guests to enjoy tremendous sunsets. The sellers have even hosted several weddings at this beautiful location. The interior of the home has been completely updated from top to bottom

    Claire Zegouros Maine Real Estate Experts

    7 Passby Point Rd, Windham, ME 04062
  • /54

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    54 Aquilla, Gray, ME 04039

    Summer has arrived! Escape to your dream lakefront retreat on the pristine shores of Little Sebago Lake. Nestled at the end of a quiet dead-end road in the Little Sebago Lodges Association, along the westerly shore of middle lake, this property offers exclusive access to tennis courts and a private boat launch. Conveniently located close to shopping and recreational activities, this home offers

    Cynthia Rague RE/MAX Oceanside

    54 Aquilla, Gray, ME 04039
  • /64

    $645,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    3 Nautical Way Unit A, Gray, ME 04039

    Welcome to 3A Nautical Way, Gray. This beautifully designed one level three bedroom, two bath single unit condo in a duplex set up has it all. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Beautifully landscaped yard, expansive garage & private back deck with propane hookup for the grill. The kitchen offers hickory

    Leah Gagne Locations Real Estate Group LLC

    3 Nautical Way Unit A, Gray, ME 04039
  • /6

    $650,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    5 Stillwater Dr, Gray, ME 04039

    Your dream home will be ready by 9/5. Welcome to phase 2 of Stillwater Pines. This beautifully designed home offers all the modern aspects with a bit of country charm. The kitchen has quartz countertops, tile backsplash and farmers sink. Luxury vinyl plank throughout the whole home with tile in baths/laundry. Upstairs features four oversized bedrooms with room for the whole family. Thoughtful

    Susan Croteau Signature Homes Real Estate Group, LLC

    5 Stillwater Dr, Gray, ME 04039

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