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Windsor, WI Houses for Sale

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  • /45

    $729,900

    • 3 Beds
    • 2.5 Baths
    • 1,981 Sq Ft

    6346 Sienna Ct, Sun Prairie, WI 53590

    Sellers Relocating. Gorgeous Ranch home in highly sought after Apple Valley neighborhood. Built by Marten Builders &nestled on a cul-du-sac. When you walk through the Door you will see expansive great room with coffered tray ceilings, wonderful fireplace and expansive windows. Custom Amish cabinetry enhance this chefs kitchen. High end appliances, granite counter tops, Large island, tile back

    Lisa Murray First Weber Inc

    6346 Sienna Ct, Sun Prairie, WI 53590
  • /66

    $625,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,932 Sq Ft

    6647 Wolf Hollow Rd, Windsor, WI 53598

    Welcome to your dream home in Windsor! Enjoy peaceful sunsets from the oversized deck overlooking a private yard, scenic pond, & conservancy w/nearby walking & biking paths. Inside, the chef’s kitchen is a showstopper: featuring quartz countertops, stainless steel appliances, a spacious walk-in pantry, & a breakfast bar that flows seamlessly into the dining area & family room. A stunning stone

    Kevin Campos Bunbury & Assoc, REALTORS

    6647 Wolf Hollow Rd, Windsor, WI 53598
  • /24

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 2,932 Sq Ft

    6642 Royal View Dr Unit 169, Deforest, WI 53532

    Proposed construction of the beautiful custom Aspen plan by Eldon Homes! This home features a 3-car plus tandem garage stall, with the 3rd stall extending 31ft deep! Enjoy views of nature and your massive backyard from the sunroom off the kitchen / dining area. Quartz countertops in the kitchen with an oversized island perfect for the home chef! A home office / study on the main level for those

    Alex Meunier Home Brokerage and Realty

    6642 Royal View Dr Unit 169, Deforest, WI 53532
  • /59

    $659,900 Open Sun 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    4015 Banbury St, Windsor, WI 53598

    DEFOREST SCHOOLS! Fabulous 4 Bd, 2.5 Ba 2 Story Transitional in a cul de sac boasts light & bright open concept living rm, chef’s kitchen w/ SS appliances, solid counters, gas range, handy breakfast bar island, pantry & tons of cabinets! Eat in kitchen, formal dining rm + den too! Incredible Primary suite includes private bath w/double sinks, walk-in shower, TWO walk-in closets & linen closet.

    Matt Kornstedt Stark Company, REALTORS

    4015 Banbury St, Windsor, WI 53598
  • /32

    $619,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    4007 Banbury St, Windsor, WI 53598

    This Meadowlark B Floor Plan by Lennar Homes on homesite #136 in Windsor Crossing is available for move in July/Aug '25!This 3 bed home features a fireplace, spacious rooms, loft, 2.5 baths, and a 3-car garage. This brand new home features designer select finishes including quartz countertops, engineered hardwood flooring, stainless steel appliances and kitchen island. With Lennar, a fully

    Emily Ostermiller First Weber Inc

    4007 Banbury St, Windsor, WI 53598
  • /13

    $619,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    4003 Banbury St, Windsor, WI 53598

    This Bryce I Floor Plan by Lennar Homes on site #134 in Windsor Crossing is available for move in Aug-Sept '25! This 4 bed home features a fireplace, spacious rooms including a 1st floor bedroom, 3 baths, a loft, and a 2-car garage. This brand new home features upgraded designer select finishes including quartz countertops, hardwood engineered flooring, stainless steel appliances and kitchen

    Emily Ostermiller First Weber Inc

    4003 Banbury St, Windsor, WI 53598
  • /10

    $663,875 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    6639 Royal View Dr, Deforest, WI 53532

    Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move-in ready in June. The Marigold home plan opens to a wide front foyer & flex space perfect for a den or office. The open-concept living space is well-defined with a large kitchen, dinette, and great room w/ cozy fireplace. The quartz countertops, range hood and large pantry make this kitchen a chef's dream. A large

    Aeryn Barry Tim O'Brien Homes LLC

    6639 Royal View Dr, Deforest, WI 53532
  • /9

    $668,875 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    6614 Grouse Woods Rd, Deforest, WI 53532

    The Kendall plan welcomes you with a large deep front porch. A Flex Room at the front of the home is perfect for a den or office. Cathedrail ceilings in the main living area. The Great Room features a cozy fireplace and is open concept to the large kitchen with granite counters and tile backsplash & big pantry. Adjacent sunny, large Dinette overlooks backyard and patio. The primary suite boasts

    Aeryn Barry Tim O'Brien Homes LLC

    6614 Grouse Woods Rd, Deforest, WI 53532
  • /8

    $634,875 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,281 Sq Ft

    6608 Grouse Woods Rd, Deforest, WI 53532

    Under Construction, completion July 2025. Photos of similar model. Tim O'Brien Homes Alpine plan opens into an impressive 2 story foyer. A large flex room at the front of the home offers the perfect space for a den or office. The kitchen and dining have a beautiful cathedral ceiling. Quartz countertops and range hood make this large kitchen a chef's dream. LVP flooring trhoughout main floor main

    Aeryn Barry Tim O'Brien Homes LLC

    6608 Grouse Woods Rd, Deforest, WI 53532
  • /31

    $619,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,703 Sq Ft

    6643 Royal View Dr, Deforest, WI 53532

    Welcome to this brand-new, beautifully crafted ranch home = Move In Ready May 2025. Open floor plan, vaulted ceilings, large windows, and elegant LVP flooring. Gas Fireplace, kitchen with SS appliances, quartz countertops, a tile backsplash, white cabinetry, and a spacious island. Bright dining area opens seamlessly to a three-season room, perfect for relaxing or entertaining. Primary bedroom

    Xue Yu Coldwell Banker Real Estate Group

    6643 Royal View Dr, Deforest, WI 53532
  • /18

    $634,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,907 Sq Ft

    4029 Taunton Rd, Windsor, WI 53598

    Eligible buyers may qualify for a 3-2-1 buy-down OR a 2-1 buydown depending on $ down (3/2/1: 2.75%3.75%4.75%5.75 -- 2/1:3.375%4.375%5.375) w/ Lennar MTG if closed on or before 5/30/25. This Raleigh C Floor Plan by Lennar Homes on site #124 in Windsor Crossing is available for move in May '25!This 4 bed home features a fireplace, grand entryway, spacious rooms, 2.5 baths, and a 3-car garage. This

    Emily Ostermiller First Weber Inc

    4029 Taunton Rd, Windsor, WI 53598
  • /3

    $614,875 Open Sun 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    6635 Royal View Dr, Deforest, WI 53532

    Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move in ready in May. The Holly home plan opens to a wide front foyer and flex space perfect for a den or office. The open-concept living space is well-defined with a large open kitchen, dinette, and great room with vaulted ceiling and electric fireplace. Relax on the outdoor deck off the dinette after a long day. Find

    Aeryn Barry Tim O'Brien Homes LLC

    6635 Royal View Dr, Deforest, WI 53532
  • /12

    $618,875 Open Sun 12PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    6625 Grouse Woods Rd, Deforest, WI 53532

    Tim O'Brien Homes popular Walnut ranch plan offers an open concept in the main living areas, while offering privacy with the split bedroom ranch layout. In the kitchen you'll find an oversized island w/ quartz countertops & large walk in pantry. The bright & sunny Great Room features catherdral ceilings and a cozy fireplace, and nearby you'll find a flex room perfect for a home office. The

    Aeryn Barry Tim O'Brien Homes LLC

    6625 Grouse Woods Rd, Deforest, WI 53532
  • /34

    $795,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 5 Baths
    • 4,402 Sq Ft

    6695 Burnick Ct, Deforest, WI 53532

    Contemporary ranch home on a secluded 2.81-acre wooded lot, free from covenants and restrictions, animals are welcome. Highlights include: a professional-grade kitchen with Quartz countertops, dual islands, a spacious dining room with a wet bar and double-sided fireplace; and a living room with floor to ceiling windows and hickory flooring. The master suite features a distinctive double barn door

    David Baehr American, REALTORS

    6695 Burnick Ct, Deforest, WI 53532
  • /46

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,267 Sq Ft

    6605 Warner Farm Dr, Deforest, WI 53532

    Just Listed! A beautiful 4-bed, 2-bath ranch in Bear Tree Farms on nearly acre- This open floor plan features a modern kitchen with quartz countertops, SS appliances, and LVP flooring throughout the main level. The bright living room boasts large windows for natural light and lovely fireplace & mantle. Dining room allows for seamless entertaining with a walkout to the back patio and beautiful

    Amber Huemmer LPT Realty

    6605 Warner Farm Dr, Deforest, WI 53532
  • /32

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 2,243 Sq Ft

    4132 Royal View Dr, de Forest, WI 53532

    Don't miss this wonderful 3 BR / 2.5 BA 2 story home in Bear Tree Farms. Open concept floorplan bathed in sunlight and living room w/ gas FP. The kitchen has an island, Quartz countertops, SS appliances and large walk-in pantry. Primary BR has 2 walk-in closets and spa-like bath w/ dual vanity sinks and walk-in shower. Upper level has 2 bedrooms, 2nd full bath with dual vanity sinks, laundry

    Kaitlin Solomon MHB Real Estate

    4132 Royal View Dr, de Forest, WI 53532
  • /34

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    6697 Morning Dew Ln, Sun Prairie, WI 53590

    Construction to begin upon an accepted offer, photos of a similar model. Cornerstone Construction brings you a sprawling split-bedroom ranch home in desirable Windsor Gardens set on half acre lot featuring 2,400sqft on the main floor, great room, 4 bedrooms (with optional 5th), cozy screen porch with fireplace, theater room, and so much more. No detail is overlooked with custom finishes

    Michael Weiss MHB Real Estate

    6697 Morning Dew Ln, Sun Prairie, WI 53590
  • /69

    $1,700,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,540 Sq Ft

    6835 Angelica Trail, Windsor, WI 53590

    Step inside this stunning custom home where luxury and thoughtful design meet. Every detail is curated for elegance, from white oak flooring to Sub-Zero and Wolf appliances, Zellige tile, brass accents, and designer lighting. Custom built-ins and exquisite moulding add warmth and character throughout. The main level is perfect for daily life and entertaining, featuring an open great room, home

    Cait Berry Berkshire Hathaway HomeServices True Realty

    6835 Angelica Trail, Windsor, WI 53590
  • /69

    $599,000

    • 3 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    4011 Shadows Ct, de Forest, WI 53532

    Tucked at the end of a quiet cul-de-sac on a wooded lot, this nearly 3,000 sq ft home offers ultimate privacy and tranquility. Featuring 3 bedrooms, 3.5 bathrooms, and spacious living areas filled with natural light, this home is perfect for both relaxation and entertaining. Enjoy the outdoors with a large deck, screened porch, and patio, all surrounded by nature. The 2-car garage provides ample

    Mikayla M Elliott First Weber Inc

    4011 Shadows Ct, de Forest, WI 53532
  • /58

    $519,900

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    6556 Vista Valley Unit 2, Windsor, WI 53598

    Welcome to your dream condo! This brand-new, customizable 3-bedroom, 2 ½ bath home offers soaring ceilings, an inviting four-season sunroom, and an open-concept design with a cozy fireplace. With construction starting upon a signed accepted offer, there’s still time to pick colors and finishes to make it truly yours. Model home available for showings. Enjoy easy access to beautiful trails, parks

    Petr Kolarsky RE/MAX Preferred

    6556 Vista Valley Unit 2, Windsor, WI 53598
  • /58

    $519,900

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    6558 Vista Valley Unit 1, Windsor, WI 53598

    Welcome to your dream condo! This brand-new, customizable 3-bedroom, 2 ½ bath home offers soaring ceilings, an inviting four-season sunroom, and an open-concept design with a cozy fireplace. With construction starting upon a signed accepted offer, there’s still time to pick colors and finishes to make it truly yours. Model home available for showings. Enjoy easy access to beautiful trails, parks

    Petr Kolarsky RE/MAX Preferred

    6558 Vista Valley Unit 1, Windsor, WI 53598
  • /2

    $589,900

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    6601 Grouse Woods Rd, Deforest, WI 53532

    Completions June 2025 .Beautiful Custom Ranch with over 3200 sq ft. Property will feature 4 beds, 3 baths, 3 car garage, open floor plan & high end finishes throughout. Other upgrades include the stunning master suite with walk in tile shower, custom gourmet kitchen, finished lower level with wet bar & large deck & outdoor patio. Buyers still have time to make interior selections. Home will be

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6601 Grouse Woods Rd, Deforest, WI 53532
  • /15

    $1,249,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,020 Sq Ft

    3314 Colton Way, Sun Prairie, WI 53575

    Est. completion 6/1/2025. Check out Bill Weber Jr. Homes 2025 Spring Parade Home! This home is sure to wow with its soaring ceilings, custom designs and attention to detail. Find Anderson casement windows, Auburn Ridge custom cabinets, LP SmartSide, custom closets by Tailored Living, design by LW Interiors, walkout basement that backs up to green space, Thermador appliances and so much more! All

    Tristan Weber First Weber Inc

    3314 Colton Way, Sun Prairie, WI 53575
  • /23

    $1,600,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,333 Sq Ft

    3330 Colton Way, Sun Prairie, WI 53590

    One-of-a-kind Parade Home that perfectly captures the essence of Midwest meets Southwest. Where desert hues blend seamlessly w/classic heartland craftsmanship. This sprawling ranch home offers stunning panoramic views & an effortless connection to nature. Step inside to discover vaulted ceilings, an abundance of natural light, and thoughtful design elements. Playful wallpaper adds a touch of

    Erin Flesch MHB Real Estate

    3330 Colton Way, Sun Prairie, WI 53590
  • /31

    $549,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,201 Sq Ft

    4031 Taunton Rd, Windsor, WI 53598

    The Starling D Floor Plan by Lennar Homes on site #123 in Windsor Crossing is available for move in July/Aug '25! This 2 story home features 4 bedrooms, 2.5 baths, and an overall functional floor plan. Enjoy quartz countertops, luxury vinyl plank floors, stainless steel appliances and a kitchen island. $7,500 seller credit available for use when buyer closes with Lennar Mortgage. With Lennar, a

    Emily Ostermiller First Weber Inc

    4031 Taunton Rd, Windsor, WI 53598
  • /32

    $521,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,201 Sq Ft

    4012 Banbury St, Windsor, WI 53598

    Eligible buyers may qualify for a 5.875% 30-year fixed rate depending on $ down w/ Lennar MTG if closed on or before 7/31/25. The Starling B Floor Plan by Lennar Homes, located on homesite #144 in Windsor Crossing, will be available for move-in by June/July 2025. This stunning home features upgraded designer finishes throughout, including luxurious quartz countertops, LVP flooring, sleek

    Emily Ostermiller First Weber Inc

    4012 Banbury St, Windsor, WI 53598
  • /33

    $501,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    4014 Banbury St, Windsor, WI 53598

    Eligible buyers may qualify for a 5.875% 30-year fixed rate depending on $ down w/ Lennar MTG if closed on or before 7/31/25. The Meadowlark C Floor Plan by Lennar Homes, located on homesite #143 in Windsor Crossing, will be available for move-in by June/July 2025. This stunning home features designer finishes throughout, including luxurious quartz countertops, beautiful LVP flooring, sleek

    Emily Ostermiller First Weber Inc

    4014 Banbury St, Windsor, WI 53598
  • /43

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    4149 Eton Cir, Windsor, WI 53598

    Eligible buyers may qualify for a 3-2-1 buy-down OR a 2-1 buydown depending on $ down (3/2/1: 2.75%3.75%4.75%5.75 -- 2/1:3.375%4.375%5.375) w/ Lennar MTG if closed on or before 5/30/25. The Biscyane G Floor Plan by Lennar Homes, located on homesite #119 in Windsor Crossing, will be available for move-in by May/June 2025. This stunning home features upgraded Designer Select finishes throughout,

    Emily Ostermiller First Weber Inc

    4149 Eton Cir, Windsor, WI 53598
  • /54

    $525,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,550 Sq Ft

    6560 Vista Valley, Windsor, WI 53598

    Stunning luxury condo built with premium finishes & exceptional design thoughtfully crafted to be convenient, comfortable, & stylish! Fall in love with the gorgeous custom Amish cabinets throughout the entire home, walk-in closet in each bdrm, 9ft tray ceilings, double sinks in both ML baths, a brick floor-to-ceiling gas FP, & a 14ft x 14ft backyard patio. Enjoy entertaining around the oversized

    Jordan Bishop Stark Company, REALTORS

    6560 Vista Valley, Windsor, WI 53598
  • /42

    $546,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    6674 Warner Farm Dr, Windsor, WI 53532

    Completed NEW Construction. 3-Car Garage, Ranch home in popular Bear Tree Neighborhood in DeForest. Open floor plan living space, vaulted ceiling, big windows, LVP flooring, electric FP. All SS appliance package for kitchen, quartz countertop, white cabinets, backsplash, big island and dining room w/ walkout patio. Primary bedroom w/ backyard view, fan, in-suite bath, tile shower, double vanity,

    Xue Yu Coldwell Banker Real Estate Group

    6674 Warner Farm Dr, Windsor, WI 53532
  • /2

    $499,999 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,824 Sq Ft

    4095 Eagle Mound Pass, Deforest, WI 53532

    Completion late August 2025! Brand new construction in bear tree farms $499,999 to $599,999 MRP. Property features 4 beds & 3 baths with over 1800 sq ft on the main level. Home will be just under 3000 ft.² including the lower level & will feature luxury high-end finishes throughout. Buyers still have time to make all interior selections. Buyer has the option not to have a finish lower level which

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4095 Eagle Mound Pass, Deforest, WI 53532
  • /23

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    112 Meadow Ln, de Forest, WI 53532

    Welcome yourself home to this well-maintained / recently updated 4 bed, 2 bath home in the Deforest! Upon entry be delighted by 2023 LVP flooring that flows throughout the spacious entry way, living rm, and eat-in kitchen w/ stainless steel apps, new quartz countertops, & dining area that walks out to your deck great for grilling out overlooking backyard! Two sizable main level bedrooms with an

    Michael Weiss MHB Real Estate

    112 Meadow Ln, de Forest, WI 53532
  • /52

    $1,600,000

    • 5 Beds
    • 5 Baths
    • 4,551 Sq Ft

    1444 Serenity Ct, Sun Prairie, WI 53590

    Designers Masterpiece! Perfectly appointed executive ranch style home offers the best of the best! If superior quality and thoughtful design are important to you, this is your home! .69 acre makes for an extremely private backyard setting, complete with paver patio, natural gas line to built in firepit, and fenced yard! Exquisite Chef's Kitchen w/quartz tops & backsplash, Wolf Gas cooktop, Sub

    Todd Johnson Bunbury & Assoc, REALTORS

    1444 Serenity Ct, Sun Prairie, WI 53590
  • /43

    $1,270,000

    • 4 Beds
    • 3.5 Baths
    • 4,388 Sq Ft

    1452 Serenity Ct, Sun Prairie, WI 53590

    Luxury ranch with two main-level suites, including a spa-inspired primary with a rain shower, body sprays, and soaking tub. A third bonus room offers flexibility as a guest room or home office. Chef’s kitchen features Frigidaire, Monogram, Wolf, and Zephyr appliances, plus a butler’s pantry. Sunny four-season room and hardwood floors throughout. Private backyard oasis backs to Token Creek,

    Jamie Feivor Relish Realty

    1452 Serenity Ct, Sun Prairie, WI 53590
  • /20

    $599,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    4031 Great Bridge Dr, Deforest, WI 53532

    This Cooper home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R&R. To top it off, this home offers a one-year limited warranty,

    Natalie Mecum Stark Company, REALTORS

    4031 Great Bridge Dr, Deforest, WI 53532
  • /46

    $1,245,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,230 Sq Ft

    1438 Greenleaf Ct, Sun Prairie, WI 53590

    Welcome to a masterpiece of contemporary luxury. This 2024-built, 4,230 sq. ft. home boasts 5 beds, 3 full/2 half baths, and modern sophistication. Step inside to soaring 18' ceilings that amplify the open-concept main level, where natural light pours through expansive windows. The chef’s kitchen is a culinary dream, featuring premium Sub-Zero and Wolf appliances, a grand island, custom

    Jamie Scholl Real Broker LLC

    1438 Greenleaf Ct, Sun Prairie, WI 53590

About Windsor

30 minutes north of Madison via Route 113 is the Village of Windsor, a suburb that Wisconsin buyers are flocking to. Two new subdivisions, Diamond Village and Bear Tree Farms, contain lots of house size and price options. However, the new construction doesn’t mean Windsor has lost its tucked-away quality. Tammy Shallberg, a successful realtor and resident of Windsor, describes it as “a place for people to get away from the Madison area a little bit, that has so much community life.”

Along the strollable looping streets are ranch-style and sp ...

Home Trends in Windsor, WI

Home Trends

Median Price (12 Mo)
$529,950
Median Single Family Price
$548,400
Median 2 Bedroom Price
$281,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
36
Last 12 months Home Sales
124
Months of Supply
3.50
Median List Price
$551,585
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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