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Explore Similar Homes Within 10 Miles of Windsor, WI

  • /36

    $349,000

    • 3 Beds
    • 3.5 Baths
    • 1,880 Sq Ft

    7422 Old Sauk Rd, Madison, WI 53717

    VRP: $349,000-$359,000. Sun-filled end-unit in a sought-after West Madison community! New LVP flooring, new carpet, and paint throughout. The generous floor plan offers room to relax and entertain, with potential to update the kitchen to your taste. Primary suite with WIC and personal bath is separate from two, spacious, sunny bedrooms. Lots of sunshine in this condo. Association amenities

    Agent Photo

    Sona Olson

    Real Broker LLC

    (608) 420-5205

    7422 Old Sauk Rd, Madison, WI 53717
  • /82

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,678 Sq Ft

    5610 Reiner Rd, Sun Prairie, WI 53590

    Luxury estate on 32.7 acres! This stunning custom-built 5-bedroom home offers over 7,600 sq ft of beautifully designed living space. The gourmet kitchen features quartz countertops, high-end appliances and a large center island - perfect for entertaining. Enjoy spacious living and family rooms, formal dining, and a main floor office. The luxurious primary suite includes a tiled shower, double

    Joe Armentrout Pinnacle Real Estate Group LLC

    5610 Reiner Rd, Sun Prairie, WI 53590
  • /90

    $4,500,000

    • 7 Beds
    • 9 Baths
    • 11,292 Sq Ft

    9809 Trappers Trail, Middleton, WI 53562

    This luxury home exudes elegance+sophistication w/over 15,000 sq ft under roof. Exterior boasts timeless architecture, w/manicured landscaping framing grand entrance. Spacious living areas adorned w/high ceilings, beautiful crown molding + custom built-ins & designer finishes. Chef’s kitchen features top-of-the-line appliances, custom cabinetry & natural stone countertops. Primary suite offers a

    Chas Martin Sprinkman Real Estate

    9809 Trappers Trail, Middleton, WI 53562
  • /44

    $330,000

    • 3 Beds
    • 3.5 Baths
    • 1,980 Sq Ft

    7470 Old Sauk Rd, Madison, WI 53717

    Showings begin 08/22/25. New Listing! 3-Bed End-Unit Condo in Wexford Crossing Condominium– Poolside Living! This 1,980 sq ft end-unit condo offers 3 beds, 3.5 baths, and modern comfort. Backing to the association’s pool (included in dues), enjoy a private patio with pool views. The open-concept living area features a cozy wood fireplace, perfect for relaxing. The primary bedroom includes an en

    Shawn Kriewaldt Keller Williams Realty

    7470 Old Sauk Rd, Madison, WI 53717
  • /86

    $1,050,000

    • 5 Beds
    • 4.5 Baths
    • 4,980 Sq Ft

    9121 Blackhawk Rd, Middleton, WI 53562

    Expansive ranch home in the popular Blackhawk neighborhood and Middleton school district! Quiet lot on the north edge of Blackhawk includes a backyard oasis, complete with pool, hot tub, walk-out lower level, and mature woods. Interior style is modern, elevated, and perfect for entertaining or relaxing. Host in the formal dining and living rooms, basement bar, and walk-in humidor. Retreat to your

    Jeff Drengler Sprinkman Real Estate

    9121 Blackhawk Rd, Middleton, WI 53562
  • /56

    $1,695,000

    • 5 Beds
    • 4.5 Baths
    • 5,820 Sq Ft

    5556 Surrey Ln, Waunakee, WI 53597

    Stately home in popular Carriage Ridge, nestled on a private nearly acre lot with access to miles of walking trails. Two-story great room with soaring ceilings flows into a remodeled gourmet kitchen featuring Wolf appliances, ice maker, and refrigerator drawers. Walk-out lower level includes full bar and opens to a stunning backyard oasis with pool, firepit, covered patio, and spacious deck with

    Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

    5556 Surrey Ln, Waunakee, WI 53597
  • /35

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    3108 Creekview Dr Unit 7, Middleton, WI 53562

    Discover your dream home in Middleton, Wisconsin! This stunning 2nd-floor, end unit offers the perfect blend of luxury & comfort. 2 spacious bedrooms & 2 bathrooms, you'll have plenty of room to relax & unwind. The vaulted ceilings create an airy atmosphere, while the fireplace adds a cozy touch for our chilly Wisconsin winters. Step out on the balcony & enjoy the views of conservancy, & the many

    Dana Nowland First Weber Inc

    3108 Creekview Dr Unit 7, Middleton, WI 53562
  • /21

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    325 S Yellowstone Dr Unit 320, Madison, WI 53705

    Stylish and spacious 2-bedroom, 2-bath condo designed for comfort and convenience. The primary suite features a walk-in closet and private bath, while the kitchen is finished with stainless steel appliances, granite countertops, and a breakfast bar for casual dining. Sun-filled living spaces open to a large balcony overlooking the pool—ideal for relaxing or entertaining. Enjoy resort-style

    Lori Murphy Sprinkman Real Estate

    325 S Yellowstone Dr Unit 320, Madison, WI 53705
  • /13

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,424 Sq Ft

    1442 Wheeler Rd Unit E, Madison, WI 53704

    Bright & Spacious End Unit Condo! Discover comfort and convenience in this beautiful 2 bedroom, 2 bath end unit, featuring an open floor plan that’s perfect for modern living. Natural light fills the space, and you’ll enjoy not one, but two private balconies ideal for morning coffee or evening unwinding. This home includes two heated underground parking spots. Step outside to beautifully

    Desiree Delmore Next Door Realty

    1442 Wheeler Rd Unit E, Madison, WI 53704
  • /51

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    3114 Creekview Dr Unit 4, Middleton, WI 53562

    Welcome to Harbor Village! This inviting 2nd fl end unit condo has a lot to offer in 1500+ sq ft of one level living. Den, 2 bedrooms, 2 baths and 2 primary bedroom closets. Your king size bed will fit! Vaulted ceilings, fireplace, built-in shelves and fun touches give it personality like Moooi “Flock of Lights” chandelier in formal dining. Newer windows, hvac, AC, ceiling fans and newer

    Julie White Restaino & Associates

    3114 Creekview Dr Unit 4, Middleton, WI 53562
  • /89

    $1,550,000

    • 6 Beds
    • 3.5 Baths
    • 4,890 Sq Ft

    9230 Bear Claw Way, Madison, WI 53717

    This STUNNING, nearly 5000 sq ft, 6 bed home is located in desirable Blackhawk Neighborhood & loaded w/curb appeal! COMPLETELY remodeled top to bottom the main level has a foyer, powder rm, formal dining, private office, living rm w/a fireplace & a chef's kitchen w/ Sub Zero & Wolf appliances, abundant cabinet & counter space & a HUGE 18ft island; perfect for entertaining! Upstairs boasts a

    Shelley Smith-Koechel Bunbury & Assoc, REALTORS

    9230 Bear Claw Way, Madison, WI 53717
  • /46

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,310 Sq Ft

    1530 Golf View Rd Unit B, Madison, WI 53704

    Beautifully updated 2-bedroom, 2-bath Garden-style condo on Madison’s north side, just steps from TPC Wisconsin. Offering over 1,300 sq. ft. of comfortable living, this first-floor home features an open floor plan, a spacious Great Room, and convenient walkthrough bathrooms. Enjoy year-round comfort with an underground heated garage (2 stalls), generous storage, and stunning views. Pet-friendly

    Patrick J Collins Rock Realty

    1530 Golf View Rd Unit B, Madison, WI 53704
  • /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    301 Harbour Town Dr Unit 326, Madison, WI 53717

    This lovely 2-bedroom, 2-bathroom, 2-parking-space condo is designed for those who savor comfort and style. With an open floor plan, nine-foot ceilings, and plenty of natural light pouring through expansive windows, each room feels airy and bright. The layout offers split bedrooms for added privacy — ideal for guests or a home office. Enjoy serene views of mature trees from your private balcony.

    Yvonne Gern Compass Real Estate Wisconsin

    301 Harbour Town Dr Unit 326, Madison, WI 53717
  • /28

    $260,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    5518 Century Ave Unit 4, Middleton, WI 53562

    Serene Setting, Modern Comforts! Tucked into a quiet, park-like community, this beautifully updated condo offers the perfect blend of comfort & convenience. The kitchen shines with new appliances, cabinets, & countertops, complemented by warm bamboo flooring throughout the living space. Step outside & enjoy a springtime stroll through nearby Pheasant Branch Conservancy. The spacious primary

    Scott Ellingboe RE/MAX Preferred

    5518 Century Ave Unit 4, Middleton, WI 53562
  • /73

    $1,975,000

    • 5 Beds
    • 3.5 Baths
    • 6,082 Sq Ft

    5803 Bellewood Dr, Waunakee, WI 53597

    Experience luxury living where cutting-edge technology meets sophisticated design. This smart home offers seamless control over audio, visuals, lighting, and climate, complemented by a resort-style swim spa, a versatile four-season room, and meticulously designed outdoor spaces. Perfect for entertaining or relaxing, this home is a rare find in Waunakee. Open and bright Great room with soaring

    Bill Goulette Badger Realty Service

    5803 Bellewood Dr, Waunakee, WI 53597
  • /89

    $1,300,000

    • 4 Beds
    • 4.5 Baths
    • 4,784 Sq Ft

    5596 Surrey Ln, Waunakee, WI 53597

    Exceptional 2-story custom home designed by architect E. Edward Linville situated in the heart of the Equestrian community of Carriage Ridge. You’ll be sure to appreciate the contemporary layout w/ cathedral ceilings & custom finishes. Dramatic two-way stone surround fireplace seamlessly connects the modern living/dining spaces to gourmet kitchen & breakfast nook. The main level owners suite is

    Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

    5596 Surrey Ln, Waunakee, WI 53597
  • /55

    $399,000

    • 2 Beds
    • 2.5 Baths
    • 1,989 Sq Ft

    5807 Woodcreek Ln, Middleton, WI 53562

    BUY A LIFESTYLE! Stylish 2 bed, 2.5 bath ranch-style condo in Middleton’s sought-after Woodcreek Village. Step inside to a light-filled living room with soaring vaulted ceilings and a cozy wood-burning fireplace. A formal dining room adds a touch of elegance, while the kitchen with breakfast nook and cedar cabinets balances charm and convenience. The primary suite includes a private bath, and the

    Matt Kornstedt Stark Company, REALTORS

    5807 Woodcreek Ln, Middleton, WI 53562
  • /59

    $250,000

    • 3 Beds
    • 3.5 Baths
    • 1,980 Sq Ft

    7472 Old Sauk Rd, Madison, WI 53717

    Complete fixer upper - original kitchen & baths, other than 4 newly installed toilets. Estate sale and selling as is. All carpet, pad, & tack strip has been removed for future buyer. 3 large bedrooms & 3 1/2 baths! End unit gives lots of natural light. Patio door walk out to private backyard area. Enjoy the private, large, & gorgeous pool! Great location just off of the beltline. Walking distance

    Liz Leonard Bunbury & Assoc, REALTORS

    7472 Old Sauk Rd, Madison, WI 53717
  • /52

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1610 Wheeler Rd Unit 2C, Madison, WI 53704

    WOW! 3 CAR GARAGE!!! See the best that Cherokee has to offer! Panoramic views flood natural light throughout this NO STEP w/ELEVATOR Ranch condo offering a wide open floor plan with panoramic views overlooking the lush manicured lawn & natural pond, peace & tranquility! This 1980 sqft no step entry 2-3 bdrm, 2 bath condo offers a spectacular wide open flrpln & Sunrm w/full wall of windows

    Peggy Acker-Farber RE/MAX Preferred

    1610 Wheeler Rd Unit 2C, Madison, WI 53704
  • /36

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    6302 Mineral Point Rd Unit 213, Madison, WI 53705

    Step into low-maintenance living on Madison’s West Side! This 1,140 sq/ft condo offers 2 spacious bedrooms, 2 full baths, and a welcoming living area with a gas fireplace. The community is designed for lifestyle and convenience, featuring an outdoor pool, tennis courts, clubhouse, elevator, secure guest entry, and plenty of green space to enjoy. Secured underground parking makes coming and going

    Paul Stevens MFFH Group, LLC

    6302 Mineral Point Rd Unit 213, Madison, WI 53705
  • /47

    $649,900

    • 3 Beds
    • 3 Baths
    • 2,944 Sq Ft

    410 Grandview Dr, Waunakee, WI 53597

    Showings begin at the Open House this Thursday, August 21st from 3-5PM! STUNNING...STUNNING...STUNNING!!! Ranch Condo w/3 Bedrooms, Screened Porch, 3 Baths, 1st Floor Laundry + 2 Car Garage w/Zero Entry! Gorgeous Kitchen w/Quartz Counter Tops, Maple Cabinets, Work Island + Dinette Area that Opens to Great Room w/Gas Fireplace + Floor Outlet in Great Room! Large Primary Suite w/Walk-In Closet +

    Acker Maly Home Team RE/MAX Preferred

    410 Grandview Dr, Waunakee, WI 53597
  • /49

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    W10508 E Harmony Dr, Lodi, WI 53555

    Welcome to your newly renovated private retreat! Set on 1.54 acres just steps from Lake Wisconsin, this home offers the perfect vacation-like setting right at home. The large outdoor space features a gazebo, paver patio, firepit, tree fort, storage sheds, fenced garden, berry bushes, and fruit trees within beautifully landscaped grounds. Two decks extend your living space—an upper and a lower

    Mike Coke EXP Realty, LLC

    W10508 E Harmony Dr, Lodi, WI 53555
  • /16

    $167,500

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft

    4322 Melody Ln Unit 110, Madison, WI 53704

    Tucked away from all the hustle and bustle, this unit is set in a beautiful area of the property just steps away from the pool house with fitness center and sauna. Spacious 2-bed 1-bath with private storage locker and shared bike room located in the building. Conveniently located on the east side with great access to all that Madison has to offer.

    Jared Pinkus Superior Property Group

    4322 Melody Ln Unit 110, Madison, WI 53704
  • /30

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    2420 Independence Ln Unit 212, Madison, WI 53704

    Ideal condominium home in East Madison’s Stonebridge community, close to shopping, dining, grocery stores, and the bus line. The fantastic open layout provides a great flow for entertaining and socializing. Relax at the end of the day in your private bedroom with a full ensuite bathroom. Spend warm weather days on your private balcony, perfect for unwinding. You’ll love having easy access to the

    Dan Chin Homes Team Real Broker LLC

    2420 Independence Ln Unit 212, Madison, WI 53704
  • /55

    $474,900

    • 3 Beds
    • 3 Baths
    • 2,713 Sq Ft

    117 N Oak Grove Dr, Madison, WI 53717

    This sunny duplex style condominium is nestled in the heart of the Stonefield Ridge neighborhood, across the street from a park and close to everything the west side of Madison has to offer! Lovingly maintained by the original owner, this 2700 square foot ranch condo features 2 main level bedrooms (primary with ensuite and walk-in closet), formal and informal dining areas, a large great room with

    Julie McKy Stark Company, REALTORS

    117 N Oak Grove Dr, Madison, WI 53717
  • /15

    $190,000

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    2406 Independence Ln Unit 202, Madison, WI 53704

    Tucked away in a quiet, serene corner of the community, this beautifully updated 2-bedroom, 2-bath condo offers both comfort and convenience. The unit has been completely redone with fresh paint and brand-new luxury vinyl plank flooring throughout. Just steps from the pool house, you'll enjoy access to a fitness center and sauna—perfect for relaxing or staying active. Ideally located to take full

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    2406 Independence Ln Unit 202, Madison, WI 53704
  • /21

    $154,900

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft

    4318 Melody Ln Unit 104, Madison, WI 53704

    This 1-BR, 1-bath gem in the desirable Stonebridge community offers opportunity for homeownership on Madison’s East side. Condo fee of $224.50 includes heat, water, lawn care, snow removal, & plenty of off street parking- perfect for those seeking simplicity & predictable monthly expenses! Amenities include a swimming pool, fitness center, sauna, & beautifully maintained grounds. Security is a

    Leslie Boyea Quorum Enterprises, Inc

    4318 Melody Ln Unit 104, Madison, WI 53704
  • /51

    $239,500

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1634 Kings Mill Way Unit 308, Madison, WI 53718

    CHECK OUT this clean, move-in ready 2 bed, 2 bath condo! Located on Madison's desirable east side. This beautifully maintained condo is just minutes from the interstate, shopping, dining, and all essential conveniences. Brand new deck and railing on your private balcony to enjoy. Newer furnace, central air, and water heater for peace of mind. Both bathrooms have been tastefully updated, beautiful

    Autumn Dunn EXP Realty, LLC

    1634 Kings Mill Way Unit 308, Madison, WI 53718
  • /37

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    6302 Mineral Point Rd Unit 303, Madison, WI 53705

    This charming 1,110 sq.ft. condo boasts 2 bedrooms, a fireplace and 2 full bathrooms situated on Madison's west side near Mineral Pt. Rd & Yellowstone Dr. Enjoy the many features including a clubhouse with a spacious outdoor swimming pool, tennis court, ample green space, onsite parking, intercom guest access and elevators. Experience the convenience of living just 1 mile from West Town Mall and

    James Stopple Madison Property Management, Inc.

    6302 Mineral Point Rd Unit 303, Madison, WI 53705
  • /89

    $1,185,000

    • 4 Beds
    • 5 Baths
    • 4,780 Sq Ft

    7205 Donna Dr, Middleton, WI 53562

    Come experience the rare combination of private escape & in-town lifestyle—this home is truly special. The all-brick exterior is capped with cedar shake shingles, creating memorable curb appeal. Inside, the well-designed living spaces are highlighted by unique woodwork, built-ins, and large picture windows to showcase the beautiful setting. An inviting, sunny kitchen is truly the heart of the

    Andrea Bolan Relish Realty

    7205 Donna Dr, Middleton, WI 53562
  • /63

    $520,000

    • 4 Beds
    • 3.5 Baths
    • 2,624 Sq Ft

    7412 Cedar Creek Trail, Madison, WI 53717

    This Tamarack Trails Condo is truly one of a kind. Eco-friendly updates shine in this home - cork and stranded bamboo flooring plus solar panels that offset most of the electric bill. Vaulted ceilings, open staircases, and large windows fill the home with natural light. Relax on the screened porch overlooking the conservancy, cozy up by the fireplace, or meet your neighbors at the brand new pool,

    Barrett Karabis Real Broker LLC

    7412 Cedar Creek Trail, Madison, WI 53717
  • /33

    $243,900

    • 2 Beds
    • 1 Bath
    • 1,034 Sq Ft

    7826 E Oakbridge Way, Madison, WI 53717

    V. Clean first floor move-in ready two bedroom ranch condominium home located in prime West Madison Oakbridge neighborhood featuring: *One car attached garage & 2 storage units *Wood-burning fireplace in Living Room *Extra sink in Master Bedroom *Two large patio doors off kitchen & living room lead to 9x15 covered patio. The Condominiums at Oakbridge feature very nice sized beautiful well

    Pat Bushek Restaino & Associates

    7826 E Oakbridge Way, Madison, WI 53717
  • /54

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1610 Wheeler Rd Unit 2D, Madison, WI 53704

    Designed for elevated living, this refined retreat features high-end finishes, a striking floor-to-ceiling slate fireplace, a large, updated kitchen with granite countertops and ample storage. The oversized primary suite boasts bay windows and a bath that includes sprawling counter space and a spa-inspired walk-in shower. A flexible den/office provides space for work or hobbies, while a sun lite

    Darcy Deadman Real Broker LLC

    1610 Wheeler Rd Unit 2D, Madison, WI 53704
  • /41

    $234,900

    • 2 Beds
    • 1.5 Baths
    • 1,070 Sq Ft

    5329 Brody Dr Unit 104, Madison, WI 53705

    WELCOME TO YOUR HAPPY PLACE! Delightful 2 bed, 1.5 bath garden-style condo offers comfort and convenience. Step inside to a light-filled living room that opens to a private patio with lush green views. Easy cook kitchen makes excellent use of space and connects to a nice sized dining area. Both bedrooms offer great closet space. A split-entry bath enhances privacy and functionality. Enjoy the

    Matt Kornstedt Stark Company, REALTORS

    5329 Brody Dr Unit 104, Madison, WI 53705
  • /6

    $157,500

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    5313 Brody Dr Unit 202, Madison, WI 53705

    Spacious 1 bedroom condo at Sleepy Hollow Condominiums. Near downtown, close to the busline, and near westside shopping. If you are looking for a place to renovate, this is your condo. Unit is being sold as is. Seller has never lived in unit.

    Tyler Heinzmann Bruner Realty & Management

    5313 Brody Dr Unit 202, Madison, WI 53705
  • /28

    $869,000

    • 3 Beds
    • 2 Baths
    • 2,593 Sq Ft

    10 Vienna Cir, Madison, WI 53718

    Elegant 3 bedroom / 2bath ranch on half acre lot. Phenomenol in-ground pool and professionally landscaped . Sprinkler system, 3-car garage, and central vacuum. Wood floors, skylights, and fireplace. Sunroom with Franklin Stove . Seller Financing available to qualified Buyer!Basement exposed for 4th bedroom and plumbed for third bathroom. Enormous playset for the kids! Sunken living room for

    Vern Acker RE/MAX Preferred

    10 Vienna Cir, Madison, WI 53718
  • /38

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 2,067 Sq Ft

    3514 Valley Ridge Rd, Middleton, WI 53562

    Welcome to this gorgeous end unit townhouse style condo in Middleton school district. Spacious and filled with light, this condo is adjacent to the Pheasant Branch Conservancy. Welcoming living/dining space and an updated kitchen w/ granite counters, ss appliances and high end cabinets. Private patio, three spacious bedrooms up, updated bathrooms, newer windows. The association has a pool and is

    Mary Browning Compass Real Estate Wisconsin

    3514 Valley Ridge Rd, Middleton, WI 53562
  • /90

    $1,975,000

    • 4 Beds
    • 3.5 Baths
    • 6,177 Sq Ft

    5571 Surrey Ln, Waunakee, WI 53597

    Nestled in the scenic Carriage Ridge community with miles of walking trails, this exceptional one-level home sits on nearly an acre and offers easy living with luxury throughout. The vaulted living room features expansive windows, a floor-to-ceiling stone fireplace, and gorgeous views. The gourmet eat-in kitchen includes high-end Wolf appliances, a walk-in butler’s pantry, and abundant storage.

    Jenny Bunbury-Johnson Bunbury & Assoc, REALTORS

    5571 Surrey Ln, Waunakee, WI 53597

Home Trends in Windsor, WI

Housing Trends

Median Sale Price
$538,910
Median Single Family Sale Price
$545,000
Average Price Per Sq Ft
$235
Number of Homes for Sale
47
Last 12 months Home Sales
71
Months of Supply
7.90
Median List Price
$566,912
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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