Macoupin County IL Homes for Sale

• 

  

  

  /18

  $305,000

  • 4 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  1201 E Main St, Staunton, IL 62088

  Completely renovated in 2026, this 4-bedroom, 2.5-bath home at 1201 E Main St offers 1,901 square feet of above-grade living space. Renovations include replacement of the home's major systems and finishes. Updates completed in 2026 include electrical, plumbing, HVAC, gas lines, roof, drywall, insulation, flooring, interior and exterior doors, siding, water heater, windows, and kitchen appliances.

  

  Becky Leach

  Cisler & Associates Real Estate

  1201 E Main St, Staunton, IL 62088
• 

  

  

  /29

  $258,900

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft

  1227 W Henry St, Staunton, IL 62088

  Enjoy an out-of-town feel without giving up in-town convenience at this charming 3-bedroom, 1.5-bath ranch on more than 1.5 mostly wooded acres. Positioned at the end of a dead-end street, the home offers over 1,300 square feet of comfortable one-level living in a setting that feels pleasantly removed. Large windows bring abundant natural light into the spacious living room, where a wood-burning

  

  Matthew Cisler

  Cisler & Associates Real Estate

  1227 W Henry St, Staunton, IL 62088
• 

  

  

  /20

  $49,900

  $45K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 4,000 Sq Ft

  268 N Broad St, Carlinville, IL 62626

  Welcome to this charming historic residence in the heart of Carlinville, IL. This thoughtfully designed 2-story home features generous living spaces and classic character throughout.

  

  Jenny Wisniewski

  Landmark Realty

  268 N Broad St, Carlinville, IL 62626
• 

  

  

  /14

  $74,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  911 Madison St, Gillespie, IL 62033

  This 2-bedroom, 1-bath home offers comfortable living on a spacious corner lot. The oversized 2-car garage is heated and cooled, providing endless possibilities for projects, entertaining, or extra workspace.

  

  Jenny Wisniewski

  Landmark Realty

  911 Madison St, Gillespie, IL 62033
• 

  

  

  /31

  $129,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  115 Rose Ln, Shipman, IL 62685

  Character, space, charm, and potential! This charming older 2-story home is situated on a spacious country-style setting with plenty of mature trees and room to roam. This 3 bedroom, 2 bath home offers character throughout with tall ceilings, large rooms, original woodwork touches, and unique stained glass window accents. The home features spacious upstairs bedrooms, a covered front porch, and

  

  Matthew Cisler

  Cisler & Associates Real Estate

  115 Rose Ln, Shipman, IL 62685
• 

  /2

  $5,000

  • Land
  • 7,501 Sq Ft
  • $29,036 per Acre

  TBD Maple & Clinton, Gillespie, IL 62033

  Great opportunity to build! These two adjoining residential lots include a corner lot plus the neighboring parcel, offering extra space and flexibility for your future plans. Relatively flat and ready for development with plenty of room for a custom home, garage, or additional outdoor space. Convenient location with endless potential!

  

  Kimberly Hunt

  360 Prime Realty Group, LLC

  TBD Maple & Clinton, Gillespie, IL 62033
• 

  

  /34

  $169,000

  $4K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,044 Sq Ft

  1102 W 6th St, Staunton, IL 62088

  Welcome to 1102 W 6th St in the heart of Staunton. This 5 bedroom/2 bath home with detached 2 car garage provides an abundance of space with over 2000 square feet above grade. With a welcoming front porch, over 10 foot ceilings, newer vinyl windows, and bonus room on the main level, this is a perfect opportunity to add your touches to call home. A bay window in the living room, 8 inch baseboards

  

  Lisa Colon

  RE/MAX Alliance

  1102 W 6th St, Staunton, IL 62088
• 

  

  /4

  $390,000

  Coming Soon

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

  1019 Prairie St, Shipman, IL 62685

  Expect to be impressed! This spacious 5-bedroom, 3-full-bath home sits on nearly an acre of land right in town and offers an incredible combination of space, updates, and outdoor amenities.The entire home has been freshly painted, creating a bright and welcoming feel throughout. The windows were replaced in 2019, while the living room, kitchen, and patio door were recently replaced this year.

  

  Ginny Becker

  Landmark Realty

  1019 Prairie St, Shipman, IL 62685
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  /8

  $14,000

  $1K PRICE DROP

  • Land
  • 1.6 Acres
  • $8,750 per Acre

  0 State Highway 267 Unit MAR24053256, Medora, IL 62063

  Great Location! 1.6 Acres in Jersey County is ideal to build your shop or home! Access is off the highway from Kemper Road and also Challacombe Road but includes 760 ft of road frontage. Trees give a nice division between the highway and your perfect spot to build to create some privacy! All utilities are nearby. Selling property As is.

  

  Cyndi Borrowman

  Market Pro Realty, Inc

  0 State Highway 267 Unit MAR24053256, Medora, IL 62063
• 

  

  /19

  $190,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,828 Sq Ft

  109 Maple St, Benld, IL 62009

  The best of both worlds — quiet country living at the edge of town, just minutes from I-55. This 3-bedroom, 2-bath home sits on a .79-acre lot filled with mature trees and a shady, park-like yard. Inside, you’ll find spacious rooms, a whole-house fan, some newer flooring, and a large atrium door with transom that fills the home with natural light. The lower level features an updated bathroom, a

  

  Matthew Cisler

  Cisler & Associates Real Estate

  109 Maple St, Benld, IL 62009
• 

  

  /17

  $57,900

  $2K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  305 Mine Rd, Sawyerville, IL 62085

  Great starter home with room to grow! This well-kept property offers comfortable living with a practical layout and a welcoming feel throughout. Situated on a good-sized yard, there’s plenty of space for outdoor enjoyment, gardening, or entertaining. The detached carport provides convenient covered parking and added functionality. Whether you’re just starting out or looking to downsize, this home

  

  Matthew Cisler

  Cisler & Associates Real Estate

  305 Mine Rd, Sawyerville, IL 62085
• 

  

  /26

  $49,900

  $5K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,885 Sq Ft

  1010 E Olive St, Staunton, IL 62088

  Solid 3-bedroom, 1-bath home offering strong upside for the savvy investor. Features include a detached garage, summer kitchen, and full basement, providing multiple options for renovation, storage, or added value.Property needs work and is priced accordingly, making it an ideal fix-and-flip or rental investment. With the right updates, this property has the potential to generate strong

  

  Becky Leach

  Cisler & Associates Real Estate

  1010 E Olive St, Staunton, IL 62088
• 

  

  /26

  $189,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  919 W Henry St, Staunton, IL 62088

  BLUE LIGHT SPECIAL: for a limited time only- with a reasonable accepted offer sellers are offering $5,000 CREDIT + More, good only till AUGUST 2nd, 2026. Nestled in a peaceful neighborhood, this charming bungalow home offers the perfect blend of comfort and character. With 3 cozy bedrooms, a versatile bonus room, and a partially finished basement, there’s plenty of space to grow and make your

  

  Becky Leach

  Cisler & Associates Real Estate

  919 W Henry St, Staunton, IL 62088
• 

  

  /20

  $41,900

  $8K PRICE DROP Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,081 Sq Ft

  418 E Elm St, Gillespie, IL 62033

  UNLOCK THIS HOME'S POTENTIAL! This 2-bedroom home in Gillespie offers a great chance to build equity with several key updates already started. Recent improvements include updated electrical work and new PEX water lines, giving you a solid foundation to continue bringing this property to life. Step inside and you’re welcomed by a spacious living room, with a well-sized bedroom just off

  

  Matthew Cisler

  Cisler & Associates Real Estate

  418 E Elm St, Gillespie, IL 62033
• 

  

  /31

  $127,000

  Pending

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  601 W Hamilton St, Bunker Hill, IL 62014

  Very well-maintained and full of charm, this 2-bedroom bungalow offers the perfect blend of character, space, and modern updates ? all nestled on two large country-setting lots in Bunker Hill. Inside, you'll find beautiful hardwood flooring, large spacious rooms, and original pocket doors that add timeless character and charm. The convenience of main-floor laundry makes everyday living easy, and

  

  Marisa Lowry

  Coldwell Banker Brown Realtors

  601 W Hamilton St, Bunker Hill, IL 62014
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  /5

  $19,000

  • Land
  • 20,908 Sq Ft
  • $39,583 per Acre

  200 S Edwards St, Staunton, IL 62088

  4 lots on the east of town with a carport and oversized 2 car garage with ample space for storage. The property is 2 parcels: 01-002-724-00 and 01-002-725-00

  

  Matthew Cisler

  Cisler & Associates Real Estate

  200 S Edwards St, Staunton, IL 62088
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  /28

  $179,500

  $10K PRICE DROP Pending

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

  30336 Sunset Dr, Girard, IL 62640

  Lakefront home on Sunset Lake Girard that offers direct lake access and spectacular lake views. This home features lake views out every window, main level lakeside living room, and lower level family room with bar and fireplace. This home features an updated kitchen and main floor bathroom with walk in shower. Home is in need of some remodeling/repairs and is priced accordingly. Home has been

  

  RYAN GORMAN

  Campo Realty, Inc.

  

  30336 Sunset Dr, Girard, IL 62640
• 

  

  /178

  $2,232,036

  • Land
  • 268.92 Acres
  • $8,300 per Acre

  000 Walker Rd, Gillespie, IL 62033

  This amazing Macoupin County property has been cared for greatly by its current owner for over 10 years. This one is keyed up, ready to go and has the history to prove it. The trail system, food plots, ponds, stands, and income have all been established on this property. Pulling down the locked remote lane, you are greeted with an impressive pond full of bluegill, bass and crappie. Next to the

  Joe Cebuhar Whitetail Properties Real Estate

  000 Walker Rd, Gillespie, IL 62033
• 

  

  /12

  $99,900

  • Land
  • 15.63 Acres
  • $6,392 per Acre

  Tbd Hagaman Rd, Chesterfield, IL 62630

  This 15.63 acre farm offers a private, wooded setting ideal for recreational use and hunting. The property features a mix of natural cover and open space, providing excellent wildlife habitat and seclusion. A survey is currently being completed prior to closing. An affordable opportunity to own a manageable acreage with plenty of potential.

  Sports Estate Sports Afield Real Estate

  Tbd Hagaman Rd, Chesterfield, IL 62630
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  /55

  $310,000

  $55K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  14201 Williamson Rd, Virden, IL 62690

  Dreaming of Homesteading? This home is perfect! 1.97 Acres with Greenhouse, established garden site, 2 sheds with electricity, summer kitchen, set up with a water collection system and invisible fence. This 3bd 2.5ba Ranch has a huge living room, eat-in kitchen, and spacious laundry room. 60 x 32 detached garage. One side has 820 finished sqft with full bar, additional half bath, and pool table.

  Jennifer Chance Whittington Welcome Home Realty IL. Inc

  

  14201 Williamson Rd, Virden, IL 62690
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  /57

  $180,000

  $100K PRICE DROP

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

  115 N Main St, Modesto, IL 62667

  Spacious 5-bedroom, 2-bath home situated on more than 5 acres within city limits. Built circa 1903, this two-story home offers approximately 2,750 square feet of living space along with several recent updates, including a new roof and two air-conditioning units in 2022 and new first-floor windows in 2023. The main level includes an entryway, sitting room, large living room with 9-foot ceilings,

  Amy Quarton Tarrant and Harman Real Estate and Auction Co

  115 N Main St, Modesto, IL 62667
• 

  

  /21

  $399,900

  • Land
  • 2.44 Acres
  • $163,893 per Acre

  2630 Staunton Rd, Gillespie, IL 62033

  2.44 acres of land along St Rt 4 formerly Toni's Family Restaurant. This property has a lot to offer! Large parking area. Seating for approximately 150. Banquet room. 4200 sq feet building. Seller is offering a lease option.

  Gary Niemeier Legacy Realty & Auction LLC

  2630 Staunton Rd, Gillespie, IL 62033
• 

  

  /30

  $387,000

  • Land
  • 51 Acres
  • $7,588 per Acre

  10895 Hacke Rd, Shipman, IL 62685

  Property Highlights:17± acres CRP$3700 a year income7± acres of tillable land currently in food plots could generate extra incomeAround $40,000 in timber valueGreat viewsNice Home and Cabin sitesCreekOver 1/4 mile of road frontageThis is a great farm that has it all. The road frontage runs along the north side of the farm, giving you easy access. There

  Shane Yearian Trophy Properties and Auction

  10895 Hacke Rd, Shipman, IL 62685
• 

  

  /65

  $540,000

  $60K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,600 Sq Ft

  1689 F Rd S, Medora, IL 62063

  This 1 story brick ranch situated on 5 acres is the perfect place to enjoy country living! The spacious main floor features an open living area, formal dining, large eat-in kitchen, pantry, mud/laundry room (off the 3 car att garage), vaulted ceilings, and expansive windows. Also located on the main floor is a primary suite with all the best features and two additional bedrooms. The sliding doors

  Travis Tarrant Tarrant and Harman Real Estate and Auction Co

  1689 F Rd S, Medora, IL 62063
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  /81

  $167,000

  $3K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  906 W Railroad St, Shipman, IL 62685

  Excellent opportunity to own a low-maintenance home in Shipman, IL. Located along Route 16, this home is move-in ready. Updated kitchen, flooring, roof, and a brand new detached shed are just a few of the great attributes of this property. Entering through the carport and into the mudroom allows you the ability to keep the house clean from the outside. The eat-in kitchen has been tastefully

  Joe Cebuhar Whitetail Properties Real Esta

  

  906 W Railroad St, Shipman, IL 62685
• 

  

  /48

  $465,000

  Open House 8/22 $94K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  116 W Henry St, Staunton, IL 62088

  From the moment you arrive, this home makes a statement. Inside, you’ll be captivated by rich original hardwood floors, intricate architectural details, and craftsmanship that simply can’t be replicated today. Every room tells a story—from the grand living spaces to the private library and cozy den—offering both sophistication and warmth.With 6 spacious bedrooms and 5 bathrooms, this home

  Melissa Quinones RE/MAX Alliance

  116 W Henry St, Staunton, IL 62088
• 

  

  /26

  $79,999

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  390 Dorsey Rd, Gillespie, IL 62033

  This partially renovated 2-bedroom, 2-bathroom ranch-style home was built in 1990 and sits on a 0.1722-acre lot. Exterior features include vinyl siding, a metal roof installed in 2023, and a private backyard with a rear deck installed in 2023 and distinctive metal fencing installed in 2024. A long covered front porch welcomes you into a bright, open main living area. Large front windows bring in

  Amy Quarton Tarrant and Harman Real Estate and Auction Co

  390 Dorsey Rd, Gillespie, IL 62033
• 

  

  /8

  $39,900

  • Land
  • 22,651 Sq Ft
  • $76,731 per Acre

  0 Kevin Dr Unit MIS26044224, Brighton, IL 62012

  Great corner lot, ready to build your custom home.

  Travis Tarrant Tarrant and Harman Real Estate and Auction Co

  0 Kevin Dr Unit MIS26044224, Brighton, IL 62012
• 

  

  /4

  $35,900

  $4K PRICE DROP

  • Land
  • 16,814 Sq Ft
  • $93,005 per Acre

  Outer Lot Oxford Rd, Staunton, IL 62088

  OUTER LOT offers road frontage on South & West side in the highly desirable Lakeside Terrace Subdivision, a TRUE HIDDEN GEM in Staunton. Take advantage of all the amenities of living within the city limits while residing in a quiet country setting on the southwest edge of town. The subdivision is located within Macoupin County and the Staunton School District and is just minutes from I-55 and

  Cliff Homeier Cisler & Associates Real Estate

  Outer Lot Oxford Rd, Staunton, IL 62088
• 

  

  /46

  $373,900

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  186 W Sherman St, Palmyra, IL 62674

  Gorgeous remodeled home that will welcome you in and make you fall in love with it!!!! Home has all new doors (interior and exterior with hardware) and baseboard, trim and light fixtures (interior and exterior). The flooring has all been replaced.The kitchen has been remodeled with all new refaced cabinets, appliances, quartz countertops, backsplash, faucets, under cabinet lighting. Primary Bath

  JOYCE CLAGG Keller Williams Capital

  

  186 W Sherman St, Palmyra, IL 62674
• 

  

  /20

  $109,900

  Open Sun 12PM - 1:30PM Coming Soon

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  106 S 4th St, Benld, IL 62009

  There’s something special about a home that feels like the perfect place to start your next chapter. This charming 2-bedroom, 1-bath home offers the simplicity and comfort that makes it especially appealing to a first-time homebuyer. Inside, you’ll find a welcoming space with room to make it your own, while the full unfinished basement provides plenty of storage and the opportunity to create

  Avah Jones Cisler & Associates Real Estate

  106 S 4th St, Benld, IL 62009
• 

  

  /45

  $165,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  701 E Chestnut St, Gillespie, IL 62033

  Check out this charming home on a corner lot, fenced in back yard, and an inground pool for relaxing on those hot summer evenings. The owner has devoted a considerable amount of time for improvements, which include a new roof in 2023, remodeled bath, newer flooring and extensive work on the detached garage. This 2 bed, 1 bath home maintains much of the original charm but with modern day

  Steve Mcgartland Tarrant and Harman Real Estate and Auction Co

  701 E Chestnut St, Gillespie, IL 62033
• 

  

  /42

  $375,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,463 Sq Ft

  22805 Monke Rd, Mount Olive, IL 62069

  Discover true privacy and acreage on this exceptional 29.43-acre property in Mount Olive. This wooded retreat offers the seclusion and space that buyers seeking a genuine escape are searching for. With a natural creek and spring-fed water source on the property, mature trees, and three substantial outbuildings, this land provides endless possibilities for expansion, equestrian pursuits, or simply

  Payton Blaylock Real Broker, LLC

  22805 Monke Rd, Mount Olive, IL 62069
• 

  

  /21

  $39,900

  $10K PRICE DROP Pending

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

  11661 Oriole Rd, Litchfield, IL 62056

  Calling all investors and rehabbers! Opportunity awaits with this spacious 3-bedroom, 2-bath ranch offering approximately 2,100 square feet on a generous 0.39-acre lot in a peaceful country setting. With solid bones and a great floor plan, this home is ready for someone with vision to restore it to its full potential. The oversized living room features a cozy fireplace, while the eat-in kitchen

  Jeremy Mccalmont HomeLITE Real Estate Services

  11661 Oriole Rd, Litchfield, IL 62056
• 

  /2

  $68,900

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  105 E Vine St, Brighton, IL 62012

  EXCELLENT OPPORTUNITY FOR INVESTORS !! THIS HOME OFFERS PLENTY OF SPACE WITH A LARGE KITCHEN, BIG DINING ROOM , 3 BEDROOMS , LARGE YARD, SHED AND A NICE DECK. THE HOME IS SITUATED IN THE HEART OF BRIGHTON AND CLOSE TO ALL AMENITIES .MAIN FLOOR LIVING MAKES EVERYTHING EASILY ACCESSIBLE .WITH UPDATES-- THIS HOME COULD MAKE A GREAT RENTAL OR THE PERFECT HOME FOR A FIRST TIME HOME BUYER. THE HOME IS

  Julie Jacobs Market Pro Realty, Inc

  105 E Vine St, Brighton, IL 62012
• 

  

  /15

  $95,000

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  504 E Walnut St, Gillespie, IL 62033

  Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space in the heart of Gillespie. The functional floor plan provides inviting living areas with abundant natural light and a layout designed for everyday living and entertaining. The kitchen offers ample cabinet and workspace, while the bedrooms provide flexibility for a variety of needs, including guest accommodations, a

  John Blasingame Keller Williams Marquee

  504 E Walnut St, Gillespie, IL 62033
• 

  

  /30

  $249,000

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft

  106 Henry St, Gillespie, IL 62033

  Welcome to this beautifully renovated 4-bedroom, 2-bathroom home, where modern design meets functionality. As you enter, you're greeted by a spacious living room and dining room combo, offering an open and airy feel—ideal for both relaxing and entertaining. The large, flexible layout provides ample space for family gatherings and hosting guests. The expansive master bedroom features a private,

  Mark Roberts RE/MAX Alliance

  106 Henry St, Gillespie, IL 62033
• 

  

  /25

  $310,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  38 Wedgewood Ln, Girard, IL 62640

  Back on the market!! The pool is open for the summer season! Step into this one-of-a-kind custom-built saltbox home, where timeless character meets modern convenience. Situated on nearly an acre of serene, park-like grounds, this property offers exceptional privacy and plenty of space for entertaining. The inviting screened-in porch overlooks a beautiful in-ground pool, creating the perfect

  Ryan Cherney Circle One Realty

  38 Wedgewood Ln, Girard, IL 62640
• 

  

  /22

  $89,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,093 Sq Ft

  723 S Hackman St, Staunton, IL 62088

  Whether you're looking for your first home, an investment opportunity, or a project to make your own, this 3-bedroom, 1-bath home is full of potential. Conveniently located in town, it offers a functional layout, a spacious fenced backyard, and a 2-car attached garage.Inside, you'll find an updated kitchen featuring newer cabinets, countertops, and appliances, providing a great head start

  Marnie Blackman Keller Williams Marquee

  723 S Hackman St, Staunton, IL 62088
• 

  

  /3

  $12,000

  $3K PRICE DROP

  • Land
  • 8,712 Sq Ft
  • $60,000 per Acre

  305 Shelby St, Gillespie, IL 62033

  Prime corner lot available at 305 Shelby in Gillespie! This well-maintained residential parcel features lush, established grass and a clean layout—making it an ideal setting to build your dream home. Positioned on a desirable corner, located in a quiet neighborhood with a welcoming small-town feel. Utilities available (verify with city), making your building process even smoother. Whether you're

  Melissa Quinones RE/MAX Alliance

  305 Shelby St, Gillespie, IL 62033

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