Macoupin County IL Homes for Sale

• 

  

  

  /20

  $44,900

  $5K PRICE DROP

  • 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 the main

  

  Matthew Cisler

  Cisler & Associates Real Estate

  418 E Elm St, Gillespie, IL 62033
• 

  

  

  /14

  $49,950

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  209 W 2nd South St, Mount Olive, IL 62069

  Charming 2-bedroom, 1-bath home full of potential! With a little TLC, this property could truly shine and make a wonderful place to call home.

  

  Jenny Wisniewski

  Landmark Realty

  209 W 2nd South St, Mount Olive, IL 62069
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  /26

  $175,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  500 W 1st South St, Mount Olive, IL 62069

  Step into timeless charm and generous space in this beautiful 3-bedroom, 2-bath home situated on a spacious corner lot in Mt. Olive. Built in 1929, this home blends classic character with modern comfort, offering 1,674 sq ft of inviting living space.The main level is ideal for entertaining, featuring a large, well-appointed kitchen with a center island,and appliances included, flowing

  

  Becky Leach

  Cisler & Associates Real Estate

  500 W 1st South St, Mount Olive, IL 62069
• 

  

  

  /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
• 

  

  

  /28

  $179,500

  Open Sun 1PM - 3PM $10K PRICE DROP

  • 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
• 

  

  /20

  $74,900

  $20K 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
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  /32

  $94,000

  $5K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,895 Sq Ft

  607 Springfield Rd, Gillespie, IL 62033

  Calling all rehab enthusiasts and buyers with vision! This spacious 2-story home offers timeless charm, generous living space, and beautiful original woodwork throughout many rooms. The property includes a large primary bath with jetted tub and separate shower, formal dining room, breakfast area, whole house generator, and a sprawling 1-acre lot with plenty of room to create your dream outdoor

  

  Kimberly Hunt

  360 Prime Realty Group, LLC

  607 Springfield Rd, Gillespie, IL 62033
• 

  

  /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

  • 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
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  /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
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  /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
• 

  

  /25

  $152,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,691 Sq Ft

  301 W 3rd North St, Mount Olive, IL 62069

  This well-maintained home offers comfortable single-level living with 2 bedrooms and the potential for a 3rd—simply reinstall a closet in the additional room with built-ins to easily convert it back. The layout features a generously sized dining room and an inviting kitchen, ideal for everyday living and entertaining.A standout feature is the year-round sunroom that fills with natural light

  

  Becky Leach

  Cisler & Associates Real Estate

  301 W 3rd North St, Mount Olive, IL 62069
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  /38

  $129,900

  • 3 Beds
  • 1.5 Baths
  • 1,678 Sq Ft

  802 E Pleasant St, Bunker Hill, IL 62014

  Your next chapter starts in Bunker Hill! Starting outside, the covered front porch is the perfect place for that morning cup of coffee while watching nature from your porch swing. The back covered patio offers more privacy — a relaxing spot to unwind with a drink and enjoy the peaceful evenings. Inside, you’ll find thoughtful details throughout, from the built-in bookcases and display shelves to

  

  Matthew Cisler

  Cisler & Associates Real Estate

  802 E Pleasant St, Bunker Hill, IL 62014
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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
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  /17

  $57,900

  $2K PRICE DROP Under Contract

  • 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
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  /17

  $30,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  303 S Sherman St, Girard, IL 62640

  Three-bedroom, two-bath home ready for its next owner to make it their own. Property is being sold as-is. Property is lender-owned, and U.S. Bank National Association makes no representations or warranties regarding the condition of the property. U.S. Bank N.A. may have financing options available for potential buyers. For more information, visit: Contact your favorite Realtor today to schedule

  

  Jenny Wisniewski

  Landmark Realty

  303 S Sherman St, Girard, IL 62640
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  /12

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  905 Madison St, Gillespie, IL 62033

  Back on the market! No Fault of Seller, Buyer had a family emergency. Welcome home to this beautifully maintained newer construction in Gillespie! Built in 2019/2020 on the existing crawl space, this move-in ready 3 bedroom, 1 bath home still shows like new. The open floor plan offers a spacious feel perfect for everyday living and entertaining. Kitchen features cherry-toned cabinetry, quartz

  

  Kimberly Hunt

  360 Prime Realty Group, LLC

  905 Madison St, Gillespie, IL 62033
• 

  

  /26

  $49,900

  $5K PRICE DROP

  • 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
• 

  

  /20

  $160,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  303 W 1st South St, Mount Olive, IL 62069

  Easy Living in the Heart of Mt. Olive! Historic charm meets modern style in this beautifully updated brick home featuring eye-catching exposed brick walls, tall ceilings, and an abundance of natural light throughout. Offering 3 bedrooms and 1.5 bathrooms, this home provides a spacious and functional layout with nearly 1,900 square feet of living space. Step inside to find warm wood flooring,

  

  Matthew Cisler

  Cisler & Associates Real Estate

  303 W 1st South St, Mount Olive, IL 62069
• 

  

  /21

  $80,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 870 Sq Ft

  622 S Wood St, Staunton, IL 62088

  Welcome home to comfort and value! This cute 2 bedroom, 2 bath home offers a great blend of comfort, potential, and value. Featuring a spacious living room, separate dining area, full basement, and detached 2-car garage, this property has plenty to offer for a first-time buyer, investor, or someone looking to downsize. The large fenced backyard provides room to relax, entertain, or enjoy pets and

  

  Matthew Cisler

  Cisler & Associates Real Estate

  622 S Wood St, Staunton, IL 62088
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  /27

  $199,500

  $16K PRICE DROP

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

  919 W Henry St, Staunton, IL 62088

  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 own. Enjoy the convenience of 2 full bathrooms, including a relaxing JACUZZI tub—perfect for unwinding after a long day. Step outside to your secluded

  

  Becky Leach

  Cisler & Associates Real Estate

  919 W Henry St, Staunton, IL 62088
• 

  

  /13

  $109,900

  $5K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 929 Sq Ft

  206 Fisher Ave, Sawyerville, IL 62085

  Two-bedroom, one-bath home featuring a convenient main floor laundry and a full basement for additional storage or future finishing. A rare find with a three-car garage that includes a workshop plus an additional half bath. Don’t miss this opportunity—schedule your showing with your favorite Realtor today!

  

  Jenny Wisniewski

  Landmark Realty

  206 Fisher Ave, Sawyerville, IL 62085
• 

  

  /18

  $110,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft

  311 E 1st North St, Mount Olive, IL 62069

  Welcome home to this well-maintained 3-bedroom, 1-bath property situated on a large corner lot! This home offers plenty of space both inside and out, featuring a full, clean, and highly usable basement complete with 1 yr old washer and dryer.The oversized 2-car garage provides excellent storage and workspace, while the spacious breezeway creates a convenient and attractive connection between

  

  Becky Leach

  Cisler & Associates Real Estate

  311 E 1st North St, Mount Olive, IL 62069
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  /52

  $235,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  500 Benton St, Mount Olive, IL 62069

  Welcome to this beautifully maintained 3-bedroom, 2-bath bungalow offering 1,576 sq. ft. of living space with a large bonus space over the garage in the heart of Mount Olive. Built in 1930 and thoughtfully updated, this home blends timeless character with today’s comfort and convenience.Step inside to find a spacious living room with, a bright and open kitchen, and a main-level den that’s

  David Cisler Cisler & Associates Real Estate

  500 Benton St, Mount Olive, IL 62069
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  /39

  $179,900

  $5K PRICE DROP Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  506 Garfield St, Mount Olive, IL 62069

  Charming 4-Bedroom Home with Garages, Pool, and Solar Power on Spacious Lot! Welcome to this beautifully maintained 4-bedroom, 1.5-bathroom home that offers the perfect blend of comfort, functionality, and outdoor enjoyment. Nestled on a generous lot, this property is ideal for families, hobbyists, or anyone seeking versatile living space—both indoors and out. Step inside to a warm and inviting

  David Cisler Cisler & Associates Real Estate

  506 Garfield St, Mount Olive, IL 62069
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  /41

  $250,000

  • Land
  • 16.1 Acres
  • $15,528 per Acre

  3305 Brown Rd, Brighton, IL 62012

  Great opportunity to have you own piece of ground! This 16 acres of rolling timber offers endless opportunities. There is a wonderful build site that the seller has already prepped with a driveway, water, and power. There is an established food plot with a good number of deer and turkeys. This property offers private seclusion whether you are looking for a small hunting farm, a build site or just

  Sports Estate Sports Afield Real Estate

  3305 Brown Rd, Brighton, IL 62012
• 

  

  /19

  $62,900

  • Land
  • 5.17 Acres
  • $12,166 per Acre

  000 Tower Rd, Gillespie, IL 62033

  This is an amazing opportunity to position your investment for future potential with this 5.17 acre vacant farmland in Gillespie, IL. Located within city limits and actively farmed for corn and soybeans, this Macoupin County acreage offers productive ground, dual-road access, and flexibility for agricultural use, long-term investment, or future development. This property features flat topography

  Joe Cebuhar Whitetail Properties Real Estate

  000 Tower Rd, Gillespie, IL 62033
• 

  

  /85

  $1,120,000

  $80K PRICE DROP

  • Land
  • 160 Acres
  • $7,000 per Acre

  000 Newby Rd, Shipman, IL 62685

  Well-managed and great access are just the start of this high-end whitetail and turkey farm. Topographically, this property lies east and west. Road frontage along the west and north lines, and powerline clearing on the south, provides excellent access to hunt the entire property in any wind. These roads also make available some fantastic building spots for a home or cabin. A creek running north

  Joe Cebuhar Whitetail Properties Real Estate

  000 Newby Rd, Shipman, IL 62685
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  /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

  $335,000

  $30K 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
• 

  

  /57

  $260,000

  $20K PRICE DROP

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

  115 N Main St, Modesto, IL 62667

  Spacious 5-bedroom, 2-bath home on 5+ acres within city limits. Built circa 1903, this 2,750 sq ft two-story home offers a blend of character, space, and functionality. Recent updates include a new roof and two A/C units in 2022, along with new first-floor windows in 2023. Main level features an entryway, sitting room, spacious living room with 9-foot ceilings, formal dining room with built-in

  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
• 

  

  /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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  /48

  $489,000

  $70K PRICE DROP Under Contract

  • 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 offers

  Melissa Quinones RE/MAX Alliance

  116 W Henry St, Staunton, IL 62088
• 

  

  /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
• 

  

  /32

  $87,500

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,425 Sq Ft

  114 Minton St, Carlinville, IL 62626

  This charming 4-bedroom, 1.5-bath home offers comfortable living within walking distance to both the high school and intermediate school. Enjoy a spacious, shaded yard perfect for outdoor relaxation, a large kitchen ideal for family gatherings, and a convenient 1-car detached garage. Combining functionality and location, this home is perfect for families seeking a welcoming and well-appointed

  Brad Graham Land & Home Real Estate

  

  114 Minton St, Carlinville, IL 62626
• 

  

  /22

  $139,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,193 Sq Ft

  105 Helmuth, Wilsonville, IL 62093

  Welcome home to this inviting 3-bedroom, 2-bath residence featuring a desirable open floor plan that creates a bright and welcoming atmosphere for everyday living and entertaining. The spacious living, dining, and kitchen areas flow seamlessly together, offering comfort and functionality for the whole family. Step outside and enjoy the large yard, providing plenty of room for outdoor activities,

  Andrew Milkovich RE/MAX Alliance

  105 Helmuth, Wilsonville, IL 62093
• 

  

  /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

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