Pittsfield, IL Homes

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  /45

  $350,000

  • Land
  • 0 Acre

  221 S Monroe St, Pittsfield, IL 62363

  The Monroe Street Suites is an updated and charming commercial boutique hotel located in Pittsfield, Illinois. The sale will include everything needed to continue business as usual, ensuring quick income for the new owner. The current owners have completely updated the hotel's aesthetic, transforming it into a chic, intimate atmosphere. The building consists of 6 units, mixing and matching bed

  Candice Daniel eXp Realty

  

  221 S Monroe St, Pittsfield, IL 62363
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  /38

  $135,000 Sold May 30, 2025

  424 W Perry St, Pittsfield, IL 62363

  • 3 Beds
  • 1 Bath
  • 1,372 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Below List Price
  • $98/SF
  • 213 Days On Market

  Current Estimated Value $135,294

  Last Listing Agent Candice Daniel eXp Realty

  

  424 W Perry St, Pittsfield, IL 62363
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  /27

  Est $128,327 Not Listed For Sale

  509 S Walnut St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • Built 1965

  

  509 S Walnut St, Pittsfield, IL 62363

  Last Sold Summary

  • 26% Above List Price
  • $58/SF
  • 252 Days On Market

  Last Sold Price $101,900

  Last Listing Agent Jeremy Farlow Farlow Real Estate Experts
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  /32

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  500 Sycamore St, Pittsfield, IL 62363

  Welcome home to this well-kept 3 bedroom, 1 bath ranch sitting on a spacious 0.27 acre lot. Inside you'll find a comfortable layout with an open kitchen and dining area that flows easily into the large living room, creating a great space for everyday living or gathering with family and friends. The bright all-seasons room adds even more living space and is the perfect spot to relax and enjoy

  Robert Evans Ridgeline Sales Group, LLC

  500 Sycamore St, Pittsfield, IL 62363
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  /31

  $165,000 Sold Sep 19, 2025

  655 Kandy St, Pittsfield, IL 62363

  • 3 Beds
  • 1 Bath
  • 1,183 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Below List Price
  • $139/SF
  • 12 Days On Market

  Current Estimated Value $156,333

  Last Listing Agent Richard Smith Ridgeline Sales Group, LLC

  655 Kandy St, Pittsfield, IL 62363
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  /34

  Est $217,226 Not Listed For Sale

  940 N Orchard St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1965

  940 N Orchard St, Pittsfield, IL 62363

  Last Sold Summary

  • 1% Above List Price
  • $130/SF
  • 0 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC
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  /3

  $9,950

  • Land
  • 0.19 Acre
  • $52,368 per Acre

  106 E Benson St, Pittsfield, IL 62363

  A 68X119 lot with utilites located right next to King Park in now available for sale. This prime piece of real estate is zoned for light industrial use, making it the perfect opportunity for anyone looking to invest in a growing area. If you're interested in learning more about this incredible opportunity, don't hesitate to reach out for more information. This lot won't last long, so don't miss

  Ridgeline LLC Ridgeline Sales Group, LLC

  106 E Benson St, Pittsfield, IL 62363
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  /17

  $147,500 Sold May 12, 2025

  220 S Illinois St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft
  • Built 1997

  Last Sold Summary

  • 16% Below List Price
  • $90/SF
  • 56 Days On Market

  Current Estimated Value $168,361

  Last Listing Agent James Pate Real Estate Center of Jacksonv

  

  220 S Illinois St, Pittsfield, IL 62363
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  /11

  Est $242,069 Not Listed For Sale

  631 S Memorial St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft
  • Built 1970

  

  631 S Memorial St, Pittsfield, IL 62363

  Last Sold Summary

  • 489% Above List Price
  • $18/SF
  • 17 Days On Market

  Last Sold Price $41,123

  Last Listing Agent Sandy Frillman IN BETWEEN OFFICES
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  /28

  $265,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  23 Leon Ln, Pittsfield, IL 62363

  Beautifully designed new-construction ranch home in the Country Roots subdivision, offering 2 bedrooms and 2 full bathrooms with an open, welcoming layout. The main living area features an open-concept design and an abundance of natural light. The kitchen is both stylish and functional with modern cabinetry, solid-surface countertops, and a center island ideal for casual seating or entertaining.

  Ridgeline LLC Ridgeline Sales Group, LLC

  23 Leon Ln, Pittsfield, IL 62363
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  /29

  $335,000 Sold Jul 11, 2025

  7 Quail Ridge Dr, Pittsfield, IL 62363

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • Built 2006

  Last Sold Summary

  • $114/SF
  • 5 Days On Market

  Current Estimated Value $332,607

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC

  7 Quail Ridge Dr, Pittsfield, IL 62363
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  /18

  Est $67,258 Not Listed For Sale

  642 Clarksville Rd, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 1,387 Sq Ft
  • Built 1945

  642 Clarksville Rd, Pittsfield, IL 62363

  Last Sold Summary

  • 12% Above List Price
  • $43/SF
  • 18 Days On Market

  Last Sold Price $59,900

  Last Listing Agent Samuel Kinsey Illinois Realty Group
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  /47

  $429,000

  • 5 Beds
  • 5 Baths
  • 3,442 Sq Ft

  1401 E Washington St, Pittsfield, IL 62363

  1401 E. Washington St., Pittsfield, IL 62363 5 Bedrooms | 3 Full Baths | 2 Half Baths | 6+ Acres | Pond | 3‐Car Garage | Workshop Beautiful and spacious two‐story home situated on 6+ private acres in a desirable Pittsfield location. This property offers 5 bedrooms, 3 full bathrooms, 2 half bathrooms, and exceptional indoor and outdoor living spaces. Interior Features: Large primary suite with

  Christie Mendenhall Ridgeline Sales Group, LLC

  1401 E Washington St, Pittsfield, IL 62363
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  /22

  $185,000 Sold Feb 26, 2026

  413 W Grant St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 2,062 Sq Ft
  • Built 1965

  Last Sold Summary

  • 18% Below List Price
  • $90/SF
  • 239 Days On Market

  Current Estimated Value $190,404

  Last Listing Agent Bailey Moyers Central State Realty

  

  413 W Grant St, Pittsfield, IL 62363
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  /2

  Est $188,436 Not Listed For Sale

  244 S Madison St, Pittsfield, IL 62363

  • 4 Beds
  • 2 Baths
  • 2,310 Sq Ft
  • Built 1905

  244 S Madison St, Pittsfield, IL 62363

  Last Sold Summary

  • 14% Below List Price
  • $71/SF

  Last Sold Price $165,000

  Last Listing Agent Toby Markert Tri-State Realty
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  /56

  $450,000

  • 1 Bed
  • 1.5 Baths

  111 W Adams St, Pittsfield, IL 62363

  Established in 1933, this family-owned and operated downtown Pittsfield property offers a rare opportunity to acquire a long-standing bar and entertainment venue with significant square footage, structural updates and future-use potential. Located at 111, 113, and 115 W Adams Street, the property spans approximately 6,912 square feet across multiple connected buildings, creating a functional

  Marlee Schultz Whitetail Properties Real Estate

  111 W Adams St, Pittsfield, IL 62363
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  /34

  $104,500 Sold Aug 29, 2025

  306 E Washington St, Pittsfield, IL 62363

  • 4 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 1935

  Last Sold Summary

  • 16% Below List Price
  • $57/SF
  • 303 Days On Market

  Current Estimated Value $110,957

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC

  306 E Washington St, Pittsfield, IL 62363
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  /22

  Est $70,857 Not Listed For Sale

  750 N Monroe St, Pittsfield, IL 62363

  • 3 Beds
  • 1 Bath
  • 1,095 Sq Ft
  • Built 1920

  750 N Monroe St, Pittsfield, IL 62363

  Last Sold Summary

  • 11% Above List Price
  • $58/SF
  • 31 Days On Market

  Last Sold Price $63,870

  Last Listing Agent Teresa Boes Ridgeline Sales Group, LLC
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  /47

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  23178 County Hwy 11, Pittsfield, IL 62363

  This 4 bedroom, 2.5 bath home sits on 5.75 acres and offers the perfect balance of privacy and convenience. Enjoy the quiet of the country with the convenience of town just around the corner. The main level offers an inviting open floor plan with modern finishes and plenty of natural light. The beautifully designed kitchen is the heart of the home, featuring a large island, custom cabinetry, and

  Ridgeline LLC Ridgeline Sales Group, LLC

  23178 County Hwy 11, Pittsfield, IL 62363
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  /17

  $57,000 Sold Dec 19, 2025

  812 N Orchard St, Pittsfield, IL 62363

  • 2 Beds
  • 4 Baths
  • 1,800 Sq Ft
  • Built 1960

  Last Sold Summary

  • 14% Above List Price
  • $32/SF
  • 14 Days On Market

  Current Estimated Value $95,667

  Last Listing Agent James Pate Real Estate Center of Jacksonv

  

  812 N Orchard St, Pittsfield, IL 62363
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  /16

  Est $87,019 Not Listed For Sale

  539 N Dutton St, Pittsfield, IL 62363

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 1946

  

  539 N Dutton St, Pittsfield, IL 62363

  Last Sold Summary

  • 270% Above List Price
  • $14/SF
  • 5 Days On Market

  Last Sold Price $23,500

  Last Listing Agent James Pate Real Estate Center of Jacksonv
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  /92

  $259,000

  • 4 Beds
  • 2 Baths
  • 3,082 Sq Ft

  316 N Monroe St, Pittsfield, IL 62363

  Experience the timeless beauty of this 1890 Victorian home, where historic character meets modern refinement. With over 3,000 sq. ft., 4 bedrooms, and 2 full baths, this residence has been thoughtfully updated while preserving its original charm. Step inside to find soaring 10-foot ceilings, original hardwood floors, and exquisite wood trim, accented by pocket and French doors and stained-glass

  Lacey Hoagland Ridgeline Sales Group, LLC

  316 N Monroe St, Pittsfield, IL 62363
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  /19

  $55,000 Sold Feb 27, 2026

  529 S Madison St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 831 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $66/SF
  • 16 Days On Market

  Current Estimated Value $81,589

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC

  529 S Madison St, Pittsfield, IL 62363
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  /2

  Est $73,603 Not Listed For Sale

  423 W Adams St, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft
  • Built 1928

  423 W Adams St, Pittsfield, IL 62363

  Last Sold Summary

  • 17% Below List Price
  • $38/SF

  Last Sold Price $63,000

  Last Listing Agent Bert McAlonan Bower & Associates Inc., REALTORS
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  /114

  $733,050

  • Land
  • 80.78 Acres
  • $9,075 per Acre

  0 220th Ave, Pittsfield, IL 62363

  This 80.89 acre farm in east-central Pike County, Illinois offers a strong balance of income-producing farmland and recreational appeal. The property has 31.34 acres of productive tillable ground, 13.4 acres enrolled in CRP, and excellent hunting and wildlife potential. Bay Creek runs just east of the property, creating a natural travel corridor that supports a healthy population of deer and

  Tyler Sellens Whitetail Properties Real Estate

  0 220th Ave, Pittsfield, IL 62363
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  /5

  $20,000 Sold Aug 06, 2025

  230 N Illinois St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft

  Last Sold Summary

  • 20% Below List Price
  • $26/SF
  • 85 Days On Market

  Current Estimated Value $46,578

  Last Listing Agent Jeremy Farlow Farlow Real Estate Experts

  

  230 N Illinois St, Pittsfield, IL 62363
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  /37

  Est $85,495 Not Listed For Sale

  127 S Clinton St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 873 Sq Ft
  • Built 1925

  127 S Clinton St, Pittsfield, IL 62363

  Last Sold Summary

  • 7% Above List Price
  • $92/SF
  • 124 Days On Market

  Last Sold Price $80,000

  Last Listing Agent Cyndi Borrowman Market Pro Realty, Inc
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  /52

  $963,000

  • Land
  • 77.04 Acres
  • $12,500 per Acre

  77.04 + Unit Newburg Twp Pike C, Pittsfield, IL 62363

  This 77.4 +\- acre Pike County farm offers versatility that's hard to beat. Whether you're looking for a build site, an addition to an existing farming operation, a strong recreational property, or a solid investment, this farm checks all the boxes. Located approximately one mile outside Pittsfield city limits with easy access off Highway 106, the property features road frontage and utilities

  Terry Peterman Ridgeline Sales Group, LLC

  77.04 + Unit Newburg Twp Pike C, Pittsfield, IL 62363
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  /13

  $108,000 Sold Oct 15, 2025

  201 Mason St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 1,159 Sq Ft
  • Built 1951

  Last Sold Summary

  • 10% Below List Price
  • $93/SF
  • 119 Days On Market

  Current Estimated Value $112,080

  Last Listing Agent Roger Hall Ridgeline Sales Group, LLC

  201 Mason St, Pittsfield, IL 62363
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  /22

  Est $137,512 Not Listed For Sale

  230 Clarksville Rd, Pittsfield, IL 62363

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1993

  230 Clarksville Rd, Pittsfield, IL 62363

  Last Sold Summary

  • 10% Above List Price
  • $101/SF
  • 28 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC
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  /4

  $28,500

  • Land
  • 0.71 Acre
  • $40,141 per Acre

  380 W Adams St, Pittsfield, IL 62363

  Build your dream home on this 0.71-acre residential lot at 380 W Adams St in Pittsfield. This spacious in-town property offers level ground, great road access, and plenty of room for the layout and outdoor space you've always wanted. With schools, shopping, and all of Pittsfield's amenities just minutes away, it makes the perfect location. An oversized lot ready for your vision to come to life!

  Lacey Hoagland Ridgeline Sales Group, LLC

  380 W Adams St, Pittsfield, IL 62363
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  /18

  $110,000 Sold Jun 23, 2025

  628 N Orchard St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $116/SF
  • 66 Days On Market

  Current Estimated Value $108,709

  Last Listing Agent Robert Evans Ridgeline Sales Group, LLC

  628 N Orchard St, Pittsfield, IL 62363
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  /2

  Est $74,240 Not Listed For Sale

  490 E North St, Pittsfield, IL 62363

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1960

  490 E North St, Pittsfield, IL 62363

  Last Sold Summary

  • 86% Below List Price
  • $38/SF

  Last Sold Price $39,900

  Last Listing Agent Tara Zeiger Prestige Realty, Inc
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  /60

  $859,775

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

  00001, Pittsfield, IL 62357

  98.26 Acres - Secluded, Managed Whitetail Farm with Income in Pike County, IllinoisIf privacy, huntability, and proven whitetail production are at the top of your list, this 98.26 acre Pike County tract is a rare opportunity. Located well off any main roads, the property offers true seclusion and the type of quiet setting that consistently holds mature deer throughout the

  Michael Heitz Pioneer Land Company

  00001, Pittsfield, IL 62357
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  /28

  $85,000 Sold Mar 27, 2026

  529 N Monroe St, Pittsfield, IL 62363

  • 4 Beds
  • 2.5 Baths
  • 2,581 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $33/SF
  • 299 Days On Market

  Current Estimated Value $119,539

  Last Listing Agent Kelly Little Farlow Real Estate Experts

  

  529 N Monroe St, Pittsfield, IL 62363
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  /49

  Est $108,132 Not Listed For Sale

  23475 365th St, Pittsfield, IL 62363

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1955

  23475 365th St, Pittsfield, IL 62363

  Last Sold Summary

  • 3% Above List Price
  • $80/SF
  • 4 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Wendi Mielke Market Pro Realty, Inc
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  /38

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,289 Sq Ft

  1241 Sunset Dr, Pittsfield, IL 62363

  Well-maintained 2-bedroom, 2-bath brick ranch located on a 1/2-acre lot in a quiet cul-de-sac. This home offers comfortable main-level living with a spacious layout and a large living room featuring a brick fireplace and plenty of natural light, along with a full basement providing additional storage or future living space. The kitchen provides ample cabinet and counter space and flows into the

  Robert Evans Ridgeline Sales Group, LLC

  1241 Sunset Dr, Pittsfield, IL 62363
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  /25

  $177,000 Sold Oct 30, 2025

  720 E Washington St, Pittsfield, IL 62363

  • 2.5 Baths
  • 4,857 Sq Ft

  Last Sold Summary

  • 21% Below List Price
  • $36/SF
  • 81 Days On Market

  Current Estimated Value $192,287

  Last Listing Agent Misha Ehlert Ridgeline Sales Group, LLC

  720 E Washington St, Pittsfield, IL 62363
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  /45

  Est $207,263 Not Listed For Sale

  225 Fair St, Pittsfield, IL 62363

  • 5 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 1969

  225 Fair St, Pittsfield, IL 62363

  Last Sold Summary

  • $80/SF
  • 23 Days On Market

  Last Sold Price $207,000

  Last Listing Agent Lacey Hoagland Ridgeline Sales Group, LLC
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  /25

  $265,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  1110 Lowry St, Pittsfield, IL 62363

  This immaculate, move-in-ready two-story home offers 1,900 square feet of pristine living space in a highly sought-after location. Featuring 4 spacious bedrooms and 2.5 baths, this residence perfectly blends comfort with functional design. The main floor boasts a convenient laundry room situated just off the oversized 2-car garage. Pass through kitchen has plenty of counter and storage space and

  Kathleen Marable Hometown Real Estate / Pioneer Land Company

  1110 Lowry St, Pittsfield, IL 62363

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