Illinois Homes for Sale with a Guest House

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  /31

  $1,200,000

  • 8 Beds
  • 10 Baths
  • 11,108 Sq Ft

  3736 S Michigan Ave, Chicago, IL 60653

  A mansion in Bronzeville, built in the 19th century for a leading grain dealer and later used as a Black-owned hospital, is on the market for the first time in three decades, sold by a woman who has carefully restored many of its ornate historical finishes.Take a look back into the 19th century with this architectural masterpiece. Located in Chicago's historic Bronzeville neighborhood, this

  Michael Giliano Compass

  3736 S Michigan Ave, Chicago, IL 60653
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  /68

  $610,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  709 Wind Rivers Dr Unit B, Grafton, IL 62037

  Experience the ultimate in "easy living" with this stunning high-end end unit, perfectly situated at the confluence of the Mississippi and Illinois Rivers to offer breathtaking, unobstructed sunset views. This sophisticated home features a private elevator and a magnificent oak and wrought iron staircase leading to an open-concept interior boasting marble flooring, soaring vaulted ceilings, and

  Mindy Woelfel Landmark Realty

  709 Wind Rivers Dr Unit B, Grafton, IL 62037
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  /12

  $239,000

  Pending

  • Studio
  • 2,132 Sq Ft

  210 N London Ave, Rockford, IL 61107

  Well-maintained duplex featuring spacious 2-bedroom units, each offering a comfortable living room and dining room, an enclosed porch, and a kitchen with a pantry. Separate gas and electric for each unit. Laundry hookups are located in the basement, along with separate storage areas. Additional highlights include a detached two-car garage, ample parking behind the building, and convenient

  Justin Smith Century 21 Affiliated

  210 N London Ave, Rockford, IL 61107
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  /54

  $250,000

  $25K PRICE DROP

  • Studio
  • 2,086 Sq Ft

  515 N 6th St, Rochelle, IL 61068

  GREAT INVESTMENT OPPORTUNITY. 3 RENTED UNITS TOTAL. MAIN 2 STORY- UNIT 1 FEATURES LIVING ROOM, DINING ROOM, KITCHEN, FULL BATH, FFL, AND 2 BEDROOMS. CENTRAL AIR, STOVE, RANGE HOOD, REFRIGERATOR, WASHER & DRYER. UNIT 2 FEATURES LIVING ROOM, KITCHEN, FULL BATH AND 1 BR. WINDOW AC, STOVE, RANGE HOOD, & REFRIGERATOR. EXTERIOR ENTRANCE TO BASEMENT. UNIT 1 TENANT USES BASEMENT. THIS BUILDING IS ALLUM.

  Kimberly Cooley Berkshire Hathaway HomeServices Starck RE

  515 N 6th St, Rochelle, IL 61068
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  /56

  $4,650,000

  • 5 Beds
  • 8 Baths
  • 9,437 Sq Ft

  2665 Bentley Rd, Highland Park, IL 60035

  Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings,

  Beth Wexler @properties Christie's International Real Estate

  2665 Bentley Rd, Highland Park, IL 60035
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  /47

  $474,500

  $86K PRICE DROP

  • Studio
  • 3,690 Sq Ft

  820 Cottage Grove Ave, Rockford, IL 61103

  Well-maintained four-unit property offering strong rental potential. Each apartment features 2 bedrooms, 1 full bath, a comfortable living room, and an eat-in kitchen with stove and refrigerator included. Two units also offer in-unit laundry hookups for added convenience. Tenants enjoy separate utilities and air conditioning. A detached four-car garage provides added parking and storage

  Aimee Leon Gambino Realtors

  820 Cottage Grove Ave, Rockford, IL 61103
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  /66

  $599,000

  $91K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  21184 Allentown Rd, Pekin, IL 61554

  The impressive 3,000+ sq. ft. outbuilding (built in 2022) is the true centerpiece of this property—built for function, flexibility, and serious capability. Ideal for a hobbyist, tradesman, or anyone needing space, it features heated floors, 8” insulated steel-lined walls, and a 22” insulated ceiling. Inside are two apartments: a fully finished 600 sq. ft. unit and a partially finished 900 sq. ft.

  Kristine Kniep RE/MAX Traders Unlimited

  

  21184 Allentown Rd, Pekin, IL 61554
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  /19

  $295,000

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

  2340 Krueger St, Blue Island, IL 60406

  Unique income-producing opportunity! This fully updated single-family home with a coach house offers versatility and strong rental potential. Renovated in 2021, the property features newer windows, electrical,HVAC and plumbing throughout. The main level offers a bright and spacious layout with a living room, dining room, two generously sized bedrooms, a dedicated office space, and an updated

  Fatima Ortiz EXIT Strategy Realty

  2340 Krueger St, Blue Island, IL 60406
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  /40

  $3,900,000

  • 5 Beds
  • 6 Baths
  • 9,200 Sq Ft

  1352 N La Salle Dr, Chicago, IL 60610

  Best value! Stately, sophisticated, and truly one of a kind - this oversized 33 x 149 ft estate sits in the heart of prime Old Town, offering the scale and presence rarely found this close to both Old Town and the Gold Coast. Originally restored and thoughtfully reimagined in 2016, the home seamlessly blends historic architecture with modern livability. Most recently refreshed by Brianne Bishop

  Julie Harron Jameson Sotheby's Intl Realty

  1352 N La Salle Dr, Chicago, IL 60610
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  /56

  $225,000

  • Studio
  • 2,870 Sq Ft

  434 16th Ave, Rockford, IL 61104

  TURN KEY DUPLEX IN ROCKFORD offering a great investment opportunity! This well-maintained property features two spacious 3-bedroom, 1-bath units. Interior highlights include hardwood floors, updated bathrooms, and freshly painted kitchens. The property also offers a full basement, fenced backyard, storage shed, and a 2-car garage. Conveniently located near schools, dining, and everyday amenities.

  Fidel Batres Keller Williams Realty Signature

  434 16th Ave, Rockford, IL 61104
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  /17

  $3,600,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  16104 Mcguire Rd, Harvard, IL 60033

  Here is your once in a life time rare opportunity to own this beautiful one of a kind scenic 206 acre property located at the prime NW corner of Alden and McGuire Roads and only a short distance to metra, downtown Harvard and Lake Geneva. Included with this acreage are three homes, two large barns, thriving farmed pastures, tall oak and pine trees and a large stocked spring fed pond great for

  Helga Hesseln The Wilcox Company

  16104 Mcguire Rd, Harvard, IL 60033
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  /20

  $30,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths

  909 W Center St, Fairfield, IL 62837

  Conveniently located in town, this 3 bedroom, 1.5 bath home offers great potential. The property includes a carport and solid layout, making it a great opportunity for investors or buyers looking for a home they can update and make their own.

  Ethan Keyser Keys Real Estate

  909 W Center St, Fairfield, IL 62837
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  /29

  $950,000

  $50K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,300 Sq Ft

  22252 W Taylor Rd, Plainfield, IL 60544

  Versatile 5-Acre Property with Multiple Homes and Barns! Key location! This property offers 3 rental homes, 2 garages and 2.5 barns with 2 farming areas for crops. This property was previously approved for a CBD hemp growing license. Currently zoned as A-1, this property is able to offer business opportunities such as, utilities and services (solar/wind), building maintenance services

  Jen Fay Re/Max Premier

  22252 W Taylor Rd, Plainfield, IL 60544
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  /68

  $1,390,000

  • 5 Beds
  • 4.5 Baths
  • 5,675 Sq Ft

  23-48 Barrington Ct, Lanark, IL 61046

  Perched along a pristine stretch of shoreline, this ideal lake house blends scale, comfort, and effortless connection to the water. Designed for both quiet retreats and lively gatherings, the home offers five spacious bedrooms and four and a half baths, thoughtfully arranged to provide privacy without sacrificing flow. The heart of the home is a dramatic two-story main living room, where soaring

  JULIE WENZEL RE/MAX TOWN LAKE & COUNTRY

  23-48 Barrington Ct, Lanark, IL 61046

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