Illinois Homes for Sale with a Guest House

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  /71

  $195,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  526 Power Plant Rd, Marion, IL 62959

  UNIQUE OPPORTUNITY, MARION, CLOSE TO THE LAKE OF EGYPT. 3-acre wooded property includes a Pole Barn Home and 3 cabins, live in one, rent the others out, would make great short-term rentals. Want to live on the grid, this is your perfect opportunity. You have public water and aerobic septic system, large enough to hook all cabins up to it, currently only pole barn and Cabin 1 are hooked up. The

  

  Linda Cox

  C21 HOUSE OF REALTY, INC. L

  526 Power Plant Rd, Marion, IL 62959
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  /10

  $199,808

  • Land
  • 2.63 Acres
  • $75,973 per Acre

  18106 Sayre Ave, Tinley Park, IL 60477

  Calling all investors and developers-this is a true opportunity with significant redevelopment potential. The existing 4-bedroom, 1.5-bath farmhouse and separate 2-bedroom, 1-bath coach house are ideal for complete demolition and a fresh start. Situated on 2.64 total acres across two PINs, including an additional adjacent lot, this site offers flexibility for future development and potential

  

  Robert Kroll

  808 Realty

  18106 Sayre Ave, Tinley Park, IL 60477
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  /66

  $549,900

  $25K PRICE DROP

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

  21184 Allentown Rd, Pekin, IL 61554

  Nearly 4 acres of open space, mature trees, and room to build the kind of life that doesn't fit in a subdivision. Whether your vision includes a small herd, a flock, or just a few animals and a lot of fresh air, this property has the space and the setup to make it happen. Inside, the home has been beautifully refreshed from top to bottom. Gleaming luxury vinyl plank flooring flows through an

  

  Lindsay Prewitt

  eXp Realty

  21184 Allentown Rd, Pekin, IL 61554
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  /99

  $485,000

  • 5 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  1341 Schleeper Ln, Golden Eagle, IL 62036

  One-of-a-Kind Country Estate in the Rolling Hills of Calhoun County, Illinois. If you’ve been searching for breathtaking views, space to roam, and a property built with intention and quality — this is it.Nestled in the heart of Calhoun County, this former operating farm offers a rare combination of a custom-built primary home, a second residence, and an impressive lineup of functional

  

  Cyndi Borrowman

  Market Pro Realty, Inc

  1341 Schleeper Ln, Golden Eagle, IL 62036
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  /41

  $339,900

  $10K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 3,203 Sq Ft

  108 Kothe Ct, Rockton, IL 61072

  This move-in ready home has been thoughtfully updated over the last few years with newer carpet, luxury vinyl plank flooring, paint, lighting, faucets, and toilets. The kitchen features a plethora of cabinets, granite countertops, a convenient breakfast bar & updated appliances. Primary bedroom on main level has ensuite bath. Main floor laundry adds everyday convenience. Enjoy peaceful outdoor

  

  Michelle Fitzgerald

  Century 21 Affiliated

  108 Kothe Ct, Rockton, IL 61072
• 

  

  /39

  $550,000

  $25K PRICE DROP

  • 12 Beds
  • 8 Baths

  5930 S King Dr, Chicago, IL 60637

  Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and

  

  Rafay Qamar

  Real Broker LLC

  5930 S King Dr, Chicago, IL 60637
• 

  

  /98

  $8,495,000

  • 6 Beds
  • 9 Baths
  • 12,000 Sq Ft

  5021 Minkler Rd, Yorkville, IL 60560

  Welcome to the Minkler Estate - a property unlike any other in Chicagoland. Surrounded by beautiful wildflowers, dense woods, and secluded prairie, this extraordinary 36-acre countryside haven offers the perfect blend of privacy, sophistication, and natural beauty. At the heart of the estate lies a stately 12,000+ sq ft English manor, meticulously renovated from the ground up to combine modern

  

  Michael Lafido

  LPT Realty

  5021 Minkler Rd, Yorkville, IL 60560
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  /10

  $799,900

  Pending

  • Land
  • 3 Acres
  • $266,633 per Acre

  21763 Deerpath Rd, Lake Zurich, IL 60047

  There are two homes on this property*There is another listing in "Detached Single" List Number 12134594*There are also three digit addresses for the two homes*The "Larger House" is 234 Deerpath Rd and the "Smaller House" is 232 Deerpath Rd But they are all on One Pin Number*The Property was Professionally Appraised and Appraisal indicates that the "Highest and Best Use" of the property is for it

  

  Cherie Smith Zurek

  RE/MAX Suburban

  21763 Deerpath Rd, Lake Zurich, IL 60047
• 

  

  /57

  $300,000

  Open Sat 2PM - 4PM Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,504 Sq Ft

  269 Westwood Place, East Alton, IL 62024

  Welcome to your private retreat! This beautifully maintained 3-bedroom, 3 bath home w/4th bedroom in outbuilding offerring space, comfort, and incredible versatility both inside and out. Step inside to find an open and inviting floor plan featuring a spacious living room, welcoming foyer, and an eat-in kitchen complete with granite countertops, breakfast bar, and high-end appliances. A charming

  

  Angela Judd Uram

  Coldwell Banker Brown Realtors

  269 Westwood Place, East Alton, IL 62024
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  /44

  $299,000

  Pending

  • Studio
  • 3,920 Sq Ft

  310 Franklin St Unit 308 & 310 1/2, Galena, IL 61036

  Exciting NEWS! Investment Property opportunity available. Triplex for sale, Galena, IL 61036. Brick apartment building for sale at 310 Franklin St., Galena, IL 61036. Options are limitless- Live in one unit and rent the other two out for income, rent the whole building out, or if you are an employer looking for rental for your employees, however you decide. Property addresses for this tri-plex

  

  Jacqueline Debes

  RE/MAX PRIME PROPERTIES

  310 Franklin St Unit 308 & 310 1/2, Galena, IL 61036
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  /43

  $235,000

  • 2 Beds
  • 2 Baths

  Unlisted Address

  Why settle for one home when you can have two? This unique property offers an incredible opportunity for homeowners, investors, or anyone looking for extra income potential! The main home is spacious and inviting, featuring a bright open-concept living room, a large kitchen with plenty of room to gather, 2 bedrooms, 2 bathrooms, a full basement, and access to a detached 2-car garage. The second

  

  Gina LaMore

  LaMore Realty

  Unlisted Address
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  /50

  $895,000

  • 8 Beds
  • 8.5 Baths
  • 5,152 Sq Ft

  1004 Park Ave, Galena, IL 61036

  A rare opportunity to own one of Galena’s most distinguished historic residences — an extraordinary circa-1846 solid brick luxury estate blending timeless architectural character with sophisticated modern living and flexible hospitality potential. Rich in History to include the home of the Galena Mayor from 1875. Located within walking distance of downtown Galena and prominently facing the Galena

  

  Angela Stodden

  KELLER WILLIAMS REALTY SIGNATURE

  1004 Park Ave, Galena, IL 61036
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  /10

  $114,500

  $10K PRICE DROP Pending

  • Studio
  • 3,840 Sq Ft

  211 N Grove Ave, Freeport, IL 61032

  Excellent investment opportunity in the heart of Freeport! This 4-unit apartment building offers strong income potential with all one-bedroom units and separate utilities including water and sewer for each unit. The property also includes an additional lot, providing added value and future possibilities for parking, expansion, or outdoor space. There is opportunity to increase value and rental

  

  Rion Tovar-South

  Weichert Realtors - Tovar Properties

  211 N Grove Ave, Freeport, IL 61032
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  /27

  $183,000

  Pending

  • Studio
  • 2,024 Sq Ft

  1420 Magnolia St, Rockford, IL 61104

  Come check this out! this is a Multifamily with Two units, each unit with Two bedrooms, One bathroom, and a Three car detached garage. a lot of updates in both units and new garage. don't miss this opportunity schedule your private viewing.

  

  Airel Hermosillo

  Smart Home Realty

  1420 Magnolia St, Rockford, IL 61104
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  /213

  $800,000

  • 8 Beds
  • 5.5 Baths
  • 6,479 Sq Ft

  9159 N 1900 East Rd, Bloomington, IL 61705

  A hidden estate where privacy, beauty, and timeless design define every detail. 9159 N. 1900 East Road is the kind of property that simply doesn't come along very often. Tucked away on four beautifully wooded acres in the Award-Winning Tri-Valley School District, this extraordinary estate is hidden from the road and feels like a destination rather than an address. As you turn onto the private

  Amanda Wycoff BHHS Central Illinois, REALTORS

  9159 N 1900 East Rd, Bloomington, IL 61705
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  /34

  $1,300,000

  • 10 Beds
  • 5 Baths

  4749 N Dover St, Chicago, IL 60640

  Rarely available and meticulously maintained, this turn-key Sheridan Park gem offers an unmatched investment opportunity for savvy buyers and portfolio collectors alike. This premier estate showcases an exceptional pride of ownership, featuring a classic, solid brick 2-flat, a fully finished walk-out garden unit, and a spectacular, detached multi-level brick coach house. Generating four distinct

  Veronica Rodriguez Redfin Corporation

  4749 N Dover St, Chicago, IL 60640
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  /37

  $995,000

  $105K PRICE DROP Pending

  • 10 Beds
  • 5 Baths

  4954 W Byron St, Chicago, IL 60641

  Exceptional investment opportunity in Portage Park! This unique multi-building property features three legal units across two buildings with projected rental income of approximately $8,100 per month. The front building offers a spacious first-floor 4BD/1BA unit with potential to duplex into the bright finished basement or explore ADU possibilities (buyer to verify), along with a recently

  Jose Hernandez Coldwell Banker Realty

  4954 W Byron St, Chicago, IL 60641
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  /76

  $895,000

  $305K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 10,435 Sq Ft

  2716 Spring Creek Rd, Rockford, IL 61107

  Priced below appraised value! Executive Living at its finest! This estate offers so very much space, attention to fine detail and quality finishes that you'll find nothing to be desired! 5 bedrooms including 3 owners-suites, 5.5 bathrooms. An entertainer's dream home, this one is destined to impress! Greet your guests at the butlers station, welcome them into the 20' cathedral-ceilinged kitchen

  Kevin Horstman Berkshire Hathaway HomeServices Crosby Starck RE

  2716 Spring Creek Rd, Rockford, IL 61107
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  /36

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,152 Sq Ft

  2034 Gittleson Rd, Rochelle, IL 61068

  Ever dream of a country living close to everything you need? This is it! The Classic American Foursquare home boasts a thoughtfully designed floor plan radiating with natural light, creating an inviting ambiance throughout. Secluded Farmette, nestled on 2.24 acres of tranquil beauty with tiny home for added space or pool house. An in-ground pool and versatile barn outbuildings for various uses.

  James Foley Foley Properties Inc

  2034 Gittleson Rd, Rochelle, IL 61068
• 

  

  /55

  $799,999

  • 3 Beds
  • 2 Baths
  • 2,584 Sq Ft

  1419 W Grant St, Macomb, IL 61455

  You can stay and play, all while it pays! Rare Macomb barndominium with income potential! This impressive property offers a spacious 3 bedroom, 2 bath loft featuring hardwood floors, vaulted ceilings, an open concept layout, and a large deck overlooking the backyard. Below, you'll find a massive workshop with an additional bathroom, laundry area, RV storage, and room for multiple vehicles or

  Richard Westen REMAX Aligned

  

  1419 W Grant St, Macomb, IL 61455
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  /40

  $899,900

  Pending

  • 13 Beds
  • 13 Baths

  305 Oregon Ave, West Dundee, IL 60118

  Step right into 1907 with this iconic West Dundee landmark - The Mansion at 305 Oregon Ave - a Tudor Revival masterpiece built for Illinois Iron & Bolt president John F. Fierke and still wrapped in its original ornamental iron fence handcrafted by the very company that built Dundee's industrial legacy. This historic estate has lived many lives: elegant private residence, beloved bed & breakfast,

  Hilda Jones Baird & Warner Real Estate - Algonquin

  305 Oregon Ave, West Dundee, IL 60118
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  /87

  $399,900

  • 5 Beds
  • 2 Baths
  • 2,963 Sq Ft

  30319 Brookville Rd, Lanark, IL 61046

  Located in eastern Carroll County, this unique rural property offers a rare opportunity to own two homes on one property, creating a variety of possibilities for extended family living, guest accommodations, rental potential, or a private country retreat. Surrounded by the rolling hills and picturesque countryside that make this area of northwestern Illinois so desirable, the property combines

  Todd Henry Whitetail Properties Real Estate LLC

  30319 Brookville Rd, Lanark, IL 61046
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  /36

  $79,900

  • 2 Beds
  • 1 Bath
  • 1,246 Sq Ft

  630 N Cadwalader St, Prairie City, IL 61470

  Small town living with some room to roam! This move in ready home includes two bedrooms and one full bath, providing a comfortable and functional living space. With new windows, ceiling fans, and gutters in 2025 and new LVP flooring and bathroom remodel in 2026. Sitting on almost 1 acre of land, there is room to enjoy the outdoors!

  Ted Abernathy Legacy Land Co LLC

  630 N Cadwalader St, Prairie City, IL 61470
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  /82

  $1,200,000

  $75K PRICE DROP

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

  295 Panthers Den Rd, Makanda, IL 62958

  Rocky Comfort Cabins: A Unique Turnkey Investment for Sale - Union County Property Highlights:• Turnkey Lodging Business• Established Since 2013• Private Walking Trail to Blue Sky Vineyard• Existing Reservations & Future Bookings Included• Established Website, Social Media Presence & Guest Reviews• Strong Occupancy History• Loyal Repeat Clientele•

  Jesse Klingler Trophy Properties & Auction

  295 Panthers Den Rd, Makanda, IL 62958
• 

  

  /95

  $1,800,000

  • 2 Beds
  • 1.5 Baths
  • 1,754 Sq Ft

  798 Karbers Ridge Rd, Elizabethtown, IL 62931

  This is a rare opportunity to own a turnkey short-term rental and event property set on 88 acres in the heart of Southern Illinois’ outdoor recreation corridor. Located within the Shawnee National Forest and adjoining it on three sides, this property offers unmatched access, privacy, and natural beauty. The property features a lodge-style home with exposed beams and tall vaulted ceilings,

  Justin Bruehl Living The Dream Inc.

  798 Karbers Ridge Rd, Elizabethtown, IL 62931
• 

  

  /55

  $3,445,000

  • 6 Beds
  • 5.5 Baths
  • 12,175 Sq Ft

  8508 Illinois 120, Woodstock, IL 60098

  Extraordinary 12,000+ SQ FT Country Estate, including Guest House, on 34+ acres (combination of woods, wetlands & open area)....NONE OTHER LIKE IT (view the 2.5 minute virtual tour for a great overview)....Geared toward family entertainment....Magnificent water views of the private pond and neighboring water features....Full renovation (to the "studs") of both the Main house & Guest house

  Chris Bartnick Berkshire Hathaway HomeServices Starck Real Estate

  8508 Illinois 120, Woodstock, IL 60098
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  /9

  $79,900

  $29K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,085 Sq Ft

  1919 Logan St, Murphysboro, IL 62966

  Seller is selling as is and makes no warranties or representation to the physical condition of property. Seller will not sell contract for deed. This property is eligible under Freddie Mac First Look Initiative until 2/2/2026. Earnest money must be, no exceptions, in the form of a cashier's check or wired to Century 21 office. Wiring instruction will be provided upon accepted contract. Brick 4

  Jenell Brookhouse C21 HOUSE OF REALTY, INC.

  1919 Logan St, Murphysboro, IL 62966
• 

  

  /14

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,458 Sq Ft

  2520 Walnut St, Blue Island, IL 60406

  SINGLE FAMILY HOME & COACH HOUSE!!! Home full of character, charm, and space, plus an income-generating coach house/additional dwelling structure. Live in one and rent the other, or use the additional space for extended family, guests, or independent living. The larger front home features very high ceilings, a wraparound front porch, gorgeous woodwork, and built-in cabinets. The smaller coach

  Virginia Gonzalez Village Realty, Inc.

  2520 Walnut St, Blue Island, IL 60406
• 

  

  /61

  $6,700,000

  • 6 Beds
  • 8 Baths
  • 8,947 Sq Ft

  3305 York Rd, Oak Brook, IL 60523

  Featured as one of the Top Spotlight Homes on the Hinsdale Center of the Arts 2010 Oak Brook Home Tour: this one is unlike any you have seen. Although secluded behind the gates of an acre lot, people recognize this home with its stone exterior and abundance of windows as an architectural masterpiece on this iconic Oak Brook corner of York and Canterberry, which welcomes local cyclists to rest on

  Diana Ivas Berkshire Hathaway HomeServices Chicago

  3305 York Rd, Oak Brook, IL 60523
• 

  

  /107

  $2,249,000

  $46K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,586 Sq Ft

  2150 W Monroe St, Chicago, IL 60612

  Here's your chance to own this fully renovated-1885 Victorian/Edwardian Style Mini-Mansion-with a separate coach house that includes a 3 car garage with separate apartment above. This full-gut renovation was completed in 2024, as seen on one of HGTV's renovation programs, as main house boasts 6 bedrooms and 3.5 baths, multiple fireplaces, mahogany and red oak floors, custom designer lighting and

  Mike Santore Keller Williams Thrive

  2150 W Monroe St, Chicago, IL 60612
• 

  

  /26

  $259,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,501 Sq Ft

  1910 Elim Ave, Zion, IL 60099

  Beautifully updated 4-bedroom, 3-bath home in Zion featuring a rare attached studio suite with its own private entrance, perfect for related living, guests, or potential rental income. The main home offers a spacious 3-bedroom, 2-bath layout with updated flooring, fresh paint, and modern fixtures throughout. The main level includes an enclosed front porch, living room, dining area, kitchen, full

  Francisco Rios Keller Williams Experience

  1910 Elim Ave, Zion, IL 60099
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  /66

  $645,000

  • Studio
  • 3,237 Sq Ft

  3878 N Trainer Rd, Rockford, IL 61114

  Townhouse-Style Duplex | Rockford, Illinois | Fully Leased Welcome to a truly turnkey rental property that checks every box. This stunning townhouse-style duplex in Rockford, Illinois offers two spacious two-story units currently occupied by quality tenants — meaning day-one cash flow with zero lease-up risk. From the moment you walk in, it’s clear this is not your average duplex. Soaring vaulted

  Luke Salamone Black Castle Properties

  3878 N Trainer Rd, Rockford, IL 61114
• 

  

  /45

  $315,000

  • 8 Beds
  • 3 Baths

  8601 S Kingston Ave, Chicago, IL 60617

  HUGE 5 BED 2 BATH HOUSE PLUS 3 BED 1 BATH BRICK COACH HOUSE WITH 2 CAR ATTACHED GARAGE! BOTH HAVE JUST BEEN REFREASHED AND ARE MOVE IN READY. COVETED CORNER LOT WITH EASY STREET SIDE ACCESS TO THE COACH HOUSE. FRONT HOUSE BASEMENT IS ROUGHED IN FOR AN IN-LAW SUITE/KITCHEN (FORMALLY THIS WAS USED AS 3 UNITS). BOTH BUILDINGS HAVE LARGE SPACIOUS ATTICS AWAITING YOUR CREATIVE IDEAS. LOW TAX -

  Joseph Konney Top Care Realty LLC

  8601 S Kingston Ave, Chicago, IL 60617
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  /71

  $595,000

  $4K PRICE DROP

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

  1927 Baintree Rd, Davis, IL 61019

  Lakefront paradise awaits you on quiet cove perched above lake for amazing views! NEWLY INSTALLED GAS FURNACE AND CENTRAL AIR! Home recently converted from electric to natural gas for more efficiency. This brick Colonial has 4,000 sq feet with 4 bedrooms and 3.5 baths and is on .71 acres. Designed for year-round entertaining with large kitchen, formal dining room, expansive deck, fully finished

  Kathy Heeren-Ellis Gambino Realtors

  1927 Baintree Rd, Davis, IL 61019
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  /57

  $194,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 982 Sq Ft

  1024 S Charles St, Belleville, IL 62220

  Two separate homes on one lot. Full remodels! New this, New that, New inside, New outside - so much New! Passed City Occupancy, Move-in Ready & Ready For YOU! Shiny, attractive wood floors. New vinyl flooring, new fixtures, fresh paint. All the charm of arched thresholds along side modern finishes. Esthetic countertop and beautiful cabinets. New appliances are YOURS too! Jetted bathtub works!

  Jamie Jackson Century 21 Bailey & Company

  1024 S Charles St, Belleville, IL 62220
• 

  

  /56

  $280,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  307 N Logan St, Deer Creek, IL 61733

  What a fabulous opportunity! Price reduced on this lovely home with great income potential. If you’ve dreamed of living in a charming small town in a beautifully restored, move-in-ready home, this is the one! Gorgeous wood floors, original pocket doors, and trim have been lovingly restored by a master carpenter. Highlights include a custom kitchen remodel with intricate finishes, an updated

  Pam Keller RE/MAX Rising

  

  307 N Logan St, Deer Creek, IL 61733
• 

  

  /65

  $649,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  8307 Concord Dr, Bull Valley, IL 60098

  Welcome to your own private retreat! Nestled on a breathtaking lot with incredible backyard views of nature and wildlife, this one-of-a-kind property offers space, privacy, and endless possibilities. The main home features 5 bedrooms, 2.1 bathrooms, and a 2-car garage, while the separate guest house/in-law suite offers 2 additional bedrooms, a half bathroom, kitchen, and 1-car garage, creating

  Dorota Sep HomeSmart Connect LLC

  8307 Concord Dr, Bull Valley, IL 60098
• 

  

  /51

  $849,500

  Pending

  • 4 Beds
  • 4 Baths
  • 3,735 Sq Ft

  15192 W Rockland Rd, Libertyville, IL 60048

  Tucked away on 2 private acres in the Libertyville city limits (yes... public water and sewer - not unincorporated), this property with over 5,000 sq feet of interior space gives you the kind of setting that's hard to find. Long private driveway, total seclusion, and a setup that opens the door to serious lifestyle and value. The location is critical with award winning schools and super quick

  Grant Fetter Compass

  15192 W Rockland Rd, Libertyville, IL 60048
• 

  

  /35

  $639,000

  Pending

  • 6 Beds
  • 3 Baths

  6316 W Warwick Ave, Chicago, IL 60634

  Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and

  Kristin Gonnella Coldwell Banker Realty

  6316 W Warwick Ave, Chicago, IL 60634
• 

  

  /36

  $425,000

  Pre-Foreclosure

  • 5 Beds
  • 1.5 Baths
  • 3,500 Sq Ft

  330 Park Ave, Cary, IL 60013

  Income-producing property with two detached homes which contain three separate residences on a large dividable lot. The main house has 5-bedrooms and 1.5-bathrooms, a spacious living and dining combo, and an eat-in kitchen with white cabinets, stainless steel appliances, breakfast bar, and access to the family room. The second building has two separate units where each unit has 2-bedroom, 1-bath,

  Ashley Kaehn Compass

  330 Park Ave, Cary, IL 60013

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