Illinois Homes for Sale with a Guest House

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  /132

  $1,745,000

  • 5 Beds
  • 6 Baths
  • 7,570 Sq Ft

  7N230 Sims Ln, Saint Charles, IL 60175

  A rare and extraordinary St. Charles equestrian estate, this luxury horse property sits on more than two acres of private, meticulously landscaped grounds, offering the ideal blend of elegance, acreage, and lifestyle freedom. A true country sanctuary, it delivers the privacy, space, and amenities discerning buyers seek in a premier St. Charles IL, horse property for sale. Perfect for both

  

  Kari Kohler

  Coldwell Banker Realty

  (855) 557-0956

  7N230 Sims Ln, Saint Charles, IL 60175
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  /39

  $600,000

  • 12 Beds
  • 8 Baths

  Unlisted Address

  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

  (872) 239-3336

  Unlisted Address
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  /57

  $575,000

  • 10 Beds
  • 10 Baths
  • 7,449 Sq Ft

  11373 W Us Highway 20, Galena, IL 61036

  Investors change of plans, affords an amazing opportunity for a New Owner of this Galena Historic "Ryan Mansion" - Landmarked and Licensed Small Inn located on the corner of Hwy 20 & Oldenburg Lane in Galena. Inn is under construction with many new improvements completed in the last 2 years. Improvement/Repair List included in Associated Docs. Seller is pricing to sell As-Is with existing

  

  Angela Stodden

  KELLER WILLIAMS REALTY SIGNATURE

  (779) 243-6715

  11373 W Us Highway 20, Galena, IL 61036
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  /15

  $170,000

  • 4 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  604 W Water St, Pinckneyville, IL 62274

  One of Pinckneyville's few remaining Victorian-era homes, this beautifully updated residence blends timeless character with modern convenience and exceptional versatility. Situated on a unique corner, fully fenced lot, the property includes a separate guest home/home-based business building, formerly a hair salon, offering endless possibilities for a home-based business, guest quarters, or

  

  Shannon Long

  Baird & Warner Fox Valley - Geneva

  (618) 740-6685

  604 W Water St, Pinckneyville, IL 62274
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  /34

  $739,900

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2N101 Glen Ellyn Rd, Glendale Heights, IL 60139

  Endless Potential Meets Modern Comfort in This Rare Opportunity! Positioned on nearly an acre of land with prime highway access, this updated 3-bedroom, 2-bath home offers a remarkable combination of residential charm and commercial promise. Nestled in a high-visibility, commercially active area, the property is zoned for both residential and agricultural use-with promising possibilities for

  

  Rafay Qamar

  Real Broker LLC

  (331) 291-8871

  2N101 Glen Ellyn Rd, Glendale Heights, IL 60139
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  /53

  $495,000

  • 15 Beds
  • 13.5 Baths
  • 9,851 Sq Ft

  202 W Poplar St, Harrisburg, IL 62946

  Seller is open to sell, rent or lease. This property was a hotel and can be one again. It could also be used for a variety of other applications from group housing, to offices, to luxury living. You could even build your own family compound for multi family estate. Calling all investors or luxury buyers! This unique property has tons of space with twin mansions & a carriage house all on a single

  

  Al Lenkaitis

  Four Ways Realty

  (618) 871-2846

  202 W Poplar St, Harrisburg, IL 62946
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  /4

  $40,000

  • Land
  • 0.68 Acre
  • $58,824 per Acre

  218 Madison St, Benton, IL 62812

  Four equal 51' x 145' lots in town that total approximately 0.68 acres. This could be a great place to build your new home and have a nice sized yard, right in town! Located not just a couple of blocks from the Benton town square! All people viewing the property must sign a "Hold Harmless" document due to there being a possible rehab/project home currently on one of the lots. This home could be

  

  Brittany Neal

  VIP Realty

  (618) 681-4447

  218 Madison St, Benton, IL 62812
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  /76

  $950,000

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

  2716 Spring Creek Rd, Rockford, IL 61107

  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 and let them relax on the

  Kevin Horstman Berkshire Hathaway HomeServices Crosby Starck RE

  2716 Spring Creek Rd, Rockford, IL 61107
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  /48

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  9219 E Best Ct, Effingham, IL 62401

  Calling all Lake Sara buyers! This property is located on Lake Sara in Effingham, IL. Lake Sara is a very sought out man made lake that was created in 1957. Spanning of private coves, restaurants, and beautiful homes; just like this property! Built in 2021, this contemporary style home offers 4 bedrooms, 3-1/2 baths, over 2,500 above grade square footage, and finishes that will take your breath

  Alex Steppe RE/MAX Key Advantage

  9219 E Best Ct, Effingham, IL 62401
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  /34

  $75,000

  • Studio
  • 2,036 Sq Ft

  1109 S Carroll Ave, Freeport, IL 61032

  Welcome to this up-and-down duplex featuring separate utilities for each unit. The property offers covered front and rear porches, off-street parking, and a functional layout. Enter through the covered front porch into the entryway. The hallway leads to the first bedroom and opens into a comfortable living room. Off the living room, you’ll find the second bedroom complete with a closet and

  Ashley Heilman Welcome Home NW Illinois, Inc.

  1109 S Carroll Ave, Freeport, IL 61032
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  /58

  $1,445,000

  • 4 Beds
  • 3.5 Baths
  • 5,234 Sq Ft

  204 Country Commons Rd, Trout Valley, IL 60013

  Historic Masterpiece in the Heart of Trout Valley, once owned by John Hertz, is a one-of-a-kind property where heritage meets modern luxury. Nestled in the storied community of Trout Valley, this extraordinary estate blends timeless charm with purposeful design-perfect for living and working from home. Originally built in the 1890s, this mixed-use Residential/Commercial B1 zoned property where

  Michelle Mackey Baird & Warner

  204 Country Commons Rd, Trout Valley, IL 60013
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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
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  /40

  $899,900

  • 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 - A

  305 Oregon Ave, West Dundee, IL 60118
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  /82

  $1,250,000

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

  295 Panthers Den Rd, Makanda, IL 62958

  Welcome to Rocky Comfort Cabins, a fully operational short term rental business with a strong brand, loyal repeat guests, and proven income since 2013. Located in Makanda, IL, this turnkey property offers peaceful seclusion with easy access to area amenities. Three unique cabins include one French colonial style design and two “hobbit-style” builds, each with private hot tubs, fire pits,

  Jesse Klingler Trophy Properties & Auction

  295 Panthers Den Rd, Makanda, IL 62958
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  /61

  $6,700,000

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

  Unlisted Address

  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

  Unlisted Address
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  /11

  $667,000

  • 5 Beds
  • 3.5 Baths
  • 3,478 Sq Ft

  7842 Landon Ln, Roscoe, IL 61073

  True 5 bedroom 2 story, features: Large main floor bedroom /w private bathroom, 4 more very spacious bedrooms upstairs, Open floor plan featuring kitchen with big island 7' 6" long, walk-in pantry and stainless appliances. Other features: 2 stairways to upstairs, 3 1/2 car finished garage, main floor laundry, popular "cubbies", open 2 story tall entry foyer, beautiful 18 x 14 covered deck,

  Douglas Page Re/Max Property Source

  7842 Landon Ln, Roscoe, IL 61073
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  /35

  $140,000

  • Studio
  • 2,000 Sq Ft

  3107 Garfield Dr, Rockford, IL 61101

  Loved by the same owner for 38 years! Oak hardwoods, double closets in south bedroom. 2 bedrooms on main floor and one large room up that could be used as a 3rd bedroom and sitting or storage area. Some built-ins on main floor for extra storage. Partially finished basement to use for an entertaining space. All appliances stay. Separate electric and gas. A/C 9 years. Fenced yard and large 2 car

  Kathy Jarvis DICKERSON & NIEMAN

  3107 Garfield Dr, Rockford, IL 61101
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  /49

  $359,900

  • 2 Beds
  • 4 Baths
  • 1,510 Sq Ft

  445 S Ellis St, Bensenville, IL 60106

  One-of-a-kind property with its own separate in-law suite nestled just minutes from O'Hare International Airport and less than half a mile from major thoroughfares like Route 83, this home offers quick access to downtown Chicago, nearby suburbs, and everything in between - all while tucked away in a quiet residential setting. The main home features a comfortable 1 bedroom and 2 full bathrooms,

  Jacob Pikowski Better Homes & Gardens Real Estate

  445 S Ellis St, Bensenville, IL 60106
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  /86

  $1,800,000

  • Land
  • 126 Acres
  • $14,286 per Acre

  520 Deerfield Rd, Raccoon Township, IL 62893

  Country Paradise on 126 Acres - Perfect for Equestrian, Livestock, and Outdoor Enthusiasts Discover your dream country retreat on this expansive 126-acre property, ideally suited for livestock, hunting, and outdoor living. This sanctuary offers a harmonious blend of lush timber and open pasture, with extensive fencing perfect for horses and cattle. Artesuan spring that runs year round providing

  JAMES SWARTZLANDER MIDWEST FARM & LAND

  520 Deerfield Rd, Raccoon Township, IL 62893
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  /31

  $165,000

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft

  113 W 3rd St, Wyanet, IL 61379

  Step into a rare opportunity to own a truly cherished one-story home, lovingly held by the same family since it was built in 1953. This home blends timeless character with thoughtful spaces that make everyday living easy and flexible. The main level offers two comfortable bedrooms and a full bath, while the finished basement expands your options with two additional potential bedrooms or bonus

  Janelle McCarter Landmark Realty of Illinois LLC

  113 W 3rd St, Wyanet, IL 61379
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  /6

  $12,000

  • Land
  • 0 Acre

  1011 Newton Ave, Johnston City, IL 62951

  50X151 lot size right in town of Johnson City. There is a inhabitable home on the property. Has electric and water on property, could make a great building sight!

  Allison Gerner MCCOLLUM REAL ESTATE

  1011 Newton Ave, Johnston City, IL 62951
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  /30

  $160,000

  • Studio
  • 2,064 Sq Ft

  1204 S 6th St, Rockford, IL 61104

  Turn-key investment opportunity! beautiful remodeled 2-bedroom 2-unit property, each offering 2 beds/ 1 bath, all brand-new interior, new flooring, update plumbing, new water heaters and mostly new windows throughout. projected rents at $1,000 per unit in this area. plus- an expansive garage/ workshop with alley access and a driveway that fits up to 3 cars. motivated seller. credit will be given

  Mirna Guzman eXp Realty

  1204 S 6th St, Rockford, IL 61104
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  /48

  $899,900

  • 7 Beds
  • 4.5 Baths
  • 4,065 Sq Ft

  15534 Somonauk Rd, Dekalb, IL 60115

  Welcome to The Animal Ranch-a rare opportunity to own a thriving 33.6-acre organic farmstead with a rich legacy. This incredible dual-parcel property (2.5 and 31.1 acres) combines sustainable country living, income potential, and unmatched scenic beauty. At the heart of the property lies a spacious 4,065 sq ft (both levels) custom ranch built in 1992, featuring 7 bedrooms and 5 bathrooms, a full

  Jeffrey Kenyon Coldwell Banker Real Estate Group

  15534 Somonauk Rd, Dekalb, IL 60115
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  /147

  $2,999,999

  • 4 Beds
  • 4.5 Baths
  • 5,014 Sq Ft

  27249 S Stoney Island Ave, Crete, IL 60417

  120 Acre Estate built in 1990; 4 bed; 4.1 (main house). 2nd Pin: 2315361000050000 @ 27243 S Stoney Island - 55 farm acres (does have a double wide mobile home on the property). 3rd Pin: 2315351000070000 @ 27241 S Stoney Island - 1.44 homesite acres 1.44 and 8.56 farm acres; total of 10 acres; house is 2065SF w/full basement; built in 1990 (guest house). The main house at 27249 is a 4BD/4.1BA

  Marla Good Keller Williams Preferred Realty

  27249 S Stoney Island Ave, Crete, IL 60417
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  /33

  $392,000

  • Studio
  • 3,544 Sq Ft

  3786 Sage Dr, Rockford, IL 61114

  Ranch-style duplex! Each unit offers 2 bedrooms, 2 bathrooms, a 2-car garage, and a partially finished basement with laundry, full bath, and outside egress. Units have separate utilities and are both rented, providing strong income potential or the option to live in one unit and rent the other. Conveniently located near Riverside Boulevard, shopping, dining, Costco, and I-90 access.

  Aimee Leon Gambino Realtors

  3786 Sage Dr, Rockford, IL 61114
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  /19

  $45,000

  • Land
  • 1.17 Acres
  • $38,462 per Acre

  798 Airport Rd, Metropolis, IL 62960

  Approx. 1.17-acre lot with 4 trailers on the property that are not currently livable and will need a lot of work. Property has hookups for each individual trailer that includes 4 separate meters for electricity, county water on the property, and a septic system that runs into a lagoon. Investment opportunity in a great location.

  Cole Vickers Farmer & Co. Real Estate

  798 Airport Rd, Metropolis, IL 62960
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  /40

  $332,500

  • 5 Beds
  • 3 Baths
  • 2,565 Sq Ft

  203 S Mulberry St, Effingham, IL 62401

  Welcome to this spacious home that has so much to offer. As you enter through the front door you are graced with beautiful hardwood floors and an open living/dining concept where there is plenty of room to entertain family and friends. As you make your way into the kitchen you will notice a new granite island cabinet complete with updated appliances, quartz counter tops and new sink and faucet.

  Johanna Holtz Auction/Realty by Schackmann, Inc.

  203 S Mulberry St, Effingham, IL 62401
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  /67

  $475,000

  • Studio
  • 4,180 Sq Ft

  522 S State St, Belvidere, IL 61008

  Prime investment opportunity in the heart of downtown Belvidere. This mixed-use commercial property features a well-established main-level business with a full bar, kitchen, three pool tables, five slot machines, and entertainment amenities including a juke box. The second level offers five fully equipped loft areas, each with a microwave, refrigerator, and stove, all occupied by long-term

  Fidel Batres Keller Williams Realty Signature

  522 S State St, Belvidere, IL 61008
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  /2

  $259,900

  • Studio
  • 5,144 Sq Ft

  2508 Glenwood Ave, Rockford, IL 61101

  Great income producing property. 4 one bedroom units well maintained and fully rented. The units show well and we have good responsible tenants. This property is being offer as a package deal for $760,000 with 1212 Blaisdell -2 units and 3108 Prial 4 units for a total of a 10 unit package at an estimated 14% GROI- 8% NROI

  Yolanda Rodriguez Investors Helping Investors

  2508 Glenwood Ave, Rockford, IL 61101
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  /46

  $99,900

  • Studio
  • 3,120 Sq Ft

  108-110 E Iroquois St, Freeport, IL 61032

  Attention investors! Discover your next cash-flowing investment opportunity right here in Freeport, IL, with this well-maintained duplex that is already income-producing, featuring a reliable tenant in one of the units already. Each side boasts 3 bedrooms, 1 bathroom, and separate basements for privacy. Enjoy modern touches, including a brand new deck with weather-resistant stained paint, sleek

  Emily Gahm eXp Realty

  108-110 E Iroquois St, Freeport, IL 61032
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  /16

  $140,000

  • Studio
  • 1,325 Sq Ft

  3326-28 Montrose Ave, Rockford, IL 61101

  Opportunity awaits to live on 1 side and produce income from the other or perfect investment opportunity. 2 bedrooms and a full bathroom in each unit with a large yard for each side to utilize. The property also features a shed by the creek in a low area flood zone. Long term tenant on 1 side. Don't miss your opportunity to view this amazing property with plenty of parking on each side of the

  Chandra Lopez Key Realty, Inc

  3326-28 Montrose Ave, Rockford, IL 61101
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  /40

  $215,000

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  420 N High St, Galena, IL 61036

  High on history, high on views, high on charm! Step back in time with all the modern comforts in this newly renovated 1800s miner’s cottage. Where historic charm meets flexible living space and serene privacy, all just steps from downtown Galena. Set on three wooded city lots, this remarkable property offers the perfect blend of privacy and convenience, with daily deer sightings and a tranquil,

  Elizabeth Robinson Epique Realty

  420 N High St, Galena, IL 61036
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  /6

  $94,500

  • 2 Beds
  • 1 Bath
  • 779 Sq Ft

  421 E Wabash Ave, Rantoul, IL 61866

  Two Homes, One Great Location. Located in an ideal neighborhood close to schools, dining, banks, ball parks, and playgrounds, this unique two-for-one property offers an outstanding investment opportunity. The front home features two bedrooms and one full bathroom, encompassing 779 square feet of living space with a stucco exterior and an attached single-car garage. Inside, you'll find a

  Herman Fogal REALTY 2000,INC

  421 E Wabash Ave, Rantoul, IL 61866
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  /61

  $1,995,900

  • 4 Beds
  • 4.5 Baths
  • 14,900 Sq Ft

  2003 W Hanover Rd, Hanover, IL 61041

  Being offered for the first time on it's own 8.6 acre parcel, this is a generational opportunity to own one of the most iconic properties in the greater Galena area-The Rocky Waters Estate Vineyard and Winery. This nearly 15,000 square foot structure has served as the focal point of Rocky Waters operation since it's opening and has served as the wine making facility, the tasting room, the office,

  BRANDON BEYER JIM SULLIVAN REALTY

  2003 W Hanover Rd, Hanover, IL 61041
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  /46

  $462,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,836 Sq Ft

  COVENTRY Plan at Ivanhoe, Manhattan, IL 60442

  Introducing the Coventry floor plan featured at the Ivanhoe community in Manhattan, IL. This two-story, open concept home provides modern functionality with 4 large bedrooms, 2.5 baths, a bonus loft space for an added second floor living area with the option to include a guest room and full bath on the main level. The Coventry plan features a staircase situated away from the foyer for convenience

  D.R. Horton Builder

  15011 W Yorkshire St Unit 36206034, Manhattan, IL 60442
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  /75

  $685,000

  • 10 Beds
  • 8.5 Baths
  • 5,638 Sq Ft

  116 W Prospect Ave, Ottawa, IL 61350

  Welcome to the Cora J. Pope Home, one of Ottawa's most recognizable historic landmarks and a rare opportunity for anyone seeking a luxury Airbnb, boutique inn, or bed-and-breakfast property. Built in 1902 by Milton and Cora Pickens Pope, this Victorian masterpiece has been lovingly restored to its original grandeur while thoughtfully updated for modern comfort. Perched on a scenic bluff

  George Shanley Coldwell Banker Real Estate Group

  116 W Prospect Ave, Ottawa, IL 61350
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  /99

  $1,500,000

  • 9 Beds
  • 9 Baths
  • 15,000 Sq Ft

  409 N State St, Franklin Grove, IL 61031

  Welcome to Lincoln Way Stay, this property is a completely private, all-inclusive accommodation designed to make you feel transported to a world of luxury. Following eight and half fabulous years of welcoming countless guests, brides and grooms, and gatherings of all shapes and sizes, the property is presently utilized as a short-term guest lodging, but could also be perfect as private residences

  Linda Feinstein Compass

  409 N State St, Franklin Grove, IL 61031
• 

  

  /59

  $525,000

  • 6 Beds
  • 3 Baths
  • 4,754 Sq Ft

  116 E Monaville Rd, Lake Villa, IL 60046

  Unique mixed-use opportunity in the heart of Lake Villa! This nearly 5-acre property features two homes and a detached 3-car garage (with 2-car overhead door). The main farmhouse has been thoughtfully converted into a 2-unit residence, offering a total of 5 bedrooms, 3 full baths, 2 kitchens, 3 living rooms, a sunroom, walk-in closet, storage room, and full basement. The original staircase

  Nikki Nielsen Keller Williams North Shore West

  116 E Monaville Rd, Lake Villa, IL 60046
• 

  

  /56

  $225,000 Open Sat 12PM - 2PM

  • Studio
  • 2,870 Sq Ft

  434 16th Ave, Rockford, IL 61104

  TURN KEY READY duplex in Rockford, IL! Each unit features 3 spacious bedrooms, a fully updated bathroom, and freshly painted kitchens with plenty of cabinet space. Enjoy the charm of hardwood floors and the comfort of ceiling fans throughout. The property also offers a full basement, providing ample storage or potential for additional living space. Outside, you’ll find a fenced-in yard, a

  Fidel Batres Keller Williams Realty Signature

  434 16th Ave, Rockford, IL 61104
• 

  

  /12

  $239,000

  • 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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