Illinois Homes for Sale with a Guest House

/132
$1,795,000
- 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
/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
/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) 270-0257

202 W Poplar St, Harrisburg, IL 62946
/19
$45,000
- Studio
- 4,075 Sq Ft
16-18 N Green Ave, Freeport, IL 61032

Bring your plans and make this one cash flow quickly! 4 units this grand home could be amazing again. 2 units are two bedrooms, 2 units are 1 bedrooms. Approx 1,000 sqft per unit these are very spacious with tons of opportunity. Living room in two units is 22' x 14' with bedrooms 14' x 12.

Aubra Palermo

RE/MAX Unites

(815) 297-1778

16-18 N Green Ave, Freeport, IL 61032
/26
$74,900
- Studio
- 2,612 Sq Ft
21 W Dexter St, Freeport, IL 61032

Very nice brick and vinyl duplex consisiting of two Spacious 2 BR units, all separate utlities, 1 car garage included in lower rent ( section 8) and a separate 3 car garage. Property had roof issues but roof was new to the rafters in 2024, and building sports front and back staircases, walk-up attic and natural woodwork for that old world charm feeling.

Brian Borchardt

A-1 AGENCY

(779) 242-2733

21 W Dexter St, Freeport, IL 61032
/45
$700,000
- 6 Beds
- 4 Baths
3322 N Kostner Ave, Chicago, IL 60641

Opportunity awaits with this rare 2-flat plus newly converted coach house, situated on two full lots in the highly desirable Irving Park community of Chicago. The main two-story building features a spacious first-floor unit with 2 bedrooms and 1 bath, ideal for families or rental income. The second-floor unit is duplexed and offers 3 bedrooms and 1.5 baths with a comfortable and functional

Rafay Qamar

Real Broker LLC

(312) 248-6126

3322 N Kostner Ave, Chicago, IL 60641
/31
$124,000
- 3 Beds
- 1 Bath
- 1,428 Sq Ft
1200 W Adams St, Herrin, IL 62948

Home is being prepared for tag sale in the coming weeks, at which point the clutter will be removed from property. This updated 3-bedroom, 1-bath home in Herrin offers comfortable living with modern vinyl plank floors throughout and very sizeable bedrooms. Mechanicals have been updated within the past 5 years. The seller has made numerous improvements, making the home move in ready. Ample space

Alec Childers

House 2 Home Realty Marion

(618) 469-0594

1200 W Adams St, Herrin, IL 62948
/32
$104,900
- Studio
- 3,084 Sq Ft
328 W Douglas St, Freeport, IL 61032

2 Houses on one parcel, one tax bill, great cash flow. 48 hour notice to show Both tenants are month to month.

Brian Borchardt

A-1 AGENCY

(779) 273-3764

328 W Douglas St, Freeport, IL 61032
/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
/66
$989,876
- 6 Beds
- 10 Baths
- 7,104 Sq Ft
876 W State St, Jacksonville, IL 62650

Welcome to the stunning Villa Dewolf! This stately mansion has been beautifully restored to its former glory. If these walls could talk, what a tale they would tell! This gorgeous Villa offers 7 separate suites & is perfect for someone looking to leave the city & run an established B&B. The opportunities are limitless w/ this magnificent manor. Located in Jacksonville, IL; a charming community

Lance Merrick

Keller Williams Pinnacle

(217) 769-8204

876 W State St, Jacksonville, IL 62650
/117
$2,650,000
- 6 Beds
- 6 Baths
- 6,500 Sq Ft
2407 W Galena Ave, Freeport, IL 61032

Exquisite Tudor Estate on 14 Acres with Resort-Style Amenities - Step into a fabulous world of timeless elegance and modern luxury with this Stunning Tudor-style estate. This sprawling property is truly one-of-a-kind, offering everything you need for refined living and endless recreation-without ever leaving home. The stately main residence features 6+ bedrooms, main floor master suite, main

Kimberly Taylor

NextHome First Class

(815) 324-3912

2407 W Galena Ave, Freeport, IL 61032
/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
/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
/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
/99
$785,000
- 4 Beds
- 3.5 Baths
- 2,858 Sq Ft
29353 N Bitner Rd, Glasford, IL 61533

Rare find! Two homes on one 10 acre property! A beautiful main residence with a separate guest/in-law suite perfect for extended family, guests, or rental income. This property boasts a 4 bed, 3.5 bath 2-story main home with a full, finished, walkout basement apartment. Next door you will find a 3 bed, 2 bath ranch that is utilized as a very profitable Air BnB. On the grounds you will find over 6

Alexander Alvey eXp Realty

29353 N Bitner Rd, Glasford, IL 61533
/31
$275,000
- 8 Beds
- 3 Baths
5756 S Princeton Ave, Chicago, IL 60621

Discover an incredible opportunity for investors and owner-occupants in this versatile multi-unit property. Featuring two spacious units plus a nonconforming basement AND a coach house unlocks a ton of income potential. Units 1 and 2 offer 3 bedrooms and 1 bathroom, ideal for owner-occupants, investors, or those exploring short-term rental opportunities. Both units feature generous layouts with

Brittany Strale Redfin Corporation

5756 S Princeton Ave, Chicago, IL 60621
/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
/82
$1,275,000
- 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
/63
$1,260,000
- Land
- 85 Acres
- $14,824 per Acre
15247 Laminack Rd, Carterville, IL 62918

Welcome to the Southern Illinois Sanctuary, a stunning 85-acre retreat in Williamson County. This property features a harmonious blend of managed timber, open fields, and a serene 10-acre lake stocked for fishing. Ideal for families and guests, the sanctuary boasts two spacious homes, providing ample room for relaxation and entertainment. Outdoor enthusiasts will revel in the abundant

Justin Bruehl LIVING THE DREAM INC.

15247 Laminack Rd, Carterville, IL 62918
/27
$1,200,000
- 3 Beds
- 2.5 Baths
- 3,000 Sq Ft
3309 S Lowe Ave, Chicago, IL 60616

A masterful blend of timeless craftsmanship and modern refinement, this pristinely cared-for brick two-flat has been transformed into an exceptional, one-of-a-kind single-family estate situated on Bridgeport's most coveted block. From the moment you step into the grand marble foyer, the home radiates sophistication, warmth, and architectural elegance. The main level unfolds into an expansive

Kimberly Boyle Cove Real Estate Group

3309 S Lowe Ave, Chicago, IL 60616
/33
$1,675,000
- 5 Beds
- 4.5 Baths
- 4,200 Sq Ft
1745 W Cornelia Ave, Chicago, IL 60657

Welcome to this freshly updated stunning single-family home! Located in the prime Roscoe Village /Lakeview/Southport Corridor area. This solid brick and limestone residence features custom craftsmanship, abundant natural light, and an exceptional open floor plan designed for modern living and entertaining. Step inside to radiant heated floors, 9ft+ ceilings and solid American Cherry hardwood

Patricia Demito Fulton Grace Realty

1745 W Cornelia Ave, Chicago, IL 60657
/51
$1,250,000
- 3 Beds
- 2 Baths
6102 Hillside Rd, Crystal Lake, IL 60012

Once in a lifetime opportunity to own a 14+ acre farm just minutes from downtown Crystal Lake. This horse property was the former Shamrock Red Top Farm and zoned A-1 Agricultural! The expansive acreage offers space for trail riding, fishing in one of the two ponds, or relaxing in the shade provided by the many mature trees.This property offers major income potential with its SIX BUILDINGS. It

Brian Malnati 4 Keys Real Estate

6102 Hillside Rd, Crystal Lake, IL 60012
/90
$2,545,000
- 5 Beds
- 7 Baths
- 5,010 Sq Ft
1308 N Wright St, Naperville, IL 60563

Experience elevated living in this masterfully crafted north Naperville estate, positioned on a beautifully landscaped .67-acre lot just minutes to Downtown Naperville, the train, and highways. Built and designed by award-winning Siena Custom Home Builders and CVG Architects, this one-of-a-kind residence captures the essence of California Casual elegance blended with timeless Nantucket charm. The

Kim Preusch @properties Christie?s International Real Estate

1308 N Wright St, Naperville, IL 60563
/22
$1,050,000
- 5 Beds
- 4.5 Baths
15420 W Little Saint Marys Rd, Libertyville, IL 60048

Welcome to this exceptional 2-story home offering 5 bedrooms, 4.5 bathrooms, and over 5 acres of picturesque property. The estate also includes a one-of-a-kind 2-bedroom, 2-bath, 2,200 sq. ft. two-story coach house, providing endless possibilities for extended family, guests, or private work and hobby space. The main residence features a flexible and inviting layout. The first floor offers a

Todd Trawinski Berkshire Hathaway HomeServices Chicago

15420 W Little Saint Marys Rd, Libertyville, IL 60048
/44
$997,500
- 4 Beds
- 5 Baths
- 3,500 Sq Ft
629 N Lincoln Ave, Geneva, IL 60134

Completely remodeled to the highest standards, this home is a stunning example of modern luxury. This property offers a prime location just a few blocks from everything downtown Geneva has to offer. Nestled on a quiet street, the home combines privacy with convenience, providing easy access to local amenities and attractions including being just moments away from the Chicago commuter train,

Cory Jones eXp Realty - St. Charles

629 N Lincoln Ave, Geneva, IL 60134
/62
$899,900
- 5 Beds
- 6 Baths
- 4,616 Sq Ft
14000 108th Ave, Orland Park, IL 60467

Welcome to Orland Park! This remarkable home sits on a beautiful 2.5 ACRE PARCEL across the street from forest preserve land. Quiet and serene, it truly feels like you're on vacation! The main home features 4 bedrooms, 3 full and 2 half baths. Beautiful 6 panel doors and stunning wood features throughout. Main floor laundry & 2 car attached heated garage. Beautiful eat-in kitchen updated

Christina Barbaro Keller Williams Preferred Rlty

14000 108th Ave, Orland Park, IL 60467
/89
$899,000
- 5 Beds
- 4.5 Baths
- 5,235 Sq Ft
14949 Saunders Rd, Pecatonica, IL 61063

Welcome home to this sprawling picture perfect estate in Pecatonica, IL. Situated on approximately 15 acres, this light filled, custom built home features 5 bedrooms, 4.5 bathrooms, and a 2.5 car attached garage. The main floor offers the master bedroom with ensuite bath, which was remodeled in 2025, with jetted tub & separate shower, 2nd bedroom, formal dining room, living room with full height

Robert Walsh DICKERSON & NIEMAN

14949 Saunders Rd, Pecatonica, IL 61063
/62
$995,000
- 3 Beds
- 2 Baths
- 2,025 Sq Ft
29W101 Morris Ct, Warrenville, IL 60555

A HIDDEN GEM! EXCEPTIONALLY PRIVATE 3 BEDROOM, 2 BATHROOM HOME WITH COACH HOUSE OFFERS PHENOMENAL VIEWS OF THIS 3.56 ACRE ESTATE! THE POSSIBILITIES ARE ENDLESS IN THIS PEACEFUL AND SERENE SETTING! THIS CHARMING HOME HAS AN ENCLOSED SCREEN PORCH, WIDE PLANKED PINE FLOORING, SKYLIGHTS, BEAMED CEILINGS, BUILT-IN BOOKCASES AND SHELVING, ENGLISH BASEMENT AND SO MANY WINDOWS! PROPERTY IS FENCED IN FROM

Patty Vlach EPV Realty, Inc.

29W101 Morris Ct, Warrenville, IL 60555
/95
$1,108,500
- 5 Beds
- 7 Baths
- 6,872 Sq Ft
13599 Woodland Dr, Athens, IL 62613

Escape to your dream retreat just 30 minutes from Springfield! This stunning all-brick estate sits on 51 wooded acres perfect for the outdoorsman- loaded with white tail deer, turkey, and water fowl. Wonderful for the ATV enthusiast funneling right down to the Sangamon county river. With 5 spacious bedrooms, 4 full baths, and 2 half baths, it's ideal for families or multi-generational living. The

Melissa Vorreyer RE/MAX Professionals

13599 Woodland Dr, Athens, IL 62613
/95
$850,000
- 5 Beds
- 7 Baths
- 6,872 Sq Ft
13599 Woodland Dr, Athens, IL 62613

Escape to your dream retreat just 30 minutes from Springfield! This stunning all-brick estate sits on 3 wooded acres and offers exceptional indoor-outdoor living. With 5 spacious bedrooms, 4 full baths, and 2 half baths, it's ideal for families or multi-generational living. The fully finished walkout basement features a second full kitchen, rec area, family room, 5th room, full bath, exercise

Melissa Vorreyer RE/MAX Professionals

13599 Woodland Dr, Athens, IL 62613
/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
/52
$969,000
- 4 Beds
- 3 Baths
- 2,969 Sq Ft
12719 234th Ave, Trevor, WI 53179

Stunning property on nearly 1/2 acre with 100 feet of footage on Cross Lake! This 4-BR, 3-bath home has been meticulously updated throughout. Incredible lake views with expansive windows throughout the great room, a large deck and upper balcony. Enjoy direct lake access with your private boat slip for boating, fishing, kayaking & swimming. Newer hot tub and large patio with firepit and

Melissa Nelson Redfin Corporation

12719 234th Ave, Trevor, WI 53179
/29
$950,000
- 2 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
/54
$775,000
- 2 Beds
- 1 Bath
- 4,730 Sq Ft
17049 W Edwards Rd, Antioch, IL 60002

Country charm, a working farm, but close to everything with newer upgrades! Owners retired. 5-acres with 2-homes in a quiet country setting in picturesque Newport Township just off Hunt Club Rd with tall oaks & just 10 minutes from Gurnee Mills, Pleasant Prairie, Antioch & 1-minute to 94! A newer 335 acre Forest Preserve across the road with a 2 mile hiking path. Upgraded with 2-200 amp

Kathleen Bak Gates and Gables Realty

17049 W Edwards Rd, Antioch, IL 60002
/13
$550,000
- 6 Beds
- 1.5 Baths
- 3,000 Sq Ft
330 Park Ave, Cary, IL 60013

This unique property offers incredible versatility for investors or owner-occupants with about 3,000sq feet of living space. Situated on one parcel that can be divided into two, the property currently features three fully updated residences, each with its own address. The spacious main home has almost 1500 sq feet and offers 5 bedrooms and 1.5 bathrooms, while a second building includes two

Chrissy Newbold RE/MAX Connections II

330 Park Ave, Cary, IL 60013
/72
$700,000
- 4 Beds
- 3.5 Baths
- 3,161 Sq Ft
24400 N Kelsey Rd, Lake Barrington, IL 60010

Welcome to this historic 1930's farmhouse, one of the area's original homes, set on a scenic 4.2-acre estate. The main house features 4 bedrooms and 3.1 baths, while the barn apartment offers 2/3 bedrooms and 1.1 baths. Adding to its unique character, the original farm silo has been converted into an office space with full bath. The main farmhouse is filled with timeless charm, showcasing

Melanie Parsons Keller Williams Success Realty

24400 N Kelsey Rd, Lake Barrington, IL 60010
/21
$119,900
- Studio
- 1,776 Sq Ft
550 Hanabarger St, Lanark, IL 61046

Very clean and large Duplex that is more like a townhouse. Could easily be converted into a Single family. Raised ranch, which each side has their own garage, basement and laundry. All new flooring, paint some new light fixtures, deck has just been re-built. Ready to be moved into or rented. Very good rental history. Or live in the larger side and rent out the other side and let it help make the

Aime Heldt BARNES REALTY, INC.

550 Hanabarger St, Lanark, IL 61046
/18
$3,900,000
- 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 spring fed pond. Income currently

Helga Hesseln The Wilcox Company

16104 Mcguire Rd, Harvard, IL 60033
/17
$150,000
- 5 Beds
- 1.5 Baths
- 2,248 Sq Ft
128 W Adams St, Macomb, IL 61455

Here is a great opportunity to own a property with income to help pay the mortgage. This 5 bedroom home was originally used as a student rental and still could be. However, with the recent upgrades of paint, windows, and flooring, it would also make a nice family home. The 5 bedrooms on one level provide plenty of room to spread out. The bonus is the attached cottage which can give rental income

Gene Curtis REMAX Aligned

128 W Adams St, Macomb, IL 61455
/16
$62,000
- Studio
- 1,816 Sq Ft
43 W Iroquois St, Freeport, IL 61032

Discover this unique investment opportunity featuring two homes on one lot.. Each building provides its own charm and functionality, with off-street parking and a storage shed. 43 Building enter through the main front door into a shared entryway providing access to two distinct units. The left unit step into an open living area with a step-down to a full bathroom with a shower. Continue to the

Ashley Heilman Welcome Home NW Illinois, Inc.

43 W Iroquois St, Freeport, IL 61032

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