Illinois Homes for Sale with a Guest House

/34
$230,000
- 3 Beds
- 1.5 Baths
- 1,226 Sq Ft
1784 S Sandbar Rd Unit B, Kankakee, IL 60901

Big price reduction!!! An incredible investment opportunity offering two homes for the price of one! This 3 bedroom and 1.5 bathroom is located right on the peaceful Kankakee River that features an expansive front deck, perfect for enjoying the water views, outdoor nature, you name it! Coming inside, is the spacious living room that connects into the dining room, featuring wood laminate flooring

Allison Ascher

Coldwell Banker Realty

(779) 548-6480

1784 S Sandbar Rd Unit B, Kankakee, IL 60901
/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
/35
$175,000
- 2 Beds
- 1 Bath
- 902 Sq Ft
413 E Lincoln St, Monticello, IL 61856

Charming bungalow styled home with a private studio/guest house that is currently rented month to month, offers 2 opportunities in one. This property offers an excellent opportunity to move right in and collect some rent in the process or add to your rental portfolio. Freshly painted with refinished hardwood flooring and new laminate in the kitchen. The 2 bedroom home offers 1 full bath, large

Matthew Foster

RE/MAX REALTY ASSOCIATES-MONT

(217) 624-7043

413 E Lincoln St, Monticello, IL 61856
/57
$600,000
- 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
/24
$1,399,000
- Studio
- 3,837 Sq Ft
1324 Evelyn St, Rockford, IL 61103

Seize the rare chance to acquire a stabilized, income-producing 12-unit multifamily portfolio strategically located across the city. This package features a mix of unit styles and property types, offering both immediate rental income and long-term appreciation potential. Each property is fully leased, with strong rental demand in established neighborhoods. The portfolio are units in the

Amanda Clark

Gambino Realtors

(779) 444-6697

1324 Evelyn St, Rockford, IL 61103
/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) 387-9081

876 W State St, Jacksonville, IL 62650
/72
$739,000
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
17751 Scott Rd, Hinckley, IL 60520

Welcome to Scott Road! Located just 15 minutes from I-88 and Sugar Grove, this charming ranch-style home in Hinckley, IL sits on 10 beautiful acres in a peaceful, tree-lined neighborhood on a blacktop road. The main home features 3 bedrooms, 2 full bathrooms, and an attached 2-car garage. Step out back to enjoy the expansive 20' x 30' deck, a 12' x 12' screened-in gazebo, and a concrete

Linda Swenson

Century 21 Circle

(779) 236-4291

17751 Scott Rd, Hinckley, IL 60520
/45
$800,000
- 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

(773) 537-4559

3322 N Kostner Ave, Chicago, IL 60641
/48
$1,999,000
- 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 living space, pool house or guest use. An in-ground pool and versatile barn outbuildings

James Foley Foley Properties Inc

2034 Gittleson Rd, Rochelle, IL 61068
/76
$975,000
- 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
/58
$1,595,000
- 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
/31
$305,000
- 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
/88
$1,050,000
- 3 Beds
- 5 Baths
- 4,095 Sq Ft
2445 Seiler Rd, Alton, IL 62002

DON'T miss out on this beautiful 3 bed, 5 bath home! Open floor plan w/high cathedral ceilings. Well equipt. kitchen. Primary bedroom w/extra large walk-in shower & double sinks. Vault room w/FEMA rated door has been transformed into a home theater. An office, 2 bedrooms(each with their own 3/4 bath with large walk in showers), & family room adorn the upper level. Improvements throughout incl.

Mark Harman Tarrant and Harman Real Estate and Auction Co

2445 Seiler Rd, Alton, IL 62002
/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
/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
/87
$2,490,000
- 4 Beds
- 3.5 Baths
- 7,400 Sq Ft
404 Caesar Dr, Barrington, IL 60010

Welcome to Green Acres Estate, a French Transitional Country-Style Ranch offering modern comforts on 5 acres. Built in 1971 with exceptional craftsmanship, this home reflects a time when builders spared no expense, featuring 10-foot ceilings on the main level, 12-inch on-center joist spacing for superior structural integrity, and a 12-inch poured solid concrete foundation that exemplifies the

ed miles Re/Max Properties Northwest

404 Caesar Dr, Barrington, IL 60010
/86
$2,250,000
- 7 Beds
- 9 Baths
- 10,039 Sq Ft
480 Miller Rd, North Barrington, IL 60010

INCREDIBLY RARE OPPORTUNITY TO OWN YOUR OWN PRIVATE BOTANIC GARDEN WITH FIRST-FLOOR LIVING! - Welcome to the most spectacular estate in the Midwest. This expansive, awe-inspiring 10-acre gated and fenced compound boasts a primary residence, detached two-story 3-car garage with a 4th bay for a private golf cart, a separate gated service entrance driveway, guest house, party room building,

Eugene Fu @properties Christie's International Real Estate

480 Miller Rd, North Barrington, IL 60010
/38
$1,200,000
- 4 Beds
- 4 Baths
- 3,816 Sq Ft
2287 W Hanover Rd, Hanover, IL 61041

Take note of one of Jo Daviess County's most premier properties- this rustic contemporary home features luxurious finishes throughout, incredible panoramic views of the southern sky, unmatched privacy and room to roam with 43.26 +/- country acres including your own private stocked pond nearly 2 acres in size. Set down a paved lane, this 3 bedroom walkout ranch home boasts nearly 3,300 square

BRANDON BEYER JIM SULLIVAN REALTY

2287 W Hanover Rd, Hanover, IL 61041
/24
$950,000
- 4 Beds
- 3 Baths
1634 N Cleveland Ave, Chicago, IL 60614

Charming single-family home with coach house in an unbeatable Old Town location | Excellent opportunity for investment or future owner-occupancy. The front home offers 3 beds + den and 2 baths, currently leased through September 2025-perfect for a future owner to update and improve rents or transition into an owner-occupied arrangement. The rear coach house is a separate 1 bed / 1 bath unit

Owen Duffy Fulton Grace Realty

1634 N Cleveland Ave, Chicago, IL 60614
/61
$1,249,000
- 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! BUILT IN 1938, 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

Patty Vlach EPV Realty, Inc.

29W101 Morris Ct, Warrenville, IL 60555
/61
$1,400,000
- 7 Beds
- 7.5 Baths
- 4,486 Sq Ft
45W127 Jericho Rd, Big Rock, IL 60511

Welcome to this extraordinary luxury estate nestled in the serene countryside of Big Rock, Illinois. Perfectly positioned on expansive, beautifully manicured acreage, 45W127 Jericho Road offers an unmatched blend of refined elegance, privacy, and timeless sophistication. A grand tree-lined drive leads to this custom-built residence, where classic architectural design meets modern luxury.

Justin Pillion Keller Williams Inspire

45W127 Jericho Rd, Big Rock, IL 60511
/41
$999,900
- 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
/128
$1,495,000
- 9 Beds
- 7.5 Baths
- 8,523 Sq Ft
14935 W Old School Rd, Libertyville, IL 60048

Tucked serenely adjacent to the forest preserve and horse trails, this 5 acre private Mettawa equestrian estate boasts character in this custom renovated barn home, also known as the Harper Estate with 6 bedrooms, 5 1/2 baths, guest house/in-law home with 3 bedrooms and 2 baths, skylit 5-stall custom barn with wash and tack rooms, 5-car garage with abundant attic storage and additional multi-use

Cynthia Klassman Revive Real Estate LLC

14935 W Old School Rd, Libertyville, IL 60048
/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
/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
/48
$999,900
- 4 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
/50
$980,000
- 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
/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 Agentcy

6102 Hillside Rd, Crystal Lake, IL 60012
/66
$875,000
- 4 Beds
- 2 Baths
- 1,478 Sq Ft
20425 N Hazelcrest Rd, Palatine, IL 60074

Set on five acres of breathtaking landscape, this one-of-a-kind Palatine estate redefines what it means to live surrounded by nature without sacrificing convenience. This truly one-of-a-kind estate offers unmatched privacy, charm, and endless potential-all set on five serene acres. Featuring a 4-bedroom, 2-bath main home and a fully finished guest house, it's the perfect setup for

Diego Valdes Midwest Real Estate Brokerage LLC

20425 N Hazelcrest Rd, Palatine, IL 60074
/111
$975,000
- 5 Beds
- 5 Baths
- 4,400 Sq Ft
3N369 Lafox Rd, St. Charles, IL 60175

A once-in-a-lifetime opportunity to own this unique 2+ acre property which has been farmed since 1830 and is listed on the Kane County Historic Register! Located minutes from everything you could need and consisting of 2 historic homes, 2 outbuildings, and 2 organic gardens to grow flowers, herbs, and fresh veggies, this space has most recently been home to Farmhouse School - a small business

Shannon Kersemeier Berkshire Hathaway HomeServices Starck Real Estate

3N369 Lafox Rd, St. Charles, IL 60175
/48
$864,900
- 4 Beds
- 3 Baths
- 2,183 Sq Ft
14704 & 14744 N Court 1, Effingham, IL 62401

2 for the Price of 1! The options are endless with these 2 properties. Full Time Home on the Lake, Investment Property, Second Home for the Summer, this fits the bill no matter your needs. Located on a Quiet Cove on the North Side of Lake Sara. The Main House is a spacious 2-3 Bed, 2 Bath w/2 Master Suites. The Great Room & Kitchen are Open Concept. The 3rd Bedroom is Currently an Office/Den.

Sarah Mietzner Full Circle Realty

14704 & 14744 N Court 1, Effingham, IL 62401
/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
/31
$1,180,000
- 5 Beds
- 3 Baths
- 3,400 Sq Ft
2 Ardmore Ave, Villa Park, IL 60181

Nestled in a serene countryside setting just 22 miles from downtown Chicago, this custom built, one-of a kind five bed room, three bathroom, 3,400 square foot farmhouse on two acres of land features a unique blend of rustic charm and modern luxury for the ultimate suburban equestrian estate. The main residence boasts spacious living areas with an open floor-plan, soaring ceilings and large

Rocco Zaccaro Coldwell Banker Realty

2 Ardmore Ave, Villa Park, IL 60181
/81
$1,190,000
- 4 Beds
- 3 Baths
- 6,911 Sq Ft
49 High Ridge Run Unit 47 High Ridge Run, Galena, IL 61036

A hidden gem in The Galena Territory! Nestled on an elevated perch at the end of a long private drive amidst 16 acres of tranquil wooded beauty and picturesque scenery sits this 4 bed/3 bath architectural masterpiece inspired by the iconic style of Frank Lloyd Wright that boasts over 6000 square feet of living space, quality craftmanship, a pinnacle location, unapparelled privacy, meticulously

Damon Heim COLDWELL BANKER NETWORK REALTY

49 High Ridge Run Unit 47 High Ridge Run, Galena, IL 61036
/102
$3,490,000
- 4 Beds
- 3.5 Baths
- 7,354 Sq Ft
404 Caesar Dr, Barrington, IL 60010

Welcome to Green Acres Estate, a French Transitional Country-Style Ranch offering modern comforts on 10 acres. Built in 1971 with exceptional craftsmanship, this home reflects a time when builders spared no expense, featuring 10-foot ceilings on the main level, 12-inch on-center joist spacing for superior structural integrity, and a 12-inch poured solid concrete foundation that exemplifies the

ed miles Re/Max Properties Northwest

404 Caesar Dr, Barrington, IL 60010
/40
$595,000
- 5 Beds
- 3 Baths
- 2,350 Sq Ft
7745 N Illinois St, Caseyville, IL 62232

Two homes on 10 acres! Embrace the best of rural living with this one of kind deal. Tucked behind a nearly one-acre front yard for privacy, the property offers seclusion while being just minutes from shopping, dining, and entertainment in nearby Fairview Heights. The main residence includes a spacious 2-car garage with an unfinished loft, while a separate 1-bedroom, 1-bath home provides

Hoa Nguyen Worth Clark Realty

7745 N Illinois St, Caseyville, IL 62232
/39
$425,000
- 5 Beds
- 3.5 Baths
- 6,246 Sq Ft
402 W Le Fevre Rd, Sterling, IL 61081

This spacious remodeled home across from Kilgour Park showcases high-quality craftsmanship throughout. Welcomed by a grand foyer with extra wide staircase, hardwood floors, open living room with picture window and stone wall with wood burning fireplace, the home offers a blend of quality and sophistication. The gourmet kitchen is equipped with top-of-the-line appliances, including a Sub-Zero

Elizabeth Emma Re/Max Professional Advantage

402 W Le Fevre Rd, Sterling, IL 61081
/31
$389,900
- 2 Beds
- 4 Baths
- 1,010 Sq Ft
445 S Ellis St, Bensenville, IL 60106

Welcome to this private retreat where nature and comfort blend seamlessly. The property boasts a breathtaking flower garden featuring cherry blossom tree, peonies, lilies, hostas, hydrangeas and more. a tranquil pond and mature landscaping create a true sanctuary for both people and wildlife, with birds visiting year round. Inside, the first floor offers an inviting open kitchen, a cozy napping

Timothy Guzzetta RE/MAX Properties Northwest

445 S Ellis St, Bensenville, IL 60106
/69
$425,000
- 5 Beds
- 2.5 Baths
- 3,252 Sq Ft
9601 Beaver Valley Rd, Belvidere, IL 61008

Hidden & private, with over 7 acres of lush, green trees and grassy areas. Just minutes from I-90, parks, hospitals & more! There are 5 designated bedrooms, the office could be a main level 6th bedroom. Some of the rooms have hardwoods. This can be a multi-generational home for your adult child or extended family! The lower level has 2 bedrooms, a full bath, kitchenette, living room area wood

Michelle Fitzgerald Century 21 Affiliated

9601 Beaver Valley Rd, Belvidere, IL 61008

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