Illinois Homes for Sale with a Guest House

/3
$155,000
- Studio
611 13th Ave, Mendota, IL 61342

This unique property offers a fantastic investment opportunity. This is a fully rented, spacious 2-unit apartment building, each unit featuring approximately 1,275 sq ft of living space with 3 bedrooms, a full set of appliances, basement access, and off-street parking. Whether you're looking to expand your rental portfolio or develop a versatile income-producing property, this listing has

Wendy Fulmer Coldwell Banker Today's

611 13th Ave, Mendota, IL 61342
/95
$500,000
- 4 Beds
- 5 Baths
- 5,181 Sq Ft
708 N 1950th Rd, Tonica, IL 61370

Serenity. Tranquility. Opportunity! Have you been craving the peaceful existence provided by rural living? Have you always dreamt of having your own hospitality business? What if you could have a turnkey wedding venue that could double as a BnB, with plenty of private space for you and yours? Welcome to your new life! "The Farm at Tonica" has a 150+ year old peg barn (71x51) with gorgeous beams,

Nick Butzirus Brilliant Real Estate

708 N 1950th Rd, Tonica, IL 61370
/9
$69,900
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
118 Park Estate Ave, Pontiac, IL 61764

Own your home today and enjoy $0 Security Deposit, PLUS one-month free rent. If you move in during the month of August they will receive free pro-rated rent for August, PLUS September free. This beautiful brand new 2025 home features three bedrooms, two bathrooms, open floor plan. This home has a true master suite with a big walk-in closet as well as a master bathroom with a soaker tub. Home

Brenda Pack ILOG Oglesby MHP Manufactured Home Community

118 Park Estate Ave, Pontiac, IL 61764
/101
$6,999,900
- 5 Beds
- 6.5 Baths
- 8,712 Sq Ft
12243 179th St, Mokena, IL 60448

BUY OF A LIFETIME! Imagine LIVING, RELAXING, and ENTERTAINING on this incredible 35 ACRE ESTATE which includes TWO LUXURY HOMES (TOTAL: 9 bedrooms, 10 full baths and 2 half baths combined). Enjoy a lifestyle of luxury and privacy in this unbelievable offering that can not be replicated at this price! Built with uncompromising quality and the absolute highest attention to detail, this ONE OF A

Christine Wilczek & Jason Bacza Realty Executives Elite

12243 179th St, Mokena, IL 60448
/168
$1,895,000
- 5 Beds
- 6 Baths
- 7,570 Sq Ft
7N230 Sims Ln, Saint Charles, IL 60175

An extraordinary estate of timeless elegance, gracefully situated on over two acres of exquisitely landscaped, private grounds. Designed for those who appreciate architectural integrity and refined living, this exceptional property includes a luxury four-stall barn with dedicated living quarters, a screened-in veranda, and paddock-an offering rarely found in today's market. From the moment of

Kari Kohler Coldwell Banker Realty

7N230 Sims Ln, Saint Charles, IL 60175
/55
$4,950,000
- 7 Beds
- 13 Baths
- 14,600 Sq Ft
6655 Lee Ct, Burr Ridge, IL 60527

Exquisite, Expansive and Extraordinary! Experience this extravagant Estate in all its glory with over 14,000 sqft of living space, 7 bedroom suites, 9 opulent fireplaces, 3 stories with an attached separate living space, Elevator, walk out lower level and 5 car heated attached garage! Set on over an acre of lush property with trees enveloping the gorgeous yard, this property is truly one of a

Ginny Stewart Jameson Sotheby's International Realty

6655 Lee Ct, Burr Ridge, IL 60527
/49
$299,900 Open Thu 5PM - 6:30PM
- 3 Beds
- 2 Baths
- 2,320 Sq Ft
307 N Logan St, Deer Creek, IL 61733

This one could pay for itself!!! If your dream is to live in a charming small town in a beautifully restored move in ready home...this is THE ONE!! Stunning wood floors, original pocket doors and trim throughout this home that were lovingly restored by a master carpenter. Just some of what makes this home a standout is: Custom kitchen remodel with detailed finishes. Updated main level bath

Carrie Reardon RE/MAX Rising

307 N Logan St, Deer Creek, IL 61733
/84
$700,000
- 4 Beds
- 3 Baths
- 3,760 Sq Ft
275 S Mchenry Ave, Crystal Lake, IL 60014

Buy one house, get one free! :) Picture the perfect homestead: historical home with vibrant vintage vibe, lushly landscaped property with room to garden and get away, and a totally rare, ONE OF A KIND guest house / coach house / etc etc -- imagine the possibilities! The ultimate work from home space; all surreptitiously set in downtoen Crystal Lake with access to all the conveniences of

Tyler Lewke Keller Williams Success Realty

275 S Mchenry Ave, Crystal Lake, IL 60014
/43
$229,000
- 10 Beds
- 5 Baths
8401 S Brandon Ave, Chicago, IL 60617

ABSOLUTE MONEY MAKER! Great investment opportunity for First-Time Buyers & Savvy Investors! Property Will need a gut rehab. Here's your chance to own a 4-unit property that can provide you with a positive CASH FLOW! This property has potential to profit over 100k in equity after some TLC. Layout features 4 2 beds with 1 bath. 12 Ft Ceilings. Unfinished basement with endless possibility for a

Janina Farr Coldwell Banker Realty

8401 S Brandon Ave, Chicago, IL 60617
/44
$4,249,000
- 5 Beds
- 6 Baths
- 9,200 Sq Ft
1352 N La Salle Dr, Chicago, IL 60610

Stately mansion nestled on an oversized 33x 149 ft deep lot in the heart of prime Old Town. Rehabbed in 2016 to modernize the floor plan and restore the original masonry and most recently taken through a design refresh by Brianne Bishop Design, this magnificent mansion boasts approximately 9,200 sq ft of timeless elegance, featuring soaring 12-foot ceilings and exquisite craftsmanship throughout.

Mark Icuss Compass

1352 N La Salle Dr, Chicago, IL 60610
/64
$1,599,999
- 5 Beds
- 5.5 Baths
- 5,819 Sq Ft
3464 Old Mill Rd, Highland Park, IL 60035

WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OVER AN ACRE OF A SERENE, PRIVATE, TREE-FILLED LANDSCAPE IN COVETED HIGHLAND PARK. WITH OVER 9,000 SQUARE FEET OF LIVABLE SPACE, THIS RESIDENCE OFFERS A ONE-OF-A-KIND LIVING EXPERIENCE WHERE MODERN FUNCTIONALITY MEETS TIMELESS ARCHITECTURAL BEAUTY. FROM THE MOMENT YOU ENTER,

Kelly Ipjian Exit Strategy Realty

3464 Old Mill Rd, Highland Park, IL 60035
/72
$4,599,000
- 6 Beds
- 6 Baths
- 6,639 Sq Ft
22 Indian Hill Rd, Winnetka, IL 60093

Nestled privately amidst the prestigious landscape of Indian Hill Road, this magnificent English manor, designed by renowned architect Edwin Clark, presents an unparalleled opportunity to immerse yourself in the epitome of understated luxury living. From its commanding position on an expansive 1.7-acre grounds, this once-in-a-lifetime estate exudes timeless elegance and refinement at every turn.

Paige Dooley Compass

22 Indian Hill Rd, Winnetka, IL 60093
/25
$180,000
- 3 Beds
- 2.5 Baths
- 1,917 Sq Ft
421 N 25th St, Mattoon, IL 61938

Don’t miss this rare opportunity to own a custom built, one-owner Bedford Stone Ranch home situated on a spacious corner lot! This classic home offers three bedrooms and two-and-a-half baths, featuring a large living room filled with natural light from a beautiful bay window.The cozy family room showcases a striking Bedford Stone accent wall with an electric fireplace, creating a warm and

Dana Price KELLER WILLIAMS-TREC

421 N 25th St, Mattoon, IL 61938
/28
$380,000
- 5 Beds
- 4 Baths
- 2,164 Sq Ft
605 East St, Mazon, IL 60444

INVESTMENT OPPORTUNITY or MULTI FAMILY LIVING - 4 Homes, 1 collective location! Unlock the potential with this rare investment package that includes 605, 607, and 609 East Street along with 304 North Street, Mazon-a prime opportunity to generate rental income or live in one unit while renting the others or a multi family property! All four properties are equipped with modern electric smart

Andrew Cook Coldwell Banker Real Estate Group

605 East St, Mazon, IL 60444
/66
$399,000
- 5 Beds
- 4 Baths
- 3,300 Sq Ft
414 Shiloh Station Rd, O Fallon, IL 62269

Welcome to this beautifully restored, meticulously maintained historic brick home on 1.39-acre corner lot. Located across from a scenic walking trail, this 5-BR residence offers timeless character & modern convenience. Step inside to a warm and inviting foyer adorned w/ original hardwood trim & built-ins that highlight the home's craftsmanship. The living room features a wood-burning fireplace &

Pat Schaeffer Nester Realty

414 Shiloh Station Rd, O Fallon, IL 62269
/23
$319,000
- 3 Beds
- 2.5 Baths
- 2,190 Sq Ft
20643 1200 Rd N, Danville, IL 61834

Great opportunity to live out of town on 13.37 Acres in Westville School District. The property is close to the Vermilion River. This Property features 2 homes on one parcel. The main home is 3 bedroom 2 1/2 bath. Full basement with 9 foot, poured walls. New carpet in Living room. Large kitchen, Huge Master Bedroom with large walk-in closet. The 2nd home is perfect for a man cave, in-law

Marvin Turner RE/MAX ULTIMATE

20643 1200 Rd N, Danville, IL 61834
/37
$837,000
- Studio
- 10,000 Sq Ft
107 S Franklin(3properties), Polo, IL 61064

Incredible Investment Portfolio Opportunity in Polo, IL – 3 Fully-Leased, Multi-Unit Properties with 11 units! Now is your chance to purchase an exceptional portfolio of three income-producing properties in Polo, all with excellent rental history, strong tenant bases, and major updates already completed. Whether you’re looking to expand your real estate portfolio or enter the multi-family market

Rebecca Hazzard Re/Max of Rock Valley

107 S Franklin(3properties), Polo, IL 61064
/20
$299,000
- Studio
- 3,200 Sq Ft
701 W Oregon St, Polo, IL 61064

Solid 4-Unit Investment Property in Polo with Country Views! This well-maintained 4-family building offers an excellent rental history and strong cash flow, making it a standout investment opportunity in Polo. Situated on the edge of town, tenants enjoy peaceful country views with the convenience of nearby amenities. The property includes: Three 1-bedroom units, One spacious 2-bedroom unit, Four

Rebecca Hazzard Re/Max of Rock Valley

701 W Oregon St, Polo, IL 61064
/25
$299,000
- Studio
- 3,392 Sq Ft
305 S Prairie Ave, Polo, IL 61064

Prime 4-Unit Investment Property in Polo – Strong Rental History! This well-kept 4-family building in Polo is a smart addition to any investment portfolio. With an excellent rental history and strong tenant appeal, this property is ideally located near schools, downtown, and the popular Polo pool—making it a convenient and desirable place to live. The property features: Three 2-bedroom units,

Rebecca Hazzard Re/Max of Rock Valley

305 S Prairie Ave, Polo, IL 61064
/61
$2,000,000
- 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

BRANDON BEYER JIM SULLIVAN REALTY

2003 W Hanover Rd, Hanover, IL 61041
/22
$259,900
- Studio
- 2,532 Sq Ft
801 & 803 Adams, Oregon, IL 61061

New Roof, New Soffits, New Siding...Oh My!! Calling ALL buyers...cash, conventional, FHA or VA! This is an opportunity you don’t want to miss. This oversized Oregon duplex has been redone inside and out! From the gleaming hardwood floors to the contemporary light fixtures, every detail has been carefully curated to reflect a commitment to quality and style. This home embodies the perfect

Erin Spence Paff Re/Max of Rock Valley

801 & 803 Adams, Oregon, IL 61061
/71
$2,900,000
- 5 Beds
- 4.5 Baths
- 7,823 Sq Ft
23 W County Line Rd, Barrington, IL 60010

Welcome to Shamrock Farm, an exquisite 13.4-acre equestrian estate in the heart of Barrington Hills, where luxury living meets world-class equestrian facilities. Whether an owner or trainer, this is a horse enthusiasts dream and offers unparalleled amenities, breathtaking views, all in a prime location. The stunning main residence showcases classic Antebellum architecture & is a masterpiece of

Dean Tubekis Coldwell Banker Realty

23 W County Line Rd, Barrington, IL 60010
/99
$1,550,000
- 4 Beds
- 4.5 Baths
- 6,197 Sq Ft
2105 N Elizabeth Scales Mound Rd, Elizabeth, IL 61028

Luxury cabin and Chalet guest house overlooking a pond with 40 acres of stunning Jo Daviess County timber land. The 5000 sq ft real log cabin and 1100 sq ft Chalet guest house were made to entertain and house a large family or group of friends. The large master suite is on the main floor with 2 more large bedrooms upstairs and another bedroom suite in the finished basement. The kitchen is large

CAL BERGSMA JIM SULLIVAN REALTY

2105 N Elizabeth Scales Mound Rd, Elizabeth, IL 61028
/72
$3,995,000
- 11 Beds
- 10 Baths
- 14,000 Sq Ft
325 W Wellington Ave, Chicago, IL 60657

Welcome to the Armour House! First time on the open market in approximately 90 years. This remarkable home has a rich Chicago history and many original features have been perfectly preserved. Built in approximately 1915 for Mrs. Elizabeth Montgomery Ward by the renowned architect Van Doren Shaw, this home displays meticulous details beyond anything available in today's construction. Purchased

Jeffrey Lowe Compass

325 W Wellington Ave, Chicago, IL 60657
/22
$795,000
- Land
- 1.89 Acres
- $420,635 per Acre
900 S Butterfield Rd, Mundelein, IL 60060

General Commercial zoning on busy Butterfield Road in Mundelein. Adjoins Butterfield Plaza with a full, existing curb cut and over 260 feet of frontage. Site consists of approximately 2 acres of land with two rental homes that can be demolished or repurposed. Can accommodate medical office, retail strip center, professional building, etc... The Butterfield commercial corridor is fed by traffic

Robert Frank Robert E. Frank Real Estate

900 S Butterfield Rd, Mundelein, IL 60060
/39
$1,499,000
- 3 Beds
- 2 Baths
- 1,621 Sq Ft
330 S Barrington Rd, Barrington, IL 60010

If every day you could be presented with the opportunity to live your best life shoreside, would you take it? it's irresistible and something so radically different while set within the confines of solitude. Short of 10 acres this property offers the magical holistic healing approach with the calming sounds of water passing under the bridge from one pond to another. A sprawling ranch overshadows

Rob Morrison Coldwell Banker Realty

330 S Barrington Rd, Barrington, IL 60010
/54
$799,000
- 7 Beds
- 7.5 Baths
- 3,846 Sq Ft
105 S High St, Galena, IL 61036

Miss Murphy's Historic Bed & Breakfast overlooking downtown Galena offers a lovely main level Owners quarters with a Commercial grade kitchen including two stoves & oversized refrigerator/freezer, a private bedroom, bath & laundry. Upper level offers charming Guest Suites plus a 1 bedroom Cottage with kitchenette & access to off street parking & private entrance. The corner lot is a private

Dave Larson Keller Williams Realty Signature

105 S High St, Galena, IL 61036
/29
$1,000,000
- 10 Beds
- 5 Baths
22252 W Taylor Rd, Plainfield, IL 60544

Great Location! Great Investment! 5.11 Acre Fenced Farm with 7 Buildings. 3 Rentals homes, 2 1/2 Barns, 2 Garages. Total of 10 Bedrooms. 2 Separate Fenced in areas for Crops or Animals. Was Previously Rented to CBD Hemp Grower. Live in one unit and Rent the Rest or Rent them All. Property has 2 Parcel Numbers and 2 Addresses. CALL TODAY TO SCHEDULE A SHOWING!

Jennifer Fay RE/MAX PREMIER

22252 W Taylor Rd, Plainfield, IL 60544
/86
$2,500,000
- 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! - 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, professional greenhouse, barn

Eugene Fu @properties Christie's International Real Estate

480 Miller Rd, North Barrington, IL 60010
/43
$1,495,000
- 4 Beds
- 7 Baths
- 4,100 Sq Ft
3220 Meyers Rd, Oak Brook, IL 60523

Discover the allure of this exquisite Oak Brook estate, where luxury and functionality converge on a sprawling 1.27-acre lot surrounded by lush greenery and a fenced backyard. This unique property offers a sanctuary for multi-generational living with unmatched style and comfort. The main house, meticulously rebuilt in 2020, features an open-concept layout that seamlessly connects the living room,

Gabriela K. Chawla Compass

3220 Meyers Rd, Oak Brook, IL 60523
/41
$74,500
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
714 Monge St, Pekin, IL 61554

Are you looking for a house with separate in-law quarters? How about a place where you can live, that also has a place for your adult child to live? Or are you looking for an income producing property that offers a spacious 2-bedroom house with full basement that has a separate full bathroom and an attached garage that could bring in good rental income, plus there's also a separate 1-bedroom,

Gary Allen Freedom Realty

714 Monge St, Pekin, IL 61554
/61
$18,500,000
- 6 Beds
- 7 Baths
- 13,400 Sq Ft
915 N Dearborn St, Chicago, IL 60610

A rare piece of Chicago's history, the Thompson House at 915 N. Dearborn stands as one of the Gold Coast's original architectural treasures. Designed in 1888 by Cobb & Frost, the renowned architects behind the Newberry Library and University of Chicago, this grand residence was among the first to define the Gold Coast neighborhood after the Great Chicago Fire. For the next century, it was owned

Millie Rosenbloom Baird & Warner

915 N Dearborn St, Chicago, IL 60610
/25
$1,550,000
- 5 Beds
- 4.5 Baths
- 4,200 Sq Ft
1745 W Cornelia Ave, Chicago, IL 60657

Step into this stunning 5 beds, 4.1 bath brick home, where impeccable hardwood floors flow effortlessly throughout the open-concept main level, setting the stage for a welcoming atmosphere. The carefully crafted photography showcases the home's inviting charm. The chef's kitchen is a true culinary masterpiece, featuring professional-grade appliances, including a spacious SubZero refrigerator,

Ryan Casper eXp Realty

1745 W Cornelia Ave, Chicago, IL 60657
/11
$119,000
- Studio
- 2,870 Sq Ft
512-514 Chicago Ave, Savanna, IL 61074

Duplex located close to savanna, Illinois, Riverwalk, grocery store and all of downtown activities. Both apartments offer lots of character with natural wood flooring, three bedrooms and 1 1/2 baths each. Both have enclosed front porches as well as enclosed back porches. Each unit also has its own parking pad and there is an additional two car garage as well. Completely separated, utilities.

Deanna Shepherd MEL FOSTER CO.

512-514 Chicago Ave, Savanna, IL 61074
/72
$679,000
- 5 Beds
- 5 Baths
- 4,902 Sq Ft
8 Oxbow Path, Galena, IL 61036

Beautiful custom-built home by Northgate Builders. Situated on a 1.72 private lot at the end of a cul-de-sac adjoining a large greenway. A covered porch entry with stone accent pillars opens to the main level, featuring an expansive great room with a limestone wood-burning fireplace. A wall of windows and a decorative wood-paneled cathedral ceiling showcase the great room. Wood flooring

Shelly McCoy Eagle Ridge Realty

8 Oxbow Path, Galena, IL 61036
/28
$449,900 Open Sat 12PM - 3PM
- 4 Beds
- 1.5 Baths
- 1,928 Sq Ft
225 N East River Rd, Des Plaines, IL 60016

ALMOST 1 ACRE LOT! 1928 square foot home plus a cottage, four garage spaces, and room for over 15 cars on the driveways! Welcome to this one-of-a-kind property on a sprawling 0.92-acre lot. This residence is ideal for those seeking a multi-generational living arrangement, a dedicated home business, a car enthusiast, or anyone seeking a large property with many possibilities! The main house

Carrie Ramljak-Ralls Berkshire Hathaway HomeServices American Heritage

225 N East River Rd, Des Plaines, IL 60016
/58
$4,495,000
- 8 Beds
- 5.5 Baths
- 7,905 Sq Ft
1010 Green Bay Rd, Lake Bluff, IL 60044

The "Ralph H. Poole House" stands as an enduring testament to David Adler's visionary craftsmanship, a cornerstone of architectural excellence, nestled amidst the Illinois prairie. Originally conceived between 1911-14 in collaboration w/Henry Dangler & landscape design by Frederick Law Olmsted, the residence is the essence of a Parisian home transplanted into the heart of the Midwest. As you

Ann Lyon @properties Christie's International Real Estate

1010 Green Bay Rd, Lake Bluff, IL 60044
/32
$119,900
- Studio
- 2,710 Sq Ft
1110 S Oak Ave, Freeport, IL 61032

This duplex has been rehabbed almost totally--new roof and membrane, all new plumbing, new circuit breaker electric, all new floors, carpet, new bathrooms and new kitchen downstairs, new drywall thruout house, new paint, and new main floor laundry. There are 3 porches, one is enclosed. Downstairs stove was new in November of 2024, the refrigerator new 2 years ago, and another in the garage. The

KAREN SENIOR Wingert Real Estate LLC

1110 S Oak Ave, Freeport, IL 61032
/23
$125,000
- Studio
- 2,720 Sq Ft
221 E 5th St, Milledgeville, IL 61051

Introducing an incredible income-generating opportunity—a side-by-side, two-story duplex featuring dual 3-bedroom, 2-bath units. One unit is fully remodeled and ready for occupancy, while the opposite unit is currently leased to a long-term tenant . Tenants pay all utilities, providing stable passive income. Additional highlights include a full basement for extra storage and a two-car detached

Jonathan Gieson Re/Max of Rock Valley

221 E 5th St, Milledgeville, IL 61051
/31
$69,900
- 3 Beds
- 1 Bath
- 1,040 Sq Ft
601 Park Ave, Fairfield, IL 62837

Charming 3-bedroom, 1-bathroom home located in a prime spot right across the street from a beautiful, large park. The inviting wood-burning fireplace adds a cozy touch to the living room, perfect for those chilly evenings. You'll love the attached carport for easy parking and the additional small building out back, ideal for extra storage or a workshop. Both the front and back porches are

Katie Matthews Keys Real Estate

601 Park Ave, Fairfield, IL 62837

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Illinois Homes for Sale with a Guest House

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