Illinois Homes for Sale with a Guest House

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  /34

  $1,700,000

  Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths

  1938 W School St Unit 416, Chicago, IL 60657

  Exceptional opportunity to own a truly one-of-a-kind property in highly sought-after Roscoe Village featuring a beautifully renovated single-family home plus a rare, fully legal two-unit coach house. Offering incredible versatility and income potential, this unique property seamlessly blends luxury living with investment opportunity. The expansive 5-bedroom, 3-bath main residence was originally

  Jeanine Wheeler @properties Christie's International Real Estate

  1938 W School St Unit 416, Chicago, IL 60657
• 

  

  

  /44

  $340,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  1430 Sylvan Ct, Freeport, IL 61032

  Spacious open-concept over 4,500 sqft home with main-floor living, vaulted ceilings, and a walkout lower level offering flexible space for guests, in-law living, or multi-generational needs. Enjoy natural light throughout and relax in multiple indoor and outdoor living spaces, including two decks and a fenced backyard. The vaulted great room features a bright living area with built-in bookcases,

  Aubra Palermo RE/MAX Unites

  1430 Sylvan Ct, Freeport, IL 61032
• 

  

  

  /14

  $119,900

  $30K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  2404 Springfield Rd, East Peoria, IL 61611

  Rare opportunity to own two homes on one parcel in East Peoria --- perfect for investors, multi-generational living, or owner-occupants looking to offset their mortgage. Situated on a large lot, the main home offers 2 bedrooms and 1 bathroom with several key updates already in place, including a newer furnace, 1-year-old water heater, basement dewatering system, and whole-house fan. Outside,

  Adrianne Cornejo Keller Williams Revolution

  2404 Springfield Rd, East Peoria, IL 61611
• 

  

  

  /20

  $79,900

  Pending

  • 3 Beds
  • 2 Baths

  1415 18th St, Moline, IL 61265

  The original open staircase is still in place if you choose to convert it back to a single-family home. However, there is also an exterior staircase and separate entrance. The main level features a large living room with a Bay window, a dining room also used as a 2nd bedroom and a spacious primary bedroom. The upper unit has a nicely sized kitchen, dining room, living room, bedroom, and bathroom.

  Debbie White Ruhl&Ruhl REALTORS Moline

  1415 18th St, Moline, IL 61265
• 

  

  

  /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 Realty Executives Elite

  12243 179th St, Mokena, IL 60448
• 

  

  /13

  $114,000

  $15K PRICE DROP

  • 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
• 

  

  /4

  $165,000

  $10K PRICE DROP Pending

  • Studio
  • 2,268 Sq Ft

  1022 15th St, Rockford, IL 61104

  Price Reduced on this great, solid brick 2 unit complete with tenants! Each unit has the same floor plan featuring a kitchen, spacious open living and dining rooms, two bedrooms one bath, and an enclosed porch. Wood flooring throughout most of the living space. Lower unit kitchen updated 2024. Photos provided were taken prior to the current occupants move-in. Tenants each have access to a garage

  Mary Maxted Keller Williams Realty Signature

  1022 15th St, Rockford, IL 61104
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  /71

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 7,823 Sq Ft

  23 W County Line Rd, Barrington, IL 60010

  Welcome to Shamrock Farm, a premier 14-acre equestrian estate in the heart of Barrington Hills, where world-class equestrian facilities meet luxury living. Whether an owner or trainer, this is a horse enthusiasts dream property and offers unparalleled amenities, breathtaking pastoral views, and an unmatched opportunity to live, train, and entertain all in one extraordinary setting. At the heart

  Tricia Wood Coldwell Banker Realty

  23 W County Line Rd, Barrington, IL 60010
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  /81

  $1,190,000

  $100K PRICE DROP

  • 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
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  /33

  $1,150,000

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,400 Sq Ft

  2 Ardmore Ave, Villa Park, IL 60181

  Countryside setting just 22 miles from downtown Chicago, this custom built, custom 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 windows that flood the home with

  Rocco Zaccaro Coldwell Banker Realty

  2 Ardmore Ave, Villa Park, IL 60181
• 

  

  /36

  $630,000

  Open Sat 2PM - 3PM

  • 6 Beds
  • 3 Baths
  • 2,800 Sq Ft

  3306 W Le Moyne St, Chicago, IL 60651

  EXISTING FURNITURE CAN BE INCLUDED! Darling brick farm house, originally built in 1888 before the first World Fair. This property is for EVERYONE- those who want new construction and those who love historic charm. The location, just a block west to Humboldt Park, IS on the brink of becoming THE MOST POPULAR spot in CHITOWN! Enjoy 197.26 acres of Humboldt Park with baseball fields, miles of

  Elizabeth Amidon Jameson Sotheby's Intl Realty

  3306 W Le Moyne St, Chicago, IL 60651
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  /72

  $2,975,000

  $300K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 7,700 Sq Ft

  2855 Sheridan Place, Evanston, IL 60201

  Step into a piece of history with this beautifully updated and expanded early 20th-century home, seamlessly blending timeless elegance with contemporary comforts. Nestled on a rare .70 acre lot, this northeast Evanston residence offers the perfect blend of classic luxury and modern charm. Built in 1911 for Swedish Ambassador Oscar Haugen, and designed by architect Augustus Nyden, this landmark

  Stephanie Poulakidas Compass

  2855 Sheridan Place, Evanston, IL 60201
• 

  

  /23

  $124,900

  Pending

  • Studio
  • 1,508 Sq Ft

  727 Montague St, Rockford, IL 61102

  Investor delight.This 2 family is just right. 2 bedrooms and one balh upper unit along with 2 bedrooms and one bath on the main level. Patio in the back for the lower unit. Newer flooring on the main and some updates to bath. Owner presently uses detached 2 car garage.

  Carrie Buckett Century 21 Affiliated

  727 Montague St, Rockford, IL 61102
• 

  

  /26

  $259,900

  Pending

  • Studio
  • 2,109 Sq Ft

  1478 Temple Cir, Rockford, IL 61108

  Well-maintained ranch-style duplex in a prime location! This property features two units with identical floor plan units, each offering a living room with a brick fireplace, spacious eat-in kitchen, two bedrooms, full bathroom, one car attached garage, with a separate basements with laundry and separate utilities. A shared deck overlooks the tree-lined yard and landscaping. Recent updates include

  Lauren Medearis Keller Williams Realty Signature

  1478 Temple Cir, Rockford, IL 61108
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  /64

  $1,400,000

  Pending

  • 5 Beds
  • 8 Baths
  • 9,467 Sq Ft

  691 Lake Ave, Crystal Lake, IL 60014

  This amazing estate could be YOUR new lake home! The estate has an unobstructed view of beautiful, spring-fed Crystal Lake which offers swimming, sandy beaches & motorized boating. The estate has full lake rights to the 4 private beaches, parks & marinas on the lake. Bring your boat & water toys! The estate includes the primary house with 5 BRs, 6.2 BAs, a coach house with a finished 2nd floor

  Susan Thiess Baird & Warner

  691 Lake Ave, Crystal Lake, IL 60014
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  /25

  $240,000

  • Studio
  • 3,068 Sq Ft

  1206 Harlem Blvd, Rockford, IL 61103

  Gorgeous all-brick duplex in historic Churchill Grove neighborhood with over 3,000 sqft! Both units have been freshly painted throughout and hardwood floors have been refinished. The main floor unit has three spacious bedrooms (one room is a pass through), spacious closets, updated bathroom with new subway tile, vanity and toilet. Kitchen has new tile flooring, cabinets have been professionally

  Olga Kampmeier Keller Williams Realty Signature

  1206 Harlem Blvd, Rockford, IL 61103
• 

  

  /35

  $195,000

  Pending

  • Studio
  • 2,061 Sq Ft

  2221 Denver Dr, Rockford, IL 61108

  Attention investors and rehabbers! Great opportunity with this all-brick side-by-side duplex offering plenty of potential. Each main unit features 2 bedrooms, 1 bathroom, and a 1-car garage. Unit 2223 also includes basement access to an in-law suite with a separate entrance, second kitchen, 1 bedroom, and 1 bathroom, providing added flexibility for extended living arrangements. Property needs TLC

  Olga Kampmeier Keller Williams Realty Signature

  2221 Denver Dr, Rockford, IL 61108
• 

  

  /33

  $175,000

  Pending

  • 5 Beds
  • 3 Baths
  • 1,968 Sq Ft

  345 S Memorial Ave, Rockford, IL 61102

  Spread out and settle in! This sprawling 1,968 sq. ft. ranch sits on a massive .30-acre corner lot, offering the rare layout you’ve been searching for. The main living area makes a statement with a huge living room featuring cathedral ceilings, while the updated kitchen shines with new tile floors and a full appliance package. Every one of the 3 bathrooms has been stylishly renovated, ensuring a

  Fidel Batres Keller Williams Realty Signature

  345 S Memorial Ave, Rockford, IL 61102
• 

  

  /27

  $189,000

  Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  186 Peru St, Paw Paw, IL 61353

  SPACIOUS ONE BEDROOM/ONE BATHROOM (with potential for expansion!) PLUS ONE BEDROOM/ONE BATHROOM GUEST HOUSE!! Large lot with plenty of room to add and customize to your needs! Welcome to Great Oak Haven--A modern and cozy home designed with intentions of serenity, simplicity, and efficiency! Every corner of this property has been carefully curated, and from the charming garden pathway to the

  Aubrey Marks Gaines Realty

  186 Peru St, Paw Paw, IL 61353
• 

  

  /97

  $1,199,990

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  2373 Geddes Rd Unit 2291 Geddes Road, Rockford, IL 61103

  PERTINENT FACTS: OPPORTUNITY TO OWN RARE, 11.5 (MOL) ACRES WITH 2.5 ACRE STOCKED POND, and 3 HOMES - 3 BDRM, 2.5 BTH MAIN HOUSE, 2 BDRM, 1 BTH RENTAL HOUSE, 1 BDRM, 1 BTH CARETAKERS UNIT AND that 2.5 ACRE PRIVATE, FERTILE, STOCKED POND!!! PARK-LIKE, PICTURESQUE setting great for water activities, camping, fishing, picnicking...come enjoy a hammock between the trees, WATCH STARS FROM THE WATERSIDE

  Kathleen Ricotta Berkshire Hathaway HomeServices Crosby Starck RE

  2373 Geddes Rd Unit 2291 Geddes Road, Rockford, IL 61103
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  /73

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 2,507 Sq Ft

  5382 Guilford Rd, Rockford, IL 61107

  Welcome to an extraordinary opportunity nestled behind private gates at 5382 Guilford Rd in Rockford. This remarkable agricultural property offers 4.23 acres and is the perfect blend of country serenity and modern convenience, all within reach of urban amenities. The main residence features 3 spacious bedrooms and 2.5 bathrooms, providing comfortable living quarters for the discerning buyer

  John & Diane Dowd DICKERSON & NIEMAN

  5382 Guilford Rd, Rockford, IL 61107
• 

  

  /25

  $199,000

  Pending

  • 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 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, secluded atmosphere. Relax under the pergola, on a stunning stone patio

  Elizabeth Robinson Epique Realty

  420 N High St, Galena, IL 61036
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  /71

  $1,899,900

  • 5 Beds
  • 5 Baths
  • 6,986 Sq Ft

  11 Moate Ln, Barrington, IL 60010

  Experience Refined Country Living In This Extraordinary Luxury Equestrian Estate On 5 Lush Acres. Step Inside And Discover This One Of A Kind Estate With Over 6,000 Sqft Of Living Space With Soaring Ceilings, Expansive Living Areas And High-End Finishes Throughout. Gourmet Eat-In Kitchen With Marble Counters, Large Island, Thermador/Subzero Appliances, And Ample Counter/Cabinet Space Makes This

  Reid Anderson Real Broker, LLC

  11 Moate Ln, Barrington, IL 60010
• 

  

  /35

  $1,550,000

  $100K PRICE DROP

  • 9 Beds
  • 4 Baths

  1908 S Loomis St, Chicago, IL 60608

  A rare and exceptional opportunity to own a classic brick Chicago four-flat with an additional detached three-unit coach house. The main building features four units including a 3 bed/1 bath on the first floor, a 2 bed/1 bath on the second floor, plus two street-level units offering a 1 bed/1 bath and a 2 bed/1 bath. The rear coach house adds even more value with two 2 bed/1 bath units on the

  Cesar Juarez Redfin Corporation

  1908 S Loomis St, Chicago, IL 60608
• 

  

  /60

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 2,892 Sq Ft

  1303 N Otis St, Marion, IL 62959

  Experience modern living in this contemporary residence. Thoughtful design meets elevated functionality. Boasting 4 bedrooms, 3 bathrooms, and a spacious 2-car garage, delivering sophistication in every detail. The open-concept is enhanced by luxury vinyl plank flooring, modern lighting, and expansive aluminum-clad contemporary windows that flood the space with natural light. The designer kitchen

  Brittany Grove REALTY 618 LLC

  

  1303 N Otis St, Marion, IL 62959
• 

  

  /45

  $325,000

  $32K PRICE DROP Pending

  • 3 Beds
  • 3.5 Baths
  • 3,167 Sq Ft

  313 Hazelwood Dr, Alhambra, IL 62001

  Back on Market — No Fault of Seller | Buyer Financing Fell Through Updated Brick Ranch with Over 3,200 Sq Ft, Detached Office Studio & $100K+ in Improvements | Highland School District Welcome to small-town living with big-time value in Alhambra. Located in the highly sought-after Highland Community Unit School District No. 5, this spacious brick ranch offers more than 3,200 square feet of

  Sandie LaMantia Berkshire Hathaway HomeServices Select Properties

  313 Hazelwood Dr, Alhambra, IL 62001
• 

  

  /53

  $1,600,000

  • 2 Beds
  • 1.5 Baths
  • 2,400 Sq Ft

  931 E Steger Rd, Chicago Heights, IL 60475

  Breathtaking 40-acre Private Sanctuary - Discover the Rare Chance to Create the Legacy Estate you've always dreamed about. Hidden behind towering trees and surrounded by scenic countryside, this extraordinary property feels like your own private resort - complete with a stunning stocked pond, wooded trails, open farmland, and endless possibilities for recreation, relaxation, or future

  Jared Gordon Baird & Warner

  931 E Steger Rd, Chicago Heights, IL 60475
• 

  

  /42

  $499,000

  Pending

  • 1 Bed
  • 1.5 Baths
  • 1,037 Sq Ft

  600 N Lake Shore Dr Unit 2903, Chicago, IL 60611

  Come home to this updated high floor south facing 1 bedroom 1.5 bath in excellent condition with a large open living/dining room. You are warmly greeted with hardwood floors throughout the living/dining and bedroom along with custom overhead lighting. Escape to the private balcony with spectacular Navy Pier, lake, and south city views! The kitchen features all stainless-steel appliances including

  Stephanie Maloney HomeSmart Connect LLC

  600 N Lake Shore Dr Unit 2903, Chicago, IL 60611
• 

  

  /46

  $1,200,000

  • 11 Beds
  • 6 Baths

  214 Chicago Ave, Oak Park, IL 60302

  Rare investment opportunity in the heart of Oak Park featuring three separate income-producing structures on one property. This unique offering includes a classic brick 3-unit multifamily building, a beautifully updated 3-bedroom 2-bath coach house, and a detached 3-car brick garage-creating multiple income streams and exceptional flexibility for investors or owner-occupants alike. The main

  Michael Savegnago Legacy Properties, A Sarah Leonard Company

  214 Chicago Ave, Oak Park, IL 60302
• 

  

  /31

  $415,000

  $35K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  483 E Crystal Lake Ave, Crystal Lake, IL 60014

  Charming 4-Bedroom Home with Garage Studio, Just Steps from Downtown Crystal Lake! Loaded with character and timeless charm, this stunning 2-story home offers the perfect blend of classic style and modern updates. Featuring 4 spacious bedrooms, 2 full baths, and 2 half baths, this home is designed for both everyday comfort and easy entertaining. The heart of the home is the kitchen, where exposed

  Steven Sewruk RE/MAX Plaza

  483 E Crystal Lake Ave, Crystal Lake, IL 60014
• 

  

  /54

  $525,000

  Open Sun 1PM - 3PM $25K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 4,000 Sq Ft

  429 Buell Ave, Joliet, IL 60435

  Rare and distinctive QUEEN ANNE VICTORIAN offering timeless character, architectural beauty, and exceptional space. This historically restored residence showcases intricate period details, grand living areas, and craftsmanship rarely found today. Conveniently located near Metra, I-80, I-55, and I-355, as well as the University of St. Francis and Joliet Junior College. Situated on one of Joliet's

  Edilane Gallagher john greene, Realtor

  429 Buell Ave, Joliet, IL 60435
• 

  

  /45

  $80,000

  Pending

  • 3 Beds
  • 1 Bath
  • 5,882 Sq Ft

  2904 Maryville Rd, Granite City, IL 62040

  Adam Jokisch Adams Auction & Real Estate Services Inc.

  2904 Maryville Rd, Granite City, IL 62040
• 

  

  /6

  $270,000

  • Land
  • 0 Sq Ft

  1505 Scottsboro Rd, Marion, IL 62959

  Located just off of Rt 13, with fast access to IL-57, near shopping, Kroger/Aldi, Dr. Offices and more make this a prime location for development. Currently used as a rental home. Two lots.

  Beth Wilson PAUL WILSON REALTY

  1505 Scottsboro Rd, Marion, IL 62959
• 

  

  /46

  $210,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath

  20620 N 2300th Rd, Prairie City, IL 61470

  Country Home! A couple miles West of Prairie City, you will find this very well kept 2 story farm house! Inside you will find tons of room! With 3+ bedrooms, living room, kitchen/dining, bathroom, misc. room, and lots of closets! Plus a large basement! Outside there is a 2 stall garage to keep your vehicles out of the weather and post framed metal building to keep your outdoor equiptment in.

  Ted Abernathy Legacy Land Co LLC

  20620 N 2300th Rd, Prairie City, IL 61470
• 

  

  /33

  $210,000

  Pending

  • Studio
  • 3,517 Sq Ft

  1807 Guilford Rd, Rockford, IL 61107

  Great opportunity to own a well-maintained duplex with strong income potential! Each unit offers 3 bedrooms, 1 full bath, and access to a shared garage. Unit 1 is currently vacant, making it the perfect opportunity for an owner-occupant or investor looking to set their own rental rate. Unit 2 has been upgraded and is currently occupied on a month-to-month lease at $750/month, offering immediate

  Amanda Haanpaa Realty One Group Strategies

  1807 Guilford Rd, Rockford, IL 61107
• 

  

  /60

  $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
• 

  

  /49

  $1,800,000

  • 5 Beds
  • 4.5 Baths

  2845 W Division St, Chicago, IL 60622

  Stunning, massive graystone with a 2-unit coach house overlooking Humboldt Park. The main house was meticulously rehabbed and features fantastic quality and custom vintage inspired details throughout. Huge rooms with large bay windows, 4 separate living spaces, 5 bedrooms and 4.1 bathrooms with abundant storage. The facade is stunning, with ornate limestone details and huge windows looking into

  Lucas Blahnik @properties Christie's International Real Estate

  2845 W Division St, Chicago, IL 60622
• 

  

  /63

  $6,250,000

  • 7 Beds
  • 9 Baths
  • 7,383 Sq Ft

  1650 Green Bay Rd, Lake Bluff, IL 60044

  On the market for the first time in nearly 50 years, the historic Phelps Kelley House is one of Lake Bluff's most significant estate properties. Designed in 1927 by noted Chicago architect Ambrose Cramer, a protege of David Adler, this Tudor Revival masterpiece was originally part of the historic "Stonebridge" estate. The 9.35-acre property is elegantly situated at the end of a long, private,

  Annie Lenzke Coldwell Banker Realty

  1650 Green Bay Rd, Lake Bluff, IL 60044
• 

  

  /48

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  10251 N 450th St, Altamont, IL 62411

  Prepare to fall in love the moment you step inside this stunning home. Designed with an open concept, it boasts a spacious living, dining, and kitchen area—perfect for both everyday living and entertaining. The main-level laundry is conveniently situated near the kitchen and garage for ultimate ease. Sunlight pours into the beautiful family room, which is lined with windows and offers impressive

  Keith Hartman RE/MAX Key Advantage

  10251 N 450th St, Altamont, IL 62411
• 

  

  /17

  $45,000

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  1020 N Laurel St, Fairfield, IL 62837

  This 2 bedroom, 1 bath home offering 920± sq ft of living space. Features include a carport and new appliances. A great opportunity for a buyer looking to personalize and make it their own.

  Ethan Keyser Keys Real Estate

  1020 N Laurel St, Fairfield, IL 62837

Showing Results 121 - 160, Page 4 of 5