Illinois Homes for Sale with a Guest House

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  /36

  $620,000

  • 6 Beds
  • 4 Baths
  • 4,668 Sq Ft

  701 Viking Dr, Batavia, IL 60510

  TWO homes in one! This house offers the perfect blend of comfortable living and income potential with two attached residences on a spacious corner lot.The main home is a well-maintained raised ranch featuring 4 bedrooms and 3 full bathrooms. The updated kitchen opens to a large eating area, creating an inviting space for everyday living with an adjacent 3-season room overlooking the yard. This

  Heather Prowell Baird & Warner Fox Valley - Geneva

  701 Viking Dr, Batavia, IL 60510
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  /88

  $595,000

  $90K PRICE DROP

  • 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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  /73

  $415,000

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,710 Sq Ft

  3838 N 8th Street Rd, Springfield, IL 62707

  Rare opportunity offering space, versatility, & a peaceful country setting just minutes from Springfield conveniences. Situated on 5.74 acres w/ partial timber, this thoughtfully updated property blends functionality & natural beauty. The main home features 1,571 sq ft on the main level w/ a finished walkout basement, offering 4 bedrooms & 2.5 baths. Beautifully renovated kitchen (2019) features

  Todd Musso The Real Estate Group, Inc.

  

  3838 N 8th Street Rd, Springfield, IL 62707
• 

  

  

  /4

  $200,000

  Pending

  • Studio
  • 2,622 Sq Ft

  2234 11th Ave, Rockford, IL 61104

  Ready money maker. Separate utilities. Two car garage shared. Pictures representative of prior to tenant move in.

  KENNETH REDEKER Keller Williams Realty Signature

  2234 11th Ave, Rockford, IL 61104
• 

  

  

  /65

  $2,490,000

  New Construction $410K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 8,239 Sq Ft

  2323 W Fairview Ave, Johnsburg, IL 60051

  A Masterpiece of Modern Waterfront Luxury. Discover a rare opportunity to own a brand-new architectural riverfront retreat on the coveted Chain O' Lakes. Perfectly positioned along one of the area's most scenic stretches near Dutch Creek Bay, this exceptional residence captures panoramic water views through expansive windows and sliding glass walls, seamlessly blending indoor and outdoor living.

  Jayne Petty Compass

  2323 W Fairview Ave, Johnsburg, IL 60051
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  /93

  $1,199,990

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,733 Sq Ft

  2373 Geddes Rd, Rockford, IL 61103

  PERTINENT FACTS: OPPORTUNITY TO OWN RARE, 11.5 (MOL) ACRES WITH ITS 2.5 ACRE STOCKED POND, W/3 BDRM, 2.5 BTH MAIN HOUSE, 2 BDRM, 1 BTH RENTAL HOUSE, 1 BDRM, 1 BTH CARETAKERS UNIT AND 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 GAZEBO....

  Andrew Kordash Berkshire Hathaway HomeService

  2373 Geddes Rd, Rockford, IL 61103
• 

  

  /50

  $2,295,000

  • 6 Beds
  • 7 Baths
  • 10,000 Sq Ft

  1850 N Mulford Rd, Rockford, IL 61107

  A rare opportunity to own the historic Reuben Aldeen Estate - offered for the first time in 30 years. Set on 11.36 picturesque acres, this lovingly maintained property includes two homes and an additional 2 acre buildable lot, all sold together as one extraordinary offering. The primary residence, built in 1945, spans approximately 10,000 square feet of interior living space yet maintains an

  Kipp Blackburn RE/MAX Premier Luxury Collection

  1850 N Mulford Rd, Rockford, IL 61107
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  /25

  $699,900

  $150K PRICE DROP Pending

  • 10 Beds
  • 4 Baths

  2335 W 21st St, Chicago, IL 60608

  Located Steps from Pink Line train boarding station and Western Ave. Large three unit brick Building (3234 SF) plus brick coach house that has central heating. Front building 1st floor is 2 bed rm. 2nd and 3rd units are both 3 bed rooms. Four apartments (3 units at front and rear coach house). No blind offers must view property in person. No appointments on Sundays.

  Jesse Gomez Realmart Realty Inc

  2335 W 21st St, Chicago, IL 60608
• 

  

  /45

  $369,000

  $21K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 2,368 Sq Ft

  22518 State Highway 133, Oakland, IL 61943

  Endless possibilities await with this spectacular custom-built Graber 54' x 88' pole building home! Offering 2,400 sq. ft. of living space, the open-concept design features a spacious living room and kitchen adorned with beautiful Schrock cabinetry, custom windows and blinds, and a cozy wood pellet stove fireplace. The home includes two bedrooms, two full baths, and a generous loft area perfect

  Barbara Gallivan KELLER WILLIAMS-TREC

  22518 State Highway 133, Oakland, IL 61943
• 

  

  /99

  $1,300,000

  • 9 Beds
  • 9 Baths
  • 15,500 Sq Ft

  409 N State St, Franklin Grove, IL 61031

  Welcome to a truly rare property - a gorgeous fully renovated 1913 residence paired with two additional custom-built homes, creating a multi-building estate with limitless potential. Thoughtfully restored and professionally updated inside and out, the main house spans over 10,000 square feet across four beautifully finished levels and offers six bedrooms, a library office, generous living spaces,

  Linda Feinstein Compass

  409 N State St, Franklin Grove, IL 61031
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  /28

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,496 Sq Ft

  2944 E Lincoln Hwy, Lynwood, IL 60411

  GOLDEN OPPORTUNITY - Here are two lovely homes for one terrific price! The main house is a classic 3BR, 1 bath 1950s brick ranch with a great layout, many updates, and timeless appeal: You have a sunny LR, fab kitchen/dining combo, and lots of storage space. The guest house is a 2BR, 1 bath charmer and has been completely redone: It has newer appliances, a nice deck, and separate driveway.

  Susan Fisher Coldwell Banker Realty

  2944 E Lincoln Hwy, Lynwood, IL 60411
• 

  

  /18

  $129,900

  Pending

  • Studio
  • 2,561 Sq Ft

  1539 Clifton Ave, Rockford, IL 61102

  Prime Investment Opportunity! Discover the ultimate "live-work" setup or a high-yield addition to your portfolio with this versatile mixed-use property at 1539 Clifton Ave. The main level features a well-established hair salon business, perfect for an entrepreneur looking to hit the ground running or for an investor to lease out as a professional office or retail space. Upstairs, you’ll find an

  Fidel Batres Keller Williams Realty Signature

  1539 Clifton Ave, Rockford, IL 61102
• 

  

  /99

  $2,200,000

  • 7 Beds
  • 10 Baths
  • 10,123 Sq Ft

  3505 Haweswood Dr, Crete, IL 60417

  Where History, Privacy, and Fortress-Level Craftsmanship Meet. Rarely does a property of this magnitude come to market and make no mistake; Haweswood Estate stands in a class entirely its own. While other large estates in the Crete area have now gone under contract, the moment for a discerning buyer has arrived. Haweswood is something altogether different: a refined, resort-style private estate

  Jennifer Williams Coldwell Banker Realty

  3505 Haweswood Dr, Crete, IL 60417
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  /24

  $309,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,051 Sq Ft

  2120 Grove Ave, Quincy, IL 62301

  You are not going to want to miss this gorgeous all brick 2050 sq ft home with three bedrooms and 1.5 baths located in the heart of Quincy's beautiful historic district. This home has all the things that make a historic home special including hardwood floors, a large foyer with an open staircase, a fireplace and beautiful trim and moldings. The sunroom offers walls of windows and will be the

  Michelle Soltwedel Happel, Inc., REALTORS

  

  2120 Grove Ave, Quincy, IL 62301
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  /40

  $330,000

  • 3 Beds
  • 3 Baths
  • 2,347 Sq Ft

  1 Irvine Ct, Galena, IL 61036

  Welcome to a rare opportunity in the heart of Galena—an expansive, thoughtfully updated ranch set on a nearly half-acre fenced corner lot offering the space, flexibility, and lifestyle today’s buyers are searching for. From the moment you arrive, the composite front porch (2023) creates a strong first impression, blending curb appeal with low-maintenance durability. Inside, natural light pours

  Javen Rands DICKERSON & NIEMAN

  1 Irvine Ct, Galena, IL 61036
• 

  

  /99

  $2,500,000

  • 7 Beds
  • 11 Baths
  • 11,977 Sq Ft

  2102 Clairmont Dr, Belleville, IL 62221

  Set within a private gated enclave on two manicured lots near St. Louis, this extraordinary luxury estate offers timeless craftsmanship and resort-caliber living in the prestigious Metro East region. A striking brick and stone façade opens to interiors defined by soaring ceilings, dramatic vaulted spaces, rich millwork and imported Italian tile flooring. Designed for grand entertaining and

  Tara Riggs RE/MAX Alliance

  2102 Clairmont Dr, Belleville, IL 62221
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  /19

  $200,000

  • Studio
  • 2,560 Sq Ft

  404-406 E Prospect Terrace, Freeport, IL 61032

  Stop Renting. Start Owning! Unique homeownership opportunity designed for renters ready to make the move to owning. Two-story duplex featuring 2 bedrooms and 1 bathroom in each unit. The main floor unit offers a spacious living room and separate dining room with hardwood flooring, plus a kitchen with new vinyl plank flooring and main floor laundry hookups. The upper unit features a light-filled

  Olga Kampmeier Keller Williams Realty Signature

  404-406 E Prospect Terrace, Freeport, IL 61032
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  /8

  Call for Price

  Pending

  • Land
  • 1.26 Acres

  5725 State Route 146 W, Jonesboro, IL 62952

  This auction features a 1.26-acre improved residential lot located in Union County, Illinois. The property is situated on State Route 146 and includes two mobile homes and a portable shed on the premises. The mobile homes are not currently hooked up.

  Kara Belcher-Miller JOE OLLIS REAL ESTATE & AUCTIO

  5725 State Route 146 W, Jonesboro, IL 62952
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  /33

  $284,999

  Pending

  • Studio
  • 2,664 Sq Ft

  4733 Javelin Dr Unit (4737), Rockford, IL 61108

  This duplex was completely remodeled in 2022 and is a great turn-key investment opportunity! Live-in potential. Nice inside and out! Reap the benefits of no, or very low, capital expenditures. Both units have a covered porch, 1 1/2 car garage, great room with cathedral ceilings, central air, private separate basements with laundry hookups, updated kitchens, bathrooms, etc. (Unit 1, left

  Tamara Potter Keller Williams Realty Signature

  4733 Javelin Dr Unit (4737), Rockford, IL 61108
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  /94

  $435,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft

  3881 E Tank Farm Ln, Olney, IL 62450

  A Sportsman's paradise near Olney! Escape to your own private retreat on 40 beautiful acres just north of Olney. This unique property features two separate living quarters , making it perfect for multi-generational living, guests, or rental income. The main home, built in 2014, is part of a spacious barndominium measure 72' x 42'.Inside you'll find nearly 1,400 sq. ft. of comfortable living

  Rebecca Miller Richland County Realty

  3881 E Tank Farm Ln, Olney, IL 62450
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  /42

  $450,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,148 Sq Ft

  719 N 14th Ave, Melrose Park, IL 60160

  Rare opportunity to own two homes for the price of one in a prime Melrose Park location-perfect for owner-occupants, investors, or multi-generational living! Competitively priced, this unique property offers flexibility, strong income potential, and exceptional value. The main home (719 N 14th Ave) was fully renovated and thoughtfully redesigned with walls opened to create a bright, inviting open

  Kaitlin Allen @properties Christie's International Real Estate

  719 N 14th Ave, Melrose Park, IL 60160
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  /48

  $2,200,000

  Open Sun 12PM - 2PM Pending

  • 5 Beds
  • 4.5 Baths
  • 5,229 Sq Ft

  1319 Lincoln St, Evanston, IL 60201

  The possibilities are endless in this truly exceptional Evanston residence where timeless architecture meets sophisticated modern living. Located across from the newly renovated Canal Shores golf course, and just moments from the lakefront, this expansive brick Colonial offers a rare combination of elegance, flexibility, and scale - including a beautifully updated private guest house ideal for

  Alexa Caldicott @properties Christie's International Real Estate

  1319 Lincoln St, Evanston, IL 60201
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  /25

  $324,900

  $20K PRICE DROP

  • Studio
  • 3,350 Sq Ft

  909 Ridge Ave Unit 911, Rockford, IL 61103

  Check out this exciting investment opportunity! This six unit multifamily property offers a rare investment opportunity with great rental potential. Each unit was built with tenant practicality in mind, making it an appealing choice for steady, long term income. Street parking is available for residents and guests, adding convenience to the property as well as access to the bus line. Please keep

  Katarina Giese Keller Williams Realty Signature

  909 Ridge Ave Unit 911, Rockford, IL 61103
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  /13

  $335,000

  $30K PRICE DROP

  • 7 Beds
  • 4 Baths

  7026 S Saint Lawrence Ave, Chicago, IL 60637

  Great Investor Opportunity with immediate Cash Flow. Gorgeous just rehhabbed. Legal 3 Units with seperate cottage/coach house!!! Seperate utillties. Large units with living/dining room and eat in kitchen. The property is in an Up Coming area that has numerous developments that will bring tremendors to the community. The lot next to the house included with 2nd pin number ( zone for 2 flat)

  Camille Prokop Leader Realty, Inc.

  7026 S Saint Lawrence Ave, Chicago, IL 60637
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  /42

  $569,999

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 902 Sq Ft

  11109 US Highway 14, Woodstock, IL 60098

  Welcome to your own personal oasis. This 8-acre property has it all. With a freshly painted exterior, the MAIN RESIDENCE boasts 2 bedrooms, 1 full bath and a bonus room in the basement . The COACH HOUSE also features 2 bedrooms, 1 full bath, laundry unit, kitchen, living room, and a new roof and gutters. Each property has its own deck overseeing the stall barn, which has 7 stalls and additional

  Dulce Carrillo Midwest SignatureProperties Co

  11109 US Highway 14, Woodstock, IL 60098
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  /91

  $2,490,000

  Pending

  • 5 Beds
  • 7 Baths
  • 5,010 Sq Ft

  1308 N Wright St, Naperville, IL 60563

  Luxury without compromise-where elegant design, craftsmanship, and modern living converge. Experience elevated living in this remarkable estate, set on a beautifully landscaped .67-acre lot just minutes from vibrant Downtown Naperville. Built and designed by award-winning luxury builder Siena Custom Home Builders in collaboration with CVG Architects, this one-of-a-kind residence captures the

  Kim Preusch @properties Christies International Real Estate

  1308 N Wright St, Naperville, IL 60563
• 

  

  /7

  $68,000

  Pending

  • Studio
  • 2,496 Sq Ft

  1305 N Horsman St, Rockford, IL 61101

  Perfect investor ready multi family unit! Needing all the TLC to make it a profitable property. See it before its gone!

  Monica Moran Smart Home Realty

  1305 N Horsman St, Rockford, IL 61101
• 

  

  /9

  $225,000

  • Studio
  • 2,900 Sq Ft

  18 N Jefferson Ave, Amboy, IL 61310

  Completely Renovated Duplex - Ideal Amboy Investment Opportunity! Discover this meticulously rehabbed duplex at 18 N Jefferson Ave, perfect for investors seeking a turn-key property. Nearly every inch of this building has been thoughtfully updated, offering modern amenities and peace of mind. The renovation includes brand new siding, updated flooring throughout, and fresh drywall. This Duplex has

  Jesse Linczmaier Re/Max Professional Advantage

  18 N Jefferson Ave, Amboy, IL 61310
• 

  

  /30

  $400,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,000 Sq Ft

  319 N Lord Ave, Carpentersville, IL 60110

  Rare opportunity - 3 structures on a double corner lot with income potential! Experience this unique, meticulously maintained estate on a sought-after 1/3 acre double corner lot in historic Old Town C'ville. This property is under one PIN/tax bill: a main home, an income-producing cottage, and a separate 2.5+ car detached garage. The large home (319 N. Lord) is a classic brick ranch home offering

  Dee Gamble Berkshire Hathaway HomeServices Starck Real Estate

  319 N Lord Ave, Carpentersville, IL 60110
• 

  

  /88

  $474,900

  $25K PRICE DROP Pending

  • 4 Beds
  • 4.5 Baths
  • 2,740 Sq Ft

  644 Schroeder Rd, Coal Valley, IL 61240

  This 4 bed custom built home is nestled on 10 wooded acres and offers a rare blend of privacy, craftsmanship, and everyday comfort. A creek winds through the property, surrounded by mature walnut, elm, and other trees, creating a peaceful natural setting. Inside, Brazilian cherry hardwood floors span the main level, complemented by a dramatic great room with ceilings reaching approximately 25-30

  Brad Boeye BUY SELL BUILD QC - Real Broker, LLC

  644 Schroeder Rd, Coal Valley, IL 61240
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  /36

  $560,000

  • 13 Beds
  • 5 Baths

  8705 S Saginaw Ave, Chicago, IL 60617

  Great opportunity for investors or owner-occupants looking to maximize rental income potential! This unique multi-unit property features a main building with two spacious duplex units plus a separate coach house, offering multiple streams of income. The first duplex combines the main level with the basement and offers 6 bedrooms and 2 bathrooms, providing ample space for large households or

  Lorena Ramirez-Carrillo YUB Realty Inc

  8705 S Saginaw Ave, Chicago, IL 60617
• 

  

  /18

  $185,000

  $5K PRICE DROP

  • Studio
  • 2,566 Sq Ft

  1401 20th St, Rockford, IL 61104

  This is your opportunity - Buyer Financing Fell Through! Invest in this Majestic All Brick Two Unit! Spacious units each featuring a large living room, separate dining room, kitchen, two bedrooms and a full bath. Wood floors, trim and doors, natural light, and arched doorways bring character and warmth to the living space. Two interior staircases to second story. New roof 2024. Laundry in

  Mary Maxted Keller Williams Realty Signature

  1401 20th St, Rockford, IL 61104
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  /28

  $349,900

  $30K PRICE DROP

  • 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 meters

  Andrew Cook Coldwell Banker Real Estate Group

  605 East St, Mazon, IL 60444
• 

  

  /50

  $2,499,000

  Pending

  • 6 Beds
  • 6 Baths
  • 5,925 Sq Ft

  1117 Forest Ave, Evanston, IL 60202

  Originally built by a lumber baron in 1909, 1117 Forest Avenue is a beautiful, spacious, light-filled home that has been fully updated while preserving the stunning original details. Beautifully situated on tree-lined Forest Avenue just steps from Lake Michigan and Dempster Street Beach, this meticulously restored home includes sun-filled living spaces with generous room sizes, hardwood floors,

  Sally Mabadi Compass

  1117 Forest Ave, Evanston, IL 60202
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  /44

  $415,000

  $35K PRICE DROP

  • 8 Beds
  • 5 Baths

  8952 S Aberdeen St, Chicago, IL 60620

  TWO SINGLE FAMILY HOMES ON OVERSIZED LOT. FRONT HOME INCLUDES 2 CAR ATTACHED GARAGE AND FIRST TWO FLOORS HAVE BEEN COMPLETELY GUT REHABBED WITH 4 BEDS, 3 BATHS, CENTRAL A/C, AND PARTIALLY FINISHED BASEMENT. PARKING FOR UP TO 9 CARS. COACH HOUSE NEEDS TLC AND INCLUDES 4 BEDROOMS AND 1.5 BATHS AND UNFINISHED BASEMENT. HUGE INCOME GENERATING OPPORTUNITY FOR OWNER OCCUPANTS - $2300 RENT POTENTIAL.

  Joseph Konney Top Care Realty LLC

  8952 S Aberdeen St, Chicago, IL 60620
• 

  

  /4

  $175,000

  • Studio
  • 2,905 Sq Ft

  4708 Forest Hills Rd, Loves Park, IL 61111

  Unique 2-family property on one lot featuring an all-brick front home plus a separate back home attached to the garage. The front residence offers 3 bedrooms and 2 bathrooms, a spacious kitchen, dining room, office, and a bright living room with fireplace and hardwood flooring. The back home includes 2 bedrooms, 1 bathroom, living room, and kitchen. Fully occupied with long-term tenants in place.

  Olga Kampmeier Keller Williams Realty Signature

  4708 Forest Hills Rd, Loves Park, IL 61111
• 

  

  /29

  $219,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,876 Sq Ft

  14681 Toad Hill Rd, Wapella, IL 61777

  Sprawling 3-acre country property with endless potential! This unique setup offers a remodeled living space within a machine shed/pole barn, perfect for living in while renovating the existing home, building new, or creating the ultimate hobby farm setup. The finished 1,000 sq ft. living quarters feature an open-concept layout with 1 bedroom, 1 full bathroom, living room, dining area, kitchen,

  Laura Sickles Century 21 Quest

  14681 Toad Hill Rd, Wapella, IL 61777
• 

  

  /15

  $354,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 810 Sq Ft

  3314 N Ozanam Ave, Chicago, IL 60634

  Beautifully updated 3BD/1BA ranch in the heart of Dunning featuring an additional coach house with potential living space with 2 bedroom and 1 bathroom non-confirming use -perfect for extended family, related living, guest suite, home office, or future customization opportunities. Main home features refinished hardwood floors, a bright open-concept layout, brand-new kitchen with modern cabinets,

  Yezenia Chavez Angulo Realty of America, LLC

  3314 N Ozanam Ave, Chicago, IL 60634
• 

  

  /65

  $3,750,000

  Coming Soon

  • 5 Beds
  • 5 Baths
  • 7,579 Sq Ft

  4799 Southern Breeze Ln, Red Bud, IL 62278

  MORE DETAILS COMING SOON! Extraordinary luxury estate on 40.5 acres featuring two stunning homes, stocked lakes, income-producing pasture ground, and unmatched craftsmanship throughout. Located at 4799 Southern Breeze Lane in Red Bud, this one-of-a-kind property offers the perfect blend of luxury living, recreation, and investment opportunity.The main residence is a breathtaking full masonry

  Jena Gibbs eXp Realty

  4799 Southern Breeze Ln, Red Bud, IL 62278
• 

  

  /20

  $499,995

  • 4 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  1923 Warwick Ln, Schaumburg, IL 60193

  Stunning ranch home located in the highly sought-after Schaumburg School Districts 54 & 211! This beautifully well-maintained home is a true gem, offering 4 spacious bedrooms and 2 and a half bathrooms with a versatile layout ideal for families, multi-generational living, or guest accommodations. The main living area features a large living room with a cozy wood-burning fireplace and a separate

  Martin Abraham Baird & Warner

  1923 Warwick Ln, Schaumburg, IL 60193

Showing Results 81 - 120, Page 3 of 5