Illinois homes for sale starting at Fifty Thousand Dollars

$22,000,000 - Barrington Hills, IL

7 Fox Hunt Road Barrington Hills, IL - Set apart from any other Chicagoland estate, Hidden Ponds encompasses 70+ private acres in the Village of Barrington Hills. This breathtaking setting of rolling countryside, mature forests, two ponds and magnificent gardens provides the perfect backdrop for this classic English Country Manor home. A great deal of thought, love and planning was put into developing the property and building this majestic 30,000 sq. ft., 8-bedroom residence. Attention to detail and architectural hallmarks include Brazilian walnut floors, limestone, cathedral, and vaulted ceilings, 5 fireplaces, multiple staircases, an elevator, and slate roof. The gated entry, a long winding driveway and heavily landscaped motor court provides a breathtaking approach to the home. While grand in many ways, the home boasts a warm welcoming feel combined with the amenities to entertain on a grand scale. Living spaces were designed to flow and invite family and guests to gather and enjoy this exceptional setting. There are a bevy of refined details including the greatest of Great Rooms with a 30-ft ceiling highlighting massive architectural trusses, walnut paneling, a limestone fireplace and a wall of windows and French doors that draw you to the terrace overlooking the main pond. A Dining Room of grandiose proportions is warmed by a two-sided fireplace shared with the Foyer plus three butler's pantries to assist in all of your entertaining needs. The Kitchen was designed with Old English charm and features chef grade appliances, timeless furniture-style cabinetry, a walk-in pantry, and a raised hearth stone fireplace. The adjacent Family Room merges well with the solarium-style windows while reclaimed beams top off both rooms. A private hall leads to the expansive first floor Primary Suite with its own terrace overlooking the grounds. Upstairs, the second floor offers a Library overlooking the Great Room, five-ensuite bedrooms with fabulous vistas of the ponds, an in-law/nanny suite with a separate entrance and extensive storage spaces. With approximately 9,000 sq. ft., the lower level boasts an English Pub with a handcrafted bar, a walk-in wine cellar, Billiards/Recreation room, an arcade room, movie theater, a generously sized two-bedroom guest suite, a massage room plus a fully equipped exercise room and a full-sized gymnasium. The gym is outfitted with scoreboards for basketball, room for multiple pickleball nets or volleyball and has also hosted large parties and charitable events. There is also a large pool & spa plus a cabana, a 6-car attached garage plus an expansive 4,400+ sq. ft. showroom building ready for your hobbies or collections. Bordered by horse farms and the Hill 'N Dale 250-acre preserve, the property exudes tranquility and solitude. Surrounded by a rural community with a mission for conservation and wide-open spaces, yet only 40 miles northwest of the city, minutes to the expressway and easy access to O'Hare, this location delivers a combination of accessibility & privacy and an unmatched natural setting with a home of epic quality and artistry.

$21,000,000 - Chicago, IL

1355 N Astor Street Chicago, IL - Once-in-a-life time opportunity to own one of Chicago's iconic estates, showcasing over 25,000 Sq. Ft. of combined living spaces and situated on nearly a third of an acre on Gold Coast's most coveted Astor street. This palatial architectural masterpiece designed by Howard Van Doren Shaw for the Goodman Family graces the market for the first time in 40 years, promising to leave you speechless. A true hallmark of Chicago's rich history, Astor Court has long captivated passersby with its magnificent neo-classical/Georgian Revival architecture spanning an impressive 80' feet across. This distinguished estate is centered around a one-of-a-kind tremendous courtyard, meticulously landscaped with lush gardens and flowing fountains, transporting you to the tranquil Italian countryside, creating a peaceful sanctuary in the vibrant urban setting. The main residence of the estate features over 10,000 sq. ft. of exquisitely renovated grand spaces blending timeless elegance with modern luxury. No expense was spared in creating this treasure, presenting a rare opportunity to own a coveted piece of Chicago's history. Every inch of the home exudes sophistication and grandeur offering unparalleled living experience featuring 13' ceilings, venetian plaster walls, incredible intricate millwork and hardwood oak flooring throughout, fireplaces with magnificent original marble mantles, and gold plated fixtures. As you enter the home, you are immediately captivated by the grand sense of space, elegant design and a sweeping curved staircase that ascends to the expansive main living areas. Every room exudes scale and sophistication offering both beauty and functionality. There are five en-suite bedrooms, each with its own style and personality. The luxurious primary suite features beautiful lake views and a grand primary spa bath adorned with exquisite Italian marble. In addition to the main residence, Astor Court showcases six gorgeous unique rental units, each with its own distinct charm and character, generating significant income. The entire estate encompasses 45 rooms, 16 bedrooms, 17 baths and 18 fireplaces offering endless opportunities to expand the main residence or transform it into a sprawling multi-generational family compound. Currently, there are two parking spaces located directly behind the property with the option to convert the coach house into a garage for additional parking. This extraordinary estate is perfectly situated just steps from Michigan Avenue, the lakefront, parks, premier shops, favorite restaurants, and world-class entertainment.

$19,575,000 - Elwood, IL

23550 S Vetter Road Elwood, IL - Excellent commercial/industrial land opportunity within a half mile of the Houbolt Road bridge extension (opening March 2023) in the CenterPoint Intermodal Center corridor. Property consists of two parcels, totaling approximately 27 acres, with about 960 feet of frontage on Vetter Rd. Due to the opening of the bridge extension, Vetter Rd has officially become Houbolt Rd. There is a 2 story home and 2.94 acre pond on the property that the owner put in himself for recreation. The pond can be filled in, should the new owner desire to do so. The commercial potential of this property is immeasurable. The Houbolt Rd bridge will lead right to the frontage of this property, making this a great opportunity for logistics, warehousing, truck maintenance companies, etc. This property has already been annexed to Joliet.

$19,575,000 - Elwood, IL

$16,000,000 - Wilmette, IL

2221 Elmwood Avenue Wilmette, IL - The multi-functional and multi-story Sacred Heart Convent facility is situated in the middle of a block on the southeast corner of Hunter and Elmwood in the Village of Wilmette. The underlying land of the entire property measures approximately +/- 180,000 sf or +/- 4.13 acres. The entire property has a zoning designation of R1-A.

$14,995,000 - Chicago, IL

565 W Randolph Street Chicago, IL - 565 W. Randolph St offers investors a unique opportunity to acquire a prime asset in Chicago's West Loop, a neighborhood celebrated for its dynamic blend of commercial and residential growth. This 59,981 SF Class C office building, constructed in 1872, combines historical charm with modern functionality, featuring both a passenger elevator and a freight elevator. At $250 per SF with a purchase price of $14,995,000, this asset provides immediate stable cash flow along with significant value-add potential through a strategic conversion plan. The property is currently 98% occupied, with nine tenants, including ground-floor anchors Proxi and Sepia-two Michelin-starred dining establishments that recently renewed their leases for another five years with additional renewal options. This established retail presence ensures strong income stability for investors. Key Conversion Opportunity: Office to Multifamily Apartments This asset presents a compelling opportunity for an office-to-residential conversion, allowing investors to capitalize on the increasing demand for multifamily units in the West Loop. The property offers a phased approach to conversion: 43,624 SF (72.8% of the building) can become available by the end of December 2024, providing the majority of the building for potential apartment conversion immediately after acquisition. An additional 1,642 SF (2.7% of the building) will become available between March and November 2026 as leases expire, offering further flexibility for phased redevelopment. The final 5,550 SF (9.2% of the building) will become available between January and April 2029 upon lease expirations, enabling investors to continue generating income from office leases while gradually converting spaces to residential use. Strategic Investment Potential This asset allows for a phased redevelopment strategy, maximizing cash flow while taking advantage of conversion opportunities as leases roll over. The property's prime location offers proximity to top-tier transportation, shopping, dining, and green spaces, making it highly attractive to prospective residential tenants. By converting the office floors to apartments, investors can tap into the strong rental market in the West Loop, while still benefiting from the stable income of long-term retail tenants. With strategic upgrades and a phased conversion plan, investors can elevate rental rates, attract premium residential tenants, and significantly enhance the property's value. The unique combination of historical architecture, Michelin-starred retail tenants, and conversion flexibility positions 565 W. Randolph St as a standout investment in one of Chicago's most sought-after neighborhoods.

$14,625,000 - Edwardsville, IL

100 District Drive Edwardsville, IL - Great opportunity for investor or developer. This property is located in the I-55 Corridor District and is identified as "Goshen Center/Goshen Mixed Use "; please see attachments for permitted uses as of 6/21/2023. Please verify with the City of Edwardsville if you have a specific use in mind that they will allow it; they have changed what they will allow many times. Governor's Parkway very visible from property. PROPERTY IS CURRENTLY UNDER 'LIMITED ACCESS'. Acreage is approximate. Property is sold "as is". Check with City of Edwardsville on obtaining utilities, sewer is close by. Owner has rights to all crops in field.

$12,999,000 - Lake Forest, IL

999 Lake Road Lake Forest, IL - Step into a timeless masterpiece at 999 Lake Road, the historic Clayton Mark Estate, meticulously restored to its former glory. Designed by renowned architect Howard Van Doren Shaw in 1913, this iconic residence offers unparalleled luxury on Chicago's North Shore. With over 15,000 square feet of living space, 400'+ of lakefront beach, and exquisite amenities including a synthetic ice rink and sports court, every detail speaks of opulence. The future addition of a two-story vaulted-ceiling glass atrium promises to elevate entertaining to new heights. Don't miss your chance to own a piece of architectural history in this prestigious location.

$12,075,000 - Edwardsville, IL

100 District Drive Edwardsville, IL - Location, Location, Location! 39+/- bordered to North by Governor's Parkway, to the West by District Drive, to South by Goshen Road & YMCA. This property is located in the I-55 Corridor District and is identified as "Goshen Center"; please see attachments for permitted uses as of 6/21/2023. Please verify with the City of Edwardsville if you have a specific use in mind that they will allow it; they have changed what they will allow many times. Check with city of Edwardsville on obtaining utilities. This property is 2 parcels 10-1-16-19-00-000-001.009 and parcel 10-1-16-19-00-000-001. Property, house and out buildings are included, sold "as is", house and buildings have no value. Sewer is available on both sides of the property. Owners have rights to all crops in field.

$11,700,000 - Chicago, IL

845 W Chicago Avenue Chicago, IL - Prime Chicago's Northwest Loop/River North, a neighborhood combining commercial and residential at the corner of Chicago Ave., and Green St., just steps west of Halsted St., historical charm six-story brick loft timber building with today's functionality, featuring passenger elevator, 13' and 12' ceilings height, original exposed brick walls, each floor has 2-sets of large female and male bathrooms, 2-wide staircase on the east side and the northwest side, exposed heat and AC ceiling ducts, lots of wide & large windows providing natural lights in, 2009, sprinkler system, 833- 843, Chicago Ave., buildings are 3-story height. Minutes to Chicago's loop, Magnificent Mile/Michigan Ave., major roads, interstate, bus stops, and within a short distance to the train station. 3-toproof furnaces, 2020 and 2010. Downtown service district, of DS 5 zoning/downtown's periphery with continued growth. This beautiful building and great location provide immediate stable income with value-add opportunity/potential. The property is currently about 80% occupied. The street level 10,000 Sq. ft. retail space is strongly established and presents solid income. Possible conversion of multifamily apartments.

Illinois listings for sale

End of list

There were no properties mapped for this search