Chicago, IL Recreational Land, Timberland Properties for Sale

Private recreational estate featuring a 30-acre lake, multiple ponds, five residences, exceptional hunting, pasture income, and direct access to miles of protected parkland.

Recreational Property for sale in Vermilion County, Illinois

MAP

$3,150,000210 acres

8,400 sqft

Danville, IL, 61834, Vermilion County

Matt J. Rhodes

Geswein Farm & Land Realty

Recreational Property for sale in Pope County, Illinois

VIDEOMAP

$565,150127 acres

Homberg, IL, 62938, Pope County

Secluded Pope County farm offering rolling terrain, prime whitetail and turkey habitat, CRP income, potential timber value, and multiple scenic building sites near town.

Tonya Hughes

Purpose-built wildlife sanctuary managed for near-zero pressure, daylight deer movement, and turkey use, with food-plot potential, orchard habitat, gated access, and a ready hilltop build site.

Recreational Property for sale in Saline County, Illinois

VIDEOMAP

$2,086,000436 acres

Ledford, IL, 62946, Saline County

Lakefront living meets winery potential with guest accommodations, private docks, a pool, scenic trails, and exceptional spaces designed for entertaining and relaxation.

Recreational Property for sale in Marion County, Illinois

$1,490,0006.5 acres

Centralia, IL, 62801, Marion County

Brandon Swartzlander

Midwest Farm & Land Co. LLC

Recreational Property for sale in Massac County, Illinois

MAP

$79,8005.16 acres

Hillerman, IL, 62941, Massac County

A Vintner's Dream Awaits: 5.16 Acres of Secluded Hillerman, IL Countryside with Active Grape Vines A truly unparalleled opportunity awaits the discerning buyer seeking a singular location to establish their custom estate. Situated just outside charmi

Mike Carruthers

Hunt & Farm Realty ,LLC

Recreational Property for sale in Union County, Illinois

Auction3.34 acres

3 beds3 baths

Anna, IL, 62906, Union County

ABSOLUTE REAL ESTATE AUCTION Tuesday, July 28, 2026 • 12:00 PM Property Location: 2355 Boyd Road, Anna, IL 62906 Preview: Monday, July 27 • 5:00 PM – 6:00 PM Don’t miss this exceptional opportunity to purchase a beautiful log cabin-style home selling

Michael Harris

Harris Real Estate and Auction

VIDEOMAP

$1,555,000201 acres

4 beds3 baths2,000 sqft

Grantsburg, IL, 62943, Pope County

***VIDEO*** An Outdoorsman's Dream: Discover Southern Illinois’ premier hunting destination, a meticulously managed 201-acre property offered as a fully turnkey retreat. This exceptional acreage truly has everything for the discerning outdoorsman, re

This 132.94 acre property is a one and a million; it offers a turn-key home with outdoor recreation and premium hunting. Located just outside city limits, this property is a rare opportunity for those looking for expansive land with prime hunting, re

Recreational Property for sale in Richland County, Illinois

MAP

$2,280,000133 acres

5 beds3 baths3,400 sqft

Olney, IL, 62450, Richland County

Josh Malone

Whitetail Properties Real Estate

Recreational Property for sale in Wayne County, Illinois

MAP

$1,175,000182 acres

1 baths345 sqft

Keenes, IL, 62851, Wayne County

Located in Wayne County, Illinois, this 182 acre property is a highly developed and professionally designed hunting farm with a clear emphasis on growing, holding, and hunting mature whitetails. Thoughtfully improved with a strong understanding of de

Josh Malone

Whitetail Properties Real Estate

VIDEOMAP

$157,50017.5 acres

Karbers Ridge, IL, 62931, Hardin County

Don't miss this rare opportunity to own 17.5 acres of prime Southern Illinois landscape located less than half a mile from the world-famous Garden of the Gods. This scenic property offers the perfect setting for a cabin getaway, horseback riding, hun

Country Paradise on 126 Acres Perfect for Equestrian, Livestock, and Outdoor Enthusiasts Discover your dream country retreat on this expansive 126-acre property, ideally suited for livestock, hunting, and outdoor living. This sanctuary offers a harmo

$1,800,000126 acres

2 beds3 baths2,263 sqft

Walnut Hill, IL, 62893, Marion County

Brandon Swartzlander

Midwest Farm & Land Co. LLC

Recreational Property for sale in Monroe County, Illinois

VIDEOMAP

$580,00014.7 acres

3 beds2 baths

Red Bud, IL, 62278, Monroe County

Address: 4907 State Route 159, Red Bud, IL 62278 Located in the Red Bud School District, this 3-bedroom brick ranch on 14.7± acres offers the perfect blend of country living, recreation, and functionality. With approximately 4 acres of tillable groun

Rare opportunity to acquire a highly improved, contiguous 663± acre farm in northern Sangamon County bordering the Sangamon River. The property includes approximately 301 tillable acres with an impressive average PI of 119.6, 223 acres of pasture, 10

Recreational Property for sale in Sangamon County, Illinois

VIDEO

$7,500,000663 acres

5 beds2 baths2,052 sqft

Cantrall, IL, 62625, Sangamon County

Jim Fulgenzi

RE/MAX Professionals

VIDEOMAP

$895,00039.3 acres

3 beds2 baths1,620 sqft

Red Bud, IL, 62278, Monroe County

Address: 6360 Southfork Rd, Red Bud, IL 62278 Escape to your own private retreat on 39.28± acres in the highly desirable Waterloo School District. The true highlight of this property is the incredible setting, featuring a fully stocked 15± acre priva

Land Auction –89 ± Acres Monroe County, IL ?? Wednesday July 29, 2026 at 6:30 PM ?? Live Auction: Monroe County Fair Grounds, 4177 State Route 156, Waterloo, IL 62298 ?? Online Bidding Available Note: The live auction will be conducted alongside the

VIDEOMAP

Auction89 acres

Columbia, IL, 62236, Monroe County

Address: 00 Deer Run Rd. Pinckneyville, IL 62274 This 35± acre property offers a rare mix of water, tillable ground, and recreational opportunity. The tract includes part ownership/access to an approximately 108 acre lake, with depths reaching nearly

Recreational Property for sale in Perry County, Illinois

VIDEOMAP

$279,82535 acres

Pinckneyville, IL, 62274, Perry County