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2404 State St, Chester
$190,000
26072464 MLS ⋅ ACTIVE Status
Formerly an automotive repair shop and towing operation operated from the 3,240 sf pole garage built in 2000. There are two sections in that building; one has a gravel floor and the other has reinforced concrete floor. The automotive equipment has been removed so it is an open canvas to create any type of business here that suits the space. The second building has 2,200 sf, has two more garage spaces and an office area upstairs with a bathroom. This property has 215 feet of Rt 150 highway frontage with heavy traffic all day long through Chester. Give this one a look if you are thinking of starting your own business. The building is in excellent condition.

2404 State St, Chester
5 Forest Ct, Chester
$375,000
4 Beds ⋅ 3 Baths ⋅ 26071338 MLS ⋅ ACTIVE Status
Gorgeous 4 bed-3 bath move-in ready ranch awaits a new owner. Sitting at the back of a cul-de-sac, there are 5.21 acres total including rolling yard and beautiful trees. Fantastic patio area and an above ground pool added. Rooms are big and the open floor plan dining room and living room are simply exquisite. Built-in bookcases by the wood burning fireplace and big bay window in the living room take your breath away. The former owners had updated most of this living space in the last few years, and it is ready to move into. Current owners added a third bathroom in the laundry room off the kitchen in the last year. The main bathroom and master bathroom have been updated to the newest style and you will love it! The full partially finished basement has a rec/exercise room with two large egress windows added and created a large 4th bedroom with a kitchenette. Come and see this one if you are ready to buy and move in right away. It doesn't need a thing!

5 Forest Ct, Chester
620 Opdyke St, Chester
$250,000
3 Beds ⋅ 2 Baths ⋅ 26070645 MLS ⋅ ACTIVE Status
What a beautiful home! This one has been updated and remodeled by the owner and what a transformation! New fencing installed in front and back yard! Close to the Chester grade school and short walk to Cole Memorial Park. Big yard with garage and parking in back (driveway exits thru the grade school parking area). 3 big bedrooms (1 big one on the main) with new carpet, 2 updated big bathrooms and wait until you see that amazing wood floor in the living room! It's amazing. The major components in the home have been updated recently: electric 2017 200 amp service and new wiring to outlets; Roof new in 2017; HVAC new in 2010; water heater new in 2016. Appliances in kitchen are all 2-3 years old, the countertops are gorgeous. Washer/dryer and (2) deep freezers in basement stay with the home. Video and floor plan available! Owners have put their hearts into this home and it shows! It's a jewel!

620 Opdyke St, Chester
230 Ridge Dr, Chester
$250,000
4 Beds ⋅ 2 Baths ⋅ 26070027 MLS ⋅ ACTIVE Status
Welcome to 230 Ridge Dr, a charming split-level tucked away on a quiet street in a peaceful Chester neighborhood. Recently fully renovated, this 4-bedroom, 2-bath home showcases modern updates with plenty of personality, including beautiful wood floors, custom stonework, and updated electrical. Enjoy peaceful forest views from the back of the home and a well-maintained, fully functional hot tub, staying with the property! Conveniently located near Chester’s historic downtown, local shops, restaurants, schools, and major routes. Cute, comfortable, updated, reach out today to take a look!

230 Ridge Dr, Chester
823 Valley St, Chester
$140,000
3 Beds ⋅ 1 Baths ⋅ 26069314 MLS ⋅ ACTIVE Status
Mary Alice has called this house home since she was a child; she grew up here and loved it. It's now time for a new family to make it their home. What you will love about it: the big eat-in kitchen, the formal dining room open to the spacious living room, and a roomy foyer give a welcoming comfortable feeling. The main level bathroom has a newly installed walk-in tub. The former enclosed porch, now mudroom, walks out to the one car (with lots of extra space) detached garage. Upstairs you will find (3) bedrooms, one which has enough room for 2 beds! The original hardwoods just gleam! The full basement has laundry hookups, a shower stall and extra toilet. It also has a walk-out for safety. The home could use some modernizing (if you like that sort of thing) but it certainly is a very comfortable home to move into and make any updates you may want. Priced to move quickly in this market. Give this one a look! It doesn't disappoint.

823 Valley St, Chester
1 A Washington Blvd Unit A, Chester
$165,000
2 Beds ⋅ 1 Baths ⋅ 26068368 MLS ⋅ ACTIVE Status
Beautiful brick ranch home on a corner lot is ready for a new owner! If you are looking for everything on one level and no step entry, this one checks that box! Features two bedrooms (one is large) and one bath, laundry off the big eat-in kitchen, long living room with a cozy fireplace by the big picture windows. The enclosed porch/sunroom was done in 2003. Property has been well-maintained over the years with roof replaced in 2021, gas furnace new in 2017, a/c in 2012. Range new in 2013. A one-car attached garage has lots of storage and a small storage building in back stays. Super clean and ready for any cosmetic updates you may want to do. Truly ready to move into! Call for a showing soon!

1 A Washington Blvd Unit A, Chester
1815 Swanwick St, Chester
$135,000
3 Beds ⋅ 2 Baths ⋅ 26067070 MLS ⋅ ACTIVE Status
3 bed 2 bath home currently rented as (2) rental units (lower level has 2 bed and 1 bath; upper level has 1 bed and 1 bath) with access to the upper level from the back porch. It would easily be turned back into one residence. There is a garage in the rear and alley access. Close to Chester high school. Tenant occupied until Friday Nov 6, so please call for showings after that date.

1815 Swanwick St, Chester
917 State St, Chester
$160,000
4 Beds ⋅ 2 Baths ⋅ 26067068 MLS ⋅ ACTIVE Status
Classic 1911 Chester home has such history! Built with classic hardwoods, built-in bookcases, a fireplace in the long living room and that big classic eat-in kitchen, this home just speaks retro! Four bedrooms, one full and one half bath and a spare room or two give so everybody so much room for spreading out. The one-car attached garage and full basement give lots of storage. Alley access for off street parking. Close to the business center of town. This one is currently being rented, but it could serve as a large family home as well. Priced to move and for whatever updates you want to do. Sellers are selling as-is and doesn't want to pay for repairs. Give this one a look and you will see just how much room this one has in it!

917 State St, Chester
101 Rock Creek Ln, Chester
$185,000
4 Beds ⋅ 2 Baths ⋅ 26067054 MLS ⋅ ACTIVE Status
Very nice 4 bed-2 full bath house on a corner lot awaits a new owner to make it a home! Double lot with big yard in front, side and back! Features one car attached garage, laundry room off the kitchen and big eat-in kitchen are so convenient on the main level! Fireplace in the big living room and large formal dining room make great gathering spaces. (4) nice sized bedrooms upstairs with a full bath. This one is currently a rental property but it would make a great family residence as well. Very private setting and lots of yard to spread out in. Priced to sell fast. Call for a showing today. Please allow 24 hour notice for showing appointments to respect the tenants rights.

101 Rock Creek Ln, Chester
1924 High St, Chester
$280,000
4 Beds ⋅ 2 Baths ⋅ 26066376 MLS ⋅ ACTIVE Status
Enjoy the perfect balance of country living and everyday convenience with this rare 5-acre property, offering room to roam and zoning that welcomes horses! This well-maintained 4-bedroom, 2-bath home has been thoughtfully updated with modern touches throughout. Outside, enjoy a wraparound front porch, rear deck, and a beautifully renovated detached building that offers endless possibilities as a home office, gym, studio, or whatever hobby you enjoy. Additional covered parking and storage provide even more flexibility. Equestrian enthusiasts will appreciate the well-equipped barn, fenced pastures, and ample space for horses and livestock. With productive hay ground and plenty of room to enjoy the outdoors, this property offers a unique opportunity to embrace a rural lifestyle without giving up the convenience of being close to town. Properties with this much acreage and versatility are hard to find. Come see everything this exceptional property has to offer! A neighboring property is also for sale, and the owner is willing to negotiate the price on a package deal!

1924 High St, Chester
900 Park Ave, Chester
$290,000
4 Beds ⋅ 4 Baths ⋅ 26061963 MLS ⋅ ACTIVE Status
Discover this beautiful home in the heart of Chester, conveniently located just minutes from local schools, downtown shopping, and everyday amenities. Enter through the double front doors into an inviting foyer. The main level offers a spacious kitchen with ample cabinet storage, a separate dining room, a den or office with a fireplace, a convenient half bath, and a comfortable family room featuring another fireplace. A beautiful spiral staircase leads to the upper level, where you’ll find four bedrooms and two full bathrooms. The spacious primary suite includes a large, master bathroom. The finished walkout basement provides additional living and entertaining space, complete with an entertainment area, fireplace, and full bathroom. The unfinished portion of the basement includes the laundry room and offers plenty of storage. Kitchen appliances and the pool table are included. Set on a total of 3.4 acres, this property offers space, character, and convenience in a desirable location.

900 Park Ave, Chester
00 Bond Rd, Ste Genevieve
$1
26062141 MLS ⋅ ACTIVE Status
This is an auction; please see our website for full auction details: trophypa.com. AUCTION LISTING - List price is not indicative of Seller’s final reserve amount. This property is part of an online bidding event. This sale will be executed with a no-contingency contract provided by brokerage representing the Seller. See MLS Supplement Document for complete details. Kaskaskia Island is the only piece of Illinois that sits west of the Mississippi River, and this 1,020.3± acre farm runs along its western edge. The French founded Kaskaskia in 1703. George Rogers Clark took it for the Americans in 1778, and it served as Illinois' first state capital from 1818 to 1820. Floods starting in 1844, and the great cutoff of 1881, pushed the Mississippi east of the old town and made the island. In 1970 the U.S. Supreme Court settled for good that this ground belongs to Illinois. Very little of it ever changes hands. Families here hold land for generations, and this farm is no exception. The Cohen family has held parts of this ground for more than 150 years. They farmed it before the Mississippi changed course and cut Kaskaskia off from the Illinois mainland. The legal description reaches back to the island's beginnings: Lots A, B and C of Island No. 15, a river island first platted by the General Land Office in the 1830s, together with part of U.S. Surveys 224 and 225, Claim 703, which date to the original French claims at Kaskaskia. The Gordon Cohen Farm Trust Foundation now offers the farm for sale for the first time in generations. The farm is 742± acres in Randolph County, Illinois, and 278.3± acres in Ste. Genevieve County, Missouri. Idlewild Slough, the state line, divides the two. Mitchell Slough bounds the farm on the north, and the public levee runs along its south and east sides. It lies west of Bond Road and the village of Kaskaskia, with a gravel lane off Bond Road leading onto the property. The farm is protected by Ste. Genevieve Levee System No. 2. About 94 percent of it is tillable: roughly 886 acres of levee-protected cropland. The remaining 67 acres are timber and waste, mostly along the east edge. This is flat, workable river-bottom ground. The soils are predominantly Darwin and Wabash silty clays, with Haynie and Nameoki on the sand ridges in the northeast corner. A few low pockets in the central and southern fields hold water in wet years. There are no buildings and no homesite; this is a straight farming operation. The cropland is under a long-term cash lease through the 2031 crop year. It pays $145.20 per crop acre for 2026 through 2028, or roughly $138,000 a year gross on about 953 crop acres. Rent for 2029 through 2031 will be renegotiated before January 1, 2029, with any increase capped at 10 percent. That gives a buyer six crop years of steady income on a farm this size. Farms on Kaskaskia Island rarely come to market, and a contiguous block of more than a thousand acres with this history may not come around again.

00 Bond Rd, Ste Genevieve
1205 Swanwick St, Chester
$105,000
26057651 MLS ⋅ ACTIVE UNDER CONTRACT Status
Updated office in the middle of town. Several office spaces and a large 30x22 storage space in the rear of the building. Building has a partial basement. Priced below appraisal valuation. Currently leased month to month. Agent owned.

1205 Swanwick St, Chester
328 Van Zant St, Chester
$179,900
3 Beds ⋅ 1 Baths ⋅ 26056777 MLS ⋅ ACTIVE Status
Cute, comfortable, and thoughtfully updated! This well-maintained 3-bed, 1-bath ranch offers just under 1,100 sqft of inviting living space with many of the major updates already taken care of. A BRAND-NEW ROOF adds immediate peace of mind, while newer windows (within the last 2 years), all-new sewer lines (within the last 3 years), updated flooring (within the last 6 years), and a serene water feature in the front landscaping provides even more value! The bathroom was renovated approximately 6 years ago, with the HVAC (2014) and water heater (2016) also having been updated. The third bedroom is currently being used as a cozy family room and features French doors opening to the large composite deck-a fantastic setup for relaxing, entertaining, or enjoying the outdoors. Solar panels, installed approximately 2 years ago (2024), offer the opportunity for added energy savings for the new homeowner! This well cared for, move-in ready home offers an excellent opportunity to enjoy a long list of updates without taking on a long list of projects! Come see everything this charming Chester home has to offer! Seller is ready to move quickly for the right offer.

328 Van Zant St, Chester
1260 Lehman Dr, Chester
$170,000
26056476 MLS ⋅ ACTIVE Status
Situated on 2.76 +/- acres along a busy highway, this property offers excellent visibility and easy access. The 17,000 +/- square foot industrial building provides plenty of space and a flexible layout that can accommodate a variety of commercial, industrial, or mixed-use opportunities. Whether you're planning to renovate, repurpose, or develop something new, this property offers a solid foundation with plenty of potential to bring your vision to life.

1260 Lehman Dr, Chester
7 Greenbriar Ln, Chester
$489,000
5 Beds ⋅ 4 Baths ⋅ 26055646 MLS ⋅ ACTIVE UNDER CONTRACT Status
Wow this one checks all boxes! Secluded with lots of trees on the 8.82 acres! Take a deep breath before you enter this amazing home, you're gonna need it! This efficient earth home features 5+ bedrooms (4 on main level, 1 plus bonus room up), 5 bathrooms (3 full-2 half (1 is in the pool house), huge living room with fireplace and open floor plan to the dining room and kitchen. Big 2 car attached garage, in ground concrete swimming pool. This one is move-in ready. So much to tell about this property. Check out the 3-D tour and join us for an open house on Saturday, August 29 from 3 to 4:30 pm.

7 Greenbriar Ln, Chester
10631 Wine Hill Rd, Chester
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 26054683 MLS ⋅ ACTIVE Status
Price Reduced ! ! Beautiful Custom-built stone/brick home on 20 acres. Whitetail and turkey hunting are good! This 4 bed/3.5 bath stone and brick residence offers about 4,000 square feet of beautifully finished space. The home overlooks a 3 acre stocked pond. All custom cherry trim, cabinetry and solid cherry doors. The great room features a Fondulac stone gas log fireplace to add warmth and charm as well as a great view outdoors. Kitchen includes Italian quartzite countertops, cherry cabinets, center island, pantry, breakfast bar, and a casual dining space. The primary suite on the main level includes double sinks, bathtub/shower and large walk-in closet. Upstairs are 3 bedrooms, one ensuite and two share a Jack & Jill bath. Bonus room for hobbies or another bedroom. The main level laundry room has quartzite custom finish countertop and utility sink. Attached 2 car garage. A full unfinished basement includes stubbed in plumping for a bathroom. Geothermal heating and cooling, along with an outside wood burner and an electric heat back up insure comfort. Outdoor living is welcoming with a brick covered back porch that overlooks the pond and scenic acreage, making it the perfect spot to enjoy morning coffee, evening relaxation, or watch wildlife roam. There is also a covered 20X15 pavilion overlooking the pond. For those who need space beyond the home, the 30X60 detached shop near the residence offers endless possibilities—from a dream workshop to additional storage or hobby space—complete with loft, heat and AC and hot water floor heat. Whitetail deer and turkey populate the area these 20 acres that include a wooded area and two fields. A great location for a hunter to place tree stands on his own property. Whether you are looking for a private country estate, hobby farm, hunting retreat, or weekend getaway, this versatile property offers space, quality construction, natural beauty, and long-term value. Additional acreage available.

10631 Wine Hill Rd, Chester
Along Along Wine Hill Rd, Chester
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 26045158 MLS ⋅ ACTIVE Status
Price Reduced !!! Seldom does a property of this quality come onto the market ! A rare opportunity to own a custom-built home on 113 acres. This property offers many features that make it ideal for a farming operation and homestead, whether you're looking to run cattle, horses, or any other livestock. The land has been utilized as a cow-calf operation, but could offer some cropland or whatever it is that you have in mind. Whitetail and turkey hunting are very good! This 4 bed/3.5 bath stone and brick residence offers about 4,000 square feet of beautifully finished space. The home overlooks a 3 acre stocked pond. All custom cherry trim, cabinetry and solid cherry doors. The great room features a Fondulac stone gas log fireplace to add warmth and charm as well as a great view outdoors. Kitchen includes Italian quartzite countertops, cherry cabinets, center island, pantry, breakfast bar, and a casual dining space. The primary suite on the main level includes double sinks, bathtub/shower and large walk-in closet. Upstairs are 3 bedrooms, one ensuite and two share a Jack & Jill bath. Bonus room for hobbies or another bedroom. The main level laundry room has quartzite custom finish countertop and utility sink. Attached 2 car garage. A full unfinished basement includes stubbed in plumping for a bathroom. Geothermal heating and cooling, along with an outside wood burner and an electric heat back up insure comfort. Outdoor living is welcoming with a brick covered back porch that overlooks the pond and scenic acreage, making it the perfect spot to enjoy morning coffee, evening relaxation, or watch wildlife roam. There is also a covered 20X15 pavilion overlooking the pond. For those who need space beyond the home, the 30X60 detached shop near the residence offers endless possibilities—from a dream workshop to additional storage or hobby space—complete with loft, heat and AC and hot water floor heat. At the farm, a 60X40 machine shop with hot water floor heat also adds work space and storage. A 60X60 barn with a 24x48 lean-to with concrete corral, two older sheds and a chicken coop complete the farm buildings. There is an old artesian well behind the barn! The property is a mix of pasture, tillable acreage, and established woods that have not been logged in many years. Whitetail deer and turkey populate the area. There are prime locations for a hunter to place tree stands on this unrestricted property. Whether you are looking for a private country estate, hobby farm, hunting retreat, or weekend getaway, this versatile property offers space, quality construction, natural beauty, and long-term value. By appointment only. No drive-bys.

Along Along Wine Hill Rd, Chester
601 Erskine St, Chester
$299,000
3 Beds ⋅ 2 Baths ⋅ 26045140 MLS ⋅ ACTIVE Status
PRICE REDUCED! SELLER IS MOTIVATED FOR OFFERS! So much to take in, and you don't find a property like this in the city limits often. Features 1.75 acres of seclusion with woods but so close to the downtown part of Chester. Three buildings: Lovely home built in 1990, former beauty shop and tanning salon (built in 2003) and oversized garage/workshop building all sits at the top of a hill in a very private location close to Cole Memorial Park in Chester. The split level home has 3 bedrooms, 2 full bathrooms, an above-ground pool (needs work) with a large fenced deck, wrap around porch and a big family room with fireplace on the lower level. You must see this one to take it all in. If you are looking for a fine home and a place to have a business or convert it to a mother-in-law residence, look no further than this one. The solar panels are installed but they aren't functioning presently. Call for a viewing of this one today. Seller prefers well-qualified preapproved buyers please. This is a very special home; come and see for yourself.

601 Erskine St, Chester
1027 William St, Chester
$136,000
3 Beds ⋅ 1 Baths ⋅ 26040465 MLS ⋅ ACTIVE Status
BACK ON THE MARKET-No fault of seller. This 1930-built classic awaits a new owner to love it! So much to love here! The arched front door and foyer with classic windows welcome you into this well-built and sturdy home. The huge living room has a fireplace and access to the enclosed front porch. What a beautiful room to sit and watch the sun come up! The big formal dining room and breakfast nook give lots of room for entertaining and the kitchen has classic cabinetry and fun built ins. It is believed that there are classic hardwoods under that carpet! Down the hall are (3) big bedrooms and an updated bathroom with low step in shower. Why there's even a laundry chute! Take a moment to look at the built-ins along the hallway wall and check out those classic glass door knobs! The big basement downstairs has a half-bath which can be reconnected and updated as you wish. The laundry hookups are along the west wall. The home has had some weatherization done by Western Egyptian which included new tilt-in windows, insulation and updated electric. Plumbing is mostly PVC. The roof and hvac system are around 16 years old, and the cedar shake siding could use an update. If you are looking for a sturdy home to add a few cosmetic touches to make it your own style, look no further. The big back yard has a one car garage and has alley entrance for off street parking. Give this one a look before it's gone!

1027 William St, Chester
201 Estate Dr, Chester
$355,000
3 Beds ⋅ 3 Baths ⋅ 26030341 MLS ⋅ ACTIVE Status
PRICE REDUCED DUE TO SECOND PARCEL (LOT 11) BEING REMOVED FROM THIS LISTING AND NO LONGER FOR SALE. This one will take your breath away folks. Fully updated and move-in ready. You'll love the fireplaces (propane), tall cathedral ceilings and spacious open floor plan -(notice three huge picture windows facing the trees from the living room) and the entertainment center in the lower level with walk-out to the patio and fire pit; 3 bathrooms and the master suite has a huge walk-in closet. This one comes with 2 lots and has 1.58 acres. Big two-car garage and concrete driveway. If you are looking for luxury living, look no further! Allow 24 hour notice for showing requests as home is occupied.

201 Estate Dr, Chester
209 Knapp Ave, Chester
$269,999
4 Beds ⋅ 3 Baths ⋅ 26030307 MLS ⋅ ACTIVE Status
Put this one on your "checks a lot of boxes" and "must see" list! To name just a few of the exceptional things this home offers: Big family room with two walk-outs to the fenced side yard, deck and swimming pool. The Cabana/Tiki Bar for the pool is a great place to party! Huge master bedroom suite with walk-in closet (it's the size of small bedroom itself). Lots of updates to this beautiful home. Main floor laundry and there's another bedroom and 2 bathrooms on the main level; upstairs there are 2 more bedrooms and half bath upstairs. The big basement has tons of storage. 2 garages on the lots with the house. You can sit on the cute front porch, but you'll want to spend all your time at the Tiki-bar in the back! Come and see this one for yourself!

209 Knapp Ave, Chester
103 Estate Dr, Chester
$279,000
3 Beds ⋅ 3 Baths ⋅ 26027859 MLS ⋅ ACTIVE Status
Put this one on your must-see list! A whopping 2,787 square feet with a total of 3 bedrooms and 3 1/2 baths. Features finished lower level with family room and fireplace, has a walk-out to the large patio area in the backyard, huge primary bedroom and bathroom upstairs, and 2 more bedrooms and laundry room with half-bath on the main level! Seller loves the home but needs to downsize a bit. If you need lots of spreading out room, this one has it. Call to set up a showing today.

103 Estate Dr, Chester
718 State St, Chester
$450,000
5 Beds ⋅ 5 Baths ⋅ 25082916 MLS ⋅ ACTIVE UNDER CONTRACT Status
Come and see this beautiful circa 1840 classic for yourself. This one could be a beautiful bed/breakfast, VRBO, Corporate retreat/meeting center, Wedding destination...the possibilities are endless. There is a 4 car garage, a BBQ house, beautiful balconies and wrap around porch. 5 bedrooms with 3 full, 2 1/2 bathrooms, full finished basement with living quarters...just too much to describe here. There is an additional 1823 square foot home (102 & 102A Mullins Rd) in the rear (former guest house) currently rented as a duplex. Income is $1100 a month. Qualified buyers with preapproval letter or proof of funds can arrange a private tour of the house, grounds and duplex by calling the list agent. It's being sold AS-IS with ALL CONTENTS/FURNISHINGS. Showings for serious preapproved or cash only with proof of funds buyers please. Knox College is the benefactor of the proceeds as the generous gift from the Mullins family. Watch for the video! It's a true delight.

718 State St, Chester
651 State St, Chester
$45,000
25022573 MLS ⋅ ACTIVE Status
Previously location for the Carpenters Local 1361, now a vacant lot. Located Downtown on the corner of State Street and Market Street/S. Young Ave & near other local businesses and the Randolph County Courthouse. Location: Corner Location, High Traffic

651 State St, Chester

Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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