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20 Chesapeake Trail
Columbia IL 62236 US

$1,299,900

Active Listing ID 26039381
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 5.45 Acres
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Single Family Residence

$1,299,900

Active Listing ID 26039381
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20 Chesapeake Trail Tucked at the end of a long private drive through mature trees, this nearly new custom luxury estate offers exceptional privacy on a rare 5.45-acre wooded setting. A gracious two-story foyer leads to a paneled library lounge with wet bar & a formal dining with hidden storage & true chef’s kitchen with butler’s pantry. Stair hall flows to a striking reclaimed log-cabin hearth room with vaulted ceiling & stone fireplace that opens to a screened porch with built-in grill. A private staircase off the mudroom leads to a flexible living area & bedroom above the garage. The walk-out lower level is an entertainer’s dream with full wet bar, billiards, ventilated cigar lounge, wine cellar, hidden workout space, guest suite, second screened porch, fire pit, & 50-foot safe room. Upstairs, the primary suite offers serene treetop views, his-&-hers closets with beverage bar, & a spa bath with soaking tub & tile shower. Two additional bedrooms share a Jack-&-Jill bath. Conveniently located is a luxurious laundry/craft room. Infrastructure includes a whole-house generator, 1, 000-amp service with EV chargers, & superior insulation. True wooded privacy & the sounds of wildlife cannot be fully captured in photos. This estate balances seclusion with convenience—just 10 mins to South County, 20 mins to downtown St. Louis, & 35 mins to Scott Air Force Base—within the highly regarded Columbia School District. A rare legacy property combining architectural character & exceptional wooded privacy.

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Property Features

  • Facts
  • Lot Size: 5.45 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Level, Secluded, Courtyard, Private Entrance, Private Yard
  • Floor Covering: Carpet, Vinyl
  • Roof Type: Metal, Shingle
  • Heating Fuels: Fireplace(s), Forced Air, Propane (Heating)
  • Additional Features
  • Fireplace

School Information

  • School
  • COLUMBIA DIST 4(Elementary)
  • COLUMBIA DIST 4(MiddleSchool)
  • Columbia(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1299900
  • unparsedaddress: 20 Chesapeake Trail
  • postalcity: Columbia
  • stateorprovince: IL
  • country: US
  • postalcode: 62236
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 5.45
  • lotsizeunits: Acres
  • lotsizearea: 5.45
  • livingarea: 6292
  • livingareaunits: Square Feet
  • latitude: 38.401452
  • longitude: -90.247426
  • listagentfullname: Mandy McGuire
  • listagentemail: MoveWithMandy@gmail.com
  • listagentkey: 3yd-MARISMO-HERBM
  • listagentmlsid: HERBM
  • listagentpreferredphone: 6185581350
  • listagentofficephone: 6182810200
  • listofficekey: 3yd-MARISMO-KWPN01
  • listagentstatelicense: 475127709
  • listofficemlsid: KWPN01
  • disclaimer: Copyright © 2026 Mid America Regional Information Systems, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MARISMO
  • yearbuilt: 2024
  • listagenturl: http://www.kwpinnacleil.com
  • countyorparish: Monroe
  • parcelnumber: 04-31-400-007-000
  • elementaryschool: COLUMBIA DIST 4
  • highschool: Columbia
  • elementaryschooldistrict: Columbia DIST 4
  • middleorjuniorschooldistrict: Columbia DIST 4
  • highschooldistrict: Columbia DIST 4
  • appliances: Cooktop, Cooktop - Gas, Dishwasher, Garbage Disposer, Ice Maker, Microwave, Oven - Double, Refrigerator, Refrigerator - Built-in, Warming Drawer, Washer, Water - Softener
  • cooling: Central Air
  • constructionmaterials: Brick, Stone, Vinyl Siding
  • flooring: Carpet, Vinyl
  • heating: Fireplace(s), Forced Air, Propane (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 2
  • parkingfeatures: Covered, Driveway, Garage, Garage - Attached, Off Street, RV
  • roof: Metal, Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Bar, Built-in Features, Butler Pantry, Chandelier, Crown Molding, Custom Cabinetry, Entrance Foyer, High Ceilings, Lever Faucets, Pantry, Recessed Lighting, Storage, Two Story Entrance Foyer, Vaulted Ceiling(s), Walk-in Closet(s), Walk-in Pantry
  • exteriorfeatures: Level, Secluded, Courtyard, Private Entrance, Private Yard
  • architecturalstyle: Modern
  • rooms: Basement, Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Exercise Room, Kitchen, Library, Living Room, Loft, Workshop
  • securityfeatures: Security Gate
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -90.24743, 38.40145
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Pinnacle", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"MoveWithMandy@gmail.com", "ListBrokerageCity":"O'Fallon", "ListBrokerageCountry":"US", "ListBrokerageEmail":"klrw1152@kw.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Keller Williams Pinnacle", "ListBrokeragePhone":"(618) 226-6447", "ListBrokeragePostalCode":"62269", "ListBrokerageStateOrProvince":"IL", "ListBrokerageUnitNumber":"1B", "ListBrokerageUnparsedAddress":"1003 E Wesley DR Suite C", "ListBrokerageWebsiteUrl":"http://www.kwpinnacleil.com", "ListOfficeAddress1":"705 N. Main", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"ROWSA", "ListOfficeCity":"Columbia", "ListOfficeCountry":"US", "ListOfficeEmail":"kwpdirector@gmail.com", "ListOfficePostalCode":"62236", "ListOfficeStateOrProvince":"IL", "ListPriceCurrencyType":"USD", "ListingTitle":"Modern, Traditional, Single Family Residence - Columbia, IL", "ListingURL":"https://listings.listhub.net/pages/MARISMO/26039381/?channel=rexren", "MLSModificationTimestamp":"2026-06-23T13:35:38Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":32, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":1849, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/23/2026 3:04:45 PM GMT
Source Updated Date: 6/24/2026 12:56:15 AM GMT

Courtesy of: Mandy McGuire, Keller Williams Pinnacle, MoveWithMandy@gmail.com

Copyright © 2026 Mid America Regional Information Systems, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.