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.
Pending
Listed by: Keller Williams Pinnacle • Mandy McGuire • Contact: 618-558-1350
$1,299,900
20 Chesapeake Trl, Columbia, IL 62236
5beds
6,292sqft
Single Family Residence
Built in 2024
5.45 Acres Lot
$1,266,100 Zestimate®
$207/sqft
$-- HOA
What's special
Gracious two-story foyer
- 16 days |
- 3,647 |
- 300 |
Zillow last checked:
Listing updated:
Listed by:
Mandy McGuire 618-558-1350,
Keller Williams Pinnacle
Source: MARIS,MLS#: 26039381
Originating MLS: Southwestern Illinois Board of REALTORS
Originating MLS: Southwestern Illinois Board of REALTORSFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Primary bedroom
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Upper
- Area: 252
- Dimensions: 18x14
Bedroom 2
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Upper
- Area: 156
- Dimensions: 13x12
Bedroom 3
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Upper
- Area: 132
- Dimensions: 12x11
Bedroom 4
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 132
- Dimensions: 12x11
Bedroom 5
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 156
- Dimensions: 13x12
Primary bathroom
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Upper
- Area: 195
- Dimensions: 13x15
Bathroom
- Description: Half Bathroom
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 40
- Dimensions: 8x5
Bathroom
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 70
- Dimensions: 10x7
Bathroom
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Upper
- Area: 102
- Dimensions: 17x6
Bathroom
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 64
- Dimensions: 8x8
Dining room
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 168
- Dimensions: 12x14
Exercise room
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 130
- Dimensions: 13x10
Hearth room
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 400
- Dimensions: 20x20
Kitchen
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 384
- Dimensions: 24x16
Library
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 294
- Dimensions: 21x14
Living room
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 391
- Dimensions: 23x17
Loft
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 156
- Dimensions: 13x12
Mud room
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 90
- Dimensions: 9x10
Other
- Description: Foyer
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 150
- Dimensions: 10x15
Other
- Description: Butlers Pantry
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Main
- Area: 72
- Dimensions: 9x8
Other
- Description: Wine Cellar
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 16
- Dimensions: 4x4
Other
- Description: Wet Bar
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 84
- Dimensions: 7x12
Other
- Description: Billiards Room
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 304
- Dimensions: 16x19
Other
- Description: Cigar Lounge
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 156
- Dimensions: 13x12
Other
- Description: Safe Room
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 378
- Dimensions: 54x7
Recreation room
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 480
- Dimensions: 32x15
Storage
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 117
- Dimensions: 13x9
Storage
- Features: Floor Covering: Concrete
- Level: Lower
- Area: 48
- Dimensions: 8x6
Workshop
- Features: Floor Covering: Concrete
- Level: Main
- Area: 285
- Dimensions: 19x15
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Cooktop, Gas Cooktop, Dishwasher, Disposal, Ice Maker, Microwave, Double Oven, Refrigerator, Built-In Refrigerator, Warming Drawer, Water Heater, Water Softener, Bar Fridge
- Laundry: 2nd Floor, Electric Dryer Hookup, Inside, Laundry Room, Upper Level, Washer Hookup
Features
- 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
- Flooring: Carpet, Luxury Vinyl, Plank
- Doors: French Doors, Panel Door(s), Pocket Door(s), Storm Door(s)
- Windows: Display Window(s), Double Pane Windows, Insulated Windows, Window Treatments
- Basement: Concrete,Finished,Full,Sleeping Area,Storage Space
- Number of fireplaces: 2
- Fireplace features: Electric, Stone, Wood Burning
Interior area
- Total structure area: 6,292
- Total interior livable area: 6,292 sqft
- Finished area above ground: 4,720
- Finished area below ground: 1,572
Property
Parking
- Total spaces: 2
- Parking features: Aggregate, Attached, Circular Driveway, Concrete, Covered, Driveway, Garage, Garage Door Opener, Garage Faces Side, Gravel, Inside Entrance, Lighted, Off Street, Outside, Private, RV Access/Parking, Storage
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Covered, Deck, Enclosed, Front Porch, Porch, Rear Porch, Screened
- Exterior features: Courtyard, Private Entrance, Private Yard
- Pool features: None
- Has view: Yes
- View description: Trees/Woods
- Frontage length: 401'
Lot
- Size: 5.45 Acres
- Dimensions: 5.45
- Features: Adjoins Wooded Area, Back Yard, Front Yard, Gently Rolling, Landscaped, Level, Many Trees, Private, Secluded
Details
- Additional structures: Shed(s)
- Parcel number: 0431400007000
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Modern,Traditional
- Property subtype: Single Family Residence
Materials
- Brick, Stone, Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Architectural Shingle,Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 2024
Utilities & green energy
- Electric: Other
- Sewer: Private Sewer
- Water: Well
- Utilities for property: Electricity Connected, Propane Owned, Sewer Connected, Water Connected
Community & HOA
Community
- Features: Street Lights
- Security: Security Gate
- Subdivision: Chesapeake On The Bluff
HOA
- Has HOA: No
Location
- Region: Columbia
Financial & listing details
- Price per square foot: $207/sqft
- Tax assessed value: $113,310
- Annual tax amount: $1,849
- Date on market: 6/22/2026
- Cumulative days on market: 16 days
- Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
- Inclusions: Personal Property
- Ownership: Private
- Electric utility on property: Yes
- Road surface type: Chip And Seal
Estimated market value
$1,266,100
$1.20M - $1.33M
$3,698/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/7/2026 | Pending sale | $1,299,900$207/sqft |
Source:  MARIS #26039381 Report a problem | ||
| 6/22/2026 | Listed for sale | $1,299,900+409.8%$207/sqft |
Source: MARIS #26039381 Report a problem | ||
| 2/27/2006 | Sold | $255,000$41/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,849 -49.2% | $37,770 -44.6% |
| 2023 | $3,639 -49.4% | $68,190 -46.3% |
| 2022 | $7,193 | $127,000 |
| 2021 | -- | $127,000 |
| 2020 | -- | $127,000 +19.2% |
| 2019 | -- | $106,510 |
| 2018 | $6,824 | $106,510 -1.8% |
| 2017 | $6,824 | $108,437 -22.5% |
| 2016 | $6,824 -17.4% | $139,890 +10.3% |
| 2015 | $8,259 +1.7% | $126,880 |
| 2014 | $8,123 | $126,880 |
| 2012 | $8,123 | $126,880 +12.6% |
| 2011 | -- | $112,660 |
| 2010 | -- | $112,660 +5.3% |
| 2009 | -- | $107,000 |
| 2008 | -- | $107,000 +25.9% |
| 2007 | -- | $85,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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Climate risks
Neighborhood: 62236
Nearby schools
GreatSchools rating
- 8/10Columbia Middle SchoolGrades: 5-8Distance: 3.5 mi
- 8/10Columbia High SchoolGrades: 9-12Distance: 3.6 mi
- NAEagleview Elementary SchoolGrades: PK-1Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: Columbia Dist 4
- Middle: Columbia Dist 4
- High: Columbia
Source: MARIS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Illinois
- Monroe County
- Columbia
- 62236
- 20 Chesapeake Trl
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