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20 Chesapeake Trail, Columbia

$1,299,900

5 Bedrooms/5 Baths

6,292 Square Feet

Tax History: $1,849.00 in 2024

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.

This house was built in 2024 has 5 bedroom(s), 5 baths(s) and is approximately 6292 sq. ft.

The home has 32 rooms. This home has a 2 car garage. This property is located on 5.45 Acre(s).

Approximate lot size is 5 Acre(s)
Elementary School: COLUMBIA DIST 4
Middle School: COLUMBIA DIST 4
High School: Columbia

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MLS#: 26039381
Listing ID: 85311
Updated: 06/30/2026
Posted: 06/30/2026

Listing provided by

Mandy McGuire
Keller Williams Pinnacle

* The Estimated Payment is offered as a tool for your convenience and is not an offer of credit. Actual mortgage rates and fees vary depending on your lender. Please check with your local lender for accurate mortgage rate information.

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