Welcome to Copper & Oak, a beautifully renovated historic duplex on Main Street in the heart of Shelbyville, KY and Kentucky Bourbon Country. Professionally designed and decorated, this successful STR is offered fully furnished and turnkey. Rent as one spacious 4BR/4BA home or as two separate 2BR/2BA units, offering exceptional flexibility for larger groups, individual stays, STR or MTR use. Ideally located between Louisville and Lexington with easy access to the Bourbon Trail, dining, shopping and attractions. Professionally selected furnishings, décor, TVs and household items convey, along with a brand-new 2026 hot tub. Skip the time and expense of furnishing and launching from scratch—a rare opportunity to acquire an established, turnkey Bourbon Trail investment ready to operate!
Pending
$599,000
1027 Main St, Shelbyville, KY 40065
4beds
4baths
2,364sqft
Duplex
Built in 1909
-- sqft lot
$586,100 Zestimate®
$253/sqft
$-- HOA
What's special
Beautifully renovated historic duplexFully furnished and turnkey
- 59 days
- 30
- 1
Zillow last checked:
Listing updated:
Listed by:
Darrell Lewis 888-601-3771,
DIY Realty - Flat Fee MLS
Source: Metro Search Inc. LLC DBA Apex MLS,MLS#: 1729014
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
Heating
- Forced Air
Cooling
- Central Air
Features
- Has basement: Yes
Interior area
- Total structure area: 2,364
- Total interior livable area: 2,364 sqft
- Finished area above ground: 2,364
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Features
- Patio & porch: Deck, Enclosed, Patio
- Exterior features: Balcony
Lot
- Size: 5,227 Square Feet
Details
- Parcel number: S627006
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Duplex
- Attached to another structure: Yes
Materials
- Brick
- Roof: Asphalt,Shingle
Condition
- Year built: 1909
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Other
Community & HOA
Community
- Subdivision: None
HOA
- Has HOA: No
Location
- Region: Shelbyville
Financial & listing details
- Price per square foot: $253/sqft
- Tax assessed value: $566,250
- Annual tax amount: $7,290
- Date on market: 9/14/2026
Estimated market value
$586,100
$557,000 - $615,000
$1,317/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/18/2026 | Pending sale | $599,000$253/sqft |
Source:  Metro Search Inc. LLC DBA Apex MLS #1729014 Report a problem | ||
| 9/14/2026 | Listed for sale | $599,000+5.3%$253/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1729014 Report a problem | ||
| 10/15/2025 | Sold | $569,000-1.9%$241/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1696155 Report a problem | ||
| 9/23/2025 | Pending sale | $579,900$245/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1696155 Report a problem | ||
| 8/22/2025 | Listed for sale | $579,900+3.8%$245/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1696155 Report a problem | ||
| 3/24/2023 | Listing removed | -- |
Source: Metro Search Inc. LLC DBA Apex MLS #1629182 Report a problem | ||
| 2/4/2023 | Listed for rent | $3,750$2/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1629182 Report a problem | ||
| 1/12/2023 | Sold | $558,670-12%$236/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1617130 Report a problem | ||
| 11/2/2022 | Pending sale | $635,000$269/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1617130 Report a problem | ||
| 8/18/2022 | Price change | $635,000-5.9%$269/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1617130 Report a problem | ||
| 7/21/2022 | Price change | $675,000-1.5%$286/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1617130 Report a problem | ||
| 7/8/2022 | Listed for sale | $685,000$290/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1617130 Report a problem | ||
| 7/8/2022 | Listing removed | -- |
Source: Metro Search Inc. LLC DBA Apex MLS #1614250 Report a problem | ||
| 6/8/2022 | Listed for sale | $685,000$290/sqft |
Source: Metro Search Inc. LLC DBA Apex MLS #1614250 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,290 -1.5% | $566,250 |
| 2024 | $7,398 +236.7% | $566,250 +183.1% |
| 2023 | $2,197 -0.5% | $200,000 |
| 2022 | $2,207 +65.5% | $200,000 +75.4% |
| 2021 | $1,333 -18.9% | $114,000 |
| 2020 | $1,645 | $114,000 |
| 2019 | $1,645 +5.9% | $114,000 |
| 2018 | $1,554 | $114,000 |
| 2017 | $1,554 +27.8% | $114,000 |
| 2016 | $1,215 | $114,000 |
| 2015 | $1,215 | $114,000 |
| 2014 | $1,215 | $114,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 40065
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