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Winchester, IL Hotels for Sale

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Jacksonville, IL Meredosia, IL Roodhouse, IL Hillview, IL White Hall, IL Griggsville, IL Louisiana, MO Pittsfield, IL
Historic Hotel Conversion Opportunity
Updated: Aug 22, 2025
Historic Hotel Conversion Opportunity

104 S Hill Street, Winchester, IL 62694

$129,900
11,980 sqft
Historic Abe Lincoln Hotel in Winchester on the square
Plans included for conversion to a 9‑room hotel
Conversion plans include a restaurant and separate bar area with stage
Plans also include a gaming area, gift shop, and large outdoor patio for events & lounging
Considerable TIF district funds available for the rehabilitation project
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Historic Hotel Rehabilitation Opportunity
Updated: Sep 3, 2025
Historic Hotel Rehabilitation Opportunity

104 South Hill Street, Winchester, IL 62694

$159,000
Historic hotel on the square in Winchester, ready for rehabilitation
Approved boutique hotel conversion plans include 9 rooms
Plans include a restaurant, gaming area, and gift shop
Includes a separate bar area with a stage plus a large outdoor patio for events and lounging
New additions planned: 1,600 SF on the south side and 1,600 SF on the east side
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Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, IL, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Bridgeton Hospitality Asset For Sale
Bridgeton Hospitality Asset For Sale

3470 Hollenberg Drive, Bridgeton, MO 63044

$1,500,000
44,570 sqft

104-room hotel near St. Louis Airport and major interstates.

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Atrium-Style Hotel with Banquet Space
Atrium-Style Hotel with Banquet Space

3551 Pennridge Dr, Bridgeton, MO 63044

$3,500,000
7.00 AC lot

Atrium-style hotel with interior-corridor guestrooms and banquet-style layout, currently operating with 150 rentable rooms.

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62-Room Select-Service Hotel
62-Room Select-Service Hotel

4 Gateway Dr, Collinsville, IL 62234

Contact for pricing
31,041 sqft

For sale fee simple interest in a 62-room select-service hotel at 4 Gateway Dr, subject to lender and court approval.

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Collinsville Hotel Opportunity Near St. Louis
Collinsville Hotel Opportunity Near St. Louis

4 Gateway Dr, Collinsville, IL 62234

Contact for pricing

Hotel in major Midwest transportation hub near St. Louis.

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Commercial Development Land Lot
Commercial Development Land Lot

Lincolnshire Boulevard lot: 19, Springfield, IL 62704

$1,003,622
1.44 AC lot

Commercial land lot totaling 1.44 acres near a mixed-use sports and retail development.

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Land Near Scheels Sports Park
Land Near Scheels Sports Park

Lincolnshire Boulevard lot: 17, Springfield, IL 62704

$975,744
1.40 AC lot

Commercial land available near a major sports and retail development.

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Commercial Land at Legacy Pointe
Commercial Land at Legacy Pointe

Lincolnshire Boulevard lot: 18, Springfield, IL 62704

$947,865
1.36 AC lot

Commercial land available within a large sports and entertainment development.

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Land in Legacy Pointe Development
Land in Legacy Pointe Development

Lincolnshire Boulevard lot: 16D, Springfield, IL 62704

$1,554,220
2.23 AC lot

Commercial land available in a large sports and entertainment development.

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Winchester, IL Hotels Market Trends and Statistics

Explore 2 hotels for sale in Winchester, IL on our real estate platform. These investment opportunities span a total of 11,980 square feet of properties for sale, with an estimated market value of $129,900.

Sale prices for resorts in Winchester, IL start at $129,900, averaging $129,900, and reaching up to $129,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Hotels 2

Demographics Overview

Population 2,944
Population Growth (5Y) -3.1%
Median Household Income $65,074
College Educated 30.6%

Taxes & Financing

Tax Rate (average for all types) 6.92%
Property Tax per SF $52.84 per SF
Tax Rate vs County Average 0.14 pp below county avg
Average Loan-to-Value 65.0%

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