Welcome to The Montgomery 66, a 66A± acre commercial property located just outside the city limits of Winona, Mississippi, delivering exceptional visibility and access along Interstate 55. With over 1,100 feet of I-55 frontage, this Montgomery County property is positioned in a highly trafficked commercial corridor ideal for a wide range of development opportunities.
The property sits directly across I-55 from Empire Truck Sales and the Pilot Truck Stop, adjacent to the Winona Baseball Complex, and next door to the Holiday Inn Express, placing it among established commercial and recreational anchors. Sixteen (16A±) acres of the tract are zoned Highway Commercial Restricted (C3-R), providing immediate commercial potential, while the remaining acreage offers flexibility for expansion, investment, or future development.
The land is primarily composed of natural mixed hardwood regeneration with some mature timber, with approximately 30 acres having been cut 15-17 years ago. This tract's size, zoning, and strategic location make it well-suited for commercial, mixed-use, or long-term investment purposes.
Call today to learn more about the Montgomery 66.
Location:
SE Frontage Road
Winona, MS 38967
Montgomery County
High Visibility From I-55
22A± Miles S of Grenada
70A± Miles N of Madison
90A± Miles N of Jackson
Coordinates:
33.47536, -89.76278
Tax Information:
TBD
Property Use:
Commercial
Development
Investment
Recreational
Property Information:
66A± Total Acres
16A± Acres Zoned Highway Commercial Restricted (C3-R)
1,140A± Frontage Feet on I-55
Beside the Holiday Inn Express
Across from Empire Truck Sales & Pilot Truck Stop
Borders Winona Sports Complex
For sale
$589,000
SE Frontage Rd, Winona, MS 38967
--beds
0baths
--sqft
Other
Built in ----
66 Acres Lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Borders winona sports complex
- 133 days |
- 10 |
- 0 |
Zillow last checked:
Listed by:
Chris Reed,
SmallTown Properties 769-888-2522
Source: REALSTACK,MLS#: 98147
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Facts & features
Interior
Property
Lot
- Size: 66 Acres
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Other
Community & HOA
Location
- Region: Winona
Financial & listing details
- Date on market: 1/30/2026
- Lease term: Contact For Details
Estimated market value
Not available
Estimated sales range
Not available
$1,211/mo
Price history
| Date | Event | Price |
|---|---|---|
| 1/30/2026 | Listed for sale | $589,000 |
Source: REALSTACK #98147 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 38967
Nearby schools
GreatSchools rating
- 5/10Winona Elementary SchoolGrades: PK-6Distance: 1.6 mi
- 4/10Winona Secondary SchoolGrades: 7-12Distance: 1.8 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Mississippi
- Montgomery County
- Winona
- 38967
- SE Frontage Rd



