Home Highlights
Single-Family Home
66 acre lot
Local Information
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About this House
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
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
Contact this Building
Last check for updates: about 14 hours ago
Listing courtesy of Chris Reed
SmallTown Properties, (769) 888-2522
Source: REALSTACK, MLS#98147
Home Details for SE Frontage Rd
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Days on Market: 180+ days on Trulia |
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Property Type / Style Property Type: Single Family Home |
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Listing Agent MLS/Source ID: 98147 |
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Lot Area: 0.00 Acres |
Around this home
What Locals Say about Winona
At least 7 Trulia users voted on each feature.
88 % Say kids play outside
87 % Say yards are well-kept
86 % Say there's holiday spirit
85 % Say parking is easy
83 % Say car is needed
75 % Say it's dog friendly
70 % Say neighbors are friendly
56 % Say it's quiet
50 % Say they plan to stay for at least 5 years
50 % Say it's walkable to restaurants
45 % Say there are sidewalks
44 % Say people would walk alone at night
38 % Say there's wildlife
35 % Say there are community events
33 % Say it's walkable to grocery stores
20 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
Market trends in Winona
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
31
1MoM
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.27 | Single-Family Home | - | 03/27/26 | 3 | 1 | 1,227 | |
1.77 | Single-Family Home | - | 11/06/25 | 5 | 3 | 3,870 | |
1.89 | Single-Family Home | - | 10/08/25 | 4 | 2 | 2,070 | |
2.02 | Single-Family Home | - | 10/02/25 | 3 | 2 | 1,596 | |
2.10 | Single-Family Home | - | 05/14/26 | 3 | 1 | 1,824 | |
2.23 | Single-Family Home | - | 09/18/25 | 4 | 2 | 2,497 | |
3.12 | Single-Family Home | - | 10/24/25 | 3 | 1 | 1,349 | |
3.71 | Single-Family Home | - | 12/26/25 | 3 | 2 | 1,833 | |
5.59 | Single-Family Home | - | 12/09/25 | 4 | 2 | 1,152 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.70 | $275,000 | Studio | - | - | For Sale | |
0.82 | $750,000 | - | - | - | For Sale | |
0.83 | $400,000 | - | - | - | For Sale | |
0.86 | $400,000 | - | - | - | For Sale | |
1.15 | $305,000 | 3 | 2 | 2,388 | For Sale | |
1.18 | - | - | - | - | Off Market | |
1.24 | $108,700 | 3 | 1 | 1,295 | Off Market | |
1.27 | - | 3 | 1 | 1,227 | Recently Sold | |
1.39 | - | - | - | - | Off Market | |
1.47 | $377,400 | 4 | 3 | 3,790 | Off Market | |
1.47 | $340,000 | 3 | 2 | 2,100 | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 30, 2026 Source: REALSTACK #98147 | Listed For Sale | $589,000 |
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Frequently asked questions about SE Frontage Rd
- What is the estimated monthly payment for SE Frontage Rd?Based on a $589,000 list price with 20% down at today's rates, the estimated monthly payment for SE Frontage Rd in Winona, MS is approximately $3,597 (about $3,193 principal & interest, $329 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Winona?Residents describe Winona, MS as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See homes for sale in Winona, MS.
- What are the closest schools to SE Frontage Rd?The closest schools to SE Frontage Rd in Winona, MS are Winona Elementary School (Pre-K, rated 5/10), Winona Secondary School (Middle/High, rated 4/10).
- How big is the lot at SE Frontage Rd?The lot at SE Frontage Rd in Winona, MS is about 66 acres.
SE Frontage Rd, Winona, MS 38967 is a studio single-family home. This property is currently available for sale and was listed by REALSTACK on Jan 30, 2026. The MLS # for this home is MLS# 98147.

