Seller's Agent in 2025
Rylan Martin
SMG Realty
(573) 382-1973
8 in this area
41 Total Sales
Last list price
2497 Winesap Dr Jackson, MO 63755
4
Beds
4
Baths
2,568
Sq Ft
0.44
Acres
Highlights
- Ranch Style House
- Stainless Steel Appliances
- 4 Car Attached Garage
- No HOA
- Front Porch
- Patio
About This Home
As of September 2025This beautifully maintained duplex at 2497 & 2499 Winesap Dr offers the perfect blend of comfort, convenience, and income potential. Each unit features 2 spacious bedrooms, 2 full bathrooms, a bright open layout, and modern appliances that make it move-in ready. You’ll love the generous mud/laundry rooms that add both style and functionality. Situated on a corner lot with quick access to the highway and Jackson Boulevard, this property provides excellent convenience for tenants while maintaining a quiet residential feel. Whether you’re completing a 1031 exchange or looking to add to your rental portfolio, this duplex offers strong rental appeal, low-maintenance design, and the potential for steady cash flow. Properties like this are hard to find—secure this turnkey investment today.
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $2,178
Year Built
- Built in 2014
Parking
- 4 Car Attached Garage
Home Design
- 2,568 Sq Ft Home
- Duplex
- Ranch Style House
- Brick Exterior Construction
- Vinyl Siding
Kitchen
- Oven
- Cooktop
- Microwave
- Dishwasher
- Stainless Steel Appliances
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
- 4 Bathrooms
Outdoor Features
- Patio
- Exterior Lighting
- Front Porch
Schools
- West Lane Elem. Elementary School
- Jackson Russell Hawkins Jr High Middle School
- Jackson Sr. High School
Utilities
- Central Heating and Cooling System
- Water Heater
Additional Features
- Washer and Dryer
- 0.44 Acre Lot
Listing and Financial Details
- Assessor Parcel Number 14-216-00-01-01400-0000
Community Details
Overview
- No Home Owners Association
- 2 Units
Building Details
- 2 Leased Units
- Gross Lease
- Net Operating Income $24,155
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Aug 8, 2025
Closed on
Sep 15, 2025
Sold by
Booth Shirley Jean
Bought by
True Roots 001 Llc
Seller's Agent
Rylan Martin
SMG Realty
Buyer's Agent
Jacob Fish
EDGE Realty ERA Powered
List Price
$399,900
Views
151
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-15.33%
Original Mortgage
$301,500
Outstanding Balance
$301,239
Interest Rate
6.72%
Mortgage Type
Credit Line Revolving
Estimated Equity
$77,393
Purchase Details
Closed on
Jun 14, 2022
Sold by
Hlk Investments Llc
Bought by
Matlock Christian L and Matlock Brandy L
Purchase Details
Closed on
May 20, 2021
Sold by
Villas Of West Park Llc
Bought by
Hlk Investments Llc
Purchase Details
Listed on
Apr 4, 2016
Closed on
Apr 22, 2016
Sold by
Luttrull Timohty L and Luttrull Omer W
Bought by
Booth Shirley Jean
Seller's Agent
Khrystina Davidson
EDGE Realty ERA Powered
Buyer's Agent
Wanda Duncan
EDGE Realty ERA Powered
List Price
$249,900
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.56%
Purchase Details
Closed on
Jan 30, 2015
Sold by
Davidson Chad L and Davidson Wonda K
Bought by
Luttrull Timothy L and Luttrull Omer W
Purchase Details
Closed on
Jan 30, 2014
Sold by
Renfroe Ricky M and Renfroe Brenda A
Bought by
Davidson Chad L and Davidson Wonda K
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | None Listed On Document | |
| Warranty Deed | -- | None Listed On Document | |
| Warranty Deed | -- | None Available | |
| Warranty Deed | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | -- | -- | |
| Warranty Deed | -- | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $301,500 | Credit Line Revolving |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/15/2025 09/15/25 | Sold | -- | -- | -- | |
| 08/12/2025 08/12/25 | Pending | -- | -- | -- | |
| 08/08/2025 08/08/25 | For Sale | $399,900 | +60.0% | $156 / Sq Ft | |
| 04/22/2016 04/22/16 | Sold | -- | -- | -- | View Prior Sale |
| 04/22/2016 04/22/16 | For Sale | $249,900 | -- | $104 / Sq Ft | |
| 04/05/2016 04/05/16 | Pending | -- | -- | -- |
Source: MARIS MLS
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,288 | $44,760 | $7,620 | $37,140 |
| 2024 | $22 | $42,640 | $7,260 | $35,380 |
| 2023 | $2,178 | $42,640 | $7,260 | $35,380 |
| 2022 | $2,005 | $39,290 | $6,690 | $32,600 |
| 2021 | $2,006 | $39,290 | $6,690 | $32,600 |
| 2020 | $2,010 | $39,290 | $6,690 | $32,600 |
| 2019 | $2,006 | $39,290 | $0 | $0 |
| 2018 | $2,003 | $39,290 | $0 | $0 |
| 2017 | $2,008 | $39,290 | $0 | $0 |
| 2016 | $1,980 | $38,890 | $0 | $0 |
| 2015 | $1,981 | $38,890 | $0 | $0 |
| 2014 | $339 | $6,630 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Rylan Martin
-
Brandon Sparks
Seller Co-Listing Agent in 2025
Brandon Sparks
SMG Realty
(573) 703-6676
3 in this area
54 Total Sales
-
Jacob Fish
Buyer's Agent in 2025
Jacob Fish
EDGE Realty ERA Powered
(573) 450-3791
104 in this area
598 Total Sales
-
K
Seller's Agent in 2016
Khrystina Davidson
EDGE Realty ERA Powered
-
Wanda Duncan
Seller Co-Listing Agent in 2016
Wanda Duncan
EDGE Realty ERA Powered
(573) 450-0714
1 in this area
7 Total Sales
Map
Source: MARIS MLS
MLS Number: MIS25054708
APN: 14-216-00-01-01400-0000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked.
Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.
The DMCA requires that your notice of alleged copyright infringement include the following information:
(1) description of the copyrighted work that is the subject of claimed infringement;
(2) description of the alleged infringing content and information sufficient to permit us to locate the content;
(3) contact information for you, including your address, telephone number and email address;
(4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law;
(5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and
(6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Nearby Homes
- 0 Highway 72
- 2418 Jonathan Dr
- 2423 Oak St
- 2264 Oak St
- State Highway 72 Lot 3
- State Highway 72 Lot 2
- State Highway 72 Lot 1
- 2283 Alpine Dr
- 977 Aspen Dr
- 1310 Normandy Ln
- 1633 Challenger Ct
- 1422 Discovery Ct
- 1559 Enterprise Ct
- 1718 Columbia Dr
- 1552 Enterprise Ct
- 161 Oak Creek Dr
- 411 N Farmington Rd
- 864 Strawberry Ln
- 1614 Jackson Ridge Dr
- 489 Northview Estates Dr