Henri Ellis
Howard Hanna Real Estate Svcs.
(757) 993-7166
143 Total Sales
2 in Sleepy Hole
$310K - $445K Price Range
5233 Winery Dr Chesapeake, VA 23321
Sleepy Hole NeighborhoodEstimated Value: $404,352
3
Beds
3
Baths
1,927
Sq Ft
$210/Sq Ft
Est. Value
About This Home
This home is located at 5233 Winery Dr, Chesapeake, VA 23321 and is currently priced at $404,352, approximately $209 per square foot. 5233 Winery Dr is a home located in Suffolk City with nearby schools including Creekside Elementary School, John Yeates Middle School, and Nansemond River High School.
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Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Jun 25, 2025
Sold by
Heatwole Travis and Adams Ashley N
Bought by
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$420,858
Outstanding Balance
$415,705
Interest Rate
6.86%
Mortgage Type
VA
Purchase Details
Closed on
May 26, 2023
Sold by
Taylor Yolanda A
Bought by
Heatwole Travis and Adams Ashley
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$392,755
Interest Rate
6.39%
Mortgage Type
FHA
Purchase Details
Closed on
Dec 1, 2009
Sold by
Pughsville Dev Corp
Bought by
Patterson Yolanda A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$255,766
Interest Rate
5%
Mortgage Type
FHA
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Sleepy Hole, VA
-
Henri Ellis
-
LJ Hunt
LJ Hunt
Iron Valley Real Est Norfolk
(757) 982-8243
308 Total Sales
4 in Sleepy Hole
$290K - $470K Price Range
-
Neal Wilson
Neal Wilson
Patriot Property Management
(757) 859-9873
35 Total Sales
2 in Sleepy Hole
$445K - $460K Price Range
-
Kris Kyzar
Kris Kyzar
1st Class Real Estate Flagship
(757) 798-7489
58 Total Sales
2 in Sleepy Hole
$260K - $280K Price Range
-
Tammy Bunch
Tammy Bunch
Bunch Real Estate Inc.
(757) 835-3435
63 Total Sales
2 in Sleepy Hole
$300K - $391K Price Range
-
Edward Smith
Edward Smith
Iron Valley Real Estate Virginia
(757) 799-1984
146 Total Sales
1 in Sleepy Hole
$715,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $412,000 | Stewart Title | ||
| Heatwole Travis | $400,000 | Noble Title | |
| Patterson Yolanda A | $280,485 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $420,858 | ||
| Previous Owner | Heatwole Travis | $392,755 | |
| Previous Owner | Patterson Yolanda A | $255,766 |
Source: Public Records
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $3,757 | $372,000 | $120,000 | $252,000 |
| 2024 | $1,811 | $358,600 | $120,000 | $238,600 |
| 2023 | $3,122 | $327,700 | $110,000 | $217,700 |
| 2022 | $3,168 | $313,700 | $105,000 | $208,700 |
| 2021 | $2,842 | $270,700 | $80,000 | $190,700 |
| 2020 | $2,686 | $255,800 | $75,000 | $180,800 |
| 2019 | $2,620 | $249,500 | $75,000 | $174,500 |
| 2018 | $2,567 | $231,100 | $70,000 | $161,100 |
| 2017 | $2,479 | $236,100 | $75,000 | $161,100 |
| 2016 | $2,427 | $231,100 | $70,000 | $161,100 |
| 2015 | $2,427 | $231,100 | $70,000 | $161,100 |
| 2014 | $2,427 | $231,100 | $70,000 | $161,100 |
Source: Public Records
Map
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