744 Willow Bend Dr
Chesapeake, VA 23323
Deep Creek West-Dismal Swamp- 3 Beds
- 2 Baths
- 1,532 sqft
3 Beds
2 Baths
1,532 sqft
Local Information
-- mins to
Description
This single-family home is located at 744 Willow Bend Dr, Chesapeake, VA. 744 Willow Bend Dr is in the Deep Creek West-Dismal Swamp neighborhood in Chesapeake, VA and in ZIP code 23323. This property has 3 bedrooms, 2 bathrooms and approximately 1,532 sqft of floor space. This property has a lot size of 10236 sqft and was built in 1988.
744 Willow Bend Dr, Chesapeake, VA 23323 is a 3 bedroom, 2 bathroom, 1,532 sqft single-family home in Deep Creek West-Dismal Swamp, built in 1988. It last sold for $245,000 on Nov 8, 2016. More recently, it was listed as a rental in February 2023 with an asking price of $2,100 per month. That rental listing was removed on February 28, 2023. It is currently off market. The Trulia Estimate is $404,700, with a rent estimate of $2,409/month.
Home Highlights
Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 744 Willow Bend Dr
|
|---|
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet |
Interior Details Number of Rooms: 6Types of Rooms: Dining Room |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
Fireplace & Spa Fireplace |
|
|---|
Exterior Home Features Roof: AsphaltDeckExterior: Vinyl, WoodFoundation Type: Other |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
|
|---|
Year Built Year Built: 1988Year Updated: 2023 |
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 10236 sqft |
Price History for 744 Willow Bend Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 02/28/2023 | ListingRemoved | Zillow Rentals | |
| 02/21/2023 | $2,100 | Listed For Rent | Zillow Rentals |
| 11/08/2016 | $245,000 | Sold | N/A |
| 09/22/2016 | $249,900 | Listed For Sale | Agent Provided |
| 04/28/2016 | $1,550 | ListingRemoved | Agent Provided |
| 03/16/2016 | $1,550 | Listed For Rent | Agent Provided |
| 09/20/2014 | $1,550 | ListingRemoved | Agent Provided |
| 09/08/2014 | $1,550 | Listed For Rent | Agent Provided |
| 10/11/2013 | $1,550 | ListingRemoved | Agent Provided |
| 08/30/2013 | $1,550 | Listed For Rent | Agent Provided |
| 02/28/2013 | $1,550 | ListingRemoved | Agent Provided |
| 02/14/2013 | $1,550 | PriceChange | Agent Provided |
| 01/26/2013 | $1,575 | PriceChange | Agent Provided |
| 12/28/2012 | $1,600 | Listed For Rent | Agent Provided |
| 06/09/2009 | $250,000 | Sold | N/A |
| 05/03/2009 | $250,000 | PriceChange | Agent Provided |
| 04/22/2009 | $259,900 | Listed For Sale | Agent Provided |
| 08/30/2007 | $255,000 | Sold | N/A |
| 08/14/2002 | $134,000 | Sold | N/A |
Market trends in Chesapeake
Last updated June 2026
Avg. sale price
$390K
$4.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$216
$3MoM
Available listings
930
19MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,516 |
| Assessment | $348,100 |
Home facts updated by county records
Comparable Sales for 744 Willow Bend Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $325,000 | 07/10/26 | 3 | 2 | 1,430 | |
0.05 | Single-Family Home | $434,900 | 06/15/26 | 4 | 2 | 2,000 | |
0.23 | Single-Family Home | $355,000 | 02/27/26 | 3 | 1 | 1,497 | |
0.06 | Single-Family Home | $415,000 | 07/23/25 | 4 | 2.5 | 1,969 | |
0.25 | Single-Family Home | $400,000 | 08/14/25 | 4 | 2 | 1,830 | |
0.34 | Single-Family Home | $395,000 | 09/15/25 | 4 | 2 | 1,658 | |
0.14 | Single-Family Home | $450,000 | 06/01/26 | 4 | 2.5 | 1,966 | |
0.20 | Single-Family Home | $398,500 | 01/23/26 | 4 | 2.5 | 2,089 | |
0.35 | Single-Family Home | $425,000 | 11/18/25 | 4 | 2 | 1,860 | |
0.36 | Single-Family Home | $420,000 | 02/27/26 | 4 | 2 | 1,740 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 744 Willow Bend Dr.
What Locals Say about Deep Creek West-Dismal Swamp
At least 69 Trulia users voted on each feature.
93 % Say car is needed
92 % Say parking is easy
90 % Say it's dog friendly
89 % Say yards are well-kept
87 % Say kids play outside
86 % Say there are sidewalks
85 % Say it's quiet
80 % Say streets are well-lit
78 % Say people would walk alone at night
78 % Say there's holiday spirit
55 % Say neighbors are friendly
52 % Say there's wildlife
52 % Say they plan to stay for at least 5 years
35 % Say there are community events
27 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

