404 Undershot Ct, Chesapeake, VA 23323
Kitchen with Island
Digitally staged bedroom
OFF MARKET

404 Undershot Ct
Chesapeake, VA 23323

Deep Creek South
  • 6 Beds
  • 2.5 Baths
  • 3,000 sqft

$577,700

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,427/mo*
Refinance Your Home

$577,700

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,427/mo*
Refinance Your Home
6 Beds
2.5 Baths
3,000 sqft

Home Value

Trulia Estimate
$578K
Since last month
Decreased$8K (-1.3%)
Since last year
Increased$4K (+0.6%)
Since last sale
Increased$377K (+187.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$579K
July 2026$577K
June 2026$586K
May 2026$580K
April 2026$575K
March 2026$568K
February 2026$559K
January 2026$556K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
402 Undershot Ct, Chesapeake, VA
0.01
Single-Family Home
$440,000
03/04/26
5
2.5
2,800
459 Sawyers Mill Xing, Chesapeake, VA
0.12
Single-Family Home
$615,000
12/02/25
6
2.5
3,246
449 Sawyers Mill Xing, Chesapeake, VA
0.18
Single-Family Home
$535,000
07/01/26
4
3
2,384
408 Mallet Way, Chesapeake, VA
0.27
Single-Family Home
$550,000
07/30/26
5
2.5
2,379
316 Big Pond Ln, Chesapeake, VA
0.26
Single-Family Home
$440,000
02/03/26
4
2.5
2,300
541 Lake Crest Dr, Chesapeake, VA
0.27
Single-Family Home
$555,000
06/25/26
4
2.5
2,781
2803 Bedstone Cir, Chesapeake, VA
0.29
Single-Family Home
$610,000
06/02/26
5
4
2,989
318 Big Pond Ln, Chesapeake, VA
0.26
Single-Family Home
$489,000
09/22/25
4
2.5
2,375
536 Lake Crest Dr, Chesapeake, VA
0.26
Single-Family Home
$480,000
08/18/25
4
2
2,368
300 Big Pond Ln, Chesapeake, VA
0.26
Single-Family Home
$499,000
02/27/26
4
2.5
2,327

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
402 Undershot Ct, Chesapeake, VA 23323
0.01
$545,000
5
2.5
2,800
For Sale
459 Sawyers Mill Xing, Chesapeake, VA 23323
0.12
$615,000
6
2.5
3,246
Recently Sold
449 Sawyers Mill Xing, Chesapeake, VA 23323
0.18
$535,000
4
3
2,384
Recently Sold
2705 Sawyers Arch, Chesapeake, VA 23323
0.18
$489,900
4
2
2,436
For Sale
309 Silver Rail Lane, Chesapeake, VA 23323
0.26
$568,900
4
2.5
2,375
Off Market
316 Big Pond Ln, Chesapeake, VA 23323
0.26
$440,000
4
2.5
2,300
Recently Sold
300 Big Pond Ln, Chesapeake, VA 23323
0.26
$499,000
4
2.5
2,327
Recently Sold
318 Big Pond Ln, Chesapeake, VA 23323
0.26
$506,200
4
2.5
2,375
Off Market
304 Overshot Arch, Chesapeake, VA 23323
0.27
$549,000
5
2.5
2,705
For Sale
408 Mallet Way, Chesapeake, VA 23323
0.27
$550,000
5
2.5
2,379
Recently Sold
541 Lake Crest Dr, Chesapeake, VA 23323
0.27
$555,000
4
2.5
2,781
Recently Sold
312 Sawmill Arch, Chesapeake, VA 23323
0.30
$479,900
3
2.5
1,882
For Sale

Local Information

  • Map ViewExplore the area around 404 Undershot Ct.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
3,000 sqft
Price/Sqft
$193
Parking
Attached Garage

About this House

Nice neighborhood with a strong community association that has get togethers and plans fun things. Community pool. The owner pays the association fee.
Great floor plan with a total of 6 bedrooms! There is new carpeting upstairs. Almost new windows.
One bedroom downstairs--perfect office, hobby room, play room. Nice size yard.
Large family room adjacent to the kitchen--the cook can talk with the guests.
Two car garage. NO SMOKING OF ANY SORT! Dogs may be considered at owner's sole discretion with $350 additional deposit and $40 to $80 a month pet rent.
Washer as is; there is no dryer.. The home will be pressure washed. The deck will be pressure washed and stained. One garage door opener will be installed. The fence missing on the right side is being rebuilt. Several photos were digitally staged. Wide-angle setting was used for all photos.

One year lease or multi-year. Rent increases 3% per year unless the owner notifies otherwise.
404 Undershot Ct, Chesapeake, VA 23323 is a 6 bedroom, 3 bathroom, 3,000 sqft single-family home in Deep Creek South. It last sold for $201,500 on Nov 8, 2001 (6,207% above the $3,195 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $3,595 per month. That rental listing was removed on December 19, 2025. It is currently off market. The Trulia Estimate is $577,700, with a rent estimate of $3,387/month.

Home Details for 404 Undershot Ct

Interior Features

Heating & Cooling
Heating: Forced Air, Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Attached, On Site

Price and Tax history

DateEventPrice
Dec 19, 2025
Source: Zillow Rentals
ListingRemoved
$3,195
Dec 8, 2025
Source: Zillow Rentals
PriceChange
$3,195
Price decreased by 11%
Dec 6, 2025
Source: Zillow Rentals
PriceChange
$3,595
Price increased by 6%
Nov 9, 2025
Source: Zillow Rentals
PriceChange
$3,395
Price decreased by 6%
Oct 15, 2025
Source: Zillow Rentals
Listed For Rent
$3,595

Market trends in Deep Creek South

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$496K
Sale-to-List Price
—
Price per sq ft
$218
Available listings
48
7MoM
Skip to last item
  • Results are loading
Skip to first item

Around this home

Neighborhood Overview

Deep Creek South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deep Creek South

At least 81 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 95 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 90 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 74 % Say there's wildlife

  • 65 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 41 % Say there are community events

  • 35 % Say there are sidewalks

  • 26 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Sonya Cunningham
    "Low stress area. Convenient location. Could use more restaurants. Over all the schools are awesome and the community is supportive. "
    0
    Flag
  • Kaylermeg
    "Halloween is soo much fun! Everyone hangs out in their garages and makes it extra special for all of the kids with fun drinks and snacks, they usually have a DJ too! Usually there is a neighborhood bar crawl in the summer!"
    2
    Flag
  • Trulia User
    "I lived in this neighborhood for two years now. The Folks are very friendly. The neighborhood is very pet friendly and well suited for family."
    1
    Flag
  • Trulia User
    "great neighborhood and it is highly recommended. this is a great place to live and you will enjoy it. "
    0
    Flag
  • Trulia User
    "There is a nice long path running along the length of the dismal swamp that would be great for walking dogs. "
    2
    Flag
  • Trulia User
    "wonderful location to raise children. great schools and the best parks. love watching the boats go by. would recommend this area to anyone. "
    0
    Flag
  • Trulia User
    "great area! very family friendly and the best schools. I would recommend this area for big families. "
    0
    Flag
  • Cgraes
    "This is a safe, quiet, and a great place for families. The tolls and traffic are the downers. Very congested considering tons of communities connected to two main low capacity roads available."
    2
    Flag
  • Christy R.
    "Dogs are a welcomed part of this community, I always see people walking their dogs, but I never see any droppings!!! "
    3
    Flag
  • Leaosc
    "Large dog friendly community. Some owners don’t know how to pick up after their furry family members. That makes it frustrating."
    2
    Flag
  • Sayhelo
    "I love my neighbors, and the people who live here. Good schools, nice shops, clean here. I have many food stores to choose from and other shops. The only thing I don’t like is the tolls, and the large amount of gun shot I hear in this area, which I guess is for control of wild life in the area."
    6
    Flag
  • Ddaniels36
    "We have lived in this neighborhood for 20 years. My children grew to be smart and strong here, and they had many friends. The schools are great and the teachers are wonderful. The neighbors are kind and caring. Our jobs are taking us to another state, but we will always treasure the memories and friends we have made here in this safe and secure neighborhood."
    0
    Flag
  • Sheldongreg
    "People walk they’re Dogs regularly on a leash and pick up any waste as the dog leaves it. There’s a waste can especially for Dog Waste while on your walk with your Dog. It’s very pleasant in my neighborhood to walk the Dog."
    2
    Flag
  • Michael S. S. (.
    "Neighborhood park and community pool. Meetings and holiday gatherings, parties, festivals, hay rides, parades and night out activities keep this diverse community connected."
    1
    Flag
  • Sayhelo
    "There are many folks with dogs, horses. I have also seen people with Gooses,and one guy who walks his chickens around the neighborhood. Never a problem with people who complain about others animals."
    4
    Flag
  • Mary-elizabeth H.
    "We love our neighborhood. It’s quiet and clean. It has two playgrounds, a pond and plenty of walking trails. "
    2
    Flag
  • Sayhelo
    "They have a really nice school system, although the new bridge was built, the toll is a little Steep. We don’t have much shopping on this side of the bridge . We have a few food stores, Walmart, food loin, but we need a place that will offer fresh fruit, and vegetables. "
    0
    Flag
  • Sayhelo
    "Many new homes with small children. Great schools, close to shopping,tech college, A nice variety for eating out"
    0
    Flag
  • Megan m.
    "I have lived in the area for 10 years Have seen lots of wildlife Friendly neighbors And easy to get around"
    2
    Flag
  • Yunilda B.
    "Love this neighborhood. It’s peaceful, beautiful, friendly and good for raising kids. I wish has more restaurants around so we can have options for dining. "
    4
    Flag
  • Sasha_The_Great
    "Loveeeeee my community! It’s very friendly and quiet. They are always having fun community events at the pool and club house. You will love this sought after friendly neighborhood. "
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

102 pet-friendly rentals in Chesapeake, VA

Explore by feature - Garage

71 rentals with a garage in Chesapeake, VA

Explore by feature - Air Conditioning

134 rentals with air conditioning in Chesapeake, VA

Explore by feature - Pool

64 rentals with a pool in Chesapeake, VA

Explore by feature - Washer/dryer

148 rentals with a washer/dryer in Chesapeake, VA

Explore by feature - Outdoor Space

60 rentals with an outdoor space in Chesapeake, VA

Homes for sale near 404 Undershot Ct

Skip to last item
Skip to first item

Off Market Homes Near 404 Undershot Ct

Skip to last item
Skip to first item

Frequently asked questions about 404 Undershot Ct

  • What is 404 Undershot Ct estimated to be worth?
    Trulia's estimated value for 404 Undershot Ct in Chesapeake, VA is $577,700.
  • What is the price history for 404 Undershot Ct?
    404 Undershot Ct in Chesapeake, VA last sold for $201,500 in November 2001.
  • Is Chesapeake a buyer's or seller's market?
    Chesapeake is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Chesapeake?
    The median sale price in Chesapeake is $496K.
  • Does 404 Undershot Ct have air conditioning?
    Yes, 404 Undershot Ct in Chesapeake, VA has air conditioning.
  • Does 404 Undershot Ct have parking?
    Yes, 404 Undershot Ct in Chesapeake, VA has on-site parking.