4402 Chesapeake Ave, Hampton, VA 23669
OFF MARKET

4402 Chesapeake Ave
Hampton, VA 23669

Downtown
  • 4 Beds
  • 4 Baths
  • 4,012 sqft (on 0.44 acres)

$1,053,600

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $6,248/mo*
Refinance Your Home

$1,053,600

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $6,248/mo*
Refinance Your Home
4 Beds
4 Baths
4,012 sqft
(on 0.44 acres)

Home Value

Trulia Estimate
$1.05M
Since last month
Increased$12K (+1.2%)
Since last year
Increased$63K (+6.5%)
Since last sale
Increased$492K (+89.3%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
July 2026$1.04M
June 2026$1.03M
May 2026$1.02M
April 2026$1.01M
March 2026$1M
February 2026$988K
January 2026$960K
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
4017 Buchanan Dr, Hampton, VA
0.29
Single-Family Home
$462,500
12/15/25
5
3.5
3,423
4000 Buchanan Dr, Hampton, VA
0.42
Single-Family Home
$460,000
08/05/26
4
3
3,173
4002 Chesapeake Ave, Hampton, VA
0.48
Single-Family Home
$782,800
08/18/25
5
3.5
3,000
4017 Monitor Dr, Hampton, VA
0.25
Single-Family Home
$425,000
07/22/26
5
3
2,488
4012 Buchanan Dr, Hampton, VA
0.32
Single-Family Home
$350,000
02/06/26
4
3
2,672
4031 Chesapeake Ave, Hampton, VA
0.26
Single-Family Home
$323,050
12/16/25
3
2.5
2,688
200 Congress Ave, Hampton, VA
0.11
Single-Family Home
$1,350,000
08/18/25
4
4
4,643
24 Ivy Home Rd, Hampton, VA
0.34
Single-Family Home
$329,000
06/22/26
3
2.5
1,801
4037 Catesby Jones Dr, Hampton, VA
0.14
Single-Family Home
$325,000
05/22/26
3
2
1,760
116 Ivy Home Rd, Hampton, VA
0.37
Single-Family Home
$315,000
11/25/25
3
2.5
1,804

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
4401 Chesapeake Ave, Hampton, VA 23669
0.05
$404,100
3
2.5
2,457
Off Market
102 Congress Ave, Hampton, VA 23669
0.07
$515,000
5
2.5
2,745
Recently Sold
200 Congress Ave, Hampton, VA 23669
0.11
$1,396,400
4
4
4,643
Off Market
4207 Chesapeake Ave, Hampton, VA 23669
0.12
$403,000
4
2.5
2,552
Recently Sold
4037 Catesby Jones Dr, Hampton, VA 23669
0.14
$325,000
3
2
1,760
Recently Sold
209 Brooke Dr, Hampton, VA 23669
0.17
$262,700
3
1.5
1,710
Off Market
4203 Chesapeake Ave, Hampton, VA 23669
0.15
$450,000
3
1.5
1,826
Recently Sold
213 Brooke Dr, Hampton, VA 23669
0.21
$409,800
4
2.5
2,284
For Sale
4107 Chesapeake Avenue, Hampton, VA 23669
0.19
$489,300
5
3
3,226
Off Market
217 Brooke Dr, Hampton, VA 23669
0.24
$352,700
4
2.5
1,811
Off Market
56 Ivy Home Rd, Hampton, VA 23669
0.27
$380,000
3
3
1,937
For Sale

Local Information

  • Map ViewExplore the area around 4402 Chesapeake Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Lot Size
0.44 acres
Living Area
4,012 sqft
Price/Sqft
$263
Parking
Garage

About this House

Spectacular brick waterfront Southern Mansion overlooking the beautiful waters of Hampton Roads. The home features 4 spacious bedrooms, 3 1/2 baths, a pool, and gazebo. Full of southern charm with hardwood and ceramic tile floors throughout. The details of the house are exquisite and reminiscent of days gone by, and with 3 fireplaces you will feel so cozy in winter. A must see for the discriminating buyer.
4402 Chesapeake Ave, Hampton, VA 23669 is a 4 bedroom, 4 bathroom, 4,012 sqft single-family home in Downtown, built in 1954. It last sold for $551,000 on Jan 26, 2018. It is currently off market. The Trulia Estimate is $1,053,600, with a rent estimate of $3,365/month.

Home Details for 4402 Chesapeake Ave

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Pantry
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickFoundation Type: Crawl RaisedPatio
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Jan 26, 2018
Source: N/A
Sold
$551,000
Dec 4, 2017
Source: Agent Provided
Pending
$599,000
Sep 13, 2017
Source: Agent Provided
PriceChange
$599,000
Price decreased by 14%
Jul 11, 2017
Source: Agent Provided
Listed For Sale
$699,900
Jun 2, 2015
Source: Agent Provided
ListingRemoved
$745,000

Market trends in Hampton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$283K
$100MoM
Sale-to-List Price
100.0%
Price per sq ft
$188
$1MoM
Available listings
605
20MoM
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Around this home

Neighborhood Overview

Downtown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Downtown

At least 94 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 80 % Say yards are well-kept

  • 78 % Say parking is easy

  • 78 % Say it's dog friendly

  • 72 % Say there are sidewalks

  • 71 % Say there's holiday spirit

  • 62 % Say it's walkable to restaurants

  • 58 % Say streets are well-lit

  • 56 % Say kids play outside

  • 54 % Say it's quiet

  • 49 % Say neighbors are friendly

  • 48 % Say they plan to stay for at least 5 years

  • 44 % Say it's walkable to grocery stores

  • 43 % Say people would walk alone at night

  • 38 % Say there's wildlife

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Theresa Morgan
    "Everyone’s confusing this neighborhood with downtown Hampton it is not in downtown Hampton. It is off mercury across from Hardee’s - in a private gated community. It is on a peninsula surrounded by natural surroundings and water on three sides Has a clubhouse ,a pool ,grounds are kept incredibly nice. They have wildlife projects. Everyone is friendly and speaks and waves. I walk at sunrise and after dark at 12 o’clock at night the only thing that scares me every now and then is the occasional surprise by a rabbit, but my dog loves them "
    1
    Flag
  • Theresa Morgan
    "I don’t know where that person got. It wasn’t safe and people raced through the neighborhood. It’s in a gated community Everybody is very friendly. It’s quiet. We’re surrounded by water a beautiful wildlife I walk at night during the day I see all the ospreys egrets Heron The pier is lit up at night. You can walk out on that. Everybody respects others nobody throws trash out. I feel blessed."
    1
    Flag
  • Cierra townes
    "It’s a great place to live especially to raise children. Everything is in close proximity and it’s not busy with traffic all the time."
    1
    Flag
  • Sandnsea2022
    "This is a great neighborhood to raise a family in. I believe that in a few years the price of real estate will increase. I purchased my home 5 years ago here and the value has more than doubled. Very safe area, neighbors walk dogs and the children are friendly."
    2
    Flag
  • Trulia User
    "I love this growing area. Many locations for children to play and local fun activities are arriving such as the aquaplex, buckroe, and many more."
    2
    Flag
  • Trulia User
    "Neighbors are friendly and the location is close to the highway. Grocery store is right around the corner. "
    6
    Flag
  • Pat M.
    "Nice wide sidewalks to walk. interesting architecture to view around the downtown area. neighbors are friendly. "
    2
    Flag
  • Bela.vandevender
    "Block party and all the restaurants on Queens street, make this neighborhood special. There are so many nice houses that have potential but unfortunately owners don’t care and have allowed everything to seem run down "
    8
    Flag
  • Dominique S.
    "It’s so unsafe people will get robbed jumped plus they play on your door. It’s not safe for kids people speed through the neighborhood "
    84
    Flag
  • Dominique S.
    "This area is nice but not very safe for children or packages. There so many issues gunshots, robbery, stealing,trash, fighting and lots of trash"
    2
    Flag
  • Denisebell41
    "Family community. On a bus line for transportation for people with no car. Local police lives in the neighborhood. Park for kids are nearby. Crime is low. "
    0
    Flag
  • Nicole M.
    "It's a good neighborhood to raise kids. It does not have a near by park to play in. The bus is not far away."
    4
    Flag
  • Nicole M.
    "It's a good neighborhood to raise kids. It does not have a near by park to play in. The bus is not far away."
    1
    Flag
  • Michael A. Landon
    "I've owned a house in this neighborhood for three years and have not had any problems. It's a quite neighborhood and people are friendly and helpful."
    35
    Flag
  • Tonya
    "There are people walking their dogs here everyday. Most pick up after their dogs and respect people’s property. "
    4
    Flag
  • J_dub369
    "Dogs are welcomed, must be on a leash and cannot be on any kind of tiedown in the front yard. only allowed to roam free outside in your backyard if you have a fenced in backyard"
    5
    Flag
  • Phyllis
    "Because the people I known for years are still living around the same area and they are respectful,kind,and caring and everyone looks out for each other"
    55
    Flag
  • Krista L.
    "During the day time, Darling Stadium is a beautiful place to watch the local football games and the park next to it is great for dog walks."
    0
    Flag
  • resident
    "I know this area of Hampton and I personally would not live there. I hear of a lot of crime around this neighborhood and while it may look nice, it's not an area where you'd want to take walks in the evening or be out alone after dark. "
    0
    Flag
  • Sarah
    "I work at NASA in Hampton and stayed with friends near this house before I bought my home in Newport News. I had my car broken into and the traffic in the morning was terrible from the bus. The area is near downtown so you get a lot of foot traffic across the lawn at night. "
    5
    Flag

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Homes for sale near 4402 Chesapeake Ave

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Off Market Homes Near 4402 Chesapeake Ave

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Frequently asked questions about 4402 Chesapeake Ave

  • What is 4402 Chesapeake Ave estimated to be worth?
    Trulia's estimated value for 4402 Chesapeake Ave in Hampton, VA is $1,053,600.
  • What is the price history for 4402 Chesapeake Ave?
    4402 Chesapeake Ave in Hampton, VA last sold for $551,000 in January 2018.
  • Is Hampton a buyer's or seller's market?
    Hampton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Hampton?
    The median sale price in Hampton is $283K. That is down $100 from the prior month.
  • Does 4402 Chesapeake Ave have air conditioning?
    Yes, 4402 Chesapeake Ave in Hampton, VA has air conditioning.
  • Does 4402 Chesapeake Ave have a pool?
    Yes, 4402 Chesapeake Ave in Hampton, VA has a pool.