4412 Chesapeake Ave, Hampton, VA 23669
OFF MARKET

4412 Chesapeake Ave
Hampton, VA 23669

Downtown
  • 5 Beds
  • 3 Baths
  • 4,302 sqft (on 0.49 acres)

$990,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $5,779/mo*
Refinance Your Home

$990,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $5,779/mo*
Refinance Your Home
5 Beds
3 Baths
4,302 sqft
(on 0.49 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Nestled on Hampton's cherished Chesapeake Avenue, this meticulously maintained 4302 square foot 5 bedroom home offers captivating views of one of America's most famous Bays, with distant vistas of Fort Monroe, making it a paradise for boat lovers. Featuring a smart floor plan with a primary bedroom on the first floor, an additional bedroom on the main level, and versatile spaces including a spacious den or office, the home boasts timeless elegance with hardwood floors throughout. Upstairs, two bedrooms boast the best water views, while an optional 5th bedroom or office provides bonus flex space. Enjoy the tranquility of established landscaping and a gracefully designed front exterior, making this a truly exceptional waterfront retreat.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 15, 2024

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 4412 Chesapeake Ave

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Heated,Interior Entry,Partially FinishedNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Foyer, Kitchen, Living Room, SunroomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 4302 Square Feet
Appliances & Utilities
Appliances: Built-In Oven, Double Oven, Dryer, Dishwasher, Disposal, Gas Water Heater, Refrigerator, Stove, WasherDishwasherDisposalDryerLaundry: Washer Hookup,Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)Flooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 3Levels: Three Or MoreFloors: Carpet, Tile, Wood

Exterior Features

Exterior Home Features
Roof: Slate SyntheticPatio / Porch: Front Porch, PatioExterior: Patio
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageParking Spaces: 1Parking: Attached,Circular Driveway,Garage
Pool
Pool: None
Frontage
WaterfrontWaterfront: Bayfront, Ocean Front, River Front, River AccessOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Chesapeake Bay
Finished Area
Finished Area (below surface): 407 Square Feet

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Brick, Frame, MixedNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 2002390

Price & Status

Price
List Price: $959,900
Status Change & Dates
Off Market Date: Wed Jul 17 2024Possession Timing: Negotiable

Location

Direction & Address
City: HamptonCommunity: Merrimac Shores
School Information
Elementary School: Hunter B. AndrewsJr High / Middle School: C. Alton LindsayHigh School: PhoebusWalk Score: 26

HOA

Association for this Listing: Williamsburg MLSNo HOA

Lot Information

Lot Area: 0.49 acres

Business

Business Information
Ownership: Fee Simple, Individuals

Miscellaneous

BasementMls Number: 2401607Living Area Range Units: Square FeetAttic: Pull Down Stairs
Last check for updates: about 19 hours ago
Listed by John Martin, (757) 870-2893
Shaheen, Ruth, Martin & Fonville Real Estate
Bought with: Non-Member Non-Member, (757) 253-0028, Williamsburg Multiple Listing Service
Originating MLS: Williamsburg MLS
Source: WMLS, MLS#2401607

Price History for 4412 Chesapeake Ave

DatePriceEventSource
08/12/2024$900,000Sold
WMLS #2401607
08/10/2024$959,900ContingentREIN Inc. #10546646
07/18/2024$959,900PendingWMLS #2401607
05/23/2024$959,900Listed For SaleREIN Inc. #10533392
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Property Tax and Assessment

Year2025
Tax$8,323
Assessment$720,800
Home facts updated by county records

Comparable Sales for 4412 Chesapeake Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4043 Catesby Jones Dr, Hampton, VA
0.16
Single-Family Home
$635,000
06/09/25
6
4.5
4,000
200 Congress Ave, Hampton, VA
0.05
Single-Family Home
$1,350,000
08/18/25
4
4
4,643
4002 Chesapeake Ave, Hampton, VA
0.57
Single-Family Home
$782,800
08/18/25
5
3.5
3,000
4017 Buchanan Dr, Hampton, VA
0.38
Single-Family Home
$462,500
12/15/25
5
3.5
3,423
49 Ivy Home Rd, Hampton, VA
0.13
Single-Family Home
$1,415,000
05/29/25
7
7
5,230
4405 Chesapeake Ave, Hampton, VA
0.08
Single-Family Home
$699,900
07/23/25
6
5.5
4,875
4012 Buchanan Dr, Hampton, VA
0.42
Single-Family Home
$350,000
02/06/26
4
3
2,672
116 Ivy Home Rd, Hampton, VA
0.38
Single-Family Home
$315,000
11/25/25
3
2.5
1,804
3748 Chesapeake Ave, Hampton, VA
0.85
Single-Family Home
$586,700
07/11/25
5
3.5
3,547
112 Ivy Home Rd, Hampton, VA
0.35
Single-Family Home
$325,000
07/30/25
3
2
2,236

Nearby homes

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Assigned Schools

These are the assigned schools for 4412 Chesapeake Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about Downtown

At least 93 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 81 % Say yards are well-kept

  • 78 % Say parking is easy

  • 77 % Say it's dog friendly

  • 72 % Say there are sidewalks

  • 71 % Say there's holiday spirit

  • 63 % Say it's walkable to restaurants

  • 59 % Say streets are well-lit

  • 56 % Say kids play outside

  • 53 % Say it's quiet

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

  • 48 % Say neighbors are friendly

  • 44 % Say it's walkable to grocery stores

  • 44 % 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 4412 Chesapeake Ave

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Off Market Homes Near 4412 Chesapeake Ave

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the WMLS. Real estate listings held by brokerage firms other than Zillow, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange brief/thumbnail logo and detailed information about them includes the name of the listing firms.
© 2026 WMLS. All rights reserved.

Homes for rent near 4412 Chesapeake Ave

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4412 Chesapeake Ave, Hampton, VA 23669 is a 5 bedroom, 3 bathroom, 4,302 sqft single-family home built in 1958. 4412 Chesapeake Ave is located in Downtown, Hampton. This property is not currently available for sale. 4412 Chesapeake Ave was last sold on Aug 12, 2024 for $900,000 (6% lower than the asking price of $959,900). The current Trulia Estimate for 4412 Chesapeake Ave is $990,300.