3748 Chesapeake Avenue, Hampton, VA 23669
OFF MARKET

3748 Chesapeake Avenue
Hampton, VA 23669

Downtown
  • 5 Beds
  • 3.5 Baths
  • 3,547 sqft (on 0.42 acres)

$826,600

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $4,892/mo*
Refinance Your Home

$826,600

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $4,892/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,547 sqft
(on 0.42 acres)

Local Information

  • Map ViewExplore the area around 3748 Chesapeake Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
0.42 acres
Living Area
3,547 sqft
Price/Sqft
$233
Parking
Attached Garage

About this House

MOTIVATED SELLER! BRING ALL OFFERS! DEEP WATER HOME LOCATED ON THE CHESAPEAKE BAY W/IN GROUND POOL in Merrimac Shores, a place where cherished memories have been made for generations. Only a block away from the community park! Original slate flooring classic hardwood floors upstairs give this home a timeless charm. The downstairs AC unit replaced in 2020 by ET Lawson (now Millers) the upstairs unit in 2021 by KearneySons. The home runs on efficient oil heat features solar-powered hot water for sustainability. LARGE 1st floor master suite w/ two additional bedrooms offering true ease of living. The highlight of this home is the breathtaking views of Hampton Roads. Imagine sipping your morning coffee on the patio, watching the sunrise as ships pass by, or unwinding after a long day, enjoying the sunset and the peaceful sounds of nature. On hot summer days, the pool offers the perfect way to cool down.Friendly faces gather at local restaurants like Vancostas and Surfrider.
3748 Chesapeake Avenue, Hampton, VA 23669 is a 5 bedroom, 3,547 sqft single-family home in Downtown, built in 1965. It last sold for the $586,700 asking price on Jun 26, 2025. It is currently off market. The Trulia Estimate is $826,600, with a rent estimate of $3,401/month.

Home Details for 3748 Chesapeake Avenue

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: Central AirHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Ceramic, Slate, Wood
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation Type: Slab
Pool
Pool
Parking & Garage
GarageParking: Garage Att 2 Car Carport Multi Car Driveway Spc, Garage Attached

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch

Lot Information

Lot Area: 0.42 acres
Last check for updates: about 4 hours ago
Listed by David Denton
EXP Realty LLC
Source: eXp Realty, MLS#10569896

Price History for 3748 Chesapeake Avenue

DatePriceEventSource
06/26/2025$586,700Sold
N/A
06/09/2025$600,000ContingentREIN Inc. #10569896
06/09/2025$600,000PriceChange
REIN Inc. #10569896
06/03/2025$500,000PriceChange
REIN Inc. #10569896
05/08/2025$650,000PriceChange
REIN Inc. #10569896
04/24/2025$800,000PriceChange
REIN Inc. #10569896
03/29/2025$845,000PriceChange
REIN Inc. #10569896
02/13/2025$850,000Listed For SaleREIN Inc. #10569896

Market trends in Hampton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$283K
$4.92KMoM
Sale-to-List Price
100.0%
Price per sq ft
$187
$3MoM
Available listings
583
3MoM
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Property Tax and Assessment

Year2025
Tax$7,686
Assessment$664,900
Home facts updated by county records

Comparable Sales for 3748 Chesapeake Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3749 Chesapeake Ave, Hampton, VA
0.04
Single-Family Home
$499,000
11/05/25
4
3
2,609
4002 Chesapeake Ave, Hampton, VA
0.29
Single-Family Home
$782,800
08/18/25
5
3.5
3,000
4017 Buchanan Dr, Hampton, VA
0.48
Single-Family Home
$462,500
12/15/25
5
3.5
3,423
3403 Chesapeake Ave, Hampton, VA
0.45
Single-Family Home
$605,000
09/29/25
3
3
2,758
37 Shenandoah Rd, Hampton, VA
0.59
Single-Family Home
$559,500
10/02/25
3
2.5
3,600
108 Lasalle Ave, Hampton, VA
0.21
Single-Family Home
$313,500
09/26/25
5
3
1,770
4012 Chesapeake Ave, Hampton, VA
0.37
Single-Family Home
$1,100,000
07/08/26
6
5.5
5,203
4012 Buchanan Dr, Hampton, VA
0.44
Single-Family Home
$350,000
02/06/26
4
3
2,672
4017 Monitor Dr, Hampton, VA
0.54
Single-Family Home
$425,000
07/22/26
5
3
2,488
3215 Chesapeake Ave, Hampton, VA
0.59
Single-Family Home
$340,000
11/07/25
4
2.5
2,165

Nearby homes

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Assigned Schools

These are the assigned schools for 3748 Chesapeake Avenue.
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 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

  • 63 % Say it's walkable to restaurants

  • 58 % Say streets are well-lit

  • 56 % Say kids play outside

  • 53 % Say it's quiet

  • 48 % 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 3748 Chesapeake Avenue

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Off Market Homes Near 3748 Chesapeake Avenue

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