3749 Chesapeake Ave, Hampton, VA 23669
OFF MARKET

$496,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,609 sqft (on 0.34 acres)

3749 Chesapeake Ave, Hampton, VA 23669

Downtown
Est. Refi. Payment $3,082/mo*
Refinance Your Home

Home Value

Trulia Estimate
$497K
Since last month
Decreased$800 (-0.2%)
Since last year
Decreased$18K (-3.4%)
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 +120% in the last 10 years
MonthEstimated value
2026
August 2026$498K
August 2026$497K
July 2026$499K
June 2026$501K
May 2026$500K
April 2026$496K
March 2026$495K
February 2026$495K
January 2026$493K
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
4000 Buchanan Dr, Hampton, VA
0.34
Single-Family Home
$460,000
08/05/26
4
3
3,173
4012 Buchanan Dr, Hampton, VA
0.43
Single-Family Home
$350,000
02/06/26
4
3
2,672
108 Lasalle Ave, Hampton, VA
0.17
Single-Family Home
$313,500
09/26/25
5
3
1,770
3403 Chesapeake Ave, Hampton, VA
0.44
Single-Family Home
$605,000
09/29/25
3
3
2,758
3215 Chesapeake Ave, Hampton, VA
0.57
Single-Family Home
$340,000
11/07/25
4
2.5
2,165
154 Armstrong Dr, Hampton, VA
0.28
Single-Family Home
$245,000
01/29/26
4
2
1,783
4031 Chesapeake Ave, Hampton, VA
0.50
Single-Family Home
$537,000
09/02/26
3
2.5
2,688
229 La Salle Ave, Hampton, VA
0.41
Single-Family Home
$75,000
02/06/26
5
3.5
2,800

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
3805 Chesapeake Ave, Hampton, VA 23669
0.04
$415,000
3
2
2,005
For Sale
3748 Chesapeake Avenue, Hampton, VA 23669
0.04
$817,000
5
3.5
3,547
Off Market
101 Armstrong Drive, Hampton, VA 23669
0.05
$283,800
4
2
1,584
Off Market
121 Armstrong Dr, Hampton, VA 23669
0.14
$247,000
4
2
1,584
For Sale
117 Barksdale Rd, Hampton, VA 23669
0.18
$240,000
4
2
1,584
Recently Sold
3829 Roads View Ave, Hampton, VA 23669
0.19
$265,000
3
2
1,584
Recently Sold
108 Lasalle Ave, Hampton, VA 23661
0.17
$325,600
5
3
1,770
Off Market
147 Armstrong Dr, Hampton, VA 23669
0.24
$390,000
4
3.5
2,200
For Sale
106 Clyde St, Hampton, VA 23669
0.25
$280,000
4
2
1,584
Recently Sold

Local Information

  • Map ViewExplore the area around 3749 Chesapeake Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1957
0.34 acre lot
2,609 sqft
$190/sqft
1 Car Garage

About this House

Kayak on the Bay! HOUSE AND ADJACENT BUILDABLE LOT FOR SALE (3749 and 3747 Chesapeake Ave). Nestled at the end of a quiet cul-de-sac in Merrimac Shores, this well-built spacious home offers peace, nature, and gentle breezes with an adjacent lot, tidal creek and access to the Chesapeake Bay. Home features a new roof and gutters, large vinyl-clad windows, and welcoming front and back porches. The entry level features hardwood floors, generous living and dining rooms, and a beautifully updated kitchen with new stainless appliances, granite counters, and elegant cabinetry. Upstairs are three spacious bedrooms with a hall bath, plus a private primary suite with walk-in tiled shower. The lower level includes a large recreation room with full bath, laundry, and a finished garage with new insulated door. Enjoy kayaking on the bay, serene marsh views, tidal creek frontage, and daily sightings of egrets and herons—your personal retreat in nature. The extra lot can be enjoyed, built on or sold.
3749 Chesapeake Ave, Hampton, VA 23669 is a 4 bedroom, 3 bathroom, 2,609 sqft single-family home in Downtown, built in 1957. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $496,800, with a rent estimate of $2,734/month.
Last check for updates: about 12 hours ago
Listed by Ford Cook
KW Allegiance, (757) 530-9500
Bought with: Anita Cox, NextHome Coastal Luxury Realty, (757) 298-7346
Source: REIN Inc., MLS#10597644

Home Details for 3749 Chesapeake Ave

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2609 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Microwave, Electric Range, Refrigerator, Gas Water HeaterDishwasherLaundry: Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)Flooring: Ceramic Tile, Laminate/LVP, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: Tri-LevelFloors: Ceramic Tile, Laminate LVP, Wood
View
Has a ViewView: Marsh

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchFencing: NoneFoundation: Slab
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Att 1 Car,Multi Car,Driveway
Pool
Pool: None
Frontage
WaterfrontWaterfront: Creek, MarshOn Waterfront
Water & Sewer
Sewer: City/County
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Brick, Vinyl SidingNot a New ConstructionNot Attached Property

Price & Status

Price
List Price: $499,000
Status Change & Dates
Off Market Date: Sat Oct 04 2025Possession Timing: Closing

Active Status

MLS Status: Sold

Location

Direction & Address
City: HamptonCommunity: Merrimac Shores
School Information
Elementary School: Hunter B. AndrewsJr High / Middle School: Hunter B. AndrewsHigh School: Phoebus

HOA

No HOA

Lot Information

Lot Area: 0.34 acres

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10597644Attic: ScuttleWater ViewWater View: Marsh

Price and Tax history

YearProperty taxTax assessment
2025
$3,615
$307,800
Home facts updated by county records

Market trends in Hampton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$285K
$1.33KMoM
Sale-to-List Price
100.0%
Price per sq ft
$188
$1MoM
Available listings
605

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

LGBTQ Local Legal Protections

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Data last updated: 2026-09-13 00:51:20 PDT
Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.
This application does not include information on all of the properties available for sale at this time.
Some or all of the listings (or Listing Data) represented in this application have been enhanced with information not provided by REIN. Such enhancements may include information obtained from Zillow Inc. and other third-party or publicly available sources and are not part of the Listing Data provided by REIN.

Frequently asked questions about 3749 Chesapeake Ave

  • What is 3749 Chesapeake Ave estimated to be worth?
    Trulia's estimated value for 3749 Chesapeake Ave in Hampton, VA is $496,800.
  • Is Hampton a buyer's or seller's market?
    Hampton is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Hampton?
    The median sale price in Hampton is $285K. That is up $1.33K from the prior month.
  • What do residents say about the Downtown neighborhood?
    Residents describe the Downtown neighborhood in Hampton, VA as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Downtown, Hampton.
  • Does 3749 Chesapeake Ave have air conditioning?
    Yes, 3749 Chesapeake Ave in Hampton, VA has air conditioning.
  • Does 3749 Chesapeake Ave have laundry facilities?
    Yes, 3749 Chesapeake Ave in Hampton, VA has laundry facilities.

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