5000 Oriole Dr, Chesapeake, VA 23321
OFF MARKET

$737,200

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,653 sqft (on 11.27 acres)

5000 Oriole Dr, Chesapeake, VA 23321

Western Branch South
Est. Refi. Payment $4,359/mo*
Refinance Your Home
Currently Off Market - Sold Feb 22, 2002 for $290,000

Home Value

Trulia Estimate
$737K
Since last month
Decreased$4K (-0.5%)
Since last year
Increased$15K (+2.1%)
Since last sale
Increased$449K (+154.9%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$739K
August 2026$739K
July 2026$743K
June 2026$747K
May 2026$738K
April 2026$722K
March 2026$724K
February 2026$712K
January 2026$693K
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
1705 Condor Lndg, Chesapeake, VA
0.37
Single-Family Home
$552,500
10/02/25
4
3.5
2,647
1701 Larkwood Ct, Chesapeake, VA
0.58
Single-Family Home
$650,000
12/03/25
5
3.5
3,300
4827 Condor Dr, Chesapeake, VA
0.29
Single-Family Home
$550,000
06/10/26
3
3
2,511
4721 Lake Shore Dr, Chesapeake, VA
0.43
Single-Family Home
$589,500
08/25/26
4
2.5
2,582
1527 Jolliff Rd, Chesapeake, VA
0.90
Single-Family Home
$565,000
12/15/25
4
3.5
3,678
1501 Barn Swallow Ct, Chesapeake, VA
0.51
Single-Family Home
$607,500
02/02/26
4
2.5
2,846
4808 Oriole Dr, Chesapeake, VA
0.34
Single-Family Home
$485,000
04/09/26
4
2
2,100
4737 Condor Dr, Chesapeake, VA
0.48
Single-Family Home
$600,000
08/03/26
4
3
2,350
5521 White Swallow Way, Chesapeake, VA
0.49
Single-Family Home
$555,000
07/20/26
4
2.5
2,238
4700 Condor Dr, Chesapeake, VA
0.65
Single-Family Home
$550,000
08/17/26
4
4
3,067

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
4936 Oriole Dr, Chesapeake, VA 23321
0.09
$520,000
4
2.5
2,378
For Sale
4827 Condor Dr, Chesapeake, VA 23321
0.29
$550,000
3
3
2,511
Recently Sold
4808 Oriole Dr, Chesapeake, VA 23321
0.34
$485,000
4
2
2,100
Recently Sold
1705 Condor Lndg, Chesapeake, VA 23321
0.37
$572,200
4
3.5
2,647
Off Market
The Poppy, Chesapeake, VA 23321
0.40
$534,900+
5
3
2,427
-
The Azalea, Chesapeake, VA 23321
0.40
$589,900+
5
3.5
3,016
-
The Freesia, Chesapeake, VA 23321
0.40
$584,900+
3
3
2,867
-
The Marigold, Chesapeake, VA 23321
0.40
$579,900+
3
3
2,703
-
The Tulip, Chesapeake, VA 23321
0.40
$599,900+
5
4.5
3,116
-
The Marigold Multigen, Chesapeake, VA 23321
0.40
$658,930+
4
4
3,237
-
The Persimmon, Chesapeake, VA 23321
0.40
$549,900+
4
2.5
2,619
-
The Currant, Chesapeake, VA 23321
0.40
$539,900+
3
2.5
2,235
-

Local Information

  • Map ViewExplore the area around 5000 Oriole Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
11.27 acre lot
3,653 sqft
$202/sqft
Garage

About this House

This single-family home is located at 5000 Oriole Dr, Chesapeake, VA. 5000 Oriole Dr is in the Western Branch South neighborhood in Chesapeake, VA and in ZIP code 23321. This property has 5 bedrooms, 4 bathrooms and approximately 3,653 sqft of floor space. This property has a lot size of 11.27 acres and was built in 2002.
5000 Oriole Dr, Chesapeake, VA 23321 is a 5 bedroom, 4 bathroom, 3,653 sqft single-family home in Western Branch South, built in 2002. It last sold for $290,000 on Feb 22, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $737,200, with a rent estimate of $4,014/month.

Home Details for 5000 Oriole Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, BrickFoundation Type: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 11.27 acres

Price and Tax history

DateEventPrice
Feb 22, 2002
Source: N/A
Sold
$290,000

Market trends in Chesapeake

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$413K
$22.8KMoM
Sale-to-List Price
100.0%
Price per sq ft
$219
$3MoM
Available listings
997
66MoM

Around this home

Neighborhood Overview

Western Branch South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Western Branch South

At least 110 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 93 % Say parking is easy

  • 85 % Say it's dog friendly

  • 84 % Say kids play outside

  • 82 % Say yards are well-kept

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 59 % Say streets are well-lit

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say neighbors are friendly

  • 49 % Say there's wildlife

  • 41 % Say there are sidewalks

  • 39 % Say there are community events

  • 22 % Say it's walkable to grocery stores

  • 16 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Our neighborhood is a hidden gem, tight bit community that offers special events for children around the holidays and random get together during the summer. It’s a great time and place to live!!!"
    0
    Flag
  • Trulia User
    "My only wish is that the Main road would have sidewalks, if it did walking to the park would be much easier."
    0
    Flag
  • Trulia User
    "Very safe and private. Neighbors care about each other! New neighborhood elementary school is nearing completion. "
    1
    Flag
  • Trulia User
    "It has been nice living here for 6 years now. It’s very quiet and my neighbors are the sweetest. We all look out for each other and our kids. Western Branch is definitely a great place to raise a family. "
    0
    Flag
  • Trulia User
    "A few years ago we did holiday events for every holiday! My favorite was Christmas Caroling door to door! This neighborhood in Chadswyck Terrace is amazing! Neighbors are always so kind, helpful, thoughtful, and friendly. Overall I have really enjoyed living here. "
    0
    Flag
  • Trulia User
    "Best neighbors ever. Everyone is friendly and looks out for one another. I feel safe here letting my kids play outside. "
    0
    Flag
  • Natenumber5
    "There are plenty of bus stops along the main road. Not far from the I64, I264, interchange, which allows for a sub 30 min drive to any shipyard. Perfect location for anyone in a trade or the military."
    1
    Flag
  • Unknownroad4me
    "The Chesapeake City Park has a dog park that is perfect for the furry friends and is surrounded by calming nature. "
    0
    Flag
  • Donnamrice
    "Great schools, great neighbors, yards are well-kept, and there are neighborhood events about 3-4 times per year. "
    1
    Flag
  • Thomas.guirkin
    "Very safe location to raise a family. Many military families in the area as well. Most are 30s/40s. Very unique neighborhood with a mix of new and older homes."
    2
    Flag
  • Thomas.guirkin
    "It’s very do friendly with plenty of sidewalks. The area is also very safe. There is so,e heavy traffic from time to time, but usually it’s pretty tame."
    0
    Flag
  • Thomas.guirkin
    "This is a great neighborhood! We are renting a house currently but are now looking to buy in this area in the next several months. It’s easy access to the interstate and traffic is manageable."
    10
    Flag
  • Thomas.guirkin
    "Very nice area with easy access to the interstate and only 30 minutes from the beach. Traffic isn’t too bad either"
    0
    Flag
  • Jennifer T.
    "This neighborhood feels safe. The children play outside together often. Neighbors tend to look out for one another. We’ve been happy living here. It’s a friendly and peaceful area to raise kids. "
    1
    Flag
  • Bryonspah
    "this neighborhood is known for the family atmosphere. very quite and shaded with the opportunity to walk your dogs along other homeowners in the neighborhood. "
    2
    Flag
  • Macsgirl
    "It is all brick homes, manicured yards, and wide roads. Very beautiful neighborhood. I have been her a year and have not experienced or heard of any crime. "
    0
    Flag
  • Eduk8u2
    "I've lived here for fifteen years, and it's the PERFECT place to raise a family! Come give Bailey's Creek a try! "
    6
    Flag
  • Marie R.
    "Its a great place for young families. Very friendly and lots of areas to meet other young couples. Community is close to 664 and 64. Has good schools! Neighbors are quite friendly and there are many families in the military in this area. "
    1
    Flag
  • Otisosei
    "great neighborhood. quite and easy to get out and walk or bike. very safe with city parks close by. community center is right outside the neighborhood and numerous shopping centers and the Chesapeake square mall is less than a quarter mile away. "
    6
    Flag
  • Kaneishaport
    "its just a friendly place to live. well kept and well maintained i love being here and i feel safe at all times..."
    3
    Flag
  • Ava D.
    "There’s a lot of dogs in this neighborhood that are usually outside so if your dog isn’t good with other dogs it might not work out"
    1
    Flag
  • Stacey J.
    "I've lived in this neighborhood for three years. It's quite and has friendly neighbors that look out for another. "
    2
    Flag
  • Carolynn W.
    "It’s a wonderful and friendly atmosphere i l have neighbors I’ve known for years and they are always asking to come over , but this area is a lot of older and young family’s "
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5000 Oriole Dr

  • What is 5000 Oriole Dr estimated to be worth?
    Trulia's estimated value for 5000 Oriole Dr in Chesapeake, VA is $737,200.
  • What is the price history for 5000 Oriole Dr?
    5000 Oriole Dr in Chesapeake, VA last sold for $290,000 in February 2002.
  • 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 $413K. That is up $22.8K from the prior month.
  • How big is the lot at 5000 Oriole Dr?
    The lot at 5000 Oriole Dr in Chesapeake, VA is about 11.3 acres.
  • Does 5000 Oriole Dr have a garage?
    Yes, 5000 Oriole Dr in Chesapeake, VA has a garage.

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