2208 Jester Ct, Chesapeake, VA 23321
OFF MARKET

2208 Jester Ct
Chesapeake, VA 23321

Western Branch South
  • 3 Beds
  • 2 Baths
  • 1,445 sqft (on 0.53 acres)

$329,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $1,953/mo*
Refinance Your Home

$329,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $1,953/mo*
Refinance Your Home
3 Beds
2 Baths
1,445 sqft
(on 0.53 acres)

Local Information

Map showing home location
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Commute Destination

Description

This single-family home is located at 2208 Jester Ct, Chesapeake, VA. 2208 Jester Ct is in the Western Branch South neighborhood in Chesapeake, VA and in ZIP code 23321. This property has 3 bedrooms, 2 bathrooms and approximately 1,445 sqft of floor space. This property has a lot size of 0.53 acres and was built in 1963.
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.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 2208 Jester Ct

Interior Features

Heating & Cooling
Heating: Other, OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.53 acres

Price History for 2208 Jester Ct

DatePriceEventSource
06/02/1998$90,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$3,366
Assessment$333,300
Home facts updated by county records

Comparable Sales for 2208 Jester Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2260 Capri Cir, Chesapeake, VA
0.06
Single-Family Home
$351,000
12/10/25
3
1.5
1,312
2152 Armada Dr, Chesapeake, VA
0.28
Single-Family Home
$415,000
05/14/26
3
2
1,750
2161 Armada Dr E, Chesapeake, VA
0.25
Single-Family Home
$420,000
08/22/25
4
2
1,850
4201 Nina Dr, Chesapeake, VA
0.45
Single-Family Home
$342,000
06/04/25
3
2
1,485
4232 Valencia Rd, Chesapeake, VA
0.45
Single-Family Home
$363,000
02/20/26
3
2
2,100
4116 Coffman Blvd, Chesapeake, VA
0.49
Single-Family Home
$395,000
09/04/25
3
2
1,600
2169 Armada Dr E, Chesapeake, VA
0.21
Single-Family Home
$335,000
02/19/26
4
3
2,400
4108 Santa Maria Dr, Chesapeake, VA
0.51
Single-Family Home
$399,000
05/18/26
3
2
1,391
3933 Chadswyck Rd, Chesapeake, VA
0.70
Single-Family Home
$370,000
05/20/26
3
2
1,425
4113 Pinta Dr, Chesapeake, VA
0.53
Single-Family Home
$360,000
07/10/25
3
2
1,221

Nearby homes

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Assigned Schools

These are the assigned schools for 2208 Jester Ct.
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

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

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2208 Jester Ct, Chesapeake, VA 23321 is a 3 bedroom, 2 bathroom, 1,445 sqft single-family home built in 1963. 2208 Jester Ct is located in Western Branch South, Chesapeake. This property is not currently available for sale. 2208 Jester Ct was last sold on Jun 2, 1998 for $90,500. The current Trulia Estimate for 2208 Jester Ct is $329,400.