14 Upton Cir, Chesapeake, VA 23320
OFF MARKET

14 Upton Cir
Chesapeake, VA 23320

Indian River
  • 3 Beds
  • 3 Baths
  • 1,308 sqft

$289,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,746/mo*
Refinance Your Home

$289,500

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,746/mo*
Refinance Your Home
3 Beds
3 Baths
1,308 sqft

Local Information

  • Map ViewExplore the area around 14 Upton Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1986
Living Area
1,308 sqft
Price/Sqft
$221
Parking
Garage

About this House

This townhouse is located at 14 Upton Cir, Chesapeake, VA. 14 Upton Cir is in the Indian River neighborhood in Chesapeake, VA and in ZIP code 23320. This property has 3 bedrooms, 3 bathrooms and approximately 1,308 sqft of floor space. This property has a lot size of 3310 sqft and was built in 1986.
14 Upton Cir, Chesapeake, VA 23320 is a 3 bedroom, 3 bathroom, 1,308 sqft townhouse in Indian River, built in 1986. It last sold for $215,000 on Aug 10, 2022. It is currently off market. The Trulia Estimate is $289,500, with a rent estimate of $2,114/month.

Home Details for 14 Upton Cir

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 5Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylFoundation Type: Slab
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1986Year Updated: 2022
Property Type / Style
Property Type: TownhouseArchitecture: Other

Lot Information

Lot Area: 3310 sqft

Price History for 14 Upton Cir

DatePriceEventSource
08/10/2022$215,000Sold
N/A
06/24/2022$199,900ContingentREIN Inc. #10443136
06/23/2022$199,900Listed For SaleREIN Inc. #10443136
03/12/2016$152,000Sold
N/A
01/12/2015$152,000Sold
N/A
12/06/2014$159,700Listed For SaleAgent Provided
08/03/2012$140,900Sold
N/A
06/02/2012$140,900Listed For SaleAgent Provided
11/15/2004$116,000Sold
N/A

Market trends in Indian River

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$310K
$5.67KMoM
Sale-to-List Price
100.4%
0.2%MoM
Price per sq ft
$204
$5MoM
Available listings
91
3MoM
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Property Tax and Assessment

Year2025
Tax$2,539
Assessment$251,400
Home facts updated by county records

Comparable Sales for 14 Upton Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2002 Paramont Ave, Chesapeake, VA
0.04
Townhouse
$331,000
08/28/25
3
2.5
1,632
11 Penzance Cir, Chesapeake, VA
0.10
Townhouse
$279,000
03/06/26
3
1.5
1,300
2 Seaton Cir, Chesapeake, VA
0.12
Townhouse
$265,000
03/24/26
3
3
1,506
12 Glouchester Cir, Chesapeake, VA
0.14
Townhouse
$325,000
07/17/26
3
2.5
1,558
5 Lydney Cir, Chesapeake, VA
0.26
Townhouse
$175,000
07/29/26
3
1.5
1,428
1844 Woodgate Arch, Chesapeake, VA
0.40
Townhouse
$272,000
08/28/25
2
2.5
1,256
1914 Devonwood Cmn, Chesapeake, VA
0.31
Townhouse
$230,000
09/01/25
2
1.5
1,028
8 Upton Cir, Chesapeake, VA
0.02
Townhouse
$257,000
10/07/25
3
1.5
1,275
1 Romsey Cir, Chesapeake, VA
0.11
Townhouse
$300,000
02/20/26
3
2.5
1,300
12 Romsey Cir, Chesapeake, VA
0.15
Townhouse
$311,000
06/01/26
3
2.5
1,248

Nearby homes

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Assigned Schools

These are the assigned schools for 14 Upton Cir.
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

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

What Locals Say about Indian River

At least 258 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 82 % Say it's dog friendly

  • 75 % Say parking is easy

  • 75 % Say kids play outside

  • 74 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 55 % Say streets are well-lit

  • 54 % Say neighbors are friendly

  • 51 % Say people would walk alone at night

  • 47 % Say they plan to stay for at least 5 years

  • 46 % Say there are sidewalks

  • 41 % Say there's wildlife

  • 32 % Say it's walkable to restaurants

  • 32 % Say it's walkable to grocery stores

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Evangalawton.agiwc
    "I have lived in this neighborhood for about 3 years and it’s friendly and open for the most part. Very few issues here."
    0
    Flag
  • Jyroaz06
    "I’ve lived here for two years. There plenty of things to do with your family. I love it here. I’ll will definitely recommend Chesapeake, VA to my family, and friends."
    0
    Flag
  • Jyroaz06
    "Easy to travel in the roads, no traffic jams. You barely hear any police activity in the neighborhood."
    0
    Flag
  • Karen
    "A lot of families in our neighborhood. No sidewalks and streets are skinny but alot of parents with kids on bikes and dog walkers. Great neighborhood. Love it. "
    0
    Flag
  • Karen
    "Lived here all my 63 years of life. Love it here. A lot of kids riding bikes. Families at the many parks. "
    0
    Flag
  • Tyreed777
    "i’ve loved in this neighborhood for about 20 years. i love this neighborhood, it’s relatively quiet and i love going on walks around the neighborhood. everyone is friendly!"
    0
    Flag
  • Trulia User
    "Everyone is very friendly. And everything that you may need, its right around the corner, including the interstate. Right in the middle of Chesapeake, the heart of Virginia. "
    1
    Flag
  • Trulia User
    "Some bark constantly due to being left outside often early morning and later evening but everywhere most pick up after their dog but you have the exception "
    5
    Flag
  • Trulia User
    "The neighborhood is very dog friendly and they also have breeders available to. Plenty of dog parks."
    0
    Flag
  • Trulia User
    "I don't live in that area, I live in Chesapeake, it's just gotten expensive to live here. I'm looking for a nice neighborhood in Norfolk, I like to look at the crime rate while I'm visiting this site. my neighborhood is safe, and friendly, with lots of dogs but folks take care of their pets"
    2
    Flag
  • N'kosi P.
    "Tons of trails to walk your dogs on and most have doggy bags attached to posts at the start of trails"
    2
    Flag
  • Trulia User
    "This a dog friendly neighborhood. Pups will love the doggie park along with the friendly owner. Clean neighborhood considering the amount of dogs whom live here. "
    2
    Flag
  • Helen B.
    "This is a very quiet kid freindly neighborhood , the schools are great.the neighborhood is mixed as far as race.Everyone would help if needed.From what I have heard the schools are great for this area.Propertys are well kept and I have seen people pick up after there animals when neccisary."
    8
    Flag
  • Shelby.appleman
    "I work at naval station Oceana and my drive is only about 20 minutes every morning. It is only approximately 20 minutes away from naval station Norfolk as well. "
    5
    Flag
  • Lorenzo W.
    "I was just visiting but the area looks fine the people an theirs pets was awesome The dogs wasn't to scary for my youngest children "
    1
    Flag
  • Jason P.
    "Block party a few times in summer. Trick or treat is awesome. Quiet neighborhood almost every day of the year. "
    2
    Flag
  • Kat3869
    "All the neighbors are very sweet. A lot of us get together on July 4th. There’s lot of children and all the kids play together. All around nice neighborhood. "
    1
    Flag
  • Arghpiratejen
    "I feel safe and happy here. I don’t know of much events though but being there is a pool and clubhouse I imagine there are things "
    0
    Flag
  • Nadia B.
    "I've lived in this neighborhood for 7 years. I think the neighbors are nice and if you need them they are there. The location is prime with all schools sk your child can go from Prek to graduating all in one area. "
    21
    Flag
  • Ejsuggs
    "The people are very friendly to their neighbors and surrounding. It is a very nice neighborhood to raise your family."
    0
    Flag
  • Jodywilliams.hokie
    "This is a transition neighborhood. Older homes, some in good shape, some not so good. new home being built but with very small yards."
    1
    Flag
  • Robert Pretlow
    "Ive lived in Norfolk Highlands my whole life. Love the area. Love the people around here. Convenience is great love the apartment and ready to move in"
    5
    Flag
  • Tanisha W. .
    "We are centrally located to the the major highways and public transportation. Great neighborhood, friendly neighbors and great shopping nearby. "
    0
    Flag
  • johnnycab23513
    "I just moved into the neighborhood December 29th. It is quiet and the streets are well lit. The neighbors seem nice, and I am looking forward to becoming acquainted when it warms up. The house I bought is great!"
    10
    Flag
  • Sandra M.
    "People walk their dogs all the time and any lost dogs get taken in by the neighbors and the community searches out the owners."
    1
    Flag
  • Real T.
    "nothing it is too close together, no sidewalks. I plan to move from here in the next 2 years. There is nothing special about this neighborhood. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 14 Upton Cir

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Off Market Homes Near 14 Upton Cir

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Frequently asked questions about 14 Upton Cir

  • What is 14 Upton Cir estimated to be worth?
    Trulia's estimated value for 14 Upton Cir in Chesapeake, VA is $289,500.
  • What is the price history for 14 Upton Cir?
    14 Upton Cir in Chesapeake, VA last sold for $215,000 in August 2022.
  • Is Chesapeake a buyer's or seller's market?
    Chesapeake is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chesapeake?
    The median sale price in Chesapeake is $310K. That is up $5.67K from the prior month.
  • Does 14 Upton Cir have air conditioning?
    Yes, 14 Upton Cir in Chesapeake, VA has air conditioning.
  • Does 14 Upton Cir have a pool?
    Yes, 14 Upton Cir in Chesapeake, VA has a pool.