2149 Chesterfield Loop, Chesapeake, VA 23323
OFF MARKET

$615,300

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,123 sqft (on 0.33 acres)

2149 Chesterfield Loop, Chesapeake, VA 23323

Deep Creek South
Est. Refi. Payment $3,599/mo*
Refinance Your Home
Currently Off Market - Sold Jun 20, 2016 for $370,000

Home Value

Trulia Estimate
$615K
Since last month
Decreased$5K (-0.7%)
Since last year
Increased$14K (+2.4%)
Since last sale
Increased$243K (+65.5%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$613K
July 2026$617K
June 2026$624K
May 2026$618K
April 2026$614K
March 2026$610K
February 2026$600K
January 2026$597K
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
908 Artisan Ave, Chesapeake, VA
0.29
Single-Family Home
$606,000
09/24/25
5
2.5
2,728
2601 Sawtooth Cir, Chesapeake, VA
0.37
Single-Family Home
$525,000
06/15/26
5
2.5
2,926
402 Undershot Ct, Chesapeake, VA
0.55
Single-Family Home
$440,000
03/04/26
5
3
2,789
2616 Pitchback Ln, Chesapeake, VA
0.38
Single-Family Home
$620,000
06/24/26
5
3.5
2,891
2803 Bedstone Cir, Chesapeake, VA
0.62
Single-Family Home
$610,000
06/02/26
5
4
2,989
2130 Chesterfield Loop, Chesapeake, VA
0.13
Single-Family Home
$554,000
03/10/26
5
3
2,549
509 Lake Crest Dr, Chesapeake, VA
0.64
Single-Family Home
$450,000
12/12/25
4
2.5
2,088
2016 Sunset Maple Ln, Chesapeake, VA
0.66
Single-Family Home
$480,150
08/20/26
4
2.5
2,390
2605 Pitchback Ln, Chesapeake, VA
0.32
Single-Family Home
$595,000
03/06/26
5
3
3,026
408 Mallet Way, Chesapeake, VA
0.80
Single-Family Home
$550,000
07/30/26
5
2.5
2,379

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
807 Gresham Way, Chesapeake, VA 23323
0.09
$610,000
5
2.5
3,188
For Sale
2130 Chesterfield Loop, Chesapeake, VA 23323
0.13
$554,000
5
3
2,549
Recently Sold
803 Gresham Way, Chesapeake, VA 23323
0.11
$669,000
5
3.5
3,670
For Sale
908 Artisan Ave, Chesapeake, VA 23323
0.29
-
5
2.5
2,728
Off Market
2605 Pitchback Ln, Chesapeake, VA 23323
0.32
$595,000
5
3
3,026
Recently Sold
2616 Pitchback Ln, Chesapeake, VA 23323
0.38
$620,000
5
3.5
2,891
Recently Sold
2601 Sawtooth Cir, Chesapeake, VA 23323
0.37
$525,000
5
2.5
2,926
Recently Sold
317 Sawyers Mill Xing, Chesapeake, VA 23323
0.38
$520,000
4
2.5
2,710
Recently Sold
541 Lake Crest Dr, Chesapeake, VA 23323
0.49
$555,000
4
2.5
2,781
Recently Sold
2116 Cedar Rd, Chesapeake, VA 23323
0.58
$647,499
5
3
2,500
For Sale
509 Lake Crest Dr, Chesapeake, VA 23323
0.64
$450,000
4
2.5
2,088
Recently Sold
913 West Rd, Chesapeake, VA 23323
0.60
-
2
1
1,080
Off Market

Local Information

  • Map ViewExplore the area around 2149 Chesterfield Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.33 acres
Living Area
3,123 sqft
Price/Sqft
$197
Parking
Garage

About this House

This single-family home is located at 2149 Chesterfield Loop, Chesapeake, VA. 2149 Chesterfield Loop is in the Deep Creek South neighborhood in Chesapeake, VA and in ZIP code 23323. This property has 5 bedrooms, 3 bathrooms and approximately 3,123 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1999.
2149 Chesterfield Loop, Chesapeake, VA 23323 is a 5 bedroom, 3 bathroom, 3,123 sqft single-family home in Deep Creek South, built in 1999. It last sold for $370,000 on Jun 20, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $615,300, with a rent estimate of $3,713/month.

Home Details for 2149 Chesterfield Loop

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 9Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposal
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Laminate
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylFoundation Type: OtherSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Jun 20, 2016
Source: N/A
Sold
$370,000
May 10, 2016
Source: Agent Provided
PendingToActive
$375,000
May 10, 2016
Source: Agent Provided
Pending
$375,000
Apr 28, 2016
Source: Agent Provided
Listed For Sale
$375,000
Aug 13, 1999
Source: N/A
Sold
$192,500

Market trends in Deep Creek South

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$496K
Sale-to-List Price
—
Price per sq ft
$218
Available listings
48
7MoM

Around this home

Neighborhood Overview

Deep Creek South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deep Creek South

At least 81 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 95 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 90 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 74 % Say there's wildlife

  • 65 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 41 % Say there are community events

  • 35 % Say there are sidewalks

  • 26 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Sonya Cunningham
    "Low stress area. Convenient location. Could use more restaurants. Over all the schools are awesome and the community is supportive. "
    0
    Flag
  • Kaylermeg
    "Halloween is soo much fun! Everyone hangs out in their garages and makes it extra special for all of the kids with fun drinks and snacks, they usually have a DJ too! Usually there is a neighborhood bar crawl in the summer!"
    2
    Flag
  • Trulia User
    "I lived in this neighborhood for two years now. The Folks are very friendly. The neighborhood is very pet friendly and well suited for family."
    1
    Flag
  • Trulia User
    "great neighborhood and it is highly recommended. this is a great place to live and you will enjoy it. "
    0
    Flag
  • Trulia User
    "There is a nice long path running along the length of the dismal swamp that would be great for walking dogs. "
    2
    Flag
  • Trulia User
    "wonderful location to raise children. great schools and the best parks. love watching the boats go by. would recommend this area to anyone. "
    0
    Flag
  • Trulia User
    "great area! very family friendly and the best schools. I would recommend this area for big families. "
    0
    Flag
  • Cgraes
    "This is a safe, quiet, and a great place for families. The tolls and traffic are the downers. Very congested considering tons of communities connected to two main low capacity roads available."
    2
    Flag
  • Christy R.
    "Dogs are a welcomed part of this community, I always see people walking their dogs, but I never see any droppings!!! "
    3
    Flag
  • Leaosc
    "Large dog friendly community. Some owners don’t know how to pick up after their furry family members. That makes it frustrating."
    2
    Flag
  • Sayhelo
    "I love my neighbors, and the people who live here. Good schools, nice shops, clean here. I have many food stores to choose from and other shops. The only thing I don’t like is the tolls, and the large amount of gun shot I hear in this area, which I guess is for control of wild life in the area."
    6
    Flag
  • Ddaniels36
    "We have lived in this neighborhood for 20 years. My children grew to be smart and strong here, and they had many friends. The schools are great and the teachers are wonderful. The neighbors are kind and caring. Our jobs are taking us to another state, but we will always treasure the memories and friends we have made here in this safe and secure neighborhood."
    0
    Flag
  • Sheldongreg
    "People walk they’re Dogs regularly on a leash and pick up any waste as the dog leaves it. There’s a waste can especially for Dog Waste while on your walk with your Dog. It’s very pleasant in my neighborhood to walk the Dog."
    2
    Flag
  • Michael S. S. (.
    "Neighborhood park and community pool. Meetings and holiday gatherings, parties, festivals, hay rides, parades and night out activities keep this diverse community connected."
    1
    Flag
  • Sayhelo
    "There are many folks with dogs, horses. I have also seen people with Gooses,and one guy who walks his chickens around the neighborhood. Never a problem with people who complain about others animals."
    4
    Flag
  • Mary-elizabeth H.
    "We love our neighborhood. It’s quiet and clean. It has two playgrounds, a pond and plenty of walking trails. "
    2
    Flag
  • Sayhelo
    "They have a really nice school system, although the new bridge was built, the toll is a little Steep. We don’t have much shopping on this side of the bridge . We have a few food stores, Walmart, food loin, but we need a place that will offer fresh fruit, and vegetables. "
    0
    Flag
  • Sayhelo
    "Many new homes with small children. Great schools, close to shopping,tech college, A nice variety for eating out"
    0
    Flag
  • Megan m.
    "I have lived in the area for 10 years Have seen lots of wildlife Friendly neighbors And easy to get around"
    2
    Flag
  • Yunilda B.
    "Love this neighborhood. It’s peaceful, beautiful, friendly and good for raising kids. I wish has more restaurants around so we can have options for dining. "
    4
    Flag
  • Sasha_The_Great
    "Loveeeeee my community! It’s very friendly and quiet. They are always having fun community events at the pool and club house. You will love this sought after friendly neighborhood. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2149 Chesterfield Loop

  • What is 2149 Chesterfield Loop estimated to be worth?
    Trulia's estimated value for 2149 Chesterfield Loop in Chesapeake, VA is $615,300.
  • What is the price history for 2149 Chesterfield Loop?
    2149 Chesterfield Loop in Chesapeake, VA last sold for $370,000 in June 2016.
  • 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 $496K.
  • Does 2149 Chesterfield Loop have air conditioning?
    Yes, 2149 Chesterfield Loop in Chesapeake, VA has air conditioning.
  • How big is the lot at 2149 Chesterfield Loop?
    The lot at 2149 Chesterfield Loop in Chesapeake, VA is about 0.33 acres (14,374 sq ft).

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Off Market Homes Near 2149 Chesterfield Loop

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