Is a car needed in Deep Creek South, Chesapeake, VA?

As of early 2026, 98% of users say car is needed

Are yards well-kept in Deep Creek South, Chesapeake, VA?

As of early 2026, 95% of users say yards are well-kept

Is Deep Creek South, Chesapeake, VA dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Is parking easy in Deep Creek South, Chesapeake, VA?

As of early 2026, 90% of users say parking is easy

Does Deep Creek South, Chesapeake, VA show holiday spirit?

As of early 2026, 86% of users say there's holiday spirit

Do kids play outside in Deep Creek South, Chesapeake, VA?

As of early 2026, 80% of users say kids play outside

Would people walk alone at night in Deep Creek South, Chesapeake, VA?

As of early 2026, 77% of users say people would walk alone at night

Is Deep Creek South, Chesapeake, VA quiet?

As of early 2026, 76% of users say it's quiet

Is there wildlife in Deep Creek South, Chesapeake, VA?

As of early 2026, 74% of users say there's wildlife

Are neighbors friendly in Deep Creek South, Chesapeake, VA?

As of early 2026, 65% of users say neighbors are friendly

Do residents of Deep Creek South, Chesapeake, VA plan to stay at least 5 years?

As of early 2026, 55% of users say they plan to stay for at least 5 years

Are the streets well-lit in Deep Creek South, Chesapeake, VA?

As of early 2026, 53% of users say streets are well-lit

Are there community events in Deep Creek South, Chesapeake, VA?

As of early 2026, 41% of users say there are community events

Does Deep Creek South, Chesapeake, VA have sidewalks?

As of early 2026, 35% of users say there are sidewalks

Is Deep Creek South, Chesapeake, VA walkable to grocery stores?

As of early 2026, 26% of users say it's walkable to grocery stores

Is Deep Creek South, Chesapeake, VA walkable to restaurants?

As of early 2026, 13% of users say it's walkable to restaurants

OFF MARKET

2222 Chesterfield Loop
Chesapeake, VA 23323

Deep Creek South

5 Beds
3 Baths
3,206 sqft (on 0.33 acres)

$633,300

Trulia Estimate

as of Jul 5, 2026

Est. Refi. Payment $3,662/mo*

Refinance Your Home

$633,300

Trulia Estimate

as of Jul 5, 2026

Est. Refi. Payment $3,662/mo*

Refinance Your Home

5 Beds

3 Baths

3,206 sqft

(on 0.33 acres)

Local Information

Map ViewExplore the area around 2222 Chesterfield Loop.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Expansive 5-bedroom home on a large corner lot, featuring a grand two-story foyer with custom tile, formal living room, formal dining room, open-design kitchen & great room. Eat-in kitchen features gas range and granite counters. Great room features gas fireplace, vaulted ceiling, and a veritable two-story wall of windows looking into the back yard. Just off the great room is a study/bedroom and a full bathroom. Upstairs, the large primary bedroom has vaulted ceilings, huge updated bathroom with double-vanity, jetted tub, and tiled shower.

2222 Chesterfield Loop, Chesapeake, VA 23323 is a 5 bedroom, 3 bathroom, 3,206 sqft single-family home in Deep Creek South, built in 1997. It last sold for $512,500 on Aug 20, 2021. It is currently off market. The Trulia Estimate is $633,300, with a rent estimate of $3,774/month.

Home Highlights

Parking

Garage

Outdoor

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 2222 Chesterfield Loop

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Hardwood
Interior Details Number of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, PantryCeiling Fan
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls Double Paned Windows
Security Security System

Exterior Features
Exterior Home Features Roof: Other, Shake ShingleDeckExterior: Vinyl, BrickFoundation Type: OtherLawnSprinkler System
Parking & Garage GarageParking Spaces: 4Parking: Garage Attached, Off Street

Property Information
Year Built Year Built: 1997
Property Type / Style Property Type: Single Family HomeArchitecture: Modern

Community
Units in Building: 1

Lot Information
Lot Area: 0.33 acres

Price History for 2222 Chesterfield Loop

Date	Price	Event	Source
08/20/2021	$512,500	Sold	N/A
Recording Date 08/20/2021 Contract Date 08/17/2021 County Transfer Tax N/A Total Transfer Tax N/A
07/29/2021	$510,000	Pending	Long & Foster Broker Feed #10386433

07/29/2021	$510,000	Contingent	REIN Inc. #10386433

06/24/2021	$510,000	Listed For Sale	REIN Inc. #10386433

01/31/2014	$300,000	Sold	N/A
Recording Date 01/31/2014 Contract Date 01/18/2014 County Transfer Tax N/A Total Transfer Tax N/A
10/16/2013	$294,000	Listed For Sale	Agent Provided

04/08/2004	$297,000	Sold	N/A
Recording Date 04/08/2004 Contract Date 01/05/2004 County Transfer Tax N/A Total Transfer Tax N/A
07/11/2002	$250,000	Sold	N/A
Recording Date 07/11/2002 Contract Date 06/26/2002 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chesapeake

Last updated May 2026

Avg. sale price

$386K

$3.67KMoM

Sale-to-List Price

100.0%

Price per sq ft

$213

$3MoM

Available listings

909

54MoM

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Property Tax and Assessment

Year	2025
Tax	$5,601
Assessment	$554,600

Home facts updated by county records

Comparable Sales for 2222 Chesterfield Loop

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
908 Artisan Ave, Chesapeake, VA	0.08	Single-Family Home	$606,000	09/24/25	5	2.5	2,728
2601 Sawtooth Cir, Chesapeake, VA	0.27	Single-Family Home	$525,000	06/15/26	5	2.5	2,926
2616 Pitchback Ln, Chesapeake, VA	0.32	Single-Family Home	$620,000	06/24/26	5	3.5	2,891
2803 Bedstone Cir, Chesapeake, VA	0.60	Single-Family Home	$610,000	06/02/26	5	4	2,989
402 Undershot Ct, Chesapeake, VA	0.63	Single-Family Home	$440,000	03/04/26	5	2.5	2,800
509 Lake Crest Dr, Chesapeake, VA	0.60	Single-Family Home	$450,000	12/12/25	4	2.5	2,088
2130 Chesterfield Loop, Chesapeake, VA	0.22	Single-Family Home	$554,000	03/10/26	5	3	2,549
613 Erin Ln, Chesapeake, VA	0.73	Single-Family Home	$505,000	03/10/26	4	2.5	2,161
2605 Pitchback Ln, Chesapeake, VA	0.27	Single-Family Home	$595,000	03/06/26	5	3	3,026
317 Sawyers Mill Xing, Chesapeake, VA	0.26	Single-Family Home	$520,000	06/30/26	4	2.5	2,710

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
SEP 24, 2025
$606,000
5 bd
2.5 ba
2,728 sqft
908 Artisan Ave,
Chesapeake, VA 23323
FOR SALE
3D VIEW
$690,000
5 bd
3.5 ba
3,670 sqft
803 Gresham Way,
Chesapeake, VA 23323
SOLD
MAR 10, 2026
$554,000
5 bd
3 ba
2,549 sqft
2130 Chesterfield Loop,
Chesapeake, VA 23323
SOLD
JUN 30, 2026
$520,000
4 bd
2.5 ba
2,710 sqft
317 Sawyers Mill Xing,
Chesapeake, VA 23323
SOLD
MAR 6, 2026
$595,000
5 bd
3 ba
3,026 sqft
2605 Pitchback Ln,
Chesapeake, VA 23323
SOLD
JUN 15, 2026
$525,000
5 bd
2.5 ba
2,926 sqft
2601 Sawtooth Cir,
Chesapeake, VA 23323
SOLD
JUN 24, 2026
$620,000
5 bd
3.5 ba
2,891 sqft
2616 Pitchback Ln,
Chesapeake, VA 23323
FOR SALE
$653,900
5 bd
3 ba
2,500 sqft
2116 Cedar Rd,
Chesapeake, VA 23323
SOLD
OCT 16, 2025
$290,000
2 bd
1 ba
1,080 sqft
913 West Rd,
Chesapeake, VA 23323
SOLD
JUN 25, 2026
$555,000
4 bd
2.5 ba
2,781 sqft
541 Lake Crest Dr,
Chesapeake, VA 23323
COMING SOON
0.25 ACRES
$515,000
4 bd
2.5 ba
2,018 sqft
801 Winter King Ct,
Chesapeake, VA 23323
SOLD
APR 7, 2026
$445,000
3 bd
2.5 ba
1,700 sqft
808 Winter King Ct,
Chesapeake, VA 23323

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Additional Cost

Assigned Schools

These are the assigned schools for 2222 Chesterfield Loop.

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

Deep Creek South

64 Homes For You
Buy: $65k - $3.54m

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
Resident
1mo ago
"Low stress area. Convenient location. Could use more restaurants. Over all the schools are awesome and the community is supportive. "
0
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Kaylermeg
Resident
1y ago
"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
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Trulia User
Resident
3y ago
"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
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Trulia User
Resident
4y ago
"great neighborhood and it is highly recommended. this is a great place to live and you will enjoy it. "
0
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Trulia User
Visitor
4y ago
"There is a nice long path running along the length of the dismal swamp that would be great for walking dogs. "
2
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Trulia User
Resident
4y ago
"wonderful location to raise children. great schools and the best parks. love watching the boats go by. would recommend this area to anyone. "
0
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Trulia User
Resident
5y ago
"great area! very family friendly and the best schools. I would recommend this area for big families. "
0
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Cgraes
Resident
6y ago
"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
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Christy R.
Resident
6y ago
"Dogs are a welcomed part of this community, I always see people walking their dogs, but I never see any droppings!!! "
3
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Leaosc
Resident
6y ago
"Large dog friendly community. Some owners don’t know how to pick up after their furry family members. That makes it frustrating."
2
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Sayhelo
Resident
7y ago
"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
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Ddaniels36
Resident
7y ago
"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
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Sheldongreg
Resident
7y ago
"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
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Michael S. S. (.
Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"We love our neighborhood. It’s quiet and clean. It has two playgrounds, a pond and plenty of walking trails. "
2
Flag
Sayhelo
Resident
7y ago
"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
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Sayhelo
Resident
7y ago
"Many new homes with small children. Great schools, close to shopping,tech college, A nice variety for eating out"
0
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Megan m.
Resident
7y ago
"I have lived in the area for 10 years Have seen lots of wildlife Friendly neighbors And easy to get around"
2
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Yunilda B.
Resident
8y ago
"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
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Sasha_The_Great
Resident
8y ago
"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
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