27 Diamond Ave, Chesapeake, VA 23323
Property image
Property image
OFF MARKET

$391,100

Trulia Estimate
as of Sep 6, 2026
  • 4 Beds
  • 3 Baths
  • 2,000 sqft

27 Diamond Ave, Chesapeake, VA 23323

Deep Creek South

Home Highlights

Single-Family Home
2,000 sqft
$196/sqft

Local Information

  • Map ViewExplore the area around 27 Diamond Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this beautifully maintained 4-bedroom, 3-bath home in the heart of Chesapeake, offering the perfect mix of space, comfort, and functionality. Featuring two living levels and a convenient first-floor bedroom and full bath. With multiple living areas and plenty of natural light, there's room for everyone to relax and enjoy.

Step outside to a fully fenced backyard with wooded privacy, perfect for peaceful evenings or lively gatherings. The spacious patio creates a great setting for cookouts, outdoor dining, or simply enjoying the fresh air. Located in a desirable Chesapeake neighborhood, this home provides easy access to schools, shopping, and major roadwaysoffering both privacy and convenience.

MOVE IN MUST BE WITHIN 2 WEEKS OF PROPERTY AVAILABILITY DATE! Email us today for a showing
27 Diamond Ave, Chesapeake, VA 23323 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home in Deep Creek South. It last sold for $325,000 on Apr 4, 2022 (12,164% above the $2,650 asking price). More recently, it was listed as a rental in May 2025 with an asking price of $2,700 per month. That rental listing was removed on September 5, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $391,100, with a rent estimate of $2,911/month.

Home Details for 27 Diamond Ave

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Interior Features

Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Comparable Sales for 27 Diamond Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Diamond Ave, Chesapeake, VA
0.01
Single-Family Home
$400,000
04/29/26
4
2.5
2,000 sqft
301 Diamond Ave, Chesapeake, VA
0.17
Single-Family Home
$400,000
10/02/25
4
3
1,964 sqft
211 Diamond Ave, Chesapeake, VA
0.13
Single-Family Home
$417,000
04/24/26
3
2.5
1,850 sqft
2836 Cedar Cove Ln, Chesapeake, VA
0.22
Single-Family Home
$435,000
09/23/25
4
2.5
2,100 sqft
214 Douglas Ave, Chesapeake, VA
0.14
Single-Family Home
$363,000
03/06/26
3
2.5
1,628 sqft
228 Luray St, Chesapeake, VA
0.25
Single-Family Home
$416,000
10/17/25
4
3
2,151 sqft
315 Diamond Ave, Chesapeake, VA
0.22
Single-Family Home
$352,000
11/26/25
4
3
1,428 sqft
421 Cedar Pointe Ln, Chesapeake, VA
0.26
Single-Family Home
$425,000
10/14/25
4
2.5
2,130 sqft
211 Diamond Ave, Chesapeake, VA
0.12
Single-Family Home
$417,000
04/28/26
3
3
1,744 sqft
122 Westonia Rd, Chesapeake, VA
0.43
Single-Family Home
$400,000
01/15/26
4
2.5
2,000 sqft

Nearby homes

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Rental Market Trends in Deep Creek South

Last updated Sep 2026
Trulia Rent Estimate$2,911/mo
Average rent
$2.85K
$250MoM
Available listings
10
View rental market trends in Chesapeake, VA

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

Price and Tax history

DateEventPrice
Sep 5, 2025
Source: Zillow Rentals
ListingRemoved
$2,650
Jul 10, 2025
Source: Zillow Rentals
PriceChange
$2,650
Price decreased by 2%
May 24, 2025
Source: Zillow Rentals
Listed For Rent
$2,700
Apr 4, 2022
Source: N/A
Sold
$325,000
Mar 9, 2022
Source: RE/MAX International #10423762
Pending
$315,000

Frequently asked questions about 27 Diamond Ave

  • What is 27 Diamond Ave estimated to be worth?
    Trulia's estimated value for 27 Diamond Ave in Chesapeake, VA is $391,100.
  • What is the price history for 27 Diamond Ave?
    27 Diamond Ave in Chesapeake, VA last sold for $325,000 in April 2022.
  • 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 27 Diamond Ave have laundry facilities?
    Yes, 27 Diamond Ave in Chesapeake, VA has in-unit laundry.

Homes for rent near 27 Diamond Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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