420 Regency St, Chesapeake, VA 23320
Great Room
Bedroom
OFF MARKET

$774,900

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,284 sqft

420 Regency St, Chesapeake, VA 23320

Greenbrier East
Est. Refi. Payment $4,603/mo*
Refinance Your Home

Home Value

Trulia Estimate
$775K
Since last month
Decreased$2K (-0.2%)
Since last year
Decreased$28K (-3.5%)
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 +3% in the last 10 years
MonthEstimated value
2026
August 2026$775K
August 2026$771K
July 2026$777K
June 2026$783K
May 2026$786K
April 2026$786K
March 2026$779K
February 2026$799K
January 2026$794K
2025
2024

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
413 Regency St, Chesapeake, VA
0.09
Single-Family Home
$792,752
01/20/26
5
4
3,369
620 Crestfield Dr, Chesapeake, VA
0.10
Single-Family Home
$814,550
01/05/26
4
3.5
3,555
617 Crestfield Dr, Chesapeake, VA
0.12
Single-Family Home
$725,120
01/07/26
4
3.5
2,803
411 Regency St, Chesapeake, VA
0.11
Single-Family Home
$763,240
01/15/26
4
3
3,270
1892 Bancroft Rd, Chesapeake, VA
0.23
Single-Family Home
$750,000
06/05/26
6
4
3,431
1844 Carrera Rdg, Chesapeake, VA
0.31
Single-Family Home
$720,000
03/20/26
5
3.5
3,083
1836 Carrera Rdg, Chesapeake, VA
0.33
Single-Family Home
$740,000
01/30/26
5
3.5
3,384
1732 Silverton Way, Chesapeake, VA
0.29
Single-Family Home
$826,000
06/01/26
5
4
3,512
1849 Bancroft Rd, Chesapeake, VA
0.31
Single-Family Home
$699,900
05/29/26
5
3
3,073
425 Regency St, Chesapeake, VA
0.35
Single-Family Home
$779,000
07/01/26
6
4
3,450

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
1721 Ibis Rd, Chesapeake, VA 23320
0.09
$684,600
4
3
2,591
Off Market
620 Crestfield Dr, Chesapeake, VA 23320
0.10
$814,550
4
3.5
3,555
Recently Sold
412 Regency St, Chesapeake, VA 23320
0.07
$717,800
4
3
2,842
Off Market
617 Crestfield Dr, Chesapeake, VA 23320
0.12
$725,120
4
3.5
2,803
Recently Sold
413 Regency St, Chesapeake, VA 23320
0.09
$792,752
5
4
3,369
Recently Sold
411 Regency St, Chesapeake, VA 23320
0.11
$763,240
4
3
3,270
Recently Sold
609 Shasta Dr, Chesapeake, VA 23320
0.15
$674,900
4
2.5
2,649
For Sale
1708 Ibis Rd, Chesapeake, VA 23320
0.17
$765,100
5
3
3,351
Off Market
400 Regency St, Chesapeake, VA 23320
0.17
$758,000
5
3
3,351
Off Market
1712 Bancroft Rd, Chesapeake, VA 23320
0.18
$754,000
5
4.5
3,081
Off Market
1716 Bancroft Rd, Chesapeake, VA 23320
0.18
$820,900
5
4
3,333
Off Market
1668 Teton Ct, Chesapeake, VA 23320
0.20
$599,900
4
2.5
2,243
For Sale

Local Information

  • Map ViewExplore the area around 420 Regency St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2024
3,284 sqft
$236/sqft
Garage

About this House

The Roseleigh is a buyer's favorite for a reason! The spacious 3,284 square feet holds space for five bedrooms and up to four full bathrooms. Once you walk in the door the main foyer divides the formal dining room from the study. Continue down the hall to the open-concept kitchen, great room, and extended breakfast nook with access to the covered porch. The Kitchen features a large food pantry, a gourmet island, and a butler's pantry. Additionally on the first floor is the guest suite and bathroom, the drop zone bench, and the garage access door. The spacious second level makes sure everyone in your family has their own place. To the left of this floor are three bedrooms, two full baths, and the laundry room. To the right by the spacious media room is the Owner's Suite. This beautiful room with its tray ceilings, dual walk-in closets, and attached spa-like bathroom choices with a dual sink vanity, it's the perfect spot to relax after a long day on the run. This floorplan is interactive and allows those who choose the Roseleigh to create their own oasis at home.**Please call our Online Sales Consultants at 757-550-2617 to learn more! Photos of Similar Home Shown.**
420 Regency St, Chesapeake, VA 23320 is a 5 bedroom, 4 bathroom, 3,284 sqft single-family home in Greenbrier East, built in 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $774,900, with a rent estimate of $4,062/month.
Contact this Building
Property Website
Source: Chesapeake Homes

Home Details for 420 Regency St

Interior Features

Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: Single Family HomeArchitecture: House

Exterior Features

Parking & Garage
GarageParking Spaces: 2Parking: Garage

Media

Price and Tax history

DateEventPrice
Apr 7, 2024
Source: REIN Inc. #10520151
Contingent
$749,900
Mar 20, 2024
Source: Nexus MLS #N510000000006
PriceChange
$744,900
Price decreased by 1%
Mar 19, 2024
Source: REIN Inc. #10520151
PriceChange
$749,900
Price increased by 1%
Feb 14, 2024
Source: REIN Inc. #10520151
Listed For Sale
$744,900

Market trends in Greenbrier East

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$403K
$2.08KMoM
Sale-to-List Price
100.1%
0.1%MoM
Price per sq ft
$223
$1MoM
Available listings
114
11MoM

Around this home

Neighborhood Overview

Greenbrier East
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greenbrier East

At least 321 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 88 % Say car is needed

  • 88 % Say parking is easy

  • 78 % Say there are sidewalks

  • 74 % Say it's quiet

  • 73 % Say streets are well-lit

  • 73 % Say there's holiday spirit

  • 72 % Say people would walk alone at night

  • 70 % Say yards are well-kept

  • 68 % Say kids play outside

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say it's walkable to restaurants

  • 52 % Say neighbors are friendly

  • 49 % Say it's walkable to grocery stores

  • 40 % Say there's wildlife

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sophia.anne.molina
    "Some days there is bad traffic and others it’s smooth. I find that compared to other cities it’s decent. I would describe my commute as fair compared to living in Portsmouth or Norfolk or Virginia Beacb. My commute is anywhere from 5 minutes to 35 minutes from my place of residence. That’s all I would say. "
    0
    Flag
  • Shirley Belue
    " The is a family oriented community. There are schools and parks to get walks for health. Many neighbors have dogs and cats. There are no sidewalks, just a two lane road. "
    1
    Flag
  • stampwithsharon
    "Excellent book club! Neighbors are very friendly. Quiet neighbors,nice pool. Walkable to grocery, restaurants and library. "
    0
    Flag
  • M2jfr2k9vs
    "Motor vehicles are the ultimate way to travel, they’re so convenient! I highly recommend getting or having a vehicle!!!"
    1
    Flag
  • 94zw848pdw
    "Not too bad. I get to work within 20 minutes with minimal traffic. Not sure what else to say about it"
    2
    Flag
  • Kclynncarlisle
    "Pizza party’s, barbecues, trick or treating, thanksgiving potlucks, back porch hang outs, pool party’s. "
    0
    Flag
  • Colpotitoli
    "Nice safe clean friendly close to all shopping center urgent care and other hospitals are very close "
    1
    Flag
  • Trulia User
    "There are always dogs being walked and playing in the field by my apartment with their owners. It is a very dog friendly area and the owners are polite and kind and courteous of other dogs as well as people who live around here without dogs. "
    1
    Flag
  • Trulia User
    "Great community, Friendly , quiet , kid friendly. Lived here all of my life and have never had issues or problems. "
    0
    Flag
  • Trulia User
    "I've lived here and love it I would recommend everyone to live here .I'm so ready To live in this area again "
    2
    Flag
  • Trulia User
    "There are no events at our apartment complex or the 2 next to ours. The mall is dieing. I do love the craft fair at the park. I hope next year it is bigger with more information on what our city has to offer. I miss the pow wows the park had. it is a good reminder of the Native American heritage. "
    0
    Flag
  • Trulia User
    "They would definitely not like people not picking up after their dogs They’ll love walking their dog around the neighborhood "
    0
    Flag
  • Rachelrb
    "This neighborhood is the perfect place to raise a family.It’s beautiful, safe, and extremely fun for kids! "
    13
    Flag
  • Ken L.
    "Close to everything. Very friendly people, and nice area. Schools are great. I went to Oscar Smith for a year, and while there teachers truly pushed me."
    5
    Flag
  • Sharlene R.
    "As there many dog owners in the neighbor. A lot of dog lovers within the communities. Must be careful as Bishopstokes is a race trap "
    7
    Flag
  • Littlesugarmom
    "Great area to raise kids, family oriented area. Great parks and trails. Lots to do and close proximity to everything necessary "
    1
    Flag
  • Stephaniestout94
    "Quiet neighborhood. A lot of families. Close to everything. Food entertainment , shopping, dog parks. "
    2
    Flag
  • Katelyn W.
    "There’s plenty of areas to walk your dog. Sidewalks, parks, lots of trees. Most places have fences and yards or are pet friendly apartments. "
    0
    Flag
  • Carrie J.
    "it's nice and quite yet close to anything you could possibly need or want. I have lived here for 2 years and love the area."
    4
    Flag
  • Ashley D.
    "Quiet and safe. Right next to a school and a mall which is hard to find. The cops monitor the neighbor and make sure speeding is kept to a minimum."
    12
    Flag
  • Karena P.
    "It’s a great place to live, especially if you have a young family! Great schools, and great for pets! "
    0
    Flag
  • Ash M.
    "Great neighborhood with great restaurants and shopping within 5 miles radius. Very safe with sidewalks pretty much everywhere."
    3
    Flag
  • Ahagenbucher182
    "I love this area so much. It’s such a great place to raise of family!!! :) Greenbrier East is the best! "
    0
    Flag
  • A.brown2134
    "It’s a great place to raise your family. I would recommend this area to anyone looking for a nice, friendly, quiet atmosphere "
    1
    Flag
  • Rebecca B.
    "Although there are areas to play between our patios and the white sticks indicating the golf course property, children do not play back there. The only time I’ve ever seen children play in the area that is available and allowed is wintertime when snow is on the grounds."
    0
    Flag
  • Brittany B.
    "Been around this neighborhood for a while. Very family friendly. Love the area in general. Great place to raise a family."
    3
    Flag
  • Fw
    "I love it here! Neighborhood is nice and quiet. Streets are always clean, very convenient to shopping, I always feel safe here. "
    0
    Flag
  • Don7likeu
    "This is a great place to live. There are many shops nearby and great schools. I have been here for two years and don't plan on moving to a different area any time soon."
    0
    Flag
  • Lpierce4511
    "I've loved in this neighborhood for 4 years. It's close to shopping and interstates making it easy to travel. I've always felt very safe in this area. I love the lake and walking path!"
    4
    Flag
  • Rebekah MO
    "This is a wonderful neighborhood, everyone is so friendly and close to everything! I would highly recommend this area to anyone! "
    0
    Flag
  • Rosario36@yahoo.com
    "Cooks outs, sharing info, schools, friends, scenery, hospitality, clean, pool, fun, picnics, and parties "
    0
    Flag
  • Fabian O.
    "Great area to live in. Everything you could ever need is within 10 to 15 minutes driving would recommend to anyone"
    0
    Flag
  • Marlena S.
    "Dog owners would love that 4 Paws, PetSmart, Barker and open dog parks are literally down the street"
    0
    Flag
  • Amy B.
    "My neighborhood is 100% dog friendly. People are always out walking their dogs. There is also a dog park around the corner at Chesapeake City Park "
    0
    Flag
  • KC
    "I’ve lived here for six months now, the area is great for going on runs and walks, my neighbors are friendly and the area is clean. There’s a lake nearby and plenty of shopping for anything you need within minutes of your house."
    9
    Flag
  • Gellinabaez
    "Dogs in the Greenbrier area seem to be friendly and well-trained; I never hear loud, constant barking. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 420 Regency St

  • What is 420 Regency St estimated to be worth?
    Trulia's estimated value for 420 Regency St in Chesapeake, VA is $774,900.
  • 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 $403K. That is down $2.08K from the prior month.
  • What do residents say about the Greenbrier East neighborhood?
    Residents describe the Greenbrier East neighborhood in Chesapeake, VA as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Greenbrier East, Chesapeake.
  • Does 420 Regency St have a garage?
    Yes, 420 Regency St in Chesapeake, VA has a garage.
  • Is there a virtual tour of 420 Regency St?
    Yes, a virtual tour of 420 Regency St in Chesapeake, VA is available.

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