421 Oak Gate Dr, Chesapeake, VA 23320
OFF MARKET

$388,500

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,046 sqft

421 Oak Gate Dr, Chesapeake, VA 23320

Greenbrier West
Est. Refi. Payment $2,300/mo*
Refinance Your Home
Currently Off Market - Sold Nov 10, 2014 for $190,000

Home Value

Trulia Estimate
$389K
Since last month
Increased$900 (+0.2%)
Since last year
Increased$4K (+1%)
Since last sale
Increased$198K (+104.4%)
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 +56% in the last 10 years
MonthEstimated value
2026
August 2026$388K
July 2026$387K
June 2026$394K
May 2026$391K
April 2026$385K
March 2026$382K
February 2026$377K
January 2026$373K
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
305 Knells Ridge Dr, Chesapeake, VA
0.05
Single-Family Home
$355,000
07/06/26
4
2
2,338
1000 York Dr, Chesapeake, VA
0.16
Single-Family Home
$435,000
06/29/26
4
3
1,682
412 Knells Ridge Dr, Chesapeake, VA
0.24
Single-Family Home
$457,000
11/19/25
4
2.5
2,432
332 Knells Ridge Dr, Chesapeake, VA
0.17
Single-Family Home
$555,000
07/14/26
4
2.5
2,725
348 Knells Ridge Dr, Chesapeake, VA
0.25
Single-Family Home
$495,000
07/15/26
4
2.5
2,683
1018 Mathews Dr, Chesapeake, VA
0.21
Single-Family Home
$415,000
11/07/25
4
2
1,706
426 Blue Beech Way, Chesapeake, VA
0.50
Single-Family Home
$435,000
09/02/25
3
2.5
2,352
440 Knells Ridge Dr, Chesapeake, VA
0.33
Single-Family Home
$434,000
03/11/26
4
2.5
1,900
904 Buckingham Dr, Chesapeake, VA
0.22
Single-Family Home
$490,000
12/22/25
4
3
2,530
501 Birchwater Ave, Chesapeake, VA
0.42
Single-Family Home
$400,000
05/18/26
4
3
2,407

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
320 Oak Hill Way, Chesapeake, VA 23320
0.06
$325,000
3
2
1,446
Recently Sold
317 Oak Gate Dr, Chesapeake, VA 23320
0.11
$368,500
3
2
1,446
Off Market
501 Tall Oak Ct, Chesapeake, VA 23320
0.10
$350,800
4
2
1,700
Off Market
305 Oak Gate Dr, Chesapeake, VA 23320
0.12
$380,000
4
2
1,832
Recently Sold
325 Oak Lake Run, Chesapeake, VA 23320
0.13
$365,000
3
2
1,446
Recently Sold
1000 York Dr, Chesapeake, VA 23320
0.16
$435,000
4
3
1,682
Recently Sold
1009 Mathews Dr, Chesapeake, VA 23320
0.18
$500,000
4
2.5
2,199
Recently Sold
904 Buckingham Dr, Chesapeake, VA 23320
0.22
$490,000
4
3
2,530
Recently Sold
332 Knells Ridge Dr, Chesapeake, VA 23320
0.17
$555,000
4
2.5
2,725
Recently Sold
208 Oak Grove Run, Chesapeake, VA 23320
0.23
$372,000
3
2.5
1,592
For Sale
1018 Mathews Dr, Chesapeake, VA 23320
0.21
$415,000
4
2
1,706
Recently Sold
408 Knells Ridge Dr, Chesapeake, VA 23320
0.24
$535,000
4
2.5
2,478
Recently Sold

Local Information

  • Map ViewExplore the area around 421 Oak Gate Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Living Area
2,046 sqft
Price/Sqft
$190
Parking
Garage

About this House

Exceptional buy on this 5 bedroom home in great location off "the beaten path". Over 2,000 SQFT of living space. Formal Living and Dining rooms. Oversized room over the garage. Seller to do NO repairs, needs FHA 203K financing, rehab or cash only. - For more information visit http://www.williamewood.com/REIN/1427808
421 Oak Gate Dr, Chesapeake, VA 23320 is a 5 bedroom, 3 bathroom, 2,046 sqft single-family home in Greenbrier West, built in 1995. It last sold for $190,000 on Nov 10, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $388,500, with a rent estimate of $2,678/month.

Home Details for 421 Oak Gate Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Slab
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5006 sqft

Price and Tax history

DateEventPrice
Nov 10, 2014
Source: N/A
Sold
$190,000
Sep 11, 2014
Source: Agent Provided
Pending
$195,000
Aug 14, 2014
Source: Agent Provided
Listed For Sale
$195,000
Apr 8, 2014
Source: N/A
Sold
$185,409
Nov 20, 2007
Source: N/A
Sold
$264,000

Market trends in Greenbrier West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$354K
$27.17KMoM
Sale-to-List Price
100.0%
Price per sq ft
$212
$3MoM
Available listings
90
16MoM

Around this home

Neighborhood Overview

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

What Locals Say about Greenbrier West

At least 199 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 86 % Say car is needed

  • 82 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 70 % Say it's quiet

  • 70 % Say there are sidewalks

  • 64 % Say yards are well-kept

  • 63 % Say streets are well-lit

  • 60 % Say people would walk alone at night

  • 59 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 48 % Say it's walkable to restaurants

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

  • 45 % Say neighbors are friendly

  • 40 % Say there's wildlife

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Caryn Mckee
    "Very good location and well kept neighborhood. Close to the high way as well as to the downtown greenbrier"
    0
    Flag
  • Kelsee Majette
    "This entire area is absolutely family friendly, have lived in a few neighborhoods in the area and it’s super nice. Cozy and safe. You’ll love it "
    0
    Flag
  • Cat Lady
    "This is a family oriented neighborhood. We have the Chesapeake Park for events, good schools, some shopping, restaurants and overall low crime. We are also close to a hospital and medical offices. We are near an interstate & close to Virginia Beach & Norfolk."
    1
    Flag
  • CL
    "I’ve lived here for 7 months and haven’t heard of any community events, but neighbors are pretty friendly. "
    0
    Flag
  • Trulia User
    "We had lived in the neighborhood for a few years and are currently looking again in the neighborhood. always felt safe. "
    5
    Flag
  • Trulia User
    "The people in the neighborhood are friendly and mind there business. No one bothers your packages and they speak when spoken too."
    2
    Flag
  • Trulia User
    "Food trucks, recreational center, neighborhood rummage sales, gardening events, neighborhood events, etc…"
    3
    Flag
  • Trulia User
    "It’s a family friendly neighborhood with a lot of nice people. a lot of home owners like to walk their dogs, exercise (walk, bike etc) "
    1
    Flag
  • Trulia User
    "I just moved in and I'm loving the vibes of the stores and the restaurants. such a lively place to live. quiet and safe."
    1
    Flag
  • Trulia User
    "Great community with lots of amenities. Lots of sidewalks for walking/running and lots of streetlights to keep the neighborhood well lit at nighttime."
    0
    Flag
  • Trulia User
    "Plenty of space to walk dogs. Plenty of sidewalks, parks and dog parks. Also a great selection of nearby pet stores and clinics"
    0
    Flag
  • Helen J.
    "Nice area of Chesapeake.Quite area. Easy to get to places.Close to hospital.Close to shopping centers."
    4
    Flag
  • Brad C.
    "Most all dogs are walked on a leach...sometimes a guy and his lab play frisbee, but the lab is well trained. All dog owners pick up after their dogs. A bunch of areas for homeowners and dogs to play"
    2
    Flag
  • Aaron P.
    "Good neighborhood so far. Recently moved here not so long ago and be liking the areas. With the water and trails being nearby it makes everything great so far!"
    11
    Flag
  • Vince N.
    "It’s a pleasant area with above average schools. They are building new developments constantly so traffic is worsening. Plus the increase in development and is making public facilities such as rec centers, libraries etc more crowed than usual because no new facilities are being built for the influx of ppl. Also my son has 30 students in his class which is way too much ."
    4
    Flag
  • Mdhrrt1
    "Super quiet and cozy. Beautiful public pool and park area. Lots of trees, birds and squirrels. Great place to walk and jog. "
    1
    Flag
  • Gene W.
    "The park is right next door. I walk around the lake almost everyday. It is safe and I have lost 40 pounds and lowered my blood sugar. This neighbor has added years to my life."
    17
    Flag
  • Phuong N.
    "Very good place and very nice neighbors, I love this place, so close Food lion and many shops. We can walk to their easy."
    1
    Flag
  • Duran.carol.cheek
    "Plenty of space to walk. Nearby parks. Business park nearby creates lots of street traffic in afternoon. "
    1
    Flag
  • Phuong N.
    "I’m a stay at home mom. I don’t drive to work. My son’s school is close by and grocery store even closer"
    1
    Flag
  • Frederick K.
    "Recent homeowner, disabled veteran. It's super safe here. Literally nothing happens. Best decision I ever made."
    1
    Flag
  • JJ D. L.
    "Dogs are welcome and friendly people pick up after the dogs every where they might go. They would not like it if dogs were not picked up after or if they were allowed to run loose a leash is a must have "
    0
    Flag
  • Tainya H.
    "I've lived in this neighborhood for 3 years now It's a quiet neighborhood with an awesome school district "
    8
    Flag
  • Margecrittendon
    "Dog friendly neighborhood for sure! I have two dogs and they are well received by the neighbors. Happy Guly recommend this community!"
    0
    Flag
  • Joseph J.
    "it's a great place to live in love of places to go and things to do. I would love to move here with my family."
    0
    Flag
  • Rachel J.
    "Local park has family movie nights, food truck round ups, farmers markets, jubilees and wine festivals."
    0
    Flag
  • Ashley H. Y.
    "food lion is walking distance or bbn like distance. gas station about the same. greenbrier about 10 minutes away. norfolk about 15 minutes away with no traffic and va beach about 20 to 25 minutes away depending on what part you go to."
    1
    Flag
  • Unknown N.
    "It is a great family neighborhood with active families. Riverwalk has great amenities for families to enjoy...as well as some excellent walking paths and bike trails "
    0
    Flag
  • Ashley H. Y.
    "quiet clean and friendly. neighbors are extremely eager to lend a helping hand and are always watching out for you. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 421 Oak Gate Dr

  • What is 421 Oak Gate Dr estimated to be worth?
    Trulia's estimated value for 421 Oak Gate Dr in Chesapeake, VA is $388,500.
  • What is the price history for 421 Oak Gate Dr?
    421 Oak Gate Dr in Chesapeake, VA last sold for $190,000 in November 2014.
  • 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 $354K. That is up $27.17K from the prior month.
  • How big is the lot at 421 Oak Gate Dr?
    The lot at 421 Oak Gate Dr in Chesapeake, VA is about 0.11 acres (5,006 sq ft).
  • Does 421 Oak Gate Dr have a garage?
    Yes, 421 Oak Gate Dr in Chesapeake, VA has a garage.

Explore by feature - Pet Friendly

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