1008 Fairway Dr, Chesapeake, VA 23320
OFF MARKET

$669,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,167 sqft

1008 Fairway Dr, Chesapeake, VA 23320

Greenbrier East
Est. Refi. Payment $4,132/mo*
Refinance Your Home

Home Value

Trulia Estimate
$670K
Since last month
Increased$1K (+0.2%)
Since last year
Increased$16K (+2.4%)
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 +63% in the last 10 years
MonthEstimated value
2026
September 2026$671K
August 2026$669K
July 2026$667K
June 2026$651K
May 2026$651K
April 2026$673K
March 2026$662K
February 2026$656K
January 2026$651K
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
1101 Fairway Dr, Chesapeake, VA
0.20
Single-Family Home
$703,000
04/22/26
4
4
3,630
929 Thatcher Way, Chesapeake, VA
0.16
Single-Family Home
$458,000
06/15/26
4
2.5
2,166
1028 Austin Dr, Chesapeake, VA
0.22
Single-Family Home
$497,000
08/14/26
4
2.5
2,339
1117 Fairway Dr, Chesapeake, VA
0.30
Single-Family Home
$610,000
10/14/25
4
2.5
2,994
1103 Woodsmans Ct, Chesapeake, VA
0.22
Single-Family Home
$446,000
06/09/26
4
2.5
2,217
519 Windward Dr, Chesapeake, VA
0.28
Single-Family Home
$425,000
06/25/26
4
3.5
2,595
1005 Woodsmans Reach, Chesapeake, VA
0.22
Single-Family Home
$465,000
09/10/26
4
2.5
2,162
1816 Tristan Rd, Chesapeake, VA
0.31
Single-Family Home
$675,000
12/08/25
4
3
2,619

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
1004 Fairway Dr, Chesapeake, VA 23320
0.04
$629,900
4
2.5
2,948
For Sale
927 Thatcher Way, Chesapeake, VA 23320
0.15
$444,000
3
2.5
1,881
Recently Sold
929 Thatcher Way, Chesapeake, VA 23320
0.16
$458,000
4
2.5
2,166
Recently Sold
805 Fordson Way, Chesapeake, VA 23320
0.18
$429,500
4
2
1,714
For Sale
1028 Austin Dr, Chesapeake, VA 23320
0.22
$497,000
4
2.5
2,339
Recently Sold
1101 Fairway Dr, Chesapeake, VA 23320
0.20
$703,000
4
4
3,630
Recently Sold
921 Brandon Quay, Chesapeake, VA 23320
0.19
$444,500
3
2.5
1,953
Off Market
1103 Woodsmans Ct, Chesapeake, VA 23320
0.22
$446,000
4
2.5
2,217
Recently Sold
1005 Woodsmans Reach, Chesapeake, VA 23320
0.22
$465,000
4
2.5
2,162
Recently Sold
1100 Woodsmans Ct, Chesapeake, VA 23320
0.23
$425,000
3
2.5
1,944
Recently Sold
519 Windward Dr, Chesapeake, VA 23320
0.28
$425,000
4
3.5
2,595
Recently Sold

Local Information

  • Map ViewExplore the area around 1008 Fairway Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1992
3,167 sqft
$211/sqft
2 Car Garage
HOA $5/mo

About this House

Spectacular custom brick home located on the 14th tee of the Greenbrier County Club golf course. Bright interior with beautiful views! Recent updates include granite countertops, tile backsplash, farmhouse sink, painted cabinets, stainless appliances, laminate flooring, and more. Flowing floor plan, spacious rooms on both levels. Huge kitchen with a breakfast area and center island. Two zone temperature control and a large bedroom over the garage with its own bath. First floor flex room could be an office or a 5th bedroom. Gorgeous backyard with a composite deck and outdoor furniture that conveys. Visit this beautiful home today!
1008 Fairway Dr, Chesapeake, VA 23320 is a 4 bedroom, 4 bathroom, 3,167 sqft single-family home in Greenbrier East, built in 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $669,800, with a rent estimate of $3,382/month.
Last check for updates: about 14 hours ago
Listed by Kirk Nelson
Wainwright Real Estate, (757) 495-1900
Bought with: Brittany Locke, Own Real Estate LLC, (757) 354-4080
Source: REIN Inc., MLS#10632365

Home Details for 1008 Fairway Dr

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom, Full Bathroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3167 Square Feet
Appliances & Utilities
Utilities: Cable HookupAppliances: Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer, Gas Water HeaterDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Fireplace Gas-naturalSpa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Ceramic Tile, Laminate/LVP, Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Ceramic Tile, Laminate LVP, Wood
View
Has a ViewView: Golf Course

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchFencing: NoneExterior: Balcony
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Att 2 Car,Driveway,On Street,Garage Door Opener
Pool
Pool: None
Frontage
Waterfront: Not WaterfrontNot on Waterfront
Water & Sewer
Sewer: City/County
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Transitional
Building
Construction Materials: BrickNot a New ConstructionNot Attached Property

Price & Status

Price
List Price: $665,000
Status Change & Dates
Off Market Date: Sun May 31 2026Possession Timing: Settlement

Active Status

MLS Status: Sold

Location

Direction & Address
City: ChesapeakeCommunity: Wedgewood Estates
School Information
Elementary School: Greenbrier PrimaryJr High / Middle School: Greenbrier MiddleHigh School: Indian River

HOA

No HOAHOA Fee: $5/Monthly

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10632365Attic: Pull Down Stairs, Scuttle

Price and Tax history

YearProperty taxTax assessment
2025
$5,934
$587,500
Home facts updated by county records

Market trends in Greenbrier East

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$407K
$3.83KMoM
Sale-to-List Price
100.1%
Price per sq ft
$227
$4MoM
Available listings
120
6MoM

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

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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Data last updated: 2026-09-20 08:02:37 PDT
Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.
This application does not include information on all of the properties available for sale at this time.
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Frequently asked questions about 1008 Fairway Dr

  • What is 1008 Fairway Dr estimated to be worth?
    Trulia's estimated value for 1008 Fairway Dr in Chesapeake, VA is $669,800.
  • 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 $407K. That is up $3.83K 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 1008 Fairway Dr have air conditioning?
    Yes, 1008 Fairway Dr in Chesapeake, VA has air conditioning.
  • Does 1008 Fairway Dr have laundry facilities?
    Yes, 1008 Fairway Dr in Chesapeake, VA has in-unit laundry.

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