527 Windward Dr Chesapeake, VA 23320
Greenbrier East NeighborhoodEstimated payment $3,119/month
Total Views
40,476
4
Beds
2.5
Baths
2,100
Sq Ft
$237
Price per Sq Ft
Highlights
- Traditional Architecture
- 2 Fireplaces
- Utility Closet
- Attic
- Breakfast Area or Nook
- Skylights
About This Home
Come check out this amazing well kept two story home in the heart of Greenbrier. Conveniently located to shopping, restaurants, parks, military bases and major interstates. Roof was replaced in 2015, HVAC in 016, gutter and vinyl wrap in 2017, master shower replaced in 2022. Home features a huge master bedroom sitting area as a bonus complete with an additional fireplace! Outside folks will love the proximity to the Chesapeake City Park!Romantic gas fireplace in primary suite and more!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,251
Year Built
- Built in 1997
Lot Details
- Back Yard Fenced
- Irrigation
HOA Fees
- $23 Monthly HOA Fees
Home Design
- Traditional Architecture
- Brick Exterior Construction
- Slab Foundation
- Composition Roof
- Vinyl Siding
Interior Spaces
- 2,100 Sq Ft Home
- 2-Story Property
- Ceiling Fan
- Skylights
- 2 Fireplaces
- Gas Fireplace
- Entrance Foyer
- Utility Closet
- Washer and Dryer Hookup
- Pull Down Stairs to Attic
- Home Security System
Kitchen
- Breakfast Area or Nook
- Electric Range
- Dishwasher
- Disposal
Flooring
- Carpet
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Primary Bedroom
Parking
- 1 Car Attached Garage
- Parking Available
- Garage Door Opener
- On-Street Parking
- Off-Street Parking
Outdoor Features
- Porch
Schools
- Greenbrier Primary Elementary School
- Greenbrier Middle School
- Indian River High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
- 220 Volts
- Electric Water Heater
- Cable TV Available
Community Details
- Terri Mitchell 757 747 0907 Association
- Estates Of Greenbrier Subdivision
- On-Site Maintenance
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,251 | $420,900 | $160,000 | $260,900 |
| 2024 | $4,131 | $409,000 | $150,000 | $259,000 |
| 2023 | $3,560 | $389,900 | $130,000 | $259,900 |
| 2022 | $3,595 | $355,900 | $115,000 | $240,900 |
| 2021 | $3,114 | $296,600 | $95,000 | $201,600 |
| 2020 | $3,105 | $295,700 | $95,000 | $200,700 |
| 2019 | $3,058 | $291,200 | $95,000 | $196,200 |
| 2018 | $3,058 | $291,200 | $95,000 | $196,200 |
| 2017 | $2,976 | $283,400 | $95,000 | $188,400 |
| 2016 | $2,881 | $274,400 | $95,000 | $179,400 |
| 2015 | $2,792 | $265,900 | $95,000 | $170,900 |
| 2014 | $2,792 | $265,900 | $95,000 | $170,900 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/05/2026 08/05/26 | Price Changed | $498,000 | -1.3% | $237 / Sq Ft |
| 06/26/2026 06/26/26 | For Sale | $504,500 | -- | $240 / Sq Ft |
Source: Real Estate Information Network (REIN)
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $399,900 | Title & Ink | |
| Deed | $172,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $150,000 | New Conventional | |
| Previous Owner | $146,000 | New Conventional | |
| Previous Owner | $161,851 | VA |
Source: Public Records
About the Listing Agent
She has been selling real estate since 1989 in Chesapeake, Virginia Beach, Portsmouth, and Norfolk. She has specialized in helping buyers and take extra care to be sure they get the best deal possible. She has a wealth of knowledge regarding financing and negotiating tactics. "EVERYTHING I TOUCH TURNS TO SOLD!"
Janice's Other Listings
Source: Real Estate Information Network (REIN)
MLS Number: 10641660
APN: 0376004000790
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Copyright 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.
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.
Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. The enhancements are as follows: mapping, demographics, and economics. The source of these enhancements are: GreatSchools, CoStar, Google, Walk Score, How Loud, Collateral Analytics, Black Knight, First American, and Quantarium.
This application does not include information on all of the properties available for sale at this time.
Nearby Homes
- 526 Windward Dr
- 800 Broad Reach Rd
- 602 Windward Dr
- 1028 Austin Dr
- 500 Judah Way Unit 123
- 515 Sweet Leaf Place
- 514 Trellis Trail
- 723 Lacy Oak Dr
- 106 Greenbrier Rd
- 927 Thatcher Way
- 511 Winterwater Ct
- 640 Sweet Leaf Place
- 432 Autumn Green Ln
- 909 Wheatfield Way
- 1005 Woodsmans Reach
- 713 Tiffany Green Ct
- 1118 Fairway Dr
- 800 Crescent Trace
- 201 Ians Way
- 1124 Kilby Dr
- 500 Windward Dr
- 509 Wynngate Ct
- 1104 Brandon Ct
- 749 Green Tree Cir
- 301 Oak Lake Way
- 1022 Stillmeadows Ct
- 1001 Shoal Creek Trail
- 1031 Still-Harbor Cir
- 935 Still Harbor Cir
- 880 Beech Tree Rd
- 1140 Ivystone Square
- 101 Sabal Palm Ln
- 1517 Rollesby Way Unit 24
- 728 Tapestry Park Loop
- 408 Trotman Way
- 1119 Mill Lake Quarter
- 1483 Titchfield Dr
- 745 Eden Way N
- 912 Lake Thrasher Dr
- 4501 Old Battlefield Blvd S Unit 3
Your Personal Tour Guide
Ask me questions while you tour the home.