# 1629 Waterside Drive, Chesapeake, VA 23320

> **TL;DR:** 4bd/3ba single family, $534,900 ($223/sqft), built 1987, 2,400 sqft.
> Fireplace, Waterfront, A/C. Est. $2,861/mo. Listed 28 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $534,900 |
| Price/sqft | $223 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 2,400 |
| Year Built | 1987 |
| Lot Size | 17,424 sqft (0.40 acres) |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 28 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,705 |
| Estimated Insurance | $156 |
| **Total** | **$2,861** |

## Nearby Schools

- **Elementary:** Great Bridge Primary
- **Middle:** Greenbrier Middle

## Key Amenities

- Fireplace
- Waterfront
- A/C

## Property Highlights

- Built in 1987
- 0.40 acre lot
- Fireplace
- Waterfront

## Description

### Agent Description
This stunning home combines waterfront living, a cul-de-sac location and the convenience of being just minutes from the heart of Greenbrier! Meticulously maintained and extensively refreshed, this 2,400 SF home offers 4 bedrooms, 2.5 baths, a spacious FROG & an expansive backyard overlooking the water. Watch the seasons change from your windows and enjoy the serene setting that water views provide. Major 2025 updates include dual HVAC systems, gas water heater, appliances, engineered hardwood floors, fresh interior paint, blinds, lighting, faucets, switches, receptacles, door hardware & more. The kitchen features new tile, backsplash & lighting, plus a large pantry. Enjoy a primary suite with walk-in closet, spa tub, tiled shower & double vanity. A large deck & pergola overlook the lawn and lake, complemented by mature landscaping, new fencing & a shed. Approx. 5 minutes to Greenbrier shopping, dining & the future Chesapeake Costco!

## Location

- **Address:** 1629 Waterside Drive, Chesapeake, VA 23320
- **County:** Chesapeake VA
- **Neighborhood:** BAYBERRY PLACE
- **Coordinates:** 36.783723, -76.222685
- **Google Maps:** https://www.google.com/maps?q=36.783723,-76.222685

## Listing Agent

- **Name:** Laura Blackwood
- **Brokerage:** Serhant
- **Phone:** (540) 379-7359
- **Broker Phone:** (540) 379-7359
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1629-Waterside-Dr-N_Chesapeake_VA_23320_M50171-94431?f=listhub&s=REINVA&m=10651368&c=propsimple)

## Photos

![1629 Waterside Drive - Photo 1](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2158112897r.jpg)

![1629 Waterside Drive - Photo 2](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2956684732r.jpg)

![1629 Waterside Drive - Photo 3](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3823466972r.jpg)

![1629 Waterside Drive - Photo 4](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1180028870r.jpg)

![1629 Waterside Drive - Photo 5](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1049308936r.jpg)

![1629 Waterside Drive - Photo 6](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3666744317r.jpg)

![1629 Waterside Drive - Photo 7](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2594077631r.jpg)

![1629 Waterside Drive - Photo 8](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3374280694r.jpg)

![1629 Waterside Drive - Photo 9](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f849488745r.jpg)

![1629 Waterside Drive - Photo 10](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2164814674r.jpg)

![1629 Waterside Drive - Photo 11](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3920377198r.jpg)

![1629 Waterside Drive - Photo 12](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3405679889r.jpg)

![1629 Waterside Drive - Photo 13](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3543904901r.jpg)

![1629 Waterside Drive - Photo 14](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3065405534r.jpg)

![1629 Waterside Drive - Photo 15](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f569114911r.jpg)

![1629 Waterside Drive - Photo 16](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2848990441r.jpg)

![1629 Waterside Drive - Photo 17](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f222463036r.jpg)

![1629 Waterside Drive - Photo 18](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f942203140r.jpg)

![1629 Waterside Drive - Photo 19](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2374857186r.jpg)

![1629 Waterside Drive - Photo 20](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1014707395r.jpg)

![1629 Waterside Drive - Photo 21](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f362460671r.jpg)

![1629 Waterside Drive - Photo 22](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1448241189r.jpg)

![1629 Waterside Drive - Photo 23](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2218678346r.jpg)

![1629 Waterside Drive - Photo 24](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f520305319r.jpg)

![1629 Waterside Drive - Photo 25](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2087045432r.jpg)

![1629 Waterside Drive - Photo 26](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1121790610r.jpg)

![1629 Waterside Drive - Photo 27](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f957485336r.jpg)

![1629 Waterside Drive - Photo 28](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f4145271672r.jpg)

![1629 Waterside Drive - Photo 29](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f400686164r.jpg)

![1629 Waterside Drive - Photo 30](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f460008275r.jpg)

![1629 Waterside Drive - Photo 31](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2595975927r.jpg)

![1629 Waterside Drive - Photo 32](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3925403178r.jpg)

![1629 Waterside Drive - Photo 33](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1585050026r.jpg)

![1629 Waterside Drive - Photo 34](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3479589346r.jpg)

![1629 Waterside Drive - Photo 35](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3476679886r.jpg)

![1629 Waterside Drive - Photo 36](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2694971670r.jpg)

![1629 Waterside Drive - Photo 37](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3521237273r.jpg)

![1629 Waterside Drive - Photo 38](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3607809387r.jpg)

![1629 Waterside Drive - Photo 39](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1123544713r.jpg)

![1629 Waterside Drive - Photo 40](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2999998804r.jpg)

![1629 Waterside Drive - Photo 41](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1485612227r.jpg)

![1629 Waterside Drive - Photo 42](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2695570148r.jpg)

![1629 Waterside Drive - Photo 43](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f2009023759r.jpg)

![1629 Waterside Drive - Photo 44](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f4207537842r.jpg)

![1629 Waterside Drive - Photo 45](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1266703881r.jpg)

![1629 Waterside Drive - Photo 46](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f562771816r.jpg)

![1629 Waterside Drive - Photo 47](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f1527511576r.jpg)

![1629 Waterside Drive - Photo 48](http://lh.rdcpix.com/3848e94ac6ea12802328b68e24f70486l-f3389573992r.jpg)

---

**MLS#:** 10651368 | **Updated:** 2026-09-22
**Source:** listhub

*Copyright © 2026 Real Estate Information Network, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/1629-waterside-drive-chesapeake-va-23320-10651368)

---

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