# 106 Greenbrier Road, Chesapeake, VA 23320

> **TL;DR:** 3bd/1ba single family, $288,500 ($262/sqft), built 1955, 1,100 sqft.
> Fireplace. Est. $1,543/mo. Listed 1 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $288,500 |
| Price/sqft | $262 |
| Bedrooms | 3 |
| Bathrooms | 1 full |
| Square Feet | 1,100 |
| Year Built | 1955 |
| Lot Size | 32,670 sqft (0.75 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 1 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $1,459 |
| Estimated Insurance | $84 |
| **Total** | **$1,543** |

## Nearby Schools

- **Elementary:** Greenbrier Primary
- **Middle:** Greenbrier Middle

## Key Amenities

- Fireplace

## Property Highlights

- Built in 1955
- 0.75 acre lot
- Fireplace

## Description

### Agent Description
Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. Investor special this Single family residence has Business/Commercial Potential.Commercial development, additional building or Short Term Rentals (STR ) like Airbnb, VRBO will require City approval. Ai staging used for marketing purposes.

## Location

- **Address:** 106 Greenbrier Road, Chesapeake, VA 23320
- **County:** Chesapeake VA
- **Neighborhood:** GREENBRIER
- **Coordinates:** 36.744059, -76.224065
- **Google Maps:** https://www.google.com/maps?q=36.744059,-76.224065

## Listing Agent

- **Name:** Jay Hassell
- **Brokerage:** Keller Williams Realty Twn Ctr
- **Phone:** (757) 499-5911

## Primary Photo

![106 Greenbrier Road - Primary Photo](http://lh.rdcpix.com/2f8de88e027959b151881406b932d550l-f2859801905r.jpg)

*8 total photos available on [listing page](https://www.propertysimple.ai/listing/106-greenbrier-road-chesapeake-va-23320-10642393)*

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**MLS#:** 10642393 | **Updated:** 2026-08-01
**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/106-greenbrier-road-chesapeake-va-23320-10642393)

---

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  "name": "106 Greenbrier Road, Chesapeake, VA 23320",
  "description": "Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. Investor special this Single family residence has Business/Commercial Potential.Commercial development, additional building or Short Term Rentals (STR ) like Airbnb, ",
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