# 3906 Winchester DR, Portsmouth, VA 23707

> **TL;DR:** 4bd/2ba single family, $300,000, built 1937.
> Fireplace. Est. $1,605/mo. Listed 6 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $300,000 |
| Bedrooms | 4 |
| Bathrooms | 1 full, 1 half |
| Year Built | 1937 |
| Lot Size | 10,454 sqft (0.24 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 6 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $1,517 |
| Estimated Insurance | $88 |
| **Total** | **$1,605** |

## Nearby Schools

- **Elementary:** Westhaven Elementary
- **Middle:** William E. Waters Middle
- **High:** Manor High

## Key Amenities

- Fireplace

## Property Highlights

- Built in 1937
- 0.24 acre lot
- 2 stories
- Fireplace

## Description

### Agent Description
This adorable 1,614 sf home features 3 bedrooms (loft could be 4th bedroom), 1.5 bathrooms, formal living room with gas fireplace & coat closet. Open concept dining room & kitchen featuring granite countertops, breakfast bar & stainless steel appliances is perfect for entertaining.  The primary bedroom & a second bedroom are located on the first floor along with the full bathroom with original subway tile, huge laundry room and half bathroom.  The second floor includes a third bedroom and open loft area that could be a fourth bedroom.  There are 2 storage areas located on the second floor.  The parklike setting backyard boasts a oversized garage with electricity, aggregate patio, storage shed with gardeners overhang & french draining system with pump.  Many recent upgrades include new 40 year architectural shingle roof  05/26, First floor gas pack 2021, second floor electric heat pump 05/26, hot water heater 05/26, exterior wood painted & new vinyl siding 06/26.

## Location

- **Address:** 3906 Winchester DR, Portsmouth, VA 23707
- **County:** Portsmouth
- **Neighborhood:** GROVE PARK  - 022

## Listing Agent

- **Name:** Michael L Gray
- **Brokerage:** Chesapeake
- **Phone:** 8885360216

## Primary Photo

![3906 Winchester DR - Primary Photo](http://lh.rdcpix.com/e7acb16b651fb8e06fd364e7ae4b2b54l-f1974662410r.jpg)

*29 total photos available on [listing page](https://www.propertysimple.ai/listing/3906-winchester-dr-portsmouth-va-23707-10641734)*

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**MLS#:** 10641734 | **Updated:** 2026-08-01
**Source:** listhub

*Copyright © 2026 Long & Foster Real Estate. 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/3906-winchester-dr-portsmouth-va-23707-10641734)

---

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