Home/Virginia/Virginia Beach/BENTLEY GATE/3949 Middlewood DR, VIRGINIABEACH VA 23456
3949 Middlewood DR, VIRGINIABEACH VA 23456 - Main photo
3949 Middlewood DR, VIRGINIABEACH VA 23456 - Photo 2
3949 Middlewood DR, VIRGINIABEACH VA 23456 - Photo 3
3949 Middlewood DR, VIRGINIABEACH VA 23456 - Photo 4
3949 Middlewood DR, VIRGINIABEACH VA 23456 - Photo 5
Coming Soon
Active
Under Contract
Sold
Off Market

17 days on market

$560,000

3949 Middlewood Dr

Virginia Beach, Virginia 23456

MLS# 10636825 · BENTLEY GATE · Virginia Beach VA

Updated 2 days ago · Source: REIN MLS

Est. payment

$3,452/mo

Edit below

Price / sq ft

$241

2,320 sq ft

Days on market

17

HOA

None

Year built

1994

32 yrs old

Beds

4

Full Baths

2

Half Baths

1

Sq Ft

2,320

Garage

Yes

Residential1 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

Welcome home to this spacious 4-bedroom, 2 full bath home with a finished FROG featuring its own half bath — perfect for a guest suite, home office, or media room! Freshly painted throughout with professionally cleaned carpets, this home is move-in ready. All bedrooms are generously sized, offering plenty of room for family, guests, or flexible living needs. The large eat-in kitchen features a center island for added…

Listed by Yvonne Hobbs · G Daniels & Company

VaHome Team property overview

At a glance

3949 Middlewood Drive is a four-bedroom, 2.1-bath single-family home in Virginia Beach offering 2,320 square feet of living space built in 1994. With parks literally steps away and two military installations within a short drive, this address checks a lot of boxes for a wide range of buyers.

Read full property overview ↓

Why this home stands out

What sets 3949 Middlewood Drive apart is its immediate access to green space — Bentley Gate Park is just a tenth of a mile away, and two additional parks sit within half a mile. The home's 1994 construction gives you solid bones with room to personalize, while the 2,320-square-foot floor plan provides four bedrooms and two and a half baths, offering real flexibility for households of almost any size or lifestyle.

BENTLEY GATE and the Virginia Beach real estate market

Virginia Beach is one of the most livable cities on the East Coast, and the area surrounding Middlewood Drive reflects that reputation well. The neighborhood has a quiet, established feel — tree-lined streets, well-kept yards, and a pace that slows down once you turn off the main roads. Residents here are close enough to the energy of Virginia Beach without being in the thick of it, which is a balance a lot of people spend years searching for. If you've been working with va beach realtors and keep hearing about the city's quality of life, this corner of it is a strong example of why that reputation holds. Virginia Beach sits in the southeastern corner of Hampton Roads, bordered by the Atlantic Ocean and the Chesapeake Bay, and the city's mix of suburban neighborhoods, military presence, and coastal access makes it genuinely unlike anywhere else in Virginia. Daily life here tends to feel grounded and connected — neighbors know each other, parks get used, and the commute options are reasonable in most directions.

What's nearby

Step outside and Bentley Gate Park is practically in your backyard at just 0.1 miles away — an easy walk for morning routines or afternoon wind-downs. Hillcrest Farm Park and Bentley Park Community Park are both within half a mile, so outdoor time is never a production. For wellness and movement, Mindful Arts and Healing is 0.4 miles out, and a soccer facility sits 0.8 miles away. Quick convenience is covered by a 7-Eleven less than a mile from the front door, useful for coffee runs and last-minute errands alike. The surrounding road network connects you to groceries, dining, and retail without a long drive in any direction.

For different buyers

For military families relocating

The USCG Finance Center in Chesapeake is about ten minutes away, and NAS Oceana is a fourteen-minute drive — making 3949 Middlewood Drive a practical choice for active-duty households. Four bedrooms handle deployments and homecomings with room to spare, and if you're planning to use a VA loan, Virginia Beach is a market where that benefit goes a long way.

For families upgrading

If you're searching for homes for sale near Virginia Beach and need more room to grow, 3949 Middlewood Drive delivers. Four bedrooms and 2,320 square feet give everyone space of their own, while three nearby parks mean kids have somewhere to actually go. The 1994 build means the layout feels familiar without feeling dated, and the neighborhood's settled character tends to appeal to buyers ready to put down roots.

Frequently asked questions

How far is 3949 Middlewood Drive from NAS Oceana?

NAS Oceana is approximately 14 minutes from 3949 Middlewood Drive under typical traffic conditions. The route is straightforward and connects through well-traveled Virginia Beach corridors.

How far is 3949 Middlewood Drive from the USCG Finance Center in Chesapeake?

The USCG Finance Center in Chesapeake is roughly 10 minutes away, making Middlewood Drive a convenient home base for personnel assigned there.

What parks are near 3949 Middlewood Drive?

Bentley Gate Park is just 0.1 miles from the front door, Hillcrest Farm Park is 0.4 miles away, and Bentley Park Community Park is half a mile out — three distinct green spaces all within easy walking or biking distance.

Is 3949 Middlewood Drive in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any decisions, as flood designations can affect insurance costs.

What is the square footage and layout of 3949 Middlewood Drive?

The home offers 2,320 square feet of living space across a four-bedroom, 2.1-bath layout, built in 1994 as a single-family residential property in Virginia Beach.

Want to know more about 3949 Middlewood Drive or the surrounding Virginia Beach area? Tom and Dariya Milan at LPT Realty are happy to walk you through everything — reach out anytime.

Summary generated by AI from public records and publicly available information.

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Flood Risk

Looking up FEMA flood zone…

Property Details

Bedrooms

4

Full Baths

2

Half Baths

1

Approx Sq Ft

2,320

Stories

1

Fireplaces

0

Flooring

Carpet, Laminate/LVP, Vinyl, Wood

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Disposal, Dryer, Microwave, Range, Elec Range, Refrigerator, Washer

Sale & Tax History

List Price

$560,000

Price / Sq Ft

$241

Annual Taxes

$4,592

Monthly Tax

$383

HOA

None

Tax Rate (effective)

0.82%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 29, 2026$560,000
Currently listed$560,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels. Fetched Jun 6, 2026.

18% above assessment

Total Assessed

$473,400

Land

$178,000

Improvement

$295,400

Parcel ID: 14744638340000

Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:

Virginia Beach Real Estate Assessor

Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.

Comparable Properties

Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.

About buying in Virginia Beach

Homes for sale in Virginia Beach, VA span every price point and lifestyle — from oceanfront condos along the famous Boardwalk to sprawling waterfront estates on the Lynnhaven River and Linkhorn Bay. As the largest city in Hampton Roads, Virginia Beach offers an unusually varied real estate market: established family neighborhoods in Great Neck (ZIP 23454), golf-course communities in Kempsville (23464), modern townhomes near Town Center (23462), and beach-cottage living along Sandbridge (23456). Whether you're searching for a starter home under $300K, a family home in a top-rated school district, or a luxury property north of $2 million, the active MLS inventory updates daily here. Buyer demand stays strong year-round, driven by Virginia Beach's mild coastal climate, the consistently top-ranked Virginia Beach City Public Schools (Kempsville High, Floyd E. Kellam High, Princess Anne High, and Cox High among them), and the city's role as home to Naval Air Station Oceana — the largest master jet base in the country. Military families relocating here through PCS orders make up a meaningful share of buyers, and VA loan financing is widely used. First-time buyers gravitate toward the inland ZIPs (23464, 23456, 23452), while second-home and luxury buyers tend toward 23451 (Oceanfront/North End) and 23454 (Great Neck/Bay Colony). Below you'll find every active Virginia Beach home for sale pulled live from the REIN MLS and refreshed every 5 minutes.

See more Virginia Beach homes for sale →

Military Commute

Drive times to nearest bases

Drive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.

Estimate your monthly payment

$3,452/mo

Principal & interest

$2,906

Property tax

$383

Home insurance

$163

PMI

None

HOA

None

Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.

Listed by G Daniels & Company · MLS# 10636825

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

ACTIVE LISTING

$560,000

3949 Middlewood DR, VIRGINIABEACH VA 23456

Virginia Beach, Virginia 23456

Request Info

Quick Facts

TypeResidential
Year Built1994
Lot Size0.2300
Taxes$4,592/yr
HOANone
Heating
Cooling

Schedule a tour

In-person or video

Click a day to pick a time