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Virginia BeachBENTLEY GATE3949 Middlewood Dr✓ Source: REIN MLS #10636825 · record updated Jul 2, 2026 · synced every 5 min · your inquiry is never resold
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
$555,000
$239 / sqft · est. $3,424/mo →
4beds
2.1baths
2,320sqft
35days on market

3949 Middlewood Dr, Virginia Beach, VA 23456

Under ContractResidential · built 1994 · BENTLEY GATE

About this home

The listing, in the seller's words

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 workspace along with a new refrigerator, electric stove, and slimline microwave. The laundry room includes a new washer and dryer for added convenience. Relax in the sunroom overlooking the spacious fenced backyard, perfect for entertaining, pets, or enjoying your own private outdoor retreat. Additional features include a storage shed, covered front porch, and a 2-car garage complete with workspace and built-in cupboards. The oversized primary suite offers an ensuite bath with dual sinks and a jetted tub. Plenty of space inside and out to make this one your next home!

Listing courtesy of Yvonne Hobbs · G Daniels & Company · REIN MLS #10636825

VaHome team overview

Our read on this home

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 the full 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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1994

Price / sqft

$239

HOA

None

Taxes

$4,592/yr

County

Virginia Beach VA

Waterfront

Yes

MLS #

10636825

Sources: REIN MLS record · city assessor · null fields are suppressed, never faked

Flood & environment

The flood answer first — quantified, not buried

FEMA flood zone X · outside the high-risk area · FIRM 515531

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone C

Source: Virginia Dept. of Emergency Management — Know Your Zone

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

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

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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,424/mo

Principal & interest

$2,880

Property tax

$383

Home insurance

$162

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.

Value & history

Judge value on real ground

Asking vs. assessment

117% of $473,400

City assessment record · taxes $4,592/yr

Land share of assessed value

38% — $178,000

Improvements $295,400 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$500,000$649,900

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

4421 Bear TRL · 0.4 mi · 2,328 sqft$649,900 sold 2026-03
4304 Danali LN · 0.3 mi · 2,210 sqft$574,000 sold 2026-02
4528 Hollingsworth LN · 0.4 mi · 2,243 sqft$500,000 sold 2026-03

Sale & Tax History

List Price

$555,000

Price / Sq Ft

$239

Annual Taxes

$4,592

Monthly Tax

$383

HOA

None

Tax Rate (effective)

0.83%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 28, 2026$555,000
Price reducedJun 24, 2026$555,000−$5,000
Currently listed$555,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

17% above assessment

Total Assessed

$473,400

Land

$178,000

Improvement

$295,400

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.

Questions buyers ask

Real questions, answered from the record

Is 3949 Middlewood Dr in a good school zone?+
The assigned zones on the listing record are New Castle Elementary (GreatSchools 8/10), Salem Middle (GreatSchools 8/10), Salem (GreatSchools 8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 3949 Middlewood Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Is there a gym near 3949 Middlewood Dr?+
Yes — Mindful Arts and Healing is about 0.4 miles away, per the cached nearby-places record for this address.
Are there parks near 3949 Middlewood Dr?+
Bentley Gate Park is about 0.1 miles away.
Does 3949 Middlewood Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 3949 Middlewood Dr built?+
It was built in 1994, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Yvonne Hobbs · G Daniels & Company · REIN MLS #10636825

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

See it in person — the record only says so much.

Call or text (757) 777-7577

3949 Middlewood Dr, Virginia Beach, Virginia 23456 · MLS #10636825 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.