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Virginia BeachBENTLEY GATE3949 Middlewood Dr✓ Source: REIN MLS #10636825 · record updated Aug 12, 2026 · synced every 2 min · your inquiry is never resold
3949 Middlewood DR, VIRGINIA BEACH VA 23456 - Main photo
$545,000
$235 / sqft · est. $3,370/mo →
4beds
2.1baths
2,320sqft
63days on market

3949 Middlewood Dr, Virginia Beach, VA 23456

SoldResidential · built 1994 · BENTLEY GATE

Facts & features

Type

Residential

Year built

1994

Price / sqft

$235

HOA

None

Taxes

$4,592/yr

County

Virginia Beach VA

MLS #

10636825

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,320
Stories
1
Flooring
Carpet, Laminate/LVP, Vinyl, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, 1st Floor Primary BR, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Sun Room, Utility Room
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Elec Range, Refrigerator, Washer
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Jetted Tub, Security Sys

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool
Fencing
Back Fenced,Privacy,Wood Fence

Utilities & systems

Heating
Heat Pump, Nat Gas, Programmable Thermostat
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2300
Subdivision
BENTLEY GATE
Zoning
R10
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 4 Space, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

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 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

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

3949 Middlewood Drive is a four-bedroom, 2.5-bath single-family home in Virginia Beach, built in 1994 and spanning 2,320 square feet. With two military installations nearby and a park literally down the block, 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 the combination of square footage, a half-bath that keeps daily routines running smoothly, and a location that puts you within a ten-minute drive of USCG Finance Center Chesapeake and fourteen minutes from NAS Oceana. Add Bentley Gate Park just 0.2 miles away and you have a home that genuinely earns its keep on both the practical and lifestyle fronts.

BENTLEY GATE and the Virginia Beach real estate market

Middlewood Drive sits in the southwestern reaches of Virginia Beach — a part of the city that trades the oceanfront buzz for a quieter, more residential rhythm without sacrificing convenience. The surrounding streets are lined with established 1990s construction, mature trees, and the kind of settled-in feel that comes from neighborhoods where people actually stay. Virginia Beach itself is the largest city in the Commonwealth by land area, which means you get a surprising range of environments within one city limit — from the Atlantic shoreline to inland suburban pockets like this one. The city's strong job market, consistent infrastructure investment, and proximity to multiple military installations make it one of the most resilient real estate markets on the East Coast. Out here in the 23456 zip code, you're far enough from the tourist corridors to enjoy calm streets, but close enough to everything that matters — dining, parks, and major employers — to never feel cut off.

What's nearby

Bentley Gate Park is a two-minute walk from the front door, and Bentley Park Community Park is just half a mile out — both solid options for morning walks or afternoon fresh air. Hillcrest Farm Park adds a third green space within 0.6 miles. Honeybee Grill and Honey Bee Golf Club are both under a mile away, covering dinner out and a weekend round in the same trip. Mindful Arts and Healing offers wellness and movement classes 0.7 miles from the house, and a 7-Eleven nearby handles those quick grab-and-go moments without a detour.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is about ten minutes away, and NAS Oceana is reachable in roughly fourteen — making 3949 Middlewood Drive a practical anchor point for military households juggling duty schedules. The four-bedroom layout gives everyone their own space, and a VA loan can make the path to ownership here more straightforward than many buyers expect.

For families upgrading

Four bedrooms and 2,320 square feet give a growing household genuine room to spread out, and the half-bath means morning routines don't turn into a bottleneck. Three parks within walking or biking distance add the kind of everyday outdoor access that families actually use — not just appreciate on paper.

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, making it a manageable daily commute for personnel stationed there.

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

The USCG Finance Center Chesapeake is roughly 10 minutes away, one of the closer major installations to this address in the Virginia Beach area.

What parks are near 3949 Middlewood Drive?

Bentley Gate Park is just 0.2 miles away, Bentley Park Community Park is 0.5 miles out, and Hillcrest Farm Park is 0.6 miles — all reachable on foot or by bike.

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 for the most accurate and up-to-date designation.

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

The home offers 2,320 square feet of living space across four bedrooms and two and a half baths, built in 1994 as a single-family residential property.

Curious whether 3949 Middlewood Drive fits your situation? Tom and Dariya Milan at LPT Realty are happy to walk you through the details — reach out and let's talk.

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

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

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

Explore this neighborhood

Hillcrest Farms

Hillcrest Farms is a residential community of detached single-family homes in south-central Virginia Beach, with access via Dam Neck Road.

$650K

Median sale · 12 mo

$217

Sold $/sq ft

20d

Days on market

1

For sale now

$165K

HH income

99.2%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Hillcrest Farms
Map of Hillcrest Farms with neighborhood boundaryNeighborhood

homes for sale in Virginia Beach

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

$3,370/mo

Principal & interest

$2,828

Property tax

$383

Home insurance

$159

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

115% of $473,400

City assessment record · taxes $4,592/yr

Land share of assessed value

38% — $178,000

Improvements $295,400 · assessor record ✓

Price context — similar nearby homes

$460,000$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.

1112 Whitewater CT · 0.2 mi · 2,232 sqft$500,000 sold 2026-07
4421 Bear TRL · 0.4 mi · 2,328 sqft$649,900 sold 2026-03
1545 Drumheller DR · 0.9 mi · 2,400 sqft$515,000 sold 2026-07

Sale & Tax History

List Price

$545,000

Price / Sq Ft

$235

Annual Taxes

$4,592

Monthly Tax

$383

HOA

None

Tax Rate (effective)

0.84%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 10, 2026$545,000
Price reducedAug 12, 2026$545,000−$10,000
SoldAug 10, 2026$545,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

15% 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

Is 3949 Middlewood Dr in a good school zone?+
The assigned zones on the listing record are New Castle Elementary (VaHome School Score 9.3/10), Salem Middle (VaHome School Score 8.6/10), Salem (VaHome School Score 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.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

3949 Middlewood Dr, Virginia Beach — photo

This one's sold — the next one doesn't have to be.

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.