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Virginia BeachHOLLAND PINES1848 Chestwood Dr✓ Source: REIN MLS #10647560 · record updated Sep 11, 2026 · synced every 2 min · your inquiry is never resold
1848 Chestwood DR, VIRGINIA BEACH VA 23453 - Main photo
1848 Chestwood DR, VIRGINIA BEACH VA 23453 - Photo 2
1848 Chestwood DR, VIRGINIA BEACH VA 23453 - Photo 3
1848 Chestwood DR, VIRGINIA BEACH VA 23453 - Photo 4
1848 Chestwood DR, VIRGINIA BEACH VA 23453 - Photo 5
5beds
2.1baths
3,000sqft
38days on market

1848 Chestwood Dr, Virginia Beach, VA 23453

ActiveResidential · built 1992 · HOLLAND PINES

Facts & features

Type

Residential

Year built

1992

Price / sqft

$192

HOA

None

Taxes

$5,036/yr

County

Virginia Beach VA

MLS #

10647560

Interior

Bedrooms
5
Full baths
2
Half baths
1
Approx. sqft
3,000
Stories
2
Flooring
Carpet, Laminate/LVP
Total rooms
7
Other rooms
1st Floor BR, PBR with Bath
Appliances
Dishwasher, Dryer Hookup, Gas Range, Washer Hookup
Equipment
Jetted Tub

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Partial

Utilities & systems

Heating
Heat Pump
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2300
Subdivision
HOLLAND PINES
Zoning
R10
Ownership
Fee Simple
Garage
No
Parking
Driveway Spc
Possession
CLOSING
Disclosures
Disclosure Statement

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

About this home

Welcome to your dream home in the heart of Virginia Beach. This stunning property has been updated and is ready for you to move right in. As soon as you enter, you will notice the fresh paint and beautiful new flooring that flows throughout the entire house. The heart of the home features a fully renovated kitchen equipped with brand new cabinets, elegant stone countertops, and modern stainless steel appliances. Both bathrooms have been tastefully updated with custom tile work. Essential structural updates provide total peace of mind, including a brand new roof and a water heater installed in 2023. Beyond the main living spaces, you can relax in the bright Florida room or go outside onto the spacious deck that is perfect for entertaining guests. This home truly offers too many features to list, and you must see it in person to appreciate all of the details. Schedule your tour today before this gem is gone.

Listing courtesy of Jamey Fereday · World Class Realty · REIN MLS #10647560

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Meet 1848 Chestwood Drive — a five-bedroom, 2.5-bath home in Virginia Beach spanning roughly 3,000 square feet, built in 1992, and sitting steps from three neighborhood parks with NAS Oceana just eight minutes away. There's a lot of room to grow here.

Read the full overview ↓

Why this home stands out

Five bedrooms in a single-family home this size gives you genuine flexibility — a dedicated home office, a guest suite, a playroom, and still room left over. The 1992 build hits a sweet spot: solid construction with enough years of established landscaping and mature trees to give the property real presence. Add three parks within half a mile and a dining corridor under a mile out, and daily life at 1848 Chestwood Drive runs on easy mode.

HOLLAND PINES and the Virginia Beach real estate market

Chestwood Drive sits in the southwestern inland quadrant of Virginia Beach, a part of the city where the pace is residential and the streets are quiet without feeling remote. The 23453 zip code is one of those pockets where neighbors tend to stay put — you'll notice it in the well-kept yards and the sense that people actually know each other. Virginia Beach itself is one of the largest cities by land area in the country, which means you get genuine suburban breathing room without sacrificing access to the coast, the Oceanfront, or the commercial corridors along Dam Neck Road and Princess Anne Road. Families comparing Virginia Beach homes for sale often land here because the location threads the needle between commute convenience and neighborhood calm. The city's parks system is strong in this area — Woods of Piney Grove Neighborhood Park is essentially in the backyard, and Landstown Meadows Park is a short walk down the block.

What's nearby

Within 0.8 miles you have three solid dining options: The Pig Shop Bar and Grill for smoked meats, VB National on the Green for a more relaxed patio vibe, and Ynot Italian when pasta night calls. Fitness is equally well covered — The Little Gym of Virginia Beach is a favorite for younger kids, Anytime Fitness handles the adults, and Zen Hot Yoga is there when you need to decompress. For green space, Woods of Piney Grove Neighborhood Park is right outside the door, Landstown Meadows Park is 0.2 miles away, and Holland Oaks Park rounds out the trio at 0.4 miles. Everyday errands along Dam Neck Road keep the routine simple.

For different buyers

For military families relocating

NAS Oceana is eight minutes from the front door, and Dam Neck Annex is eleven — two of the most active installations in Hampton Roads, both within easy striking distance. Five bedrooms means deployments don't require anyone to share space they'd rather not share, and a VA loan pairs naturally with a home this size. Families comparing homes for sale zoned for Landstown High School and homes for sale zoned for Christopher Farms Elementary School will find 1848 Chestwood Drive well-positioned.

For families upgrading

If your current home has run out of room, 3,000 square feet across five bedrooms gives everyone their own space — and then some. The 1992 build means the floor plan was designed for real family living, not the compressed layouts of newer construction. Three parks under half a mile away mean the kids have somewhere to go, and the dining and fitness options nearby mean the adults do too.

More buyer questions

How far is 1848 Chestwood Drive from NAS Oceana?

NAS Oceana is approximately eight minutes by car from 1848 Chestwood Drive, making it one of the closer residential options to the base in Virginia Beach. Dam Neck Annex is about eleven minutes in the same direction.

What parks are near 1848 Chestwood Drive?

Woods of Piney Grove Neighborhood Park is essentially adjacent to the property, Landstown Meadows Park is 0.2 miles away, and Holland Oaks Park is 0.4 miles out — three distinct green spaces all within easy walking distance.

Is 1848 Chestwood Drive in a flood zone?

Flood zone information for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the 23453 zip code.

How many bedrooms and bathrooms does 1848 Chestwood Drive have?

The home has five bedrooms and 2.5 bathrooms across approximately 3,000 square feet, built in 1992 on a residential lot in Virginia Beach.

Where can I find other homes for sale in 23453?

The homes for sale in 23453 listings page on vahome.com shows every active property in this zip code, updated in real time — a good starting point if you want to compare options in the same neighborhood corridor.

Tom and Dariya Milan at LPT Realty know this part of Virginia Beach well. Reach out to get a straight answer on what 1848 Chestwood Drive means for your move.

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

Homes like this one sell fast — see the next one first

Virginia Beach$490K – $665K5+ beds

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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 B

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

Military Aircraft Zone Information

Aircraft Noise

65-70 dB DNL

Accident Potential Zone

Not in a mapped Accident Potential Zone

Source: U.S. Navy AICUZ — Air Installations Compatible Use Zones (via city GIS)

Explore this neighborhood

Holland

Holland is a historic rural village in the southwestern corner of Suffolk, Virginia, set where Holland Road (U.S. Route 58) meets Ruritan Boulevard and South Quay Road (State Route 189).

$445K

Median sale · 12 mo

$214

Sold $/sq ft

13d

Days on market

13

For sale now

$82K

HH income

67.3%

Owner-occupied

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

Explore Holland
Map of Holland with neighborhood boundaryNeighborhood

see more Virginia Beach homes

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

$3,581/mo

Principal & interest

$2,993

Property tax

$420

Home insurance

$168

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

111% of $519,200

City assessment record · taxes $5,036/yr

Land share of assessed value

32% — $165,000

Improvements $354,200 · assessor record ✓

Price context — similar nearby homes

$627,500$1,050,000

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.

2621 Bombay LNDG · 2.3 mi · 3,000 sqft$1,050,000 sold 2026-07
2733 Blake ST · 2.3 mi · 2,845 sqft$630,000 sold 2026-07
2813 Energy DR · 2.7 mi · 2,961 sqft$695,000 sold 2026-08

Own a home nearby? See what it is worth today — What's your Virginia Beach home worth?

Sale & Tax History

List Price

$576,900

Price / Sq Ft

$192

Annual Taxes

$5,036

Monthly Tax

$420

HOA

None

Tax Rate (effective)

0.87%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 4, 2026$576,900
Price reducedSep 11, 2026$576,900−$100
Currently listed$576,900

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

11% above assessment

Total Assessed

$519,200

Land

$165,000

Improvement

$354,200

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.

Market tempo

38 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 1848 Chestwood Dr in a good school zone?+
The assigned zones on the listing record are Christopher Farms Elementary (VaHome School Score 8.5/10), Landstown Middle (VaHome School Score 7.8/10), Landstown (VaHome School Score 7.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1848 Chestwood 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.
Does 1848 Chestwood Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1848 Chestwood Dr built?+
It was built in 1992, 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Jamey Fereday · World Class Realty · REIN MLS #10647560

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.

1848 Chestwood Dr, Virginia Beach — photo

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

Call or text (757) 777-7577

1848 Chestwood Dr, Virginia Beach, Virginia 23453 · MLS #10647560 · 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.