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✓ Source: REIN MLS #10660038 · record updated Nov 4, 2026 · synced every 2 min · your inquiry is never resold
244 Yorkshire DR, WILLIAMSBURG VA 23185 - Main photo
244 Yorkshire DR, WILLIAMSBURG VA 23185 - Photo 2
244 Yorkshire DR, WILLIAMSBURG VA 23185 - Photo 3
244 Yorkshire DR, WILLIAMSBURG VA 23185 - Photo 4
244 Yorkshire DR, WILLIAMSBURG VA 23185 - Photo 5
4beds
3.1baths
2,981sqft
4days on market

244 Yorkshire Dr, Williamsburg, VA 23185

New ListingResidential · built 1996 · HOLLY HILLS

About this home

OPEN HOUSE Fri 4 to 6 PM, Sat & Sun 1 to 3 PM ~ Timeless elegance and refined living await in this beautifully refreshed all-brick Williamsburg residence, nestled among mature trees on a peaceful cul-de-sac in Holly Hills. A dramatic two-story foyer creates a stunning first impression, opening to a spectacular great room with soaring ceilings, an impressive wall of windows overlooking the private wooded backyard, a fireplace, and custom built-ins. Rich hardwood floors, abundant natural light, and classic architectural details create an inviting atmosphere throughout. The updated kitchen features striking countertops, white cabinetry, a five-burner gas cooktop, GE Profile built-in appliances, and a sunlit breakfast area overlooking the screened porch. An elegant formal dining room showcases classic millwork and a striking Palladian window. The spacious first-floor primary suite offers a peaceful retreat with a tray ceiling and abundant natural light, while the upper level provides generously sized bedrooms and flexible living spaces. Recently painted throughout, this home blends timeless architecture, thoughtful improvements, and the tranquility of a wooded setting near Colonial Williamsburg, William & Mary, shopping, dining, and recreation.

Listing courtesy of Christine Cahoon · Real Broker LLC · REIN MLS #10660038

Facts & features

Type

Residential

Year built

1996

Price / sqft

$285

HOA

None

Taxes

$4,472/yr

County

Williamsburg VA

MLS #

10660038

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
2,981
Stories
2
Flooring
Carpet, Ceramic, Wood
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor Primary BR, Attic, Breakfast Area, Foyer, PBR with Bath, Screened Porch
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer, Washer Hookup
Equipment
Ceiling Fan, Gar Door Opener, Jetted Tub

Construction & exterior

Style
Colonial
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced

Utilities & systems

Heating
Forced Hot Air, Heat Pump, Nat Gas, Zoned
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
HOLLY HILLS
Zoning
RS-1
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

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

At a glance

244 Yorkshire Drive is a four-bedroom, three-and-a-half-bath home in Williamsburg, Virginia. Built in 1996, it offers 2,981 square feet on a quiet residential street. College Landing Park is half a mile away. This address sits close to both Camp Peary and Naval Weapons Station Yorktown.

Keep searching in Williamsburg

See all Williamsburg homes for sale, including homes for sale in 23185, homes for sale zoned for Lafayette High School, and homes for sale zoned for Matthew Whaley Elementary School. Nearby, look at Holly Hills homes for sale, Williamsburg waterfront homes for sale, Williamsburg condos and townhomes for sale, and new construction homes in Williamsburg.

Read the full overview ↓

Why this home stands out

Most homes near central Williamsburg trade square footage for walkability. At 244 Yorkshire Drive, you get both. Nearly 3,000 square feet gives you room to spread out across four bedrooms and three full baths. A half bath adds everyday convenience. The 1996 build means solid construction with a layout that still feels current. College Landing Park is a five-minute walk. That combination is hard to find in this zip code.

HOLLY HILLS and the Williamsburg real estate market

Yorkshire Drive sits in a quiet pocket of central Williamsburg, where tree-lined streets and established homes define the character. Houses here were mostly built in the 1990s, giving the area a consistent, settled feel. Neighbors take care of their lots, and the streets stay calm enough to walk or bike without much thought. The neighborhood feeds directly into the broader Williamsburg grid, so getting anywhere in the city is straightforward. Williamsburg itself is one of Virginia's most livable small cities. History runs deep here, from Colonial Williamsburg to the College of William and Mary, but daily life is modern and well-served. Route 60 and the Colonial Parkway connect you east toward Yorktown and west toward Richmond with ease. Anyone sorting through Williamsburg homes for sale will notice how central this address is to everything the city offers. Shopping, dining, and green space are all within a short drive or walk.

What's nearby

Daily errands are easy from 244 Yorkshire Drive. La Tienda, a well-stocked retail shop with specialty groceries, is 0.8 miles away. Charly's Airport Restaurant is just 0.6 miles out — a local favorite for a casual meal. Two 7-Eleven locations sit within 0.7 miles for quick stops. Coffee is covered by 1607 Coffee Company, also 0.8 miles away. Results Performance Training is right at 0.8 miles for workouts. College Landing Park, only 0.5 miles away, offers open green space along the river. Geddy Park is 0.7 miles out for another outdoor option.

For different buyers

Base commute and VA loan notes

Camp Peary is about 13 minutes away. Naval Weapons Station Yorktown is roughly 18 minutes out. Both installations are reachable without highway traffic most days. VA loan financing is widely used in this part of Williamsburg, and the 23185 zip code has a strong track record with VA appraisals. Four bedrooms and 2,981 square feet mean you are not compromising on space to stay close to base.

For buyers drawn to character

Williamsburg carries more history per square mile than almost anywhere in Virginia. Living on Yorkshire Drive puts you minutes from Colonial Williamsburg, the College of William and Mary, and the Colonial Parkway. The neighborhood itself has the kind of mature, rooted feel that newer subdivisions spend decades trying to build. If you are comparing homes for sale in 23185 and want a place with real context and character, this address delivers.

More buyer questions

How far is 244 Yorkshire Drive from Camp Peary?

Camp Peary is about 13 minutes from 244 Yorkshire Drive under normal traffic. Naval Weapons Station Yorktown is roughly 18 minutes away.

What parks are near 244 Yorkshire Drive?

College Landing Park is 0.5 miles away and sits along the river. Geddy Park is 0.7 miles out and offers another green space option.

Is 244 Yorkshire Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Check that section for the current FEMA designation.

What schools serve 244 Yorkshire Drive?

Anyone comparing homes for sale zoned for Lafayette High School or homes for sale zoned for Matthew Whaley Elementary School will find this address falls within those attendance zones. Confirm current boundaries with Williamsburg-James City County Schools directly.

Does 244 Yorkshire Drive have a garage?

Structural details including garage type are best confirmed through the current property listing or a showing. The home was built in 1996 and offers 2,981 square feet of living space.

Tom and Dariya Milan know this part of Williamsburg well. Reach out to get a straight answer on 244 Yorkshire Drive and what it takes to make it yours.

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

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Williamsburg$720K – $980K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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 51095C

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 51095C

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

48.4 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

Explore this neighborhood

Holly Hills

Holly Hills is a settled community in the City of Williamsburg, off Jamestown Road near Route 199. Most homes are custom detached houses in classic and transitional styles, set on wooded lots.

$845K

Median sale · 12 mo

$233

Sold $/sq ft

15d

Days on market

2

For sale now

$80K

HH income

66.5%

Owner-occupied

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

Explore Holly Hills →
Map of Holly Hills with neighborhood boundaryNeighborhood

homes for sale in Williamsburg, VA →

Military Commute

Drive times to nearest bases

Camp Peary

DoD

14min·8.9mi

NWS Yorktown

Navy

16min·11.9mi

JBLE Ft Eustis

Army

19min·15.7mi

JBLE Langley

Air Force

36min·30.6mi

NSA HR

Navy

65min·55.4mi

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

Payment Calculator

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

$5,031/mo

Principal & interest

$4,410

Property tax

$373

Home insurance

$248

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

Comparables

Price context — similar nearby homes

$500,000 – $899,000

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.

2769 Linden LN · 1 mi · 2,811 sqft$570,000 sold 2026-05
107 Archers Hope RD · 1.2 mi · 3,038 sqft$725,000 sold 2026-06
5105 Rolling RCH · 1.4 mi · 2,913 sqft$650,000 sold 2026-02

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

Sale & Tax History

List Price

$850,000

Price / Sq Ft

$285

Annual Taxes

$4,472

Monthly Tax

$373

HOA

None

Tax Rate (effective)

0.53%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 31, 2026$850,000—
Currently listed—$850,000—

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:

Williamsburg Real Estate Assessment

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

4 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 244 Yorkshire Dr in a good school zone?+
The assigned zones on the listing record are Matthew Whaley Elementary (VaHome School Score 5.5/10), Berkeley Middle (VaHome School Score 7.2/10), Lafayette (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 244 Yorkshire 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 244 Yorkshire Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 244 Yorkshire Dr built?+
It was built in 1996, 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

Listing courtesy of Christine Cahoon · Real Broker LLC · REIN MLS #10660038

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

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244 Yorkshire Dr, Williamsburg — photo

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

Call or text (757) 777-7577

244 Yorkshire Dr, Williamsburg, Virginia 23185 · MLS #10660038 · 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.

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