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Williamsburg › ALL OTHERS AREA 113 › 104 Sheppard Dr✓ Source: REIN MLS #10637293 · record updated Jun 10, 2026 · synced every 5 min · your inquiry is never resold
104 Sheppard DR, WILLIAMSBURG VA 23185 - Main photo
104 Sheppard DR, WILLIAMSBURG VA 23185 - Photo 2
104 Sheppard DR, WILLIAMSBURG VA 23185 - Photo 3
104 Sheppard DR, WILLIAMSBURG VA 23185 - Photo 4
104 Sheppard DR, WILLIAMSBURG VA 23185 - Photo 5
$375,000
$268 / sqft · est. $2,282/mo →
3beds
2.1baths
1,400sqft
8days on market

104 Sheppard Dr, Williamsburg, VA 23185

ActiveResidential · built 2001 · ALL OTHERS AREA 113

About this home

The listing, in the seller's words

Welcome to 104 Sheppard Drive, a charming and beautifully maintained home nestled in a highly sought-after Williamsburg community. Situated on a generous lot, this property offers the perfect blend of neighborhood comfort and exceptional convenience. The inviting interior features a spacious layout with bright living areas, a well-appointed kitchen, and cozy spaces designed for both everyday living and hosting guests. Step outside to a private backyard space, ideal for relaxing afternoons or outdoor dining. Located just minutes from historic Colonial Williamsburg, local dining, shopping, and major commuter routes, this home provides a quiet retreat with easy access to everything the area has to offer. Please note this home is actively lived in, showcasing its highly functional and welcoming layout. Schedule your private tour today to experience everything this wonderful property has to offer!

Listing courtesy of Patrice Jones · Coldwell Banker Premier · REIN MLS #10637293

VaHome team overview

Our read on this home

At a glance

104 Sheppard Drive is a 3-bedroom, 2.1-bath home in Williamsburg, Virginia, built in 2001 with 1,400 square feet of living space. Groceries, coffee, and a gym are all within half a mile, and two military installations are a short drive away.

Read the full overview ↓

Why this home stands out

What sets 104 Sheppard Drive apart is its rare combination of compact, manageable square footage and an almost walkable daily-errand radius in a city better known for sprawling historic corridors. With two military bases reachable in under 15 minutes and a dense cluster of shops, eateries, and fitness options within half a mile, this address punches well above its size for everyday convenience.

ALL OTHERS AREA 113 and the Williamsburg real estate market

Williamsburg sits at the intersection of Colonial American history and a very livable modern city — and 104 Sheppard Drive drops you right into the practical, workaday side of that equation. The surrounding area is a mixed residential pocket where older ranch-style homes share blocks with early-2000s builds like this one, giving the streetscape a relaxed, unpretentious feel. You're close enough to the Colonial Williamsburg district to enjoy its restaurants, festivals, and green spaces without paying the premium that comes with an address directly on the tourist corridor. City of Williamsburg jurisdiction means a tighter municipal footprint than surrounding James City County, which translates to shorter drives for city services and a more walkable grid in places. The primary keyword for this location — Williamsburg real estate — reflects a market that attracts a genuinely diverse mix of buyers: military families, history enthusiasts, retirees, and young professionals who work along the Route 60 and I-64 corridors. Daily life here has a steady, grounded rhythm.

What's nearby

Everyday errands are almost embarrassingly easy from Sheppard Drive. Food Lion is 0.4 miles away for a full grocery run, and Mi Bendicion Latin Market — just 0.5 miles out — is a great stop for specialty ingredients. When you want to eat out, Dominion Dogs Hot Dogs Cold Beer and Hong Kong Chinese Restaurant are both under half a mile. Column 15 Cafe and Roastery and Shorty's Diner are your closest coffee anchors at 0.4 miles each. Fitness options are genuinely impressive for such a small radius: JJ's Fitness at 0.3 miles, Colonial Iron Gym at 0.4, and HCPG Performance at 0.5. Quarterpath Park and the Williamsburg Recreation Department facilities are both about 0.9 miles away for outdoor time.

For different buyers

For military families relocating

Camp Peary is roughly six minutes from the front door, and Naval Weapons Station Yorktown is about 13 minutes out — making 104 Sheppard Drive a genuinely practical choice for active-duty households. A VA loan can make ownership here straightforward, and the low-maintenance square footage means less time on upkeep and more time with family between deployments or duty rotations.

For first-time buyers

At 1,400 square feet with three bedrooms and 2.1 baths, 104 Sheppard Drive is sized right for a first purchase — enough room to grow into without the overhead of a much larger home. The walkable errand radius keeps car dependence low, and Williamsburg's stable employment base offers the kind of economic backdrop that makes a first home feel like a sound long-term decision.

More buyer questions

How far is 104 Sheppard Drive from Camp Peary?

Camp Peary is approximately six minutes from 104 Sheppard Drive under typical traffic conditions. That proximity makes this address one of the more convenient residential options for personnel assigned there.

How far is 104 Sheppard Drive from Naval Weapons Station Yorktown?

Naval Weapons Station Yorktown is about 13 minutes away by car. The drive is straightforward via Route 60 or I-64, depending on your gate of entry.

What grocery stores are near 104 Sheppard Drive?

Food Lion is 0.4 miles away and Mi Bendicion Latin Market is 0.5 miles out — both are an easy walk or a very short drive for daily grocery needs.

Is 104 Sheppard Drive in a flood zone?

Flood zone designation for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and discussing it with your agent before making any decisions.

Does 104 Sheppard Drive have an HOA?

HOA status for this property is not confirmed in the available data — your agent can pull the current disclosure documents to verify whether any homeowner association applies and what it covers.

Want to know more about 104 Sheppard Drive or explore comparable homes in Williamsburg? Tom and Dariya Milan at LPT Realty are ready to walk you through it.

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

2001

Price / sqft

$268

HOA fee

$16/mo

Taxes

$2,534/yr

County

York County VA

Waterfront

Yes

MLS #

10637293

HOA association includes

Playgrounds

$16/mo HOA fee · N/A · per the REIN MLS listing record — confirm inclusions with the association.

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 51199C

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

$2,282/mo

Principal & interest

$1,946

Property tax

$211

Home insurance

$109

PMI

None

HOA

$16

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

115% of $324,900

City assessment record · taxes $2,534/yr

Land share of assessed value

27% — $87,300

Improvements $237,600 · 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

$330,000 – $367,000

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.

897 Tyler DR · 0.5 mi · 1,400 sqft$335,000 sold 2026-06
105 Rusty CT · 0.1 mi · 1,544 sqft$365,000 sold 2026-03
108 Chardonnay RD · 0.4 mi · 1,467 sqft$365,000 sold 2026-03

Sale & Tax History

List Price

$375,000

Price / Sq Ft

$268

Annual Taxes

$2,534

Monthly Tax

$211

HOA fee

$16 / mo

Tax Rate (effective)

0.68%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 2, 2026$375,000—
Currently listed—$375,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

15% above assessment

Total Assessed

$324,900

Land

$87,300

Improvement

$237,600

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

8 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

Real questions, answered from the record

Is 104 Sheppard Dr in a good school zone?+
The assigned zones on the listing record are Magruder Elementary (GreatSchools 7/10), Queens Lake Middle (GreatSchools 8/10), Bruton (GreatSchools 6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 104 Sheppard 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 104 Sheppard Dr?+
Yes — JJ's Fitness is about 0.3 miles away, per the cached nearby-places record for this address.
Are there parks near 104 Sheppard Dr?+
Williamsburg Recreation Department is about 0.9 miles away.
Where is the nearest grocery store to 104 Sheppard Dr?+
Food Lion is about 0.4 miles away. The closest dining on record is Dominion Dogs Hot Dogs Cold Beer (0.4 mi).
Does 104 Sheppard Dr have an HOA?+
Yes — HOA dues are on record for this property (the current amount is shown in the facts section on this page). The association of record is N/A. Association amenities on record include: Playgrounds.
When was 104 Sheppard Dr built?+
It was built in 2001, 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 Patrice Jones · Coldwell Banker Premier · REIN MLS #10637293

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

104 Sheppard Dr, Williamsburg, Virginia 23185 · MLS #10637293 · 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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