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WilliamsburgALL OTHERS AREA 114108 Woodmere Dr✓ Source: REIN MLS #10644091 · record updated Jul 14, 2026 · synced every 2 min · your inquiry is never resold
108 Woodmere DR, WILLIAMSBURG VA 23185 - Main photo
108 Woodmere DR, WILLIAMSBURG VA 23185 - Photo 2
108 Woodmere DR, WILLIAMSBURG VA 23185 - Photo 3
108 Woodmere DR, WILLIAMSBURG VA 23185 - Photo 4
108 Woodmere DR, WILLIAMSBURG VA 23185 - Photo 5
$1,099,000
$232 / sqft · est. $6,473/mo →
5beds
4.1baths
4,731sqft
0days on market

108 Woodmere Dr, Williamsburg, VA 23185

New ListingResidential · built 1988 · ALL OTHERS AREA 114

About this home

The listing, in the seller's words

Welcome to 108 Woodmere Drive, an extensively renovated custom brick home offering over 4,500 square feet of updated living space on a wooded homesite within the City of Williamsburg. Combining timeless colonial architecture with designer finishes and exceptional craftsmanship, this home blends classic character with the comfort and style of a modern renovation. A grand two-story foyer welcomes you inside where hardwood flooring, custom millwork, and abundant natural light create an impressive first impression. The formal living room features paneled walls and a marble fireplace, while the spacious dining room is complemented by a butler's pantry. A private first-floor office provides an ideal work-from-home space. The renovated kitchen features custom cabinetry, quartz countertops, a large center island, farmhouse sink, professional-style gas range, double wall ovens, designer lighting, and a geometric tile backsplash. The adjoining breakfast area flows into the vaulted great room with soaring ceilings, expansive windows, and a fireplace. Upstairs, the primary suite features a vaulted shiplap ceiling, electric fireplace, dual walk-in closets, and a renovated bath with an oversized tiled shower, frameless glass, freestanding soaking tub, and quartz double vanity. Three additional bedrooms are served by two renovated full baths. A private guest or in-law suite above the three-car garage includes a bedroom, living area, kitchenette, renovated full bath, and its own exterior entrance, offering flexibility for guests, multigenerational living, a home office, or recreation space. French doors open to a stamped concrete patio overlooking a tranquil koi pond. Additional highlights include brand-new double-hung vinyl windows, designer lighting, custom trim work, and beautifully preserved hardwood flooring. Offering approximately 4,521 square feet, five bedrooms including the private guest suite, multiple entertaining spaces, and an oversized three-car garage, don't miss this turnkey classic colonial.

Listing courtesy of Brian Twiddy · Twiddy Realty Company · REIN MLS #10644091

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1988

Price / sqft

$232

HOA fee

$23/mo

Taxes

$5,124/yr

County

Williamsburg VA

Waterfront

Yes

MLS #

10644091

Sources: REIN MLS record · 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 51095C

Flood Risk

Looking up FEMA flood zone…

In the Holly Hills neighborhood of Williamsburg. homes for sale in Williamsburg

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

Homes at this tier often trade in cash or portfolio financing — the calculator below shows a financed view; taxes are from the public record.

Estimate your monthly payment

$6,473/mo

Principal & interest

$5,702

Property tax

$427

Home insurance

$321

PMI

None

HOA

$23

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

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

$799,900$1,485,000

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.

224 Sir Thomas Lunsford DR · 0.4 mi · 4,427 sqft$945,000 sold 2026-07
125 Yorkshire DR · 0.2 mi · 4,028 sqft$815,000 sold 2026-03
145 Hunting CV · 1.1 mi · 4,245 sqft$1,200,000 sold 2026-04

Sale & Tax History

List Price

$1,099,000

Price / Sq Ft

$232

Annual Taxes

$5,124

Monthly Tax

$427

HOA fee

$23 / mo

Tax Rate (effective)

0.47%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 14, 2026$1,099,000
Currently listed$1,099,000

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

0 days on market — read it in context

Higher-priced homes market more slowly by nature: the buyer pool is smaller and diligence is heavier. Days-on-market at this tier is a rhythm, not a warning.

Questions buyers ask

Real questions, answered from the record

Is 108 Woodmere Dr in a good school zone?+
The assigned zones on the listing record are Matthew Whaley Elementary (GreatSchools 6/10), Berkeley Middle (GreatSchools 8/10), Lafayette (GreatSchools 4/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 108 Woodmere 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 108 Woodmere 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 NA.
When was 108 Woodmere Dr built?+
It was built in 1988, 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 Brian Twiddy · Twiddy Realty Company · REIN MLS #10644091

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

108 Woodmere Dr, Williamsburg, Virginia 23185 · MLS #10644091 · 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.