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✓ Source: REIN MLS #10644091 · record updated Aug 31, 2026 · synced every 2 min · your inquiry is never resold
108 Woodmere DR, WILLIAMSBURG VA 23185 - Main photo
5beds
4.1baths
4,731sqft
47days on market

108 Woodmere Dr, Williamsburg, VA 23185

SoldResidential · built 1988 · ALL OTHERS AREA 114

About this home

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

Facts & features

Type

Residential

Year built

1988

Price / sqft

$221

HOA fee

$23/mo

Taxes

$5,124/yr

County

Williamsburg VA

MLS #

10644091

Interior

Bedrooms
5
Full baths
4
Half baths
1
Approx. sqft
4,731
Stories
2
Flooring
Ceramic, Slate, Wood
Ensuite bedrooms
3
Total rooms
13
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, In-Law Suite, Library, PBR with Bath, Office/Study, Pantry
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup
Equipment
Attic Fan, Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Colonial
Subtype
Detached
Foundation
Crawl
Roof
Composite
Exterior
Brick,Wood
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Subdivision
ALL OTHERS AREA 114
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 3+ Car, Oversized Gar, Multi Car, Street
Possession
CLOSE
Disclosures
Common Interest Community, Disclosure Statement

Sources: REIN MLS record · city assessor

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.

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$885K – $1.2M5+ 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

75.4 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 →

Military Commute

Drive times to nearest bases

Camp Peary

DoD

15min·8.6mi

NWS Yorktown

Navy

17min·11.6mi

JBLE Ft Eustis

Army

21min·15.4mi

JBLE Langley

Air Force

42min·31.8mi

NSA HR

Navy

67min·43.6mi

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

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

$6,154/mo

Principal & interest

$5,422

Property tax

$427

Home insurance

$305

PMI

None

HOA/Condo (paid separately)

$23

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

Asking vs. assessment

136% of $768,200

City assessment record · taxes $5,124/yr

Land share of assessed value

22% — $166,500

Improvements $601,700 · assessor record ✓

Price context — similar nearby homes

$799,900 – $1,225,000

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.

208 Holly Hills Dr DR · 0.5 mi · 4,772 sqft$1,225,000 sold 2026-09
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

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

Sale & Tax History

List Price

$1,045,000

Price / Sq Ft

$221

Annual Taxes

$5,124

Monthly Tax

$427

HOA fee

$23 / mo

Tax Rate (effective)

0.49%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 15, 2026$1,045,000—
Price reducedAug 31, 2026$1,045,000−$54,000
SoldAug 31, 2026$1,045,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

36% above assessment

Total Assessed

$768,200

Land

$166,500

Improvement

$601,700

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.

Questions buyers ask

Is 108 Woodmere 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 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

Brokered by LPT Realty · Hampton Roads

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.

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.

🏡 Similar homes for saleWhat's my home worth?
108 Woodmere Dr, Williamsburg — photo

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

🏡 Homes for sale in WilliamsburgCall 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.

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