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Williamsburg › ALL OTHERS AREA 114 › 108 Woodmere Dr✓ Source: REIN MLS #10644091 · record updated Jul 23, 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
8days on market

108 Woodmere Dr, Williamsburg, VA 23185

ActiveResidential · 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

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

108 Woodmere Drive is a substantial five-bedroom, four-and-a-half-bath home in Williamsburg, Virginia, offering 4,731 square feet of living space built in 1988. It sits within easy reach of two military installations, everyday conveniences, and the historic heart of the city.

Read the full overview ↓

Why this home stands out

Few homes in this price range deliver nearly 4,800 square feet alongside five true bedrooms and four full baths in one of Virginia's most storied cities. The 1988 construction puts it in a generation of homes built with generous room proportions and solid bones — large enough for multigenerational living or a household that simply refuses to feel squeezed, yet positioned in a neighborhood that keeps daily errands genuinely close.

ALL OTHERS AREA 114 and the Williamsburg real estate market

Woodmere Drive sits in a quiet residential pocket of Williamsburg — a city that manages to feel both small-town and deeply significant at the same time. The broader Williamsburg area is anchored by Colonial Williamsburg, William & Mary, and a regional economy that draws professionals, military families, and history enthusiasts from across the country. Neighborhoods near the 23185 zip code tend to be established and tree-lined, with a mix of larger single-family homes that were built during the late 1980s and early 1990s boom. What makes this location particularly livable is the balance it strikes: you're close enough to Route 60 and the US-60 corridor to reach shopping, dining, and services without a long drive, yet the residential streets themselves stay calm. The James City County and City of Williamsburg jurisdictions overlap in this part of town, which means residents benefit from a well-maintained infrastructure and a community that takes its quality of life seriously. There's genuine pride of place here.

What's nearby

Day-to-day errands are easy from 108 Woodmere Drive. La Tienda, a specialty retail and grocery shop, is just 0.3 miles away, and Food Lion is under a mile for a full grocery run. For your morning coffee, 1607 Coffee Company and The Coffeehouse are both within walking or a very short drive, alongside a 7-Eleven for quick stops. Saudade Tapas and Wine Bar is a 0.3-mile option when you want a proper evening out. Fitness is well covered too — Results Performance Training is 0.3 miles away, with Anytime Fitness and Burn Boot Camp both under a mile. Geddy Park, just 0.5 miles out, gives you a nearby green space for walks and fresh air.

For different buyers

For military families relocating

Camp Peary is roughly 13 minutes from the front door, and Naval Weapons Station Yorktown is about 18 minutes out — making 108 Woodmere Drive a practical home base for service members assigned to either installation. The five-bedroom layout accommodates growing families comfortably, and a VA loan can make financing a home of this size more accessible than many buyers expect.

For families upgrading

If your current home has started to feel like a puzzle you can't quite solve — not enough bedrooms, not enough bathrooms, nowhere to spread out — 4,731 square feet across five bedrooms and four and a half baths is a genuine reset. There's room for a dedicated home office, a guest suite, and still have space left over. Williamsburg's established neighborhoods and strong community character make this a place families tend to stay for the long haul.

More buyer questions

How far is 108 Woodmere Drive from Naval Weapons Station Yorktown?

Naval Weapons Station Yorktown is approximately 18 minutes from 108 Woodmere Drive under typical traffic conditions. The drive follows Route 60 east and is straightforward without major congestion points.

How far is 108 Woodmere Drive from Camp Peary?

Camp Peary is about 13 minutes away, making it one of the closer military installations to this address in the greater Williamsburg area.

What is the square footage and layout of 108 Woodmere Drive?

The home offers 4,731 square feet of living space across five bedrooms and four and a half bathrooms, built in 1988 as a single-family residential property.

Is 108 Woodmere Drive in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.

Where is 108 Woodmere Drive located relative to downtown Williamsburg?

The address is within the 23185 zip code, placing it close to the Route 60 corridor and within a short drive of Colonial Williamsburg's historic district and the broader city center.

Ready to walk through 108 Woodmere Drive in person? Reach out to Tom and Dariya Milan at LPT Realty to set up a showing or get your questions answered.

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

1988

Price / sqft

$232

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 · null fields are suppressed, never faked

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 51095C

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

Explore this neighborhood

Holly Hills

Holly Hills is an established residential community in the City of Williamsburg, set off Jamestown Road near Route 199.

$845K

Median sale · 12 mo

$227

Sold $/sq ft

6d

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 →

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

$6,450/mo

Principal & interest

$5,702

Property tax

$427

Home insurance

$321

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

Judge value on real ground

Asking vs. assessment

143% of $768,200

City assessment record · taxes $5,124/yr

Land share of assessed value

22% — $166,500

Improvements $601,700 · 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

$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
124 Richmond Hill CT · 1.2 mi · 4,994 sqft$1,200,000 sold 2026-07

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 15, 2026$1,099,000—
Currently listed—$1,099,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

43% 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.

Market tempo

8 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.

108 Woodmere Dr, Williamsburg — photo

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.

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