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Courtland › COURTLAND › 27085 Flaggy Run Rd✓ Source: REIN MLS #10618447 · record updated May 5, 2026 · synced every 2 min · your inquiry is never resold
27085 Flaggy Run RD, COURTLAND VA 23837 - Main photo
$495,000
$191 / sqft · est. $2,929/mo →
5beds
3baths
2,589sqft
62days on market

27085 Flaggy Run Rd, Courtland, VA 23837

SoldResidential · built 2007 · COURTLAND

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Pond.

Frontage

Pond ✓ VERIFIED

Source: REIN MLS listing record · waterfront features as listed

Facts & features

Type

Residential

Year built

2007

Price / sqft

$191

HOA

None

Taxes

$2,597/yr

County

Southampton County VA

Waterfront

Yes

MLS #

10618447

Interior

Bedrooms
5
Full baths
3
Approx. sqft
2,589
Stories
1
Flooring
Carpet, Laminate/LVP, Vinyl
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
10
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Fin. Rm Over Gar, PBR with Bath, Pantry, Porch, Screened Porch, Spare Room, Sun Room, Utility Room, Workshop
Interior features
Fireplace Wood, Handicap, Walk-In Closet, Window Treatments
Appliances
Dishwasher, Dryer, Microwave, Elec Range, Refrigerator, Washer
Equipment
Attic Fan, Cable Hookup, Ceiling Fan, Gar Door Opener, Jetted Tub, Security Sys, Satellite Dish
Accessibility
Handicap Access, Main Floor Laundry, Ramp

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Exterior features
Deck, Horses Allowed, Well, Wooded
Pool
No Pool
Fencing
Partial,Privacy,Wood Fence
Waterfront
Pond

Utilities & systems

Heating
Heat Pump
Cooling
Central Air,Heat Pump
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Subdivision
COURTLAND
Zoning
A-2
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Garage Det 1 Car, Multi Car, Off Street
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

A rare opportunity to own an exceptional 5 BR/3 BA home on 13 acres (10 acres wooded), offering privacy, space and endless possibilities - an opportunity to experience country living with all the conveniences of city living just around the corner. Property features a fully stocked pond. Enjoy the outdoors from the sunroom and screened porch overlooking this beautiful setting. Includes a detached 1500 SF guest house with 2 BR/1BA, full kitchen, living room with fireplace, laundry(washer) and garage-great for guests or extended family. Also features a 20 x 40 pole barn for equipment storage or hobbies. Lot also includes several fruit trees. Fiber optics installed for both houses. Too many beautiful features to describe...A MUST SEE!

Listing courtesy of Tammie Freeman · World Class Realty · REIN MLS #10618447

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

  • ElementaryRiverdale Elementary
    —
  • MiddleSouthampton Middle
    —
  • HighSouthampton
    —

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 51175C

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

$2,929/mo

Principal & interest

$2,568

Property tax

$216

Home insurance

$144

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

Judge value on real ground

Price context — similar nearby homes

$224,900 – $1,150,000

The 3 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 1 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

30429 Camp PW · 1.2 mi · 2,628 sqft$1,150,000 active
22324 Linden ST · 1 mi · 2,780 sqft$224,900 active
23104 Storys Station Rd · 2.1 mi · 2,282 sqft$360,000 sold 2026-08

Sale & Tax History

List Price

$495,000

Price / Sq Ft

$191

Annual Taxes

$2,597

Monthly Tax

$216

HOA

None

Tax Rate (effective)

0.52%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMar 9, 2026$495,000—
SoldMay 1, 2026$495,000—

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:

Courtland Assessor (Google)

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 27085 Flaggy Run Rd in a good school zone?+
The assigned zones on the listing record are Riverdale Elementary, Southampton Middle, Southampton. School attendance zones can change — always confirm enrollment with the local school division.
Is 27085 Flaggy Run Rd 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 27085 Flaggy Run Rd a waterfront property?+
Yes. The listing record shows: Pond.
Does 27085 Flaggy Run Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 27085 Flaggy Run Rd built?+
It was built in 2007, 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 Tammie Freeman · World Class Realty · REIN MLS #10618447

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?
27085 Flaggy Run Rd, Courtland — photo

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

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27085 Flaggy Run Rd, Courtland, Virginia 23837 · MLS #10618447 · 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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