Portsmouth › HIGHLAND BILTMORE › 2732 Greenwood Dr✓ Source: REIN MLS #10646807 · record updated Aug 9, 2026 · synced every 2 min · your inquiry is never resold

2732 Greenwood DR, PORTSMOUTH VA 23702 - Main photo

2732 Greenwood DR, PORTSMOUTH VA 23702 - Photo 2

2732 Greenwood DR, PORTSMOUTH VA 23702 - Photo 3

2732 Greenwood DR, PORTSMOUTH VA 23702 - Photo 4

2732 Greenwood DR, PORTSMOUTH VA 23702 - Photo 5

$299,900

$212 / sqft · est. $1,849/mo →

4beds

2baths

1,412sqft

8days on market

2732 Greenwood Dr, Portsmouth, VA 23702

ActiveResidential · built 1941 · HIGHLAND BILTMORE

Facts & features

Type

Residential

Year built

1941

Price / sqft

$212

HOA

None

Taxes

$2,466/yr

County

Portsmouth VA

MLS #

10646807

Interior

Bedrooms: 4
Full baths: 2
Approx. sqft: 1,412
Stories: 2
Flooring: Ceramic, Wood
Ensuite bedrooms: 1
First-floor bed & full bath: Yes
Total rooms: 6
Other rooms: 1st Floor BR, Breakfast Area, PBR with Bath, Pantry, Utility Closet
Appliances: Dishwasher, Disposal, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
Equipment: Cable Hookup, Ceiling Fan

Construction & exterior

Style: Cape Cod
Subtype: Detached
Foundation: Crawl
Roof: Asphalt Shingle
Exterior: Vinyl
Pool: No Pool
Fencing: Back Fenced,Wood Fence

Utilities & systems

Heating: Nat Gas
Cooling: Central Air
Water heater: Gas
Water: City/County
Sewer: City/County

Lot, parking & ownership

Subdivision: HIGHLAND BILTMORE
Zoning: UR
Ownership: Fee Simple
Garage: Yes
Parking: Garage Det 1 Car, 2 Space, Driveway Spc
Possession: CLOSING
Disclosures: Disclosure Statement

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

About this home

Charming, updated, and ready for its next chapter! This adorable cottage-style home has been freshly painted and features a brand-new HVAC system, making it truly move-in ready. Offering 4 bedrooms and 2 full bathrooms, it combines classic character with everyday functionality. Enjoy the convenience of a dedicated laundry room, detached garage, and a spacious fenced backyard with plenty of room for entertaining, gardening, pets, or play. Ideally located near Bid-A-Wee Golf Course and the new casino, you'll enjoy easy access to recreation, dining, and entertainment while still coming home to a cozy neighborhood feel. Don't miss your chance to make this charming home your own!

Listing courtesy of Matthew Monaco · BHHS RW Towne Realty · REIN MLS #10646807

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

A four-bedroom, two-bath 1941 brick home on Greenwood Drive in Portsmouth puts you five minutes from Norfolk Naval Shipyard and six minutes from USCG Base Portsmouth — hard-to-beat proximity for anyone working the waterfront side of Hampton Roads.

Keep searching in Portsmouth

See all Portsmouth homes for sale, including homes for sale in 23702, homes for sale zoned for Manor High School, and homes for sale zoned for Victory Elementary School. Browse every listing among homes for sale in Portsmouth — updated from the REIN MLS every few minutes. Nearby, look at Brighton homes for sale, Portsmouth waterfront homes for sale, Portsmouth condos and townhomes for sale, and new construction homes in Portsmouth.

Read the full overview ↓

Why this home stands out

What sets 2732 Greenwood Drive apart is the combination of genuine 1940s character — think solid construction from an era when homes were built to last — and a location that almost no other Portsmouth homes for sale can match. Two major installations within a five-minute drive, a park literally down the block, and a walkable pocket of neighborhood that still feels like a real community rather than a subdivision.

HIGHLAND BILTMORE and the Portsmouth real estate market

Greenwood Drive sits in a quiet residential corridor of south Portsmouth, a part of the city that carries the honest, unpretentious character of a working waterfront town. Portsmouth is one of Hampton Roads' original cities, and this zip code wears that history comfortably. The streets here are lined with mid-century homes on modest lots, and neighbors tend to know each other. Truxtun Historic District is just four-tenths of a mile away, adding a layer of architectural heritage to the surrounding area. The city of Portsmouth itself offers a compact downtown waterfront, the Children's Museum of Virginia, and the Olde Towne Historic District — all within a short drive. Families comparing homes for sale in Portsmouth will find this particular pocket delivers on both convenience and community feel without the price premium of the waterfront blocks.

What's nearby

Day-to-day errands are genuinely easy from Greenwood Drive. Highland Biltmore Park is a two-tenths-of-a-mile walk — ideal for a morning stretch or an after-dinner stroll. Dog owners will appreciate GreenwoodSniffSpot just four-tenths of a mile away. New York Pizza & Deli and Hay Hing Chinese are both within three-tenths of a mile for a quick dinner. A 7-Eleven is right at two-tenths of a mile for coffee and a grab-and-go breakfast. When you need more, Dunkin' is under a mile out, and a Dollar General covers basic household needs at half a mile.

For different buyers

For military families relocating

Norfolk Naval Shipyard is a five-minute drive and USCG Base Portsmouth is six minutes out — two of Hampton Roads' busiest installations within one short commute. That kind of proximity matters when schedules shift and duty calls early. VA loan eligibility pairs naturally with a home like this, and the four bedrooms give a growing military family real room to spread out.

For buyers drawn to character

Homes built in 1941 have a structural honesty that newer construction rarely replicates — thicker walls, mature lot trees, and a floor plan that evolved from actual living patterns rather than a developer's cost sheet. If you're drawn to homes for sale in 23702 precisely because you want something with a story and bones that have already proven themselves over eight decades, 2732 Greenwood Drive deserves a close look.

Homes like this one sell fast — see the next one first

Portsmouth$250K – $345K4+ beds

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Schools

VaHome School Score

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

ElementaryVictory Elementary School
3.7/10
MiddleChurchland Middle School
2.7/10
HighManor High School
3.6/10

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 515529

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone B

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Brighton

Brighton is a residential neighborhood in Portsmouth, Virginia, characterized by tree-lined streets and a mix of housing styles that reflect its established community roots.

$283K

Median sale · 12 mo

$181

Sold $/sq ft

22d

Days on market

For sale now

$46K

HH income

55.2%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Brighton →

Neighborhood

Portsmouth houses for sale →

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

$1,849/mo

Down payment20% · $59,980

Interest rate6.75%

Loan term30 years

Principal & interest

$1,556

Property tax

$206

Home insurance

$87

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

Asking vs. assessment

151% of $198,910

City assessment record · taxes $2,466/yr

Land share of assessed value

30% — $59,380

Improvements $139,530 · assessor record ✓

Price context — similar nearby homes

$137,000 – $325,000

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.

169 Allard RD · 1.1 mi · 1,440 sqft$276,000 sold 2026-03

28 Woodland ST · 0.9 mi · 1,305 sqft$285,000 sold 2026-06

2924 Smithfield RD · 0.8 mi · 1,565 sqft$325,000 sold 2026-04

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

Sale & Tax History

List Price

$299,900

Price / Sq Ft

$212

Annual Taxes

$2,466

Monthly Tax

$206

HOA

None

Tax Rate (effective)

0.82%

Sale Timeline (this listing)

Event	Date	Price	Detail
Listed	Aug 1, 2026	$299,900	—
Currently listed	—	$299,900	—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

51% above assessment

Total Assessed

$198,910

Land

$59,380

Improvement

$139,530

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:

Portsmouth Real Estate Assessor

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

Is 2732 Greenwood Dr in a good school zone?+

The assigned zones on the listing record are Victory Elementary (VaHome School Score 3.7/10), Churchland Middle (VaHome School Score 2.7/10), Manor High (VaHome School Score 3.6/10). School attendance zones can change — always confirm enrollment with the local school division.

Is 2732 Greenwood 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 2732 Greenwood Dr have an HOA?+

No — there are no HOA, condo, or association dues on the listing record for this property.

When was 2732 Greenwood Dr built?+

It was built in 1941, 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

Tom & Dariya Milan

Brokered by LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Matthew Monaco · BHHS RW Towne Realty · REIN MLS #10646807

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

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See it in person — the record only says so much.

Call or text (757) 777-7577

2732 Greenwood Dr, Portsmouth, Virginia 23702 · MLS #10646807 · 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.

✆

2732 Greenwood Dr, Portsmouth, VA 23702

Facts & features

About this home

Our read on this home

Why this home stands out

HIGHLAND BILTMORE and the Portsmouth real estate market

What's nearby

For different buyers

For military families relocating

For buyers drawn to character

More buyer questions

Homes like this one sell fast — see the next one first

Schools

Flood & environment

Flood Risk

Hurricane Evacuation Zone

Brighton

Minutes to real places, not a score

Location & Neighborhood

Military Commute

Run the real carrying cost

Estimate your monthly payment

Judge value on real ground

Sale & Tax History

Sale Timeline (this listing)

Public-Records Assessment

Comparable Properties

8 days on market — read it in context

Questions buyers ask

You'll talk to a person, not a lead queue

See it in person — the record only says so much.