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ChesapeakeHOMESTEAD ACRES2744 Horseshoe Dr✓ Source: REIN MLS #10636036 · record updated Jul 20, 2026 · synced every 2 min · your inquiry is never resold
2744 Horseshoe DR, CHESAPEAKE VA 23322 - Main photo
2744 Horseshoe DR, CHESAPEAKE VA 23322 - Photo 2
2744 Horseshoe DR, CHESAPEAKE VA 23322 - Photo 3
2744 Horseshoe DR, CHESAPEAKE VA 23322 - Photo 4
2744 Horseshoe DR, CHESAPEAKE VA 23322 - Photo 5
$440,000
$223 / sqft · est. $2,776/mo →
4beds
2baths
1,975sqft
55days on market

2744 Horseshoe Dr, Chesapeake, VA 23322

ActiveResidential · built 1978 · HOMESTEAD ACRES

About this home

The listing, in the seller's words

Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody's, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

Listing courtesy of Jessica Haynes · Keller Williams Capital Props. · REIN MLS #10636036

VaHome team overview

Our read on this home

At a glance

2744 Horseshoe Drive is a four-bedroom, two-bath ranch-style home in Chesapeake's 23322 zip code, offering 1,975 square feet on a generously sized lot in a quiet, established neighborhood — solid bones, a familiar floor plan, and easy access to everything South Hampton Roads has to offer.

Read the full overview ↓

Why this home stands out

Built in 1978, this single-family home carries the hallmarks of its era — a practical, spread-out floor plan that keeps bedrooms separated from living spaces, and a lot size that gives you genuine breathing room between neighbors. Four true bedrooms in this square-footage range is a real advantage, and the 23322 zip code consistently draws buyers who want Chesapeake's lower tax rate and suburban feel without sacrificing commute convenience.

HOMESTEAD ACRES and the Chesapeake real estate market

Horseshoe Drive sits in the Great Bridge corridor of Chesapeake — one of the city's most established and sought-after pockets. Streets here are lined with mature trees, lots run generous, and the pace feels distinctly suburban without being remote. Chesapeake as a whole is the second-largest city by land area in the continental United States, which means you get space, lower density, and a city government that has long prioritized infrastructure and parks. If you're working with chesapeake real estate agents to find a home that balances quiet residential living with genuine city amenities, this part of the 23322 zip code tends to rise to the top of the list. The Great Bridge area in particular has a strong community identity — local festivals, a historic drawbridge, and a walkable village center all contribute to a neighborhood that feels rooted. Chesapeake's overall growth trajectory has made this corridor increasingly attractive to buyers coming from both the Virginia Beach and Norfolk sides of the metro.

What's nearby

Daily errands are straightforward from Horseshoe Drive. The Great Bridge area puts grocery options, pharmacies, and casual dining within a short drive — Battlefield Boulevard is the main commercial spine and covers most routine needs. For coffee, local cafés and national chains cluster near the Great Bridge intersection. Battlefield Boulevard also connects quickly to Interstate 64, making the broader Hampton Roads metro accessible without a complicated commute. Chesapeake City Park, one of the largest municipal parks in the region, is a short drive north and offers trails, athletic fields, and open green space. The Intracoastal Waterway runs nearby, and the historic Great Bridge Lock Park is worth knowing about if you enjoy waterfront walks.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is roughly 19 minutes away, and Norfolk Naval Shipyard clocks in around 28 minutes — both very workable for daily commutes. A VA loan can make a four-bedroom home like this one particularly accessible for active-duty and veteran buyers, and the 23322 zip code's established neighborhoods tend to hold value well across PCS cycles.

For families upgrading

Four bedrooms and nearly 2,000 square feet give a growing family genuine room to spread out — dedicated space for a home office, a guest room, or a playroom without anyone feeling squeezed. The lot size adds outdoor flexibility that tighter suburban developments simply can't offer, and the Great Bridge area's community character makes it a place families tend to stay once they arrive.

More buyer questions

How far is 2744 Horseshoe Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 28 minutes from 2744 Horseshoe Drive under typical traffic conditions. The route runs primarily via Interstate 64 and the Chesapeake Expressway corridor, making it a manageable daily commute.

How far is 2744 Horseshoe Drive from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is about 19 minutes away, making it one of the closer major installations to this address in the Hampton Roads area.

What is the flood zone status for 2744 Horseshoe Drive?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page — check that section for the most current FEMA designation and any associated details.

Is there an HOA at 2744 Horseshoe Drive?

HOA status for this property should be confirmed during the transaction process, as community association details can change; your agent can pull the most current disclosure information.

What is the zip code for 2744 Horseshoe Drive, and what does it cover?

This address falls in the 23322 zip code, which covers a large portion of the Great Bridge and Hickory areas of Chesapeake — one of the city's most established residential corridors with strong infrastructure, mature neighborhoods, and convenient access to both Battlefield Boulevard and Interstate 64.

Ready to take a closer look at 2744 Horseshoe Drive? Tom and Dariya Milan know Chesapeake's neighborhoods inside and out — reach out and let's set up a walkthrough on your schedule.

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

1978

Price / sqft

$223

HOA

None

Taxes

$4,378/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10636036

Interior

Bedrooms
4
Full baths
2
Approx. sqft
1,975
Stories
1
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, PBR with Bath, Office/Study, Pantry, Porch, Screened Porch, Sun Room
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Ceiling Fan, Gar Door Opener
Accessibility
Main Floor Laundry

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Wood
Pool
No Pool
Fencing
Back Fenced,Wood Fence
Waterfront
Not Waterfront

Utilities & systems

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

Lot, parking & ownership

Subdivision
HOMESTEAD ACRES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 1 Car, Garage Det 2 Car, Multi Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
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 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

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

Explore this neighborhood

Hickory

Hickory is a rural-meets-suburban community in the southern reaches of Chesapeake, Virginia, set along the Battlefield Boulevard South corridor as it runs toward the North Carolina line.

$615K

Median sale · 12 mo

$245

Sold $/sq ft

18d

Days on market

39

For sale now

$132K

HH income

82.9%

Owner-occupied

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

Explore Hickory
Map of Hickory with neighborhood boundaryNeighborhood

homes for sale in Chesapeake

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

$2,776/mo

Principal & interest

$2,283

Property tax

$365

Home insurance

$128

PMI

None

HOA

None

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

Asking vs. assessment

101% of $433,500

City assessment record · taxes $4,378/yr

Land share of assessed value

38% — $165,000

Improvements $268,500 · 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

$333,200$675,000

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.

2736 Horseshoe DR · 0 mi · 1,900 sqft$450,000 sold 2026-04
2805 Bunch Walnuts RD · 0.2 mi · 1,940 sqft$625,000 sold 2026-05
2841 Bunch Walnuts RD · 0.3 mi · 2,016 sqft$585,000 sold 2026-03

Sale & Tax History

List Price

$440,000

Price / Sq Ft

$223

Annual Taxes

$4,378

Monthly Tax

$365

HOA

None

Tax Rate (effective)

1.00%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 26, 2026$440,000
Price reducedJul 10, 2026$440,000−$35,000
Currently listed$440,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$433,500

Land

$165,000

Improvement

$268,500

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:

Chesapeake 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

55 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

Real questions, answered from the record

Is 2744 Horseshoe Dr in a good school zone?+
The assigned zones on the listing record are Hickory Elementary (GreatSchools 9/10), Hickory Middle (GreatSchools 9/10), Grassfield (GreatSchools 8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2744 Horseshoe 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 2744 Horseshoe Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 2744 Horseshoe Dr built?+
It was built in 1978, 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 Jessica Haynes · Keller Williams Capital Props. · REIN MLS #10636036

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.

2744 Horseshoe Dr, Chesapeake — photo

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

Call or text (757) 777-7577

2744 Horseshoe Dr, Chesapeake, Virginia 23322 · MLS #10636036 · 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.