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Chesapeake › CULPEPPER LANDING › 1044 Olmstead St✓ Source: REIN MLS #10648745 · record updated Aug 30, 2026 · synced every 2 min · your inquiry is never resold
1044 Olmstead ST, CHESAPEAKE VA 23323 - Main photo
1044 Olmstead ST, CHESAPEAKE VA 23323 - Photo 2
1044 Olmstead ST, CHESAPEAKE VA 23323 - Photo 3
1044 Olmstead ST, CHESAPEAKE VA 23323 - Photo 4
1044 Olmstead ST, CHESAPEAKE VA 23323 - Photo 5
$549,900
$235 / sqft · est. $3,492/mo →
4beds
3.1baths
2,337sqft
17days on market

1044 Olmstead St, Chesapeake, VA 23323

ActiveResidential · built 2022 · CULPEPPER LANDING

Facts & features

Type

Residential

Year built

2022

Price / sqft

$235

HOA fee

$65/mo

Taxes

$4,959/yr

County

Chesapeake VA

MLS #

10648745

HOA association includes

ClubhouseGround MaintPlaygroundsPool

$65/mo HOA fee · n/a · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
2,337
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
7
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Office/Study, Pantry, Porch, Spare Room, Utility Room
Appliances
220 V Elec, Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Gar Door Opener
Accessibility
Main Floor Laundry

Construction & exterior

Style
Traditional, Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle,Metal
Exterior
Fiber Cement,Vinyl
Sustainability
Advanced Framing, Engineered Wood Products
Pool
No Pool

Utilities & systems

Heating
Forced Hot Air, Nat Gas, Programmable Thermostat, Zoned
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.1600
Subdivision
CULPEPPER LANDING
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 2 Space, Driveway Spc, Street
Possession
CLOSING
Disclosures
Common Interest Community, Disclosure Statement, Resale Certif Req

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

About this home

Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

Listing courtesy of Roger McCann · Atlantic Connection Real Est. · REIN MLS #10648745

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

Built in 2022, 1044 Olmstead Street is a four-bedroom, three-and-a-half-bath home in Chesapeake, Virginia with 2,337 square feet of thoughtfully laid-out living space — a newer build in a city that keeps growing without losing its easy, neighborhood feel.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23323, homes for sale zoned for Deep Creek High School, and homes for sale zoned for Deep Creek Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Culpepper Landing homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

What sets 1044 Olmstead Street apart is the combination of a 2022 build date and a generous 3.1-bath floor plan across 2,337 square feet — a configuration that gives every bedroom real breathing room. You're getting modern construction standards, not a renovation project, in a part of Chesapeake where that kind of square footage still feels attainable. Three parks are all within a mile, and two major military installations are each roughly fifteen minutes away.

CULPEPPER LANDING and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23323 zip code sits in its western corridor — a quieter, more residential stretch where newer subdivisions share the landscape with mature tree lines and open green space. Daily life here moves at a comfortable pace. Groceries, hardware stores, and everyday conveniences are easy to reach along the nearby corridors, while the broader city connects you to Norfolk, Portsmouth, and Virginia Beach without the congestion of living inside them. For families comparing homes for sale in Chesapeake, this part of the city tends to appeal to people who want space, newer construction, and a genuine neighborhood atmosphere rather than a dense urban setting. Chesapeake's independent city status means you're in one jurisdiction for schools, taxes, and services — no county lines to navigate.

What's nearby

Three parks land within a mile of the front door. Sawyers Mill Park is just 0.8 miles out and makes a natural spot for an after-dinner walk or a weekend morning with kids. Olde Mill Run Park sits 0.9 miles away and offers a different setting along the same general corridor. Deep Creek Park, also at 0.9 miles, rounds out a trio of green spaces that give this address genuine outdoor options without getting in the car. The USCG Finance Center Chesapeake is about fifteen minutes away, and Norfolk Naval Shipyard is roughly sixteen — a commute window that works well for households with one or two service members.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake and Norfolk Naval Shipyard are both within sixteen minutes — a realistic daily commute that leaves time for everything else. A 2022 build means fewer maintenance surprises, and the four-bedroom layout handles the kind of flexible space military families actually need: a home office, a guest room, or room to grow between PCS cycles. VA loan eligible buyers will find this address straightforward to work with.

For families upgrading

If you're weighing homes for sale zoned for Deep Creek High School and homes for sale zoned for Deep Creek Elementary School, 1044 Olmstead Street checks that box while also delivering the square footage an upgrading family is usually after. Four bedrooms and three and a half baths across a 2022 build means you're not inheriting someone else's deferred maintenance — you're stepping into a home that still feels new.

More buyer questions

How far is 1044 Olmstead Street from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately sixteen minutes from 1044 Olmstead Street under typical traffic conditions, making it one of the more practical addresses in Chesapeake for shipyard personnel.

What parks are near 1044 Olmstead Street?

Sawyers Mill Park, Olde Mill Run Park, and Deep Creek Park are all within 0.9 miles of the address — a walkable or very short drive for outdoor time without leaving the immediate area.

Is 1044 Olmstead Street part of an HOA?

HOA status for this address should be confirmed through current listing documents or directly with the seller, as community association details can change between ownership cycles.

What is the flood zone status for 1044 Olmstead Street?

Flood zone designation is displayed in the FloodRisk tile on this page — review that section for the most current FEMA map data tied to this specific parcel.

How does 1044 Olmstead Street compare to other homes for sale in 23323?

Among homes for sale in 23323, a 2022-built four-bedroom with 3.1 baths and 2,337 square feet is a relatively newer and larger option — the build year alone sets it apart from much of the existing housing stock in this zip code.

Tom and Dariya Milan at LPT Realty know Chesapeake homes for sale inside and out — reach out to get a straightforward conversation about whether 1044 Olmstead Street fits where you're headed.

Summary generated by AI from public records and publicly available information.

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

Chesapeake$465K – $635K4+ beds

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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 510034

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

Culpepper Landing

Culpepper Landing is a master-planned community in the Deep Creek section of Chesapeake, set just off Dominion Boulevard (U.S. Route 17) and framed by the historic Great Dismal Swamp Canal.

$558K

Median sale · 12 mo

$213

Sold $/sq ft

28d

Days on market

10

For sale now

$115K

HH income

91.5%

Owner-occupied

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

Explore Culpepper Landing →
Map of Culpepper Landing with neighborhood boundaryNeighborhood

see more Chesapeake homes →

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

$3,427/mo

Principal & interest

$2,853

Property tax

$413

Home insurance

$160

PMI

None

HOA/Condo (paid separately)

$65

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

$464,900 – $580,000

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.

615 Horse Camp LN · 0.1 mi · 2,254 sqft$527,500 sold 2026-03
920 Olmstead ST · 0.2 mi · 2,544 sqft$580,000 sold 2026-06
709 Big Bear LN · 0.3 mi · 2,112 sqft$529,000 sold 2026-04

Sale & Tax History

List Price

$549,900

Price / Sq Ft

$235

Annual Taxes

$4,959

Monthly Tax

$413

HOA fee

$65 / mo

Tax Rate (effective)

0.90%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 13, 2026$549,900—
Currently listed—$549,900—

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

17 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 1044 Olmstead St in a good school zone?+
The assigned zones on the listing record are Deep Creek Elementary (VaHome School Score 6.8/10), Hugo A. Owens Middle (VaHome School Score 7.8/10), Deep Creek (VaHome School Score 5.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1044 Olmstead St 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 1044 Olmstead St 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 n/a. Association amenities on record include: Clubhouse, Ground Maint, Playgrounds, Pool.
When was 1044 Olmstead St built?+
It was built in 2022, 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 Roger McCann · Atlantic Connection Real Est. · REIN MLS #10648745

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.

1044 Olmstead St, Chesapeake — photo

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

Call or text (757) 777-7577

1044 Olmstead St, Chesapeake, Virginia 23323 · MLS #10648745 · 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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