Culpepper Landing Homes for Sale in Chesapeake, VA
Culpepper Landing is a master-planned neighborhood in the Deep Creek part of Chesapeake. It sits just off Dominion Boulevard, which is U.S. Route 17. The historic Great Dismal Swamp Canal frames it. It was developed starting in 2007 across roughly 490 acres. The plan pairs newer homes with a layout that wraps them around a central amenity core. Public squares, pocket parks, and a wide band of preserved woods are woven in. The home styles draw on classic Coastal Virginia looks. Those include Colonial, Victorian, Craftsman, cottage, and villa designs across single-family homes, townhomes, and condos. It has roughly 150 acres of conserved green space. So the place pairs a core rich in amenities with an outdoor setting close to nature. Its spot near the Veterans Bridge gives quick reach to the rest of Chesapeake. The wider Hampton Roads region is close too.
8 homes for sale in Culpepper Landing right now.
8
Active Listings
$542,450
Median List Price
$225
Avg. $ / Sq. Ft.
24
Avg. Days on Market
2d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Culpepper Landing.
Neighborhood35
Sold · last 12 mo
$555,000
Median sale price
$209
Median sold $/sq ft
26
Median days on market

$799,900
732 Colonel Byrd ST, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$565,000
737 Big Bear LN, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$548,900
1044 Olmstead ST, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$544,900
3240 Conservancy DR, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$540,000
3145 Codorus ST, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$500,000
700 Canoe ST, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$385,000
609 Veery ST, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323

$294,900
502 Hermit Thrush WAY, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
Get new Culpepper Landing-area listings by email
Be first to know when homes hit the market in Chesapeake. Free alerts from Tom & Dariya Milan.
Free new-listing alerts from Tom & Dariya Milan. No spam — unsubscribe anytime.
Living in Culpepper Landing
Daily life in Culpepper Landing centers on its amenity hub. It has a clubhouse with a fitness center, an outdoor pool and water-play area, and a dog park. There are also play areas, a shared garden, and campsites. Walking and biking paths thread through the neighborhood and the preserved land around it. The nearby Great Dismal Swamp National Wildlife Refuge has trails, paddling on Lake Drummond, and wildlife watching. For errands and dining, the Greenbrier shopping district and Greenbrier Mall sit within roughly ten miles. Chesapeake Regional Medical Center is in that range too. That puts stores, places to eat, and services a short drive away. Housing ranges from low-upkeep townhomes and condos to detached houses with a range of yard sizes. That gives more than one footprint to choose from. The spot off Dominion Boulevard and the Veterans Bridge offers links to I-64, I-464, and U.S. 17. Downtown Norfolk and Naval Station Norfolk are both about half an hour away, based on traffic.
Culpepper Landing is a fairly young neighborhood. Most homes date from 2007 onward, and newer phases are still adding homes. So the housing stock skews modern next to much of the rest of Deep Creek. The mix of single-family houses, townhomes, condos, and villa-style homes gives a range of home sizes. It also brings varied footprints and upkeep levels under one master plan. Demand is backed by newer homes, a core rich in amenities, and a setting wrapped in conserved green space. A Chesapeake spot with strong highway access toward Norfolk and the region's military bases helps too. The new Culpepper Landing Elementary School within Chesapeake Public Schools is set to open in 2027. That has also drawn more notice to the area. In the REIN MLS, it is a subdivision matching "culpepper landing" by name. The list of active homes for sale tends to be short at any given time. So listings tend to move once they hit the market.
What Culpepper Landing homes actually sell for
Computed from REIN MLS closed sales over the trailing 12 months — updates with every MLS sync, not a third-party monthly aggregate.
$555,000
Median sale price · 12 mo
35 closed sales
$209
Median sold $ / sq ft
closed sales with recorded sq ft
26 days
Median days on market
for homes that closed
$295K–$800K
Active listing range
8 on the market today
| Property type | Sold · 12 mo | Median sale price |
|---|---|---|
| Detached homes | 26 | $574,350 |
| Townhomes & condos | 9 | $355,000 |
Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.
Recently sold in Culpepper Landing
The latest 10 closings from the REIN MLS. Each opens the home's full sold record.

3127 Patrick Henry DR, CHESAPEAKE VA 23323
3 bd · 2.1 ba · 1,831 sqft
$382,000
Sold Sep 2026
708 Canoe St NONE, CHESAPEAKE VA 23323
4 bd · 3.1 ba · 3,260 sqft
$564,757
Sold Sep 2026

776 Big Bear LN, CHESAPEAKE VA 23323
4 bd · 2.1 ba · 2,780 sqft
$580,000
Sold Sep 2026

523 Nesbit DR #101, CHESAPEAKE VA 23323
2 bd · 2.1 ba · 1,471 sqft
$244,000
Sold Aug 2026

503 Nesbit DR, CHESAPEAKE VA 23323
2 bd · 2.1 ba · 1,456 sqft
$275,000
Sold Aug 2026

3110 Barred Owl LN, CHESAPEAKE VA 23323
2 bd · 2.1 ba · 1,471 sqft
$300,000
Sold Aug 2026

669 Mill Creek PW, CHESAPEAKE VA 23323
3 bd · 2.1 ba · 1,760 sqft
$355,000
Sold Jul 2026

781 Big Bear LN, CHESAPEAKE VA 23323
5 bd · 4 ba · 3,010 sqft
$630,000
Sold Jul 2026

3212 Conservancy DR, CHESAPEAKE VA 23323
4 bd · 2.1 ba · 2,833 sqft
$629,000
Sold Jul 2026

3320 Conservancy DR, CHESAPEAKE VA 23323
5 bd · 4 ba · 3,300 sqft
$600,000
Sold Jul 2026
What buyers should know
Neutral counts from the 74 Culpepper Landing homes VaHome has mapped against federal and state hazard layers — shown the same way for every neighborhood.
1%
of mapped homes sit in FEMA high-risk flood zones
X · 73 · AE · 1 — lenders require flood insurance in AE/VE
0 of 75
mapped homes inside a Navy jet-noise (AICUZ) contour
Every VaHome listing shows its exact noise zone and Accident Potential Zone.
Zone B
hurricane evacuation zone
Va. Dept. of Emergency Management — Know Your Zone.
Sources: FEMA National Flood Hazard Layer · U.S. Navy AICUZ via city GIS · Virginia Dept. of Emergency Management.
Census profile of the Culpepper Landing area
$115,141
Median household income
36
Median age
91.5%
Owner-occupied households
48.3%
Bachelor's degree or higher
Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Culpepper Landing area. Shown identically for every neighborhood.
Bases & commutes
Straight-line distances from the center of Culpepper Landing. Every listing page shows live drive times with traffic.
Listings & market data updated September 2026 · Live REIN MLS data
Culpepper Landing real estate FAQ
What is Culpepper Landing in Chesapeake, VA?+
Culpepper Landing is a master-planned neighborhood in the Deep Creek part of Chesapeake. It was developed starting in 2007 across roughly 490 acres, with about 150 acres of conserved green space. The historic Great Dismal Swamp Canal frames it. The amenity core has a clubhouse, fitness center, outdoor pool, dog park, and walking trails. Dominion Boulevard and the Veterans Bridge give highway links to the rest of Hampton Roads. Touring the place and reviewing current listings is the best way to see whether it fits your needs.
What kinds of homes are in Culpepper Landing?+
The neighborhood has a mix of single-family houses, townhomes, condos, and villa-style homes. Most were built from 2007 onward. Architecture draws on classic Coastal Virginia styles such as Colonial, Victorian, Craftsman, cottage, and villa designs. The houses come in a range of yard sizes. This mix gives more than one home footprint and upkeep level within one neighborhood.
What schools serve Culpepper Landing?+
Culpepper Landing is part of Chesapeake Public Schools. Homes are now zoned to schools serving the Deep Creek area. A new Culpepper Landing Elementary School is set to open in fall 2027. The school board approved new elementary zones in March 2026. Those take effect in September 2027, while middle and high school zones stay the same. Zoning can change. So confirm the current schools and any GreatSchools ratings with Chesapeake Public Schools for a given address.
How far is Culpepper Landing from the interstates and military bases?+
The neighborhood sits just off Dominion Boulevard, or U.S. Route 17, near the Veterans Bridge. It links to I-64 and I-464. Downtown Norfolk and Naval Station Norfolk are usually about 30 minutes away, based on traffic. Its central Chesapeake spot also puts other Hampton Roads places within reach via the region's highways.
What amenities does Culpepper Landing offer?+
Culpepper Landing has a clubhouse with a fitness center, an outdoor pool and water-play area, and a dog park. It also has play areas, a shared garden, and campsites. Walking and biking paths run through the neighborhood and the preserved land around it. Roughly 150 acres of preserved green space sit within the neighborhood. The nearby Great Dismal Swamp National Wildlife Refuge adds trails, paddling, and time outdoors.
Is Culpepper Landing near the water?+
The neighborhood is framed by the historic Great Dismal Swamp Canal. The canal links to the Southern Branch of the Elizabeth River nearby. That gives it a setting shaped by waterways at the edge of central Chesapeake. The preserved land around it adds to a backdrop of water and woods. So does the nearby Great Dismal Swamp National Wildlife Refuge, with paddling on Lake Drummond. Note that the homes sit in Deep Creek woods rather than right on the river. So confirm any water access for a given home.
About Chesapeake
Homes for sale in Chesapeake, VA offer suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city splits roughly into five corridors. Greenbrier, ZIP 23320, has newer construction and shopping near the mall. Great Bridge, in 23320 and 23322, has the historic Battlefield district and excellent schools. Hickory, in 23322, has large-lot homes and Hickory High. Western Branch, in 23321, sits near the Portsmouth border. It has mature trees and starter homes. Deep Creek and South Norfolk, in 23323 and 23324, have lower-priced homes and waterfront access. Chesapeake Public Schools anchor buyer demand. They rank among the highest-rated in Hampton Roads. Hickory High, Grassfield High, Great Bridge High, and Western Branch High are all here. Median home prices range from $300K starter homes in Deep Creek to $600K+ homes in Great Bridge. Luxury estates in Hickory's gated neighborhoods run $1M+. The commute to Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding is easy via I-664 and I-64. Below you'll find every active Chesapeake MLS listing. It is pulled every 2 minutes from the REIN feed.
Schools serving Chesapeake
Browse Chesapeake homes by CPS attendance zone. Zoning is assigned by address and can change — always confirm a specific home’s zoned schools with the school division.
Looking for a realtor for Culpepper Landing?
Looking for a realtor for Culpepper Landing? Tom & Dariya Milan, Realtors know Culpepper Landing street by street. Brokered by LPT Realty. As Chesapeake real estate agents, they track every Culpepper Landing sale. 35 homes have sold here in the last 12 months, at a median of $555,000. Right now 8 homes are on the market. They also know what Culpepper Landing buyers and sellers should expect next.
Need a Culpepper Landing buyer’s agent to find the right home? Or a listing agent to sell your Culpepper Landing house? The first conversation is free. There is never any pressure, just straight local answers. Thinking of selling? Start with a free home value estimate for Culpepper Landing. It is instant, built from REIN closed sales. A hand-built report follows within 24 hours.
Explore more Chesapeake real estate
What residents say about Culpepper Landing
Honest, moderated reviews from people who’ve lived in Culpepper Landing. Share your own experience to help future neighbors decide.
No published reviews of Culpepper Landing yet. Be the first to share your experience.