Homes for Sale in Hampton Roads
Portsmouth combines historic naval heritage with affordable, character-rich neighborhoods. Olde Towne Portsmouth offers tree-lined streets of restored 18th and 19th century homes with sweeping Elizabeth River views. Churchland, Cradock, and West Park View provide established family neighborhoods at price points well below comparable Norfolk or Virginia Beach properties. The city is home to Norfolk Naval Shipyard, one of the Navy's oldest and largest shipyards, ensuring consistent demand from civilian shipyard workers and active-duty Navy personnel. Portsmouth's median home prices are among the lowest in Hampton Roads, making it especially appealing to first-time buyers, investors, and military families seeking a VA loan property close to base.
View Portsmouth's dedicated homes-for-sale page — neighborhoods, market notes, FAQs and more →

$584,999
3332 Victory BLVD, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701
Under Contract$425,000
103 Bobby Jones DR, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$425,000
416 Maryland AVE, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$399,900
180 Yorkshire RD, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$399,900
222 Maryland AVE, PORTSMOUTH VA 23704
Portsmouth, Virginia 23704

$394,900
421 Sycamore RD, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$374,900
5 Barney PL, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$359,900
420 Maryland AVE, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$355,000
513 Water Lilly RD, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$354,900
206 Harmony DR, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701
Under Contract$330,000
106 Lynn DR, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$319,900
403 Mayflower RD, PORTSMOUTH VA 23703
Portsmouth, Virginia 23703

$319,000
207 Maryland AVE, PORTSMOUTH VA 23703
Portsmouth, Virginia 23703
Under Contract$300,000
13 Kennedy DR, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$299,000
2011 Holladay ST, PORTSMOUTH VA 23704
Portsmouth, Virginia 23704
Under Contract$297,500
444 Maryland AVE, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$280,000
71 Aylwin RD, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$276,900
209 Hanbury AVE, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702
Under Contract$275,000
86 Wyoming AVE, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$269,500
101 Wyoming AVE, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$257,900
111 Sykes AVE, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$254,900
208 York DR, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$250,000
645 Surry ST, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$249,900
88 Aylwin RD, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$249,900
119 York DR, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$205,000
801 Finchley RD, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702
Under Contract$195,000
2025 Holladay ST, PORTSMOUTH VA 23704
Portsmouth, Virginia 23704

$170,000
1121 Fayette ST, PORTSMOUTH VA 23704
Portsmouth, Virginia 23704
Under Contract$132,995
423 Maryland AVE #9, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$100,000
29 Manly ST, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702

$2,800
528 Normandy ST, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$2,300
416 Maryland AVE #A, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707

$1,800
804 City Park AVE ##A, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$1,350
804 City Park AVE ##B, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701

$900
941 Holladay ST, PORTSMOUTH VA 23704
Portsmouth, Virginia 23704

$900
1114 Victory BLVD #D, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702
About the Hampton Roads Real Estate Market
Hampton Roads is one of the most dynamic real estate markets on the East Coast, anchored by the largest naval complex in the world at Naval Station Norfolk and home to roughly 120,000 active-duty, reserve, and civilian Department of Defense personnel. The region spans seven cities — Virginia Beach, Norfolk, Chesapeake, Suffolk, Portsmouth, Hampton, and Newport News — plus the Peninsula communities of Williamsburg, Yorktown, and Poquoson, with each market carrying its own personality, school district, and price profile.
Buying or selling here means thinking about more than just a house. Tidewater geography means flood zones, hurricane preparation, and waterfront premiums matter. Military presence means BAH affordability, PCS season inventory crunches (May through August), and VA loan eligibility are top of mind for a meaningful share of every neighborhood. School quality varies block by block, especially across the seven independent city school divisions, and is often the deciding factor for relocating families.
Why Buyers and Sellers Choose VaHome
The VaHome Team — Tom and Dariya Milan with LPT Realty — focuses on the Hampton Roads region with deep expertise in military relocation, VA financing, and the trade-offs that local buyers actually face. From listing strategy that gets your home in front of the right relocating buyer to buyer representation that respects your BAH cap and PCS timeline, the team treats every transaction as a long-term relationship. The site is built to make decisions clearer: BAH-aware search, drive-time mapping to every major installation, neighborhood guides written by people who live here, and a calculator that shows real monthly cost — taxes, insurance, HOA, and PMI included — instead of a teaser headline number.
Plan Your Next Move
Whether you are buying your first home with a VA loan, moving up while your kids transition between school districts, or selling a Hampton Roads property to relocate to your next duty station, the resources on this site are organized around the questions you are actually asking. Browse listings filtered by base proximity, paygrade-aware BAH cap, and commute time. Read neighborhood guides for Virginia Beach, Norfolk, Chesapeake, Suffolk, Hampton, Newport News, Williamsburg, and the Peninsula communities. Use the mortgage calculator to compare conventional, FHA, VA, USDA, and jumbo loan scenarios side by side. When you are ready to talk, the contact form goes directly to a specialist who knows the area, the lenders, and the timing.