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 →

36 homes
3332 Victory BLVD, PORTSMOUTH VA 23701

$584,999

3332 Victory BLVD, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

1,222 sqft
103 Bobby Jones DR, PORTSMOUTH VA 23701Under Contract

$425,000

103 Bobby Jones DR, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

3 bd2 ba1,651 sqft
416 Maryland AVE, PORTSMOUTH VA 23707

$425,000

416 Maryland AVE, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

2,450 sqft
180 Yorkshire RD, PORTSMOUTH VA 23701

$399,900

180 Yorkshire RD, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

4 bd2.1 ba1,963 sqft
222 Maryland AVE, PORTSMOUTH VA 23704

$399,900

222 Maryland AVE, PORTSMOUTH VA 23704

Portsmouth, Virginia 23704

4 bd2 ba2,472 sqft
421 Sycamore RD, PORTSMOUTH VA 23707

$394,900

421 Sycamore RD, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

3 bd1.1 ba1,901 sqft
5 Barney PL, PORTSMOUTH VA 23702

$374,900

5 Barney PL, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

4 bd2.1 ba1,800 sqft
420 Maryland AVE, PORTSMOUTH VA 23707

$359,900

420 Maryland AVE, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

5 bd3 ba2,041 sqft
513 Water Lilly RD, PORTSMOUTH VA 23701

$355,000

513 Water Lilly RD, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

4 bd2.1 ba2,262 sqft
206 Harmony DR, PORTSMOUTH VA 23701

$354,900

206 Harmony DR, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

3 bd2.1 ba2,180 sqft
106 Lynn DR, PORTSMOUTH VA 23707Under Contract

$330,000

106 Lynn DR, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

3 bd1.1 ba1,712 sqft
403 Mayflower RD, PORTSMOUTH VA 23703

$319,900

403 Mayflower RD, PORTSMOUTH VA 23703

Portsmouth, Virginia 23703

3 bd2 ba1,457 sqft
207 Maryland AVE, PORTSMOUTH VA 23703

$319,000

207 Maryland AVE, PORTSMOUTH VA 23703

Portsmouth, Virginia 23703

3 bd3 ba2,584 sqft
13 Kennedy DR, PORTSMOUTH VA 23702Under Contract

$300,000

13 Kennedy DR, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

4 bd2 ba1,682 sqft
2011 Holladay ST, PORTSMOUTH VA 23704

$299,000

2011 Holladay ST, PORTSMOUTH VA 23704

Portsmouth, Virginia 23704

4 bd2.1 ba1,800 sqft
444 Maryland AVE, PORTSMOUTH VA 23707Under Contract

$297,500

444 Maryland AVE, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

3 bd2 ba1,864 sqft
71 Aylwin RD, PORTSMOUTH VA 23702

$280,000

71 Aylwin RD, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

3 bd2.1 ba1,574 sqft
209 Hanbury AVE, PORTSMOUTH VA 23702

$276,900

209 Hanbury AVE, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

4 bd2 ba1,836 sqft
86 Wyoming AVE, PORTSMOUTH VA 23701Under Contract

$275,000

86 Wyoming AVE, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

4 bd2 ba1,772 sqft
101 Wyoming AVE, PORTSMOUTH VA 23701

$269,500

101 Wyoming AVE, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

4 bd1.1 ba1,404 sqft
111 Sykes AVE, PORTSMOUTH VA 23701

$257,900

111 Sykes AVE, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

3 bd2 ba1,100 sqft
208 York DR, PORTSMOUTH VA 23702

$254,900

208 York DR, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

3 bd1 ba850 sqft
645 Surry ST, PORTSMOUTH VA 23707

$250,000

645 Surry ST, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

3 bd2 ba1,384 sqft
88 Aylwin RD, PORTSMOUTH VA 23702

$249,900

88 Aylwin RD, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

3 bd1 ba1,602 sqft
119 York DR, PORTSMOUTH VA 23702

$249,900

119 York DR, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

2 bd1 ba816 sqft
801 Finchley RD, PORTSMOUTH VA 23702

$205,000

801 Finchley RD, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

2 bd1 ba755 sqft
2025 Holladay ST, PORTSMOUTH VA 23704Under Contract

$195,000

2025 Holladay ST, PORTSMOUTH VA 23704

Portsmouth, Virginia 23704

3 bd2 ba1,178 sqft
1121 Fayette ST, PORTSMOUTH VA 23704

$170,000

1121 Fayette ST, PORTSMOUTH VA 23704

Portsmouth, Virginia 23704

3 bd1.1 ba1,320 sqft
423 Maryland AVE #9, PORTSMOUTH VA 23707Under Contract

$132,995

423 Maryland AVE #9, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

2 bd1.1 ba832 sqft
29 Manly ST, PORTSMOUTH VA 23702

$100,000

29 Manly ST, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

2 bd1 ba884 sqft
528 Normandy ST, PORTSMOUTH VA 23701

$2,800

528 Normandy ST, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

3 bd2.1 ba2,262 sqft
416 Maryland AVE #A, PORTSMOUTH VA 23707

$2,300

416 Maryland AVE #A, PORTSMOUTH VA 23707

Portsmouth, Virginia 23707

3 bd2 ba1,450 sqft
804 City Park AVE ##A, PORTSMOUTH VA 23701

$1,800

804 City Park AVE ##A, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

2 bd1 ba1,228 sqft
804 City Park AVE ##B, PORTSMOUTH VA 23701

$1,350

804 City Park AVE ##B, PORTSMOUTH VA 23701

Portsmouth, Virginia 23701

1 bd1 ba650 sqft
941 Holladay ST, PORTSMOUTH VA 23704

$900

941 Holladay ST, PORTSMOUTH VA 23704

Portsmouth, Virginia 23704

1 bd1 ba720 sqft
1114 Victory BLVD #D, PORTSMOUTH VA 23702

$900

1114 Victory BLVD #D, PORTSMOUTH VA 23702

Portsmouth, Virginia 23702

1 bd1 ba

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.