Why this home stands out
What sets 107 Cypress Road apart is its rare combination of mid-century bones and genuine four-bedroom square footage in a city where that combination is harder to find than you'd expect at this size. Built in 1952, the home carries the solid construction hallmarks of that era — thick walls, established lot, and a footprint that gives each bedroom real breathing room rather than the tight layouts common in newer starter homes.
PARK MANOR and the Portsmouth real estate market
107 Cypress Road sits in Portsmouth, Virginia — one of Hampton Roads' most historically rooted cities and a place that rewards people who take the time to explore it. The immediate surroundings along Cypress Road have the feel of an established residential pocket: mature trees, long-time neighbors, and streets that don't see commuter cut-through traffic. Portsmouth as a whole offers something the newer suburbs simply can't replicate — genuine neighborhood character built over decades, with a downtown waterfront, arts scene, and a civic identity all its own. The city sits at the heart of the Hampton Roads metro, which means you're never far from the region's full range of employers, entertainment, and coastline. For military families especially, Portsmouth's location is a strategic win: two major installations are practically in the backyard. If you're searching for Portsmouth VA real estate that delivers space, proximity, and a real sense of place, Cypress Road checks those boxes.
What's nearby
Daily errands are easy from 107 Cypress Road. Dollar General is just 0.7 miles out for quick household needs, and Lilley Farms Strawberries + More — a local favorite — sits at the same distance for fresh produce. When you want to eat out without going far, American Wild Wings & Gyro and The Dog House are both within 0.6 miles, with Yoolks On Us rounding out the local dining options at 0.7 miles. A McDonald's and 7-Eleven are under a mile away for morning coffee runs. Fitness is covered close by too — JGee Fitness, LLC is 0.6 miles out, TIGER Academy of Martial Arts is 0.8 miles, and the Portsmouth Volleyball Center is right in the mix at 0.8 miles.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is a nine-minute drive from 107 Cypress Road, and Norfolk Naval Shipyard is just ten minutes in the other direction — which means both major Portsmouth-area installations are genuinely close, not just technically close. Four bedrooms give you the flexibility to host family during deployments, set up a dedicated home office, or simply give everyone their own space. A VA loan can make this kind of square footage more accessible than many buyers expect.
For families upgrading
Four bedrooms in a 1,744-square-foot footprint means you're not just gaining a room — you're gaining real flexibility. A dedicated guest room, a home office, a playroom, or a space that just grows with your family as needs change. The 1952 construction era means the lot is established and the street is settled, which tends to matter a lot once you have kids who play outside and neighbors who wave hello.
More buyer questions
How far is 107 Cypress Road from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately nine minutes from 107 Cypress Road by car, making it one of the closest residential options to that installation in the city.
How far is 107 Cypress Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about ten minutes from the property, sitting in the opposite direction from Naval Medical Center Portsmouth and giving the address strong access to both installations.
What is the square footage and bedroom count at 107 Cypress Road?
The home offers 1,744 square feet of living space across four bedrooms and one full bathroom, built in 1952 on an established lot in Portsmouth, Virginia.
Is 107 Cypress Road in a flood zone?
Flood zone information for 107 Cypress Road is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the property's specific parcel.
Are there restaurants and shops within walking distance of 107 Cypress Road?
Yes — several dining options including American Wild Wings & Gyro and The Dog House are within 0.6 miles, and a Dollar General and Lilley Farms Strawberries + More are both under a mile away for everyday needs.
Tom and Dariya Milan at LPT Realty know Portsmouth inside and out — reach out to get the full picture on 107 Cypress Road and what it could mean for your next move.
