We analyze top real estate agents in Portsmouth’s Olde Town neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Information and statistics on the latest trends in the Olde Town real estate market, updated for August 2025. *
The typical home value in Olde Towne is projected to be $357,000 for the month of August. July’s finalized data reported the typical value of a home in the neighborhood to be $340,000—up 8.97% over the previous 12 months. For comparison, city-level data pegged home values at $280,000 in Portsmouth for the most recent reporting period. That number is expected to float around $285,030 in August.
Olde Towne had 16 new listings and 20 listings that went under contract in July, decreasing the area’s total available inventory to 13—down 23.53% from the previous month. Inventory is projected to have further decreased in August.
The median listing price for homes in Olde Towne fell 21.7% from June to July, bringing the current median listing price to $207,500. Based on projected data for August, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In July 2025, the median time for a listed property to go pending was 45 days, compared to 49 days in July 2024. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this August.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Olde Town offers residents a walkable, historic, and vibrant neighborhood with charming shops, welcoming eateries, and frequent community events that foster connection and pride.
Olde Town sits at the heart of Portsmouth, inviting residents and newcomers alike to discover its blend of historic ambiance and lively, local spirit. Strolling along its brick sidewalks, you’ll encounter well-preserved 18th and 19th-century homes—charming testaments to a storied past—alongside tree-lined avenues and the bustle of small businesses. Olde Town’s waterfront boasts both scenic beauty and vibrant venues, from eclectic galleries to beloved eateries like Stellar Wine Co. and The Bier Garden, creating a tapestry of flavors and experiences for every palate.
The neighborhood excels in educating young minds, with Churchland Academy Elementary School just a short drive away and Portsmouth Public Schools headquarters serving the wider community. Families appreciate the easy walk to Children’s Museum of Virginia, a standout destination for imaginative play. The Portsmouth Art & Cultural Center anchors the area’s cultural scene, while the Commodore Theatre offers moviegoers a chance to experience films in a beautifully restored Art Deco setting. Greenery abounds at Middle Street Park and nearby waterfront promenades, ideal for an afternoon picnic or a peaceful sunset.
Access to Norfolk is effortless, whether by the scenic Elizabeth River Ferry or a short drive, placing urban amenities and arts just moments away. Moving to Olde Town means becoming part of a neighborhood with a genuine sense of community, a rich calendar of festivals and farmers markets, and a uniquely walkable, friendly environment. Whether seeking a historic home full of character, proximity to acclaimed schools, or easy access to local cultural gems, Agent Pronto helps buyers and sellers find the right real estate agent for the Olde Town experience.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Olde Town to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Portsmouth. But we don’t stop there.
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Tips and market insights to make your Portsmouth real estate journey a success.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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