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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for April 2026. *
* 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 Highland real estate market, updated for April 2026. *
Highland’s housing market is moving at a steady clip, with only 14 homes on the market in February 2026 and 5 new listings added. Buyers are active, as 9 homes went under contract, and months of supply sits at 3.5, signaling that sellers still hold an advantage.
While inventory has climbed 55.56% from a year ago, it dropped 22.22% just since last month, keeping options limited for shoppers. Homes are selling more quickly, with median days on market down to 31, a sharp 35.42% drop month over month and 44.64% lower than a year ago.
Prices have responded to this brisk pace, with the typical home value at $519,500, up 26.71% year over year and 49.31% in a single month. Median list price has followed, reaching $599,500, a 35.63% monthly increase, and homes are still selling close to asking, with an average sale-to-list ratio of about 0.98 and roughly half closing above list. Compared with Ulster County’s typical value of $425,000 and its modest 2.42% annual gain, Highland stands out as a stronger seller’s market, reinforced by a market gauge score of 16. Buyers and sellers in Highland can both benefit from having a skilled local professional, and Agent Pronto can connect them with the right real estate agent to guide every step.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Highland offers residents a welcoming, close-knit community with easy access to outdoor recreation, cultural events, and a strong sense of local pride.
Highland sits along the western shore of the Hudson River, directly across from Poughkeepsie, combining small-town scale with quick access to regional jobs, schools, and culture. The Mid-Hudson Bridge and Metro-North Railroad service from Poughkeepsie make commuting to New York City or Westchester County realistic while keeping daily life more relaxed and affordable.
Quality of life centers on the outdoors and practical conveniences. The Walkway Over the Hudson State Historic Park begins in Highland, giving residents a dramatic pedestrian and bike route to Poughkeepsie and year-round river views. Local trail systems connect to the Hudson Valley Rail Trail, and nearby farms and orchards support weekend routines of markets, u-pick produce, and seasonal festivals.
Highland’s compact commercial area offers everyday essentials, from supermarkets and pharmacies to local diners and coffee spots, with larger retail and medical services a short drive away in Kingston and New Paltz. Families appreciate access to the Highland Central School District and community programming through the Town of Lloyd.
Whether you are weighing commute times, school options, or resale potential, working with a real estate agent who understands Highland’s streets, back roads, and micro-neighborhoods can simplify your decisions. Agent Pronto connects buyers and sellers with local professionals who can reduce stress, anticipate challenges, and keep your move in Highland as straightforward as possible.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Nicole is an exceptional real estate agent. She truly understood our needs and consistently recommended homes that aligned perfectly with what we were looking for. She was always punctual, professional, and offered thoughtful, insightful advice throughout the process. Thank you, Nicole!”
“A true professional. Alana is great at what she does .”
“Nael was proficient in the general marketing area of homes and expectations of sales in the broader area. He was positive, pretty receptive and had a friendly personality. He was great to deal with and showed a substantial level of kindness and compassion during the sale of my once dream home. It was an emotional roller coaster and thanks to Nael and Venza, it was a bit easier on my breaking heart.”
“Brandy was fantastic every step of the way and stayed consistent throughout this entire process. Highly recommended for anyone in need of a realtor.”
“I would recommend Ricky to anyone who needs to sell their house . Ricky goes above and beyond to help with every aspect of the house sale.”
“I am glad that I contacted Agent Pronto, so I got to connect with Martha Gaffney. It has been a great pleasure working with her and she worked really hard to get me a house which is well worth it. Thanks Martha and thanks Agent Pronto for the opportunity. ”
“I have never seen a realtor agent go above and beyond like Sandy. I willl never work with another agent other than Sandy in the future”
“She is extremely exceptional 👏 very helpful and nice person.”
“My realtor was incredible and very helpful throughout the process of selling my home.”
“We were referred to the Carrillo Agency and worked with Brandi Everett. She was great helping us through the entire buying process. She made sure we were covered by a colleague when she couldn't be there and guided us through the search, bidding and closing process. We can't thank Brandi enough for her help.”
“Virginia worked well with me to sell my home. Communication was easy and she was always on time”
“Claudia was constantly in touch with us during difficult negotiations with the co-op boards excessive requirements. She was always professional and patient and responsive with any updates or questions during the process. We would highly recommend her to anyone.”
“Happy to find an agent who was familiar with multi-family across the nation for my purchase.”
“Kevin was very professional and knowledged. He assisted me so much throughout this stressful buying process and worked in any way possible to decrease the load on my shoulders. I would recommend Kevin to my family and friends.”
“On a whim, I used Agent Pronto, as I was in the market to sell my current apartment. I was connected with Joana Chu, a highly recommended realtor and it turned out to be one of the best decisions I have made.”
“Dillon was great to work with! Got the house sold with minimum hassle!”
“Richard is with out a doubt the most professional,understanding,and trustworthy person I ever worked with he made a very stressful time for my wife and I very smooth and calm Absolutely a great guy”
“Tatiana was extremely patient while helping my husband and I search for our dream home. She is professional and kind hearted. Would definitely recommend her to my family and friends.”
“Matthew is very knowledgeable as a broker, He told us what to expect and what needed to be done to get the most of what we were asking for. He guided us every step of the way and made me feel comfortable through the process. He is very reliable and always kept me informed throughout the sale of the house. I would highly recommend him him to all my friends and will use him in the future for the purchase of my second home. I can definitely say he is a great asset to your company.”
“You put me in touch with very good realtors. I chose Rebecca Kane from the recommendations. She did an excellent job.”
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 covering the housing market in and around Highland. 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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