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Wingdale, NY real estate

Compare top Wingdale real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 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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Wingdale real estate Market Report.

Information and statistics on the latest trends in the Wingdale real estate market. *

Quarterly Pricing Trends for Wingdale

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Wingdale Q3 '21 Q3 '22 Q3 '23 Q3 '24 Q3 '25 Q2 '26 Median sale price in Oct 2021 - Dec 2021: $219K Median sale price in Apr 2022 - Jun 2022: $233K Median sale price in Jul 2022 - Sep 2022: $365K Median sale price in Oct 2022 - Dec 2022: $435K Median sale price in Jan 2023 - Mar 2023: $125K Median sale price in Apr 2023 - Jun 2023: $285K Median sale price in Oct 2023 - Dec 2023: $265K Median sale price in Jan 2024 - Mar 2024: $170K Median sale price in Apr 2024 - Jun 2024: $385K Median sale price in Jul 2024 - Sep 2024: $275K Median sale price in Jan 2025 - Mar 2025: $263K Median sale price in Jul 2025 - Sep 2025: $465K Median sale price in Oct 2025 - Dec 2025: $570K Median sale price in Jan 2026 - Mar 2026: $549K Median sale price in Apr 2026 - Jun 2026: $365K Median list price in Jul 2021 - Sep 2021: $300K Median list price in Jan 2022 - Mar 2022: $225K Median list price in Apr 2022 - Jun 2022: $324K Median list price in Jul 2022 - Sep 2022: $435K Median list price in Oct 2022 - Dec 2022: $136K Median list price in Jan 2023 - Mar 2023: $181K Median list price in Apr 2023 - Jun 2023: $329K Median list price in Jul 2023 - Sep 2023: $214K Median list price in Oct 2023 - Dec 2023: $273K Median list price in Apr 2024 - Jun 2024: $329K Median list price in Jul 2024 - Sep 2024: $357K Median list price in Jan 2025 - Mar 2025: $74K Median list price in Apr 2025 - Jun 2025: $403K Median list price in Jul 2025 - Sep 2025: $575K Median list price in Oct 2025 - Dec 2025: $600K Median list price in Jan 2026 - Mar 2026: $399K Jul 2021 - Sep 2021 Median sale price Unknown Median list price $300K Oct 2021 - Dec 2021 Median sale price $219K Median list price Unknown Jan 2022 - Mar 2022 Median sale price Unknown Median list price $225K Apr 2022 - Jun 2022 Median sale price $233K Median list price $324K Jul 2022 - Sep 2022 Median sale price $365K Median list price $435K Oct 2022 - Dec 2022 Median sale price $435K Median list price $136K Jan 2023 - Mar 2023 Median sale price $125K Median list price $181K Apr 2023 - Jun 2023 Median sale price $285K Median list price $329K Jul 2023 - Sep 2023 Median sale price Unknown Median list price $214K Oct 2023 - Dec 2023 Median sale price $265K Median list price $273K Jan 2024 - Mar 2024 Median sale price $170K Median list price Unknown Apr 2024 - Jun 2024 Median sale price $385K Median list price $329K Jul 2024 - Sep 2024 Median sale price $275K Median list price $357K Oct 2024 - Dec 2024 Median sale price Unknown Median list price Unknown Jan 2025 - Mar 2025 Median sale price $263K Median list price $74K Apr 2025 - Jun 2025 Median sale price Unknown Median list price $403K Jul 2025 - Sep 2025 Median sale price $465K Median list price $575K Oct 2025 - Dec 2025 Median sale price $570K Median list price $600K Jan 2026 - Mar 2026 Median sale price $549K Median list price $399K Apr 2026 - Jun 2026 Median sale price $365K Median list price Unknown
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
10
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Q1 2026).

Wingdale’s rolling three-month data through June 2026 shows notable year-over-year changes. Typical home value is up about 28 percent from a year ago, even though the latest median sale price of roughly $365,000 is down sharply from this spring. Homes are also selling far faster than last year, with median days on market dropping more than 50 percent to about 25 days.

Looking more closely at the recent period, very low sales counts mean each transaction can move the numbers quite a bit. Only one home sold in the latest three-month window, the same as a year ago, but it sold much faster than many properties did in 2023. The average sale-to-list price ratio has slipped to about 91 percent, down both month over month and year over year, and no recent sales closed above the asking price.

Context from earlier periods highlights how dynamic pricing has been in Wingdale. Median sale prices have swung from around $170,000 in early 2024 to more than $570,000 by late 2025, with days on market ranging from just over a week to nearly four months. Despite this volatility, the market gauge currently points to a seller’s market, suggesting limited inventory relative to demand. With conditions shifting quickly and each sale carrying extra weight in a small market, both buyers and sellers can benefit from Agent Pronto’s help connecting with a local agent who understands these nuances.



Learn more about what Wingdale has to offer.

Wingdale offers residents a welcoming, tight-knit community with abundant outdoor recreation, convenient local services, and easy access to regional amenities, all wrapped in peaceful rural charm.

Wingdale immediately feels different from nearby commuter hubs like Poughkeepsie or White Plains. Here, daily life revolves around wooded hillsides, open sky, and a close community, yet you still have practical access to the Harlem Line at the Harlem Valley–Wingdale station for trips to New York City.

Outdoor lovers are drawn to Wingdale’s proximity to Harlem Valley Rail Trail access points and the sweeping scenery of Pawling and Beekman. Residents make good use of nearby Dover Plains Library and local parks, while weekend routines might include breakfast at a local diner in town or exploring the shops and cafes of Amenia. The Dover Union Free School District serves the area and is an important anchor for families considering a move.

Housing in Wingdale ranges from older farmhouses and modest ranch homes to newer construction on larger lots. Inventory can be tight, and well priced properties often move quickly compared with some areas of Dutchess County. Buyers benefit from understanding local micro markets near the train station and main corridors, while sellers gain an edge by preparing for inspections and pricing with recent sales in mind.

The right local real estate agent can interpret subtle neighborhood trends and timing, and Agent Pronto can connect both buyers and sellers in Wingdale with that trusted expertise.

Find your Wingdale real estate agent today →


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See why so many people rely on Agent Pronto to make their real estate journey a success.

“From the start of our home search and our home sale Nicole was very responsive, knowledgeable, trustworthy, respectful and communicative. Nicole did a lot of behind-the-scenes work on both our sale and our purchase to make sure we were satisfied and got the best deal possible on both ends. She was able to give us professional recommendations and suggestions throughout the process that helped us make decisions when it came to certain things. I would highly recommend her to other people who are looking to sell or purchase a home.”

Danny Gonzalez · Garnerville, NY

Photo of Nicole Isaacs
Century 21 Full Service Realty
“Bought with Ricky, sold with Ricky, and will continue to recommend Ricky because he just makes things easy. He's timely, responsive and knowledgeable, what more could you ask for???!! 10/10!!!”

Allix Swanson · Le Ray, NY

Photo of Rick Gates
eXp Realty
“Nael was incredible throughout the entire process in helping us sell our co-op studio. Would recommend and plan to use his services in the future.”

Mohammed Kallash · White Plains, NY

Photo of Nael Dassan
CENTURY 21 Elite Realty
“Después de una larga jornada para lograr comprar nuestra casa, por fin hemos llegado a la meta. 🏡 Queremos agradecer a María de Osorio por su apoyo durante todo este proceso. Siempre estuvo disponible para responder nuestras dudas y preguntas, brindándonos orientación y tranquilidad en cada paso. Definitivamente la recomendaremos a nuestros amigos y familiares. ¡Gracias por ayudarnos a hacer realidad este sueño!”

Erick · Valley Cottage, NY

Photo of Maria Morales de Osorio
Century 21 Elite Realty
“It was a pleasure to work with Crystal. She was knowledgeable and very responsive to requests. She shared updates as they occurred and came to our home for most of the paperwork signings. From listing to closing it was about 5 weeks to sell our property with 8 offers the first week! Thank you to Crystal the whole process went smoothly. We are very happy. We would list with her again in the future. Thank you. L”

Alana Peckham · Le Raysville, PA

Photo of Crystal Babcock
Century 21 Jackson Real Estate
“Claudia was nothing short of amazing to work with during the process of looking for our first home. The whole process was made so much easier knowing we had someone like Claudia looking out for our best interests. She was always available to answer questions, offer guidance, and let us know when something that fit out criteria was available to visit. I would recommend Claudia without hesitation to anybody looking for a real estate agent.”

Vincent Mannarino · Bronxville, NY

Photo of Claudia Miller
Century 21 Elite Realty
“I had an incredible experience working with Samuel Okine for my first NYC apartment. From start to finish, he was attentive, knowledgeable, and genuinely invested in helping me find the perfect place. Sam's guidance made the entire process stress-free, and I couldn't be happier with my new home. I highly recommend Sam to anyone looking for a trustworthy and professional agent in New York City!”

Carolyn · New York, NY

Photo of Samuel Okine
The Agency Real Estate
“A true professional. Alana is great at what she does .”

Brett Paradiso · Glen Cove, NY

Photo of Alana Lucidi
Signature Premier Properties
“Brandy was fantastic every step of the way and stayed consistent throughout this entire process. Highly recommended for anyone in need of a realtor.”

Harris Goldberg · West Haverstraw, NY

Photo of Brandy Seltzer
Century 21 Elite Realty
“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. ”

Shreen B. · Bronx, NY

Photo of Martha & Niall Gaffney
Old Towne Living NY Inc.
“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”

Bruno Resto · Stafford, VA

Photo of Sandy Chang
Century 21 Scala Group
“Vesna is a top notch Broker and will always stick to her in the future and will also recommend her to anyone who needs real estate broker”

Marcin Wiercioch · Pearl River, NY

Photo of Vesna Kanacki
Century 21 Elite Realty
“My realtor was incredible and very helpful throughout the process of selling my home.”

Edward I. · Levittown, NY

Photo of Ken Olson
HomeSmart Premier Living Realty
“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.”

Dennis T. · Glen Cove, NY

Photo of Team Carillo
Coldwell Banker
“Virginia worked well with me to sell my home. Communication was easy and she was always on time”

Jill W. · Poughkeepsie, NY

Photo of Virginia Hayes
Century 21 Alliance Realty Group
“Sold my house when others couldn't. Sold it fast for asking price. Doesn't get any better than that!”

Arnold Dennison · Chester, NY

Photo of Harmoni VanEtten
eXp Realty
“I enjoyed the extra mile as well as ear. Positive when needed, clarity when asked. Imelda's professionalism and experience provided great value and insight, when a smooth situation became more challenging. Imelda has experience that was significan to me, I don't think I would've done this without you. Thank you.”

Sharon J · Middletown, NY

Photo of Imelda Otto Isles
EXP realty
“Happy to find an agent who was familiar with multi-family across the nation for my purchase.”

Marcus S. · Rochester, NY

Photo of Team Hilbert
Keller Williams Realty Greater Rochester
“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.”

Jennifer · Flushing, NY

Photo of Kevin Hsiu
eXp Realty
“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.”

Sara K. · Forest Hills, NY

Photo of Joana Chu
Home Court Real Estate LLC

Frequently Asked Questions

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 Wingdale. 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.


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