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Windsor, VA real estate

Compare top Windsor 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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Windsor real estate Market Report.

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

Latest Rolling 3-Month Snapshot

Mar 1, 2026 - May 31, 2026

Median sale price
$385K
-3.2% from Q1 '26
Median list price
$496K
+29% from Q1 '26
Active listings
39
+95% from Q1 '26
Homes sold
10
+67% from Q1 '26
New pendings
17
+42% from Q1 '26
New listings
30
+114% from Q1 '26

Quarterly Pricing Trends for Windsor

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

Quarterly Pricing Trends for Windsor Q2 '21 Q2 '22 Q2 '23 Q2 '24 Q2 '25 Q1 '26 Median sale price in Apr 2021 - Jun 2021: $333K Median sale price in Jul 2021 - Sep 2021: $303K Median sale price in Oct 2021 - Dec 2021: $234K Median sale price in Jan 2022 - Mar 2022: $260K Median sale price in Apr 2022 - Jun 2022: $361K Median sale price in Jul 2022 - Sep 2022: $280K Median sale price in Oct 2022 - Dec 2022: $300K Median sale price in Jan 2023 - Mar 2023: $275K Median sale price in Apr 2023 - Jun 2023: $392K Median sale price in Jul 2023 - Sep 2023: $335K Median sale price in Oct 2023 - Dec 2023: $388K Median sale price in Jan 2024 - Mar 2024: $410K Median sale price in Apr 2024 - Jun 2024: $350K Median sale price in Jul 2024 - Sep 2024: $330K Median sale price in Oct 2024 - Dec 2024: $347K Median sale price in Jan 2025 - Mar 2025: $406K Median sale price in Apr 2025 - Jun 2025: $406K Median sale price in Jul 2025 - Sep 2025: $413K Median sale price in Oct 2025 - Dec 2025: $364K Median sale price in Jan 2026 - Mar 2026: $398K Median list price in Apr 2021 - Jun 2021: $335K Median list price in Jul 2021 - Sep 2021: $246K Median list price in Oct 2021 - Dec 2021: $210K Median list price in Jan 2022 - Mar 2022: $345K Median list price in Apr 2022 - Jun 2022: $275K Median list price in Jul 2022 - Sep 2022: $320K Median list price in Oct 2022 - Dec 2022: $249K Median list price in Jan 2023 - Mar 2023: $390K Median list price in Apr 2023 - Jun 2023: $322K Median list price in Jul 2023 - Sep 2023: $395K Median list price in Oct 2023 - Dec 2023: $372K Median list price in Jan 2024 - Mar 2024: $350K Median list price in Apr 2024 - Jun 2024: $340K Median list price in Jul 2024 - Sep 2024: $365K Median list price in Oct 2024 - Dec 2024: $430K Median list price in Jan 2025 - Mar 2025: $350K Median list price in Apr 2025 - Jun 2025: $420K Median list price in Jul 2025 - Sep 2025: $410K Median list price in Oct 2025 - Dec 2025: $409K Median list price in Jan 2026 - Mar 2026: $385K Apr 2021 - Jun 2021 Median sale price $333K Median list price $335K Jul 2021 - Sep 2021 Median sale price $303K Median list price $246K Oct 2021 - Dec 2021 Median sale price $234K Median list price $210K Jan 2022 - Mar 2022 Median sale price $260K Median list price $345K Apr 2022 - Jun 2022 Median sale price $361K Median list price $275K Jul 2022 - Sep 2022 Median sale price $280K Median list price $320K Oct 2022 - Dec 2022 Median sale price $300K Median list price $249K Jan 2023 - Mar 2023 Median sale price $275K Median list price $390K Apr 2023 - Jun 2023 Median sale price $392K Median list price $322K Jul 2023 - Sep 2023 Median sale price $335K Median list price $395K Oct 2023 - Dec 2023 Median sale price $388K Median list price $372K Jan 2024 - Mar 2024 Median sale price $410K Median list price $350K Apr 2024 - Jun 2024 Median sale price $350K Median list price $340K Jul 2024 - Sep 2024 Median sale price $330K Median list price $365K Oct 2024 - Dec 2024 Median sale price $347K Median list price $430K Jan 2025 - Mar 2025 Median sale price $406K Median list price $350K Apr 2025 - Jun 2025 Median sale price $406K Median list price $420K Jul 2025 - Sep 2025 Median sale price $413K Median list price $410K Oct 2025 - Dec 2025 Median sale price $364K Median list price $409K Jan 2026 - Mar 2026 Median sale price $398K Median list price $385K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
23
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 (Mar 2026 - May 2026).

Inventory in Windsor has expanded sharply in this rolling three-month view, with active listings up more than 180 percent year over year and months of supply rising to 8.3. Contract activity is also livelier than a year ago, as homes sold have increased by more than 150 percent and pending sales are up around 90 percent.

Pricing has been more measured than the surge in listings, with the typical home value edging just over 1 percent higher year over year. Sellers are still pricing ambitiously, reflected in a median list price that is more than 20 percent higher than last year, yet the average sale-to-list ratio sits just under 100 percent.

Buyer behavior is mixed in this environment, with roughly 40 percent of sales closing above list price while more homes take about 30 days to go under contract. With more options on the market and values holding fairly steady, both buyers and sellers can benefit from an Agent Pronto–recommended real estate professional who understands these trends and can guide them through their next move.



Learn more about what Windsor has to offer.

Windsor offers residents a close-knit community with small-town charm, convenient access to outdoor recreation and local amenities, and a welcoming, neighborly atmosphere.

Windsor offers small town living with practical access to larger job and shopping centers in Suffolk, Chesapeake, and Norfolk. Located along U.S. Route 460, it provides a straightforward commute while keeping a quieter, residential feel that appeals to both long‑time residents and newcomers.

Daily life is centered around local amenities and community services. Families appreciate Windsor Elementary School and Georgie D. Tyler Middle School, both part of Isle of Wight County Schools. Outdoor time often revolves around Windsor Town Center and Garris Park, with playgrounds, walking areas, and town events that make it easy to connect with neighbors.

Local dining spots and everyday conveniences line the main corridor, while bigger-box shopping and healthcare options are a short drive away in Isle of Wight County. The Windsor Library and community programs offer activities for all ages, and town services like public works and planning are coordinated through the Town of Windsor offices.

Whether you are moving across town or relocating from a nearby city, a real estate agent who knows Windsor’s streets, school zones, and back‑road commute routes can simplify every step. Agent Pronto connects buyers and sellers with local experts who help reduce stress and keep the process on track.

Find your Windsor real estate agent today →


Trusted by over 500,000 buyers and sellers.

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

“It was my pleasure working with you Daniel. You listened to my concerns and responded positively. Thank you”

Cecilia Doe · Beltsville, MD

Photo of The Washingtonian Group
Real Living Real Estate RLAH @properties
“Debra Mcelroy provided excellent service throughout my recent home purchase. She was responsive, knowledgeable, and genuinely invested in helping me find the right property. I truly appreciate her guidance and support!”

Motolani Lagoke · Arlington, VA

Photo of Debra  McElroy
Century 21 New Millennium
“Bree was incredible! Everything you could want in a realtor. Experienced, warm, personable, and punctual! She made the process of selling/buying at the same time seem so easy. We had a contingent sale which can be really tricky and she made it a breeze. We hope this is our forever home but if we ever buy or sell again, bree is my first call!”

Hannah Swinson · Blackstone, VA

Photo of Bree Cox
Century 21 Realty at Home
“We were so happy we picked Karen as our realtor. The only realtor that told us Virginia is a buyer beware state. The process is long and Karen has the patience and flexibility to work with you. We received excellent customer service and highly recommend her for all your realtor needs. Thank You, Karen for helping us find our new home.”

Joe & Denise · Glen Allen, VA

Photo of Karen Dailey
Century 21 Realty @ Home
“We have known Judy for several years and always knew we would select her as our realtor when it came time to sell our house. She did an amazing job and we couldn't be happier! As people who believe in planning, we especially appreciated Judy's support as we got ready to put the house on the market. Our conversations regarding the sale of our home took place over many months ensuring that when listing day came we were more than ready. Judy is exceptionally knowledgeable on the northern Virginia market and all of her recommendations were on point. Our house sold in one weekend with multiple competitive offers and we give Judy the credit. She priced the house appropriately and marketed it exceptionally well. While selling a house is never easy, Judy made the process as painless as possible and was there to support us throughout the process. We would highly recommend Judy.”

Christopher and Pamela · Dumfries, VA

Photo of Judy Petrak
Century 21 New Millennium
“Working with William Mallory was a real pleasure. From our very first meeting, his professionalism and dedication were front and center. He took the time to truly understand our needs, navigated every step of the process . William is communicative, and a true expert in his field. I would strongly recommend working with William”

Frederic Six · Norfolk, VA

Photo of William Mallory
Iron Valley Real Estate
“I cannot recommend Lindsay enough. She was always available to answer my questions, kept me updated throughout the entire process, and made what could have been a stressful experience feel smooth and manageable. She genuinely cared about helping me find the right home and was there every step of the way. I am extremely grateful for all of her hard work and would not hesitate to work with her again or recommend her to my family and friends.”

Edwin Martinez · Woodbridge, VA

Photo of Lindsay Summa
NextHome Mission
“Debbie not only helped us find exactly what we were looking for, and where, but she helped us set up the sale of our previous house, and helped us negotiate consecutive closing dates as well as a possession maintenance period of our previous house in order to make our move easier. Having now worked with her on a sale and a purchase, plus her having done wonders for other family members, we would recommend her to anyone looking to purchase a home.”

Robert Pervere · Coinjock, NC

DM
The Real Estate Group
“Great experience with Brooke. This is the fourth time she's been involved with a purchase and selling of a home.”

Nick Rowe · Bristol, TN

Photo of Brooke Shelton
Century 21 Legacy
“Carla is a seasoned agent with a wealth of knowledge in the Northern Virginia area. We worked with her in the past, both buying and selling homes. We were extremely happy throughout the process then, and on the recent sale of our home. She is the only agent I would use going forward should the need arise. Thank you Carla!!”

Diane Peters · Manassas, VA

Photo of Carla  Unterkofler
Century 21 New Millennium
“Nick was great to work with! He was very personable and easy going. He made time for every home we wanted to see at the exact times we wanted to see it. He stuck with us even after a 6 month lull in looking at homes. I would consider Nick not only a professional, but he has become a friend.”

Jacob and Sarah · Louisa, VA

Photo of Nick Hill
Century 21 New Millenium
“Working with Boris in DC was an outstanding experience from start to finish. He was knowledgeable, responsive, and truly understood the DC market. Throughout the entire process, he made us feel informed and supported, always going above and beyond to answer questions and advocate for our interests. His professionalism, honesty, and attention to detail made what could have been a stressful experience feel smooth and manageable. I would highly recommend Boris to anyone looking to buy or sell a home in the DC area.”

D.T. · Washington, DC

Photo of Boris Miric
Fathom Realty
“Gurdeep was amazing - covering all the bases, communicating often, and working hard to sell our property in a short time. She made everything as easy as possible and was a source of excellent advice throughout the process, as well as a pleasure to work with. If we return to the area, we will absolutely seek her services again.”

Elizabeth · Reston, VA

Photo of Gurdeep Mangat
Century 21 New Millennium
“​I cannot recommend Wes Sparks at eXp Realty highly enough! My father and I recently worked with Wes to sell my father's home, and the entire experience was seamless, professional, and incredibly successful. ​From our very first meeting, it was clear that Wes is an expert in his field. He brought a wealth of market knowledge and a strategic approach that gave us immediate confidence. Selling a family home can often be an emotional and complex process, but Wes handled everything with the utmost respect and patience.”

Smithson · Stanardsville, VA

Photo of Wes Sparks
eXp Realty, LLC
“Harvey Raffensperger at Iron Valley Real Estate was fantastic. We sold our home in Hampton in under three months, and honestly the whole process was way less painful than I expected. Harvey knows the local market well, kept us in the loop throughout, and was always easy to reach. The real test came when we ran into a really difficult buying agent — Harvey handled it calmly and professionally and kept everything from falling apart. We barely even felt the turbulence. If you're selling in the Hampton area, I'd go with Harvey without hesitation. Just a solid, trustworthy agent who gets the job done.”

Anita · Hampton, VA

Photo of Harvey Raffensperger
Iron Valley Real Estate Prestige
“Barbie consistently arrives on time, communicates clearly and efficiently, and maintains a high level of professionalism.””

Alejandro Alvarez · Manassas Park, VA

Photo of Barbie Lee
Century 21 Redwood
“Adam worked with me an my husband , very nice and understood what I needed to do an got it done.”

Dustin and Amber Perdue · Bedford, VA

Photo of Adam Hazelwood
eXp Realty Rural Virginia Homes, Farms & Land
“Kris was wonderful to work with and we are greatful for her assistance in our fore ever home purchase”

Mike Greenberg · King George, VA

Photo of Kris Riley
NextHome Mission
“Pam is the epitome of professionalism and honesty. She operates with respect and integrity. She's incredibly well informed very balanced and measured in how she approaches things. She's always looking for solutions and a win-win outcome.”

Atousa · Washington, DC

Photo of Pam Milan
Century 21 Century21 New MILLENNIUM
“I met Kat in 2022 when I needed help with a complicated sale on a tight timeline prior to an overseas assignment. She was amazing so there was no hestitation reaching out for assistance with this purchase. She and her associates are top notch all the way, bringing the unique combination of professionalism, technical acumen, positive attitude, and amazing work ethic. She's never let me down and absolutely worked miracles on several transactions for me and my family. It's an honor to support her with this review!”

Jeff · Winchester, VA

Photo of Katherine Wetzel
Century 21 Redwood Realty

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 Windsor. 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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