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About Jim Winn
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Specialties
- Buyer's Agent
- Investment Properties
- Listing Agent
- Military/Veterans
- Relocation
Awards
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2026
TOP AGENT
Montgomery Village, MD
2026
Montgomery Village, MD
This is the second property that Jim and his team have helped me sell from long distance. The whole process was extremely smooth and simple as they handled everything necessary. He was referred to me a couple years back and I would highly recommend him for anyone wanting to buy/sell in Montgomery County or nearby areas. Thanks!
Jim and his associate, Josh DAmbrosio, were phenomenal. As first time homebuyers, they were able to guide us through this process so seamlessly. Their expertise not only in the local area, but in real estate in general allowed us to make informed decisions that led to us closing on our dream home. They truly made this process so enjoyable for us and we are beyond grateful for them.
Jim and his team did an amazing job getting this property ready for sale. From helping us with some minor cosmetic updates to marketing, showings, and finally the negotiation and selling process, his team did everything we asked and more.
I had a great experience working with Josh, Jim, and the team at JW Homes Inc. They made the home buying process smooth and stress free from start to finish. Josh was knowledgeable, responsive, and always made sure I felt confident in every step. Jim and his team kept everything on track and handled things professionally behind the scenes. I highly recommend JW Homes Inc. to anyone looking to buy or sell a home!
We've known Jim for many years and he led us well through what was an incredibly difficult selling market. He's seen it all through many years of market experience and didn't flinch when challenges came. Despite the difficult market, he was able to sell our home for a reasonable and we're so grateful for his help!
It was fantastic working with Jim and his team! Everyone was so engaged, helpful, and so patient with me. I especially liked how they kept me up to date with all the showings as soon as the house went to market. I felt very much that we were all in this together; I still feel a bit dizzy from how quick and easy it all went :-). I'll certainly come back to them when it's time to sell my own house (this had been my parents').
Jims team makes the process of selling a house much less stressful. They are honest, committed, encouraging, professional and hardworking. I simply cant say enough good words about them!
Jim is an amazing realtor and is a wealth of knowledge and support. He's helped us purchase 2 single-family homes and sell one. I highly recommend Jim for anyone looking for an all-star agent.
Jim did a great job helping us sale our home. His knowledge, expertise, and his team were excellent in the whole process. They were attentive and helpful through the entire process.
Jim Winn and his team are all stars and are shining examples of genuinely great people that want to do their best for anyone. We are really just anyone that had a situation that needed TLC. A family member passed, nothing was in order, the house was not in great shape, and we didnt know what to do. In my reach out to realtors, Jim responded to me and got right to work that same day. It was incredible how it went from the scariest part of our ordeal into the best part. Jim and his team had all the knowledge, insight, resources, and bravery to handle the possible unknowns this situation could bring. They really set it up for success and WOW was it a success! The right kind of buyers responded, even before it went live! Jim nailed the market entry that exceeded our expectations of what it could go for and it wound up even going for more! We couldnt believe it! Our experience has truly been you win with Winn and his team!
Jim was amazing to work with! He was very responsive, genuine, and could tell he wanted the best for me and my situation. on top of that, was very experienced and knowledgeable in the market- sends lots of helpful information along the way.
Jim Winn and his team were simply exceptional! Their expertise, dedication, and negotiation skills made our home buying experience stress-free and successful. Jim's market knowledge, availability, and professionalism was outstanding. He went above and beyond to ensure we understood the market and found our home. Working with Jim was a pleasure, and we wholeheartedly recommend him and his team to anyone in need of a top-notch realtor. Thanks, Jim and team, for making it all possible!
Jim and Joshua helped me purchase a great starter condo in Rockville. I would highly recommend them anytime to anyone purchasing in the area. They are a great team for a new home owner.
Jim Winn Homes did an amazing job at helping me find the perfect home for my family in our budget. They're experience and knowledge helped me through the whole processes making something stressful a smooth transition. They were available and responded quickly to my questions or if I had trouble with something helped get me through to ensure things got done on time. I'm so grateful for this team and their care.
Jim and his entire team have been an unbelievable blessing to me. I met Jim a couple years ago when I was thinking of purchasing a home and was interviewing agents. He was very selfless in understanding, and moreover encouraging and supportive, when I decided to pay off debts before buying a home. I reluctantly decided to try and 16 months later I was debt free. Now with more financial freedom and flexibility, weve just completed purchasing my first homeaEUR"and on were successful on the first offer! Jims entire team made the process smooth, energetic, supportive, informative, and obviously successful. Needless to say, I trust that Jim and his whole team have my interests and wellbeing at heart. And, likewise, theyll have my favor and business going forward.
With Jims expertise and his colleague, they help me and my kids during a crucial time. Jims perseverance to find a great buyer for the house and for always keeping me informed for any updates along the way serves a great way to connect and shows awesome he is and on point. Jim is friendly, responsive and always provide a great advice. Jim and his Family are God-Fearing and very kind. To conclude: Jim and his college are very recommended for all Real Estate concerns.
Jim has become like family over the last 2-3mo. His whole team functions like extended family for us, to be honest, rejoicing with us at the high points of our home search and eventual possession of our dream home, and picking us back up when we were bummed over losing a few bids. In the end, we got the perfect home in the perfect neighborhood for us, and we are forever grateful. Jim has loads of local contacts for services and helped us navigate the area well. Highly recommend!
Jim and his team were a pleasure to work with - Jim kept us informed weekly of progress. His knowledge and experience were very instrumental in achieving our ultimate goal of selling our home.
Working with Jim has been nothing short of amazing! The level of commitment and professionalism he has is top-tier. He wholeheartedly cares about his clients, very personable and knowledgeable - a charge horse when navigating all things real estate. He mentored and provided targeted resources pertaining to our family needs, even well before retaining him to sale our home. Communication was always open, with no ask or question too big or small. Jim and his team went over and beyond in every phase of the process - from navigating complications with our tenant to ultimately finding the perfect buyer! Truly blessed and thankful for his service!
Jim and his team made our experience great! Their guidance and knowledge of the home market in our area were a key part of a successful experience. He was able to meet with us to plan out the timeline to sell our home. His recommendations for contractors were excellent and saved us a lot of time searching for contractors to prepare the home. Lastly, the marketing through photos and video was so well done and ensured that the outreach was extensive and thorough. We are so grateful!
Jim and his team have strong strategic skills for launching and marketing a home. We were very happy with the results. Highly recommend Jim for any level of home sale where a trusted advisor is a priority. They are well connected with local contractors, which was a big help when we needed to get the home ready for the market. If you are looking for an experienced and very professional realtor you should look no further than Jim Winn Real Estate in the Washington DC metro area.
Jim and his staff were superb! Jim goes above and beyond to connect with my wife and I as remote homeowners putting a long-term rental house on the market. He provided detailed market analysis, provided accurate and timely advice in a fluid real estate market, and was a savvy negotiator when we received an offer. He even stopped by to adjust our thermostat when we noticed a high electric bill after our tenants moved out! The rest of staff is just as good--you can't go wrong if you select JW Homes to handle your home sale. You'll be thrilled!
Jim Winn, Stacey Wood, Shannon & Anne all provided a seamless and transparent sale. They had informative YouTube videos that kept us informed of the sale process and each step along the way. They worked with us and our contractor to allow time needed for a thorough cleaning and preparation for showings. Were very happy with Jim and the team and was lucky to get the referral from Noah Property Management, thanks again to Marc Noah.
When we decided to sell our home, we were looking for a realtor who is not only an expert business person, but who is also skilled at communicating at both the personal and professional levels. From our first meeting, we knew that Jim with his engaging personality would definitely be that right person we were looking for. With his accomplished and dedicated support team, he delivered an excellent service throughout the entire process, from listing our house to the closing steps. For us, Jim and his team were instrumental into changing the challenging event of selling our home to a highly rewarding experience. For that we are very grateful and will highly recommend Jim Winn without any hesitation
Our process went very smoothly! Jim and his team went the extra mile to help us buy a house while we lived in another state. When we were looking, houses were being sold extremely quickly, and he had lots of houses for us to look at and his team arranged video tours of any we thought might work ASAP. He always answered calls and emails right away. He answered all of our questions directly and helped manage our expectations.
Outstanding, reliable and speed of action service from Jim and his entire team. Not only did they walk us through the process, but they helped us manage expectations in a very competitive market. Virtual walk throughs, offer development, lending assistanceaEUR"this team does it all!
Jim Winn and his team are world-class. They treat you like family and go above and beyond to meet and exceed your expectations. Jim is accessible and highly committed to making sure your family has the best realty experience possible. As a military family we used Jim Winn to both buy our home and eventually sell it. For both transactions we absolutely felt at ease knowing we had a great team behind us. I highly recommend Jim Winn.
The Winn Team is phenomenal! I have used them to both buy and sell a home. They are responsive, professional, and wonderful advisors to anyone who is buying or selling a home. I would, without a doubt, recommend them to anyone!
Jim Winn was a professional from start to finish. He and his team are knowledgeable and efficient. This was the best real estate experience I have ever had.
Jim Winn and his team made my home selling experience a positive experience. They kept me informed of all of the steps in listing my house, negotiating the sale, and all of the post-sale processes. The sale was very rapid and they helped me get everything done within the timelines required. I would highly recommend Jim and his team. They made selling my house as stress-free as possible. I felt supported throughout and did not experience any surprises.
Jim was wonderful and very helpful. We had moved from the house prior to listing and then had flooding issues, HVAC issues, etc. Jim guided us through these issues to a fast settlement. Would highly recommend.
I was extremely impressed with Jim and his team, all of whom made the process of selling an investment property seamless. Jim provided frequent updates via video clips which was the perfect way to communicate, and everybody I dealt with was extremely responsive. Couldn't have asked for better service and I would highly recommend.
Fantastic! Jim and his team have a ton of experience to draw on. Always attentive to our request and interests. As a plus, all of their recommendations for external services (inspection, etc.) were great.
It was a pleasure to work with Jim and his team. During a crazy season of our lives and under time constraints to sell our house, Jim's prompt responses, follow-ups and direction were essential. Him and his team were always available to answer our many questions and provide direction. We also appreciated Jim's positive and gracious attitude. He was very kind and patient during the whole process and also very good in interacting and negotiating with other realtors in a manner that was respectful and agreeable.
Third buy/sell transaction will Jim's expert help. I have recommended his services to other home buyers, and all are just as pleased with the outcome. Jim knows his trade, well! My home was sold in 4 days, at slightly above asking price. The process was even more streamlined that I would have thought. I was well informed by Jim's team every step of the way... Closing was a 15 minute process! This is a well versed, efficient, professional, friendly, responsive team... I received several requests for real estate agent representation as soon as I announced my intention to sell this property. I did not consider another option other than Jim and his team. Till next time!
Jim is an example of a businessman as they should be: knowledgable, attentive to details, honest, careful about his customers. We cooperated with him for buying our first home and were highly impressed with his professional approach. After that for all 6 years of our living in that house he did not forget about us, giving support to us in various questions and problems during our life in the single family house. When we decided to sell that house because of our family needs, we chose Jim to be our agent with no tiny doubts. And again he and his wonderful team were on top!
When we were finally ready to have the conversation about selling our townhouse. Jim was extremely helpful, knowledgeable and supportive as we prepared and went through with the sale of our townhouse. He was able to give us recommendations for contractors and cleaners to get us ready for market in a timely manner. As we prepared to go to market Jim walked us through comps, and helped us understand the different offers we received on our property. Most importantly Jim was consistently responsive, and respectful as we went though the process of selling our house.
Jim was very helpful from our first meeting. I considered that first meeting an "interview" and he was gracious in answering all my questions and providing advice on how to sell my rental property. He and his entire team provided support from signing documents online to making recommendations on upgrades to make and helping me get quotes for the work. This sale was fast, easy, and I am very happy with the outcome!
Jim has been a masterful guide at every point along the real estate journey. Starting with patiently counseling us through our many questions for months prior to deciding to sell, to helping us prepare our home for listing, navigating a lightning fast market as sellers and buyers...Jim was made a crazy time peaceful, friendly, and fun. He is everything you could want in an agent - a strong and broad network in the industry, exhaustive knowledge of the community and the process, a positive "can do" attitude, and a dogged advocate. Not least of all, efficient. From the time we said "let's go", Jim and his outstanding team got us market-ready, listed and sold on our first house then offer accepted and settled on our new house all in under 3 months! Absolutely unbelievable. I could not commend him and his entire team more highly.
Jim Winn is a professional leader in the real estate industry. Always available and attentive to your needs. A great negotiator willing to offer his advice but understands and respectful to your ideas and opinions. Honest, trustworthy and hard working! A great combination and a rare find!
In the midst of a competitiveA market Jim went above and beyond to help us list and sell our first home confidently, quickly, and for more than we ever dreamed. And then! He helped us find a dream house. Working patiently with hiccups and unique situations while making us feel assured and cared for. Nothing about Jim and his team is robotic and impersonal. They are all kind, responsive, experts in their fields, and work seamlessly together to get the job done. We are so grateful to Jim and his team!
We loved working with Jim and his team! They were very knowledgeable, quick at responding, professional, and very kind. Their negotiations helped guarantee us a great deal on our home! We greatly appreciated their patience as we are first time home buyers. Even when their work was done, they helped us navigate difficult contractors who caused damage to our finished basement. Wed happily work with Jim and his team again!
We first reached out to Jim about possibly selling our Germantown, MD condo, based on a friend's recommendation, on August 25th, listed on September 18th, and closed on October 13th -- unbelievable! Jim and his entire team have been amazing -- friendly and warm, while operating as a well-oiled machine of experts who provided us with excellent advice and counsel from start to finish. They answered so many questions for us, as first-time sellers, and helped us feel comfortable and confident throughout the entire transaction. Everything moved a lot faster than we expected, but we felt no pressure from them -- only support and encouragement. Jim, Anne, Roanna, and their entire team have been incredible, and we can't recommend them highly enough!
My husband and I recently worked with Jim and his team while selling our house in the summer of 2020. In a fast-paced and unpredictable market, we were so grateful to have Jim and his team by our side to guide us through the process. It was obvious that Jim one hundred percent had our best interests at heart and was willing to go above and beyond to make sure that our needs were taken care of. Within a week of listing, we had accepted an offer on our home, and we were able to close within the month. He and his team were extremely responsive and seamlessly worked with the buyer's agent to finalize paperwork and respond to request to clear the path for closing. All in all, I would wholeheartedly recommend Jim and his team to anyone looking for an experienced realtor in the area.
Where do I even start?! My wife and I's home buying experience with Jim was astounding! Our relationship began when I submitted a request to the DRS Agent Network for a realtor in Maryland, where will be relocating from Florida. Jim reached out via phone and e-mail within a few days and I am so grateful that I returned the call! From our first conversation, Jim was very understanding and displayed his great communication skills. He listened attentively to our needs and was responsive to all of our questions. He really got us started on the right track. Purchasing a home from a different state is never easy, but Jim made the process seamless. We searched homes online through his MLS, personalized for us, and then gave him feedback on our preferences to which he responded positively. He then coordinated a weekend trip with us where we toured several homes that fit our preferences exactly. We didn't go under contract that weekend but Jim continued to search with us! A couple weeks letter, a home that was just right popped up on the MLS. Jim toured the home for us and provided us with a detailed video of the entire property and neighborhood! We decided to put in an offer based on Jim's estimates. Then, Jim remained in contact with both us and the seller's agent constantly negotiating with the sellers on our behalf all while keeping us informed. Well the seller accepted and the home was appraised at the buying price! (Spot on Jim!!) Jim and his time worked with us to close in under 30 days, coordinating services between the title company, home inspectors, and our lender. All in all, I couldn't have been more pleased with Jim and his team! #FeelingBlessed Bottom line, Jim Winn is a 10/10, will recommend realtor!
Jim and his entire team are top notch and I am so pleased to have chosen them to sell our home. The need was sudden, and it had to be sold as quickly as possible without sacrificing profit. On top of that, it was being listed at a time one would think is undesirable - just before Christmas and headed into the middle of Winter. Jim didn't flinch, setting up the initial meeting and walk through with immediate plans for a photographer to take shots and enable the home to "go live" within days. There was a surprisingly large number of showings given the time of year, with varied levels of interest and but no immediate offers. Jim was as positive as he is experienced, staying in constant contact by phone, e-mail and video to calm any fears and lend assurance that the "right buyer would come along", which indeed happened. An offer for the asking pricing was received, JUST as the full effects of the Covid-19 quarantine were taking hold. Jim worked seamlessly with the title company to ensure a prompt and orderly "VIRTUAL" settlement process that was quite unlike anything I had ever experienced! Even at settlement, as I signed closing documents alone in a mask and gloves, Jim was right there beside me on video chat! The follow-up couldn't have been tighter and more complete, from Jim's remaining presence to the continued contact with Roanna and other members of his team. There is no such thing as a "former" client to Jim, as he runs a client appreciation program with drawings, prizes, and industry bulletins through e-mail and social media. It's truly a "once a client, always a client" mentality with this team. I am blessed and grateful for their service!
My wife and I had the best experience working with Jim. He is very dedicated, knowledgeable and personable. This was our first home buying experience and we are grateful it was with Jim as he spent time explaining the home buying process and was there for us all along the way. We decided to go with new construction and we are very glad we had Jim on our team. He came to the meetings, guided us through the necessary steps and helped us ask the right questions and negotiate things he knew we wanted in our dream home. Jim has continued to stay in touch and check in from time to time, and is someone who we now consider a friend. We highly recommend Jim for any buying/selling needs and we will definitely use his services again in the future.
I've never sold a house before and was a bit intimidated and emotional because the house my brother and I were selling was that of our mother who had passed away earlier in the year. However from our first meeting with Jim Winn I had complete confidence we had made a great decision. We were referred to Jim by cherished neighbors of my mother. They did us a real kindness with the referral. In addition to his being a wonderful kind and caring human being, Jim is highly skilled and accomplished in real estate. He has a most efficient office with coworkers as fine as he is. He and they educated and guided us through the process so we knew exactly what to do each step along the way. Within one week of listing, almost thirty showings were scheduled. It was amazing, in particular that it was December. With offers in, Jim's expert negotiating skills came into play so that the offer we accepted was what we had hoped it would be. Working with Jim was a blessing and I can't imagine anyone doing a better job than he did.
Jim was an awesome realtor to work with, and we are very grateful for his assistance. He has a sincere desire to serve and bless his clients, demonstrated in his commitment to outstanding professionalism, caring and dedication to excellence in every aspect of his profession. He was always responsive, knowledgeable, helpful and willing to go above and beyond the standard expectations of a realtor. We followed his suggestions in preparing our home, which was in need of much work, for the market and it sold at a price we were happy with in four weeks. His experience and recommendations were invaluable in effective negotiations with our buyer. He also was able to connect us to a realtor in the state we were moving to who was wonderful in helping us find an ideal home for our family at an excellent price. I highly recommend Jim and his team. He is a highly skilled and experienced realtor with great integrity.
As a first-time homebuyer, I approached the search of finding the right house with a lot of naA?vetA(C). Some friends of mine recommended using Jim Winn as my realtor and I'm glad they did. From the first time I met Jim, I knew I was in good hands. Jim is incredibly personable, professional, and knowledgeable. He took the time to answer every question I had along the way and was involved with every step of the process, including recommending a home inspector and a mortgage lender. Even after I had closed on the home, Jim continued to follow-up to help with any additional questions I had. I highly recommend Jim and his team to anyone looking to buy or sell a home.
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