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from my desk to your door...
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Hello,
November marks the true beginning of the holiday season and a time to slow down, reflect, and give thanks. Here in Westport, the crisp air and brilliant fall foliage have made this season especially beautiful, and it’s hard not to feel grateful for all that we have. The trees have been glowing with color, the evenings are cozy, and there’s a special sense of warmth in the community as families gather once again.
It’s the time of year when college kids come home, grandparents visit, and friends reconnect around full tables and glowing fireplaces. Amid a world that can sometimes feel uncertain, family and togetherness feel more important than ever. And how lucky we are to share these moments in such a wonderful place. Westport truly shines during this season of gratitude.
In our local real estate market, fall continues to bring steady activity. Many buyers are taking advantage of year-end opportunities, while sellers who list now benefit from serious, motivated buyers looking to make a move before the holidays or early in the new year. Homes that present well and are priced competitively continue to draw strong interest, especially those showcasing Westport’s lifestyle appeal, proximity to town, schools, and waterfront amenities.
As we head into this season of giving and reflection, I’m so thankful for the clients, neighbors, and friends who make my work so rewarding. Whether you’re thinking about buying, selling, or simply curious about the current market, I’d love to help you plan your next move with confidence and care.
As always, I’m here to provide insight, guidance, and support to help you achieve your real estate goals during the holidays, or in the year ahead. Whether you’re thinking about making a move soon or are simply curious about the value of your home, I’d love to be a resource. Let’s talk about how I can help you navigate the market with confidence and ease every step of the way, including getting your house ready for market. CALL ME NOW! Follow me at jillian.klaff.realtor on instagram for my latest listings and real estate tips.
Wishing you a wonderful November filled with family, gratitude, and joy.
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from our blog
NEIGHBORHOOD AMENITIES THAT INCREASE HOME VALUE When it comes to home values, neighborhood amenities play a crucial role. Buyers prioritize quality-of-life factors that extend beyond the home’s walls. Westport, CT, a desirable community known for its affluent neighborhoods, great schools, and easy access to New York City, highlights the importance of community amenities. Understanding which amenities increase home value can help homeowners make informed decisions when purchasing a property or investing in upgrades. Here’s a look at the top amenities that attract buyers and positively impact home values in Westport and similar high-demand communities. READ MORE.
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nov notables
PEQUOT RUNNERS THANKSGIVING DAY TURKEY TROT - 11/27, 8:15AM. 5 Mile Run/ 2.6 Mile Walk, Wakeman Boys & Girls Club
VIVANT Magazine & Themis Z Present an Exclusive Winter Trunk Show & Open House 11/20, 12:00 pm., Fairfield County Hunt Club, 174 Long Lots Rd, Westport
WESTPORT/WESTON YMCA FAMILY KID'S NIGHT OUT - 11/14, 6-9:30
WESTPORT COUNTRY PLAYHOUSE - 11/21, 8PM. Mandy Patinkin in concert.
STAPLES HIGH SCHOOL FOOTBALL TURKEY BOWL VS GREENWICH 11/27, 10:00AM, Greenwich High School. Come out on Thanksgiving morning and support our Wreckers in this annual rivalry game!
WESTPORT DOWNTOWN 5TH ANNUAL HOLIDAY STROLL - 12/6, 4-7PM. Holiday fun for the whole family on Main St. in Street and in Town Hall.
BACK ON THE BEACH! - From October 1st through March 31st, dogs are permitted in the designated off-leash area, which is located south of the brick bathhouses.
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5 Maplegrove Ave
5 BD | 2.5 BA | 2856 SF
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46 Park Lane
5 BD | 4 BA | 2312 SF
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29 Woods Grove Rd
4BD | 3BA | 2279SF
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9-A Ludlow Road
2BD | 2.5BA |1150SF
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56 Wright St
5 BD | 3 BA | 3450 SF
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206 Good Hill Road, Weston
5 BD | 4 BA | 3149SF
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7 Dawn Drive
6 BD | 8BA | 8641 SF
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461 Tahmore Dr, Fairfield | 3BD, 3BA, 2612SF
UC 5 | Close 13 | Multiple Over Offers
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We have even more exciting new listings on the way! Go to jillianklaffhomes.com and check our listings tab on our website for updates and details. Stay tuned to my instagram jillian.klaff.realtor and come on over to my website to see what I have going on!
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In October 2025, Westport’s real estate landscape reflects a market characterized by limited supply and robust demand. The month supply of inventory stands at just 2.09 indicating a sellers market. However both the one month (-20%) and 12 month (-22%) changes in inventory suggest a tightening supply, which can enhance sellers leverage when pricing their properties. Such a low inventory level suggests that the market is competitive and homes are in high demand. Buyers therefore should act swiftly and be prepared to make competitive offers
Homes are spending a median of 43 days on the market before going under contract suggesting that competitively priced homes are moving relatively quickly. Sold listings have a median of 52 days. This slight increase in time on the market compared to previous months (8% month-over-month change) suggests the importance of effective staging and strategic pricing to ensure quicker sales.
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With 46 new listings entering the market and 62 properties pending there is a steady flow of opportunities for buyers. However, the limited inventory and increasing prices, necessitates readiness and a strategic approach in the buying process.
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The median list price for new listings in Westport is $2,635,000. While active listings have a median price of 3,112 500 million. The gap suggests that there is room for competitive pricing strategies that can attract buyers quickly.
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The median list price for new listings in Westport is $2,635,000. While active listings have a median price of 3,112 500 million the gaps suggest that there is room for competitive pricing strategies that can attract buyers quickly.
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The median sold price in Westport is $2,323,000, marking a 28% month-over-month increase,
highlighting a rising trend in property values. The sold -to-list price ratio at 99.37% reflects a highly competitive market, although it represents a slight 1% decrease from the previous month. Buyers should be prepared to offer close to the asking price to secure their desired property.
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I recently had such a fun day in New York City with some of my family. It was one of those simple, joy-filled days that remind me how important family time is, and it makes me even more excited for the holiday months ahead when we will be able to celebrate with more of my family and more of grandchildren!
As Thanksgiving approaches, I’m feeling especially grateful. Grateful for my family, my clients, and this incredible Westport community that I’m so fortunate to be part of. This time of year reminds us all to slow down and appreciate what matters most: connection, kindness, and home.
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I’m also deeply honored to share that I was named one of Connecticut’s 10 Most Trusted Real Estate Agents of 2025. A recognition that reflects consistent performance, credibility, and the trust my clients place in me every day. In one of the most competitive markets in the Northeast, this distinction truly means the world to me, and I’m so thankful for your continued confidence and support.
As we move into the holiday season, my heart is full of appreciation for the families I’ve been privileged to help, the friendships that have grown through this work, and the beauty of living and working in a community as special as Westport.
It's also a great moment to think ahead. Whether you’re considering a move during the holidays or planning for 2026, I’d be happy to discuss how to make the most of current market opportunities and position you for success.
So keep in mind, If you’re considering selling, buying, or just curious about today’s market, I’d love to connect—let’s talk about how I can help you make the most of this exciting season. I have the real hard facts for really smart moves!
Wishing you and your loved ones a joyful, peaceful, and gratitude-filled Thanksgiving season!
Jillian
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jillian klaff online resources
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Social Media Everyday, we are actively sharing and engaging on our social media platforms to attract active buyers and local sellers. Join us on Instagram, Facebook, YouTube, or LinkedIn to stay informed about local market trends, view our latest listings, and learn more about the Westport community.
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Email Newsletter If you're reading this, it probably means you're already subscribed to our email newsletter! (Thank you!)
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JILLIAN KLAFF TOP PRODUCER CB GLOBAL LUXURY
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