September 2025

September 2025

SEPTEMBER 2025

from my desk to your door...

Hello,

 

September always feels like a fresh chapter here in Westport. Back-to-school, back-to-work, back to busy schedules. It’s a month of transition for so many of us. Our town bustles again with carpools, sports practices, and college kids heading off, leaving some parents adjusting to the new rhythm of being empty nesters. It’s an exciting season, but also a reminder to be gentle with ourselves and kind to others. Everyone is juggling something, so let’s take a little extra care, whether that’s driving cautiously around school buses or simply sharing a smile with a neighbor.

 

We’re also so fortunate to live in a community with such outstanding schools; places that not only prepare our kids for bright futures but also help make Westport one of the most sought-after towns in the area. For families, that’s a tremendous gift; for homeowners, it’s one of the strongest pillars of lasting property value.

 

And if you’re entering this stage of life with a quieter house, it may be the perfect opportunity to explore new possibilities, whether downsizing, investing, or finding a home that better matches your next chapter.

 

In the local real estate market, demand remains steady, especially for homes in prime locations near schools, town, and the beach. Inventory is still tight, which means sellers are well-positioned to take advantage of motivated buyers. At the same time, buyers who come prepared and strategic continue to find great opportunities to put down roots in this wonderful community.

 

Whether you’re thinking about making a move this fall or 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 process, 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.

Get your process started by scanning the QR code below to see how much your home is worth.

 

from our blog

 

Essential Home Office Design Tips - With more people working from home than ever before, creating a productive and comfortable home office is essential. Whether you're setting up a dedicated space or transforming a corner of your living room, it’s crucial to focus on design elements that support your work style. Here are some practical and inspiring home office design tips that can help you create an efficient, aesthetically pleasing, and functional workspace in your Westport, CT, home

READ MORE.

september scenes

 

Don't forget! Beach Stickers are required until October 1st. No dogs allowed at Westport beaches, athletic fields or playgrounds April 1- Sept 30.

 

SLICE OF SAUGATUCK - Slice of Saugatuck Festival 13th Annual Food Tasting & Retail Experience.

Postponed to Saturday, 9/13 | 2-5pm. Family Fun W/ Live Music

 

WESTPORT COUNTRY PLAYHOUSE - A spectacular season of theatre is in store! Check out the shows and get your tickets here before they sell out!

 

THE LEVITT PAVILION FOR PREFORMING ARTS - TEDESCHI TRUCKS BAND GALA CONCERT

Sunday, September 14, 2025 | 7:00pm

 

THE WESTPORT LIBRARY - Booked For Thee Evening 2025 with Sarah Jessica Parker.

Wed, September 10 @ 8:00 pm - 9:30 pm EDT

 

WESTPORT DOWNTOWN MERCHANTS - SUMMER MUSIC ON CHURCH LANE. Now through September 19th. Check out the Schedule here

 

WESTPORT ROTSRY LOBSTERFEST - Sat., 9/20. Get your tickets here

market watch

46 Park Lane

5 BD | 4 BA | 2312 SF

11 Tall Pines Dr.

4BD | 4BA | 3692SF

38 Tamarac Road

5BD | 4.5BA |2976SF

29 Woods Grove Rd

4BD | 3BA | 2279SF

9-A Ludlow Road

2BD | 2.5BA |1150SF

56 Wright St

5 BD | 3 BA | 3450 SF

206 Good Hill Road, Weston

5 BD | 4 BA | 3149SF

69 Catalpa Rd, Wilton

4 BD | 4 BA | 4180 SF

7 Dawn Drive

6 BD | 8BA | 8641 SF

 

461 Tahmore Dr, Fairfield | 3BD, 3BA, 2612SF

UC 5 | Close 13 | Multiple Over Offers

See the Westport property transfers for the weeks of 7/28 - 8/1, 8/4 - 8/8, 8/11 - 8-15, 8/18 - 8/22

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.

coming soon....

I have a wonderful new construction listing coming on the market in Westport soon, so stay tuned to my instagram jillian.klaff.realtor and come on over to my website to see what I have going on!

market stats

MARKET SNAPSHOTS

 

WESTPORT

WESTON

FAIRFIELD

WILTON

WESTPORT MARKET TRENDS:

Above is an overview of the residential market in Westport, CT for August 2025. It shows Months of Inventory, Sold to List Price, Median Days on the market and the Median Sold Price for houses and condos. I will discuss each point in further detail below

Currently Westport is experiencing seller’s market with 2.73 months of inventory.This means there are fewer homes available for sale, which typically leads to increased competition among buyers. The seller’s market is further underscored by the significant decrease in inventory, with a 39% drop over the past month and a 50% decrease over the last year. This shrinking inventory suggests that homes are being purchased quickly, and there are fewer options for buyers to choose from.

The sold -to-list price ratio in Westport is around 102%. This means homes are selling above their listing price by 2%.This indicates strong demand and potentially competitive bidding situations.Buyers should anticipate potentially offering more than the asking price. Particularly for highly sought after homes, and budget accordingly.

The median days on the market for homes in Westport is 93, reflecting a relatively steady pace.while this might seem like a moderate timeframe, in a seller’s market, desirable homes can still sell quickly. It is important for buyers to thoroughly research the activity in the market and be ready to make informed offers to avoid missing out on opportunities

 

Lastly, the median sold price in Westport stands at $2,545,000. This figure is crucial for setting price expectations and understanding the affordability landscape in the area. Knowing this, buyers can better align their financial planning with the realities of purchasing a home in Westport.

WESTON MARKET INSIGHTS

 

FAIRFIELD MARKET INSIGHTS

 

WILTON MARKET INSIGHTS

final thoughts

August was extra special for me, as I was lucky enough to spend time in Seattle with my kids and grandkids—soaking up family moments that I’ll always cherish. Now, as the season shifts, I’m excited to welcome the crisp air, colorful foliage, and all the wonderful traditions that fall in Westport brings.

As always, I’m so grateful for this community and for each of you who trust me with your real estate needs. On that note, I would be truly honored if you would take a moment to vote for me in Westport Lifestyle Magazine Reader's Choice Awards for Best Realtor. Your support means the world to me, and I thank you from the bottom of my heart.

 

The 5th Annual @westportlifestyle Readers' Choice Competition is here! Please vote for me in the Best Real Estate Agent category. Voting is open until October 1st, 2025. Any business can win, and every vote counts!
VOTE FOR JILLIAN KLAFF - BEST REAL ESTATE AGENT HERE!
Thank you for your support! . 

And 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!

 

With warmest wishes for a beautiful September,

 

Jillian

 

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JILLIAN KLAFF | TOP PRODUCER CB GLOBAL LUXURY

Jillian Klaff at Coldwell Banker Realty | 355 Riverside Avenue | Westport, CT 06880 US

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Jillian Klaff specializes in Westport Connecticut real estate and the neighboring Fairfield County towns of Weston, Southport, Fairfield, Wilton, and Norwalk. I offer a full range of real estate services. Contact her today to get started on your next property venture.

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