109 Morningside Drive S. | Westport
October Market Report
A Look Back at the Local Market in Westport • Weston • Fairfield • Wilton
As the fall market continued through October, our local real estate landscape remained defined by low inventory, strong buyer intent, and meaningful price stability across Fairfield County. While elevated interest rates are shaping buyer behavior, the demand for well-located, move-in-ready homes continues to drive competition — particularly in neighborhoods offering lifestyle amenities, convenience, and updated living spaces.
All data pulled from SmartMLS on November 11, 2025
Westport
Westport experienced a strong October, with both buyer and seller activity increasing over last year.
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New Listings: 43 (up from 33)
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Closed Sales: 30 (up from 23)
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Median Sales Price: $2,862,500 (up from $1,550,000)
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Average Sales Price: $3,138,303
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Days on Market: 64 (up from 29)
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Months Supply of Inventory: 3.4
The increase in days on market suggests buyers are taking more time to evaluate homes, yet the significant rise in price indicates they are still willing to pay a premium for quality.
Key Insight:
Listings that are thoughtfully prepared and priced in alignment with current market dynamics continue to see strong engagement, while sellers benefit from a more measured — yet still confident — buyer pool.
Weston
Weston posted a steady and balanced month, with encouraging movement in both inventory and closed volume.
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New Listings: 15 (up from 13)
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Closed Sales: 11 (up from 10)
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Median Sales Price: $1,300,000 (essentially flat year-over-year)
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Average Sales Price: $1,714,455 (up from $1,408,397)
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Days on Market: 33 (up from 17)
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Months Supply of Inventory: 3.0
Demand remains consistent, particularly from buyers looking for space, privacy, and value relative to surrounding markets.
Key Insight:
Well-maintained homes in desirable neighborhoods are still attracting strong offers, even as buyers take a more deliberate approach.
Fairfield
Fairfield saw notable sales momentum this month.
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New Listings: 68 (up from 55)
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Closed Sales: 57 (up from 41)
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Median Sales Price: $1,290,000 (up from $828,000)
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Average Sales Price: $1,448,486
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Days on Market: 34 (up from 25)
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Months Supply of Inventory: 2.6
Fairfield continues to be one of the most competitive and diverse markets in the county, with strong demand for coastal neighborhoods and centrally located homes.
Key Insight:
Turnkey homes priced accurately are still seeing multiple offers, while homes requiring updates may remain on market longer unless priced strategically.
Wilton
Wilton remains one of the tightest inventory markets in the region.
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New Listings: 12 (down from 18)
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Closed Sales: 21 (up from 18)
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Median Sales Price: $1,340,000 (up from $987,500)
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Average Sales Price: $1,360,595
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Days on Market: 24 (flat year-over-year)
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Months Supply of Inventory: 1.3
With limited new inventory entering the market, competition remains high for well-located properties offering space and value.
Key Insight:
Sellers who prepare and position their homes effectively continue to benefit from strong demand and price support.
Looking Ahead
As we approach year-end, we expect:
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Motivated buyers to remain active
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Inventory to tighten seasonally
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Updated and thoughtfully presented homes to continue leading in performance
For both buyers and sellers, strategy matters — from pricing and presentation to offer structure and negotiation approach.
If you are considering a move — whether now or in the new year — we would be happy to provide a property-specific market assessment and tailored guidance.
Featured Property
109 Morningside Drive South, Westport
Offered at $7,995,000
Introducing an exceptional and rare offering in Westport’s highly sought-after Greens Farms neighborhood. 109 Morningside Drive South spans 12.3 private acres, presenting a unique opportunity to create a truly one-of-a-kind estate.
Surrounded by distinguished homes, this expansive parcel offers endless potential—whether you envision a grand single-family residence or a private compound. Its scale, setting, and location make it one of the most significant pieces of land available in Fairfield County today.
Highlights:
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12.3 acres in premier Greens Farms
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Opportunity for a custom home or compound
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Peaceful, private setting among estate properties
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Convenient to beaches, schools, Metro-North, and town amenities
A rare canvas for those looking to build something special in one of Westport’s most coveted enclaves.
