Chatham Walk Condos in New Canaan, CT

Opening Overview

Chatham Walk is a 14-unit townhouse condominium at 96 East in New Canaan, CT. The most recent recorded sale closed at $1,020,000 in November 2025. Eight sales on record show a range from $545,000 to $1,020,000, with a median of $732,250 and a median price per square foot of approximately $413. For buyers looking to enter New Canaan real estate below the town-wide median of $2,080,000, Chatham Walk is one of the few condominium options that offers multi-bedroom townhouse square footage at a meaningful discount to single-family pricing. That gap does not exist in most other towns at this quality level.

Chatham Walk Condos for Sale

With only 14 units in the complex, turnover at Chatham Walk is structurally limited. MLS history shows eight sales spread across roughly nine years, which translates to less than one sale per year on average. Units do not come available on a predictable schedule, and when they do, they move. Buyers who are serious about New Canaan CT condos at this price point should not wait for a unit to appear on Zillow before engaging. Active listings change quickly. Contact The Engel Team directly for off-market monitoring and current availability at Chatham Walk.

Recently Sold at Chatham Walk

MLS records show eight closed sales at Chatham Walk. Prices have moved from $545,000 in January 2016 to $1,020,000 in November 2025, a gain of roughly 87 percent over that span. The two most recent sales both closed above $900,000, which represents a meaningful step up from the $625,000 to $795,000 range that characterized the 2019 to 2022 period.

Unit sizes in the sales record range from 1,524 to 2,274 square feet. All eight recorded sales were three-bedroom, three-bath configurations. The median price per square foot across the full sales history was approximately $413, though the two 2025 sales came in at $668 per square foot (APT B, 1,530 SF at $900,000) and $669 per square foot (APT C, 1,524 SF at $1,020,000), which signals that the market has repriced this complex substantially in the past two years.

The per-square-foot spread across units is notable. APT C sold in April 2019 at $275 per square foot (2,274 SF at $625,000), while the same unit letter sold in November 2025 at $669 per square foot (1,524 SF at $1,020,000). That gap reflects both market appreciation and the likelihood that unit condition, renovation level, and interior finish vary significantly across the building. Buyers should not assume a uniform standard.

About Chatham Walk

Chatham Walk is a small townhouse condominium community at 96 East in New Canaan, CT. The complex contains 14 units and has a construction history spanning from 1970 to 2020, which suggests either a phased build or substantial renovation activity over that period. It is one of the smaller condominium communities in New Canaan, and its size is a defining characteristic. At 14 units, the association operates without the budget or administrative infrastructure of a larger complex, which affects both fees and governance. The address places it within easy reach of New Canaan’s downtown core, which is the primary reason buyers consider it over comparable units further from the center of town.

Homes and Layouts at Chatham Walk

Every recorded sale at Chatham Walk has been a three-bedroom, three-bath unit, which makes this a three-bed community in practical terms. Unit sizes in MLS records range from 1,524 to 2,274 square feet. The building style is townhouse, meaning units are vertical rather than flat, with multiple floors and typically separate entry. Outdoor space details are not confirmed in available data, but properties in this part of New Canaan commonly include some form of private garden or patio. The construction era range from 1970 to 2020 strongly implies that individual units have been renovated to varying standards, and square footage variation across three-bed units (from 1,524 to 2,274) suggests meaningful differences in layout, ceiling height, or added space between units.

What Buyers Need to Know

HOA fees at Chatham Walk have ranged from $407 per month to $524 per month across recorded sales, with a current estimate of $464 per month. For a 14-unit association, that fee level is not unusual, but buyers should request the current reserve study and the most recent two years of association financial statements before making an offer. A small complex has fewer units to absorb any special assessment, which means each unit’s exposure to an unexpected capital expense is proportionally larger than in a 100-unit building.

The construction span from 1970 to 2020 deserves specific attention during due diligence. Buyers should ask directly which building systems, roofs, windows, and mechanical components were updated and when. If portions of the structure date to the 1970s without full renovation, deferred maintenance could surface as an assessment. Request meeting minutes from the past three years to identify any known issues the board has discussed.

Property taxes in the sales record range from $7,018 to $8,678 per year, with the most recent sales clustered around $8,400 to $8,700. Buyers should verify current assessed value and mill rate with the New Canaan assessor’s office, as taxes at resale are reassessed and may differ from the prior owner’s figure. Rental rules, pet policy, and owner-occupancy ratio are not confirmed in available data and must be obtained directly from the association.

Unit condition varies. The price-per-square-foot range across sales is wide enough to indicate that some units have been substantially updated while others have not. A buyer paying $669 per square foot for a renovated unit at 1,524 square feet should not assume an unrenovated unit at the same size represents comparable value at a lower price point without understanding the finish difference. Commission a thorough inspection and ask for a full disclosure of any known defects or prior water intrusion.

Buying or Selling at Chatham Walk

Pricing a unit at Chatham Walk correctly is not a straightforward comp exercise. Eight sales across nine years, wide unit-size variation, and a construction history that spans five decades mean that no two units are directly comparable without accounting for condition, floor plan, and renovation status. A seller who relies on a simple price-per-square-foot average will likely misprice in either direction. A buyer who does the same will either overpay or miss the right unit while waiting for one that looks cheaper on paper.

The Engel Team tracks condo activity across New Canaan and can provide a unit-specific valuation based on verified sales, current condition, and the broader New Canaan real estate market. For sellers, that means a pricing strategy grounded in what buyers at this price point are actually comparing Chatham Walk against. For buyers, it means off-market monitoring and a clear read on whether a listed unit is priced correctly relative to the building’s own sales history. Contact The Engel Team to discuss availability, valuation, or listing strategy at Chatham Walk.