New Canaan, CT / SOLD

92 Oak StreetNew Canaan, CT 06840

The buyer could have saved $37,500 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$3,000,000ClosedAugust 14, 2025

Our Take

92 Oak Street is a 1914 Gambrel Colonial with five bedrooms, four full baths, and two half baths. Its main level includes a foyer, living room with gas fireplace, formal dining room, kitchen with large island, family room opening to a back deck, and private office. The second floor has a primary suite with dressing room and bath, three additional bedrooms, two full baths, and laundry. A walk-out lower level adds a game room, theater, half bath, and legal studio apartment with private entrance.

92 Oak Street — exterior photo
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Estimated buyer rebate

The buyer could have saved $37,500 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24092845
Bedrooms
5
BathroomsBaths
4 full / 2 half
Square feet
5,712
Year built
1914
Acres
0.46
Property taxes
$21,536

July 2025-June 2026

What stands out

  • Wrap-around porch and three-car garage
  • Living room with gas fireplace
  • Kitchen with a large island
  • Primary suite with dressing room
  • Family room opening to a back deck
  • Tiered-seat home theater with wet bar
  • Legal studio apartment with private entrance
Read the full listing description

This beautifully maintained Gambrel Colonial is full of natural light, charm, and thoughtful spaces-perfect for both entertaining and everyday living. Ideally located just minutes from downtown New Canaan's shops, restaurants, schools, parks, and library, it blends convenience with comfort across 5,712 sq ft. Inside, you'll find 5 bedrooms (plus a 6th on the 3rd floor level), 4 full and 2 half baths, a wrap-around porch, and a 3-car garage. The main level features a welcoming foyer, a bright living room with gas fireplace, a formal dining room, a chef's kitchen with large island, an oversized family room with sliders to the back deck, and a private office. Upstairs, the spacious primary suite includes a dressing room and spa-like bath with double vanities, whirlpool tub, and walk-in shower. Three additional bedrooms, two full baths, and laundry complete the second floor, with a bedroom and storage on the third. The walk-out lower level offers a game room with wet bar, a half bath, a tiered-seat home theater, and a legal studio apartment with full kitchen (including a dishwasher and full-sized refrigerator), built-in Queen Murphy bed, marble bath, and private entrance-ideal for guests, in-laws, or rental income. Don't miss this sunny, versatile gem in one of New Canaan's most sought-after locations!

Schools

Elementary
South
Middle
Saxe Middle
High
New Canaan

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$3,000,000
Original list price$2,900,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $3,000,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $37,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Houlihan Lawrence

Ellen Cummings

SmartMLS · Listing #24092845 · Closed

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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