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!
Sold for $3,000,000 on 08/15/25
$3,000,000
92 Oak Street, New Canaan, CT 06840
5beds
5,712sqft
Single Family Residence
Built in 1914
0.46 Acres Lot
$3,002,000 Zestimate®
$525/sqft
$15,893 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 18, 2025 at 02:50pm
Listed by:
Ellen Cummings,
Houlihan Lawrence
Bought with:
Unrepresent Buyer
Unrepresented Buyer
Source: Smart MLS,MLS#: 24092845

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Skylight, Vaulted Ceiling(s), Dressing Room, Full Bath, Whirlpool Tub, Hardwood Floor
- Level: Upper
- Area: 648 Square Feet
- Dimensions: 18 x 36
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 172.5 Square Feet
- Dimensions: 11.5 x 15
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 186 Square Feet
- Dimensions: 12 x 15.5
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 174 Square Feet
- Dimensions: 12 x 14.5
Bedroom
- Features: Wall/Wall Carpet
- Level: Third,Upper
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 199.38 Square Feet
- Dimensions: 13.75 x 14.5
Family room
- Features: Balcony/Deck, Sliders, Hardwood Floor
- Level: Main
- Area: 408.06 Square Feet
- Dimensions: 18 x 22.67
Kitchen
- Features: Breakfast Bar, Granite Counters, Quartz Counters, Dining Area, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 408.06 Square Feet
- Dimensions: 18 x 22.67
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 192.5 Square Feet
- Dimensions: 13.75 x 14
Media room
- Features: Remodeled, Built-in Features, Entertainment Center, Wall/Wall Carpet
- Level: Lower
Office
- Features: Hardwood Floor
- Level: Main
- Area: 229.5 Square Feet
- Dimensions: 15.3 x 15
Rec play room
- Features: Quartz Counters, Wet Bar, Half Bath, Sliders, Engineered Wood Floor
- Level: Lower
Other
- Features: Breakfast Bar, Built-in Features, Quartz Counters, Full Bath, Patio/Terrace, Engineered Wood Floor
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Entrance Foyer, In-Law Floorplan
- Basement: Full,Storage Space,Finished,Walk-Out Access,Liveable Space
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 5,712
- Total interior livable area: 5,712 sqft
- Finished area above ground: 4,342
- Finished area below ground: 1,370
Property
Parking
- Total spaces: 5
- Parking features: Detached, Paved, Driveway, Private
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around, Porch
Lot
- Size: 0.46 Acres
- Features: Level
Details
- Parcel number: 186129
- Zoning: BRES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Masonry
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1914
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Health Club, Library, Paddle Tennis, Private School(s), Pool, Public Rec Facilities, Stables/Riding, Tennis Court(s)
Location
- Region: New Canaan
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$3,002,000
2% more+ $60,040
With Zillow Showcase(estimated)
$3,062,040