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
$3,000,000
92 Oak Street, New Canaan, CT 06840
5beds
5,712sqft
Single Family Residence
Built in 1914
0.46 Acres Lot
$3,187,200 Zestimate®
$525/sqft
$15,893 Estimated rent
Home value
$3,187,200
$2.87M - $3.57M
$15,893/mo
Zestimate® history
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List your homeWhat's special
Gas fireplaceWrap-around porchBuilt-in queen murphy bedPrivate entrancePrivate officeLarge islandSpacious primary suite
Zillow last checked:
Listing updated:
Listed by:
Ellen Cummings 203-801-8344,
Houlihan Lawrence 203-966-3507
Bought with:
Unrepresented Buyer/Tenant
Unrepresented Buyer
Source: Smart MLS,MLS#: 24092845
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Laundry
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: 174 Square Feet
- Dimensions: 12 x 14.5
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 186 Square Feet
- Dimensions: 12 x 15.5
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 & HOA
Community
- Features: Health Club, Library, Paddle Tennis, Private School(s), Pool, Public Rec Facilities, Stables/Riding, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $525/sqft
- Tax assessed value: $1,290,380
- Annual tax amount: $21,536
- Date on market: 5/5/2025
- Exclusions: microwave, BBQ grill
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $3,000,000+3.4%$525/sqft |
Source:  Smart MLS #24092845 Report a problem | ||
| 5/14/2025 | Pending sale | $2,900,000$508/sqft |
Source: Smart MLS #24092845 Report a problem | ||
| 5/5/2025 | Listed for sale | $2,900,000+57.8%$508/sqft |
Source: Smart MLS #24092845 Report a problem | ||
| 8/26/2014 | Sold | $1,837,500+403.4%$322/sqft |
Source: Smart MLS #99060291 Report a problem | ||
| 5/16/1991 | Sold | $365,000+13.2%$64/sqft |
Source: Public Record Report a problem | ||
| 5/8/1987 | Sold | $322,400-82.4%$56/sqft |
Source: Public Record Report a problem | ||
| 12/31/1969 | Sold | $1,837,000$322/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $21,536 +3.4% | $1,290,380 |
| 2024 | $20,827 -5.5% | $1,290,380 +10.8% |
| 2023 | $22,049 +3.1% | $1,164,170 |
| 2022 | $21,386 +1.2% | $1,164,170 |
| 2021 | $21,141 | $1,164,170 |
| 2020 | $21,141 -0.4% | $1,164,170 |
| 2019 | $21,234 +2.7% | $1,164,170 -0.9% |
| 2018 | $20,677 +1.8% | $1,174,320 |
| 2017 | $20,303 +5.7% | $1,174,320 +3.3% |
| 2016 | $19,209 +2% | $1,136,870 |
| 2015 | $18,829 +2.9% | $1,136,870 |
| 2014 | $18,305 +2.1% | $1,136,870 -3.5% |
| 2013 | $17,936 +3.5% | $1,178,240 |
| 2012 | $17,324 +1.6% | $1,178,240 |
| 2011 | $17,049 +6.5% | $1,178,240 0% |
| 2010 | $16,003 -1.3% | $1,178,400 +1.4% |
| 2009 | $16,218 +36.2% | $1,162,600 +47.6% |
| 2008 | $11,909 -0.7% | $787,600 |
| 2007 | $11,987 +3.7% | $787,600 |
| 2006 | $11,562 +4.9% | $787,600 |
| 2005 | $11,019 +5.7% | $787,600 |
| 2004 | $10,420 +17.6% | $787,600 +24.4% |
| 2003 | $8,861 +6.5% | $633,360 +65.2% |
| 2001 | $8,320 +6% | $383,300 +0% |
| 2000 | $7,849 +8.7% | $383,250 +3.5% |
| 1999 | $7,222 | $370,370 |
Find assessor info on the county website
Neighborhood: 06840
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Nearby schools
GreatSchools rating
- 9/10South SchoolGrades: K-4Distance: 0.7 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 0.7 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- Elementary: South
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 92 Oak Street
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