97 Overlook Drive
New Canaan, Connecticut 06840
- Beds
- 3
- Baths
- 3
- SqFt
- 3,132
- Acres
- 1.20
- Year Built
- 1954
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
The landscape is every bit as memorable as the home itself. Set on 1.2 breathtaking acres on a quiet cul-de-sac, this exceptional property is framed by magnificent specimen trees, flowering shrubs, and beautifully established gardens, creating extraordinary privacy and year-round beauty. Just moments from town, schools, and the park, the setting offers the perfect balance of tranquility and convenience. Inside, a glass-enclosed sunroom with skylights and a wood-burning fireplace invites you to relax while enjoying the ever-changing views of the surrounding landscape. Designed for comfortable everyday living and effortless entertaining, the home features a gracious living room with a fireplace, a warm and inviting den with custom built-ins, an eat-in kitchen, and a formal dining room. The three-bedroom home also offers exciting future potential, with the property having been perked for a possible expansion to a five-bedroom residence, subject to all applicable approvals.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1954
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 3,132 sq ft
- Lot Size
- 1.20 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $16,599 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
34
51 under contract
Median List Price
$3.00M
34 active listings
Median Closed Price
$2.75M
208 sales
Median Days on Market
43
34 active listings
Median $ / Sq Ft
$658
34 active listings
Sale-to-List Ratio
100.6%
208 sales
How this home compares
List Price
$1.79M
vs $3.00M median
40.1% below median
Price / Sq Ft
$573
vs $658 median
12.9% below median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 34 active and 208 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of August 2, 2026.
Location
97 Overlook Drive, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$9,228
- Property Taxes$1,383
- Insurance$598
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1954
- New Construction
- No/Resale
- Living Area
- 3,132 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry Location
- Main floor
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinished
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 1.20 acres
- Zoning
- 1AC
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $16,599 / Annually
- Days on Market
- 0
- MLS #
- 24194440
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/2/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/2/2026 at 11:40 PM UTC.