311 South Bald Hill Road
New Canaan, Connecticut 06840
- Beds
- 6
- Baths
- 7 | 1
- SqFt
- 6,529
- Acres
- 2.43
- Year Built
- 1965
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Masterfully reimagined in 2026 through a complete renovation and expansion, this 6,529 SF modern estate spans 2.43 scenic acres, incorporating refined architecture within an extraordinary natural sanctuary. Historic stone walls, walking trails, mature specimen plantings and a tranquil pond frame the private grounds once home to George Valchar, author of the book "My Connecticut Garden." Inside, an organic-modern aesthetic unfolds with wide-plank white oak flooring, bespoke limewash finishes, seamless flush baseboards and expansive glass windows filling the interior with natural light. The chef's kitchen features custom white oak millwork, Dolce Vita stone surfaces, a 60-inch Wolf range, Sub-Zero refrigeration, Miele coffee system and a built-in breakfast banquette. A well-appointed butler's pantry, formal living and dining rooms and dedicated executive office complete the main level. Upstairs, the vaulted primary retreat boasts a dual-sided gas fireplace, sitting room, two walk-in closets and a spa-inspired bath finished in Taj Mahal stone. Four additional upper en-suite bedrooms feature radiant-heated baths, joined by a bespoke laundry room. The finished lower level includes a 6th bedroom, full bath and versatile gym/recreation space. Seamless indoor-outdoor entertaining centers around the attached cabana with fully equipped grill kitchen and full bath, where accordion-style glass doors open to an expansive bluestone terrace, heated gunite pool and integrated spa.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Modern
- Year Built
- 1965
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 7 full · 1 half
- Living Area
- 6,529 sq ft
- Lot Size
- 2.43 acres
- Garage / Parking
- 2 garage · 8 total
- Property Taxes
- $15,309 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
41
22 under contract
Median List Price
$3.60M
41 active listings
Median Closed Price
$2.79M
216 sales
Median Days on Market
37
41 active listings
Median $ / Sq Ft
$692
41 active listings
Sale-to-List Ratio
101.7%
216 sales
How this home compares
List Price
$4.29M
vs $3.60M median
19.3% above median
Price / Sq Ft
$658
vs $692 median
In line with median
Days on Market
0 days
vs 37 days median
37 days fresher than median
Based on 41 active and 216 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of October 15, 2026.
Location
311 South Bald Hill Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$23,790
- Property Taxes$1,276
- Insurance$1,432
- 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
- Modern
- Year Built
- 1965
- New Construction
- No/Resale
- Living Area
- 6,529 sq ft
- Below Grade
- 1,408 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central AirZoned
- Fireplaces
- 3
- Laundry
- Upper Level
- Laundry Location
- Dedicated laundry room
- Appliances
- Gas RangeConvection OvenMicrowaveRange HoodRefrigeratorFreezerSubzeroIcemakerDishwasherWasherDryerWine Chiller
- Basement
- FullFully Finished
- Interior Features
- Cable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.43 acres
- Zoning
- 4AC
- Garage / Parking
- 2 garage spaces8 total parking spacesAttached GarageDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseSpaIn Ground Pool
- Construction
- Vertical SidingCedarWood
- Color
- Black
- Roof
- Metal
- Foundation
- ConcreteSlab
- Exterior Features
- TerraceCabanaGuttersLightingPatioGrillPorchGarden AreaStone Wall
- Lot Description
- Corner LotSome WetlandsLightly WoodedLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $15,309 / Annually
- Days on Market
- 0
- MLS #
- 24212180
- MLS Status
- Coming Soon
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Co-Listed By
Steven Gold
Corcoran Centric Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. 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 10/15/2026 at 1:30 AM UTC.