This home's estimate is 9.8% higher than the average sale price ($3.43M) of 6 comparable homes.
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- Sale & tax history
- Property details
- Neighborhood
- Climate
66 Gregory Rd, Cos Cob, CT 06807
About this home
Summer is coming and this magnificent home offers a beautiful outdoor oasis with heated swimming pool and large patio for entertaining. Upon entering the light filled colonial you are greeted by a 2 story gracious entry, open floor plan with a living room, formal dining room, eat-in gourmet kitchen adjacent to the lovely family room with fireplace and sliders out to the large patio. The second floor features a master bedroom suite with fireplace, luxurious master bath and 2 generous walk-in closets, 3 additional large bedrooms, 2 baths (1 en-suite and 1 Jack & Jill) and the laundry room. The finished lower level with an oversized playroom/media room plus gym/ 5th bedroom with en-suite full bath and wine room continues to impress. Located on a quiet cul-de-sac this home is conveniently located to transportation, shopping and schools.
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Market trends in 06807, CT
Last updated July 2026
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Sale history for 66 Gregory Rd
$419/sq ft
$427/sq ft
$427/sq ft
$427/sq ft
$386/sq ft
$395/sq ft
$404/sq ft
$413/sq ft
$189/sq ft
$328/sq ft
$359/sq ft
$359/sq ft
$91/sq ft
$93/sq ft
Tax history for 66 Gregory Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Attached Garage
- Garages Number: 2
Interior
- Interior Information
- Total Rooms: 10
- Laundry Room Info: Upper Level
- Interior Features: Auto Garage Door Opener, Central Vacuum, Open Floor Plan, Security System
- Wired For Audio
- Fireplaces Total: 2
- Cooling System: Central Air
- Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
- Bathroom Information
- # of Baths (Full): 4
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 5
- Room Information
- Rooms Additional: Laundry Room, Wine Cellar
- Room Count: 14
- Basement Description: Fully Finished
- Has Attic
- Attic Description: Pull-Down Stairs
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Shingle, Wood
- Lot Information
- Lot Description: On Cul-De-Sac, Level Lot, Fence - Partial, Professionally Landscaped
- Pool Information
- Swimming Pool
- Pool Description: In Ground Pool
- Building Information
- Foundation Type: Concrete
- Construction Description: Frame
- Property Information
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 3857
- Driveway Type: Private
Financial
- Assessments Information
- Assessed Value: $1,342,670
Utilities
- Utility Information
- Water Source: Public Water Connected
- Sewer Assess Description: Town sewer assessment $2,231/annually, $14,272 remaining.
- Sewage System: Public Sewer Connected
- Hot Water Description: Domestic
- Heat Type: Hot Air, Radiant
- Heat Fuel Type: Natural Gas
Location
- School Information
- Middle Jr High School: Eastern
- High School: Greenwich
- Elementary School: North Mianus
- Location Information
- State: Connecticut
- Directions: Valley Road to Gregory
- County: Fairfield
Public facts
- Beds: 4
- Baths: 4.5
- Sq. Ft.: 3,857
- Stories: 2.0
- Lot Size: 0.31 acres
- Style: Single Family Residential
- Year Built: 2009
- Year Renovated: —
- County: Fairfield County
- APN: 1858837
Other
- Documents & Disclosures
- Supplement Count Public: 1
Around this home
Schools
Public K-5 • Assigned • 0.7mi
Public 6-8 • Assigned • 2.2mi
Public 9-12 • Assigned • 2.3mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 98° expected this year, 16 days in 30 years
67% chance of strong winds in next 30 years
5 unhealthy days expected this year, 7 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06807
Home values near 66 Gregory Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 3.5 Baths | 3010 Sq. Ft. | $2,096,870 |
3 Beds | 2 Baths | 2669 Sq. Ft. | $1,621,286 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 2236 Sq. Ft. | $1,809,476 |
3 Beds | 2 Baths | 1660 Sq. Ft. | $1,387,776 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 3 Baths | 3142 Sq. Ft. | $2,277,567 |
3 Beds | 2 Baths | 1847 Sq. Ft. | $1,818,441 |
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