This home's estimate is 28.4% higher than the average sale price ($4.49M) of 5 comparable homes.
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55 Hillside Rd, Greenwich, CT 06830
About this home
Beautifully 2017 updated four bedroom Colonial sits atop 1.5 acres with a backyard designed for entertaining with new sports court, pool with fireplace, and expansive stone terrace with a built-in grill/stacked-stone bar that connects to the main rooms. The sundrenched interior, with a designer's touch, showcases luxurious finishes and wood floors. Elegant living room with crystal glass gas fireplace, sunroom, and formal dining room. A marble clad chef's eat-in kitchen is adjacent to the family room enhanced by a beam vaulted ceiling and fireplace. A glamorous master suite with a walk-in closet, new dressing room with vanity and lavish bath; three en-suite bedrooms; laundry room and large playroom complete the second floor. Walk to school from this great location.
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Market trends in 06830, CT
Last updated October 2026
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Sale history for 55 Hillside Rd
$740/sq ft
$781/sq ft
$781/sq ft
$735/sq ft
$687/sq ft





Sited majestically high on its beautiful 1.5 acre lot, this handsome light-filled classic home has been beautifully renovated to reflect the best of today's lifestyle. Gorgeous and stylish new kitchen is flanked by a sun-filled eating area and cathedral ceiling family room which opens to an expansive terrace and spacious yard with lovely gardens, mature plantings and pool. The wonderful floor plan supporting family living and easy entertaining, features a luxurious master suite, wonderful children's playroom and delightful sun room with 3 exposures embracing the lush landscaping. This home offers an idyllic country lifestyle within walking distance to downtown Greenwich. Five bedroom septic. Fifth bedroom is being used as alternate space
$582/sq ft
$602/sq ft
$634/sq ft
$612/sq ft
$633/sq ft
$633/sq ft
$633/sq ft
$549/sq ft
Tax history for 55 Hillside 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
- Parking and Garage Information
- Has Garage
- # of Garage Spaces: 2
Interior
- Bathroom Information
- # of Full Bathrooms: 4
- # of Half Bathrooms: 1
- Bathrooms Total Integer: 5
- Bathrooms Total Decimal: 4.5
- Heating & Cooling
- Has Cooling
- Cooling: Central A/C
- Has Heating
- Heating: Forced Air, Natural Gas
- Interior Features
- Interior Features: Entrance Foyer
- Has Fireplace(s)
- # of Fireplaces Total: 3
- Basement: Full, Unfinished
Exterior
- Exterior Features
- Exterior Features: Gas Grill
- Patio And Porch Features: Terrace
- Private Pool
- Property Information
- Property Sub-Type: Single Family Residence
- Year Built: 1932
- Year Built Effective: 2017
- Roof: Asphalt
- Construction Materials: Brick
- Security Features: Security System
- Other Equipment: Generator
- Building Area Total: 4732.0
- Building Area Source: Taxcard
- Lot Information
- Lot Features: Parklike
- Lot Size Area: 1.5
- Lot Size Units: Acres
- Lot Size Square Feet: 65340.0
- Lot Size Acres: 1.5
- Zoning: RA-1
Financial
- Tax Information
- Tax Annual Amount: $23,924.24
- Tax Assessed Value: $2,104,340
Utilities
- Utilities Information
- Sewer: Septic Tank
- Water Source: Public
Location
- School Information
- Elementary School: North Street
- Middle Or Junior School: Central
Public facts
- Beds: 4
- Baths: 4.5
- Sq. Ft.: 4,732
- Stories: 2.0
- Lot Size: 1.5 acres
- Style: Single Family Residential
- Year Built: 1932
- Year Renovated: —
- County: Fairfield County
- APN: 1849441
Around this home
Schools
- K - 12
- Preschool & daycare
Public PreK-5 • Assigned • 1.0mi
Public 6-8 • Assigned • 0.4mi
Public 9-12 • Assigned • 0.2mi
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, 15 days in 30 years
69% chance of strong winds in next 30 years
9 unhealthy days expected this year, 13 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 06830
Home values near 55 Hillside Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 4.5 Baths | 5704 Sq. Ft. | $5,679,403 |
5 Beds | 3.5 Baths | 4168 Sq. Ft. | $3,963,775 |
3 Beds | 2.5 Baths | 1872 Sq. Ft. | $3,266,296 |
3 Beds | 2.5 Baths | 2694 Sq. Ft. | $2,804,470 |
3 Beds | 2 Baths | 1913 Sq. Ft. | — |
5 Beds | 5.5 Baths | 5186 Sq. Ft. | $6,810,727 |
7 Beds | 9 Baths | 9877 Sq. Ft. | $8,843,502 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 3176 Sq. Ft. | $3,568,945 |
7 Beds | 6 Baths | 4200 Sq. Ft. | $5,350,681 |
4 Beds | 4 Baths | 4742 Sq. Ft. | $4,070,075 |
6 Beds | 7 Baths | 5577 Sq. Ft. | $6,214,519 |
5 Beds | 4.5 Baths | 5582 Sq. Ft. | $5,133,357 |
6 Beds | 8 Baths | 8000 Sq. Ft. | $6,375,608 |
4 Beds | 3.5 Baths | - Sq. Ft. | $6,570,097 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 4 Baths | 2866 Sq. Ft. | $3,568,171 |
5 Beds | 7.5 Baths | 6975 Sq. Ft. | — |
3 Beds | 2.5 Baths | 2350 Sq. Ft. | $2,395,283 |
5 Beds | 4.5 Baths | 4503 Sq. Ft. | — |
4 Beds | 2.5 Baths | 2342 Sq. Ft. | — |
5 Beds | 7 Baths | 6889 Sq. Ft. | $5,974,012 |
5 Beds | 4 Baths | 3462 Sq. Ft. | $3,440,631 |
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