Exquisitely renovated center hall colonial set on two perfectly manicured acres at end of quiet, private cul-de-sac, offering exceptional space & timeless appeal for both everyday living & entertaining. Renovated in 2023 by ERI Building & Design, this stunning six-bedroom home with private office, four full & two half baths showcases impeccable craftsmanship & sophisticated design throughout. Dramatic open-concept kitchen features two oversized islands, walk-in pantry, Sub-Zero refrigerator & freezer, & an inviting breakfast area flowing seamlessly into soaring great room overlooking expansive rear lawn & tennis court with room for pool - perfect setting for gathering with family & friends. Light-filled sunroom provides ideal spot for relaxing with morning coffee while enjoying peaceful views of property. Designed for elegant entertaining, the home features gracious formal living room with fireplace, stunning bar & lounge area, wine pantry, & formal dining room with butler's pantry. Luxurious first-floor suite provides exceptional comfort & privacy for visitors. Upstairs luxurious primary suite with fireplace & spa-like ambiance, creates peaceful retreat. Four additional generously sized bedrooms feature beautifully appointed jack-jill baths. Private office just across hall creates ultimate work-from-home setting. Thoughtfully designed lower level provides flexible, ample space for gym or playroom. This truly exceptional home offering elegance & an unparalleled lifestyle.
Sold for $5,200,000
$5,200,000
27 Hillsley Road, Darien, CT 06820
6beds
7,670sqft
Single Family Residence
Built in 2000
2 Acres Lot
$5,222,900 Zestimate®
$678/sqft
$21,809 Estimated rent
Home value
$5,222,900
$4.75M - $5.75M
$21,809/mo
Zestimate® history
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List your homeWhat's special
Two oversized islandsTennis courtExpansive rear lawnPeaceful views of propertyLight-filled sunroomInviting breakfast areaDramatic open-concept kitchen
Zillow last checked:
Listing updated:
Listed by:
Deb Hidy (203)505-8200,
Houlihan Lawrence 203-655-8238
Bought with:
Katharine Gray Bunoski, RES.0816179
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24175837
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Rooms
- Room types: Laundry
Primary bedroom
- Features: Fireplace
- Level: Upper
- Area: 588 Square Feet
- Dimensions: 28 x 21
Bedroom
- Level: Upper
- Area: 238 Square Feet
- Dimensions: 17 x 14
Bedroom
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom
- Level: Upper
- Area: 210 Square Feet
- Dimensions: 15 x 14
Bedroom
- Level: Upper
- Area: 270 Square Feet
- Dimensions: 15 x 18
Bedroom
- Level: Main
- Area: 260 Square Feet
- Dimensions: 13 x 20
Dining room
- Level: Main
- Area: 300 Square Feet
- Dimensions: 15 x 20
Family room
- Features: Fireplace
- Level: Main
- Area: 440 Square Feet
- Dimensions: 20 x 22
Kitchen
- Level: Main
- Area: 648 Square Feet
- Dimensions: 18 x 36
Living room
- Features: Fireplace
- Level: Main
- Area: 560 Square Feet
- Dimensions: 28 x 20
Office
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 13 x 14
Rec play room
- Level: Lower
- Area: 1050 Square Feet
- Dimensions: 50 x 21
Sun room
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 x 11
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Entrance Foyer
- Basement: Full,Finished
- Attic: Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 7,670
- Total interior livable area: 7,670 sqft
- Finished area above ground: 6,620
- Finished area below ground: 1,050
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Waterfront features: Beach Access
Lot
- Size: 2 Acres
- Features: Level, Cul-De-Sac, Landscaped
Details
- Parcel number: 102629
- Zoning: R2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $678/sqft
- Tax assessed value: $2,688,630
- Annual tax amount: $41,620
- Date on market: 5/15/2026
Price history
| Date | Event | Price |
|---|---|---|
| 6/25/2026 | Sold | $5,200,000-4.6%$678/sqft |
Source:  Smart MLS #24175837 Report a problem | ||
| 5/27/2026 | Pending sale | $5,450,000$711/sqft |
Source: Smart MLS #24175837 Report a problem | ||
| 5/15/2026 | Listed for sale | $5,450,000+91.6%$711/sqft |
Source: Smart MLS #24175837 Report a problem | ||
| 10/16/2020 | Sold | $2,845,000-5%$371/sqft |
Source: Smart MLS #170308569 Report a problem | ||
| 8/13/2020 | Pending sale | $2,995,000$390/sqft |
Source: Houlihan Lawrence #36181 Report a problem | ||
| 6/22/2020 | Listed for sale | $2,995,000$390/sqft |
Source: Houlihan Lawrence #36181 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $41,620 +5.4% | $2,688,630 |
| 2024 | $39,496 +9.7% | $2,688,630 +31.6% |
| 2023 | $35,991 +2.2% | $2,043,790 |
| 2022 | $35,215 +2.3% | $2,043,790 |
| 2021 | $34,417 +3.1% | $2,043,790 |
| 2020 | $33,375 -0.8% | $2,043,790 |
| 2019 | $33,661 -16.4% | $2,043,790 -18.4% |
| 2018 | $40,266 -0.5% | $2,504,110 |
| 2017 | $40,466 +2.5% | $2,504,110 |
| 2016 | $39,490 +2.7% | $2,504,110 |
| 2015 | $38,438 +2.3% | $2,504,110 |
| 2014 | $37,587 +9% | $2,504,110 -4.4% |
| 2013 | $34,497 +3.9% | $2,619,400 |
| 2012 | $33,214 +3.9% | $2,619,400 |
| 2011 | $31,957 +3.9% | $2,619,400 |
| 2010 | $30,752 +3.3% | $2,619,400 |
| 2009 | $29,783 +30.2% | $2,619,400 +66.6% |
| 2008 | $22,881 +4.9% | $1,572,550 |
| 2007 | $21,811 +3.5% | $1,572,550 |
| 2006 | $21,072 -28% | $1,572,550 -30% |
| 2005 | $29,249 +55.6% | $2,246,500 +42.9% |
| 2004 | $18,792 +24.6% | $1,572,550 +36.2% |
| 2003 | $15,083 +38.5% | $1,154,930 +48.6% |
| 2001 | $10,894 +7.4% | $777,000 -30% |
| 2000 | $10,148 +17.2% | $1,110,000 +127.2% |
| 1999 | $8,658 | $488,600 |
Find assessor info on the county website
Neighborhood: 06820
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Nearby schools
GreatSchools rating
- 10/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 10/10Middlesex Middle SchoolGrades: 6-8Distance: 3 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Ox Ridge
- Middle: Middlesex
- High: Darien
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
- Darien
- 06820
- 27 Hillsley Road
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