27 Hillsley Road Darien, CT $ 5,450,000
27 Hillsley Road
$ 5,450,000
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27 Hillsley Road

Darien, CT, 06820
$ 5,450,000
Bedrooms6 Baths4.2 Sq 7,670

Monthly Estimate*

$ 33,557

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Single Family Home for sale in Darien, CT

for $5,450,000 with 6 bedrooms and 4 full baths, 2 half baths. This 7,670 square foot home was built in 2000 on a lot size of 2.

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.

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Single Family Active

Price

$ 5,450,000

Bedrooms

6

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 41,620

Style

Lot Size

2

Year Built

2000

Town/City

Darien

MLS | Web ID

24175837

Features
General
Zoning R2
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2
Directions Brookside to Hillsley Road
High School Darien
City Darien
Elementary School Ox Ridge
Sq Ft Total 7670
DOM 0
Year Built 2000
Style Colonial
Year Built Source Owner
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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Full Fully Finished
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Exterior
Water Source Private Well
Lot Description Level Lot On Cul-De-Sac Professionally Landscaped
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* Excluded Features
List By
Deb Hidy

Listing Agent

Houlihan Lawrence

Broker

dhidy@houlihanlawrence.com

Email

Affordability Calculator

$37,025
Per Month
91%
9%
0%
Monthly Principal & Interest
$33,557
Monthly Property Taxes
$3,468
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4705407 Elementary School
3041371 Middle School
Darien High School High School
Pricing History
DatePricePrice ChangeDescription
5/15/2026$5,450,000 Listed Price

Map


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27 Hillsley Road, Darien, CT, 06820 is a Single Family Home for sale at $5,450,000 with 7,670 sqft and a lot size of 2. 27 Hillsley Road has 6 bedrooms, 4.2 baths, and was built in 2000. The property's zip code is 06820 which is in Darien, CT