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27 Hillsley Road, Darien, CT 06820

Single Family For Sale

$5,450,000
$711/sqft
27 Hillsley Road, Darien, CT
Active Open House 5/19 · 10am–12:30pm
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6
Bedrooms
6
Bathrooms
7,670
Sq Ft
2
Acres
2000
Year Built

About This Home

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.

Listed by Deb Hidy (203) 505-8200 with Houlihan Lawrence (203) 655-8238

Listing Snapshot

Price $5,450,000 Days on Our Site 0 days
Property Tax $41,620/yr Style Colonial
Year Built 2000 Total Sq Ft 7,670
Lot Size 2 acres HOA Fees N/A
Bedrooms 6 Full Bathrooms 4
Total Rooms 9 Half Baths 2

Key Features

Interior
  • Security System
Appliances
  • Gas Range
  • Wall Oven
  • Microwave
  • Range Hood
  • Refrigerator
  • Freezer
  • Subzero
  • Icemaker
  • Dishwasher
  • Washer
  • Dryer
  • Wine Chiller

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage
Below Grade 1,050 sq ft

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Central Air
Hot Water Oil, 100 Gallon Tank
Water Private Well
Sewer Septic

Schools

Elem Ox Ridge
Middle Middlesex
High Darien

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $3,468/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 15, 2026 Listed $5,450,000

Frequently Asked Questions

How much does 27 Hillsley Road in Darien, CT cost?
This property is listed at $5,450,000, which works out to $711 per square foot.
How many bedrooms does 27 Hillsley Road have?
This home has 6 bedrooms and 6 bathrooms.
What is the square footage of 27 Hillsley Road?
The home is 7,670 square feet, situated on 2 acres.
When was 27 Hillsley Road in Darien built?
This property was built in 2000.
Is 27 Hillsley Road, Darien, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 27 Hillsley Road, Darien in?
This home is served by the Darien public school system, with Ox Ridge as the elementary school and Darien as the high school.
How do I schedule a tour of 27 Hillsley Road, Darien, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Deb Hidy · (203) 505-8200

Houlihan Lawrence · (203) 655-8238

MLS# 24175837 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 15, 2026 1:47 PM UTC