Home / Recently Sold / Darien
Closed · For Sale
$5,450,000
27 Hillsley Road, Darien, Connecticut 06820
6 beds 6 baths 7,670 sq ft Single Family For Sale Built 2000
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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.

Status
Closed
Type
Single Family For Sale
Price
$5,450,000
Beds
6
Baths
6
Interior
7,670 sq ft
Lot
2 ac
Year Built
2000
MLS #
24175837
ZIP
06820
Days on Market
12
Heat
Oil · Hot Water
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage (3-car)
Laundry
Upper Level

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Ox Ridge
Middle / Jr High
Middlesex
High School
Darien

Taxes

Property tax
$41,620 (July 2025-June 2026)
Assessed value
$2,688,630

Interior

Appliances
Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Full, Fully Finished
Attic
Walk-up
Fireplaces
2
Total rooms
9

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle
Siding
Wood
Foundation
Concrete
New construction
No/Resale

Lot & Land

Zoning
R2
Lot
Level Lot, On Cul-De-Sac, Professionally Landscaped
Waterfront
Beach Rights

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-06-25Sold — $5,200,000 asked $5,450,000 (this listing)MLS 24175837

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1999
Living area6,620 sq ft
Total rooms9
Lot size2 acres
Stories2
HeatCOLONIAL
ExteriorFRAME
Assessed value$2,688,630
Town appraisal$3,840,900
Last recorded sale2020 — $2,845,000
Listing courtesy of Houlihan Lawrence — Deb Hidy · (203) 655-8238

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