About 27 Hillsley Road
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.
Features of 27 Hillsley Road
| MLS® # | 24175837 |
|---|---|
| Price | $5,200,000 |
| Bedrooms | 6 |
| Bathrooms | 4/2 |
| Full Baths | 4 |
| Half Baths | 2 |
| Square Footage | 7,670 |
| Acres | 2.00 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Closed |
Community Information
| Address | 27 Hillsley Road |
|---|---|
| Area | N/A |
| City | Darien |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06820 |
Amenities
| Parking | Attached Garage |
|---|---|
| Garage Spaces | 3 |
| Is Waterfront | No |
| Waterfront | Beach Rights |
| Has Pool | No |
Interior
| Interior Features | Security System |
|---|---|
| Appliances | Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hot Water, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
Exterior
| Exterior | Wood |
|---|---|
| Lot Description | Level Lot, On Cul-De-Sac, Professionally Landscaped |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Ox Ridge |
|---|---|
| Middle | Middlesex |
| High | Darien |
Additional Information
| Date Listed | May 15th, 2026 |
|---|---|
| Days on Market | 12 |
| Zoning | R2 |
| RE / Bank Owned | No |
Listing Details
| Office | Houlihan Lawrence |
|---|
