2281 Redding Road | Fairfield Estate That Feels Like Litchfield

What makes 2281 Redding Road the Fairfield luxury home you’ve been waiting for?
It’s a private, gated Greenfield Hill estate offering timeless elegance, curated interiors, and beautifully cultivated grounds just minutes from town.

Discover a True Greenfield Hill Estate

As you pass through the stone entrance and arrive at 2281 Redding Road, you’re welcomed into a space that feels more like Litchfield County than suburban Fairfield. Originally built in 1941 and thoughtfully reimagined, this Colonial residence offers wide‐plank floors, reclaimed wood beams, French doors, and abundant natural light. It’s a quiet, elegant escape with an undeniable sense of place.

What Sets This Fairfield Luxury Home Apart

Here are just a few standout features:

• Elegant Living Spaces: The layout flows effortlessly from a sophisticated kitchen to refined dining and living rooms. French doors open onto a bluestone terrace that’s perfect for outdoor dining and entertaining.
• Spacious Private Quarters: With 5 bedrooms and 5 bathrooms (4 full, 1 half), the home includes a first-floor guest suite and a serene upstairs primary suite.
• Exceptional Amenities:
  • A two-story pool house with kitchen, bath, and loft
  • A climate-controlled barn with a Trackman 4 golf simulator, sauna, and bath
  • Saltwater pool and spa
  • Sport court, orchard (apple, cherry, peach), wildflower meadow with carved walking trails
  • Private path leading to the Patterson Club

Every space has been designed with purpose — whether for gathering, relaxing, or simply enjoying the property’s natural beauty.

Property Snapshot

• Price: $4,995,000
• Living Space: ~4,191 sq ft
• Lot Size: 5.03 acres
• Beds / Baths: 5 beds, 5 baths (4 full, 1 half)
• Year Built: 1941 (extensively updated)
• Extras
  • Pool house, barn with simulator & sauna, vegetable gardens, orchard, walking trails, sport court

Why This Greenfield Hill Estate Is So Rare

• Space & Privacy: Over five acres of gated, beautifully landscaped property
• Design & Detail: Curated interiors and artisan finishes throughout
• Lifestyle Ready: Indoor/outdoor living, wellness spaces, and custom gathering areas
• Prime Location: Quietly tucked into Greenfield Hill, just minutes from town and major routes

Who This Home Is Perfect For

This Fairfield luxury home is ideal for buyers who:

• Appreciate authenticity and craftsmanship
• Seek privacy without isolation
• Enjoy hosting or gathering in tailored indoor and outdoor spaces
• Want access to town, beaches, clubs, and conveniences

Final Takeaway

2281 Redding Road is more than a home. It’s an experience. This is Fairfield living at its most graceful: cultivated, comfortable, and entirely one of a kind.

Ready to See It for Yourself?

Schedule a private tour today. I’ll walk you through everything this extraordinary Fairfield luxury home has to offer and help you envision your life here.

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