About this home
An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly blends classic architecture with modern comfort. Sun-filled living spaces, beautiful millwork, and thoughtfully designed interiors create an atmosphere that is both sophisticated and welcoming. Whether hosting family and friends or enjoying a quiet evening at home, the layout is designed to accommodate every stage of life with ease. Every detail has been carefully considered, from the state-of-the-art movie theater and golf simulator to the fitness and recreation spaces that make everyday living feel a little more special. Outside, beautifully landscaped grounds and picture perfect pool with auto-cover provide the perfect backdrop for relaxing, entertaining, and making lasting memories, with an outdoor fireplace and multiple gathering spaces to enjoy throughout the seasons. Effortlessly elegant, 124 Hillandale Road embodies the very best of Greens Farms living-a home where timeless design and modern amenities come together to create something truly special.
Flood risk: check the FEMA flood map for this address.
Schools
Taxes
Interior
Building & Exterior
Lot & Land
What it would cost per month
An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.
What's nearby
Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.
Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.
Recent comparable sales
The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.
5 comparable sales — median $4,625,000, ranging $3,879,000 to $5,499,000.
- $4,350,000$465/sq ft2026-06-09
- $3,879,000$493/sq ft2025-08-15
- $4,625,000$625/sq ft2026-06-01
- $5,499,000$575/sq ft2025-10-15
- $5,199,000$703/sq ft2026-08-21
Public record
From the Westport 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.
Recorded sales
Deed transfers on file with the Westport land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.
- 2019-11-18$3,566,000Single Family
- 2015-03-09$3,700,000Single Family
- 2013-08-09$1,330,000Single Family
- 2003-06-18$800,000
- 2002-06-07$1,060,000
More homes in Westport
Closest in price to this one.