Darien, CT / SOLD

599 Middlesex RoadDarien, CT 06820

The buyer could have saved $51,563 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$4,125,000ClosedApril 17, 2022

599 Middlesex Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $51,563 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #170459687
Bedrooms
6
BathroomsBaths
7 full / 2 half
Square feet
11,764
Year built
1998
Acres
2
Property taxes
$38,135

July 2021-June 2022

Read the full listing description

Grandeur meets glamour in this stunning Georgian Colonial set amid beautifully lush fields and winding roads on a private and gated 2-acre oasis. Welcome to sophisticated country charm, close to Darien’s Highland Park and Ox Ridge Riding & Racquet Club! Every inch of this architectural beauty reflects high-end custom design beyond compare. Rich in resplendent detail - inlaid hardwood floors, exquisite millwork, 7 fireplaces, 6 en suite bedrooms and multiple offices. The regal double height entrance with dual stairway is matched by the breathtaking family room with soaring 30 ft coffered ceiling and towering picture windows. Furthering the splendor – a chic sunroom and kitchen both opening to an entertainer’s terrace with built-in grill, outdoor fireplace and new 2021 pool. The Deane kitchen is a culinary delight with 2 Wolf ranges, 2 Miele dishwashers, 2 Sub-Zero refrigerators and a wet-bar. Classic overtones with a modern vibe – formal dining room with silk walls and rich moldings, striking living room and walnut paneled study with coffered ceilings, even the mudroom opening to the 4-car heated garage is a sight to behold. The bedrooms are pure serenity – master with light-filled sitting room, dual showroom-like walk-in-closets and spa-like radiant ensuite. Natural light permeates the walk-up 3rd floor - bedroom, bathroom and dreamy playroom, plus a sprawling artfully designed lower-level – full gym, office/bedroom and recreation room. Pure enchantment!

Schools

Elementary
Ox Ridge
Middle
Middlesex
High
Darien

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$4,125,000
Original list price$4,295,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $4,125,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $51,563. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Houlihan Lawrence

Patricia Redican

SmartMLS · Listing #170459687 · Closed

Listing data checked: Sep 25, 2026, 5:26 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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