206 Dudley Road, Wilton, Connecticut 06897

About this home

Luxury Estate Rental in the Heart of South Wilton Experience exceptional country living in this stunning private estate, set on beautifully landscaped grounds in one of South Wilton's most desirable locations. Surrounded by expansive level lawns, this impressive residence offers the perfect blend of elegance, comfort, and modern efficiency. Designed for both everyday living and effortless entertaining, the home features gracious living spaces, soaring ceilings, abundant natural light, and seamless access to spectacular outdoor amenities. Spend your summers enjoying the heated gunite pool w/ automatic cover, relax in the open cabana, or entertain guests on the expansive terraces overlooking the picturesque grounds. Adding to the home's appeal are newly installed solar panels, providing exceptional energy efficiency and lower utility costs. The expansive grounds offer endless space for recreation, outdoor gatherings, and peaceful enjoyment in a private setting. Conveniently located just minutes from town, award winning schools, shopping, dining, and commuting routes, this exceptional rental offers a rare opportunity to enjoy resort style living in one of Wilton's premier neighborhoods.

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

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What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable rentals

The 5 closest recent leases to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded lease 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 rentals — median $7,500/mo, ranging $4,600/mo to $14,000/mo.

Within about a mile and a half, leased in the last 2 years
• 83 Westport Road4 bd · 3 ba · 4,857 sq ft · 0.9 mi away
  $7,500/mo2026-03-25
• 10 Gaylord Drive South4 bd · 3 ba · 4,245 sq ft · 0.9 mi away
  $5,750/mo2024-12-18
• 87 Buckingham Ridge Road6 bd · 7 ba · 5,824 sq ft · 1.2 mi away
  $14,000/mo2026-02-15
• 87 Buckingham Ridge Road5 bd · 6 ba · 5,824 sq ft · 1.2 mi away
  $14,000/mo2024-09-09
Same town, leased in the last 3 years
• 23 Hubbard Road Unit A2 bd · 3 ba · 5,225 sq ft · 1.7 mi away
  $4,600/mo2025-09-01

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.

Public record

From the Wilton 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 Wilton 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.

• 2020-10-07$1,335,000Single Family
• 2006-08-01$2,435,000

More rentals in Wilton

Closest in price to this one.

• 39 Powder Horn Hill Road4 bed · 5 bath · 5,231 sq ft$10,000/mo
• 22 Hubbard Road Unit 3003 bed · 3 bath · 2,360 sq ft$8,663/mo
• 8 Indian Rock Place4 bed · 4 bath · 4,502 sq ft$7,500/mo
• 22 Hubbard Road Unit 4023 bed · 2 bath · 1,525 sq ft$6,223/mo
• 22 Hubbard Road Unit 1023 bed · 3 bath · 1,668 sq ft$6,096/mo
• 304 Olmstead Hill Road4 bed · 3 bath · 2,650 sq ft$6,000/mo

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