20 Cherry Lane, Wilton, Connecticut 06897

About this home

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

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

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 $2,075,000, ranging $1,612,500 to $2,250,000.

Within about a mile and a half, sold in the last 2 years
• 126 Dudley Road5 bd · 6 ba · 5,497 sq ft · 0.1 mi away
  $1,612,500$293/sq ft2025-03-17
• 206 Dudley Road4 bd · 4 ba · 7,284 sq ft · 0.3 mi away
  $2,100,000$288/sq ft2024-11-05
• 2 Topfield Road5 bd · 6 ba · 5,139 sq ft · 0.5 mi away
  $2,250,000$437/sq ft2024-10-31
• 150 Hurlbutt Street5 bd · 6 ba · 5,572 sq ft · 0.8 mi away
  $1,700,000$305/sq ft2024-12-02
• 2 Deerfield Road6 bd · 6 ba · 5,289 sq ft · 0.8 mi away
  $2,075,000$392/sq ft2026-08-18

More homes in Wilton

Closest in price to this one.

• 14 Powder Horn Hill Road5 bed · 6 bath · 7,843 sq ft$2,399,000
• 249 Chestnut Hill Road5 bed · 7 bath · 8,685 sq ft$2,395,000
• 292 Sturges Ridge Road5 bed · 6 bath · 6,170 sq ft$2,395,000
• 89 Chestnut Hill Road6 bed · 5 bath · 5,576 sq ft$2,395,000
• 77 Old Boston Road5 bed · 7 bath · 5,471 sq ft$2,349,000
• 96 Old Highway5 bed · 5 bath · 5,900 sq ft$2,725,000

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