143 Chestnut Hill Road, Wilton, Connecticut 06897

About this home

A beautifully preserved historic treasure, 143 Chestnut Hill blends more than a century of character with extraordinary craftsmanship and modern-day function. Built in 1900, with just three owners and lovingly curated by the current owners for over 40 years, the home has been thoughtfully expanded while honoring its original wide-board floors, stonework, doors, millwork and reclaimed antique beams. Throughout, extensive custom cabinetry was designed specifically for each room, with inset dressers, drawers, armoires and ingenious storage creating a true place for everything. At the heart of the home is a spectacular chef's kitchen with a 7ft island topped in reclaimed white oak, 48" Bertazzoni range, Danby marble, Sub-Zero refrigerator, and Rohl Shaw sinks. Gracious living spaces include an oversized dining room, sunroom with authentic stone wall and beams, family room with original stone fireplace and mudroom with travertine floors. A main-level en-suite bedroom and elevator provides exceptional flexibility for a first-floor bedroom suite. Upstairs, you will find a light-filled vaulted primary suite featuring extensive built-ins, walk-in closet and luxurious bath, plus five add'l bedrooms. The finished walk-out lower level adds versatility with a playroom, kitchenette, office/bedroom and full bath. Outdoors, enjoy a wraparound mahogany deck, bluestone patio, stone fire pit, plus an extraordinary approx. 2,500 SF heated/cooled barn w/ office, kitchenette, bedroom...and more!

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

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 $2,206,020, ranging $920,000 to $2,326,000.

Within a 15-minute walk, sold in the last year
• 18 West Meadow Road4 bd · 5 ba · 4,808 sq ft · 0.2 mi away
  $2,300,000$478/sq ft2026-08-24
• 89 Chestnut Hill Road6 bd · 5 ba · 5,576 sq ft · 0.2 mi away
  $2,206,020$395/sq ft2026-05-12
Within about a mile and a half, sold in the last 2 years
• 9 High Ridge Road5 bd · 6 ba · 4,751 sq ft · 0.2 mi away
  $2,000,000$420/sq ft2025-08-14
• 92 Chestnut Hill Road5 bd · 4 ba · 4,630 sq ft · 0.3 mi away
  $920,000$198/sq ft2025-01-31
• 125 West Meadow Road5 bd · 6 ba · 4,667 sq ft · 0.3 mi away
  $2,326,000$498/sq ft2025-06-10

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.

More homes in Wilton

Closest in price to this one.

• 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 · 7,993 sq ft$2,349,000
• 20 Cherry Lane6 bed · 6 bath · 7,200 sq ft$2,495,000
• 14 Powder Horn Hill Road5 bed · 6 bath · 7,843 sq ft$2,195,000

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