77 Old Boston Road, Wilton, Connecticut 06897

About this home

Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three en-suite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper-level has a media room, and a sitting room attached to the primary bedroom serves as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

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 $1,831,000, ranging $1,775,000 to $2,200,000.

Within a 15-minute walk, sold in the last year
• 6 Silvermine Woods Unit 63 bd · 4 ba · 4,280 sq ft · 0.5 mi away
  $1,776,000$414/sq ft2026-08-10
• 44 Old Nursery Drive5 bd · 4 ba · 4,324 sq ft · 0.7 mi away
  $1,860,044$430/sq ft2026-07-01
Within about a mile and a half, sold in the last 2 years
• 99 Highfield Road6 bd · 7 ba · 5,436 sq ft · 0.3 mi away
  $2,200,000$404/sq ft2024-11-01
• 22 Tory Place4 bd · 4 ba · 5,223 sq ft · 0.3 mi away
  $1,775,000$339/sq ft2025-05-15
• 107 New Canaan Road4 bd · 4 ba · 4,017 sq ft · 0.5 mi away
  $1,831,000$455/sq ft2025-08-18

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.

• 14 Powder Horn Hill Road5 bed · 6 bath · 7,843 sq ft$2,399,000
• 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$2,695,000
• 96 Old Highway5 bed · 5 bath · 5,900 sq ft$2,725,000
• 40 Valeview Road6 bed · 7 bath · 5,847 sq ft$2,099,000
• 0 Mountain Road5 bed · 7 bath · 6,900 sq ft$2,995,000

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