Wilton, CT / 21 DAYS ON MARKET

77 Old Boston RoadWilton, CT 06897

Asking price$2,349,000ActiveReduced $150,000 (6.0%) from original price · Price history ↓

Our Take

77 Old Boston Road in South Wilton sits on 2.2 landscaped acres with professionally designed, fully irrigated gardens and mature plantings. The five-bedroom home includes three en-suite baths, a Jack-and-Jill bath, and five fireplaces placed throughout the primary suite, family room, private office, living room, and finished lower level. Additional spaces include an upper-level media room, a sitting room attached to the primary bedroom, and a finished lower level with a full bath. A wine cellar features a hand-painted mural inspired by Tuscany, and New Canaan train station is four miles away.

Estimated buyer rebate

Buy with Cress and Save $29,363 on brokerage fees*

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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.

At a glance

Active · MLS #24199612
Bedrooms
5
BathroomsBaths
5 full / 2 half
Square feet
5,471
Year built
2000
Acres
2.2
Property taxes
$36,459

July 2026-June 2027

What stands out

  • Professionally designed, fully irrigated gardens
  • Five fireplaces throughout the home
  • Five bedrooms with three en-suite baths
  • Upper-level media room
  • Finished lower level with fireplace and full bath
  • Wine cellar with hand-painted Tuscan-inspired mural
  • Built by Tomas Brothers
  • Four miles to New Canaan train station
Read the full listing description

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.

Schools

Elementary
Miller-Driscoll
Middle
Middlebrook
High
Wilton

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

A closer look at the location

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77 Old Boston Road, Wilton, CT 06897

Price history

DateEventPrice
Latest asking price$2,349,000
Originally listed$2,499,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,349,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $29,363. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Howard Hanna Rand Realty · (203) 431-1400

Lynne Boehm

SmartMLS · Listing #24199612 · Active

Listing data checked: Sep 18, 2026, 7:07 AM 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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