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77 Old Boston Road

Wilton, Connecticut 06897

COMING SOON - NEW$2,499,000
Beds
5
Baths
5 | 2
SqFt
5,471
Acres
2.20
Year Built
2000
Matt Caiola

Matt Caiola

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Wine Cellar3-Car Garage5 Fireplaces

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.

Key Facts

City/Town
Wilton
Neighborhood
South Wilton
Property / Style
Single Family · Colonial
Year Built
2000
Days on Market
0 days
Beds
5
Baths
5 full · 2 half
Living Area
5,471 sq ft
Lot Size
2.20 acres
Garage / Parking
3 garage
Property Taxes
$36,459 / Annually

Market Snapshot

The Wilton Market

Single Family · trailing 12 months

View area

Median Days on Market

34

21 active listings

Median $ / Sq Ft

$414

21 active listings

Sale-to-List Ratio

105.0%

223 sales

How this home compares

List Price

$2.50M

vs $1.80M median

38.9% above median

Price / Sq Ft

$457

vs $414 median

10.4% above median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 21 active and 223 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of August 25, 2026.

Location

77 Old Boston Road, Wilton, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$16,705

per month

  • Principal & Interest$12,834
  • Property Taxes$3,038
  • Insurance$833
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Wilton
Neighborhood
South Wilton
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2000
New Construction
No/Resale
Living Area
5,471 sq ft

Schools

Elementary
Miller-Driscoll
Middle
Cider Mill
High
Wilton

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
5
Laundry
Upper Level
Appliances
Electric CooktopConvection RangeWall OvenRefrigeratorSubzeroDishwasherWasherDryerWine Chiller
Basement
FullStorageCooledInterior AccessPartially FinishedWalk-outFull With Walk-Out
In-Law Apartment
PossibleLower LevelSeparate Entry
Additional Rooms
Bonus RoomSitting RoomWine Cellar

Exterior & Lot

Lot Size
2.20 acres
Zoning
R-2
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Garden AreaFrench DoorsUnderground SprinklerPatio
Lot Description
Lightly WoodedTreedSloping LotProfessionally Landscaped

Listing & Financials

Property Taxes
$36,459 / Annually
Days on Market
0
MLS #
24199612
MLS Status
Coming Soon

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Lynne Boehm

(203) 858-5283

Howard Hanna Rand Realty

(203) 431-1400

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/25/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/25/2026 at 7:05 AM UTC.