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16 Trails End Road

Wilton, CT 06897
  • $1,495,000
  • STATUS: Active Under Contract
  • ON SITE: 55 Days
  • MLS #: 24161956
Under Contract
UPDATED: 57 min ago
$1,495,000
  • 4
    BEDS
  • 2.63
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,683
    SQFT
  • $557
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1830
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

Once in a Generational Opportunity. Only two owners in 100 years. Set in one of Wilton's most desirable locations, this is a thoughtfully renovated and expanded antique Colonial that blends timeless character with modern functionality, just minutes to trains, top-rated schools, and neighboring New Canaan and Darien. This 4 bedroom, 4 bathroom Colonial offers a rare balance of charm and scale. Classic architectural details with exposed beams, warm wood tones, and curated finishes are paired with a layout designed for today's lifestyle. The chef's kitchen anchors the home, opening to a light-filled dining area with sweeping views of the park-like grounds, creating a natural setting for everyday living and entertaining. The adjacent sunroom extends your living space outdoors, with direct access to a private terrace and expansive lawn. First Floor: Inviting living room with gas fireplace, private home office, sunroom, mudroom, and attached garage. Second Floor: Spacious primary suite with exposed beams, dressing area, and ensuite bath, plus two additional bedrooms, an office and a full bath. Finished Third Floor: Ideal guest suite, au pair space, or recreation room with bedroom, full bath, and flexible living area. Perfectly positioned for both privacy and convenience, this home offers exceptional access to Fairfield County's most sought-after towns and commuting routes: 2.5 miles to Wilton Center & Metro-North Train Station (10 mins). 2 miles to New Canaan & train (12mins). 6 miles to Darien station with direct service to Grand Central Terminal. All Wilton public schools within approximately 1.5-5 miles. This is a home that delivers on what today's buyers are searching for: character, space, flexibility, and proximity. Whether you're commuting to NYC, working from home, or entertaining across seasons, this property offers a lifestyle that is both refined and practical. If you're looking for a home that stands apart from the ordinary and holds long-term value in one of Connecticut's most desirable markets, this is one to see.

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-05-21T12:10:23.077.
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16 Trails End Road Wilton, CT 06897

  • Price: $1,495,000
  • Status: Active Under Contract
  • On Site: 55 Days
  • Updated: 57 min ago
  • MLS #: 24161956
4
Beds
3
Baths
1
½ Baths
2.63
Acres
2,683
SQFT
$557
$/SQFT
1830
Built
Neighborhood:
Silvermine
County:
Fairfield
Area:
Wilton
Elementary School:
Miller-Driscoll
Middle School:
Middlebrook
High School:
Wilton
Property Description
Once in a Generational Opportunity. Only two owners in 100 years. Set in one of Wilton's most desirable locations, this is a thoughtfully renovated and expanded antique Colonial that blends timeless character with modern functionality, just minutes to trains, top-rated schools, and neighboring New Canaan and Darien. This 4 bedroom, 4 bathroom Colonial offers a rare balance of charm and scale. Classic architectural details with exposed beams, warm wood tones, and curated finishes are paired with a layout designed for today's lifestyle. The chef's kitchen anchors the home, opening to a light-filled dining area with sweeping views of the park-like grounds, creating a natural setting for everyday living and entertaining. The adjacent sunroom extends your living space outdoors, with direct access to a private terrace and expansive lawn. First Floor: Inviting living room with gas fireplace, private home office, sunroom, mudroom, and attached garage. Second Floor: Spacious primary suite with exposed beams, dressing area, and ensuite bath, plus two additional bedrooms, an office and a full bath. Finished Third Floor: Ideal guest suite, au pair space, or recreation room with bedroom, full bath, and flexible living area. Perfectly positioned for both privacy and convenience, this home offers exceptional access to Fairfield County's most sought-after towns and commuting routes: 2.5 miles to Wilton Center & Metro-North Train Station (10 mins). 2 miles to New Canaan & train (12mins). 6 miles to Darien station with direct service to Grand Central Terminal. All Wilton public schools within approximately 1.5-5 miles. This is a home that delivers on what today's buyers are searching for: character, space, flexibility, and proximity. Whether you're commuting to NYC, working from home, or entertaining across seasons, this property offers a lifestyle that is both refined and practical. If you're looking for a home that stands apart from the ordinary and holds long-term value in one of Connecticut's most desirable markets, this is one to see.
Exterior Features

Direct Waterfront YN No Exterior Features TerraceShedPatio Exterior Siding ShingleCedar Garage And Parking Attached Garage Lot Description Some WetlandsLightly WoodedLevel Lot Nearby Amenities Golf CourseParkPrivate School(s)Shopping/Mall Roof Information Asphalt Shingle Style Colonial Swimming Pool YN No Waterfront Description Not Applicable

Interior Features

Appliances Included Oven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer Attic Description FinishedWalk-up Attic YN Yes Basement Description PartialUnfinishedStorage Cooling System Central AirSplit System Fireplaces Total 1 Heat Type Hot Water Laundry Room Info Upper Level Living Area SQFTPer Public Record 2683 Rooms Primary Bedroom (Upper Level Skylight9 ft+ CeilingsBeamsBedroom SuiteWalk-In ClosetHardwood Floor) Family Room (Main Level SkylightHardwood Floor) Bedroom (Upper Level Hardwood Floor) Full Bath (Upper Level Tub w/ShowerTile FloorOn 3rd Floor) Half Bath (Main Level Tile Floor) Living Room (Main Level FireplaceHardwood Floor) Kitchen (Main Level Breakfast BarEating SpaceHardwood Floor) Bedroom (Upper Level Hardwood FloorOn 3rd Floor) Dining Room (Main Level Hardwood Fl Sq Ft Est Heated Above Grade 2683 Total Rooms 9

Property Features

Agent Owner YN No Bank Owned Property No Foundation Type ConcreteStone Fuel Tank Location In Basement Heat Fuel Type OilPropane Home Owners Assocation No Home Warranty Offered YN No Hot Water Description Other New Construction Type No/Resale Potential Short Sale No Sewage System Septic Tax Year July 2025-June 2026 Under Agreement Yn No Water Source Private Well Zoning R-2

Listing information © 2026 Smart MLS
Listing provided courtesy of Catherine Aaron of Berkshire Hathaway NE Prop.: (203) 869-0500.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-05-21T12:10:23.077.
 
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