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3 Winding Trail #3, Middlebury, CT 06762

Condo/Co-Op For Sale · Condominium

$559,900
$176/sqft
3 Winding Trail #3, Middlebury, CT
Active
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3
Bedrooms
3
Bathrooms
3,179
Sq Ft
2007
Year Built

About This Home

Welcome to 3 Winding Trail, nestled on a quiet cul-de-sac in the highly desirable Ridgewood community of Middlebury. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of elegance, comfort, and low-maintenance living across 4 finished levels, including a sun-filled walk-out lower level. From the moment you step inside, you'll appreciate the gleaming hardwood floors, natural light throughout, spacious layout, and updated kitchen featuring granite countertops, stainless steel appliances, and ample space for entertaining. The spacious primary suite offers a peaceful retreat, while the additional finished spaces provide incredible flexibility for a family room, home office, gym, playroom, or guest area. Step outside to your private deck and patio surrounded by peaceful wooded views - perfect for relaxing or entertaining. Enjoy resort-style amenities including a pool, tennis courts, clubhouse, and fitness center, all within minutes of shopping, dining, and major commuter routes. Move-in ready and located in one of Middlebury's most sought-after communities, this is a rare opportunity you won't want to miss.

Listed by Mayra Perez (203) 558-5866 with Showcase Realty, Inc. (860) 274-7000

Listing Snapshot

Price $559,900 Days on Our Site 24 days
Property Tax $8,042/yr Style Townhouse
Year Built 2007 Total Sq Ft 3,179
Lot Size — HOA Fees $495/mo
Bedrooms 3 Full Bathrooms 2
Total Rooms 7 Half Baths 1

Key Features

Appliances
  • Gas Range
  • Refrigerator
  • Dishwasher
Outdoor
  • In Ground Pool
Nearby
  • Basketball Court
  • Health Club
  • Playground/Tot Lot
  • Tennis Courts

Structure & Parking

Construction Frame
Garage Spaces 1
Garage Type Attached Garage
Below Grade 776 sq ft

Systems & Utilities

Heat Hot Air
Fuel Natural Gas
Cooling Central Air
Hot Water Natural Gas, Tankless Hotwater
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $670/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 23, 2026 Listed $559,900

Frequently Asked Questions

How much does 3 Winding Trail #3 in Middlebury, CT cost?
This property is listed at $559,900, which works out to $176 per square foot.
How many bedrooms does 3 Winding Trail #3 have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 3 Winding Trail #3?
The home is 3,179 square feet.
When was 3 Winding Trail #3 in Middlebury built?
This property was built in 2007.
Is 3 Winding Trail #3, Middlebury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 3 Winding Trail #3, Middlebury in?
This home is served by the Middlebury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 3 Winding Trail #3, Middlebury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Mayra Perez · (203) 558-5866

Showcase Realty, Inc. · (860) 274-7000

MLS# 24177196 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 8, 2026 12:40 AM UTC