Connecticut
Middlebury
18 Winding Trail 18

$725,000

18 Winding Trail 18, Middlebury, CT 06762

3 beds |
5 baths |
4,051 sqft

Condominium
Built in 2014
—— sqft lot
2 car garage
$179/sqft
Listed 2 days ago

Property Description

Welcome to this luxury home w/ custom features never seen before! This 4000+ sqft, 3 BEDROOM SUITES, 3.2 bath has elegance and comfort, built w/ never seen upgrades. On the most sought-after private cul-de-sac St. and the best location in the complex. Enter through a grand two-story foyer with gleaming hardwood floors, cathedral ceilings & soaring windows that fill the home with natural light. Beautiful curves staircase, formal living & dining rooms set the stage for entertaining. The gourmet kitchen boasts granite counters, beautiful cabinets, stainless steel appliances, gas cooktop, tile backsplash, large island for ample prep space, a chefs dream. The family room has vaulted ceilings & gas fireplace creates the ultimate gathering space. Rare floor plan features three bedroom suites: a main-level primary with tray ceiling, dual walk-in closets, spa-like ensuite with soaking tub & shower, plus two additional suites upstairs that each have THEIR OWN BATHROOM. Oversized loft overlooks the main floor. Finished walkout basement adds a rec/play room with a custom wet bar w/ granite counters & white cabinets, media area or office, half bath (potential for lower in law/ 4th bedroom). Highlights: laundry w/ sink, additional gas hookup in basement for fireplace, finished lower patio, upper deck & full wheelchair accessibility. Largest backyard in community, great for entertaining or playing sports. Clubhouse w/ bar, pool, gym, tennis crt, indoor basketball court! This is a MUST see!

Listing Status:: Active
Date Added:: August 17, 2025 at 05:14PM
Listing Office:: Serhant Connecticut, LLC : (203) 489-7800
Listing Agent:: Jay Irvine : (203) 586-9459
MLS ID:: 24119886

General: Auto Garage Door OpenerCable - Pre-wired
Rooms: Bonus RoomFoyerLaundry RoomMud Room
Appliances: Gas CooktopWall OvenRefrigeratorDishwasherWasherDryer
Laundry: Main Level
Basement: FullHeatedFully FinishedCooledWalk-outLiveable SpaceFull With Walk-Out
A/C: Central Air
Heating: Hot AirNatural Gas
Fireplace: Fireplaces: 1

This listing courtesy of Jay Irvine, Serhant Connecticut, LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Long Meadow Elementary School

65 N Benson Rd, Middlebury, CT, 06762

Grades PK-5

1.33 miles away

Memorial Middle School

1 Memorial Dr, Middlebury, CT, 06762

Grades 6-8

2.83 miles away

Pomperaug Regional High School

234 Judd Rd, Southbury, CT, 06488

Grades 9-12

1.69 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.