$625,000 ($236.21 per sqft)

Under Contract - Continue to Show

Est. Mortgage $3,038/mo *

Quick Pre-Approval

Listing courtesy of Georgieanna Fisher (860) 428-3078, Home Selling Team (860) 456-7653


16 Winding Trail, #16, Middlebury, CT, 06762

16 Winding Trail, #16, Middlebury, CT, 06762

6 rooms

3 beds

2 Full / 1 Half baths

2014

Other

2,646 sqft

Set at the end of a quiet cul-de-sac in ONE OF RIDGEWOODS COVETED LOCATIONS, this home overlooks an expansive manicured lawn bordered by evergreens and woodland for exceptional privacy and year round natural beauty. Sunlight fills every room, enhancing the warm, cohesive feel of HARDWOOD FLOORS THROUGHOUT BOTH LEVELS - a rare feature in this community. The bright, sparkling kitchen features white cabinetry, undermount lighting, stainless appliances, & spacious center island/breakfast bar perfect for "cooking with company". Genuine MARBLE IN THE KITCHEN AND BATHS adds the patina of refined, timeless elegance. A charming breakfast nook overlooks the sundeck, inviting you to dine al fresco basking in sunshine & nature. An open dining area flows easily into the large living room with gas fireplace which provides warmth & ambiance as do the $5,600 Modern Smart Shades. A flexible office/playroom/den completes the main floor. Upstairs, a loft offers flex space leading to the primary suite with walk-in closet, double vanity, tile shower & jacuzzi tub. Two additional bedrooms, a full bath, and laundry complete this level. The walkout lower level has great sunlight with glass doors opening to the patio and is plumbed for potential in-law, workshop or family room. Ridgewood amenities include an 8,300 sq ft clubhouse, fitness center, yoga space, movie theatre, indoor basketball, tennis, & heated pool - A resort oasis! Don't miss this rare opportunity to own this truly special home. The Ridgewood community is truly multigenerational and welcoming. The old fashioned friendly neighborhood feel at its finest. There are sidewalks throughout. Head out morning and evening and find folks walking. For the younger set, there's a kiddie pool and playground, furthering opportunity to get to know your neighbors. The Club house has lounge area with a piano, couches and TV, bar, pool/ poker tables. A kitchen can be rented out for larger gatherings. Tennis court can also be a full basketball court! Pickup game anyone? For exercise enthusiasts of all levels, the nearby Middlebury Greenway is a ~4.5 to 6-mile paved rail-trail, ideal for walking, biking, and wheelchairs. It follows a former 1908 electric trolley line connecting Quassy Amusement Park to the Straits Turnpike (Route 63), passing through scenic areas and near parks like Meadowview, right across the street from Ridgewood. Come see how this luxurious yet friendly home can change your life. Are you ready for your nest Chapter?


Status:

Under Contract - Continue to Show

Type:

Condo

Laundry Remarks:

Upper Level

Units:

251

Zoning:

Res Condo

Complex:

Ridgewood at Middlebury

Garage:

2-car Attached Garage, Paved, Driveway

Heating:

Hot Air

Cooling:

Ceiling Fans, Central Air

Energy Features:

Generator Ready, Programmable Thermostat, Thermopane Windows

Basement:

Full, Full With Walk-Out

Levels:

2

Parking:

4-car

Common Charge:

$495 Monthly

Est. Taxes:

$10,484

Assessment

$322,400

HOA Fee

$495

Lot Description:

Lightly Wooded,Level Lot,Rolling

Amenities:

Club House, Elevator, Exercise Room/Health Club, Guest Parking, Health Club, Playground/Tot Lot, Pool, Tennis Courts

Elementary School:

Per Board of Ed

Middle School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

21

Pet Allowed:

Yes

Pet Policy:

Detailed in Condo docs

Appliances:

Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Electric Dryer

Pool:

Heated, Pool House, Safety Fence, In Ground Pool

MLS #:

24157092


Community Info

School Info

Walk Score

Mass Transit

Yelp

Copyright ©2026 SmartMLS, Inc.