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$559,900
New Listing

Ridgewood at Middlebury
3 Winding Trail 3
Middlebury, CT 06762

For Sale|Condominium|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,403
SqFt
$233
/SqFt
2007
Built
County:
New Haven
Listing courtesy of Mayra Perez of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 558-5866

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3 Winding Trail 33 Winding Trail 33 Winding Trail 33 Winding Trail 3
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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.

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Listing Snapshot
Price 
$559,900
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,403 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
N/A
Year Built 
2007
MLS® Number 
24177196
Status 
Active
Property Tax 
$8,042
HOA/Condo/Coop Fees 
$495 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
an hour agoListing updated with changes from the MLS®
an hour agoListing first seen on site
General Features
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Parking 
Attached
Pets 
Yes
Property Sub Type 
Condominium
Sewer 
Public Sewer
SqFt Total 
3179
Style 
Townhouse
Water Source 
Public
Zoning 
Residential
Interior Features
Appliances 
DishwasherGas RangeRefrigeratorGas Water Heater
Basement 
FullWalk-Out Access
Cooling 
Central Air
Heating 
Natural GasForced Air
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
Vinyl SidingFrame
Lot Features 
Cul-De-Sac
Pool Features 
Outdoor PoolIn Ground
Community Features
Association Dues 
495
Community Features 
Tennis Court(s)
HOA Fee Frequency 
Monthly
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Per Board of Ed
Listing courtesy of Mayra Perez of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 558-5866



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Last checked: 2026-05-23 09:36 PM UTC.

Neighborhood & Commute
Source: Walkscore
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