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Property Description

Beautiful Luxury Portman Condo in the Sought-After Ridgewood Community! This stunning 3-bed, 2.5-bath home by Toll Brothers is perfectly situated on a private cul-de-sac in one of Ridgewood's most desirable and unique locations. Offering over 2,680 SqFt of beautifully designed living space, this residence includes a rare 4-ft bump-out for added size plus a finished walk-out basement. The main level features an open floor plan with gleaming hardwood floors, custom cabinetry, stainless steel appliances, and marble countertops-perfect for modern entertaining. An upgraded skylight fills the kitchen with natural light, while sliding doors lead to a private deck with tranquil wooded views. The spacious living room highlights a gas fireplace with a stone veneer surround and rich wood mantle. Upstairs, entire 2nd level has upgraded designer hardwood flrs. Primary suite impresses with a walk-in closet and a spa-like bath w/ a double vanity, soaking tub, and separate shower. Two additional bedrooms include generous closets & soaring ceilings. The remodeled finished walk out basement is great for a media/ entertainment room. Enjoy the rare privacy of a wooded backdrop and direct access to the expansive "Great Meadow Lawn" next door-ideal for gatherings, games, or a peaceful stroll. Resort-style amenities include an outdoor pool, gym, tennis and basketball courts, movie theater, and clubhouse-all within walking distance. You can't build this home for the price, an absolute must-see!

Overview

Property Status
Sold
Date Sold
January 14, 2026
MLS ID
24133988
Property Type
Condo
Year Built
2014

Features & Amenities

Total Area
2,680 Sq.Ft.
Architecture Styles
Townhouse
Water Frontage
Not Applicable
Stories
2
Garage Spaces
2.0
Water Source
Public Water Connected
Pool
Heated, In Ground Pool
Lot Features
Lightly Wooded, Level Lot, On Cul-De-Sac
Parking
Attached Garage, Paved, Off Street Parking, Driveway
Heat Type
Hot Air
Air Conditioning
Central Air
Laundry Room
Upper Level
Appliances
Gas Cooktop, Oven/Range, Microwave, Dishwasher, Disposal
Other Interior Features
Cable - Pre-wired, Security System
Sewer
Public Sewer Connected
HOA Amenities
Basketball Court, Club House, Exercise Room/Health Club, Playground/Tot Lot, Pool, Tennis Courts
Elementary School
Per Board of Ed
High School
Pomperaug
Sales Price
$565,000
Real Estate Tax
$10,036/yr
HOA
$515/mo
Zoning
PRD80

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27 Winding Trail 27

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for your interest in 27 Winding Trail Unit: 27, Middlebury, CT 06762

27 Winding Trail 27
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