27 Winding Trail, Unit 27, Middlebury, CT 06762

$565,000
3
BD
3
BA
2,680
SqFt

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Sold Price
$565,000
List Price
$565,000
Status
CLOSED
MLS#
24133988
Closing Date
Jan 14, 2026
Year Built
2014
Style
Townhouse
Bedrooms
3
Bathrooms
3
Building Name
Ridgewood At Middlebury
Living Area
2,680
Neighborhood
N/A

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!

Additional Information

Taxes
$10,036
Hoa Fee
$515
Interior Features
Security System
Heating
Hot Air
Cooling System Type
Central Air
Water Source
Public
Appliances
Gas Cooktop, Range, Microwave, Dishwasher, Disposal
Fireplaces
1
Basement
Full, Heated, Finished, Walkout, Full
Garage Spaces
2
Parking Spaces
2
Elementary School
Per Board of Ed
High School
Pomperaug

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Calculator source: Real Geeks

Listing courtesy of Jay Irvine from Serhant Connecticut, LLC. (203) 586-9459 (203) 489-7800

Selling Office: William Raveis Real Estate.

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