27 Winding Trail #27, Middlebury, CT 06762

Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
27 Winding Trail #27,Middlebury, CT 06762
$565,000
  • 3 Beds
  • 3 Baths
  • 2,680 sq. ft.
  • Condominium
  • Pending
Listed by: jay irvine(203) 586-9459
Office: serhant connecticut, llc
MLS#:24133988
Source:CT

Price summary

  • Price:$565,000
  • Price per sq. ft.:$210.82
  • Monthly HOA dues:$515

About this home

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

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Home facts

  • Year built:2014
  • Listing ID #:24133988
  • Added:62 day(s) ago
  • Updated:December 17, 2025 at 03:02 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Living area:2,680 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Hot Air

Structure and exterior

  • Year built:2014
  • Building area:2,680 sq. ft.

Schools

  • High school:Pomperaug
  • Elementary school:Per Board of Ed

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$565,000
  • Price per sq. ft.:$210.82
  • Tax amount:$10,036 (July 2025-June 2026)
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