27 Winding Trail #27, Middlebury, CT 06762

Local realty services provided by:Better Homes and Gardens Real Estate Shore & Country Properties
27 Winding Trail #27,Middlebury, CT 06762
$565,000
  • 3 Beds
  • 3 Baths
  • 2,680 sq. ft.
  • Condominium
  • Active
Listed by:jay irvine
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

Contact an agent

contact an agent

Yes, I would like more information from BHGRE®. Please use and/or share my information with an BHGRE affiliated agent to contact me about my real estate needs. By clicking Send message, I agree an BHGRE affiliated agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:2014
  • Listing ID #:24133988
  • Added:1 day(s) ago
  • Updated:October 17, 2025 at 01:47 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)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

New listings near 27 Winding Trail #27