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27 Winding Trail #27, Middlebury, CT 06762

Middlebury
Local realty services provided by:CENTURY 21 AllPoints Realty
27 Winding Trail #27,Middlebury, CT 06762
$565,000
  • 3 Beds
  • 3 Baths
  • - sq. ft.
  • Condominium
  • Sold
Listed by: jay irvine(203) 586-9459
Office: serhant connecticut, llc
MLS#:24133988
Source:CT

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Price summary

  • Price:$565,000
  • 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:165 day(s) ago
  • Updated:March 19, 2026 at 06:20 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:9
  • Kitchen Description:Dishwasher, Disposal, Gas Cooktop, Microwave, Oven/Range
  • Basement Description:Full Basement, Full With Walk-Out, Fully Finished, Heated, Liveable Space, Walk-out

Heating and cooling

  • Cooling:Central Air
  • Heating:Hot Air
  • Central air:Yes

Structure and exterior

  • Year built:2014
  • Lot Features:Level Lot, Lightly Wooded, On Cul-De-Sac
  • Architectural Style:Townhouse
  • Construction Materials:Vinyl Siding

Schools

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

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$565,000
  • Tax amount:$10,036 (July 2025-June 2026)

Features and amenities

  • Appliances:Dishwasher, Disposal, Gas Cooktop, Microwave, Oven/Range
  • Amenities:Cable - Pre-wired, Golf Course, Lake, Park, Playground/Tot Lot, Private School(s), Security System
  • Pool features:In Ground Pool

Parking

  • Total parking spaces:2
  • Parking description:Attached Garage, Driveway, Off Street Parking, Paved
  • Garage:Yes
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