NOT LISTED FOR SALE

29 Winding Trail Unit 29 Middlebury, CT 06762

Middlebury Area
3 Beds
2.5 Baths
2,130 Sq Ft
2015 Built

Sale Details

Date Sold: August 8, 2025

Last sale price $520,000 $244 Per Sq Ft

117 Days on Market

Highlights

  • Health Club
  • Pool House
  • Clubhouse
  • Pomperaug Regional High School Rated A
  • Open Floorplan
  • Attic

About This Home

As of August 2025

Beautiful luxury Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath built by Toll Brothers, nestled on a private cul-de-sac in unique location. Over 2,100 sqft designed modern living space, this home includes a 4-foot bump-out for added size. Entering the home, the first floor features an open floor plan w/ hardwood floors, white cabinetry, stainless steel appliances, perfect for modern living, an upgraded skylight in kitchen floods the space with natural light. Off the kitchen is a private deck with wooded views & a large living room w/ a gas fireplace. Upstairs the spacious primary suite offers a walk-in closet and a luxurious bath with a double vanity, shower, and tub. The second bedroom also includes a walk-in closet, while the third bedroom showcases custom millwork/ built-ins for both function and style for additional utility and architectural interest. Enjoy the privacy of a wooded backyard and the convenience of a walk-out basement w/ custom storage shelves and two workbenches, woodworkers dream! Right next to the home is the "Great Meadow Lawn" adding a huge yard to play games, entertain or take a scenic stroll. Very rare location, big upgrade here $$$ . Ridgewood amenities include an outdoor pool, gym, indoor basketball court, tennis courts, a movie theater, and a clubhouse lounging area-all within walking distance. Plenty of upgrades, prime location and privacy. Don't miss this resort style must-see property! Can't build for this price!

Last Agent to Sell the Property

Jay Irvine

Serhant Connecticut, LLC License #RES.0808291 Listed on: 04/02/2025

Serhant Connecticut, LLC

Last Buyer's Agent

Tori Withee

KW Legacy Partners License #RES.0832276

KW Legacy Partners

Townhouse Details

Home Type

  • Townhome

Est. Annual Taxes

  • $10,143

Year Built

  • Built in 2015

HOA Fees

  • $515 Monthly HOA Fees

Home Design

  • Frame Construction
  • Concrete Siding
  • Vinyl Siding

Interior Spaces

  • 2,130 Sq Ft Home
  • Open Floorplan
  • Self Contained Fireplace Unit Or Insert
  • Thermal Windows
  • Concrete Flooring
  • Attic or Crawl Hatchway Insulated
  • Smart Thermostat

Kitchen

  • Built-In Oven
  • Gas Cooktop
  • Microwave
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 3 Bedrooms

Laundry

  • Laundry on main level
  • Electric Dryer
  • Washer

Unfinished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Parking

  • 2 Car Garage
  • Guest Parking
  • Visitor Parking

Pool

  • Pool House
  • Heated In Ground Pool

Location

  • Property is near golf course

Utilities

  • Central Air
  • Heating System Uses Natural Gas
  • Programmable Thermostat
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 2547200

Community Details

Overview

  • Association fees include club house, tennis, grounds maintenance, trash pickup, snow removal, property management, pest control, pool service, insurance
  • 4 Units
  • Property managed by Imagineers

Amenities

  • Clubhouse

Recreation

  • Health Club
  • Tennis Courts
  • Community Basketball Court
  • Community Playground
  • Exercise Course
  • Community Pool

Pet Policy

  • Pets Allowed

Townhouse Details

Home Type

Townhome

Est. Annual Taxes

$10,143

Year Built

Built in 2015

HOA Fees

$515 per month

Listing Details

  • Neighborhood: N/A
  • Property Type: Condo/Co-Op For Sale
  • Style: Townhouse
  • Sq Ft Est Heated Above Grade: 2130
  • Total Sq Ft: 2130
  • Year Built: 2015
  • New Construction: No/Resale
  • Nearby Amenities: Basketball Court, Golf Course, Health Club, Lake, Park, Playground/Tot Lot, Private School(s), Tennis Courts
  • Association Amenities: Basketball Court, Club House, Exercise Room/Health Club, Guest Parking, Health Club, Playground/Tot Lot, Pool, Tennis Courts
  • Property Sub Type: Condominium
  • Direct Waterfront: No
  • End Unit: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Special Assessment Details: $115 til 12/25. Capt Contr. Total $515
  • Condo Model Name: Portman W/ Bump out
  • Directions: GPS- Ridgewood drive to Winding trail
  • Financing Used: Cash
  • Spec Assoc Asses: Yes
  • Street Type: Trail
  • Special Features: None

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Access Via Hatch
  • Basement Description: Full, Unfinished, Walk-out, Liveable Space, Concrete Floor, Full With Walk-Out
  • Interior Amenities: Cable - Pre-wired, Open Floor Plan
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Electric Dryer
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Home Automation: Thermostat(s)

Exterior Features

  • Exterior Siding: Vinyl Siding
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Heated, Pool House, In Ground Pool
  • Construction Description: Frame, Concrete

Garage/Parking

  • Garages Number: 2
  • Total Parking Spaces: 4
  • Garage And Parking: Attached Garage, Under House Garage, Paved

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Domestic
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Condo/Co-op/Association

  • Association Fee Includes: Club House, Tennis, Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Pest Control, Pool Service, Insurance
  • HOA Fees: 515
  • HOA Fee Frequency: Monthly
  • Property Management Type: Professional-Off Site
  • Property Manager Email: jzupancic@imagineers.com
  • Property Manager Name: Jennifer Zupancic
  • Property Manager Phone: (203) 716-1124
  • Property Mgt Company Name: Imagineers
  • Total Number of Units In Complex: Ridgewood at Middlebury

Green Features

  • Energy Features: Fireplace Insert, Programmable Thermostat, Thermopane Windows

Lot Info

  • Lot Description: Secluded Lightly Wooded On Cul-De-Sac
  • Zoning: PRD80
  • Parcel #: 2547200

Rental Info

  • Pets Allowed Info: Pets allowed.
  • Pets Allowed: Yes

Multi Family

  • Total Number Of Units: 4

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 10143

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/08/2025 08/08/25 Sold $520,000 -1.9% $244 / Sq Ft
07/28/2025 07/28/25 Pending -- -- --
07/16/2025 07/16/25 Price Changed $530,000 -3.6% $249 / Sq Ft
05/16/2025 05/16/25 Price Changed $549,900 -2.7% $258 / Sq Ft
04/02/2025 04/02/25 For Sale $565,000 +32.9% $265 / Sq Ft
11/13/2020 11/13/20 Sold $425,000 -2.3% $200 / Sq Ft View Prior Sale
09/26/2020 09/26/20 Pending -- -- --
09/21/2020 09/21/20 Price Changed $434,900 -1.1% $204 / Sq Ft
08/01/2020 08/01/20 For Sale $439,900 -- $207 / Sq Ft
Source: SmartMLS

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24085206

SmartMLS
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