3 Winding Trail Middlebury, CT 06762
Estimated payment $4,198/month
Highlights
- In Ground Pool
- Finished Attic
- Cul-De-Sac
- Pomperaug Regional High School Rated A
- Attic
- Tankless Water Heater
About This Home
Welcome to 3 Winding Trail, nestled on a quiet cul-de-sac in the highly desirable Ridgewood community of Middlebury. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of elegance, comfort, and low-maintenance living across 4 finished levels, including a sun-filled walk-out lower level. From the moment you step inside, you'll appreciate the gleaming hardwood floors, natural light throughout, spacious layout, and updated kitchen featuring granite countertops, stainless steel appliances, and ample space for entertaining. The spacious primary suite offers a peaceful retreat, while the additional finished spaces provide incredible flexibility for a family room, home office, gym, playroom, or guest area. Step outside to your private deck and patio surrounded by peaceful wooded views - perfect for relaxing or entertaining. Enjoy resort-style amenities including a pool, tennis courts, clubhouse, and fitness center, all within minutes of shopping, dining, and major commuter routes. Move-in ready and located in one of Middlebury's most sought-after communities, this is a rare opportunity you won't want to miss.
Listing Agent
Showcase Realty, Inc. Brokerage Phone: (203) 558-5866 License #RES.0809820 Listed on: 05/23/2026
Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $8,042
Year Built
- Built in 2007
HOA Fees
- $495 Monthly HOA Fees
Parking
- 1 Car Garage
Home Design
- Frame Construction
- Vinyl Siding
Kitchen
- Gas Range
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
Attic
- Walkup Attic
- Finished Attic
Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Utilities
- Central Air
- Heating System Uses Natural Gas
- Tankless Water Heater
Additional Features
- In Ground Pool
- Cul-De-Sac
Listing and Financial Details
- Assessor Parcel Number 2547175
Community Details
Overview
- Association fees include club house, tennis, grounds maintenance, trash pickup, snow removal, pest control, pool service, road maintenance
- 141 Units
Pet Policy
- Pets Allowed
Map
Home Values in the Area
Average Home Value in this Area
Tax 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.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,042 | $247,300 | $0 | $247,300 |
| 2024 | $8,062 | $247,300 | $0 | $247,300 |
| 2023 | $7,978 | $247,300 | $0 | $247,300 |
| 2022 | $7,731 | $247,300 | $0 | $247,300 |
| 2021 | $7,791 | $223,700 | $0 | $223,700 |
| 2020 | $7,852 | $223,700 | $0 | $223,700 |
| 2019 | $7,472 | $223,700 | $0 | $223,700 |
| 2018 | $7,272 | $223,700 | $0 | $223,700 |
| 2017 | $7,044 | $223,700 | $0 | $223,700 |
| 2016 | $6,956 | $224,300 | $0 | $224,300 |
| 2015 | $6,756 | $224,300 | $0 | $224,300 |
| 2014 | $6,581 | $224,300 | $0 | $224,300 |
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 |
|---|---|---|---|---|---|
| 05/23/2026 05/23/26 | For Sale | $559,900 | +67.1% | $176 / Sq Ft | |
| 11/05/2019 11/05/19 | Sold | $335,000 | -1.4% | $113 / Sq Ft | View Prior Sale |
| 09/13/2019 09/13/19 | Pending | -- | -- | -- | |
| 09/06/2019 09/06/19 | For Sale | $339,900 | -- | $115 / Sq Ft |
Purchase 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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $335,000 | -- | |
| Warranty Deed | $335,000 | -- |
Mortgage 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 | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $268,000 | Purchase Money Mortgage | |
| Closed | $268,000 | New Conventional |
Source: SmartMLS
MLS Number: 24177196
APN: MIDD-000706-000000-000073-000016
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