#24086760, Jay Irvine, Listing Office: Serhant Connecticut, LLC

29 Winding Trl Unit 29 Middlebury, CT 06762
Property details
About 29 Winding Trl Unit 29
Beautiful Portman Condo in Sought-After Ridgewood Community. Stunning 3-bed, 2.5-bath condo 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 must-see property! Can't build for this price!
Highlights
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 2
- Appliances: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Electric Dryer
- Basement: Yes
- Interior: Cable - Pre-wired, Open Floor Plan
- Total Bedroom Count: 3
- Garage Space: 2 spaces
- Attached Garage: Yes
- Private Pool: Yes
- Parking: Attached Garage, Under House Garage, Paved
- View: Trees/Woods
- Architectural Style: Townhouse
- Heating: Forced Air
- Cooling: Central Air
- List Price: $549,900
- Price/SqFt: $258
- HOA Amount: $515 Monthly
- Lot: Secluded, Wooded, Cul-De-Sac
- Directions: GPS- Ridgewood drive to Winding trail
- Year Built: 2015
- Living Area: 2,130 SqFt
- MLS Number: 24085206
- Office Name: Serhant Connecticut, LLC
- Office Phone: (203) 489-7800
- Office Email: realtor.j.irvine@gmail.com
- Listing Agent: Jay Irvine
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Last updated on: 5/29/2025, 7:20:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$549,900
29 Winding Trl Unit 29
$6,530
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Price information
Property sales
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Nearby schools
8
Long Meadow Elementary School
Public District PK-5
1.3 mi
•65 N Benson Rd
8
Middlebury Elementary School
Public District KG-5
2.0 mi
•550 Whittemore Rd
6
Western Elementary School
Public District KG-4
3.7 mi
•108 Pine St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $115,608. Typical income of Middlebury, CT residents is between $100k-200k annually. Most families are married, no kids. Most residents in this area have post secondary degree education.
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Frequently asked questions
About 29 Winding Trl Unit 29
The listing price of 29 Winding Trl Unit 29 property is $549,900.
The property 29 Winding Trl Unit 29 is a condo located in Middlebury, Connecticut, 06762.
Active Listing: 29 Winding Trl Unit 29 is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 29 Winding Trl Unit 29 are: Long Meadow Elementary School (GreatSchools Rating 8/10), Middlebury Elementary School (GreatSchools Rating 8/10), Western Elementary School (GreatSchools Rating 6/10), Memorial Middle School (GreatSchools Rating 5/10), West Side Middle School (GreatSchools Rating 3/10), Woodbury Middle School (GreatSchools Rating 8/10), Pomperaug Regional High School (GreatSchools Rating 8/10), Naugatuck High School (GreatSchools Rating 2/10), Nonnewaug High School (GreatSchools Rating 7/10).
The property at 29 Winding Trl Unit 29 has 3 bedrooms and 2 full and 1 half bathrooms.
The property 29 Winding Trl Unit 29 is 2,130 SqFt (source: MLS/tax record).
The year of construction for 29 Winding Trl Unit 29 is 2015.
This home is located at 29 Winding Trl Unit 29 in Middlebury, CT and zip code 06762. This 2,130 square foot home was built in 2015. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since April 3, 2025 and is currently priced at $549,900.
In April 2025 more than 2 listings in Middlebury, CT were sold above the asking price. During the same period more than 0 listings were sold at asking price, while more than 1 were sold below. The inventory of homes for sale in Middlebury, CT between March and April 2025 increased by 21.4%.