7 Winding Trl
Middlebury, CT 06762
Studio
Studio
Local Information
- Map ViewExplore the area around 7 Winding Trl.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
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About this House
7 Winding Trl is in Middlebury, CT and in ZIP code 06762.
7 Winding Trl, Middlebury, CT 06762 is a studio property. It is currently off market. The Trulia Estimate is $524,000, with a rent estimate of $3,223/month.
Price History for 7 Winding Trl
| Date | Price | Event | Source |
|---|---|---|---|
| 02/14/2024 | ListingRemoved | Smart MLS #170619516 | |
| 01/21/2024 | $479,900 | Listed For Sale | Smart MLS #170619516 |
Market trends in Middlebury
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
21
2MoM
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Comparable Sales for 7 Winding Trl
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $815,000 | 07/29/26 | 3 | 2.5 | 3,217 | |
0.23 | Single-Family Home | $882,500 | 09/25/25 | 5 | 4 | 3,700 | |
0.24 | Single-Family Home | $800,000 | 12/16/25 | 4 | 3.5 | 3,711 | |
0.32 | Single-Family Home | $84,500 | 06/29/26 | 3 | 1 | 1,176 | |
0.33 | Single-Family Home | $899,000 | 12/18/25 | 3 | 3 | 3,323 | |
0.64 | Single-Family Home | $345,000 | 09/10/25 | 2 | 1.5 | 866 | |
0.76 | Single-Family Home | $710,000 | 12/18/25 | 3 | 2.5 | 3,212 | |
0.83 | Single-Family Home | $461,000 | 02/11/26 | 3 | 1 | 1,120 | |
0.88 | Single-Family Home | $525,000 | 10/16/25 | 2 | 2.5 | 1,917 | |
0.97 | Single-Family Home | $875,000 | 06/15/26 | 3 | 2.5 | 2,990 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETWilliam Raveis Real Estate
OFF MARKETBHGRE Gaetano Marra Homes- SOLDFEB 26, 2026Serhant Connecticut, LLC
SOLDNOV 6, 2025Drakeley Real Estate, Inc.
OFF MARKETKeller Williams Realty
OFF MARKETColdwell Banker Realty 2000
OFF MARKETBerkshire Hathaway NE Prop.
OFF MARKETThomas Jacovino
OFF MARKETShowcase Realty, Inc.
OFF MARKETSerhant Connecticut, LLC
OFF MARKETCentury 21 AllPoints Realty
Assigned Schools
These are the assigned schools for 7 Winding Trl.
- Long Meadow Elementary School
- PK-5
- Public
- 518 Students
5/10GreatSchools RatingParent Rating AverageLong Meadow is dedicated to their students and community. They keep families informed, make strides to hear student needs, and create a great supportive community.Parent Review11mo ago - Memorial Middle School
- 6-8
- Public
- 420 Students
8/10GreatSchools RatingParent Rating AverageThis school is honestly terrible. Me and my friends got in trouble for something that we didn’t even do and then were forced to apologize. We went and apologized (literally for no reason) and the teacher was so incredibly rude and disrespectful and simply just ignored us. I think that it’s ridiculous how teachers expect us to sit all day and are rude to us in return simply because they don’t like their job. The bullying in this school is terrible. Kids get bullied and then they get away with it because the teachers have favorites. Often, the victims get blamed for these things that happen. This school is terrible and from a student perspective, I would not send my kid here and neither should you.Student Review1mo ago - Pomperaug Regional High School
- 9-12
- Public
- 970 Students
8/10GreatSchools RatingParent Rating AverageOverall a good school however I did have a few problems with bullying and felt unheard by a couple of the teachers there. However I graduated over 6 years ago so maybe that aspect has improved.Other Review2y ago 
Check out schools near 7 Winding Trl.
What Locals Say about Middlebury
At least 21 Trulia users voted on each feature.
94 % Say yards are well-kept
93 % Say parking is easy
86 % Say car is needed
82 % Say there's holiday spirit
78 % Say there's wildlife
72 % Say it's quiet
63 % Say it's dog friendly
58 % Say people would walk alone at night
52 % Say kids play outside
48 % Say they plan to stay for at least 5 years
47 % Say neighbors are friendly
45 % Say it's walkable to restaurants
36 % Say streets are well-lit
35 % Say there are sidewalks
34 % Say there are community events
27 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
PET FRIENDLY
PET FRIENDLY
See more homes for rent inMiddlebury
Homes for sale near 7 Winding Trl
NEW CONSTRUCTION0.98 ACRESReal Estate Two
NEW CONSTRUCTION0.92 ACRESReal Estate Two
NEW CONSTRUCTION2.54 ACRESColdwell Banker Realty
NEW CONSTRUCTION2 ACRESColdwell Banker Realty
NEW CONSTRUCTION2.03 ACRESColdwell Banker Realty
FOR SALE BY OWNER0.93 ACRES
5.26 ACRESWilliam Raveis Real Estate
NEW CONSTRUCTION2.2 ACRESReal Estate Two
See more homes for sale inMiddlebury
Off Market Homes Near 7 Winding Trl
SOLDAUG 5, 2026BHGRE Gaetano Marra Homes
SOLDAUG 4, 2026Keller Williams Realty
SOLDAUG 4, 2026Showcase Realty, Inc.
SOLDAUG 3, 2026Carbutti & Co., Realtors
SOLDAUG 3, 2026William Raveis Real Estate
SOLDJUL 31, 2026Stone Crest Realty LLC
SOLDJUL 31, 2026Showcase Realty, Inc.
SOLDJUL 31, 2026Keller Williams Realty- See more homes for sale inMiddlebury
Frequently asked questions about 7 Winding Trl
- What is 7 Winding Trl estimated to be worth?Trulia's estimated value for 7 Winding Trl in Middlebury, CT is $524,000.
- Is Middlebury a buyer's or seller's market?Middlebury is currently a seller's market, based on recent for-sale activity.
- What do residents say about Middlebury?Residents describe Middlebury, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middlebury, CT.
- What are the closest schools to 7 Winding Trl?The closest schools to 7 Winding Trl in Middlebury, CT are Long Meadow Elementary School (Pre-K, rated 5/10), Memorial Middle School (rated 8/10), Pomperaug Regional High School (rated 8/10).