58 Chesham Dr Middlebury, CT 06762
Property details
About 58 Chesham Dr
Build your Dream Home in Middlebury! Don't miss this exceptional opportunity to own nearly 2 acres of prime, level land located on a desirable cul-de-sac in one of Middlebury's most sought-after neighborhoods. Enjoy breathtaking views and the perfect blend of privacy and convenience-just minutes from the center of town and the scenic shores of Lake Quassapaug.and the neighboring towns of Woodbury and Southbury. This lot offers a rare combination of natural beauty and build ready potential, ideal for creating your custom dream home. Set within the highly acclaimed Region 15 school district. This location provides easy access to local parks, dining and commuting routes.
Highlights
Summary
- View: Trees/Woods
- List Price: $279,900
- Annual Tax Amount: $3,267
- Tax Year: 2024
- Lot: Wooded, Level, Cul-De-Sac, Cleared
- Directions: Middlebury Road (Rt 64) to Charcoal Avenue to Chesham. Lot is on left
- Lot Size: 1.89 Acres
- MLS Number: 24097948
- Office Name: Showcase Realty, Inc.
- Office Phone: (860) 274-7000
- Office Email: myrealtorbethsantos@gmail.com
- Listing Agent: Beth Santos
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Last updated on: 5/29/2025, 8:20:30 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$279,900
58 Chesham Dr
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Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Oct 14, 1988 | Home Sold | $53,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $100,200 | $3,267 |
| 2023 | $100,200 | $3,232 |
| 2022 | $100,200 | $3,132 |
| 2021 | $111,300 | $3,877 |
| 2020 | $111,300 | $3,907 |
| 2019 | $111,300 | $3,717 |
History based on county public records data.
Nearby schools
8
Middlebury Elementary School
Public District KG-5
2.3 mi
•550 Whittemore Rd
8
Long Meadow Elementary School
Public District PK-5
2.9 mi
•65 N Benson Rd
7
Mitchell Elementary School
Public District PK-5
3.6 mi
•14 School 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. The majority of Middlebury, CT residents have income between $100k-200k annually. Residents typically live in married, no kids family. Residents of this area typically have post secondary degree education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Skiing/snowboarding
PGA/LPGA
College Football
Where do the neighbors shop?
BJs Wholesale Club
Stein Mart
Best Buy
Where do the neighbors go to eat?
Panera
Cracker Barrel
Bob Evans
What do the neighbors drive?
Infiniti
Lexus
Lincoln
What do the neighbors listen to?
Adult Hits
Oldies
News/Talk/Information
Frequently asked questions
About 58 Chesham Dr
The listing price of 58 Chesham Dr property is $279,900.
The property 58 Chesham Dr is land located in Middlebury, Connecticut, 06762.
Active Listing: 58 Chesham Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 58 Chesham Dr are: Middlebury Elementary School (GreatSchools Rating 8/10), Long Meadow Elementary School (GreatSchools Rating 8/10), Mitchell Elementary School (GreatSchools Rating 7/10), Memorial Middle School (GreatSchools Rating 5/10), Carrington Elementary School (GreatSchools Rating 3/10), Woodbury Middle School (GreatSchools Rating 8/10), Nonnewaug High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10), Watertown High School (GreatSchools Rating 4/10).
According to the records, the last property tax for 2024 is $3,267 (source: MLS/based on county public records data).
The last sale was on October 14, 1988 for $53,000 (source: MLS/tax record).
The property 58 Chesham Dr is 1.89 acres.
The sq. ft. of 58 Chesham Dr is not available (source: MLS/tax record).
This home is located at 58 Chesham Dr in Middlebury, CT and zip code 06762. Features: 0 bathroom. It has been listed on Rocket Homes since May 22, 2025 and is currently priced at $279,900.
Middlebury, CT housing market in April 2025 saw over 2 listings sold above listed price, more than 0 sold at listed price and over 1 sold below. The number of homes for sale in Middlebury, CT increased by 21.4% between March and April 2025.