Chris LaCava
Coldwell Banker Realty
(475) 323-6757
153 Total Sales
2 in Middlebury
$550K - $1.4M Price Range
Estimated Value: $531,801
First Time on the Market - Classic 1930s Colonial in Prime In-Town Location Step into timeless elegance with this rare, stately 1930s Colonial, offered to the open market for the first time. Full of classic charm, the home features original moldings, custom built-ins, and enduring craftsmanship throughout. The main level offers a spacious front-to-back living room with a fireplace and gleaming hardwood floors, a formal dining room perfect for entertaining, a cozy eat-in kitchen, and a thoughtfully added family room providing extra space for everyday living. Upstairs, you'll find three generously sized bedrooms, two full baths, and a bright second-floor landing with additional built-ins. A walk-up attic offers abundant storage or potential future expansion. Set in a hidden gem of a neighborhood, this home sits along the historic trolley bed trail, offering direct access to local shops, restaurants, and all the amenities of in-town living.
Last Agent to Sell the Property
Drakeley Real Estate, Inc. License #REB.0791885 Listed on: 05/24/2025
Chris LaCava
Coldwell Banker Realty
(475) 323-6757
153 Total Sales
2 in Middlebury
$550K - $1.4M Price Range
Jane Spino
Showcase Realty, Inc.
(860) 590-9746
70 Total Sales
2 in Middlebury
$295K - $487K Price Range
Greg DeFazio
Greg DeFazio
(860) 590-4571
48 Total Sales
3 in Middlebury
$275K - $599K Price Range
Don Orsini
Don Orsini Realty, LLC
(860) 863-4913
63 Total Sales
2 in Middlebury
$75K - $242K Price Range
Linda Heinig & Kim O'Donnell
William Raveis Real Estate
(475) 267-4466
55 Total Sales
1 in Middlebury
$389,900 Price
Wayne Watt Jr.
THE CONNECTICUT AGENCY LLC
(860) 590-6997
62 Total Sales
3 in Middlebury
$365K - $530K Price Range
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 |
|---|---|---|---|---|
| 08/13/2025 08/13/25 | Sold | $520,000 | -0.9% | $231 / Sq Ft |
| 08/02/2025 08/02/25 | Pending | -- | -- | -- |
| 07/03/2025 07/03/25 | Price Changed | $524,900 | -4.5% | $233 / Sq Ft |
| 06/03/2025 06/03/25 | Price Changed | $549,900 | -3.5% | $245 / Sq Ft |
| 05/24/2025 05/24/25 | For Sale | $569,900 | -- | $254 / Sq Ft |
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 | $7,844 | $241,200 | $57,700 | $183,500 |
| 2024 | $7,863 | $241,200 | $57,700 | $183,500 |
| 2023 | $7,781 | $241,200 | $57,700 | $183,500 |
| 2022 | $7,540 | $241,200 | $57,700 | $183,500 |
| 2021 | $6,914 | $198,500 | $65,800 | $132,700 |
| 2020 | $6,967 | $198,500 | $65,800 | $132,700 |
| 2019 | $6,630 | $198,500 | $65,800 | $132,700 |
| 2018 | $6,453 | $198,500 | $65,800 | $132,700 |
| 2017 | $6,251 | $198,500 | $65,800 | $132,700 |
| 2016 | $6,363 | $205,200 | $77,400 | $127,800 |
| 2015 | $6,181 | $205,200 | $77,400 | $127,800 |
| 2014 | $6,021 | $205,200 | $77,400 | $127,800 |
Seller's Agent in 2025
Tim Drakeley
Drakeley Real Estate, Inc.
(203) 510-9184
168 Total Sales
Buyer's Agent in 2025
James Didato
Berkshire Hathaway Home Services
(860) 836-8033
67 Total Sales
Source: SmartMLS
MLS Number: 24098549
APN: MIDD-000406-000000-000160
Ask me questions while you tour the home.