Linda Mayfield
RE/MAX RISE
(475) 285-3784
249 Total Sales
9 in Middlebury
$20K - $850K Price Range
541 Benson Rd Middlebury, CT 06762
Middlebury Area
3
Beds
3
Baths
1,600
Sq Ft
0.8
Acre Lot
Highlights
- Finished Attic
- Central Air
- Baseboard Heating
- Attic
About This Home
As of June 2026Rare Two-Home Compound in Middlebury - Ideal for Investment or Owner-Occupant! An extraordinary opportunity for investors or owner-occupants looking to offset their mortgage! This unique property at 541 Benson Road features TWO distinct, detached dwellings on a private .8-acre lot, offering a total of 3 bedrooms, 3 full baths, and 4 garage bays. Unit 1: The Main Residence (2BR/2BA) This beautifully appointed home features an open-concept layout with gleaming hardwood floors and high-end finishes. Chef's Kitchen: U-shaped layout with oak cabinets, granite countertops, stainless steel appliances (gas stove), and a large pantry. Main Level: Includes a spacious bedroom and a brand-new spa-like bathroom with a custom tiled walk-in shower and separate soaking tub. Upper Level: A private primary suite retreat finished in warm natural pine, featuring abundant closet space, a full ensuite bath, and a charming built-in reading nook/office area. Central Air, pellet stove for efficient heating, and a massive 3-car attached garage for ample storage or workshop space. Unit 2: Detached Carriage House (1BR/1BA) A completely separate, legal-style dwelling perfect for rental income, multi-generational living, or a professional home office. Living Space: Features a functional galley kitchen with gas cooking, a bright living area, and a private bedroom. Amenities: Full bathroom with a tiled shower and its own dedicated 1-car garage/workshop located directly be Exterior & Location The property sits on a lush .8-acre "private oasis" framed by classic New England stonewalls and a brick patio. Whether you are looking for a high-end rental property or a way to live in one home while the other pays your taxes, this versatile compound is a rare find in Middlebury. Total Garage Bays: 4 | Total Acreage: 0.80 | Separate Utilities Schedule your private tour today to explore the unmatched flexibility of this two-family setup!
Last Agent to Sell the Property
Joseph Martino Real Estate Brokerage Email: joe@joemartinore.com License #REB.0792369 Listed on: 03/23/2026
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Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $10,049
Year Built
- Built in 1942
Lot Details
- 34,848 Sq Ft Lot
- Sloped Lot
Parking
- 3 Car Garage
Home Design
- 1,600 Sq Ft Home
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Cedar Siding
- Vinyl Siding
- Masonry
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Full Bathrooms
Attic
- Walkup Attic
- Finished Attic
Basement
- Basement Fills Entire Space Under The House
- Laundry in Basement
Utilities
- Central Air
- Baseboard Heating
- Heating System Uses Oil
- Bottled Gas Heating
- Well
- Propane Water Heater
- Oil Water Heater
Community Details
- 2 Units
Listing and Financial Details
- Assessor Parcel Number 1192162
Ownership 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
Name
Owned For
Owner Type
Purchase Details
Closed on
Feb 16, 2007
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Middlebury, CT
-
Linda Mayfield
-
Scott Hellriegel
Scott Hellriegel
Berkshire Hathaway NE Prop.
(475) 263-4907
66 Total Sales
2 in Middlebury
$465K - $640K Price Range
-
Arian Hoxha
Arian Hoxha
Serhant Connecticut, LLC
(475) 263-3437
66 Total Sales
1 in Middlebury
$200,000 Price
-
Adriana Castagnet
Adriana Castagnet
Regency Real Estate, LLC
(475) 265-6595
101 Total Sales
1 in Middlebury
$299,750 Price
-
Shawna Rohan
Shawna Rohan
eXp Realty
(860) 846-3760
166 Total Sales
2 in Middlebury
$490K - $510K Price Range
-
Allysa DeRosa
Allysa DeRosa
Mapleridge Realty
(959) 209-9786
54 Total Sales
1 in Middlebury
$490,000 Price
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 |
|---|---|---|---|
| Executors Deed | $245,000 | -- |
Source: Public Records
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 |
|---|---|---|---|---|
| 08/14/2026 08/14/26 | Pending | -- | -- | -- |
| 06/17/2026 06/17/26 | Sold | $465,000 | 0.0% | $291 / Sq Ft |
| 06/17/2026 06/17/26 | Off Market | $465,000 | -- | -- |
| 04/17/2026 04/17/26 | Pending | -- | -- | -- |
| 03/23/2026 03/23/26 | For Sale | $525,000 | -- | $328 / Sq Ft |
Source: SmartMLS
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 | $10,049 | $309,000 | $65,800 | $243,200 |
| 2024 | $10,073 | $309,000 | $65,800 | $243,200 |
| 2023 | $9,968 | $309,000 | $65,800 | $243,200 |
| 2022 | $9,659 | $309,000 | $65,800 | $243,200 |
| 2021 | $8,136 | $233,600 | $74,900 | $158,700 |
| 2020 | $8,199 | $233,600 | $74,900 | $158,700 |
| 2019 | $7,802 | $233,600 | $74,900 | $158,700 |
| 2018 | $7,594 | $233,600 | $74,900 | $158,700 |
| 2017 | $7,356 | $233,600 | $74,900 | $158,700 |
| 2016 | $7,467 | $240,800 | $88,200 | $152,600 |
| 2015 | $7,253 | $240,800 | $88,200 | $152,600 |
| 2014 | $7,065 | $240,800 | $88,200 | $152,600 |
Source: Public Records
Agents Affiliated with this Home
-
Joseph Martino
Seller's Agent in 2026
Joseph Martino
Joseph Martino Real Estate
(203) 671-2384
43 Total Sales
-
Scott Hellriegel
Buyer's Agent in 2026
Scott Hellriegel
Berkshire Hathaway Home Services
(203) 910-8305
66 Total Sales
Map
Source: SmartMLS
MLS Number: 24161555
APN: MIDD-000702-000000-000002
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