Levi Doria
IPJ Real Estate
(860) 499-4119
33 Total Sales
4 in Middlebury
$425K - $542K Price Range
Welcome to The Annex, a charming three-bedroom, one and one half-bathroom guest house in the heart of Middlebury, Vermont. This exceptional property offers a central location, within walking distance to downtown, Middlebury College, Porter hospital, and restaurants. Situated on a private 1.3-acre estate next to the owner's historic brick colonial, The Annex provides a tranquil living experience with a fascinating history as former servant quarters. While preserving its original charm, the house has been updated over the years to offer modern amenities.
Inside, you'll find a cozy atmosphere with beautiful wood floors, built-in shelves, and a decorative fireplace in the spacious and bright living room. The large deck overlooks the grounds and creek, providing a perfect spot to unwind, with the added convenience of a retractable awning for sunny days. The newly renovated kitchen is well-equipped with up-to-date appliances, ample counter space, and a pantry. Central air conditioning keeps you cool in the summer, and the one-car garage plus two additional spaces offers off-street parking.
Spanning 2,100 square feet, The Annex provides comfortable living space. The deck offers picturesque views of meticulously maintained grounds, featuring lovely flowers and a classic fountain by the riverfront of Otter Creek. This stunning guest house combines historic charm with modern convenience, making it an ideal place to call home. Don't miss out on this opportunity!
Contact us for an application! Available 04/01/2026.
Last Agent to Rent the Property
KW Vermont Brokerage Phone: 802-377-8202 License #082.0008543 Listed on: 07/15/2025
Levi Doria
IPJ Real Estate
(860) 499-4119
33 Total Sales
4 in Middlebury
$425K - $542K Price Range
Amey Ryan
IPJ Real Estate
(802) 771-2713
231 Total Sales
80 in Middlebury
$95K - $1.2M Price Range
Beth Stanway
IPJ Real Estate
(802) 898-8669
142 Total Sales
55 in Middlebury
$138K - $1.1M Price Range
Sarah Peluso
IPJ Real Estate
(802) 898-8919
287 Total Sales
110 in Middlebury
$90K - $1.2M Price Range
Soren Pfeffer
Central Vermont Real Estate
(802) 821-8485
156 Total Sales
2 in Middlebury
$450K - $511K Price Range
Sue Walsh
BHHS Vermont Realty Group/Middlebury
(802) 392-2832
68 Total Sales
6 in Middlebury
$266K - $747K 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 |
|---|---|---|---|---|
| 04/08/2026 04/08/26 | Rented | $2,800 | 0.0% | -- |
| 03/24/2026 03/24/26 | Price Changed | $2,800 | -6.7% | $1 / Sq Ft |
| 03/05/2026 03/05/26 | Price Changed | $3,000 | -9.1% | $1 / Sq Ft |
| 09/02/2025 09/02/25 | Price Changed | $3,300 | -5.7% | $2 / Sq Ft |
| 07/15/2025 07/15/25 | For Rent | $3,500 | +4.5% | -- |
| 05/21/2023 05/21/23 | Rented | $3,350 | -2.9% | -- |
| 05/10/2023 05/10/23 | For Rent | $3,450 | -- | -- |
Landlord's Agent in 2026
Ray Fortier
KW Vermont
(802) 377-8202
6 Total Sales
Tenant's Agent in 2026
Deborah Fortier
KW Vermont
(802) 377-9973
93 Total Sales
Source: PrimeMLS
MLS Number: 5051563
Ask me questions while you tour the home.