# 434 E Main Street, Middlebury, VT 05740 > **TL;DR:** 4bd/2ba single family, $420,000 ($173/sqft), built 1850, 2,429 sqft. > Waterfront, Hardwood, 2-car garage. Est. $2,247/mo. Listed 18 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $420,000 | | Price/sqft | $173 | | Bedrooms | 4 | | Bathrooms | 1 full | | Square Feet | 2,429 | | Year Built | 1850 | | Lot Size | 43,560 sqft (1.00 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 18 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,124 | | Estimated Insurance | $123 | | **Total** | **$2,247** | ## Nearby Schools - **Elementary:** Mary Hogan School - **Middle:** Middlebury Union Middle #3 - **High:** Middlebury Senior UHSD #3 ## Key Amenities - Waterfront - Hardwood - 2-car garage ## Property Highlights - Built in 1850 - 1.00 acre lot - 2 stories - Waterfront ## Description ### Agent Description The Middlebury River is your backyard! Lovingly held by the same family for 60 years, this rambling Cape sits on a level, south-facing acre with approximately 140 feet of river frontage. Enjoy the soothing sounds of the river, mature shade, and a welcoming, walkable community. The front deck offers another spot to relax outdoors. The easily accessible main level features approximately 2,000 square feet, including a sunny kitchen with a newer quartz-topped island, cooktop, and dishwasher, plus a charming pantry with sink, refrigerator, and workspace. The kitchen opens to a dining room with built-ins. The living room features wide pine floors and a newer glass-front woodstove. Two spacious bedrooms, a renovated primary bath with walk-in shower, a second full bath, laundry, office, and sewing room complete the main floor. Upstairs, two additional rooms await updating and offer possibilities for bedrooms, studio space, or storage. The attached two-car garage includes additional space for hobbies or a workshop. Updates include a newer roof, windows, Buderus boiler, and circuit breakers. Conveniently located across from the Sarah Partridge Library, tennis courts, and recreation park, and within walking distance of the historic Waybury Inn and a convenience store. A special opportunity to enjoy riverside living with village amenities close at hand!The generous one-acre lot may offer potential for subdivision, subject to official town approval and all applicable requirements. ## Location - **Address:** 434 E Main Street, Middlebury, VT 05740 - **County:** VT-Addison - **Coordinates:** 43.971652, -73.09519783 - **Google Maps:** https://www.google.com/maps?q=43.971652,-73.09519783 ## Listing Agent - **Name:** Deborah Hillman - **Brokerage:** Berkshire Hathaway HomeServices Vermont Realty Group - **Broker Phone:** (802) 658-5555 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/434-E-Main-St_E-Middlebury_VT_05740_M90347-62690?f=listhub&s=NNERENNH&m=5114781&c=propsimple) ## Photos ![434 E Main Street - Photo 1](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1994504638r.jpg) ![434 E Main Street - Photo 2](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3474359166r.jpg) ![434 E Main Street - Photo 3](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1089098072r.jpg) ![434 E Main Street - Photo 4](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1273998473r.jpg) ![434 E Main Street - Photo 5](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3713635471r.jpg) ![434 E Main Street - Photo 6](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1147906491r.jpg) ![434 E Main Street - Photo 7](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1349647078r.jpg) ![434 E Main Street - Photo 8](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3600697416r.jpg) ![434 E Main Street - Photo 9](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4061949128r.jpg) ![434 E Main Street - Photo 10](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2036947056r.jpg) ![434 E Main Street - Photo 11](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1519377621r.jpg) ![434 E Main Street - Photo 12](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f134458613r.jpg) ![434 E Main Street - Photo 13](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1817317155r.jpg) ![434 E Main Street - Photo 14](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2450404723r.jpg) ![434 E Main Street - Photo 15](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1470773799r.jpg) ![434 E Main Street - Photo 16](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3699903447r.jpg) ![434 E Main Street - Photo 17](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3298172472r.jpg) ![434 E Main Street - Photo 18](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4021594550r.jpg) ![434 E Main Street - Photo 19](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2287671748r.jpg) ![434 E Main Street - Photo 20](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3779403028r.jpg) ![434 E Main Street - Photo 21](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1711700027r.jpg) ![434 E Main Street - Photo 22](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3274210182r.jpg) ![434 E Main Street - Photo 23](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f294377722r.jpg) ![434 E Main Street - Photo 24](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4030721938r.jpg) ![434 E Main Street - Photo 25](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2279089931r.jpg) ![434 E Main Street - Photo 26](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f219041725r.jpg) ![434 E Main Street - Photo 27](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4257368615r.jpg) ![434 E Main Street - Photo 28](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f465093515r.jpg) ![434 E Main Street - Photo 29](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1124670509r.jpg) ![434 E Main Street - Photo 30](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f481311160r.jpg) ![434 E Main Street - Photo 31](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f40195195r.jpg) ![434 E Main Street - Photo 32](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f919974262r.jpg) ![434 E Main Street - Photo 33](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2667780903r.jpg) ![434 E Main Street - Photo 34](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f49025385r.jpg) ![434 E Main Street - Photo 35](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3248745361r.jpg) ![434 E Main Street - Photo 36](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4049038866r.jpg) ![434 E Main Street - Photo 37](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4081819840r.jpg) ![434 E Main Street - Photo 38](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f260778157r.jpg) ![434 E Main Street - Photo 39](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4148317024r.jpg) ![434 E Main Street - Photo 40](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f3031425979r.jpg) ![434 E Main Street - Photo 41](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f1502576205r.jpg) ![434 E Main Street - Photo 42](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f2718783758r.jpg) ![434 E Main Street - Photo 43](http://lh.rdcpix.com/362f9bc6b7bf0c635137aa56243b336bl-f4049511159r.jpg) --- **MLS#:** 5114781 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/434-e-main-street-middlebury-vt-05740-8f02f5108fad47069377c384ced056e0) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/434-e-main-street-middlebury-vt-05740-8f02f5108fad47069377c384ced056e0#listing", "url": "https://staging.propertysimple.ai/listing/434-e-main-street-middlebury-vt-05740-8f02f5108fad47069377c384ced056e0", "name": "434 E Main Street, Middlebury, VT 05740", "description": "The Middlebury River is your backyard! Lovingly held by the same family for 60 years, this rambling Cape sits on a level, south-facing acre with approximately 140 feet of river frontage. Enjoy the soothing sounds of the river, mature shade, and a welcoming, walkable community. 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