# 464 E Main Street, Middlebury, VT 05753 > **TL;DR:** 4bd/4ba single family, $625,000 ($214/sqft), built 1840, 2,922 sqft. > Waterfront. Est. $3,342/mo. Listed 97 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $625,000 | | Price/sqft | $214 | | Bedrooms | 4 | | Bathrooms | 1 full, 1 half | | Square Feet | 2,922 | | Year Built | 1840 | | Lot Size | 79,279 sqft (1.82 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 97 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,160 | | Estimated Insurance | $182 | | **Total** | **$3,342** | ## Nearby Schools - **Elementary:** Mary Hogan School - **Middle:** Middlebury Union Middle #3 - **High:** Middlebury Senior UHSD #3 ## Key Amenities - Waterfront ## Property Highlights - Built in 1840 - 1.82 acre lot - 2 stories - Waterfront ## Description ### Agent Description Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the property's lush gardens and natural surroundings. Thoughtful updates throughout preserve the home's timeless charm while enhancing everyday convenience. Upstairs there is a claw foot tub overlooking the beautiful yard, soak and listen to the river! A spacious barn adds exceptional storage, workshop, or hobby space, while the separate one-bedroom apartment presents opportunities for rental income, multigenerational living, or private guest accommodations. Surrounded by established gardens and the soothing sounds of the river, this special property offers a quintessential Vermont lifestyle with room to live, work, and entertain. As an added bonus, this property owns the land across the street ensuring a permanent buffer! Whether you're seeking a full-time residence, country retreat, or property with income potential, this riverside gem is a unique opportunity not to be missed. MOTIVATED SELLER! ## Location - **Address:** 464 E Main Street, Middlebury, VT 05753 - **County:** VT-Addison - **Coordinates:** 43.97068539, -73.09009872 - **Google Maps:** https://www.google.com/maps?q=43.97068539,-73.09009872 ## Virtual Tour & Media - **Video Tour:** https://my.matterport.com/show/?m=ADbJXxjS1c3&brand=0 ## Listing Agent - **Name:** Beth Stanway - **Brokerage:** IPJ Real Estate - **Phone:** (802) 388-4242 - **Broker Phone:** (802) 388-4242 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/464-E-Main-St_Middlebury_VT_05753_M38850-65344?f=listhub&s=NNERENNH&m=5095929&c=propsimple) ## Photos ![464 E Main Street - Photo 1](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2827815655r.jpg) ![464 E Main Street - Photo 2](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f810800690r.jpg) ![464 E Main Street - Photo 3](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f455783785r.jpg) ![464 E Main Street - Photo 4](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1706311873r.jpg) ![464 E Main Street - Photo 5](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f4165431661r.jpg) ![464 E Main Street - Photo 6](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1540545126r.jpg) ![464 E Main Street - Photo 7](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1002917373r.jpg) ![464 E Main Street - Photo 8](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1269667203r.jpg) ![464 E Main Street - Photo 9](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2939313317r.jpg) ![464 E Main Street - Photo 10](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f223402289r.jpg) ![464 E Main Street - Photo 11](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1401660730r.jpg) ![464 E Main Street - Photo 12](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f837380694r.jpg) ![464 E Main Street - Photo 13](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1855894822r.jpg) ![464 E Main Street - Photo 14](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2380885973r.jpg) ![464 E Main Street - Photo 15](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3040041549r.jpg) ![464 E Main Street - Photo 16](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3316655693r.jpg) ![464 E Main Street - Photo 17](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f386806024r.jpg) ![464 E Main Street - Photo 18](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3441534753r.jpg) ![464 E Main Street - Photo 19](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f253880976r.jpg) ![464 E Main Street - Photo 20](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1950968673r.jpg) ![464 E Main Street - Photo 21](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1207355764r.jpg) ![464 E Main Street - Photo 22](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1950968673r.jpg) ![464 E Main Street - Photo 23](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3413879035r.jpg) ![464 E Main Street - Photo 24](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1341609348r.jpg) ![464 E Main Street - Photo 25](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1573040397r.jpg) ![464 E Main Street - Photo 26](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1672365663r.jpg) ![464 E Main Street - Photo 27](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f621282607r.jpg) ![464 E Main Street - Photo 28](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f867900724r.jpg) ![464 E Main Street - Photo 29](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f4007642063r.jpg) ![464 E Main Street - Photo 30](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3859292741r.jpg) ![464 E Main Street - Photo 31](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f578029224r.jpg) ![464 E Main Street - Photo 32](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1438688863r.jpg) ![464 E Main Street - Photo 33](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1179311789r.jpg) ![464 E Main Street - Photo 34](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f551317420r.jpg) ![464 E Main Street - Photo 35](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f682910051r.jpg) ![464 E Main Street - Photo 36](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f405293875r.jpg) ![464 E Main Street - Photo 37](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1721365136r.jpg) ![464 E Main Street - Photo 38](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f758031840r.jpg) ![464 E Main Street - Photo 39](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3497353617r.jpg) ![464 E Main Street - Photo 40](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f4087625945r.jpg) ![464 E Main Street - Photo 41](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1719554097r.jpg) ![464 E Main Street - Photo 42](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2126958670r.jpg) ![464 E Main Street - Photo 43](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f1022696338r.jpg) ![464 E Main Street - Photo 44](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f769837919r.jpg) ![464 E Main Street - Photo 45](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2095636248r.jpg) ![464 E Main Street - Photo 46](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2025777367r.jpg) ![464 E Main Street - Photo 47](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f2432264149r.jpg) ![464 E Main Street - Photo 48](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f507450326r.jpg) ![464 E Main Street - Photo 49](http://lh.rdcpix.com/ce734ebc4f03ae7bc0bc6263ded1fa88l-f3155836312r.jpg) --- **MLS#:** 5095929 | **Updated:** 2026-09-14 **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://www.propertysimple.ai/listing/464-e-main-street-middlebury-vt-05753-5095929) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/464-e-main-street-middlebury-vt-05753-5095929#listing", "url": "https://www.propertysimple.ai/listing/464-e-main-street-middlebury-vt-05753-5095929", "name": "464 E Main Street, Middlebury, VT 05753", "description": "Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. 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