$650,000
Original price: $679,000
4 Beds
3.5 Baths
2,922 sqft (on 1.82 acres)
464 East Main Street, Middlebury, VT 05753
Est. Mortgage $4,297/mo*
Get Pre-QualifiedHome Highlights
Property Type
Single-Family Home
Year Built
1840
Lot Size
1.82 acres
Price/Sqft
$222
Parking
Garage
Local Information
- Map ViewExplore the area around 464 East Main Street.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Last check for updates: about 10 hours ago
Listing courtesy of Beth Stanway
IPJ Real Estate, Cell: 802-989-9928
Source: PrimeMLS, MLS#5095929
Also Listed on PrimeMLS.
About this House
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!
Home Details for 464 East Main Street
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MLS Status: Active |
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Interior Details Basement: Bulkhead,Unfinished,Interior EntryNumber of Rooms: 8 |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2922 Square Feet |
Appliances & Utilities Utilities: Cable, Gas On-SiteAppliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, WasherDishwasherDryerLaundry: 2nd Floor LaundryMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Natural Gas,Hot Air,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Natural Gas |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Softwood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Softwood |
View No View |
Security Security: Smoke Detector(s) |
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Exterior Home Features Roof: Asphalt Shingle SlatePatio / Porch: Porch, Screened PorchOther Structures: Barn(s)Exterior: Garden, Natural ShadeFoundation: StoneGarden |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Gravel |
Frontage WaterfrontResponsible for Road Maintenance: Public Maintained RoadOn Waterfront |
Water & Sewer Sewer: Septic TankWater Body: Middlebury River |
Farm & Range Frontage Length: Road frontage: 150 |
Finished Area Finished Area (above surface): 2922 Square Feet |
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Days on Market: 71 |
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Year Built Year Built: 1840 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Historic Vintage |
Building Construction Materials: Clapboard ExteriorNot a New Construction |
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Price List Price: $650,000Price Per Sqft: $222 |
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Direction & Address City: Middlebury |
School Information Elementary School: Mary Hogan SchoolElementary School District: Addison CentralJr High / Middle School: Middlebury Union Middle #3Jr High / Middle School District: Addison CentralHigh School: Middlebury Senior UHSD #3High School District: Addison Central |
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Listing Agent Listing ID: 5095929 |
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Building Area Building Area: 4424 Square Feet |
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Lot Area: 1.82 Acres |
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BasementMls Number: 5095929Attribution Contact: Cell: 802-989-9928Above Grade Unfinished Area: 2922Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 952Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Around this home
What Locals Say about Middlebury
At least 17 Trulia users voted on each feature.
89 % Say car is needed
76 % Say people would walk alone at night
72 % Say yards are well-kept
71 % Say it's dog friendly
64 % Say there's wildlife
61 % Say parking is easy
60 % Say it's walkable to restaurants
59 % Say there's holiday spirit
54 % Say neighbors are friendly
52 % Say it's quiet
50 % Say it's walkable to grocery stores
50 % Say they plan to stay for at least 5 years
48 % Say there are sidewalks
45 % Say there are community events
39 % Say kids play outside
27 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
Market trends in Middlebury
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
2MoM
Home Value
Trulia Estimate
$642KSince last month
Decreased$34K (-5.1%)Since last year
Increased$226K (+56.8%)Since last sale
Increased$463K (+289.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +220% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $623K |
| August 2026 | $642K |
| July 2026 | $656K |
| June 2026 | $695K |
| May 2026 | $347K |
| April 2026 | $392K |
| March 2026 | $390K |
| February 2026 | $382K |
| January 2026 | $380K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $500,000 | 08/21/26 | 5 | 3.5 | 3,116 | |
0.33 | Single-Family Home | $432,000 | 12/23/25 | 5 | 2 | 2,963 | |
0.57 | Single-Family Home | $372,500 | 03/20/26 | 6 | 3 | 2,415 | |
0.22 | Single-Family Home | $400,000 | 08/24/26 | 4 | 2 | 1,815 | |
0.61 | Single-Family Home | $676,767 | 08/10/26 | 5 | 4.5 | 4,840 | |
0.54 | Single-Family Home | $320,000 | 02/25/26 | 4 | 2.5 | 1,875 | |
0.73 | Single-Family Home | $280,000 | 03/18/26 | 3 | 1.5 | 1,330 | |
0.71 | Single-Family Home | $410,000 | 02/11/26 | 3 | 2 | 1,673 | |
0.94 | Single-Family Home | $408,000 | 03/26/26 | 3 | 2.5 | 1,694 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.11 | $699,000 | 4 | 2 | 2,684 | For Sale | |
0.12 | $500,000 | 5 | 3.5 | 3,116 | Recently Sold | |
0.22 | $400,000 | 4 | 2 | 1,815 | Recently Sold | |
0.24 | $380,500 | 3 | 2 | 1,558 | Off Market | |
0.24 | $358,100 | 3 | 1 | 1,248 | Off Market | |
0.33 | $432,000 | 5 | 2 | 2,963 | Recently Sold | |
0.31 | $495,100 | 3 | 2.5 | 1,655 | Off Market | |
0.34 | $490,400 | 5 | 2 | 2,304 | Off Market | |
0.33 | $115,000 | - | - | - | Recently Sold | |
0.40 | $539,700 | 3 | 2 | 1,780 | Off Market | |
0.43 | $318,600 | 3 | 2.5 | 1,584 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 11, 2026 Source: PrimeMLS #5095929 | PriceChange | $650,000 Price decreased by 4% |
Jul 27, 2026 Source: PrimeMLS #5095929 | PriceChange | $679,000 Price decreased by 3% |
Jun 21, 2026 Source: PrimeMLS #5095929 | Listed For Sale | $699,000 |
Feb 25, 2000 Source: N/A | Sold | $160,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | Unavailable | $244,200 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Beth Stanway, IPJ Real Estate, Cell: 802-989-9928
Copyright 2026 PrimeMLS, Inc. All rights reserved.
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-08-31 15:51:50 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
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Frequently asked questions about 464 East Main Street
- What is the estimated monthly payment for 464 East Main Street?Based on a $650,000 list price with 20% down at today's rates, the estimated monthly payment for 464 East Main Street in Middlebury, VT is approximately $4,416 (about $3,426 principal & interest, $915 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Middlebury?Residents describe Middlebury, VT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See homes for sale in Middlebury, VT.
- What are the closest schools to 464 East Main Street?The closest schools to 464 East Main Street in Middlebury, VT are Mary Hogan School (Pre-K/Elementary, rated 8/10), Middlebury Senior Uhsd #3 (High, rated 9/10), Middlebury Union Middle School (rated 6/10).
- What is 464 East Main Street estimated to be worth?Trulia's estimated value for 464 East Main Street in Middlebury, VT is $641,600.
- Does 464 East Main Street have laundry facilities?Yes, 464 East Main Street in Middlebury, VT has in-unit laundry.
- How big is the lot at 464 East Main Street?The lot at 464 East Main Street in Middlebury, VT is about 1.8 acres.
464 East Main Street, Middlebury, VT 05753 is a 4 bedroom, 4 bathroom, 2,922 sqft single-family home built in 1840. This property is currently available for sale and was listed by PrimeMLS on Jun 21, 2026. The MLS # for this home is MLS# 5095929.