299 S Main St

2,168 Sq. Ft.
$242 / Sq. Ft.
2,168
Sq. Ft.
$242
per Sq. Ft.

Description

Timeless Charm with Modern Construction -- Rebuilt from the ground up, this 3 bedroom, 2 bath, distinctive home reflects the character of the 1800s while benefiting from the quality and standards of modern construction. After the original residence was lost to fire in 2018, the home was completely reconstructed—from the foundation through the windows—using durable, energy-efficient materials and contemporary building systems. Careful attention was given to preserving the traditional character and...Timeless Charm with Modern Construction -- Rebuilt from the ground up, this 3 bedroom, 2 bath, distinctive home reflects the character of the 1800s while benefiting from the quality and standards of modern construction. After the original residence was lost to fire in 2018, the home was completely reconstructed—from the foundation through the windows—using durable, energy-efficient materials and contemporary building systems. Careful attention was given to preserving the traditional character and warmth of the antique home that once occupied the site, while providing the comfort, reliability, and efficiency expected in a newly built residence. The composite roof, designed to resemble classic slate, contributes to the home’s historic appearance while offering modern durability and minimal maintenance. This property offers the appeal of heritage styling paired with the confidence of updated construction, with every major component meeting or exceeding current building standards. The original barn/garage remains on the property and presents an opportunity for restoration or future use. Set on approximately three-quarters of an acre, the property includes a generously sized backyard and ample outdoor space. The location in Wallingford, VT makes your travel easy. Minutes to Rutland, Manchester and major ski resorts such as Okemo, Stratton, Bromley and Magic Mountains. For the Summer outdoor enthusiast, opportunities are close by for hiking the Long Trail, kyaking and swimming at Little Rock Pond, Emerald Lake State Park or Elfin Lake.
  1. Listed by Gail Beardmore • Engel & Volkers Okemo • Cell: 802-236-5431

Property Details for 299 South Main Street

Zoning
Residential/Commercial
LISTING UPDATED: 03/16/2026 06:55 PM

Property Details for 299 South Main Street

StatusActive
MLS #5079302
Days on Market14
Taxes$6,828 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2018
Lot Size0.70 AC / 30,492 SF
CountyRutland County

Location

Listing Courtesy of Engel & Volkers Okemo
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Building Information for 299 South Main Street

Stories1Year Built2018Building Size-Lot Size0.70 AC / 30,492 SF

Payment Calculator

$3,117 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,548

Property Taxes

$569

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 299 South Main Street

Summary
Location and General Information
  • City: Wallingford
  • County: VT-Rutland
  • Directions: From the Light at Route 7 & Route 140 stay on Route 7 S to 299.
  • Latitude: 43.467286853455768
  • Longitude: -72.978281355819718
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05773
Taxes and HOA Information
  • SPAN Number: 68181610351
  • Tax Rate: 2.35%
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: City Lot
  • Lot Size Acres: 0.7
  • Road Frontage Length: 90.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 2018
Utilities
  • Electric: 100 Amp Service
  • Sewer: Public Sewer On-Site
  • Water Source: Spring
  • Utilities: Telephone at Site
  • Internet: Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Color: White
  • Construction Materials: Wood Frame
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Freezer, Electric Range, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Concrete Floor, Crawl Space, Full, Storage Space, Unfinished, Basement Stairs
  • Flooring: Hardwood, Tile
  • Heating: Oil, Boiler
  • Cooling: None
  • Total Stories: 1.5

Property History for 299 South Main Street

DateEvent & SourcePriceAppreciation
Mar 13, 2026

Listed (Active)

New England Real Estate Network #5079302

$525,000
DateEvent & SourcePrice
03/13/2026

Listed (Active)

New England Real Estate Network #5079302

$525,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 299 South Main Street

Taxable ValueLand$26,000Additions$264,700Total$290,700
Tax Record2020$5,770 ($481 / month)
Home Facts
Beds3Total Finished SqFt2,314 SqFtAbove Grade Finished SqFt2,314 SqFtLot Size30,492 SqFtStyleSingle Family ResidenceYear Built1800CountyRUTLANDAPN(216) 7010299Fireplace TypeHas Fireplace

Schools near 299 South Main Street

This home is within Mill River Unified School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Wallingford Village School
PublicPK to 6

Mill River Usd #40
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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299 South Main Street is a single family home for sale in Wallingford, VT 05773. This property was listed for sale on March 13, 2026 by Engel & Volkers Okemo, it's currently listed at $525,000. This listing's school district is Mill River Unified School District. Nearby schools include Wallingford Village School and Mill River Usd #40. 299 South Main Street is a 3-bed, 2-bath, 2,168 sqft single family home built in 2018.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Engel & Volkers Okemo

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 03/28/2026 07:56 AM