Last Sold Price
4 beds1,680 sqft$204/sqft
105 Upper Round Top Rd, Plymouth, VT 05056

Description

Minutes to killington, okemo or woodstock! Immediate access to snowmobiling and hiking from your door! This totally renovated open concept 4 bedroom/ 2 bath contemporary chalet is being sold beautifully furnished and totally turn key! Move right in and begin to enjoy this fabulous home. The home offers a spacious floor plan perfect for entertaining. Walk in the home to a brand new mudroom with plenty of storage. Great kitchen that flows into an open dining and living area with wall of glass to enjoy...Minutes to killington, okemo or woodstock! Immediate access to snowmobiling and hiking from your door! This totally renovated open concept 4 bedroom/ 2 bath contemporary chalet is being sold beautifully furnished and totally turn key! Move right in and begin to enjoy this fabulous home. The home offers a spacious floor plan perfect for entertaining. Walk in the home to a brand new mudroom with plenty of storage. Great kitchen that flows into an open dining and living area with wall of glass to enjoy the tranquil views. Living area has handsome stone hearth and gas fireplace. The lower level has an extra living/ hang out room for family and friends to stretch out. Large deck with huge hot tub. Relax by the firepit at night and soak in the stars and no light pollution! Sweet seasonal mountain views! Strong rental potential, excellent investment in the heart of ski and snowmobile country!
LISTING CLOSED: 08/25/2020 12:00 AM

  1. Listed by Marni Rieger • KW Vermont-Killington

Sold By KW Vermont-Killington

Property Details for 105 Upper Round Top Road

Status
MLS #
4813029
Days on Market
30
Taxes
$3,923 / year
HOA Fees
$1,200 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1975
Lot Size
0.44 AC / 19,166 SF
Parking
Driveway, On-Site, Parking Spaces 5
Zoning
Residential

Recent comparable sales

Median sold price

$350,000

Avg days on market

23

Sale-to-list ratio

99.0%

Plymouth, VT

9 comparable properties found

$350,000 | 5666 Route 100n Plymouth Vt 05056, Plymouth, VT 05056
1/49
1

$350,000

Sold 10/03/25

4
Bedrooms
1,312
Square Feet
0.47
Acres
$335,000 | 8891 Mayflower Drive, Plymouth, MI 48170
1/44
2

$335,000

Sold 01/23/25

4
Bedrooms
1,705
Square Feet
0.17
Acres
$326,500 | 11163 Terry Street, Plymouth, MI 48170
1/13
3

$326,500

Sold 10/10/24

4
Bedrooms
1,514
Square Feet
0.25
Acres
$316,001 | 9187 Sheldon Road, Plymouth, MI 48170
1/48
4

$316,001

Sold 05/20/26

4
Bedrooms
1,758
Square Feet
0.21
Acres
$370,500 | 9081 Marlowe Avenue, Plymouth, MI 48170
1/35
5

$370,500

Sold 05/28/26

4
Bedrooms
1,500
Square Feet
0.24
Acres
$365,000 | 9215 Westbury Avenue, Plymouth, MI 48170
1/35
6

$365,000

Sold 11/17/25

4
Bedrooms
1,896
Square Feet
0.27
Acres
$386,250 | 47605 Powell Road, Plymouth, MI 48170
1/29
7

$386,250

Sold 09/22/25

4
Bedrooms
1,464
Square Feet
0.83
Acres
$280,000 | 2671 West Medicine Lake Drive, Plymouth, MN 55441
8

$280,000

Sold 02/07/25

4
Bedrooms
1,672
Square Feet
0.36
Acres
$410,000 | 8 Garland Street, Plymouth, NH 03264
1/56
9

$410,000

Sold 08/26/25

4
Bedrooms
1,872
Square Feet
0.23
Acres

Location

Add your commute

Building Information for 105 Upper Round Top Road

Stories1Year Built1975Building Size-Lot Size0.44 AC / 19,166 SF

Payment Calculator

$2,170 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,743

Property Taxes

$327

HOA Dues

$100

The Payment Calculator is for illustrative purposes only.

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Property Information for 105 Upper Round Top Road

Summary
Location and General Information
  • Area Description: Mountain, Near Country Club, Near Golf Course, Near Paths, Near Snowmobile Trails, Rural, Near ATV Trail
  • City: Plymouth
  • County: VT-Windsor
  • Latitude: 43.529830411594496
  • Longitude: -72.756333615903856
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Extension
  • Zip: 05056
Taxes and HOA Information
  • Fee: $1,200.00
  • Fee Frequency: Yearly
  • Fee Includes: Other, Plowing, Water
  • SPAN Number: 486-153-10145
  • Tax - Gross Amount: $3,923.00
  • Tax Year: 2019
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - District: Windsor Central
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: No
  • Driveway: Crushed Stone, Gravel
Property
Lot Information
  • Lot - Sqft: 19166.0
  • Lot Size Acres: 0.44
  • Square Feet Apx Finished Above Grade: 1680.0
  • Square Feet Apx Finished AG Source: Other
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 1680.0
  • Square Feet Apx Total Finished: 1680.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 0.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Easements: Unknown
  • Flood Zone: No
  • Foundation: Slab - Concrete
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 1975
Utilities
  • Electric Company: GMP
  • Cable Company: Comcast or VTEL
  • Electric: 200 Amp, Circuit Breaker(s)
  • Sewer: Private, Septic
  • Utilities: Cable - At Site, High Speed Intrnt -AtSite, Telephone At Site
Interior and Exterior Features
Exterior Features
  • Features - Exterior: Deck, Garden Space, Hot Tub, Outbuilding, Shed, Storage
  • Roads: Association, Dirt, Gravel, Private, Privately Maintained
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Washer, Stove - Gas
  • Basement: No
  • Baths - Total: 2
  • Baths - Full: 0
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 2
  • Rooms - Total: 8
  • Bedrooms - Total: 4
  • Features - Interior: Cathedral Ceiling, Dining Area, Furnished, Hearth, Kitchen/Dining, Kitchen/Family, Kitchen/Living, Living/Dining, Natural Light, Natural Woodwork, Window Treatment, Laundry - 1st Floor, Smart Thermostat
  • Flooring: Ceramic Tile, Laminate, Wood
  • Heat Fuel: Electric, Gas - LP/Bottle
  • Heating: Electric, Stove - Gas
  • Cooling: None
  • Total Stories: 1.5

Property History for 105 Upper Round Top Road

DateEvent & SourcePriceAppreciation
Aug 26, 2020

Sold (Public Record)

Public Record #675699955

$343,000

+4.5% / yr

Aug 25, 2020

Sold

New England Real Estate Network #4813029

$343,000
Aug 25, 2020

Pending

New England Real Estate Network #4813029

DateEvent & SourcePrice
08/26/2020

Sold (Public Record)

Public Record #675699955

$343,000

+4.5% / yr

08/25/2020

Sold

New England Real Estate Network #4813029

$343,000
08/25/2020

Pending

New England Real Estate Network #4813029

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

Public Records for 105 Upper Round Top Road

Taxable ValueLand$46,200Additions$135,110Total$181,310
Tax Record2025$4,578 ($382 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,073 SqFtAbove Grade Finished SqFt1,319 SqFtFinished Basement SqFt754 SqFtUnfinished Basement SqFt189 SqFtStories1Lot Size19,166 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975CountyWINDSORAPN(153) 000238

Schools near 105 Upper Round Top Road

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Killington Elementary School
PublicPK to 6

Woodstock Senior Uhsd #4
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of KW Vermont-Killington

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 08/26/2026 08:31 PM