165 Pleasant St

1,800 Sq. Ft.
$144 / Sq. Ft.
1,800
Sq. Ft.
$144
per Sq. Ft.

Description

Discover the epitome of timeless Vermont charm in this exquisitely preserved 1890 New Englander, located at 165 Pleasant Street. Crafted by renowned master builder Ray Tewksbury, this rare gem is one of only 22 local examples of his exceptional precision workmanship. Nestled on a serene 0.67-acre lot, the property boasts an effortlessly maintained landscape adorned with fruit trees, majestic maples, vibrant flowering trees, lush flowering shrubs, and colorful annuals. Upon entering, you'll be captivated...Discover the epitome of timeless Vermont charm in this exquisitely preserved 1890 New Englander, located at 165 Pleasant Street. Crafted by renowned master builder Ray Tewksbury, this rare gem is one of only 22 local examples of his exceptional precision workmanship. Nestled on a serene 0.67-acre lot, the property boasts an effortlessly maintained landscape adorned with fruit trees, majestic maples, vibrant flowering trees, lush flowering shrubs, and colorful annuals. Upon entering, you'll be captivated by the seamless blend of historic character and thoughtful modernizations, creating a warm and inviting atmosphere. The interior features impressive high ceilings, hardwood floors throughout and exquisite built-in shelving. The spacious kitchen is equipped with a practical electric cooktop, ample built-ins, cabinets, and pantry space. The home comes partially furnished, maintaining a “grandmacore” aesthetic. The home also features an updated bathroom, ensuring modern comfort and convenience. Additionally, the mudroom provides a practical space for daily life, complete with additional refrigeration and freezer space. The enclosed porch, currently serving as a radiant sunroom, bathes the space in natural light and offers a versatile area for relaxation or entertainment. The upper level provides four generously proportioned rooms, including three designated bedrooms, featuring 2 cedar closets, allowing for flexible configuration to suit your unique needs. A detached one-car garage with a heated and air-conditioned workspace provides an ideal haven for work, hobbies, projects, or storage. The garage is also equipped with a drain, adding to its functionality. The impressive granite block basement features an authentic root cellar, as well as space for storage and laundry. With its unique blend of historic charm, modern functionality, and natural beauty, this extraordinary property presents a rare opportunity to own a truly one-of-a-kind treasure.
  1. Listed by Samantha Catterall • KW Coastal and Lakes & Mountains Realty/Hanover

Property Details for 165 Pleasant Street

Zoning
N/A
LISTING UPDATED: 02/08/2026 05:43 PM

Property Details for 165 Pleasant Street

StatusActive
MLS #5076021
Days on Market1
Taxes$2,997 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1890
Lot Size0.67 AC / 29,185 SF
CountyCaledonia County

Location

Listing Courtesy of KW Coastal and Lakes & Mountains Realty/Hanover
Add your commute

Building Information for 165 Pleasant Street

Stories2Year Built1890Building Size-Lot Size0.67 AC / 29,185 SF

Payment Calculator

$1,512 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,262

Property Taxes

$250

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 165 Pleasant Street

Summary
Location and General Information
  • City: Ryegate
  • County: VT-Caledonia
  • Latitude: 44.185626693493035
  • Longitude: -72.136594644180292
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05069
Taxes and HOA Information
  • SPAN Number: 54617210771
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Country Setting, Level, Open, Neighborhood
  • Lot Size Acres: 0.67
  • Road Frontage Length: 163.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1890
Utilities
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable Available, Telephone Available
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Color: green
  • Construction Materials: Wood Frame, Vinyl Siding
  • Roof: Standing Seam
Interior Features
  • Appliances: Electric Cooktop, Dishwasher, Dryer, Range Hood, Freezer, Microwave, Wall Oven, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Dirt Floor, Interior Stairs, Unfinished
  • Flooring: Carpet, Laminate, Softwood
  • Heating: Oil, Hot Air
  • Cooling: Wall AC Units
  • Total Stories: 2

Property History for 165 Pleasant Street

DateEvent & SourcePriceAppreciation
Feb 8, 2026

Listed (Active)

New England Real Estate Network #5076021

$259,000
Apr 10, 2025

Sold (Public Record)

Public Record #1556148847

$177,000
Apr 10, 2025

Sold

New England Real Estate Network #5031516

$177,000
Apr 10, 2025

Pending

New England Real Estate Network #5031516

Mar 19, 2025

Active Under Contract

New England Real Estate Network #5031516

Mar 10, 2025

Listed (Active)

New England Real Estate Network #5031516

$164,900
DateEvent & SourcePrice
02/08/2026

Listed (Active)

New England Real Estate Network #5076021

$259,000
04/10/2025

Sold (Public Record)

Public Record #1556148847

$177,000
04/10/2025

Sold

New England Real Estate Network #5031516

$177,000
04/10/2025

Pending

New England Real Estate Network #5031516

03/19/2025

Active Under Contract

New England Real Estate Network #5031516

03/10/2025

Listed (Active)

New England Real Estate Network #5031516

$164,900

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

Public Records for 165 Pleasant Street

Taxable ValueLand$16,700Additions$102,400Total$119,100
Home Facts
Beds0Lot Size29,186 SqFtStyleSingle Family ResidenceCountyCALEDONIAAPN(172) 17318016

Schools near 165 Pleasant Street

This home is within Blue Mountain Unified School District #21.
Rating
School
Type
Grades
Distance
Public - PK to 12
Rating
School
Distance
Blue Mountain Usd #21
PublicPK 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.

Similar Homes

Similar Sold Homes

165 Pleasant Street is a single family home for sale in Ryegate, VT 05069. This property was listed for sale on February 8, 2026 by KW Coastal and Lakes & Mountains Realty/Hanover, it's currently listed at $259,000. It has been on the market for a total of 1 days and was last sold on April 10, 2025. This listing's school district is Blue Mountain Unified School District #21. Nearby schools include Blue Mountain Usd #21. 165 Pleasant Street is a 3-bed, 1-bath, 1,800 sqft single family home built in 1890.

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 KW Coastal and Lakes & Mountains Realty/Hanover

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 02/08/2026 09:11 PM