99 Shepard St

1,884 Sq. Ft.
$260 / Sq. Ft.
1,884
Sq. Ft.
$260
per Sq. Ft.

Description

Most Charming Three Bedroom L~Ranch! Move~In Ready! Gorgeous Living Room Features A Warming, Brick Hearth Fireplace! Classic Country Kitchen Offers Stylish Oak Cabinetry, Breakfast Bar, Gas Stove, Microwave, Dishwasher, Refrigerator And Garbage Disposal! Wonderful Dining Room Area, Adjacent To The Sliding Glass Doorway, That Leads Directly To Your Spacious, Covered 20' X 12' Screened~In Porch With Two Ceiling Fans (Storm Glass Inserts Are Available Too)! Totally Relaxing Space Overlooking The Spectacular...Most Charming Three Bedroom L~Ranch! Move~In Ready! Gorgeous Living Room Features A Warming, Brick Hearth Fireplace! Classic Country Kitchen Offers Stylish Oak Cabinetry, Breakfast Bar, Gas Stove, Microwave, Dishwasher, Refrigerator And Garbage Disposal! Wonderful Dining Room Area, Adjacent To The Sliding Glass Doorway, That Leads Directly To Your Spacious, Covered 20' X 12' Screened~In Porch With Two Ceiling Fans (Storm Glass Inserts Are Available Too)! Totally Relaxing Space Overlooking The Spectacular Fenced~In Backyard! Level, Deep, Well Landscaped! Grand Outdoor Oasis Abutting City Of Winooski's Historic Landry Park! Expansive Lawn, Enchanting Location! Magnificent Outdoor Sanctuary! Three Lovely Bedrooms! Full, Double Vanity Bathroom! Special Note: Hardwood Flooring Under The Wall To Wall Carpeting That Is Currently Found In The Living Room, Hallway And Bedrooms! Recently Installed 3 Zone GHW Heating System! High Quality, Innovative & Efficient (95% Efficiency Rating)! Domestic Hot Water! Full Basement! Great Recreational Room! Plenty Of Storge! Laundry Station! Washer & Dryer Included! Special Workshop! Lots Of Shelving! Perfect Setup! Secondary Staircase Exit From The Basement To The Attached Garage! Ideal For Projects & Safety! Acorn Chairlift In Place Provides A Comfortable And Reliable Ride From Floor One To The Lower Level! Exceptional Stairlift Company! Quality Accessibility Provider! This Loving Home Is So Beautiful! Original Owners' Homestead! Your Search Is Over! Stellar, Westerly Views Of The Adirondack Mountain Range As Your Garage Door Opens! Close By All City Amenities, Schools & Shopping! Short Walk To The Kenneth R. Myers Memorial Community Pool! You're Going To Love This Place! A Cherished Treasure This Residence! Prized Stewardship Through The Years! Superb Proximity! Quiet, Low Traffic Street! Rest And Relaxation Emanates! Delayed Showings Until Saturday, April 25th, 2026! Offer(s) Submittal Deadline: Sunday, April 26th, 2026, At 7:00 PM!
  1. Listed by Gregory Clairmont • Greg Clairmont and Associates .

Property Details for 99 Shepard Street

Water View
No
Waterfront Property
No
Zoning
Residential

Open Houses

Saturday, Apr 25th2:00 PM - 5:00 PM
Sunday, Apr 26th1:00 PM - 4:00 PM
LISTING UPDATED: 04/23/2026 10:53 AM

Property Details for 99 Shepard Street

StatusActive
MLS #5084880
Days on Market-
Taxes$9,247 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1967
Lot Size0.67 AC / 29,185 SF
CountyChittenden County

Location

Listing Courtesy of Greg Clairmont and Associates .
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Building Information for 99 Shepard Street

Stories1Year Built1967Building Size-Lot Size0.67 AC / 29,185 SF

Payment Calculator

$3,233 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,462

Property Taxes

$771

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 99 Shepard Street

Summary
Location and General Information
  • City: Winooski
  • County: VT-Chittenden
  • Directions: While Traveling On North Street, Turn On To Pine Street, Then Right Turn On To Shepard Street, Subject Property Will Be On Your Right. Sign Posted!
  • Latitude: 44.499324737833724
  • Longitude: -73.194588169311544
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05404
Taxes and HOA Information
  • SPAN Number: 774-246-11435
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Paved
Property
Lot Information
  • Common Land Acres: 0.0
  • Lot: .67
  • Lot Features: City Lot, Country Setting, Field/Pasture, Landscaped, Level, Mountain View, Open, Street Lights, Trail/Near Trail, In Town, Near Paths, Near Shopping, Neighborhood, Near Public Transportatn, Near Hospital, Near School(s)
  • Lot Size Acres: 0.67
  • Road Frontage Length: 89.0
  • Water Body Access: No
  • Total Finished Area: 1884.0
  • Above Grade Finished Area: 1296.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 588.0
  • Below Grade Finished Area Source: Measured
  • Below Grade Unfinished Area: 504.0
  • BelowGradeUnfinishedAreaSource: Measured
  • Lot Size Square Feet: 29185.0
  • Total Area: 2388.0
Property and Assessments
  • Current Use: No
  • Assessment Amount: $456,700
  • Assessment Year: 2024
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: Unknown
  • Flood Zone: Unknown
  • Owned Land: Yes
  • Planned Urban Developmt: No
  • PreConstruction: No
  • Resort: No
  • ROW to other Parcel: Unknown
  • Suitable Use: Residential, Tillable
  • Surveyed: Unknown
  • Year Built: 1967
  • School District: Winooski School District
  • High School: Winooski High School
  • Middle/Jr School: Winooski Middle/High School
  • Elementary School: John F Kennedy Elementary
Utilities
  • Electric Company: GMP
  • Cable Company: Choice
  • Fuel Company: VT GAS
  • Electric: Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable Available, Gas On-Site, Telephone Available
  • Internet: High Speed Intrnt Avail
  • Water Company: City of Winooski PW
Interior and Exterior Features
Exterior Features
  • Color: Beige
  • Construction Materials: Wood Frame, Vinyl Siding
  • Roof: Architectural Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Microwave, Refrigerator, Washer, On Demand Water Heater, Exhaust Fan
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Full, Partially Finished, Interior Stairs, Storage Space, Interior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Porch
  • Rooms: Level B: Level B: Great Room
  • Flooring: Carpet, Ceramic Tile, Hardwood, Vinyl
  • Heating: Coal, Natural Gas, Baseboard, Multi Zone
  • Cooling: None
  • Total Stories: 1
  • Rooms Total: 9
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 1
Room Information
Room 1
  • Room Dimensions: 21' X 13'
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 13' X 10'
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 12' X 11'
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 16' X 11'
  • Room Level: 1
  • Room Type: Bedroom
Room 5
  • Room Dimensions: 13' X 12'
  • Room Level: 1
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 13' X 11'
  • Room Level: 1
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 9' X 7'
  • Room Level: 1
  • Room Type: Bathroom Full
Room 8
  • Room Dimensions: 24' X 16' + 17' X 12'
  • Room Level: Basement
  • Room Type: Great Room
Room 9
  • Room Dimensions: 20' X 12'
  • Room Level: 1
  • Room Type: Porch
Rental
Rent Information
  • Rented: No

Public Records for 99 Shepard Street

Taxable ValueLand$222,000Additions$234,700Total$456,700
Home Facts
Beds0Lot Size29,185 SqFtStyleSingle Family ResidenceCountyCHITTENDENAPN(246) SH099

Schools near 99 Shepard Street

This home is within Winooski School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
J. F. Kennedy Elementary School
PublicPK to 5

Winooski Middle School
Public6 to 8

Winooski High School
Public9 to 12

St. Francis Xavier School
PrivatePK to 8

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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99 Shepard Street is a single family home Coming Soon in Winooski, VT 05404. This property is currently priced at $489,000. This listing's school district is Winooski School District. Nearby schools include J. F. Kennedy Elementary School, Winooski Middle School and Winooski High School. 99 Shepard Street is a 3-bed, 1-bath, 1,884 sqft single family home built in 1967.

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 Greg Clairmont and Associates .

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 04/23/2026 12:09 PM