45 Trailside Road offers the ideal combination of mountain living, generous indoor space, and exceptional outdoor living on Okemo Mountain. This distinctive mountain home welcomes you through a spacious mudroom with barnboard details and plenty of room for four-season gear. Beyond, natural light fills the open kitchen, dining, and living areas, creating an inviting space for gathering. The well-appointed, custom kitchen features cherry cabinetry, stainless steel appliances, and an oversized island, cozy breakfast nook, with easy access to the expansive deck. Outdoor spaces are a highlight, including a large curved deck overlooking the private, wooded backyard, a covered porch perfect for grilling, an extensive wraparound deck, and a hot tub for relaxing after a day on the mountain. The primary suite features vaulted ceilings, generous closets, and a beautifully remodeled bath with a soaking tub and heated floor. Three additional bedrooms, a family room, and a dedicated office provide plenty of flexibility for guests, recreation, and working remotely. A three-car garage offers abundant space for vehicles and recreational equipment. Enjoy close proximity to Okemo’s slopes for winter skiing and summer mountain biking, while the nearby VAST trail network adds even more four-season recreation. With its warm Craftsman-inspired details, spacious layout, and peaceful mountain setting, 45 Trailside Road is designed to be enjoyed in every Vermont season.
Single-familyProperty Type
2005Year Built
1.3 acresLot Size
$251Price/Sq.Ft.
3 car garageParking
Listed by Sarah Sheehan• William Raveis Real Estate Vermont Properties
Gorgeous home on Trailside Road on Okemo Mountain! The outdoor living space in this house shines – Large, curved deck overlooking the lush backyard, covered porch for cook-outs, a ¾ newly built wrap-around deck and a hot tub to relax in! Enter into the large mudroom with barnboard details offering plenty of storage for your gear. Opening up to the main level, you are greeted by natural light flowing through the dining area, kitchen and living room. The kitchen features an oversized island and cherry cabinets along with stainless appliances and access out on to the deck. Plenty of room in the three-car garage for any of your toys. The VAST snowmobile trail is just down the road. Home is located in a great area to walk your dog and explore! Master bedroom suite features vaulted ceilings, his and her closets and remodeled bathroom with soaking tub and heated floor. There is plenty of room for family guests in this home with four bedrooms, a family room and an office! Enjoy close proximity to the slopes during the winter for skiing and during the summer for mountain biking!
Public Records
Dec 18, 2006
Sold
$802,500
$134/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$15,550 (+3.2%)
$101,100 + $741,200
$842,300
2024
$15,073 (+12.4%)
$101,100 + $741,200
$842,300
2023
$13,412 (−12.9%)
$101,100 + $741,200
$842,300
2022
$15,406 (−2.4%)
$101,100 + $741,200
$842,300
2021
$15,780 (+21.5%)
$101,100 + $741,200
$842,300
2020
$12,987 (+2.1%)
$111,600 + $536,300
$647,900
2019
$12,721 (+0.9%)
$111,600 + $536,300
$647,900
2018
$12,613 (+8.9%)
$111,600 + $536,300
$647,900
2016
$11,577 (−2.1%)
$111,600 + $536,300
$647,900
2015
$11,824 (+0.8%)
$111,600 + $536,300
$647,900
2014
$11,726
$111,600 + $536,300
$647,900
Public record
Public record
Zoning
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.3 Acres
Year renovated
—
Finished Sq. Ft.
5,971
Unfinished Sq. Ft.
—
Total Sq. Ft.
5,971
Year built
2005
Style
Single Family Residential
County
Windsor County
APN
36311211122
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
MTREC
Mountain Recreation District
The purpose of the Mountain Recreation District is to provide for the orderly growth of the existing ski resort in the Town of Ludlow. Future uses of land within the District are envisioned to be those which are consistent with the direct operation of the ski area facilities, as well as those which complement ski area activities. Clustering of buildings is encouraged in order to maintain open space and protect fragile areas.
Permitted uses
Include but are not limited to:
Housing-Single unit
Recreation
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
8 days above 87° expected this year, 18 days in 30 years
3/10 Wind Factor
5% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Ludlow, VT • 05149
Average low and high temperatures (°F)
24
11
28
11
43
24
55
34
61
45
74
54
79
60
75
54
71
49
58
39
43
29
29
15
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.3 hours in
June and 3.4 hours in December, placing it below the
U.S. average for solar exposure.
8.3 hrs
3.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 45 Trailside Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $650,000 and $1,750,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $650K to $1.8M.