239 Trailside Rd, Ludlow, VT 05149
OFF MARKET

239 Trailside Rd
Ludlow, VT 05149

  • 5 Beds
  • 2 Baths
  • 2,100 sqft (on 1 acre)

$533,700

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $3,624/mo*

$533,700

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $3,624/mo*
5 Beds
2 Baths
2,100 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

The Trailside Road Chalet is a beautiful Vermont ski chalet located across from an Okemo ski trail. Renovated in 2014, the Trailside Road Chalet is a spacious year round mountain retreat that with a pool table, 5 bedrooms, 2 bathrooms and plenty of space to spread out! The best part about the home is its location -- across the street from Okemo's Sunshine Quad chairlift at South Face Village on Okemo Mountain. Skiing is just 100 yards away from the house! The Chalet is located on a private wooded lot overlooking a babbling brook on Okemo Mountain. This home is convenient to skiing and activities at Okemo Mountain Resort -- across the street from the Sunshine Quad and about 1.5 miles to the Okemo base lodge and the picturesque town of Ludlow with many quaint restaurants and shops. Easily sleeps 13+ people and has an EXCELLENT rental history making this a great investment. *We honor ALL agent relationships - ask your agent to show you this home and we will pay their commissions :)
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 239 Trailside Rd

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Interior Details
Types of Rooms: Dining Room, Family Room, Mud Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
Parking Spaces: 6

Lot Information

Lot Area: 1 acre

Price History for 239 Trailside Rd

DatePriceEventSource
04/01/2019$495,000ListingRemovedAgent Provided
08/25/2018$495,000Listed For SaleAgent Provided
06/05/2018$459,900ListingRemovedAgent Provided
01/09/2018$459,900PriceChange
Agent Provided
09/19/2017$495,000Listed For SaleAgent Provided
07/11/2014$239,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$246,000
Home facts updated by county records

Comparable Sales for 239 Trailside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$700,000
11/19/25
3
2.5
2,495
0.09
Single-Family Home
$680,000
10/10/25
3
2
2,967
0.22
Single-Family Home
$696,000
03/20/26
4
3.5
2,654
0.30
Single-Family Home
$715,000
10/30/25
3
3
2,630
0.79
Single-Family Home
$495,000
02/09/26
3
2
1,658
1.05
Single-Family Home
$250,000
02/13/26
5
3
3,474
0.93
Single-Family Home
$355,000
12/19/25
3
1
1,064
1.36
Single-Family Home
$564,000
11/21/25
3
2
2,123
1.19
Single-Family Home
$498,100
09/09/25
5
3
2,431
1.35
Single-Family Home
$650,000
10/17/25
3
2.5
1,966

Nearby homes

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What Locals Say about Ludlow

At least 9 Trulia users voted on each feature.
  • 100 % Say people would walk alone at night

  • 89 % Say there's wildlife

  • 88 % Say it's dog friendly

  • 85 % Say parking is easy

  • 75 % Say it's walkable to restaurants

  • 75 % Say yards are well-kept

  • 73 % Say kids play outside

  • 73 % Say car is needed

  • 69 % Say streets are well-lit

  • 67 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 62 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 53 % Say there are sidewalks

  • 50 % Say there are community events

  • 40 % Say there's holiday spirit

Sourced by Trulia users. Learn more about our methodology.
  • Wendinap
    "Plenty of places to walk your dog but hilly and not so close to town. Beautiful in all seasons. Y dog loves Ludlow, VT!"
  • Larry K.
    "Dog owners would feel quite comfortable here!! Plenty of areas to walk where both owner and dog would have no issues when out on the town."
  • lucafer
    "Great town. Busy in summer and winter but nice and relaxed in shoulder seasons. Nice downtown with great small shops and restaurants. "
  • Larry K.
    "Ludlow is a quaint New England town with a local hometown Vermont feel. Small town values, friendly locals, and sense of community. While mostly a tourist destination area Ludlow is home to Okemo Ski Resort recently purchased by Vail Resorts. Great restaurants, skiing, golfing, and outdoor activities. "
  • Jamee J.
    "Conservative mostly, most of the population are older and/ or retired folks and married couples, everyone knows everyone, not much for locals to do in town, the grocery store in town is kinda exspensive, its exspensive to live here, its a tourist town."
  • janis p.
    "great family ski area, and beautiful during the summer for hikes, swimming and canoeing"

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Apartments for Rent

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Homes for sale near 239 Trailside Rd

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Off Market Homes Near 239 Trailside Rd

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Homes for rent near 239 Trailside Rd

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239 Trailside Rd, Ludlow, VT 05149 is a 5 bedroom, 2 bathroom, 2,100 sqft single-family home built in 1970. This property is not currently available for sale. 239 Trailside Rd was last sold on Jul 11, 2014 for $239,000. The current Trulia Estimate for 239 Trailside Rd is $533,700.