239 Trailside Rd
Ludlow, VT 05149
5 Beds
2 Baths
2,100 sqft (on 1 acre)
5 Beds
2 Baths
2,100 sqft
(on 1 acre)
Local Information
- Map ViewExplore the area around 239 Trailside Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1970
Lot Size
1 acre
Living Area
2,100 sqft
Price/Sqft
$265
About this House
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 :)
239 Trailside Rd, Ludlow, VT 05149 is a 5 bedroom, 2 bathroom, 2,100 sqft single-family home built in 1970. It last sold for $239,000 on Jul 11, 2014. It is currently off market. The Trulia Estimate is $555,800, with a rent estimate of $3,354/month.
Home Details for 239 Trailside Rd
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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 |
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Year Built Year Built: 1970 |
Property Type / Style Property Type: Single Family Home |
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Exterior Home Features Exterior: Wood |
Parking & Garage Parking Spaces: 6 |
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Lot Area: 1 acre |
Price History for 239 Trailside Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/01/2019 | $495,000 | ListingRemoved | Agent Provided |
| 08/25/2018 | $495,000 | Listed For Sale | Agent Provided |
| 06/05/2018 | $459,900 | ListingRemoved | Agent Provided |
| 01/09/2018 | $459,900 | PriceChange | Agent Provided |
| 09/19/2017 | $495,000 | Listed For Sale | Agent Provided |
| 07/11/2014 | $239,000 | Sold | N/A |
Market trends in Ludlow
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
65
6MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| 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 | |
1.15 | Single-Family Home | $775,000 | 06/17/26 | 3 | 2 | 2,616 | |
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 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETPrimeMLS, Closed
OFF MARKETPrimeMLS, Closed
FOR SALEPrimeMLS, Active
Assigned Schools
These are the assigned schools for 239 Trailside Rd.
- Ludlow Elementary School
- PK-6
- Public
- 79 Students
7/10GreatSchools RatingParent Rating AverageN/AStudent Review16y ago - Green Mountain Uhsd #35
- 7-12
- Public
- 300 Students
7/10GreatSchools RatingParent Rating AverageGreen Mountain Union High School has a 7th - 8th grade middle school. I would not recommend this school for kids who are intellectually advanced or sensitive in any way. The administration enables teachers to avoid good classroom management by allowing them to send kids from the classroom without just cause. The discipline approach is punitive and harsh. Teachers have very little understanding of adolescent development and the kids suffer for it. They keep talking about improvement but there is little evidence of it so far.Parent Review16y ago 
Check out schools near 239 Trailside Rd.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
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Homes for sale near 239 Trailside Rd
NEW CONSTRUCTION0.9 ACRESPrimeMLS, Active
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Off Market Homes Near 239 Trailside Rd
SOLDJUL 6, 2026
SOLDJUN 29, 2026PrimeMLS, Closed
SOLDJUN 18, 2026PrimeMLS, Closed- See more homes for sale inLudlow
