This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/120
$995,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/120
Property Description
Nestled slope-side at the Pleasant Mountain Ski Area, now part of the renowned Boyne Resorts, this stunning newly constructed custom-built log home is the essence of luxury and adventure. Imagine stepping out of your front door and onto the ski trails, where endless winter fun awaits. The soaring cathedral ceilings and wall of windows frame views of surrounding mountains and Moose Pond, that transform with the seasons. Unique lighting fixtures and tasteful décor add an elegant touch to the warm wood finishes throughout the home. The main floor is open concept living, dining, and kitchen area perfect for entertaining. The living room fireplace and soaring stone chimney adds character and warmth. Two spacious bedrooms provide cozy retreats, complemented by a stunning full bathroom featuring attractive tiled shower and flooring. Step outside onto the wrap-around porch, where open railings allow you to soak in panoramic views as you entertain around the outdoor firepit. Ascending to the loft area, you'll discover the primary bedroom, that boasts high ceilings and its own unique lighting. Indulge in the spa-like custom tile shower with a glass enclosure and enjoy your very own sitting area. The lower-level space is designed for relaxation and entertainment, featuring a cozy living room with a gas fireplace that opens to a game room-ideal for unwinding after an exhilarating day on the slopes. A fourth-bedroomed area offers additional accommodations for guests. The slider leads to a second deck with custom railings. This magnificent property comes completely furnished, making it a turn-key opportunity for those seeking their dream vacation home or a promising investment for short-term rentals. Situated just moments away from the vibrant downtown Bridgton, you'll have access to dining, shopping, and entertainment options. Nearby snowmobile, ATV trails and scenic hiking paths. Experience the thrill of Ski-in/Ski-out living, surrounded by nature's beauty.3 Bedroom Septic.
Full Property Details
Full Property Details for 14 Trailside Way #14
General
- Price: $995,000
- HOA FEE: $167/month
- HOA FEE FREQ.: Annually
- Taxes: $6,498 (2025)
- Status: Active
- Type: Condo
- Source: MREIS
- MLS ID: 1646259
- Updated: 1/5/2026
- Added to Site: 37 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Storage, Primary Bedroom w/Bath
- Fireplace: Yes
- Number of Fireplaces: 2
- Flooring: Wood, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Washer Hookup
Exterior
- Porch/Patio/Deck: Deck
Parking
- Parking Features: Reserved Parking, 1 - 4 Spaces, Paved, On-Site Parking
Location
- County: Cumberland
Community
- Association: Yes
- Units Assoc/Comm: 1
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air Conditioning
- Heating Type: Zoned, Radiant, Forced Air, Direct Vent Furnace
Utilities
- Sewer: Private Sewer
- Water: Private
Structural Information
- Architectural Style: Chalet
- Construction: Log Siding, Log
- Roof: Shingle
- Building Size: 1994
- Square Feet: 1,994
- Sq. Ft. Source: Public Records
- Living Area: 1,994 Sq. Ft.
- Finished Total: 1,994 Sq. Ft.
- Finished Above Grnd: 1,444 Sq. Ft.
- Finished Below Grnd: 550 Sq. Ft.
- Year Built: 2025
- Property Condition: New Construction
Lot Features
- Property View: Mountain(s), Scenic, Trees/Woods
- Mountain views: Yes
- Lot Size Source: Public Records
- Street/Road Desc.: Private Road, Paved
- Zoning: Residential
- Lot Description: Rolling/Sloping, Near Public Beach, Rural, Ski Resort
Financial Considerations
- Association Fee: $2,000
- Assoc Fee Freq.: Annually
- Tax Amount: $6,498
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 17/B
Listed by Pine Tree Realty of Maine (207) 693-9111
Get Pre-Approved Today
Schools
Schools serving 14 Trailside Way #14
School District:School Administrative District 61
| Name | Grades | Distance |
|---|---|---|
Lake Region High School 1877 Roosevelt Trail, Naples, ME 04055 | 9-12 | 8.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14 Trailside Way #14
Date
Details
Price
Change
Source
1/05/2026
Price Reduced
$995,000
-9.55%
MLS
12/11/2025
Listed
$1,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 14 Trailside Way #14
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,498
70%
$787,591
251%
2024
$3,823
328%
$224,235
331%
2023
$894
13%
$52,000
—
2022
$790
—
$52,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14 Trailside Way #14
14 Trailside Way #14, Bridgton, ME 04009 (MLS# 1646259) is a Condo property with 4 bedrooms and 2 full bathrooms. 14 Trailside Way #14 is currently listed for $995,000 and was received on December 11, 2025. Want to learn more about 14 Trailside Way #14? Do you have questions about finding other Condo real estate for sale in Bridgton? You can browse all Bridgton real estate or contact a Coldwell Banker agent to request more information.

