14 Trailside Way

Bridgton, ME 04009

$1,100,000
Price
4
Beds
1,994 Sq. Ft.
$552 / Sq. Ft.
1,994
Sq. Ft.
$552
per Sq. Ft.
Publication1
exterior 1
Moose Pond View
living room 28
living room 24
living room 26
living room 25
fireplace 1
living room 22
kitchen 8
living room 5
living room 20
kitchen 9
living room 12
kitchen 1
kitchen 2
living room 11
living room 16
living room 9
living room 19
living room 6
living room
drone 7
kitchen 3
kitchen 4
kitchen 7
kitchen 6
exterior 18
drone 5
fireplace 3
fireplace 4
fireplace
14 Trailside Way, Bridgton_037
hallway3
living room 1
living room 21
hallway4
hallway5
hallway2
hallway
second flr bath 2
second flr bath 3
second flr bath 7
second flr bath 5
second flr bath 4
second flr bath
second flr bath1
bedroom 1-3
bedroom 1-4
Bedroom 1-2
bedroom 2-1
bedroom 2-3
balcony 1
balcony
living room 29
primary bedroom 4
primary bedroom 1
primary bedroom 7
Primary bedroom
primary bath
primary bath2
primary bath3
primary bath4
primary bath6
primary bedroom 5
stairs to the loft
basement living room 11
basement living room 10
basement living room 14
basement living room 9
basement living room 12
basement living room 13
basement living room 16
basement living room 4
basement living room 1
basement living room 2
basement living room 3
basement living room 5
basement living room 15
basement living room 6
basement living room 17
basement living room 18
basement living room
basement living room 7
basement bedroom 1
basement bedroom
stairs to basement
Publication2
drone 8
exterior 2
exterior 3
exterior 4
exterior 6
exterior 7
View water
Railing
exterior 8
exterior 9
Water view 2
exterior 10
exterior 11
exterior 14
exterior 15
exterior 16
exterior
IMG_1982
exterior 13
exterior 12
drone
Publication3
water view 3
IMG_1992
IMG_1993
walk way
walk way 1
drone 3
exterior 5
Railing 1
Railing 2

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...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.
  1. Listed by Barbara Howe • Pine Tree Realty of Maine

Property Details for 14 Trailside Way

Waterfront
No
ArchitecturalStyle
Chalet
Garage
No
Zoning
Residential
View
Mountain(s), Scenic, Trees/Woods
LISTING UPDATED: 12/11/2025 10:07 AM

Property Details for 14 Trailside Way

StatusActive
MLS #1645681
Days on Market19
Taxes$6,498 / year
HOA Fees$2,000 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2025
Lot Size-
CountyCumberland County

Location

Listing Courtesy of Pine Tree Realty of Maine
Add your commute

Building Information for 14 Trailside Way

Stories-Year Built2025Building Size-Lot Size-

Payment Calculator

$6,144 per month

30 year fixed, 6.28% Interest

Principal and Interest

$5,435

Property Taxes

$542

HOA Dues

$167

The Payment Calculator is for illustrative purposes only.

Property Information for 14 Trailside Way

Summary
Location and General Information
  • Road Surface Type: Paved
  • Water Body Name: Moose Pond
  • Directions: Route 302 to Mountain Road, past Pleasant Mountain Ski Area, Trailside Way is on your right, follow up to #14 on the right.
  • Town: Bridgton
  • State/Province: ME
  • Zip Code: 04009
  • County: Cumberland
  • Geo Latitude: 44.05015
  • Geo Longitude: -70.808572
  • Road Frontage Type: Private Road
  • Tax Lot: 17/B
  • Site:Rolling/Sloping: Yes
  • Location:Near Public Beach: Yes
  • Location:Rural: Yes
  • Location:Ski Resort: Yes
  • Recreational Water:Lake/Fresh Water: Yes
  • Recreational Water:Nearby: Yes
  • Recreational Water:Public: Yes
Parking
  • Parking Features: 1 - 4 Spaces, Paved, On Site
  • Attached Garage: No
Taxes and HOA Information
  • Tax Book Number: 39018
  • Tax Map Number: 7
  • Tax Year: 2025
  • Parcel Number: BRGT-000007-000017-B000000-000014
  • Location Information:Association Y/N: Yes
  • Tax Annual Amount: $6,498.00
Property
Heating and Cooling
  • Water Heater:On Demand: Yes
  • Water Heater:Tankless: Yes
Lot Information
  • SqFt Finished Below Grade: 550.0
  • SqFt Finished Above Grade: 1444.0
  • Lot Size Acres: 0.0
  • Source of Acreage: Public Records
  • Building Area Total: 1994.0
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Street Number: 14
  • Property Information:Surveyed: Yes
  • Property Information:Seasonal: No
  • Property Information:# Rooms: 8.00
  • Property Information:Total Half Baths: .00
  • Property Information:# Full Baths Basement: .00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: 1.00
  • Property Information:# Half Baths Level 1: .00
  • Property Information:# Full Baths Level 2: .00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: 1.00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Paved: Yes
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Public Records
  • Year Built: 2025
Utilities
  • Electric: True
  • Sewer: Private Sewer
  • Water Source: Private
  • Gas:Bottled: Yes
Interior and Exterior Features
Exterior Features
  • Construction Materials: Log Siding, Log
  • # Fireplaces: 2
  • Fireplace: Yes
  • Vehicle Storage:No Vehicle Storage: Yes
  • Roof: Shingle
  • Patio and Porch Features:Deck: Yes
Interior Features
  • Basement: Interior, Walk-Out Access, Finished, Full
  • Flooring: Wood, Tile
  • Interior Features: Storage, Primary Bedroom w/Bath
  • Cooling: Central Air
  • Heating: Zoned, Radiant, Forced Air, Direct Vent Furnace
  • Foundation Details: Concrete Perimeter
  • Laundry Features: Washer Hookup
  • Room Total: 8
  • Bathrooms Total (Integer): 2
  • Bathrooms Total (Decimal): 2.00
  • Bathrooms Total (Notational): 2.00
  • Cooling YN: Yes
  • Heating YN: Yes
Room Information
Room 1
  • Room Type: Living Room
  • Room Level: First
Room 2
  • Room Type: Kitchen
  • Room Level: First
Room 3
  • Room Type: Bedroom 1
  • Room Level: First
Room 4
  • Room Type: Bedroom 2
  • Room Level: First
Room 5
  • Room Type: Primary Bedroom
  • Room Level: Upper
Room 6
  • Room Type: Family Room
  • Room Level: Basement
Room 7
  • Room Type: Bedroom 4
  • Room Level: Basement
Room 8
  • Room Type: Other Room
  • Room Level: Basement

Property History for 14 Trailside Way

DateEvent & SourcePriceAppreciation
Dec 5, 2025

Listed (Active)

Maine Listings #1645681

$1,100,000—
Oct 7, 2025

Listed (Active)

New England Real Estate Network #5065210

$1,100,000—
DateEvent & SourcePrice
12/05/2025

Listed (Active)

Maine Listings #1645681

$1,100,000
10/07/2025

Listed (Active)

New England Real Estate Network #5065210

$1,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 14 Trailside Way

Taxable ValueLand$100,000Additions$124,235Total$224,235
Tax Record2024$3,823 ($319 / month)
Home Facts
Total Finished SqFt825 SqFtAbove Grade Finished SqFt825 SqFtCountyCUMBERLANDAPNBRGT M:007 L:017 S:B T:014

Schools near 14 Trailside Way

This home is within Regional School Unit 61 Msad 61.
Rating
School
Type
Grades
Distance
Stevens Brook School
Public - PK to 5
Lake Region Middle School
Public - 6 to 8
Lake Region High School
Public - 9 to 12
Crooked River Elementary
Public - 3 to 5
Rating
School
Distance
Stevens Brook School
PublicPK to 5

Lake Region Middle School
Public6 to 8

Lake Region High School
Public9 to 12

Crooked River Elementary
Public3 to 5

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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More information about 14 Trailside Way, Bridgton, ME 04009

14 Trailside Way is a single family home for sale in Bridgton, ME 04009. This property was listed for sale on December 5, 2025 by Pine Tree Realty of Maine, it's currently listed at $1,100,000. This listing's school district is Regional School Unit 61 Msad 61. Nearby schools include Stevens Brook School, Lake Region Middle School and Lake Region High School. 14 Trailside Way is a 4-bed, 2-bath, 1,994 sqft single family home built in 2025.

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 Pine Tree Realty of Maine

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.