14 Trailside Way

Bridgton, ME 04009

$899,900
Price
4
Beds
1,994 Sq. Ft.
$451 / Sq. Ft.
1,994
Sq. Ft.
$451
per Sq. Ft.
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New Construction
New Construction
Publication1
14 trailside way bridgton 4-9-2026-3
Publication2
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
kitchen 3
kitchen 4
kitchen 7
kitchen 6
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
exterior 6
Railing
14 trailside way bridgton 4-9-2026
Water view 2
exterior 12
IMG_1992
IMG_1993
walk way 1
Railing 1
Railing 2
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View water
walk way
water view 3

Description

Nestled slope-side at the Pleasant Mountain Ski Area, now part of the renowned Boyne Resorts, (owner of Sunday River, Sugarloaf, and Loon Ski Resort) 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...Nestled slope-side at the Pleasant Mountain Ski Area, now part of the renowned Boyne Resorts, (owner of Sunday River, Sugarloaf, and Loon Ski Resort) 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 firepit. Ascending to the loft, 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 your 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 offers additional accommodation for guests. The slider leads to a second deck with custom railings. This property comes completely furnished, making it a turn-key opportunity for those seeking their dream vacation or investment home. This property already has an impressive rental history with future income on the books. Downtown Bridgton has 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 Septi
  1. Listed by Barbara Howe • Pine Tree Realty of Maine
    P: (207)-583-7510 C: (207)-583-7510 barbarahowe990@gmail.com

Property Details for 14 Trailside Way

Architectural Style
Chalet, Contemporary, New Englander
Style
Chalet
View
Mountain(s), Scenic, Trees/Woods
Has Waterfront
No
Waterfront Features
Lake/Fresh Water, Nearby, Public
Zoning
Residential
LISTING UPDATED: 07/07/2026 03:35 PM

Property Details for 14 Trailside Way

StatusActive
MLS #1657247
Days on Market89
Taxes$6,498 / year
HOA Fees$2,000 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2025
Lot Size-
CountyCumberland County
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Location

Listing Courtesy of Pine Tree Realty of Maine
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Building Information for 14 Trailside Way

Stories-Year Built2025Building Size-Lot Size-

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$5,192 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,484

Property Taxes

$542

HOA Dues

$167

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Property Information for 14 Trailside Way

Summary
Location and General Information
  • Water View: Yes
  • Location: Near Public Beach, Rural, Ski Resort
  • Page: 291
  • Directions: Directions: Route 302 to Mountain Road, past Pleasant Mountain Ski Area, Trailside Way is on your right, follow up to #14 on the right.
  • Latitude: 44.050347
  • Longitude: -$70.81
  • Water Body Type: Lake, Pond
  • Water Body Name: Moose Pond
Taxes and HOA
  • Association Fee: $2,000.00
  • Association: Yes
  • Tax Lot: 17/B
  • Tax Book Number: 39018
  • Tax Map Number: 7
  • Tax Year: 2025
  • Association Fee Frequency: Annually
  • Tax Annual Amount: $6,498.00
Parking
  • Parking Features: Paved, 1 - 4 Spaces, On Site
  • Parking: 1 - 4 Spaces, On Site
  • Vehicle Storage: No Vehicle Storage
  • Has Attached Garage: No
  • Has Garage: No
Property
Lot Information
  • Lot Features: Near Public Beach, Rural, Ski Resort, Rolling Slope
  • Lot Size Source: Public Records
  • Roads: Association, Dead End, Paved, Private Road
  • Road Frontage Type: Private Road
  • Road Surface Type: Paved
  • Tree Growth: false
  • Site: Rolling/Sloping
Property and Assessments
  • Above Grade Finished Area: 1994.0
  • Building Area Source: Public Records
  • Building Area Total: 1994.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Surveyed: Yes
  • Construction: Log
  • Year Built: 2025
Building Features
  • Foundation Details: Poured Concrete
  • Foundation Materials: Poured Concrete
  • Construction Materials: Log, Log Siding
Financial Information
  • List Price/SqFt: $451.30
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Electric, Propane
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Recreational Water: Lake/Fresh Water, Nearby, Public
  • Sewer: Private Sewer
  • Water Source: Private
  • Water Heater: On Demand, Tankless
Interior and Exterior Features
Exterior Features
  • Exterior: Log Siding
  • Roof: Shingle
  • Driveway: Paved
Interior Features
  • Amenities: 1st Floor Bedroom, Laundry - Hookup, Storage, Primary Bedroom w/Bath
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Appliances Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Bathrooms Full: 2
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 4
  • Fireplaces Total: 2
  • Laundry Features: Washer Hookup
  • # Full Baths Level 1: 1
  • # Full Baths Upper: 1.0
  • Rooms Total: 8
  • Basement: Interior Entry, Walk-Out Access, Finished, Full
  • Basement: Walk-Out Access, Finished, Full
  • Basement Entry: Interior
  • Has Fireplace: Yes
  • Patio And Porch Features: Deck
  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Electric, Propane, Direct Vent Furnace, Forced Air, Zoned, Radiant
  • Has Heating: Yes
  • Flooring: Tile, Wood, Luxury Vinyl
  • Interior Features: 1st Floor Bedroom, Storage, Primary Bedroom w/Bath
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Upper
  • Primary Bedroom Amenities: Closet, Full Bath, Suite, Vaulted Ceiling
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: First
  • Bedroom 1 Amenities: Closet
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
  • Bedroom Amenities 2: Closet
Bedroom 4
  • Bedroom 4: Bedroom 4
  • Bedroom 4 Level: Basement
  • Bedroom Amenities 4: Closet
Family Room
  • Family Room: Family Room
  • Family Room Level: Basement
  • Family Room Amenities: Gas Fireplace
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Cathedral Ceiling, Eat-in Kitchen, Island, Pantry
  • Kitchen Countertop: Granite
Laundry
  • Laundry Room Amenities: Washer Hookup
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Cathedral Ceiling, Gas Fireplace
Other Room 1
  • Other Room 1: Other Room 1
  • Other Room 1 Level: Basement
  • Other Room Amenities 1: Rec Room
Rental
Rent Information
  • Land Lease: No

Property History for 14 Trailside Way

DateEvent & SourcePriceAppreciation
Apr 14, 2026

Price Change

Maine Listings #1657247

$899,900—
Apr 10, 2026

Listed (Active)

Maine Listings #1657247

$995,000—
Mar 31, 2026

Expired

Maine Listings #1645681

$995,000—
DateEvent & SourcePrice
04/14/2026

Price Change

Maine Listings #1657247

$899,900
04/10/2026

Listed (Active)

Maine Listings #1657247

$995,000
03/31/2026

Expired

Maine Listings #1645681

$995,000

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

Public Records for 14 Trailside Way

Taxable ValueLand$500,000Additions$287,591Total$787,591
Tax Record2025$6,498 ($542 / 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 April 10, 2026 by Pine Tree Realty of Maine, it's currently listed at $899,900. 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 any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.