16 Headwall Dr, Unit 16

Newry, ME 04261

$849,000
Price
2
Beds
1,980 Sq. Ft.
$429 / Sq. Ft.
1,980
Sq. Ft.
$429
per Sq. Ft.
New
New

Description

Discover the perfect 4-season retreat and savvy investment at this rare, true SKI IN/SKI OUT condo. Step from your back door onto the slopes of Pleasant Mountain. Meticulously designed for hosting, the property features two large bedrooms plus two distinct living spaces. One versatile living area includes a king bed, bunk beds, and a convertible sofa, ensuring comfortable accommodation for 10-12 guests. Perfectly positioned under 2.5 hours from Boston and less than 1 hour to Portland, it offers Bridgton's...Discover the perfect 4-season retreat and savvy investment at this rare, true SKI IN/SKI OUT condo. Step from your back door onto the slopes of Pleasant Mountain. Meticulously designed for hosting, the property features two large bedrooms plus two distinct living spaces. One versatile living area includes a king bed, bunk beds, and a convertible sofa, ensuring comfortable accommodation for 10-12 guests. Perfectly positioned under 2.5 hours from Boston and less than 1 hour to Portland, it offers Bridgton's dual charm: premier skiing in winter and vibrant lake life in summer. This turnkey property is a proven performer, delivering strong, consistent rental income over the past five years. Seize a ground-floor opportunity as Boyne Resorts unveils future expansion plans, poised to elevate Pleasant Mountain into a world-class, four-season destination. This is more than a home, it's a strategic investment where immediate cash flow meets exceptional future potential. Showings begin Feb 21st.
  1. Listed by Lee Cooper • Boston Abodes

Property Details for 16 Headwall Drive, Unit 16

Town
Bridgton
Area
ME-Bridgton
Style
Townhouse
Garage Spaces
0
Parking Spaces
2.00
Parking Spaces Total
2
Unit Placement
End, Corner
LISTING UPDATED: 02/02/2026 08:16 AM

Property Details for 16 Headwall Drive, Unit 16

StatusNew
MLS #73473351
Days on Market1
Taxes$3,219 / year
HOA Fees$1,125 / quarter
Compass TypeCondo
MLS TypeCondominium/Co-Op / Condo
Year Built2006
CountyOxford County

Location

Listing Courtesy of Boston Abodes
Add your commute

Building Information for 16 Headwall Drive, Unit 16

Building/ComplexEast Slope Condo AssociationFloor1Stories3Residences32Pet PolicyAllowedPet Policy DetailsPets AllowedYear Built2006

Payment Calculator

$4,781 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,138

Property Taxes

$268

HOA Dues

$375

The Payment Calculator is for illustrative purposes only.

Property Information for 16 Headwall Drive, Unit 16

General Details
Property Details
  • Association Amenities: Garden Area
  • Building Area Units: Square Feet
  • Community Features: Shopping, Park, Walk/Jog Trails, Golf Course, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School
  • Living Area: 1980.0
  • SqFt with Basement: No
  • Total Units: 32
  • Type of Condo: Condo
  • Waterfront: No
  • Water View: Yes
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Y
  • Common Walls: End, Corner
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Interior Features: Window AC
  • SpaYN: No
Exterior Features
  • Structure Type: Townhouse
  • Waterfront Features: Lake/Pond, 3/10 to 1/2 Mile To Beach, Beach Ownership(Public)
  • Waterview Features: Lake
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Cooling: Window AC
  • Cooling: Yes
  • Heating: Baseboard, Propane, ENERGY STAR Qualified Equipment
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Private
Property Information
Property Info
  • Documents Available: Master Deed, Unit Deed, Rules & Regs, Master Plan, Management Association Bylaws, Association Financial Statements, Certificate of Insurance
  • Documents Count: 7
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Broker is manager of the LLC selling this FSBO and does not represent any buyers. Front facing balcony to be replaced with a Juliet railing at sellers expense. Seller Property Disclosures available for buyer review.
Tax Information
  • Assessments: $390,227
  • Book: 37481
  • Tax Year: 2026
  • Zoning: Res
Building / Association Information
Living Characteristics
  • Beds Total: 2
  • Total Living Levels: 3
Other Building Characteristics
  • Cooling Zones: 0
  • Heat Zones: 3
Complex & Association Information
  • Association Fee Frequency: Quarterly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Road Maintenance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
  • Complex Name: East Slope Condo Association
  • Adult Community: No
Unit Information
Unit Information
  • Unit Building: 16
  • Unit Floor Level Integer: 1.0

Property History for 16 Headwall Drive, Unit 16

DateEvent & SourcePriceAppreciation
Feb 2, 2026

Listed (Active)

MLS PIN #73473351

$849,000—
Jan 23, 2022

Expired

MLS PIN #72929197

$439,999—
Dec 21, 2021

Listed (Active)

MLS PIN #72929197

$439,999—
Jan 22, 2014

Expired

Maine Listings #1103417

$190,500—
Jul 24, 2013

Listed (Active)

Maine Listings #1103417

$190,500—
Jun 30, 2013

Expired

Maine Listings #1037386

$219,000—
Dec 12, 2011

Listed (Active)

Maine Listings #1037386

$225,000—
DateEvent & SourcePrice
02/02/2026

Listed (Active)

MLS PIN #73473351

$849,000
01/23/2022

Expired

MLS PIN #72929197

$439,999
12/21/2021

Listed (Active)

MLS PIN #72929197

$439,999
01/22/2014

Expired

Maine Listings #1103417

$190,500
07/24/2013

Listed (Active)

Maine Listings #1103417

$190,500
06/30/2013

Expired

Maine Listings #1037386

$219,000
12/12/2011

Listed (Active)

Maine Listings #1037386

$225,000

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

Schools near 16 Headwall Drive, Unit 16

This home is within Regional School Unit 44 Msad 44.
Rating
School
Type
Grades
Distance
Crescent Park School
Public - PK to 5
Telstar Middle School
Public - 6 to 8
Telstar High School
Public - 9 to 12
Woodstock School
Public - K to 5
Rating
School
Distance
Crescent Park School
PublicPK to 5

Telstar Middle School
Public6 to 8

Telstar High School
Public9 to 12

Woodstock School
PublicK 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 16 Headwall Drive, Unit 16, Newry, ME 04261

16 Headwall Drive, Unit 16 is a condo for sale in Newry, ME 04261. This property was listed for sale on February 2, 2026 by Boston Abodes, it's currently listed at $849,000. This listing's school district is Regional School Unit 44 Msad 44. Nearby schools include Crescent Park School, Telstar Middle School and Telstar High School. 16 Headwall Drive, Unit 16 is a 2-bed, 3-bath, 1,980 sqft condo built in 2006.

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. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Boston Abodes

Based on information from one of the following Multiple Listing Services: New England Real Estate Network, Maine Listings. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by New England Real Estate Network, Maine Listings is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Data last updated: 02/03/2026 01:38 PM