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16 Headwall Dr #16, 
Bridgton, ME 04009

$799,000

2

Beds

3

Baths

1,980

Sq Ft

Condo

Virtual Tour

Active

Listed by

Lee Cooper

Boston Abodes

781-254-2003

Last updated:

March 15, 2026, 10:46 AM

MLS#

73473351

Source:

MLSPIN

About This Home

16 Headwall Dr #16

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.

Home Facts

Condo

3 Baths

2 Bedrooms

Built in 2006

Price Summary

799,000

$403 per Sq. Ft.

MLS #:

73473351

Last Updated:

March 15, 2026, 10:46 AM

Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

1,980 Sq. Ft.

Structure

Structure

Building Area:

1,980 Sq. Ft.

Year Built:

2006

Lot

Lot Size (Sq. Ft):

653,400

Finances & Disclosures

Finances

Price:

$799,000

Price per Sq. Ft:

$403 per Sq. Ft.

Source:MLSPIN
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.