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$598,900 Sale Pending

  • For Sale
  • Pending
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,980 Sq. Ft.
  • 15 Acres
  • Updated 9 hours ago

Next open house:

Open House: 12:00 PM - 1:30 PM

Sunday 10/25 12:00 PM - 1:30 PM

27 Headwall Drive #27,Bridgton, ME 04009

27 Headwall Drive #27BridgtonME04009

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Ski-In/Ski-Out Pleasant Mountain Condo with Breathtaking Mountain & Lake Views! Ideally situated in a prime slope-side location at East Slope Condos, this spacious condo comfortably SLEEPS 10+ and offers the ultimate ski-in/ski-out lifestyle. Enjoy the convenience of skiing right to the lift, the lodge or to your doorstep. Watch the ski races finish from your living room or from either of the two covered decks and enjoy stunning unobstructed views of Pleasant Mountain and Moose Pond. With two bedrooms and a large open concept great room with full bath set up for games and sleeping accommodations, there's plenty of room for family and friends to spread out and enjoy their stay. The open-concept kitchen, dining and living area features a fully equipped kitchen, hardwood floors, lots of natural light and a cozy gas fireplace. It's the perfect space to gather for meals, warm up after a day outdoors and make memories together. Enjoy winter days skiing and snowboarding, night skiing and aprés-ski at the lodge. Ski back to the condo for a meal, a warm drink or a quick break before heading out for more runs. A Four-Season Retreat surrounded by Maine's natural beauty. When the snow melts, enjoy hiking on Pleasant Mountain, boating, nearby lakes, golf, fall foliage and other outdoor activities. The quaint town of Bridgton offers local restaurants, shops, summer music festivals and an annual Winter Carnival. North Conway is just 20 minutes away, and Portland is about an hour's drive.With a new, high-efficiency Viessmann heating system, furnishings included and the condo professionally cleaned throughout, this property is move-in ready and waitiing for you to enjoy.Whether you're seeking a primary residence, weekend getaway, second home for family and friends, or investment property with great rental potential, this Pleasant Mountain condo offers an exceptional opportunity to enjoy the mountain lifestyle year-round and make memories for years to come.

Full Property Details for 27 Headwall Dr #27

General

  • Price: $598,900
  • HOA FEE: $375/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $384 (2026)
  • Status: Pending
  • Type: Townhouse
  • Source: MREIS
  • MLS ID: 1684663
  • Updated: 10/24/2026
  • Added to Site: 3 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Attic, Bathtub, Shower
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, ENERGY STAR Qualified Appliances
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Upper Level

Additional Information

  • Security/Safety: Fire Sprinkler System
  • Equipment: Cable, Internet Access Available

Exterior

  • Porch/Patio/Deck: Deck

Parking

  • Parking Features: Common, 1 - 4 Spaces

Location

  • County: Cumberland
  • Subdivision: East Slope Condominium Association

Community

  • Association: Yes
  • Units Assoc/Comm: 6

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Window Unit(s)
  • Heating Type: Propane, Baseboard, Hot Water, Zoned, Radiant

Utilities

  • Sewer: Quasi-Public, Septic Design Available, Septic Tank
  • Water: Well
  • Well: Yes

Structural Information

  • # Buildings: 6
  • Architectural Style: Chalet, Other
  • Structure Type: Townhouse
  • Construction: Wood Frame, Shingle Siding
  • Basement: Yes
  • Basement Desc.: Not Applicable, Walk-Out Access, Daylight, Finished, Full
  • Roof: Shingle
  • Square Feet: 1,980
  • Sq. Ft. Source: Public Records
  • Finished Total: 1,980 Sq. Ft.
  • Finished Above Grnd: 1,320 Sq. Ft.
  • Finished Below Grnd: 660 Sq. Ft.
  • Year Built: 2006

Lot Features

  • Property View: Fields, Mountain(s), Scenic, Trees/Woods
  • Mountain views: Yes
  • Lot Size (Acres): 15
  • Lot Size (Sq. Ft.): 653,400
  • Zoning: RES
  • Lot Description: Near Golf Course, Near Public Beach, Near Shopping, Near Town, Ski Resort, Rolling Slope, Wooded

Water Features

  • Water Front Name: Moose Pond

Green Features

  • Energy Efficient: 90% Efficient Furnace, Water Heater

Financial Considerations

  • Association Fee: $1,125
  • Assoc Fee Freq.: Quarterly
  • Tax Amount: $384.09
  • Tax Year: 2026

Disclosures and Reports

  • Lot Number: 1

Listed by Cottage & Co Real Estate (207) 653-1188

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Listing agent

— 27 Headwall Dr #27 —

  • Cottage & Co Real Estate

    207-653-1188

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Headwall Dr #27

School District:School Administrative District 61
NameGradesDistance
Stevens Brook School
14 Frances Bell Drive, Bridgton, ME 04009
K-55.5 mi
Lake Region Middle School
204 Kansas Road, Naples, ME 04055
6-88.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Headwall Dr #27 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/22/2026
Listed
$598,900
112.38%
MLS
2/23/2007
Sold
$282,000
—
Public Record
Get Price Alerts and Save Property
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 for 27 Headwall Dr #27

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,646
14%
$441,964
136%
2024
$3,189
-1%
$187,013
—
2023
$3,217
13%
$187,013
—
2022
$2,843
3%
$187,013
—
2021
$2,768
-1%
$187,013
—
2020
$2,796
—
$187,013
—
2019
$2,805
1%
$187,013
—
2018
$2,768
-3%
$187,013
—
2017
$2,861
3%
$187,013
—
2016
$2,777
-8%
$187,013
-14%
2015
$3,006
-2%
$218,619
—
2014
$3,074
-12%
$218,619
-16%
2013
$3,512
—
$259,577
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Cottage & Co Real Estate (207) 653-1188

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27 Headwall Drive #27, Bridgton, ME 04009 (MLS# 1684663) is a Townhouse property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 27 Headwall Drive #27 is currently listed for $598,900 and was received on October 22, 2026. Want to learn more about 27 Headwall Drive #27? Do you have questions about finding other Townhouse real estate for sale in Bridgton? You can browse all Bridgton real estate or contact a Coldwell Banker agent to request more information.

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