$639,000
UNDER CONTRACT

14 Winchester Dr Cutler, ME 04626

Estimated payment $3,920/month

Total Views 436
3 Beds
2.5 Baths
2,357 Sq Ft
$271 Price per Sq Ft

Highlights

  • Deeded Waterfront Access Rights
  • Cape Cod Architecture
  • Wood Flooring
  • 150 Feet of Waterfront
  • Deck
  • Main Floor Bedroom

About This Home

Little Machias is an intimate coastal community that echoes the quiet history of generations who have made their homes along the protected waters of this secluded Atlantic bay. Recently refreshed to feel like new, this impeccable home offers an abundance of thoughtful updates, attractive details, new appliances, a new roof, and more--creating a move-in-ready retreat designed for relaxed coastal living. Trek down to 150 feet of sandy beachfront, where you can take a brisk, salty swim, launch a kayak, or simply settle in and enjoy the ever-changing beauty of the Maine coast. Spend sunny afternoons on the oversized deck, listen for seals calling among the lapping waves, watch eagles ride the prevailing winds overhead, and linger beneath the stars in evenings. This home fits Maine to a T--a wonderful setting for reunions, entertaining, getaways, or year-round living. Thoughtfully designed, the 1st floor includes a well-appointed laundry room and versatile spaces, including the option for a 1st-floor bedroom. One wing offers its own entrance and is excellent potential for an accessory dwelling unit. Water views grace nearly every room. The spacious living room features a fireplace woodstove and flows naturally to the open dining room and kitchen with seated island. A full, well-lit basement provides abundant storage and opportunity for additional living space if desired. Outside is ample parking and an oversized detached two-bay garage with dedicated work area. There's a storage shed with power and the property's original ''camp home,'' relocated to its current setting now an open workspace, offers flexibility as additional storage, a studio, or creative space. Adding to the property's unique Maine character, the original ''duplex'' outhouse remains intact and now serves as 2 charming storage sheds. Rarely does a property combine this--with sandy beach, abundant wildlife, sweeping water views, and the quiet rhythm of one of Maine's truly special coastal communities

Listing Agent

Nicole Ball

Better Homes & Gardens Real Estate/The Masiello Group Brokerage Email: nballrealestate@gmail.com Listed on: 08/30/2026

Better Homes & Gardens Real Estate/The Masiello Group

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,527

Year Built

  • Built in 1998

Lot Details

  • 1.3 Acre Lot
  • 150 Feet of Waterfront
  • Ocean Front
  • Rural Setting
  • Level Lot
  • Open Lot
  • Property is zoned Shoreland

Parking

  • 2 Car Detached Garage
  • Heated Garage

Property Views

  • Water
  • Scenic Vista

Home Design

  • Cape Cod Architecture
  • Contemporary Architecture
  • Poured Concrete
  • Wood Frame Construction
  • Shingle Roof
  • Wood Siding
  • Shingle Siding

Interior Spaces

  • 2,357 Sq Ft Home
  • Fireplace
  • Storage

Kitchen

  • Gas Range
  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Main Floor Bedroom
  • Shower

Laundry

  • Laundry Room
  • Laundry on main level

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Doghouse Basement Entry
  • Interior Basement Entry

Outdoor Features

  • Deeded Waterfront Access Rights
  • Property is near a beach
  • Deck
  • Outbuilding
  • Outhouse

Location

  • Near Waterfront

Utilities

  • No Cooling
  • Forced Air Heating System
  • Heating System Uses Oil
  • Heating System Uses Wood
  • Generator Hookup
  • Private Water Source
  • Well
  • Septic Tank
  • Private Sewer

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 7,8

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,527

Year Built

Built in 1998

Lot Details

1.3 Acres

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 1.3
  • Road Surface Type: Paved
  • Water Body Name: Atlantic Ocean, Little Machias Bay
  • MLS Status: Active Under Contract
  • Above Grade Finished Sq Ft: 2357.00
  • Architectural Style: Cape Cod, Contemporary, Shingle
  • Garage Yn: Yes
  • Year Built: 1998
  • Attribution Contact: nballrealestate@gmail.com
  • Property Information:Seasonal: No
  • Water Info:Water View2: Yes
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Water Info:Waterfront Amount -: 150.00
  • Water Info:Water Frontage Owned -: 150.00
  • Special Features: 4224

Interior Features

  • Furnished: Negotiable
  • Appliances: Dishwasher, Microwave, Gas Range, Refrigerator
  • Has Basement: Doghouse, Interior Entry, Full, Unfinished
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Fireplace: No
  • Flooring: Tile, Wood
  • Interior Amenities: 1st Floor Bedroom, Shower, Storage
  • Bedroom 2 Level: Second
  • Bedroom 3 Level: Second
  • Bedroom 4 Bedroom 4 Level: First
  • Dining Room Dining Room Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: First
  • Bedroom 1:Bedroom 1 Level: Second

Exterior Features

  • Lot Features: Near Public Beach, Rural, Level, Open Lot, Rolling Slope
  • View: Scenic
  • Waterfront Features: Deeded, Nearby, Oceanfront, ROW to Water
  • Waterfront: Yes
  • Construction Type: Wood Frame, Shingle Siding, Wood Siding
  • Foundation Details: Poured Concrete
  • Other Structures: Outbuilding, Outhouse/Privy
  • Patio And Porch Features: Deck
  • Roof: Shingle

Garage/Parking

  • Attached Garage: No
  • Garage Spaces: 2.00
  • Parking Features: Paved, 1 - 4 Spaces, On Site, Detached, Heated Garage

Utilities

  • Laundry Features: Main Level
  • Cooling: None
  • Cooling Y N: No
  • Heating: Oil, Wood, Forced Air
  • Heating Yn: Yes
  • Electric: Circuit Breakers, Generator Hookup
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well

Condo/Co-op/Association

  • Association: No

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 56628.00
  • Zoning: Shoreland

Tax Info

  • Tax Annual Amount: 4527.00
  • Tax Lot: 7,8
  • Tax Year: 2025

Map

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Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,527 $257,192 $53,213 $203,979
2024 $3,885 $242,839 $48,376 $194,463
2023 $3,278 $242,839 $48,376 $194,463
2022 $3,868 $214,901 $42,810 $172,091
2021 $3,653 $214,901 $42,810 $172,091
2017 $3,814 $214,901 $42,810 $172,091
2016 $3,814 $214,901 $42,810 $172,091
2015 $3,814 $214,901 $42,810 $172,091
2014 $3,374 $214,200 $42,800 $171,400
2012 $3,213 $214,200 $42,800 $171,400
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
08/30/2026 08/30/26 For Sale $639,000 +34.5% $271 / Sq Ft
04/18/2025 04/18/25 Sold $475,000 -9.5% $238 / Sq Ft View Prior Sale
11/21/2024 11/21/24 Price Changed $525,000 -8.7% $263 / Sq Ft
08/16/2024 08/16/24 For Sale $575,000 -- $288 / Sq Ft
Source: Maine Listings

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Personal Reps Deed $475,000 None Available
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $380,000 Purchase Money Mortgage
Source: Public Records

Source: Maine Listings

MLS Number: 1678360

Maine Listings

APN: CUTL-000016-000000-000008

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