14 Winchester Dr Cutler, ME 04626
Estimated payment $3,920/month
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
Better Homes & Gardens Real Estate/The Masiello Group Brokerage Email: nballrealestate@gmail.com Listed on: 08/30/2026
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
Map
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 |
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 |
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 |
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: Maine Listings
MLS Number: 1678360
APN: CUTL-000016-000000-000008
- 99 Little MacHias Rd
- 214 Sea Ledges Rd
- 142 Destiny Bay Rd
- 198 Destiny Bay Rd
- 2245 Cutler Rd
- 2195 Cutler Rd
- Map 06 Lots #16 16-2 16-3 Cutler Rd
- M002L035 Route 191(cutler Rd) Rd
- 45 MacHias Bay Dr Unit 222
- 1480 Cutler Rd
- 552 Number Nine Rd
- Lot 15 Ackley Rd
- 20 Beachwood Bay Dr Unit 312
- 1 Beachwood Bay Dr Unit 2
- 1 Beachwood Bay Dr Unit 1
- 24 Beachwood Bay Dr Unit 314
- 12 Windward Circle Dr Unit 320
- 4 Windward Circle Dr Unit 328
- 8 Windward Circle Dr Unit 324
- 7 Windward Way Unit 323
Ask me questions while you tour the home.
