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Darren McGovern
REALTOR®
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14 Winchester Drive, Cutler, ME 04626

$639,000
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Featured Listing Active Under Contract
BEDS3 BATHS2 full 1 partial SQUARE FEET2,357 MLS#1678360
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family

Property Description

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

14 Winchester Drive | MLS# 1678360

This single family home located at 14 Winchester Drive, Cutler, ME 04626 is currently listed for sale by Better Homes & Gardens Real Estate/The Masiello Group, with an asking price of $639,000. This property was built in 1998 and has 3 bedrooms and 2 full and 1 partial baths with 2357 sq. ft. Search Cutler real estate on darrenmcgovern.masiellogrouprealestate.com today.

Listing Video

Property Features

Property Type: Residential - Single Family
Basement: Doghouse, Interior Entry, Full, Unfinished
Basement: Yes
Garage: 2
Heating: Oil, Wood, Forced Air
Home Style: Cape Cod, Contemporary, Shingle
Lot Size: 1.30 Acres
Roof Type: Shingle
Taxes: $4,527
Year Built: 1998

Feature Descriptions

Amenities: 1st Floor Bedroom, Main Level, Shower, Storage
Appliances: Dishwasher, Microwave, Gas Range, Refrigerator
Electric: Circuit Breakers, Generator Hookup
Exterior: Wood Frame, Shingle Siding, Wood Siding
Flooring: Tile, Wood
Foundation: Poured Concrete
Lot: Near Public Beach, Rural, Level, Open Lot, Rolling Slope
Parking: Paved,1 - 4 Spaces, On Site, Detached, Heated Garage
Road Surface: Paved
Sewer: Private Sewer, Septic Tank
Special View Info: Scenic
SQ FT Above Grade: 2357
SQ FT Below Grade: 0
Total Rooms: 7
Water: Private, Well
Water Body Name: Atlantic Ocean, Little Machias Bay

Room Sizes

Living Room: 17.5 X 24.2 Level - First
Kitchen: 17 X 13.3 Level - First
Bedroom 3: 15.7 X 9.69 Level - Second
Bedroom 4: 15.5 X 19.2 Level - First
Bedroom 2: 10 X 25.1 Level - Second
Bedroom 1: 15 X 25.4 Level - Second
Dining Room: 14 X 12 Level - First

Listed By / Shown By

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Shown By

Agent Name: Darren McGovern
Agent Phone: (800) 741-1540

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Estimated Payment

$ 1,985.76 per month $1,422.14 Principal & Interest $377.25 Property Tax $186.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/09/2026. The listing information on this page last changed on 09/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 09/09/2026 7:36:04 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 7:06:20 AM EST) or Prime MLS (last updated Wed 09/09/2026 7:30:57 AM EST) or MREIS (last updated Wed 09/09/2026 7:29:27 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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