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106 Old Military Road, 
Winn, ME 04495

$99,000


3

Beds


2

Baths


1,044

Sq Ft


Single Family

Active

Listed by

Alan Staples

Cole Staples

Acres Away, Inc.

Last updated:

May 22, 2026, 03:15 PM

MLS#

1661600

Source:

ME MREIS

About This Home

106 Old Military Road

Located in the quiet town of Winn, this well-maintained 3-bedroom, 1.5-bath home at 106 Old Military Road offers a comfortable layout and access to some of the area's best outdoor recreation. Set near the scenic Penobscot River, this location provides convenient opportunities for boating, fishing, canoeing, and kayaking, while also being close to ATV and snowmobile trail systems. Inside, the home features a functional and inviting floor plan. The first floor includes a kitchen, dining room, laundry room, a bedroom, and a full bath, offering the ease of single-level living if desired. The open-concept kitchen and living room area creates a welcoming space for gathering and everyday living. Upstairs, you'll find two additional bedrooms connected by a half bath, providing a practical setup for family or guests. The property sits on a nicely laid-out 0.43-acre lot with a pleasant mix of open space, ideal for enjoying the outdoors without extensive upkeep. A nearby garage offers excellent potential as a workshop, storage space, or hobby area, with plenty of room to suit a variety of needs. The home also features a basement with extra-high ceilings, adding even more usable space for storage or future possibilities. Numerous upgrades have been completed over the past few years, helping to enhance both comfort and efficiency. Whether you're looking for a primary residence or a place to enjoy Maine's four-season recreation--including hunting, fishing, trail riding, and more--this property is ready to fit a variety of lifestyles.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1900

Price Summary

99,000

$94 per Sq. Ft.

MLS #:

1661600

Last Updated:

May 22, 2026, 03:15 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

1,044 Sq. Ft.


Structure

Structure

Architectural Style:

New Englander

Building Area:

1,044 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

18,730


Finances & Disclosures

Finances

Price:

$99,000

Price per Sq. Ft:

$94 per Sq. Ft.

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MREIS Multiple Listing Service™ systemListing 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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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.