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20 Court Street, 
Winslow, ME 04901

$375,000


2

Beds


2

Baths


2,752

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Chelsea Vangorden

Allied Realty

Last updated:

May 13, 2026, 07:39 AM

MLS#

1659684

Source:

ME MREIS

About This Home

20 Court Street

13088 - Welcome to 20 Court Street, nestled in Winslow's sought-after Smiley Acres neighborhood -- a home where warmth, comfort, and thoughtful design come together beautifully. Set on a quiet dead-end street, this meticulously maintained ranch invites you in from the moment you arrive, with colorful flower gardens framing the home, an inviting front porch perfect for morning coffee, and the kind of area where neighborly waves and evening conversations still exist. Step inside and feel instantly at home in the sun-filled open-concept kitchen and dining area, thoughtfully designed for everyday living and effortless entertaining. Just beyond, the spacious living room centers around a cozy built-in propane stove with rich wood mantle -- the perfect place to gather on cool Maine evenings. The first floor offers a generous primary bedroom retreat, a beautifully appointed bath with corner soaking tub, stand-up shower and double vanities, plus a second bedroom for guests or family. Down the wood staircase, the finished lower level opens a world of possibilities. Completely refinished with a full system by TC Hafford Basement Systems, including waterproof wainscoting half walls and poured concrete floors, this space is ideal for a family room, game room, or cozy den. A bonus room offers flexibility for an office, hobby room or additional bedroom, alongside a second full bath (to be completed before closing) and dedicated laundry room. Outside, enjoy an expansive two-car attached garage, paver patio, and open backyard ready for gardens, gatherings, and play -- a truly special place to call home.

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1996

Price Summary

375,000

$136 per Sq. Ft.

MLS #:

1659684

Last Updated:

May 13, 2026, 07:39 AM


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,752 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

2,752 Sq. Ft.

Year Built:

1996


Lot

Lot Size (Sq. Ft):

25,264


Finances & Disclosures

Finances

Price:

$375,000

Price per Sq. Ft:

$136 per Sq. Ft.

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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.