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14 Oak Street, 
Kennebunk, ME 04043

$2,675,000


8

Beds


5

Baths


5,173

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Maureen Deleo

Keller Williams Realty

Last updated:

June 9, 2025, 03:13 PM

MLS#

1623559

Source:

ME MREIS

About This Home

14 Oak Street

Once a cherished guest cottage of the iconic Wentworth Hotel, this enchanting 1920s shingled cottage invites you to experience the grace and elegance of a bygone era. Perched atop a gentle knoll just steps from coveted Mother's Beach, the KBIA and a short bike ride to the shops, galleries and restaurants of famed Dock Square, this home offers sweeping, unobstructed views of the Webhannet Golf Club and seasonal peeks of the ocean - an exceptional blend of historic charm and a prime seaside location. With 8 bedrooms and 4.5 baths, this spacious home is an ideal retreat for gatherings large or small. Thoughtfully designed interiors include the expansive ''Pine Room'' with an abundance of natural light, and inviting dining and living rooms featuring cozy wood-burning fireplaces that spill outdoors to an enviable wrap around porch made for morning coffee, afternoon naps, and everything in between. Timeless details abound - rich wood floors, exposed beams, and a beautifully crafted 3-story central staircase radiate the warmth and character of the home's heritage. A whimsical nod to its storied past, the former guest check-in office has been transformed into a swanky walk-in bar, ideal for mixing cocktails, wine tasting or set up as a barista style coffee station. Lovingly maintained throughout the years, the home combines preserved character with meaningful updates, such as refreshed bathrooms and improvements to the electrical panel, roof, and windows. Whether you're entertaining generations of family, hosting seaside weekends, or simply savoring quiet mornings by the shore, this is a place to make lasting memories. For nearly half a century, one family has filled these rooms with laughter, love, and the rhythm of summer tides, a legacy now ready to be shared. Welcome home!

Home Facts

Single Family

5 Baths

8 Bedrooms

Built in 1920

Price Summary

2,675,000

$517 per Sq. Ft.

MLS #:

1623559

Last Updated:

June 9, 2025, 03:13 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

8

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

5,173 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage

Building Area:

5,173 Sq. Ft.

Year Built:

1920


Lot

Lot Size (Sq. Ft):

13,939


Finances & Disclosures

Finances

Price:

$2,675,000

Price per Sq. Ft:

$517 per Sq. Ft.

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MREIS Multiple Listing Service™ system 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. © 2023 Maine Real Estate Information System, Inc. All Rights Reserved

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