14 Oak St, Kennebunk, ME 04043

$2,000,000
8
BD
5
BA
5,173
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

Sold Price
$2,000,000
List Price
$2,225,000
Closing Date
Oct 30, 2025
MLS#
1623559
Status
CLOSED
Type
Single Family Residential
City
Kennebunk
County
York
Bedrooms
8
Bathrooms
5
Living Area
5,173
Lot Size
13,939
Year Built
1920

Property Description

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!

Additional Information

Living Area
5,173
View
Scenic View(s)
Electric
Other, Circuit Breakers
Water
Public
Basement
Dirt Floor, Crawl Space, Exterior Entry
Cooling
None
Year Built
1920
Acres
0.32
Foundation
Pillar/Post/Pier
Water Body Name
Atlantic Ocean
Style
Cottage
Courtesy Of Listing Office
Keller Williams Realty
Courtesy Of Selling Office
Keller Williams Realty

How much is your home worth?

...get instant property value now!

Valuation data provided by Black Knight EasyValue

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

Listing data is derived in whole or in part from the Maine IDX and 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.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.


Contact: