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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!
Full Property Details
Full Property Details for 14 Oak St
General
- Sold For: $2,000,000
- Taxes: $15,543 (2024)
- Status: Closed
- Type: Single Family
- Source: MREIS
- MLS ID: 1623559
- Added to Site: 244 day(s) ago
Interior
- Number of Rooms: 15
- Interior Features: Attic, Primary Bedroom w/Bath
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Washer, Refrigerator, Microwave, Electric Range, Dryer, Dishwasher
- Flooring: Wood, Vinyl, Tile, Other
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 8
Other Rooms
- Laundry: Laundry - 1st Floor, Main Level
Exterior
- Porch/Patio/Deck: Glass Enclosed, Screened
Parking
- Parking Features: 1 - 4 Spaces, Paved
Location
- County: York
Heating & Cooling
- Cooling Type: None
- Heating Type: Other
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Cottage
- Construction: Shingle Siding, Wood Frame
- Building Size: 5173
- Square Feet: 5,173
- Sq. Ft. Source: Public Records
- Living Area: 5,173 Sq. Ft.
- Finished Total: 5,173 Sq. Ft.
- Finished Above Grnd: 5,173 Sq. Ft.
- Year Built: 1920
Lot Features
- Property View: Scenic
- Lot Size (Acres): 0.32
- Lot Size (Sq. Ft.): 13,939.2
- Lot Size Source: Public Records
- Zoning: CR
- Lot Description: Corner Lot, Right of Way, Near Golf Course, Near Public Beach, Near Town, Neighborhood
Financial Considerations
- Tax Amount: $15,543
- Tax Year: 2024
Disclosures and Reports
- Ownership: Deed of Distribution
- Lot Number: 37
Listed and Sold by Keller Williams Realty (207) 879-9800
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Schools
Schools serving 14 Oak St
School District:Regional School Unit 21
| Name | Grades | Distance |
|---|---|---|
Kennebunk High School 89 Fletcher Street, Kennebunk, ME 04043 | 9-12 | 4.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14 Oak St
Date
Details
Price
Change
Source
10/30/2025
Sold
$2,000,000
-10.11%
MLS
8/28/2025
Price Reduced
$2,225,000
-10.82%
MLS
6/19/2025
Price Reduced
$2,495,000
-6.73%
MLS
5/21/2025
Listed
$2,675,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
14 Oak Street, Kennebunk, ME 04043 (MLS# 1623559) is a Single Family property that was sold at $2,000,000 on October 30, 2025. Want to learn more about 14 Oak Street? Do you have questions about finding other Single Family real estate for sale in Kennebunk? You can browse all Kennebunk real estate or contact a Coldwell Banker agent to request more information.

