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!
Closed
$2,000,000
14 Oak Street, Kennebunk, ME 04043
8beds
5,173sqft
Single Family Residence
Built in 1920
0.32 Acres Lot
$2,000,700 Zestimate®
$387/sqft
$4,582 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 31, 2025 at 11:37am
Listed by:
Keller Williams Realty
Bought with:
Keller Williams Realty
Source: Maine Listings,MLS#: 1623559
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath
- Level: Second
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bedroom 4
- Level: Second
Bedroom 5
- Level: Second
Bedroom 6
- Level: Third
Other
- Level: Third
Other
- Level: Third
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Living room
- Level: First
Other
- Level: First
Sunroom
- Level: Second
Heating
- Other
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
Features
- Attic, Primary Bedroom w/Bath
- Flooring: Other, Tile, Vinyl, Wood
- Basement: Exterior Entry,Dirt Floor,Crawl Space
- Number of fireplaces: 2
- Furnished: Yes
Interior area
- Total structure area: 5,173
- Total interior livable area: 5,173 sqft
- Finished area above ground: 5,173
- Finished area below ground: 0
Property
Parking
- Parking features: Paved, 1 - 4 Spaces
Features
- Has view: Yes
- View description: Scenic
- Body of water: Atlantic Ocean
Lot
- Size: 0.32 Acres
- Features: Near Golf Course, Near Public Beach, Near Town, Neighborhood, Corner Lot, Right of Way
Details
- Parcel number: KENBM095L037
- Zoning: CR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Wood Frame, Shingle Siding
- Foundation: Pillar/Post/Pier
- Roof: Composition
Condition
- Year built: 1920
Utilities & green energy
- Electric: Circuit Breakers, Other Electric
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Kennebunk
Other
Other facts
- Ownership: Deed of Distribution
- Road surface type: Paved