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  • $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

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    What's special

    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!

    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#: 1623559MLS Logo

    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