14 Oak Street
Kennebunk, ME 04043
- 8 beds
- 5 baths
- 5,173 sqft
- 13,939 sqft lot
- $517 per sqft
- 1920 build
- – on site
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!
Last checked:
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Checking…
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Last updated May 22, 2025
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MLS# 1623559 —
The Building
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Year Built:1920
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Construction Materials:Shingle Siding, Wood Frame
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Basement:Dirt Floor, Crawl Space, Exterior Only
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Direction Faces:None
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Building Features:None
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Patio And Porch Features:Glass Enclosed, Screened
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Building Area Total:5173.0
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Building Area Source:Public Records
Interior
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Furnished:Furnished
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Rooms Total:15
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Kitchen:true
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Fireplace:true
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Fireplace Features:None
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Flooring:Wood, Vinyl, Tile, Other
Room Dimensions
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Living Area:None
Financial & Terms
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Land Lease:false
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Rent Includes:None
Location
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Directions:None
The Property
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Lot Features:Corner Lot, Right of Way, Near Golf Course, Near Public Beach, Near Town, Neighborhood
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Lot Size:13,939 Sqft
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Lot Size Area:0.32
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Lot Size Acres:0.32
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Lot Size Units:Acres
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Lot Size Source:Public Records
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Lot Size Dimensions:None
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Zoning:CR
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Property Attached:No
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View:Scenic
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Current Use:None
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Possible Use:None
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Topography:None
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Waterfront:false
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Road Surface Type:Paved
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Waterfront Features:Cove
Listing Agent
- Contact info:
- Agent phone:
- (978) 835-9767
- Office phone:
- (207) 879-9800
Taxes
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Tax Year:2024
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Tax Annual Amount:$15,543
Beds
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Bedrooms Total:8
Baths
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Full Baths:4
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Three Quarter Baths:None
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Half Baths:1
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Partial Baths:None
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Quarter Baths:None
The Listing
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Virtual Tour URL Branded:None
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Virtual Tour URL Unbranded:https://www.dropbox.com/scl/fi/0eotkqb7utez4op005b74/14-Oak-St-_-Unbranded.mp4?rlkey=xxb8g646wagivjhhxem3lwtsj&raw=1
Heating & Cooling
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Heating:Other
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Heating:true
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Cooling:false
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Cooling:None
Utilities
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Electric:Other Electric, Circuit Breakers
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Sewer:Public Sewer
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Water Source:Public
Appliances
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Appliances:Washer, Refrigerator, Microwave, Electric Range, Dryer, Dishwasher
Schools
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Elementary School:None
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Middle Or Junior School:None
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High School:None
The Community
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Spa Features:None
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Pool Private:No
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Water Body Name:Atlantic Ocean
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Association Amenities:None
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Association Fee Includes:None
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Association:false
Parking
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Garage:false
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Attached Garage:false
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Carport Spaces:None
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Parking Features:1 - 4 Spaces, Paved
Monthly cost estimate
Asking price
$2,675,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$14,323
|
| Taxes | $1,295 |
| Insurance | $735 |
| Utilities | $521 See report |
| Total | $16,874/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
|
5/21/25
May 21, 2025
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Listed / Active | MREIS | $2,675,000 |
