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Luxury Homes in Kennebunkport, ME
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33 listings
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Luxury Homes in Kennebunkport, ME

Luxury Homes in Kennebunkport, ME

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24 of 33 Listings
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Luxury Homes in Kennebunkport, ME

24 of 33 Listings

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Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas
  1. 42 Binnacle Lane — photoPrice Reduced80Active

    $3,950,000

    6 bd · 4 ba · 4,308 sqft

    42 Binnacle Lane, Kennebunkport, ME

    Heidi Maynard Corey Tracy · Pack Maynard and Associates

  2. 10 Haverhill Avenue — photo64Active

    $4,195,000

    6 bd · 4 ba · 3,323 sqft

    10 Haverhill Avenue, Kennebunkport, ME

    Victoria Benenti · Pack Maynard and Associates

  3. 29 Winter Harbor Road — photo69Active

    $1,398,000

    3 bd · 3 ba · 4,320 sqft

    29 Winter Harbor Road, Kennebunkport, ME

    Jessica Girard · Pack Maynard and Associates

  4. 160 Main Street Rear — photo49Active

    $1,895,000

    6 bd · 5 ba · 3,645 sqft

    160 Main Street Rear, Kennebunkport, ME

    Marika Clark · Legacy Properties Sotheby's International Realty

  5. 90 Beachwood Avenue — photo38Active

    $1,800,000

    3 bd · 3 ba · 1,924 sqft

    90 Beachwood Avenue, Kennebunkport, ME

    Elise Wyman · Pack Maynard and Associates

  6. 2 Elm Street — photo33Active

    $2,240,000

    4 bd · 3 ba · 2,888 sqft

    2 Elm Street, Kennebunkport, ME

    Kayla Ross · Pack Maynard and Associates

  7. 4 Skipper Joes Point Road — photo50Active

    $12,000,000

    4 bd · 5 ba · 5,945 sqft

    4 Skipper Joes Point Road, Kennebunkport, ME

    William Gaynor · Legacy Properties Sotheby's International Realty

  8. Tbd Moose Rocks Road — photo15Active

    $1,207,500

    3 bd · 3 ba · 1,872 sqft

    Tbd Moose Rocks Road, Kennebunkport, ME

    Brian Castle · OceanView Properties

  9. 5 Boatswain Lane — photoPrice Reduced61Active

    $1,995,000

    4 bd · 3 ba · 2,992 sqft

    5 Boatswain Lane, Kennebunkport, ME

    Michael Spenlinhauer · Keller Williams Realty

  10. 3 S Main Street — photoPrice Reduced37Active

    $2,200,000

    4 bd · 3 ba · 2,936 sqft

    3 S Main Street, Kennebunkport, ME

    Marika Clark · Legacy Properties Sotheby's International Realty

  11. 3 Church Street — photo36Active

    $2,899,000

    3 bd · 3 ba · 1,681 sqft

    3 Church Street, Kennebunkport, ME

    Adrienne Robinson · Legacy Properties Sotheby's International Realty

  12. 20 Washburn Drive — photoPrice Reduced64Active

    $2,595,000

    4 bd · 5 ba · 3,544 sqft

    20 Washburn Drive, Kennebunkport, ME

    Kim Jarmas · Berkshire Hathaway HomeServices Verani Realty

  13. 36 Skipper Joe's Point Road — photo87Active

    $9,500,000

    5 bd · 6 ba · 10,362 sqft

    36 Skipper Joe's Point Road, Kennebunkport, ME

    Peter McPheeters · OceanView Properties

  14. 286 Goose Rocks Road — photo28Active

    $2,450,000

    3 bd · 2 ba · 1,721 sqft

    286 Goose Rocks Road, Kennebunkport, ME

    David Banks · RE/MAX By The Bay

  15. 2 Maine Street — photo23Active

    $5,000,000

    5 bd · 7 ba · 2,811 sqft

    2 Maine Street, Kennebunkport, ME

    Daniel Roche · Kennebunk Beach Realty

  16. 51 Woodland Drive — photo106Active

    $4,595,000

    5 bd · 7 ba · 4,475 sqft

    51 Woodland Drive, Kennebunkport, ME

    Duncan Macdougall · RE/MAX Shoreline

  17. 245 Arundel Road — photoPrice Reduced91Active

    $1,550,000

    3 bd · 3 ba · 10,428 sqft

    245 Arundel Road, Kennebunkport, ME

    Heidi Maynard Corey Tracy · Pack Maynard and Associates

  18. 31 Pier Road — photo35Active

    $2,950,000

    4 bd · 2 ba · 1,913 sqft

    31 Pier Road, Kennebunkport, ME

    Claudette Batignani · Kennebunk Beach Realty

  19. 1 River Road — photo76Active

    $2,150,000

    4 bd · 3 ba · 2,880 sqft

    1 River Road, Kennebunkport, ME

    Michael Spenlinhauer · Keller Williams Realty

  20. 190 Mills Road — photoPrice Reduced91Active

    $4,999,000

    4 bd · 4 ba · 3,540 sqft

    190 Mills Road, Kennebunkport, ME

    Heidi Maynard Corey Tracy · Pack Maynard and Associates

  21. 35 Wildes District Road — photo29Active

    $1,100,000

    3 bd · 2 ba · 1,820 sqft

    35 Wildes District Road, Kennebunkport, ME

    Heidi Maynard Corey Tracy · Pack Maynard and Associates

  22. 49 Ocean Avenue — photoPrice Reduced58Active

    $3,495,000

    3 bd · 4 ba · 3,282 sqft

    49 Ocean Avenue, Kennebunkport, ME

    Heidi Maynard Corey Tracy · Pack Maynard and Associates

  23. 53 S Main Street Unit 2 — photoPrice Reduced67Active

    $2,295,000

    3 bd · 5 ba · 3,110 sqft

    53 S Main Street Unit 2, Kennebunkport, ME

    Grainne Archer · Portside Real Estate Group

  24. 34 Langsford Road — photoPrice Reduced47Active

    $2,845,000

    4 bd · 2 ba · 1,724 sqft

    34 Langsford Road, Kennebunkport, ME

    Holly Mitchell · Keller Williams Realty

12
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Listing data & MLS disclosures

Maine Listings
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. Copyright © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #DB919839

    Call Thomas

    Kennebunkport, ME community profile

    Area
    47.5 sq. mi.

    Source: HJN community data

    Kennebunkport housing market

    September 2026

    Kennebunkport 12-month median sale price trend

    Selling at 99.5% of asking price

    Buyers here are paying below asking. MLS · 14 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $639,408$461,250–$1,483,000 typical range
    Price per sq. ft.
    $457
    Sales
    18
    Paid in cash
    50.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $1,100,000
    Homes for sale
    63
    Median days on market
    12 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -10.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,848 sq. ft.