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Pending
    • Price cut: $55K (7/10)
    $1,795,000

    44 Oakwood Drive, Kennebunkport, ME 04046

    3beds
    3,409sqft
    : 
    $10,064/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    1.45 Acres Lot
    $1,705,800 Zestimate®
    $527/sqft
    $-- HOA

    What's special

    Generous closet spaceSingle-level livingClassic three-season screened-in porchTwo fireplacesFirst-floor primary suiteTwo full en-suite bathsFormal dining room
    Ideally positioned within one of Kennebunkport's most sought-after luxury neighborhoods, 44 Oakwood Drive offers 3,409 square feet of thoughtfully designed living space on a tranquil lot abutting a serene man-made pond. Built in 2006 and crafted with enduring quality, this 3-bedroom, 3.5-bath residence exudes warmth and character at every turn. The first-floor primary suite is a true retreat, featuring two full en-suite baths -- a rare and coveted configuration offering single-level living at its finest. Two generously sized bedrooms occupy the upper level, providing privacy and comfort for family or guests. A formal dining room sets the stage for elegant entertaining, while the handsome office/library with custom built-in bookcases is the perfect work-from-home sanctuary. Two fireplaces lend timeless charm to the living spaces. Step outside to a back deck overlooking the peaceful pond, or unwind on the classic three-season screened-in porch -- ideal for morning coffee or evening relaxation. A two-car attached garage provides ample storage, not to mention the generous closet space at every turn. Plus a walk-up unfinished attic presents exciting expansion potential. Steps to Cleaves Cove Beach, this is a rare opportunity to own in one of Kennebunkport's premier addresses. It's setting offers both privacy and prestige just moments from Dock Square, local beaches, golf, dining, and the charm that defines Kennebunkport living.
    97 days
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    741
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    22
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    Zillow last checked:

    Listing updated:

    Listed by:

    FIV Realty Co Maine, LLC

    Source: Maine Listings,MLS#: 1662045MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Jetted Tub, Suite, Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: Closet
      • Level: Second
      Bedroom 3
      • Features: Closet
      • Level: Second
      Dining room
      • Features: Formal
      • Level: First
      Kitchen
      • Features: Eat-in Kitchen, Kitchen Island, Pantry
      • Level: First
      Laundry
      • Features: Utility Sink
      • Level: First
      Library
      • Features: Wood Burning Fireplace, Built-in Features
      • Level: First
      Living room
      • Features: Wood Burning Fireplace
      • Level: First
      Heating
      • Baseboard, Hot Water, Zoned
      Cooling
      • None
      Appliances
      • Included: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Wall Oven, Washer
      • Laundry: Sink
      Features
      • 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, Pantry, Shower, Storage, Walk-In Closet(s), Primary Bedroom w/Bath
      • Flooring: Tile, Hardwood
      • Doors: Storm Door(s)
      • Basement: Bulkhead,Doghouse,Interior Entry,Full,Unfinished
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 3,409
      • Total interior livable area: 3,409 sqft
      • Finished area above ground: 3,409
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel, Other, 5 - 10 Spaces, On Site, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Deck, Screened
      • Has view: Yes
      • View description: Scenic
      • Body of water: Oakwood Pond
      • Frontage length: Waterfrontage: 688,Waterfrontage Owned: 688
      Lot
      • Size: 1.45 Acres
      • Features: City Lot, Near Country Club, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood, Corner Lot, Cul-De-Sac, Level, Open Lot, Pasture, Landscaped
      Details
      • Parcel number: KENPM20B4L4H
      • Zoning: CA
      • Other equipment: Generator, Internet Access Available, Satellite Dish

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Clapboard
      • Foundation: Poured Concrete
      • Roof: Shingle
      Condition
      • Year built: 2006

      Utilities & green energy

      • Electric: Circuit Breakers, Generator Hookup
      • Sewer: Private Sewer, Septic Design Available
      • Water: Private
      Green energy
      • Water conservation: Air Exchanger

      Community & HOA

      HOA
      • Has HOA: Yes
      Location
      • Region: Kennebunkport

      Financial & listing details

      • Price per square foot: $527/sqft
      • Tax assessed value: $1,499,100
      • Annual tax amount: $10,314
      • Date on market: 5/13/2026
      • Road surface type: Paved

        Estimated market value

        $1,705,800

        $1.62M - $1.79M

        $4,965/mo

        Price history

        DateEventPrice
        8/14/2026Pending sale$1,795,000$527/sqft
        Source: Maine Listings #1662045 Report a problem
        7/10/2026Price change$1,795,000-3%$527/sqft
        Source: Maine Listings #1662045 Report a problem
        5/13/2026Listed for sale$1,850,000$543/sqft
        Source: Maine Listings #1662045 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$9,369 $1,499,100
        2023$9,369 +4.8%$1,499,100 +0.6%
        2022$8,937 +4.9%$1,489,500 +67.8%
        2021$8,520 $887,500
        2020$8,520 +1.4%$887,500 -0.2%
        2019$8,401 +1.9%$889,000 -5.6%
        2018$8,247 +0.7%$941,400
        2017$8,190 +5.1%$941,400
        2016$7,795 +7.5%$941,400
        2015$7,249 +0.9%$941,400
        2014$7,183 +1.3%$941,400
        2013$7,089 +9.1%$941,400
        2012$6,496 +8.8%$941,400
        2010$5,968 $941,400
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 04046

        Getting around

        2 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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