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Jessica Crowley
REALTOR®
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44 Oakwood Drive , Kennebunkport, ME 04046

$1,850,000
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BEDS3 BATHS3 full 1 partial SQUARE FEET3,409 MLS#1662045
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

44 Oakwood Drive | MLS# 1662045

This single family home located at 44 Oakwood Drive , Kennebunkport, ME 04046 is currently listed for sale with an asking price of $1,850,000. This property was built in 2006 and has 3 bedrooms and 3 full and 1 partial baths with 3409 sq. ft. Search Kennebunkport real estate on jessicacrowley.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Doghouse, Interior Entry, Full, Unfinished
Basement: Yes
Garage: 2 car attached
Heating: Oil, Propane, Wood, Baseboard, Hot Water, Zoned
Home Style: Cape Cod
Lot Size: 1.45 Acres
Roof Type: Shingle
Taxes: $10,314
Year Built: 2006

Feature Descriptions

Amenities: 1st Floor Bedroom,1st Floor Primary Bedroom w/Bath, Attic, Bathtub, Laundry - 1st Floor, One-Floor Living, Pantry, Shower, Storage, Walk-in Closets, Primary Bedroom w/Bath
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Wall Oven, Washer
Association Fee: $0/Annually
Electric: Circuit Breakers, Generator Hookup
Exterior: Wood Frame, Clapboard
Flooring: Tile, Hardwood
Foundation: Poured Concrete
Lot: Intown, Near Country Club, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Subdivided, Corner Lot, Cul-De-Sac, Level, Open Lot, Pasture, Landscaped
Parking: Gravel, Other,5 - 10 Spaces, On Site
Road frontage: Private Road
Road Surface: Paved
Sewer: Private Sewer, Septic Design Available
Special View Info: Scenic
SQ FT Above Grade: 3409
SQ FT Below Grade: 0
Total Rooms: 8
Water: Private
Water Body Name: Oakwood Pond

Listed By / Shown By

Listed By

Agency Name: FIV Realty Co Maine, LLC
Agent Name: Kimberly Tarbox
Agency Phone: 207-409-2961

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Shown By

Agent Name: Jessica Crowley
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 5,516.38 per month $4,117.30 Principal & Interest $859.50 Property Tax $539.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/04/2026. The listing information on this page last changed on 06/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/04/2026 12:07:31 AM EST) or MLSPIN MLS (last updated Wed 06/03/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/03/2026 11:33:45 PM EST) or MREIS (last updated Thu 06/04/2026 12:05:20 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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