Date
Details
Price
Change
Source
5/13/2026
Listed
$1,850,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,850,000 Just Listed
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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.
Full Property Details
Full Property Details for 44 Oakwood Dr
General
- Price: $1,850,000
- Taxes: $10,314 (2025)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1662045
- Updated: Today (5/13/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Interior Features: Walk-in Closets, 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Attic, Bathtub, One-Floor Living, Pantry, Shower, Storage, Primary Bedroom w/Bath
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Washer, Wall Oven, Refrigerator, Microwave, Dryer, Disposal, Dishwasher, Cooktop
- Flooring: Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Utility Sink, Laundry - 1st Floor, Main Level
Additional Information
- Equipment: Satellite Dish, Internet Access Available, Generator
Exterior
- Porch/Patio/Deck: Deck, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking Features: Auto Door Opener, Gravel, Other, Inside Entrance, 5 - 10 Spaces, On-Site Parking
Location
- County: York
Community
- Association: Yes
Heating & Cooling
- Cooling Type: None
- Heating Type: Oil, Propane, Wood, Baseboard, Hot Water, Zoned
Utilities
- Sewer: Private Sewer, Septic Design Available
- Water: Private
- Utility Description: Utilities On
Structural Information
- Architectural Style: Cape Cod
- Construction: Wood Frame, Clapboard
- Roof: Shingle
- Doors: Storm Door(s)
- Building Size: 3409
- Square Feet: 3,409
- Sq. Ft. Source: Public Records
- Living Area: 3,409 Sq. Ft.
- Finished Total: 3,409 Sq. Ft.
- Finished Above Grnd: 3,409 Sq. Ft.
- Year Built: 2006
Lot Features
- Property View: Scenic
- Lot Size (Acres): 1.45
- Lot Size (Sq. Ft.): 63,162
- Lot Size Source: Public Records
- Street/Road Desc.: Private Road, Paved
- Zoning: CA
- Lot Description: Near Country Club, Well Landscaped, Pasture/Field, Open, Corner Lot, Cul-de-Sac, Level, Intown, Near Golf Course, Near Public Beach, Near Shopping, Near Town, Neighborhood, Subdivided
Water Features
- Water Front: Yes
Financial Considerations
- Assoc Fee Freq.: Annually
- Tax Amount: $10,314
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 4-H
Listed by FIV Realty Co Maine, LLC (207) 409-2961
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 44 Oakwood Dr —
FIV Realty Co Maine, LLC
207-409-2961
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 44 Oakwood Dr
School District:Regional School Unit 21
| Name | Grades | Distance |
|---|---|---|
Kennebunkport Consolidated School 25 School Street, Kennebunkport, ME 04046 | K-5 | 0.8 mi |
Middle School Of The Kennebunks 60 Thompson Road, Kennebunk, ME 04043 | 6-8 | 7.2 mi |
Kennebunk High School 89 Fletcher Street, Kennebunk, ME 04043 | 9-12 | 5.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44 Oakwood Dr
Tax History
Tax History for 44 Oakwood Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,314
6%
$1,499,100
—
2024
$9,744
4%
$1,499,100
—
2023
$9,369
5%
$1,499,100
1%
2022
$8,937
7%
$1,489,500
68%
2021
$8,318
2%
$887,500
—
2020
$8,174
-3%
$887,500
—
2019
$8,401
2%
$889,000
-6%
2018
$8,247
1%
$941,400
—
2017
$8,190
5%
$941,400
—
2016
$7,795
8%
$941,400
—
2015
$7,249
1%
$941,400
—
2014
$7,183
1%
$941,400
—
2013
$7,089
—
$941,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 44 Oakwood Dr
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44 Oakwood Drive, Kennebunkport, ME 04046 (MLS# 1662045) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 44 Oakwood Drive is currently listed for $1,850,000 and was received on May 13, 2026. Want to learn more about 44 Oakwood Drive? Do you have questions about finding other Single Family real estate for sale in Kennebunkport? You can browse all Kennebunkport real estate or contact a Coldwell Banker agent to request more information.