44 Oakwood Drive, Kennebunkport, ME, 04046
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2006
Materials
- Foundation: Poured Concrete
- Roof: Shingle
- Construction materials: Wood Frame,Clapboard
Type & Style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Cooktop,Dishwasher,Disposal,Dryer,Microwave,Refrigerator,Wall Oven,Washer
- Laundry features: Sink
Basement
- Has basement: Yes
- Basement: Bulkhead,Doghouse,Interior Entry,Full,Unfinished
Bedroom2
- Features: Closet
- Level: Second
Bedroom3
- Features: Closet
- Level: Second
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Dining Room
- Features: Formal
- Level: First
Features
- 1st Floor Bedroom,1st Floor Primary Bedroom w/Bath,Attic,Bathtub,Pantry,Shower,Storage,Walk-In Closet(s),Primary Bedroom w/Bath
- Door features: Storm Door(s)
- Flooring: Tile,Hardwood
- Number of fireplaces: 2
- Fireplace: Yes
- Finished area below ground: 0
- Finished area above ground: 3,409
Heating & Cooling
- Heating features: Baseboard,Hot Water,Zoned
- Cooling features: None
Interior Area
- Total structure area: 3,409
- Total interior livable area: 3,409 sqft
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
Primary Bedroom
- Features: Full Bath,Jetted Tub,Suite,Walk-In Closet(s)
- Level: First
Property
Details
- Parcel number: KENPM20B4L4H
- Zoning: CA
- Other equipment: Generator,Internet Access Available,Satellite Dish
Features
- Patio & porch: Deck,Screened
- Has view: Yes
- View description: Scenic
- On waterfront: Yes
- Waterbody name: Oakwood Pond
- Frontage length: Waterfrontage: 688,Waterfrontage Owned: 688
Lot
- 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
Parking
- Total spaces: 2
- Parking features: Gravel,Other,5 - 10 Spaces,On Site,Garage Door Opener
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Coastal Flooding
- Ice Storm
- Hurricane
- Inland Flooding
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Maine Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $9,076 | $108,912 |
| Home Insurance | $391 | $4,692 |
| Property Taxes | $932 | $11,184 |
| Electricity | $495 | $5,946 |
| Total | $10,894 | $130,728 |
Income You'd Need if You Spent...
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-14 | Pending sale | $1,795,000 |
| 2026-07-10 | Price change | $1,795,000 |
| 2026-05-13 | Listed for sale | $1,850,000 |
For Sale by Agent
View on Zillow