44 Oakwood Drive, Kennebunkport, ME 04046

$1,795,000

Welcome home to 44 Oakwood Drive, Kennebunkport

Virtual Tour

https://www.propertypanorama.com/instaview/mreis/1662045

Abutting a man-made pond in one of Kennebunkport's most desirable neighborhoods!

Pea-stone driveway, and an attached 2 car direct entry garage.

1.45 acres in Kennebunkport! Offering privacy on both sides.

Gently lived in, and abundantly loved and taken care of.

Direct entry to 2 car garage. Garage also features an exterior door to the back yard.

Generous mudroom with a laundry closet & sink. Door leads to 3 season porch, and tile floor.

Double convection ovens, hidden dishwasher, cooktop stove.

Expansive kitchen with granite countertops & island and

Lots of built-in's, hardwood floors, & wet bar.

Kitchen features a kitchen command center, lots of pull out drawers, and soft close cabinets.

Direct access to the large back yard deck.

Dining room offers a built-in hutch, and hard wood floors under the area rug.

Large windows allow the room to be drenched in light

At the front of the home, off of the dining room, lies a formal library.

Boasting floor to ceiling book cases, and a wood burning fireplace (1 of 2)

This room allows privacy with a pocket door (between library & dining room). This is perfect for anyone who needs to work from home.

Formal front door off of the library. Entry way is tiled like the mudroom.

Half bath to the left, library to the right, living room straight ahead, with the primary bedroom just before you enter the living room.

Powder room/half bath on the first floor.

Living room is off of the kitchen, in the back of the home overlooking the pond.

Second fireplace is located here, and hardwood floors under the area rug.

Built-in hutch on the left, and lots of windows to watch the wildlife on the pond.

Primary bedroom on the first floor offers 2 walk-in closets

A linen closet rests just at the entry of the room.

Primary bedroom also has 2 FULL BATHS! This one offers a jetted tub.

Closets are expansive with windows, heat and hardwood floors.

2nd full bath in the primary bedroom. This one offers a full shower with seat.

Top of the staircase on the second floor. Door leads to the unfinished attic space.

This space could be finished- Convert to an exercise room, bedroom, or home theatre!

Bedroom 2 at the top of the stairs offers views of the pond.

View down the hall from the stairs. Door to the right is a 2nd attic space.

Both bedrooms have ample sized closets and large windows overlooking the pond.

Every room has crown molding and generous space and storage.

Second floor bathroom at the end of the hall.

This third bathroom has tile flooring, large linen closet, and more eve storage.

Third bathroom features a shower with bench seat. To the right of shower is a door for the 3rd attic space.

44 Oakwood is located privately in the back of the subdivision.

One of only a few homes in the neighborhood that abuts the pond.

Watch loons, egrets, deer, and all the other wildlife on the pond.

A stately cape thoughtfully built and lovingly cared for.

Exterior access to the three season porch.

View from the pond looking up to the home.

Home comes with a whole house generator powered by propane.

3 Season porch offers 360* window views.

Gain a second access point to the deck from this room.

All windows have screens to allow the summer sea breeze come through.

A large deck that allows you to walk down to the pond.

Property Type: Residential Bedrooms: 3 Baths: 4 Square Footage: 3,409 Lot Size (sq. ft.): 63,162 Status: Pending

Current Price: $1,795,000 List Date: 5/13/2026 Last Modified: 8/14/2026

Overview

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 ... (Read more)

Listing Details MLS# 1662045

Property Sub-Type

Property Sub-Type: Single Family Residence

Location Information

Street #: 44
Street Name: Oakwood
Street Type: Drive
County: York
Town: Kennebunkport
State/Province: ME
Zip Code: 04046
Zip +4: 6513
Leased Land: No
Book: 19833
Page: 44
Map: 20-4
Lot: 4-H
Zoning: CA
Zoning Overlay: No
Association: Yes
Fee Frequency Paid: Annually
Full Tax Amount $: 10314
Tax Year: 2025
Tree Growth Y/N: No

Contract Information

Original List Price: 1850000

Property Information

Surveyed: Yes
Seasonal: No
Deed Restrictions: Yes
Bank Owned REO: No
2 Detached Houses on 1 Lot: No
# Rooms: 8
# Bedrooms: 3
# Fireplaces: 2
Total Full Baths: 3
Total Half Baths: Yes
Total Baths: 4
Color: Cream
Year Built: 2006
SqFt Finished Above Grade: 3409
SqFt Finished Total: 3409
SqFt Source: Public Records
Garage: Yes
Garage Spaces: 2
Lot Size Acres +/-: 1.45
Source of Acreage: Public Records

Status Change Info

Pending Date: 2026-08-13

Water Info

Waterfront: Yes
Waterfront Amount: 688
Water Frontage Owned: 688
Water View: Yes
Water Body Name: Oakwood Pond

More Information

Vehicle Storage

Attached: Yes

Utilities

Utilities On: Yes

Bedroom 2

Bedroom 2: Yes
Bedroom 2 Level: Second

Bedroom Amenities 2

Closet: Yes

Bedroom 3

Bedroom 3: Yes
Bedroom 3 Level: Second

Bedroom Amenities 3

Closet: Yes

Dining Room

Dining Room: Yes
Dining Room Level: First

Dining Room Amenities

Formal: Yes

Kitchen

Kitchen: Yes
Kitchen Level: First

Kitchen Amenities

Eat-in Kitchen: Yes

Laundry Room

Laundry: Yes
Laundry Room Level: First

Laundry Room Amenities

Utility Sink: Yes

Library

Library: Yes
Library Level: First

Library Amenities

Built-Ins: Yes
Wood Burning Fireplace: Yes

Living Room

Living Room: Yes
Living Room Level: First

Living Room Amenities

Wood Burning Fireplace: Yes

Primary Bedroom

Primary Bedroom: Yes
Primary Bedroom Level: First

Primary Bedroom Amenities

Full Bath: Yes
Jetted Tub: Yes
Suite: Yes
Walk-in Closet: Yes

Room Features

Built-Ins: Yes
Closet: Yes
Eat-in Kitchen: Yes
Formal: Yes
Full Bath: Yes
Jetted Tub: Yes
Kitchen Island: Yes
Suite: Yes
Utility Sink: Yes
Walk-In Closet(s): Yes
Wood Burning Fireplace: Yes

Property Features

Site: Corner Lot; Cul-De-Sac; Level; Open; Pasture/Field; Well Landscaped Location: Intown; Near Country Club; Near Golf Course; Near Public Beach; Near Shopping; Near Town; Neighborhood; Subdivision Roads: Association; Paved; Private Road Transportation: Major Road Access Source of Water Frontage: Deed; Public Records Water Body Type: Pond Recreational Water: Deeded; Nearby; Oceanfront; Public; Waterfront Deep; Waterfront Tidal View: Scenic Appliances Included: Cooktop; Dishwasher; Disposal; Dryer; Microwave; Refrigerator; Wall Oven; Washer Kitchen Countertop: Granite Style: Cape Cod Levels: One Construction: Wood Frame Basement: Bulkhead; Full; Unfinished Basement Entry: Bulkhead; Doghouse; Interior Foundation Materials: Poured Concrete Roof: Shingle Exterior: Clapboard Heat System: Baseboard; Hot Water; Zoned Heat Fuel: Oil; Propane; Wood Water Heater: Off Heating System; Tank Cooling: None Floors: Hardwood; Tile Door Features: Storm Door(s) Amenities: 1st Floor Bedroom; 1st Floor Primary Bedroom w/Bath; Attic; Bathtub; Laundry - 1st Floor; Pantry; Primary Bedroom w/Bath; Shower; Storage; Walk-in Closets Patio and Porch Features: Deck; Porch-Screened Equipment: Generator; Internet Access Available; Satellite Dish Green Features: Air Exchanger Driveway: Gravel; Other Parking: 5 - 10 Spaces; On Site Vehicle Storage: 2 Car; Auto Door Opener; Direct Entry to Living Electric: Circuit Breakers; Generator Hookup Gas: Bottled Sewer: Private Sewer; Septic Design Available Water: Private

Room Information

Room Name	Level
Kitchen	First
Dining Room	First
Library	First
Living Room	First
Primary Bedroom	First
Bedroom 2	Second
Bedroom 3	Second
Laundry	First

Documents

Amenities ›

Property Disclosure Public Access ›

Deed Public Access ›

Release Deed ›

Recorded Pond Agreement ›

Oakwood Drive Road Association Minutes ›

Road Association Bylaws ›

Pond Bylaws ›

Listing Office: FIV Realty Co Maine, LLC

Last Updated: August - 14 - 2026

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. Equal Housing Opportunity.