53 S Main Street 2, Kennebunkport, ME 04046 (MLS# 1664910)

53 S Main Street 2, Kennebunkport, ME 04046

New Listing

$2,500,000

A prime location overlooking the Kennebunk River.

Virtual Tour

https://listings.structuremedia.me/video/6AYXnfInsPTqqctC01EQhKpe1ATdKotF00R9jMP00MSU5c

The Ledges welcomes you with timeless coastal character and distinctive architectural design.

Enjoy proximity to the Atlantic Ocean and nearby beaches.

A one-of-a-kind residence blending artistry, design, and coastal charm.

Natural stone, cedar shingles, and a welcoming covered porch create timeless coastal appeal.

Stone-framed entry with elegant French doors.

A gracious entry welcomes you inside, abundant natural light, and views through French doors create a warm and inviting first impression.

A light-filled foyer sets the tone along with a striking stone fireplace, soaring ceilings, and expansive windows that draw your eye toward the living spaces beyond.

The welcoming foyer opens to a cozy library on the left and leads into the heart of the home, where soaring windows, a dramatic stone fireplace, and abundant natural light create an unforgettable first impression.

The heart of the home, this stunning great room features soaring ceilings, a floor-to-ceiling stone fireplace, and an open staircase that enhances the home's airy, light-filled design.

Floor-to-ceiling windows, a soaring stone fireplace, and a sweeping staircase create a dramatic yet welcoming gathering space. Sunlight fills the room throughout the day, while French doors provide seamless access to the deck beyond.

A striking floor-to-ceiling stone fireplace anchors the great room, while dramatic arched windows and French doors fill the space with natural light and frame views of the surrounding landscape and deck.

A remarkable floor-to-ceiling stone fireplace serves as the focal point of the great room, blending timeless craftsmanship with coastal character and creating the perfect place to gather year-round.

Perfectly positioned within the open-concept living space, the dining area enjoys views of the soaring stone fireplace, dramatic wall of windows, and French doors leading to the deck—creating an ideal setting for everyday meals and entertaining alike.

Whether hosting a holiday dinner or a casual coastal gathering, this light-filled space brings everyone together with ease and style.

Gather for dinner, relax by the fire, or simply enjoy the light and scale of this beautifully designed space where every detail encourages connection and comfort.

A stunning floor-to-ceiling stone fireplace anchors the living room, while the open staircase and balcony above add architectural interest and a sense of grandeur. French doors and oversized windows fill the space with natural light, creating a warm and inviting atmosphere.

A dramatic floor-to-ceiling stone fireplace serves as the centerpiece of the great room, bringing warmth, character, and timeless coastal style to this light-filled gathering space.

Designed for both everyday living and entertaining, the kitchen features custom cabinetry, warm wood countertops, a generous center island, and a distinctive range. The wood ceiling and rich flooring add warmth and character, creating a space that is both functional and inviting.

Designed for gathering and everyday living, this inviting kitchen offers plenty of workspace and effortless connection to the dining and living areas beyond.

Prepare meals, entertain guests, or enjoy your morning coffee while taking in river views and the ever-changing beauty of the coastal landscape.

Tucked beside the kitchen, this inviting sitting area is surrounded by windows that capture views of the Kennebunk River, creating the perfect spot for morning coffee, quiet reading, or watching the boats and tides pass by.

Wrapped in windows and positioned to capture views of the Kennebunk River, this charming sitting area offers a front-row seat to the changing tides and coastal scenery. Warm wood ceilings and natural light create an inviting retreat just off the kitchen.

Whether hosting dinner with friends or enjoying a quiet breakfast before heading out on the water, this welcoming space is designed to bring people together.

From casual breakfasts to holiday dinners, this light-filled space offers the perfect setting to gather while enjoying views of the Kennebunk River and the beauty of the surrounding landscape.

Soaring two-story living room anchored by a dramatic floor-to-ceiling stone fireplace. Walls of glass and arched windows fill the space with natural light while offering glimpses of the Kennebunk River. A warm and inviting gathering space with timeless coastal character.

Walls of glass, soaring ceilings, and oversized arched windows fill this open-concept living space with natural light. French doors lead to the expansive deck, creating a seamless connection to outdoor living and tranquil views toward the Kennebunk River.

Warm and inviting library with custom built-in bookcases, window seating, and rich wood detailing throughout. A versatile space ideal for reading, working from home, or gathering with family and friends.

Custom built-in desk and cabinetry create a dedicated workspace within the library, offering abundant storage, display shelving, and room to work from home in style. Thoughtfully integrated into the home's rich wood detailing and coastal-inspired design.

Charming built-in window bench with storage below creates a cozy spot to read, relax, or enjoy the wooded views. Thoughtfully integrated into the custom millwork, it adds both character and functionality to the library.

Custom built-in bookcases and cabinetry provide abundant storage and display space, showcasing the exceptional craftsmanship found throughout the home. Rich wood finishes, integrated lighting, and enclosed lower cabinets blend beauty and functionality in this thoughtfully designed library.

Thoughtfully designed library with custom built-ins, integrated workspace, and window seating that invites you to relax with a book. Rich wood accents and ample room for conversation make this a comfortable retreat for work, reading, or quiet reflection.

Custom built-in bookcases frame this inviting library, creating the perfect setting for reading, conversation, or a home office. Rich wood finishes, coastal-inspired design, and direct access to the main living areas make this a warm and versatile gathering space.

Spacious primary suite with vaulted wood ceilings, abundant natural light, and glimpses of the Kennebunk River through the treetops. A peaceful retreat featuring room for a sitting area and a bright, airy coastal feel.

Vaulted wood ceilings, custom built-ins, and a gas fireplace create a warm and inviting primary suite. Thoughtfully designed with abundant storage and display space, this private retreat blends architectural character with timeless coastal style.

Spa-like primary bath featuring a soaking tub, walk-in shower, and vaulted ceilings that enhance the sense of space and light. Warm wood accents, custom cabinetry, and thoughtful design create a relaxing retreat within the primary suite.

Generous walk-in closet with custom shelving, drawers, and hanging space designed to keep everything organized. Thoughtful built-ins maximize storage while a window brings in natural light, creating a bright and functional dressing area.

Open-concept living and entertaining spaces flow seamlessly beneath soaring ceilings and an elegant second-floor balcony overlook. Rich wood accents, abundant natural light, and a thoughtful layout create a welcoming gathering place that connects the living room, kitchen, and upper level with ease.

Open second-floor gallery overlooking the dramatic great room below, highlighted by a floor-to-ceiling stone fireplace and walls of glass. Hardwood floors, abundant natural light, and architectural details create a striking connection between the home's upper and lower living spaces.

Bright sitting room with hardwood floors and a graceful arched window that fills the space with natural light. An inviting nook for reading, morning coffee, or quiet conversation, conveniently located adjacent to the bedroom suite.

Comfortable guest bedroom suite offering privacy, natural light, and direct access to a full bath. A welcoming retreat for family and guests, thoughtfully positioned on the second level.

Bright and inviting guest bedroom with soft natural light, generous closet space, and easy access to the adjacent sitting room and full bath. A comfortable retreat designed to provide privacy and convenience for family and guests.

Private ensuite bath featuring a custom vanity, warm wood countertop, and abundant natural light. Thoughtfully designed to provide comfort and convenience, creating a welcoming retreat for guests.

Light-filled guest suite with windows on three sides capturing treetop views and glimpses of the Kennebunk River. The spacious layout and abundant natural light create a bright, airy retreat, offering comfort and privacy for family and guests.

Beautifully updated bath featuring a spacious walk-in tiled shower with built-in niche storage and timeless subway tile surround. Crisp finishes and warm brass accents create a clean, classic coastal aesthetic.

Expansive lower-level family room featuring a striking stone fireplace, wood-paneled ceiling, and abundant space for relaxing, entertaining, or game nights. With flexible living areas and direct access to additional rooms, this level offers exceptional versatility for family and guests.

Flexible lower-level bonus room with warm wood-paneled ceilings and luxury vinyl plank flooring. Ideal for a home gym, hobby room, media space, overflow guest accommodations, or additional storage, offering endless possibilities to suit your lifestyle.

Stylish lower-level bath featuring a custom farmhouse sink vanity, warm wood countertops, and coastal-inspired finishes. The spacious layout includes a walk-in shower and serves the lower-level living areas with both convenience and character.

Expansive deck designed for outdoor living and entertaining, with ample space for dining, lounging, and gathering with family and friends. Accessible from the main living area, this private outdoor retreat is surrounded by mature trees and captures glimpses of the Kennebunk River beyond.

Enjoy seamless indoor-outdoor living on this expansive deck, where walls of glass connect the home to its natural surroundings. With dedicated spaces for dining, lounging, and entertaining, it's the perfect setting to enjoy summer evenings, morning coffee, and glimpses of the Kennebunk River through the trees.

Covered breezeway entrance connecting the residence to the neighboring unit while preserving privacy and a sense of arrival. Framed by cedar shingles and classic coastal detailing, this distinctive feature reflects the home's condominium ownership while maintaining the look and feel of a standalone shingle-style retreat.

Classic shingle-style coastal architecture highlighted by a striking stone chimney, dramatic walls of glass, and distinctive round porthole windows. Surrounded by mature trees and elevated to capture glimpses of the Kennebunk River, the home blends timeless New England character with exceptional architectural detail.

Private covered entry with keypad access, offering a sheltered arrival and welcoming transition into the home. Tucked within the connecting breezeway, this protected entrance enhances convenience while maintaining the privacy and charm of this unique condominium residence.

Aerial view showcasing an exceptional location between the Kennebunk River and the Atlantic Ocean, surrounded by mature trees and coastal beauty. Enjoy the privacy of this tucked-away setting while being moments from Kennebunk Beach, Dock Square, local restaurants, and shopping.

Property Type: Residential Bedrooms: 3 Baths: 5 Square Footage: 3,110 Lot Size (sq. ft.): 72,310 Status: Active

Current Price: $2,500,000 List Date: 6/08/2026 Last Modified: 6/10/2026

Overview

Description

Inspired by the timeless charm of a classic Maine boat, this one-of-a-kind Kennebunkport home blends craftsmanship, comfort, and coastal character. The heart of the home is an open-concept living space anchored by a stunning fireplace, creating a warm and inviting gathering place for family and friends. Designed for both everyday living and effortless entertaining, the first-floor primary suite offers privacy and convenience, while two spacious ensuite bedrooms on the second level provide comfortable accommodations for guests. A charming library creates the perfect spot to curl up with a good book or work from home in a quiet setting. The finished lower level adds exceptional flexibility with additional living space and a full bath, ideal for recreation, hobbies, or overflow guests. Outside, the property offers room for a future garage, with plans available to help bring your vision to life. Located just moments from the shops, restaurants, galleries, and waterfront attraction ... (Read more)

Open Houses

Tomorrow, 11:00 am - 1:00 pm

Listing Details MLS# 1664910

Property Sub-Type

Property Sub-Type: Condominium

Location Information

Street #: 53
Pre Direction: S
Street Name: Main
Street Type: Street
Unit #: 2
County: York
Town: Kennebunkport
State/Province: ME
Zip Code: 04046
Leased Land: No
Book: 19556
Page: 285-286
Map: 8
Block: 8
Lot: 7A
Zoning: VR
Zoning Overlay: No
Neighborhood Association: The Ledges
Association: No
School District: RSU 21
Full Tax Amount $: 8824
Tax Year: 2026
Tree Growth Y/N: No

Contract Information

Original List Price: 2500000

Property Information

Surveyed: Yes
Seasonal: No
Deed/Conveyance Type Offered: Trustee
Deed: Partial
2 Detached Houses on 1 Lot: Yes
# Rooms: 9
# Bedrooms: 3
# Fireplaces: 2
Total Full Baths: 4
Total Half Baths: Yes
Total Baths: 5
Furniture: Unfurnished
Color: Shingle
Year Built: 2001
SqFt Finished Above Grade: 2784
SqFt Finished Below Grade: 326
SqFt Finished Total: 3110
SqFt Source: Public Records
Garage: No
Lot Size Acres +/-: 1.66
Source of Acreage: Public Records
Garage Spaces: 0

Water Info

Water Frontage: No
Water View: Seasonal
Water Body Name: Kennebunk River

Condominium

Unit Type: Condo
FHA Certification: No
Units in Building: 2

More Information

Parking

Reserved Parking: No
5 - 10 Spaces: Yes

Levels

Multi-Level: Yes

Site

Well Landscaped: Yes

Location

Near Golf Course: Yes
Near Public Beach: Yes
Near Shopping: Yes
Near Town: Yes

Roads

Public: Yes

Water Body Type

River: Yes

Recreational Water

Nearby: Yes
Public: Yes

Construction

Wood Frame: Yes

Basement

Finished: Yes
Full: Yes
Unfinished: Yes
Walk-Out Access: Yes

View

Scenic: Yes

Foundation Materials

Poured Concrete: Yes

Exterior

Shingle Siding: Yes

Roof

Composition: Yes

Heat System

Baseboard: Yes
Hot Water: Yes
Zoned: Yes

Appliances Included

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Gas Range: Yes
Microwave: Yes
Refrigerator: Yes
Washer: Yes

Heat Fuel

Oil: Yes

Cooling

None: Yes

Floors

Carpet: Yes
Luxury Vinyl: Yes
Tile: Yes
Wood: Yes

Kitchen Countertop

Other: Yes

Style

Cottage: Yes
Other: Yes

Electric

Circuit Breakers: Yes

Bedroom 1

Bedroom 1: Yes
Bedroom 1 Level: Second
Bedroom 1 Length: 9.5
Bedroom 1 Width: 12.3

Bedroom 1 Amenities

Full Bath: Yes

Gas

Bottled: Yes

Sewer

Septic Tank: Yes

Bedroom 2

Bedroom 2: Yes
Bedroom 2 Level: Second
Bedroom 2 Length: 15.6
Bedroom 2 Width: 13.5

Water

Public: Yes

Bedroom Amenities 2

Full Bath: Yes

Driveway

Common: Yes
Gravel: Yes

Restrictions

No Restrictions: Yes

Basement Entry

Interior: Yes

Water Heater

Off Heating System: Yes

Amenities

1st Floor Primary Bedroom w/Bath: Yes
Attic: Yes
Bathtub: Yes
Laundry - 1st Floor: Yes
Primary Bedroom w/Bath: Yes
Shower: Yes
Walk-in Closets: Yes

Patio and Porch Features

Deck: Yes

Equipment

Generator: Yes

Vehicle Storage

No Vehicle Storage: Yes

Kitchen

Kitchen: Yes
Kitchen Level: First
Kitchen Length: 15.5
Kitchen Width: 11.8

Kitchen Amenities

Island: Yes

Library

Library: Yes
Library Level: First
Library Length: 193
Library Width: 13.7

Library Amenities

Built-Ins: Yes

Living Room

Living Room: Yes
Living Room Level: First
Living Room Length: 25
Living Room Width: 23.3

Living Room Amenities

Vaulted Ceiling: Yes
Wood Burning Fireplace: Yes

Primary Bedroom

Primary Bedroom: Yes
Primary Bedroom Level: First
Primary Bedroom Length: 24.8
Primary Bedroom Width: 14

Primary Bedroom Amenities

Built-Ins: Yes
Double Vanities: Yes
Full Bath: Yes
Gas Fireplace: Yes
Separate Shower: Yes
Soaking Tub: Yes
Vaulted Ceiling: Yes
Walk-in Closet: Yes

Media Room

Media Room: Yes
Media Room Level: Basement
Media Room Length: 14.5
Media Room Width: 33.9

Other Room 1

Other Room 1: Yes
Other Room 1 Level: First
Other Room 1 Length: 8.5
Other Room 1 Width: 11.8

Other Room 2

Other Room 2: Yes
Other Room 2 Level: Second
Other Room 2 Length: 9.5
Other Room 2 Width: 11.6

Room Features

Built-Ins: Yes
Double Vanity: Yes
Full Bath: Yes
Gas Fireplace: Yes
Kitchen Island: Yes
Separate Shower: Yes
Soaking Tub: Yes
Vaulted Ceiling(s): Yes
Walk-In Closet(s): Yes
Wood Burning Fireplace: Yes

Property Features

Site: Well Landscaped Location: Near Golf Course; Near Public Beach; Near Shopping; Near Town Roads: Public Water Body Type: River Recreational Water: Nearby; Public View: Scenic Appliances Included: Dishwasher; Disposal; Dryer; Gas Range; Microwave; Refrigerator; Washer Kitchen Countertop: Other Style: Cottage; Other Levels: Multi-Level Construction: Wood Frame Basement: Finished; Full; Unfinished; Walk-Out Access Basement Entry: Interior Foundation Materials: Poured Concrete Roof: Composition Exterior: Shingle Siding Heat System: Baseboard; Hot Water; Zoned Heat Fuel: Oil Water Heater: Off Heating System Cooling: None Floors: Carpet; Luxury Vinyl; Tile; Wood Amenities: 1st Floor Primary Bedroom w/Bath; Attic; Bathtub; Laundry - 1st Floor; Primary Bedroom w/Bath; Shower; Walk-in Closets Patio and Porch Features: Deck Equipment: Generator Driveway: Common; Gravel Parking: 5 - 10 Spaces Vehicle Storage: No Vehicle Storage Restrictions: No Restrictions Electric: Circuit Breakers Gas: Bottled Sewer: Septic Tank Water: Public

Room Information

Room Name	Length	Width	Level
Living Room	25.00	23.30	First
Library	193.00	13.70	First
Kitchen	15.50	11.80	First
Other Room	8.50	11.80	First
Primary Bedroom	24.80	14.00	First
Bedroom 1	9.50	12.30	Second
Bedroom 2	15.60	13.50	Second
Other Room 2	9.50	11.60	Second
Media Room	14.50	33.90	Basement

Documents

Property Disclosure Public Access ›

Fema Flood Map ›

Septic Design ›

Deed Public Access ›

Plot Plan Public Access ›

Survey ›

Arsenic Treated Wood ›

Other Public Access 1 ›

IDX

Listing Office: Portside Real Estate Group

Last Updated: June - 10 - 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.