1621 Turtle Head Road, Islesboro, ME 04848

New Listing

$2,750,000

Deep water dock. Long expanse of beach. Abutting preserved land.

Virtual Tour

https://my.matterport.com/show/?m=EZ1gAHDbUaL

Virtual Tour

https://my.matterport.com/show/?m=WX5xPycmur5

Maine house with first floor primary suite, traditional livings spaces, study, sunroom, game room, wine cellar, bar

Covered patio facing east capturing morning sunrises and reflective colors of sunset.

Separate private guest house with two to three bedrooms, or office space.

Relax after returning from a day on the water.

Views from many rooms including from the second floor family room balcony.

Covered patio attached to sun room facing southeast capturing morning sunrises and reflective colors of sunset.

Central dining room facing the water, connecting indoor and outdoor living spaces for gathering guests.

Sitting room with fireplace and doors leading to covered patio facing the water, set between the dining room and living room.

Living room facing the water with vaulted ceiling.

Pool, steps from the house, overlooking the water.

Covered patio adjoining south facing sunroom.

71_1621TurtleHead_S_Main_House_Floor_1_p

South facing sun room immediately accessible to dining room and kitchen

67_1621TurtleHead_S_Main_House_Floor_1_p

68_1621TurtleHead_S_Main_House_Floor_1_p

65_1621TurtleHead_S_Main_House_Floor_1_p

First floor primary suite with fireplace.

Main house and separate, private yet nearby guest house.

Guest house separate and private yet nearby to the main house.

Spacious open concept gathering space - kitchen, dining, living - in guest house.

Guest house full bathroom. There is also a half bath.

5 bay garage with storage space within guest house.

House and guest perched above the shoreline with deep water dock.

Property Type: Residential Bedrooms: 7 Baths: 6 Square Footage: 4,286 Lot Size (sq. ft.): 110,207 Status: Active

Current Price: $2,750,000 List Date: 10/23/2026 Last Modified: 10/23/2026

Overview

Description

This exceptional estate exemplifies the truly enduring appeal of coastal Maine with a beautifully crafted main residence, separate and private guest residence, swimming pool, and deepwater dock flanking 300 feet of accessible shore frontage, creating an extraordinary setting for both intimate retreats and great gatherings. Defined by superior craftsmanship and a refined sense of scale, the residence unfolds through generous living and gathering spaces balanced by quiet, private spaces. Expansive windows capture the distinctive light of Maine, welcoming spectacular sunrises over the water, and easterly views. The main residence's first floor has, in addition to traditional living spaces, a primary bedroom suite, office suite, sun room and covered patio both facing the water. The second floor has additional bedrooms and a gathering room with fire place and a balcony overlooking the water. The lower level has a wine cellar, bar, and recreation room, with plenty of storage and utility spac ... (Read more)

Listing Details MLS# 1685528

Property Sub-Type

Property Sub-Type: Single Family Residence

Location Information

Street #: 1621
Street Name: Turtle Head
Street Type: Road
County: Waldo
Town: Islesboro
State/Province: ME
Zip Code: 04848
Zip +4: 4018
Leased Land: No
Book: 2022
Page: 213
Map: 37
Lot: 5D
Zoning: Residential,Shorelnd
Zoning Overlay: Unknown
Association: No
Full Tax Amount $: 20870
Tax Year: 2026
Tree Growth Y/N: No

Contract Information

Original List Price: 2750000

Property Information

Surveyed: Unknown
Seasonal: No
# Rooms: 16
# Bedrooms: 7
# Fireplaces: 2
Total Full Baths: 4
Total Half Baths: 2
Total Baths: 6
Year Built: 1989
SqFt Finished Above Grade: 3486
SqFt Finished Below Grade: 800
SqFt Finished Total: 4286
SqFt Source: Other
Other Source of Square Footage: Floor Plans, Estimate, Does NOT incl Guest Cottage
Garage: Yes
Garage Spaces: 4
Lot Size Acres +/-: 2.53
Source of Acreage: Public Records

Water Info

Waterfront: Yes
Waterfront Amount: 311
Water Frontage Owned: 311
Water View: Yes
Water Body Name: Penobscot Bay

More Information

Property Features

Site: Level; Open; Rolling/Sloping; Well Landscaped; Wooded Location: Abuts Conservation Roads: Dead End; Gravel; Public Source of Water Frontage: Public Records Water Body Type: Bay; Ocean View: Scenic Appliances Included: Dishwasher; Dryer; Refrigerator; Washer Style: Other Levels: Multi-Level Construction: Wood Frame Basement: Finished; Full; Unfinished Basement Entry: Interior Foundation Materials: Poured Concrete; Slab Roof: Shingle Exterior: Other; Wood Siding Heat System: Zoned Heat Fuel: Oil Water Heater: Off Heating System Cooling: None Floors: Wood Amenities: 1st Floor Primary Bedroom w/Bath; Bathtub; Other; Pool-In Ground; Primary Bedroom w/Bath; Shower; Storage; Walk-in Closets Driveway: Gravel Parking: 5 - 10 Spaces Vehicle Storage: 4+ Car; Detached Electric: Circuit Breakers Gas: Bottled Sewer: Private Sewer; Septic Tank Water: Private; Well Needed on Site

Room Information

Room Name	Level
Primary Bedroom	First
Bedroom 1	Second
Bedroom 2	Second
Bedroom 3	Second
Bedroom 4	Second
Bedroom 5	Second
Bedroom 6	Second
Kitchen	First
Dining Room	First
Sunroom	First
Living Room	First
Office	First
Laundry	First
Mud Room	First
Family Room	Second
Other Room	Basement

Documents

MLS Packet ›

Listing Office: Legacy Properties Sotheby's International Realty

Last Updated: October - 23 - 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.