Sign up to get new listings emailed daily! JOIN SIGN IN
Betsy Carson
REALTOR®
VCard Icon 
Refine Search

1578 &1590 Pripet Woods Road, Islesboro, ME 04848

$2,500,000
  • Main Photo

110 Total Photos [Click to View All]

New to the Market Active
BEDS7 BATHS5 full SQUARE FEET3,854 MLS#1658893
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

Set on the serene north end of Islesboro, this rare coastal compound offers the kind of privacy, flexibility, and natural beauty that's increasingly hard to find. With 13 acres, 525 feet of open shoreline, and direct, stair-free access to the water, this property stands apart from nearly every other waterfront offering on the island.The centerpiece is a stunning 2025 built log style home, thoughtfully designed with over 2,200 square feet of warm, inviting living space. Cathedral ceilings and a wall of windows flood the open kitchen and living area with natural light, creating an airy yet cozy gathering space. The first floor features two spacious bedrooms, including a primary suite with a walk-in closet and sliding doors leading to a screened-in porch, perfect for quiet mornings or summer evenings. Upstairs, a large third bedroom with its own bath provides a private retreat for guests or family. A detached two-car garage adds convenience and storage. The second home, built in 1968, is a well-maintained, year-round residence offering four bedrooms and two baths, all on one level. Full of character and functionality, it includes a charming bunk room with built-in beds and clever storage, making it ideal for hosting. A covered porch and waterside fire pit create easy spaces for relaxation and entertaining. Included are 10 fruit young trees and a new greenhouse, perfect for those looking to embrace a more self sufficient or garden focused lifestyle. Both homes enjoy fenced backyards with gated access to the beach.The setting is exceptionally private, tucked at the end of a long drive and bordered by conservation land.Whether you're seeking a multi-generational retreat, an income-producing opportunity, or a private island escape, this property delivers unmatched versatility. Offered as a complete compound or the 2025 home with 5.77 acres, (See separate listing )

1578 &1590 Pripet Woods Road | MLS# 1658893

This single family home located at 1578 &1590 Pripet Woods Road, Islesboro, ME 04848 is currently listed for sale with an asking price of $2,500,000. This property was built in 2025 and has 7 bedrooms and 5 full baths with 3854 sq. ft. Search Islesboro real estate on betsycarson.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Not Applicable
Garage: 2
Heating: Baseboard, Wood Stove
Home Style: Ranch
Lot Size: 13.00 Acres
Roof Type: Shingle
Taxes: $21,272
Year Built: 2025

Feature Descriptions

Electric: Circuit Breakers
Flooring: Tile, Wood
Sewer: Private Sewer
Special View Info: Scenic, Trees/Woods
SQ FT Above Grade: 3854
SQ FT Below Grade: 0
Total Rooms: 15
Water: Well
Water Body Name: Atlantic Ocean
Wooded: Yes

Room Sizes

Kitchen: Level - First
Living Room: Level - First
Bedroom 1: Level - First
Bedroom 2: Level - First
Bedroom 3: Level - Second
Loft: Level - Second
Kitchen: Level - First
Living Room: Level - First
Bedroom 1: Level - First
Bedroom 2: Level - First
Bedroom 3: Level - First
Bedroom 4: Level - First
Exercise Room: Level - First
Mud Room: Level - First
Den: Level - First

Listed By / Shown By

Listed By

Agency Name: The New England Real Estate Company, LLC
Agency Contact: lisadg@thenewenglandreco.com
Agent Name: Lisa Decker Griffith

Shown By

Agent Name: Betsy Carson
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

IDX logo

TOUR THIS HOME

Choose a date and time to see 1578 &1590 Pripet Woods Road, Islesboro, ME 04848.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Saturday April 25
  • Sunday April 26
  • Monday April 27
  • Tuesday April 28
  • Wednesday April 29
  • Thursday April 30
  • Friday May 1
  • Saturday May 2
  • Sunday May 3
  • Monday May 4
  • Tuesday May 5
  • Wednesday May 6
  • Thursday May 7
  • Friday May 8
  • Saturday May 9
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 8,065.75 per month $5,563.92 Principal & Interest $1,772.67 Property Tax $729.17 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/24/2026. The listing information on this page last changed on 04/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/24/2026 12:04:49 AM EST) or MLSPIN MLS (last updated Thu 04/23/2026 11:38:35 PM EST) or Prime MLS (last updated Thu 04/23/2026 11:33:11 PM EST) or MREIS (last updated Thu 04/23/2026 11:55:30 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder

Pixel