Estimated payment $4,603/month
A rare chance to own a piece of Maine's bold coast on beloved Cliff Island. Just feet from the ocean's edge, this traditional two-bedroom cottage sits on dramatic rocky shoreline with unobstructed 180+ views of open ocean and A once-in-a-generation opportunity to own nearly 60' feet of private, direct ocean frontage on Cliff Island—just minutes from downtown Portland. Set high on a rocky point with no immediate neighbors in sight, this charming two-bedroom cottage offers unobstructed 200+ views spanning the open Atlantic, surrounding islands, and the inner waters of Casco Bay. Waves crash just feet from your front deck in one of the most dramatic and peaceful coastal settings anywhere in Maine. The home itself is untouched in the best possible way—retro-cool, with original charm, unspoiled rooflines, and a nostalgic vibe that hasn't been compromised by decades of misguided renovations. It's ready to enjoy exactly as it is—like stepping back in time—yet also serves as a blank slate for those looking to restore or reimagine while honoring its soul. You could never build this close to the water again. Cliff Island is the quietest and most pastoral of all the islands serviced by Casco Bay Lines—unchanged, uncrowded, and unbelievably close. Just a short walk from the ferry landing, this property offers the kind of raw beauty, privacy, and connection to nature that is simply irreplaceable. A timeless retreat. A rare investment. And an affordable, accessible chance to own Maine's bold coast—up close and unforgettable.
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/07/2025 08/07/25 | For Sale | $745,000 | -- | $802 / Sq Ft |
$699,000
Located in one of Portland's most vibrant neighborhoods, this classic Cape-style home blends vintage charm with serious potential. From the street, it exudes warmth, but it's the oversized, beautifully landscaped lot and versatile layout that truly set it apart. A single car garage is neatly connected to the house by a breezeway — a sunny, flexible space ready to become your cozy reading nook,
David Banks RE/MAX By The Bay
$895,000
Island living could not be easier! This year-round historic Quartermasters unit is located in the heart of the Diamond Cove community on Great Diamond Island. Beautifully appointed, this 3 bedroom, 2.5 bath includes a spacious 1st floor bedroom suite. Appreciate the historic charm including original hardwood floors throughout, exposed brick walls, wooden beams, steel girders, and wainscoting,
Amy Farrell Legacy Properties Sotheby's International Realty
$749,000
Attention artists, visionaries, and eccentrics. This could be the house for you. It started as a very cool water tower built a hundred years ago on the highest elevation on Peaks Island in an area called Tolman Heights. The rest of the house came in 1982. The ample outdoor space is partly open, partly gardens and partly wooded. This storybook setting includes a magic turret room that would fit a
Rhonda Berg Harborview Properties, Inc.
$649,950
Serenity Cottage will steal a little piece of your heart just like it has for the current owners. Just a short walk from the ferry, this 1912 seasonal cottage is ready for you to unpack your bags. This construction date was confirmed via the original 1912 ferry schedule found in the walls during renovations. The charming full length front porch gives you a great place to sit and read or listen to
Wendy Harmon Keller Williams Realty
$899,000
Sited high and peacefully secluded with an inviting yard, this classic, turn of the century island home hearkens back to the Peaks Island of yesteryear when this popular Summer resort destination, with its grand hotels, theaters, restaurants and an amusement park, earned it the moniker, ''Coney Island of Maine''. Lovingly preserved and maintained for four-seasonenjoyment, you'll be captivated
Mary McAleney RE/MAX Shoreline
$775,000
With its desirable Morning Street location, this property will benefit from your vision and updating. Currently a 2 unit, this home is easily envisioned as a renovated single family home or maintained as a 2 unit rental income property. The first floor unit is designed with 2 bedrooms while the 2nd unit includes floors 2 and 3 with 2 bedrooms. Newer Viessmann boiler heats both units.
Colleen Bedard RE/MAX Shoreline
$675,000
Live in the heart of Portland's most vibrant neighborhood in this move-in-ready, attached single-family home—just steps from award-winning restaurants, breweries, trails, and the future Portland Foreside. Unlike a condo, you'll enjoy the freedom of no rental or pet restrictions and a low monthly association fee of just 88 dollars. The owners have meticulously renovated this home over the years
Will Van Wickler Keller Williams Realty
$750,000
Welcome to 15 Summer Street, with historic charm in Portland's sought-after West End., ready for your modern updates.This versatile home offers space for the way you live today—whether you need multiple home offices, guest rooms, or creative flex spaces. Recent improvements include fresh interior paint throughout, beautifully refinished hardwood floors, and a state-of-the-art heating
John Hatcher Keller Williams Realty
$695,000
Delight in the perfect blend of classic charm and modern updates at 6 Grasmere Road, just two blocks from Portland's scenic Back Cove. This thoughtfully updated 1929 4-square home offers timeless character elevated by contemporary comforts, making this an easy and inviting move.Enter the glassed-in porch/mudroom and into an elegant kitchen featuring custom inset cabinetry, marble
Jed Rathband Keller Williams Realty
Source: Maine Listings
MLS Number: 1633360
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