Estimated payment $3,983/month
A once-in-a-generation chance to own a piece of Maine's bold coast on beloved Cliff Island—just minutes from downtown Portland. Perched high on a rocky point with ~60 feet of private, direct, deeded ocean frontage, this traditional two-bedroom cottage sits so close to the water that, from the main living areas and deck, all you see is blue—glorious blue. Enjoy unobstructed 200+ panoramic views of the open Atlantic, surrounding islands, and inner Casco Bay. Just a short walk from the ferry landing, Cliff Island Store & Cafe, and the beloved beach at Griffin's Cove, this is truly the way life should be. Facing southeast, the sunrise greets you each morning, bathing the cottage in natural light. This is the perfect place—the ideal escape. Imagine launching your kayak from your very own pebble beach, strolling or jogging along quiet dirt roads, and exploring the serene, ever-changing landscapes of an island untouched by time and tourism. The owners recently completed a new stone seawall to protect against storms and erosion. The cottage 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 misguided updates. With rustic charm, this home is move-in ready, or, like many on the island, you can reimagine it while honoring its soul. Cliff Island is the quietest and most pastoral of all the islands serviced by Casco Bay Lines—unchanged, uncrowded, and yet remarkably close. Though it feels a world away, access is quick and easy. A timeless escape. A rare investment. And an irreplaceable opportunity to own Maine's bold coast—up close, unforgettable, and forever.
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/09/2025 09/09/25 | Price Changed | $655,000 | -6.3% | $705 / Sq Ft |
| 08/25/2025 08/25/25 | Price Changed | $699,000 | -6.2% | $752 / Sq Ft |
| 08/07/2025 08/07/25 | For Sale | $745,000 | -- | $802 / Sq Ft |
A small business owner, Realtor, developer, and contractor, Tom Landry is one of the most accomplished and respected real estate professionals in Southern Maine. As the founder of both Benchmark Real Estate and CornerStone Building and Restoration, Tom brings a rare breadth and depth of knowledge to every purchase, sale, development, or remodel project he undertakes. In his main focus, real estate sales, he has been one of Maine’s top producing agents and Portland’s number one Listing/Selling
$1,999,000 Pending
Just 20 minutes from Portland, 10 minutes from the heart of Yarmouth, and only 2 minutes to a convenient boat launch, this extraordinary home offers a rare combination of privacy, serenity, and proximity. Nestled on a commanding bluff with panoramic ocean views, and surrounded by 7 acres of unspoiled coastal landscape, the setting feels like a world apart—yet close to
Tom Landry Benchmark Real Estate
$1,595,000
Welcome to Solaris - Portland's most forward-thinking condominium. Built in 2022, Solaris is an architectural standout and one of the most environmentally progressive residential buildings in the city. Thoughtfully designed to near net-zero standards, this modern masterpiece was built with both people and the planet in mind. In fact, the building is so efficient that after two years of living,
Tom Landry Benchmark Real Estate
$1,995,000
At the edge of Portland's iconic Eastern Promenade, 33 Turner Street is a rare offering—an 1850 home completely reimagined in 2018 and now nearly new from the foundation up. Classic exterior lines honor its history while the interior delivers modern luxury, efficiency, and livability with too many updates to list: new roof, siding, windows, super-insulation, full electric and plumbing, and
Tom Landry Benchmark Real Estate
$199,000
Build Your Dream in East Deering's Hidden Gem.Welcome to 9-11 Bismarck Street, nestled in Portland's coveted East Deering neighborhood — one of the city's most up-and-coming and trendsetting enclaves, with a bright future for decades to come.This buildable lot offers an unbeatable blend of walkability, nature, and city convenience. Stroll to Baxter Boulevard, Payson Park, and the Longfellow
Tom Landry Benchmark Real Estate
$629,000 Pending
Experience the epitome of coastal urban living in this exceptional 1-bedroom, 1-bath condominium at Chandler's Wharf—Portland's premier waterfront address. This single-level unit offers a private deck with sweeping easterly views of Casco Bay, where you'll enjoy spectacular sunrises and a front-row seat to the working waterfront. Just outside your door is immediate access to the historic Old Port
Tom Landry Benchmark Real Estate
$795,000 Pending
In Portland's historic and highly desirable West End, 20 Tate Street offers the perfect blend of character, updates, and location. Just blocks from the Arts District, Old Port, and Harborview Memorial Park with its playgrounds and walking trails connecting to Portland's vibrant Commercial Street, this quiet one-way neighborhood is remarkably central yet feels tucked away. Local favorites like
Tom Landry Benchmark Real Estate
$395,000 Pending
Light-Filled West End Condo with Stunning City & Mountain Views. Perched on the upper level of a historic brick building, this bright and stylish West End condo feels like your own Parisian retreat—overlooking Portland's rooftops, church steeples, and, to the west, Back Cove and the distant peaks of Mount Washington. Inside, the open-concept layout includes a sunny south-facing living, dining,
Tom Landry Benchmark Real Estate
$1,795,000
OPEN HOUSE WEEKEND September 25th - 28th from 11:00 to 1:00 @ development showroom - 64 Pine St. Welcome to Aurora — eco-lux, single level living in Portland's West End. This 12-unit, Scandinavian-inspired condominium development sets a new standard for sustainable design and refined urban living. Each single-level flat offers between 1,523sf and 1,642sf, 3 bedrooms, 2.5 baths, private deck,
Tom Landry Benchmark Real Estate
$1,595,000 New Construction
OPEN HOUSE WEEKEND September 25th - 28th from 11:00 to 1:00 @ development showroom - 64 Pine St. Welcome to Aurora — eco-lux, single level living in Portland's West End. This 12-unit, Scandinavian-inspired condominium development sets a new standard for sustainable design and refined urban living. Each single-level flat offers between 1,523sf and 1,642sf, 3 bedrooms, 2.5 baths, private deck,
Tom Landry Benchmark Real Estate
Source: Maine Listings
MLS Number: 1633360
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