Trailside Dream Homes from $96,200

There’s a certain kind of magic to walking a trail that’s been trodden for centuries…

The crunch of gravel underfoot. The scent of pine or sea air. A glimpse of distant peaks or ruins. And best of all, knowing that your hike ends not in a tent—but in the comfort of your dream home.

The best homes don’t just offer four walls and a view. They offer a lifestyle—where nature is just outside your door and adventure begins on the front step.

I asked my team to find homes near four of the world’s most spectacular hiking routes. These places deliver fresh air, rich culture, and soul-stirring scenery. And in each, you’ll find a dream home worth lacing up your boots for.

Let’s hit the trail…

Two men walking on a trail in the woods

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Here’s my scout Oliver Lovett and his guide Kelvin hiking in the Chame district of Panama. My team know their stuff. They’ve hiked all over the world. Today, we explore homes in four of our top hiking destinations.

Northern England—Tread the Hadrian’s Wall Path

Listing price: £189,950 ($255,900)

Imagine hiking in the footsteps of Roman legionnaires. Hadrian’s Wall, stretching coast to coast across northern England, offers stunning views of moorland, sheep-dotted fields, and stone villages where time seems to stand still.

The wall was built starting in AD 122 under the orders of Emperor Hadrian to defend Roman Britain from northern tribes. Much of the wall still stands today.

This is a place of rich history and raw beauty. And it’s a part of the UK where you can still find charming stone cottages and sweeping countryside views.

A green rolling hills with a stone wall

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Golden light at Caw Gap on Hadrian’s Wall—a World Heritage Site in the heart of Northumberland National Park. A favorite spot for walkers on both the Hadrian’s Wall Path and the Pennine Way.

This charming two-bed apartment is set in The Longhouse, a historic 1770s building on the beach in Skinburness, close to the western end of Hadrian’s Wall Path.

From the first-floor apartment you can enjoy panoramic views across the Solway Firth, the estuary that forms part of the border between northwest England and southwest Scotland. 

The apartment features an open-plan lounge/dining area with fireplace and designer radiators, a modern kitchen with sea views, two spacious bedrooms, and bathroom facilities.

This property is on the market for £189,950 ($255,900). Read all details here.

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This character-filled coastal haven in historic Skinburness has sweeping views across the Solway Firth and the Scottish coast beyond.

Salento, Colombia—Into the Valle de Cocora

Listing price: €571,000 ($644,600)

Towering wax palms, cloud forests, and a kaleidoscope of green—welcome to Colombia’s Valle de Cocora, a 6-7-hour hike through Colombia’s Coffee Region, starting from just outside the lively, colonial town of Salento.

This is one of the most visually spectacular hikes in the Americas. And the town itself is fast becoming a hotspot for expats, digital nomads, and those seeking a simpler, nature-connected lifestyle.

Properties here often come with mountain views, wraparound balconies, and tropical gardens.

A road leading to a green hill with tall trees

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Towering Quindío wax palms—Colombia’s national tree—pierce the clouds in Cocora Valley, creating one of the world’s most surreal and breathtaking hiking landscapes.

This 10,548-square-foot villa sits on a sprawling 19-acre estate in Colombia’s lush Coffee Region. Built in 2021, the property has six bedrooms, five full bathrooms, a guest half-bath, and a large social area for entertaining.

Highlights include a panoramic-view balcony, a pool, barbecue area, and quincho. Outdoors, the estate boasts 12 stables, fruit trees, and ample green space for nature walks or future expansion.

It’s on the market for €571,000 ($644,600) and you’ll find the full listing here.

A house with a pool in the back

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Tropical grandeur in Colombia’s Coffee Region—this six-bed country villa near Salento sits on nearly 19 acres, with panoramic balconies, a pool, and lush gardens just a short drive from the wax palm-lined trails of Cocora Valley.

Agrigento, Sicily—Walk the Magna Via Francigena

Listing price: €85,000 ($96,200)

Sicily’s rugged interior has long kept it off the mainstream tourist trail—but for hikers, that’s a gift.

The Magna Via Francigena is a rediscovered medieval trail stretching from the north coast of the island to Agrigento on the southern shore, crossing dramatic hill towns and wild countryside along the way.

Agrigento itself is a fascinating place, home to the Valley of the Temples—a UNESCO World Heritage site where ancient Greek ruins rise from the earth like giants caught mid-step.

A ruins of an ancient building

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Erected in the 5th century BC, the Temple of Juno stands as a timeless tribute to ancient Greek devotion—its lofty columns overlooking the Sicilian landscape for over two millennia.

The Magna Via Francigena ends in Agrigento—and just a short stroll from its cobbled lanes, you’ll find this charming apartment. After exploring ancient Greek temples and sun-drenched trails, come home to sweeping views of the Mediterranean from your balcony.

Spanning 1,345 square feet, the apartment features three bedrooms, two bathrooms, and a separate kitchen. Ideal for a pied-à-terre or full-time home in a character-rich Sicilian setting. The apartment lies in a lane full of typical Italian charm and character.

It’s on the market for €85,000 ($96,200). You can find the full listing here.

A stone building with a door and balcony

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This spacious apartment with sweeping sea views is right in the heart of Agrigento’s historic center.

Killarney, Ireland—Trails Through Storybook Scenery

Listing price: €795,000 ($897,200)

Killarney National Park is the kind of place that makes you stop in your tracks. Jagged mountains, glacier-carved lakes, and shadowy oak forests surround the trails that crisscross this southwest corner of Ireland.

The town of Killarney has long drawn nature-lovers and romantics. It’s lively, friendly, and steeped in tradition—yet it also offers serenity just a few minutes’ walk from town.

If you want a home where you can hike in the morning and listen to live music in the pub that evening, this is your place.

A castle on a lake

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Ross Castle stands sentinel on the shores of Lough Leane, surrounded by the wild beauty of Killarney National Park—a timeless scene where history and nature meet in the heart of County Kerry.

And it’s here you’ll find our final listing…

Set in the exclusive Aghadoe enclave just 2.5 miles from Killarney town, this magnificent six-bed, dormer bungalow offers about 4,600 square feet of living space on a landscaped 0.44-acre plot.

Surrounded by the scenic beauty of Killarney National Park and the Ring of Kerry, it blends countryside tranquillity with exceptional convenience.

The home features elegant interiors with solid ash and maple flooring, high ceilings, designer finishes, and multiple reception rooms including a lounge, formal dining room, sunroom, and breakfast room. The chef’s kitchen is fully equipped with high-end appliances and granite countertops. Outdoors, a large patio and mature gardens are ideal for al fresco entertaining.

This property is on the market for €795,000 ($897,200). You can find the full listing here.

A house with a driveway and trees

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An elegant country retreat in Aghadoe, near Killarney’s rolling green landscapes, with refined interiors and the natural splendor of Ireland’s southwest.

Wishing you good real estate investing,

P.S. If you’re interested in any of these listings you should hire an attorney and do your own due diligence. We haven’t done any due diligence on them.

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Check out this reel and let me know what you think in the comments.