Skyline Meadow Homestead
Pending
Skyline Meadow Homestead
5545 Skyline Rd S.
Salem, OR 97306
$1,250,000
3 bedrooms | 3 bathrooms | 2,904 sqft | Built 1916 | 7.25 acres
A south-facing meadow framed by oaks and Douglas firs, with a historic 1916 farmhouse, barn, shop, and orchard. This 7.25-acre homestead is ready to be lived into as a working farm, multigenerational home, or simply a place to enjoy a quiet life at the edge of town.
A Rare Opportunity
Skyline Meadow Homestead is part of a landscape for cultivating food, family, and future—where generations can live side by side, gather around harvests, and root deeply into a place that has been loved for over a century.
Notable features include:
Historic 1916 farmhouse with attached apartment
7.25 acres of meadow, oaks, and Douglas firs
Horse barn, huge shop with 3-phase power, and multiple outbuildings
Seasonal spring-fed pond
Established orchard with apples, plums, cherries & more
Territorial views and privacy while only minutes from town
Flexible potential: homestead, farm, multigenerational living, or future development
Farmhouse Living
Set on 7.25 gently sloping acres above Skyline Rd S, Skyline Meadow Homestead blends history, beauty, and potential. The classic 1916 farmhouse—with its attached apartment—offers space for multigenerational living or guest accommodations. Outbuildings include a large shop with 3-phase power, a horse barn, and multiple sheds, making the property well-equipped for farming, animal husbandry, or creative trades.
“This property is a truly special place. For 40 years, it has been our family’s gathering ground and a place of deep connection with the land. The orchard, pond, and pastures have fed us and our neighbors, and the home has always had room for friends and family. I believe it’s ready for someone new to continue that story—whether as a working farm, a multigenerational home, or a place to live more closely with the land.”
- Owners
The land itself is a balance of open meadow, towering Douglas firs, and ancient oaks. A seasonal spring-fed pond and established orchard of apples, cherries, and plums enrich the landscape. The meadow slopes toward the north and west, offering wide territorial views and sunsets that linger.
For those seeking a working homestead, Skyline Meadow is ready for gardens, livestock, or small-scale farming. For families, it’s a place to live together in privacy while keeping close connections to neighbors and town. And for those with an eye to the future, its location at the city’s edge offers the option of thoughtful development.
This is more than a property—it’s an invitation to step into a way of life rooted in the land, with flexibility to grow in many directions.
Life List
Oregon White Oak, Douglas Fir, Oregon Grape, and Sword Ferns thrive alongside native grasses and wildflowers, creating a rich and diverse landscape. The blend of open meadow, mature trees, and a natural water source fosters a dynamic habitat, home to a variety of birds and wildlife.
Imagine Possibility
The layout and infrastructure naturally support cooperation, creativity, and shared living. And with sellers open to creative terms or financing, the path to making Skyline Meadow your own is more accessible than most.
“Skyline Meadow is a place where people can live with privacy, produce from the land, and still remain connected to a larger community. It’s more than a property—it’s a setting for cooperation, creativity, and lasting connection..”
- Nathan Reimer, Listing Agent
Skyline Meadow Homestead is a rare offering—private yet connected, historic yet adaptable, rooted in the land yet open to new visions. Whether cultivated as a working farm, reimagined as a cooperative homestead, or simply cherished as a peaceful retreat, it’s a place where lasting legacies can take root.
The five roots of regeneration
Health & Wellness
A private retreat with clean air, quiet nights, and open spaces—an environment where health is supported by the land itself.
Sustainability
Grow your own food in fertile soils, tend an existing orchard of apples, plums, and cherries, and raise animals on pasture.
Community
Nestled at the edge of town, neighbors are near but not too close—offering both privacy and connection. Nearby you’ll find creeks, rivers, and the 50-acre Ballyntyne Learning Farm, where children can learn, play, and explore.
Ecology
Home to mature Douglas firs, oaks, and native understory plants, with a meadow that supports pollinators and a seasonal pond that nourishes wildlife.
Spirit
A place of continuity, where caring for the land and its more-than-human community roots you in something larger than yourself.

































Land Acknowledgement
We acknowledge the Kalapuya people, who have stewarded this land for thousands of years before European settlement. We honor their enduring connection to this place and recognize the ongoing presence of their descendants in the Willamette Valley today.
Proximity
This property is at the border of SW Salem and Marion County creating easy access to both the city and country beyond.
4.3 miles to I-5
7 miles to Independence, OR
Monona, WI
$280,000
Listed by Mark Voss