HOMESTEAD Homes with Trees/Woods View

HOMESTEAD Homes with Trees/Woods View

Welcome to the enchanting subdivision of Homestead, nestled in the heart of Portland, Oregon, within the picturesque Multnomah County. This charming community offers a unique blend of suburban tranquility and urban convenience, making it an ideal haven for families, professionals, and nature enthusiasts alike.

One of the standout features of Homestead is its stunning homes, many of which boast breathtaking views of lush trees and serene wooded landscapes. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature, all while being just a stone's throw away from the vibrant life of Portland. The abundance of greenery not only enhances the aesthetic appeal of the neighborhood but also provides a refreshing escape from the hustle and bustle of city life.

Homestead is designed with community in mind, featuring well-maintained streets, inviting parks, and a friendly atmosphere that encourages neighborly connections. Residents enjoy easy access to local amenities, including shopping, dining, and recreational opportunities, all while being surrounded by the natural beauty that Oregon is renowned for.

Whether you're looking to raise a family, downsize, or find a serene retreat, Homestead offers a diverse array of homes that cater to various lifestyles. With its picturesque views and close-knit community spirit, it's no wonder that Homestead is a sought-after destination for those looking to embrace the best of both worlds. Come explore the charm and beauty of Homestead, where your dream home awaits amidst the trees!

Newest HOMESTEAD Homes with Trees/Woods View

4391 SW TERWILLIGER BLVD, Portland
$1,690,000
2 Beds ⋅ 3 Baths ⋅ 436374117 MLS
Tucked within a lush and exceptionally private corner of Portland’s historic Homestead neighborhood, this gorgeous residence is a hidden treasure you may have glimpsed while traveling along the storied Terwilliger Parkway. A rare blend of timeless architecture, refined materials and modern functionality, this extraordinary property offers an experience that feels worlds away from the city, yet remains just minutes from OHSU, downtown Portland, Marquam Nature Park’s wooded trails and the nearby conveniences of Hillsdale and Johns Landing. Inside, rich materials and exquisite marble finishes create an atmosphere of understated luxury. A dramatic enclosed sunroom, framed by custom floor-to-ceiling sliders, invites the garden landscape indoors and provides an exceptional setting for entertaining or quiet retreat. Two beautifully appointed en-suite bedrooms plus two attic level bonus rooms, heated floors throughout many areas and three fireplaces add comfort and character at every turn. And then there are the unexpected delights: A secret room waiting to be discovered, an exquisite swimming pool surrounded by a generous pool deck designed for lazy summer afternoons or pool parties, plus a charming guest house complete with a full bath. A separate pump house offers additional functionality with a large storage room, while the surrounding gardens create a serene and secluded backdrop for it all. Every detail reveals thoughtful updates and distinctive features, resulting in a home that is as captivating as it is comfortable. Whether hosting an unforgettable gathering, relaxing poolside, or simply enjoying the tranquility of its private garden setting, this is a property designed to be experienced and savored. It hardly feels like Portland, and yet remarkably, the city is right outside your door. A true private paradise and an entertainer’s dream, this is a home that must be seen to be fully appreciated. Prepare to be wowed. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251896]

4391 SW TERWILLIGER BLVD, Portland

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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