HOMESTEAD Homes with Colonial Style

HOMESTEAD Homes with Colonial Style

Welcome to Homestead, a charming subdivision nestled in the heart of Portland, Oregon, within the vibrant Multnomah County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Homestead is characterized by its picturesque streets lined with majestic Colonial-style homes, a nod to classic American architecture. These stately residences exude timeless elegance, featuring symmetrical facades, grand columns, and beautifully manicured lawns. Each home tells a story, with spacious interiors that often boast hardwood floors, intricate moldings, and inviting fireplaces, perfect for cozy gatherings or quiet evenings at home.

Living in Homestead means enjoying the best of both worlds. The subdivision is conveniently located near Portland's bustling downtown, where residents can explore an array of dining, shopping, and entertainment options. For nature enthusiasts, the nearby parks and green spaces offer endless opportunities for outdoor activities, from leisurely strolls to weekend picnics.

Families will appreciate the excellent schools in the area, ensuring that children receive a quality education. The sense of community in Homestead is palpable, with friendly neighbors and local events that foster connections and create lasting memories.

Whether you’re looking to settle down in a Colonial-style home that reflects your love for classic architecture or seeking a vibrant community that embraces both nature and urban living, Homestead in Portland is a place where your dreams can flourish. Come and discover your new home in this enchanting subdivision today!

Newest HOMESTEAD Homes with Colonial Style

$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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