Luxury homes for sale & real estate in Homestead, OR

Luxury Home for sale in Homestead, OR:

Charming historic multi-family property (historically known as the Robert Foulkes House, built in 1902) located in Portland's desirable Lair Hill neighborhood. This unique investment opportunity features character-rich details, including classic hardwood floors and exquisite stained glass windows. The property offers incredible flexibility with a functional multi-unit layout—ideal for an owner-occupant looking to live in one unit while offsetting their mortgage with rental income, or for an astute investor looking to expand their portfolio [cite: 1.1.5]. Enjoy a classic Portland lifestyle just minutes from downtown, local parks, and public transit, combining vintage aesthetic appeal w

Luxury Home for sale in Homestead, OR:

OPEN sun 11/8 11am-1pm . Sweetheart of Portland Heights! One of the most captivating street-appeal homes in the SW Hills, this special Portland Heights residence welcomes you w/ breathtaking views of the Willamette River and Mt. Hood. Beautiful sunrises each morning, setting the tone for a home filled with inspiration and beauty. Step inside to a gracious formal living room w/ fireplace and abundant view windows, flowing into the elegant dining room—both thoughtfully positioned to capture the spectacular vistas. The beautifully designed chef’s kitchen features a casual eating area overlooking gardens, signature hydrangeas, and mature blooming trees. Just off the kitchen is a uni

Luxury Home for sale in Homestead, OR:

A rare fusion of architectural legacy and modern refinement, this reimagined SW Hills estate pairs timeless character with sweeping four-mountain views. Originally designed in 1938 by celebrated architect Roscoe Hemenway, the residence was thoughtfully transformed in 2024 by iBuildPDX, with more than $1 million in improvements that honor its historic roots while elevating everyday living. Expansive walls of glass and oversized sliding doors frame the views, fill the interiors with natural light, and create an effortless connection to the outdoors. Across three beautifully curated levels, elegant finishes and custom details complement versatile living spaces designed for both quiet evenings

Luxury Home for sale in Homestead, OR:

Fantastic mid-century home offers tasteful updates and thoughtful additions with incredible views! Highly sought after Hillsdale neighborhood with excellent schools and local amenities within minutes. Great open layout takes advantage of the view with the living, dining, and kitchen rooms all sharing the stunning territorial views. Expansive front deck accessed through the dining room or kitchen offers a huge outdoor living space which takes in the view as well. Updated light and bright kitchen with eating bar and adjacent dining room. Primary suite on the main level with large walk-in closet, walk-in shower, 2nd set of laundry machines, and soaking tub. Two additional bedrooms on the main

Luxury Home for sale in Homestead, OR:

A gated courtyard welcomes you to this peaceful, light-filled home in Terwilliger Heights. Built in 2006, this home offers 3,774 SF across three levels, with generous gathering spaces and a flexible layout for multigenerational living. A two-story entry opens to a flowing main level with refinished hardwood floors. The living room features a dramatic 19-foot ceiling, floor-to-ceiling windows, tall built-ins and a gas fireplace. Wainscoting and a wet bar enhance the formal dining room. The spacious island kitchen features Viking appliances, two ovens, granite counters, an eating nook and abundant storage. French doors lead to the main-level deck, and a guest powder room completes this level.

Luxury Home for sale in Homestead, OR:

Rare botanical oasis in coveted Portland Heights! Situated on 4 city lots on nearly a half acre, this beautiful Craftsman home offers exceptional privacy yet sits just a mile from downtown Portland. Expansive windows flood the home with natural light & offer views of city lights, Mt Saint Helens, Mt Rainer, the Fremont bridge & from the lower garden, Mt Adams! The grounds are truly extraordinary & form the heart of this special property. See link for garden pics! Lovingly cultivated over 4 decades, the landscape has matured into a rare “city sanctuary” with magnolias, rhododendrons, dwarf evergreens & Japanese maples. Rock terraces & whimsical paths