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$4,250,000
6 Beds ⋅ 5 Baths ⋅ 186005227 MLS
Nestled in Portland’s prestigious West Hills, this extraordinary estate offers sweeping views of the city skyline, Willamette River, and Cascade Mountains. Set on 1.17 acres of gated, park-like grounds, the property blends historic elegance with modern luxury.Originally built in 1887 by JJ McCaffrey and thoughtfully updated in 1928 by renowned architects Jacobberger and Smith, the residence showcases timeless craftsmanship and architectural distinction. The home has been exceptionally maintained over decades of ownership. Inside, experience approximately 10,000sf of living space that unfolds across four levels, featuring elaborate moldings, stained glass windows, rich wood floors, and multiple fireplaces. Grand formal rooms are complemented by a marble-clad chef’s kitchen with Thermador appliances, a butler’s pantry, and exquisite built-ins throughout.The upper-level grand ballroom represents architecture at its finest with maple wood floors, curved trusses, under-eave insulated storage, and finished with tongue and groove fir ceilings. The estate also includes two separate dwellings: a 2-bedroom, 1-bath guest house with fireplace and scenic views, and a 1-bedroom, 1-bath carriage house with full kitchen, office space, and a six-car garage. Outdoor amenities elevate the lifestyle with a full-size tennis court, in-ground pool surrounded by Italian porcelain patio, cobblestone driveway, and manicured gardens.Located minutes from NW 23rd, downtown Portland, top-rated schools including Ainsworth Elementary and Lincoln High, and major medical centers, this rare offering combines privacy, prestige, and convenience in one of the city’s most coveted settings. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226736]

1816 SW HAWTHORNE TER, Portland

$2,495,000
7 Beds ⋅ 6 Baths ⋅ 486773901 MLS
WHERE THE FOREST MEETS THE SKY — NOW OFFERED AT A NEW PRICEPerched on a quiet hillside just six miles from downtown Portland, this gated Old World-style estate rests at the edge of Forest Park, surrounded by protected conservancy land. Recently refreshed with new photography, the home offers a renewed opportunity to experience one of Portland’s most private and expansive hillside residences.Designed across three levels, the home features grand, light-filled interiors, a dramatic double-height entry, and sweeping staircase. Expansive living spaces with hardwood floors, custom built-ins, and French doors open to a full-length upper deck with forest and mountain views.The gourmet kitchen is built for connection, featuring Sub-Zero refrigeration, double ovens, gas cooktop, quartz island, walk-in pantry, and wine cooler.With 7 bedrooms, including a luxurious primary suite with spa-like bath, soaking tub, steam shower, walk-in closet, and private balcony, the home offers both comfort and scale. A main-level guest suite and flexible spaces provide ideal options for office, studio, or multigenerational living.The daylight lower level includes a second kitchen, full bath, bonus room, new natural-fiber carpet, and direct access to the lower deck—perfect for guests or ADU-style living.Outdoor spaces span over 5,000 sq ft of deck and garage area, with terraced gardens and sweeping views that create seamless indoor-outdoor living.Highlights:• 0.43-acre lot | 4-car garage• Two full-length decks• Central air | Hardwood floors• Minutes to downtown, Forest Park, and top-rated schoolsA rare opportunity to own a private hillside retreat where nature and luxury meet.

7910 NW GALES RIDGE LN, Portland

$3,595,000
4 Beds ⋅ 6 Baths ⋅ 632005909 MLS
Perched high above the city in Portland’s prestigious West Hills, this striking modern masterpiece captures breathtaking 180-degree views that stretch from the snow-capped peak of Mt. Hood to the shimmering towers of downtown. A private gated drive leads to this architecturally bold glass-and-steel residence, where sleek lines and organic materials create an appealing blend of drama and warmth. Inside, soaring ceilings and walls of floor-to-ceiling windows flood the open-concept great room with natural light, framing the city and 4 mountain vistas like ever-changing artwork. Designed for both grand entertaining and quiet retreat, the home features multiple view-facing balconies, a resort-style pool with built-in spa, and an expansive lower level with full bar, glass-enclosed wine cellar, and stadium-style media room. The chef’s kitchen is a showpiece, outfitted with Viking and Sub-Zero appliances, a built-in coffee system, and double islands for effortless hosting. The main-level primary suite offers a luxurious escape with a private fireplace, soaking tub, and spa-like bath, all with unobstructed views. Additional highlights include a richly paneled home office, mirrored home gym, steam room, and a fully lit sport court tucked into the tree-lined grounds. Minutes from downtown and just steps to Portland’s iconic parks and gardens, this is a rare opportunity to own one of the city’s most spectacular view properties—an inspired retreat that elevates every moment.

1551 SW UPPER HALL ST, Portland

$255,000
1 Beds ⋅ 1 Baths ⋅ 191336776 MLS
New Price! Beautifully designed contemporary condominium located in the heart of the trendy Portland's Cultural District. 12 blocks away from the condo is this upcoming James Beard Public Market! This like-new 8th floor 1-bedroom unit features high end finishes, a bright and light floor plan and a wall of SE facing floor-to-ceiling windows in the living room from which you can enjoy breath-taking views for miles and many sunrises too. The unit includes hardwood floors, granite countertops, cherry cabinets, SS Appliances with gas range, washer/dryer unit and a private balcony (57 SF, not included in the 603 SF of the unit). Building amenities include a gym, hot tub, lounge and outdoor patio, etc. With a walk score of 98, convenience is literally at your doorstep. The location is just a quick stroll from the Portland Streetcar, light rail, bus system, PSU, Arlene Schnitzer, Portland Art Museum, Keller Auditorium, restaurants, cafes, theaters and more. Don't miss your chance to experience true luxury living with an urban lifestyle. Last but not least, this unit even comes with just about the most coveted deeded parking spot (P-6) in the building - near the garage entry gate so not having to spiral down many levels underground, plus being flanked by extra spaces on both sides of this parking spot! Seller is listing agent.

1500 SW 11TH AVE Unit #806, Portland

$25,000,000
8 Beds ⋅ 11 Baths ⋅ 24631430 MLS
This iconic Tudor Revival estate in Portland’s West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior seamlessly blending timeless elegance with top-of-the-line designer amenities, showcasing imported materials and handcrafted finishes. Perched on 3.26 stunning private acres, the property offers some of the best panoramic views of Portland’s skyline and four majestic mountains in the metropolitan area, creating an extraordinary setting for both grand entertaining and everyday living. This storied property, built as the estate of the day in 1930, is the estate of today with a winning combination of historic architecture and modern amenities to be enjoyed for generations to come.

4311 SW GREENLEAF DR, Portland

$219,900
1 Beds ⋅ 1 Baths ⋅ 24391032 MLS
This light and bright 1-bedroom, 1-bath downtown Portland condo offers a comfortable and convenient city lifestyle with beautiful, serene views of the west hills. Prime location just blocks from Portland State University, the Farmer's Market, Keller Auditorium, Schnitzer Concert Hall and multiple parks and steps away from the street car and bus and Max lines offering an easy commute to all of Portland's neighborhoods, OHSU and the Tram. Floor-to-ceiling windows and a spacious covered balcony in the living area offer a perfect spot to take in the lovely west hills scenery. An onsite community manager ensures seamless living. HOA dues also cover water, sewer, garbage, laundry, fiber optic internet, exterior & grounds maintenance, overnight building security, and meeting room. NO RENTAL CAP (no short term rentals). Amenities include an outdoor pool, sauna, free laundry, and well-kept common areas, all managed by a dedicated HOA and on-site management team. The unit comes with a secure and deeded highly desirable oversized parking spot (P 90) and generous storage space (#70), adding to the convenience. Highly rated public elementary school. Situated within the historic Halprin Landscape District, residents enjoy beautifully designed pedestrian walkways, green spaces, and parks created by a nationally acclaimed landscape architect and firm. This condo is the perfect downtown haven, second home or investment property.

255 SW HARRISON ST Unit #21 C, Portland

$1,995,000
4 Beds ⋅ 2 Baths ⋅ 24389809 MLS
Nestled in a serene enclave between the Willamette River and Lewis & Clark College, this gorgeous 1914 Dunthorpe home offers a rare blend of historic charm and modern elegance. Tucked away behind artful privacy hedges, the property is a hidden refuge minutes from downtown. Authentic Craftsman details, coffered shiplap ceilings, classical molding, beautiful hardwood floors, custom built-ins, evoke the meticulous craftsmanship unique to homes of this era. The main floor is a harmonious blend of three distinct living spaces, each oriented towards a central cobblestone courtyard and accented by French doors surrounded by glass that flood the home with natural light. The result is a seamless blend of indoor/outdoor living, ideal for entertaining. The gourmet kitchen boasts granite countertops, cabinet-faced appliances, and an island with built-in Gaggenau cooktop. In the adjacent great room, a beautiful box bay window creates the perfect sun-drenched reading nook, while a wood-burning fireplace encased in custom built-ins adds warmth to the space. A charming living area across the courtyard features a second fireplace with mosaic stonework, built-in bookshelves, a cozy window seat, and a light-filled sunroom with outdoor access. Upstairs on its own wing, the primary suite is airy and bright thanks to vaulted ceilings, skylights, and pale hardwood floors. The suite also boasts dual walk-in closets and a spa-like bath with subway tile wainscoting, built-in towel warmer, and dual vanity with marble countertops. 3 bedrooms and a full bath occupy the opposite wing. Additional spaces include a lovely sitting room, a mudroom, and an unfinished basement. The expansive, mature, and beautifully-landscaped half-acre lot is a gardener's dream. Connected via Portland's SW Trails system to Tryon Creek State Natural Area and its miles of trails. Riverdale is consistently ranked the best school district in Multnomah County. Downtown Portland and Lake Oswego are just minutes away.

1803 S RIVERDALE RD, Portland

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