97221 Real Estate Search

97221 Homes between $1,500,000 and $2,000,000 for Sale

The 97221 area offers a diverse selection of exquisite homes that cater to a variety of lifestyles and preferences. Nestled in the picturesque surroundings of Portland, this neighborhood features properties that embody luxury and sophistication, showcasing stunning architectural designs and high-end finishes. Residents can enjoy proximity to beautiful parks, esteemed schools, and vibrant community attractions, enhancing the overall living experience. The real estate market in this area appeals to discerning buyers seeking to invest in a thriving community with an abundance of recreational opportunities and access to stunning natural landscapes, making it an ideal location for families and professionals alike.

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in 97221 and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest 97221 Homes between $1,500,000 and $2,000,000 for Sale

$1,995,000
4 Beds ⋅ 4 Baths ⋅ 589748201 MLS
New in 2023 and sited at the end of a quiet cul-de-sac in Honey Hill Farms, this Northwest contemporary backs to greenbelt. Treetop and territorial views, and Bridlemile Elementary attendance. The vaulted great room opens to a Wolf kitchen with quartz counters, double ovens, butler's pantry, and an oversized island. A main-floor bedroom with full bath allows for single-level living or multigenerational use. The primary suite offers a soaking tub, walk-in shower, and generous walk-in closet. Downstairs, the daylight lower level is built for gathering: media room, gym, sauna, wet bar, and wine wall with integrated sound. Covered and open decks extend the living space into the trees. Three car garage, heated tile floors, and a small turf backyard. HOA includes exterior maintenance. Newer construction quality without the weekend upkeep. Minutes to Beaverton, OHSU, and downtown.

4560 SW 59th AVE, Portland
$1,595,000
5 Beds ⋅ 3 Baths ⋅ 232770092 MLS
Tucked at the end of a private drive in Southwest Hills, this close-in retreat offers a rare combination of privacy, views, space, and value. Set on over half an acre, the sale includes the exceptional home plus an adjacent buildable lot - an incredible bonus in such a coveted location. The custom contemporary Craftsman features 5 bedrooms, 3.1 baths, 5,000 square feet, 4 fireplaces, and three levels designed for comfortable living and effortless entertaining. Awesome southwest valley views, warm natural materials, great indoor/outdoor flow, and a private yard create the feeling of a true escape just minutes from downtown, Washington Park, OHSU, NW 23rd, and miles of trails. Recent updates include a fine tuned HVAC system, a newer roof, fresh interior paint, updated lighting, custom window treatments, custom built-ins, a Pilates room, two generators, and landscaping by 7 Dees. The primary suite includes its own dedicated laundry for added convenience. Patios, decks, and a stone fire pit provide inviting spaces for sunset dinners, play, and gathering with friends. An attached 2-car garage, Ainsworth/Lincoln schools, and an exceptionally private close-in setting complete the package. Cool, casual, and a little magical - this is a memorable home that truly stands apart. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248742]

4633 SW HILLSIDE DR, Portland
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 287104155 MLS
The Sanctuary of Montmore: A Northwest Modernist Landmark. Designed by acclaimed architect Marvin Witt, a protégé of Pietro Belluschi and one of the Pacific Northwest’s most respected modernists, this exceptional custom residence is set on nearly half an acre (.48 acres) of private grounds designed by legendary landscape architect Barbara Fealy, often called the matriarch of Pacific Northwest landscape architecture. Spanning 4,325 square feet, this impeccably maintained 4-bedroom, 3-bathroom home combines dramatic architectural scale with the comfort of primarily single-level living. Soaring walls of glass, custom windows, vertical-grain Douglas fir doors by Pozzi, and Witt’s signature vaulted cedar ceilings create a seamless connection between the home and its natural surroundings. Light-filled living spaces frame serene garden views and provide an ideal setting for both everyday living and elegant entertaining. The home has been meticulously cared for, with beautiful hardwood floors in exceptional condition throughout. Recent improvements include a new roof, dual-zoned HVAC system, and exterior paint, offering modern comfort and peace of mind while preserving the home’s architectural integrity. Adding to the home’s distinctive character are rare European design elements, including a pre-World War I Italian chandelier and a stunning Venetian light fixture in the breakfast nook. Outside, Fealy’s landscape has matured into a private sanctuary of native plantings, sunlit garden spaces, and a remarkable patio and outdoor fireplace crafted from some of the final pallets of Mt Adams granite. The result is a setting that feels both curated and timeless, offering extraordinary privacy and beauty. Ideally located within walking distance of Bridlemile Elementary School and the neighborhood pool, providing a rare balance of seclusion and community connection. A remarkable blend of architecture, landscape, and craftsmanship, this is a true legacy property. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10086930]

4035 SW WESTDALE DR, Portland
$1,792,000
5 Beds ⋅ 4 Baths ⋅ 546295689 MLS
Beautifully situated on a private lane in SW Portland's coveted Raleigh Hills neighborhood, this lovely executive home offers comfort and spaciousness and plenty of room to roam both inside and out. Main-level living areas with mid-century ambiance, large windows with tons of natural daylight, and an impressive stone fireplace. Formal & casual dining, family room with wet bar, gourmet kitchen. Open layout for easy living and effortless entertaining. Thoughtfully designed with relaxation and rest in mind, the elegant main-floor primary suite and spa-like bathroom also has an impressive walk-in closet with custom built-ins. Comfortable and private, this home is a refined retreat blending everyday luxury and tranquil living. Entertainers' delight with large game areas and for hosting movie nights, plus versatile bonus spaces including home-gym, sauna, reading room, and an art studio suitable for every lifestyle. One level living, with multi-generational living options, and in-home office/business space or ADU with its own separate lower-level entrance. Just under one acre level lot, surrounded by nature. Spacious driveway + 3-car garage perfect for the car enthusiast in you and your RV parking. Come inside to feel the happiness.

6200 SW ROUND HILL WAY, Portland
$1,725,000
3 Beds ⋅ 2 Baths ⋅ 427344862 MLS
Originally designed in 1939 by noted Portland architect Roscoe Hemenway, this home has been reinvented by local designer Benjamin Silver who transformed it into a breathtaking modern interpretation of Hemenway's original vision. The living spaces are defined by a bright, light,airy ambiance beneath vaulted open beamed ceilings while natural wood flooring flows throughout. The living room with its centered picture window that bathes the space in natural light and connects the inhabitants with the forested lot beyond while two sets of French doors open to outdoor lounge areas.The adjacent dining room is open to the kitchen and features glass doors that connect to a covered patio. A bright and spacious chef's kitchen is filled with high-end touches and appliances including a Wolf gas range and Sub-Zero refrigerator. A central quartz wrapped island provides prep workspace and seating for casual meals.The main floor primary suite features vaulted ceilings and French doors leading out to an outdoor patio.The luxe ensuite bathroom has a custom vanity,heated tile flooring and the suite is complete with a large walk-in closet. A modern wood staircase leads to the lower level featuring a second living room with a gas fireplace and large windows. This level also includes two bedrooms with a full bathroom,laundry room,office/flex space&custom wine storage.Throughout the home,high-end details combine with detailed craftsmanship,designer lighting,tankless toilets&wood flooring. Beautiful natural wood built-in cabinetry provides ample storage, and the main level powder room features marble tile and a custom concrete counter.The exterior is wrapped in beautiful cedar and a durable metal roof.Custom hardscaping blends seamlessly into the natural contours of the property in a forested setting with open yard space, providing a private oasis. This property is a rare find in its celebrated architectural history while offering modern Dwell-worthy, elevated living. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10098292]

5202 SW BURTON DR, Portland
$1,545,000
4 Beds ⋅ 3 Baths ⋅ 23344132 MLS
Gorgeous contemporary custom designed plan with 420 square foot deck off master bedroom and covered deck off great room. Top of the line modern finishes and appliances. Meet with the builder's designer to select yours. Very private setting at end of street in a great neighborhood with quick downtown/Council Crest/Hillsdale access. You may also customize your home by adjusting the floor plan or exterior elevation.

4453 SW Melville, 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.