Homes for Sale in 97221

/42
$750,000
- 3 Beds
- 2 Baths
- 1,925 Sq Ft
5011 SW Fairhaven Dr, Portland, OR 97221

Welcome to your private forest retreat in Portland's West Hills! This thoughtfully renovated home offers modern comfort, luxury, and privacy, all while being just minutes from the city’s most beloved parks, trails, and sites. Inside, hickory floors and rich natural light create warmth throughout, while stylish upgrades - including skylights, designer lighting, and fully remodeled bathrooms - add

Michael Green

Coldwell Banker Bain

(503) 406-9236

5011 SW Fairhaven Dr, Portland, OR 97221
/36
$250,000
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
1500 SW Skyline Blvd Unit 21, Portland, OR 97221

Nestled among the trees in the SW Hills, this 1150 sq ft remodeled ground level condo is serene & stylish. Featuring an open floor plan, two spacious bedrooms, two full bathrooms, and a chic modern kitchen with quartz counters, and stainless steel appliances. This space lives large and the thoughtful design ensures every nook has a purpose, plus you can access the covered deck/patio from the main

Suzanne Clark

Cascade Hasson Sotheby's International Realty

(971) 606-5274

1500 SW Skyline Blvd Unit 21, Portland, OR 97221
/48
$1,800,000 Open Tue 3PM - 4:45PM
- 4 Beds
- 3.5 Baths
- 4,079 Sq Ft
4183 SW Greenleaf Dr, Portland, OR 97221

This is the one you’ve been waiting for—an architectural stunner in Portland’s coveted Southwest Hills neighborhood, where design, technology, and serenity meet. Perched along SW Greenleaf Drive, this showpiece home combines striking lines, panoramic views, and modern updates throughout—a rare blend of iconic mid-century design and forward-thinking smart home living.From the moment you arrive,

Peter Cutile

Modern Realty

(503) 714-9117

4183 SW Greenleaf Dr, Portland, OR 97221
/40
$899,900
- 5 Beds
- 3 Baths
- 3,024 Sq Ft
4940 SW Humphrey Park Rd, Portland, OR 97221

An incredibly unique and extraordinarily functional floorplan is the highlight of this immaculate Allison Dean Designed & Built Home. Large Windows in every room embrace the serene, wooded setting that evokes the middle of a forest rather than the conveniently close ammenities such as desirable schools, Washington Park, Zoo and the downtown/nw 23rd/pearl districts. Super easy/quick access to OHSU

Dee Reddy The Group Real Estate Services

4940 SW Humphrey Park Rd, Portland, OR 97221
/36
$899,000
- 3 Beds
- 2.5 Baths
- 1,802 Sq Ft
5138 SW Santa Monica Ct, Portland, OR 97221

The One You’ve Been Waiting For—A Beautifully Remodeled Retreat in SW Portland! Tucked on a quiet cul-de-sac, this single-level stunner blends timeless charm with modern ease. From the moment you enter through the grand wrought iron double doors, you feel it—this home is something special. The light-filled living spaces flow effortlessly, from living room, dining room, to family room with

Cinnamin Webb Redfin

5138 SW Santa Monica Ct, Portland, OR 97221
/48
$885,000
- 3 Beds
- 2.5 Baths
- 2,745 Sq Ft
4067 SW Kanan Dr, Portland, OR 97221

Tucked away on a quiet street in the heart of Portland’s desirable Hayhurst neighborhood, this charming 1926 home with an expansive 0.42 acre lot offers the perfect blend of comfort, character, and outdoor living. Steeped in period charm, the home boasts beautiful crown molding, gleaming oak hardwood floors on the main level, and timeless architectural details that reflect its vintage roots. The

Christy MacColl Windermere Realty Trust

4067 SW Kanan Dr, Portland, OR 97221
/48
$850,000
- 5 Beds
- 3 Baths
- 3,379 Sq Ft
4740 SW Lowell Ct, Portland, OR 97221

Welcome to this beautifully cared-for Bridlemile home, tucked beneath a tranquil forest canopy on a quiet cul-de-sac. Blending timeless character with smart updates, this home offers the perfect balance of comfort, space, and natural beauty in one of Portland’s most coveted neighborhoods. Step inside to an airy, open main level where the living room, dining room, and family room all look out over

Darcie Alexander Think Real Estate

4740 SW Lowell Ct, Portland, OR 97221
/47
$629,000
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
5040 SW Iowa St, Portland, OR 97221

Rad Ranchalow in the heart of the beloved Hayhurst Community! This house just exudes vibes of peace and tranquility. Across from Hayhurst Elementary and just down the street from Pendleton Park. A quick jaunt to Multnomah Village and even shorter distance to Gabriel Park, Laughing Planet & Sunny’s FroYo! Functional floorplan makes the most of the square footage; this place lives large!! Office

Drew Burchette Real Broker

5040 SW Iowa St, Portland, OR 97221
/36
$515,000
- 2 Beds
- 1 Bath
- 1,578 Sq Ft
6310 SW 35th Ave, Portland, OR 97221

This charming 1928 bungalow with a walk-out basement sits on a sunny corner lot in Portland's desirable Hayhurst/Vermont Hills neighborhood. The main level features two bedrooms, a full bathroom, and a third flexible room—ideal for a home office, nursery, or creative space. The daylight basement has been tastefully updated and opens directly to a south-facing, level backyard with endless

Kelly Hatler Premiere Property Group, LLC

6310 SW 35th Ave, Portland, OR 97221
/45
$1,150,000
- 3 Beds
- 2.5 Baths
- 3,920 Sq Ft
4043 SW Westdale Dr, Portland, OR 97221

Modern Treehouse in highly sought after Montmore neighborhood!Tucked away on the sunny side of the West Hills, this one-of-a-kind custom home in the coveted Montmore neighborhood offers a rare blend of serenity, style, and community. Surrounded by mature trees and flooded with natural light, the home feels like a tranquil retreat—with all the modern comforts beautifully updated for everyday

Chaley Mcvay Redfin

4043 SW Westdale Dr, Portland, OR 97221
/33
$1,695,000
- 4 Beds
- 5 Baths
- 4,550 Sq Ft
5046 SW Hilltop Ln, Portland, OR 97221

Enchanting 1942 home sits on a private, beautiful acre on one of Portland's most sought after streets. Brimming with timeless charm, the home offers four bedrooms, a sunroom, and two separate office spaces—ideal for modern living. 2 car attached garage plus additional 2 car detached garage great for additional storage or hobby space. Thoughtful architectural details and a warm, inviting layout

Marcia Walsh Where, Inc

5046 SW Hilltop Ln, Portland, OR 97221
/40
$674,999
- 4 Beds
- 3 Baths
- 2,318 Sq Ft
4242 SW Admiral St, Portland, OR 97221

Welcome to this wonderful daylight ranch home nestled on a generous quarter-acre corner lot in the highly sought-after Bridlemile community, known for its top-rated schools, community friendly vibe, and unbeatable location. This home offers the perfect blend of comfort, space, and convenience—with plenty of room to live, work, and play. The main level features the primary bedroom, plus two

Gus Sanchez Redfin

4242 SW Admiral St, Portland, OR 97221
/38
$830,000
- 3 Beds
- 3 Baths
- 2,942 Sq Ft
3318 SW 44th Ave, Portland, OR 97221

Welcome to the Montmore Marvel! This house has been meticulously maintained with updated modern amenities. Designed by James R. Chauncey in 1974, this contemporary 3 bed 3 bath home boasts functionality and privacy including four levels and high ceilings in the living room and master bedroom. Enjoy the oversized patio on the main level that oversees your manicured front yard and a serene

Elysse Ralph Works Real Estate

3318 SW 44th Ave, Portland, OR 97221
/40
$2,250,000
- 5 Beds
- 6.5 Baths
- 6,401 Sq Ft
1934 SW Highland Rd, Portland, OR 97221

Experience refined luxury in the coveted Highlands neighborhood of unincorporated Multnomah County. Set on 1.26 acres near Forest Park trails, the Oregon Zoo, and The Racquet Club, this 1930 architectural gem blends timeless elegance with modern updates. Featuring formal living and dining rooms, 7 fireplaces, and a 700+ bottle wine cellar, it's ideal for both entertaining and everyday living. The

Stacy Niedermeyer Where, Inc

1934 SW Highland Rd, Portland, OR 97221
/43
$584,999
- 3 Beds
- 2 Baths
- 1,148 Sq Ft
4623 SW 55th Place, Portland, OR 97221

With a NEW price adjustment, this home is priced to sell! Welcome to this sweet, well-maintained one-level gem in Bridlemile, one of Portland's most serene and desirable neighborhoods. This home offers a rare blend of tranquility and convenience. Located right next to the SW Trail system for easy nature walks and adventures. A small, seasonal creek crossing the back corner of the property adds to

Mel Marzahl Living Room Realty

4623 SW 55th Place, Portland, OR 97221
/48
$799,999
- 4 Beds
- 4 Baths
- 3,742 Sq Ft
6103 SW Salmon St, Portland, OR 97221

PRICE RECENTLY REDUCED!!! With recent updates include a brand-new roof, ensuring peace of mind for years to come! Nestled in the sought-after Sylvan-Highlands neighborhood, this exceptional home offers the perfect blend of natural beauty, modern updates, and incredible entertaining spaces. Backing to a picturesque forest, enjoy privacy and breathtaking views right from your backyard. Inside,

Steve Seislove John L. Scott

6103 SW Salmon St, Portland, OR 97221
/48
$1,249,000
- 4 Beds
- 3.5 Baths
- 3,928 Sq Ft
4045 SW Jerald Ct, Portland, OR 97221

Welcome home to the Bridlemile neighborhood on almost a half acre lot with mature landscaping and main floor living. This home sits up off the street for privacy and territorial views to the South. Also just a few short blocks to Bridlemile elementary school. Stunning kitchen remodel in 2014 by Vanillawood contractor has open room concept everyone wants for today's lifestyle; family room with

Drew McCulloch Windermere Realty Trust

4045 SW Jerald Ct, Portland, OR 97221
/42
$1,799,900 Open Tue 11AM - 1PM
- 4 Beds
- 5 Baths
- 3,720 Sq Ft
3930 SW Greenleaf Dr, Portland, OR 97221

OPEN TUES, 7/22 11-1 PM! Just came down in price by $200,000. Updated and meticulously remodeled, every detail of this residence exudes luxury and practicality. The house was designed for living outdoors, with access to virtually every room in the home. Enter the living room with vaulted ceilings, a wood-burning fireplace, and gleaming hardwood floors. French doors lead out to a picturesque

Jeffrey Capen Windermere Realty Trust

3930 SW Greenleaf Dr, Portland, OR 97221
/47
$1,170,000
- 4 Beds
- 4.5 Baths
- 4,018 Sq Ft
6145 SW Sweetbriar Ct, Portland, OR 97221

Located on the coveted Sweetbriar Court, this home is immaculate inside and out. The main floor is an open great room with cherry hardwood floors. The living room has a gas fireplace and large windows that overlook the covered front porch. The kitchen is a chef's delight with a 6 burner gas cooktop, wall oven & microwave and so much cabinetry & workspace. Formal dining + an eating bar for casual

Jennifer Turner Lovejoy Real Estate

6145 SW Sweetbriar Ct, Portland, OR 97221
/44
$1,040,000
- 3 Beds
- 3.5 Baths
- 2,971 Sq Ft
4041 SW 55th Dr, Portland, OR 97221

Welcome to 4041 SW 55th Dr., a stunning home in the desirable Greentree/Wilcox neighborhood of SW Portland. This beautifully remodeled property is just minutes from Hwy 26 and all the best amenities in and around the greater Portland Metro. 4041 boasts an excellent layout that lives large. A full renovation in 2008 brought in timeless finishes like hardwood and travertine floors, along with a

Sarah Malarkey Opt

4041 SW 55th Dr, Portland, OR 97221
/27
$1,299,500
- 5 Beds
- 3.5 Baths
- 3,412 Sq Ft
4500 W Burnside Rd, Portland, OR 97210

This stunning Pacific NW Ranch style home is situated on a secluded 1.31 acre parcel in the West Hills, just minutes from downtown Portland, Hoyt Arboretum, Washington Park, the Rose Garden, Pittock Mansion, and the Zoo. The updated one level home features a spacious layout filled with natural light. The gorgeous entry boasts French doors and slate tiles. The sunken living area includes a vaulted

Penny Douglas Oregon First

4500 W Burnside Rd, Portland, OR 97210
/40
$1,550,000 Open Tue 11AM - 2PM
- 4 Beds
- 3.5 Baths
- 4,288 Sq Ft
5150 SW Windsor Ct, Portland, OR 97221

A beautiful and traditional home in the coveted and one of the most sought-after neighborhoods is ready just for you! Perfectly situated on a large corner lot, this classic homestead is timeless and inviting. Flowing floor plan is perfect for family and friends to gather from formal living and dining room offering warmth and elegance to a gourmet kitchen. Offering main level living with many

Sohee Anderson Where, Inc

5150 SW Windsor Ct, Portland, OR 97221
/48
$1,197,000
- 5 Beds
- 3.5 Baths
- 3,818 Sq Ft
1325 SW Upland Dr, Portland, OR 97221

One-of-a-Kind Home in Sought-After SW Hills Neighborhood!Tucked into a rare, quiet setting that offers both peace & proximity, this exceptional SW Hills home is truly one of a kind. Featured in Oregon Home and Inspired House magazines, it blends thoughtful design with versatile living space to suit a variety of lifestyles.A connected 650-square-foot guest quarters, with its own outside access,

Darcie VanderZanden Keller Williams Sunset Corridor

1325 SW Upland Dr, Portland, OR 97221
/33
$1,700,000
- 4 Beds
- 3.5 Baths
- 4,114 Sq Ft
3425 SW 57th Ave, Portland, OR 97221

Experience elevated living in this stunning custom luxury home, perfectly positioned against a peaceful greenbelt for ultimate privacy. Soaring 12ft ceilings & rich wood floors span the main level, creating an impressive, inviting atmosphere. The living room features a cozy gas fireplace & expansive picture windows that bring the outdoors in. The gourmet kitchen is a chef’s dream, boasting a

Ariel Sasser Property Group NW

3425 SW 57th Ave, Portland, OR 97221
/40
$1,795,000
- 4 Beds
- 3.5 Baths
- 3,372 Sq Ft
5210 SW Hewett Blvd, Portland, OR 97221

Modern Retreat in the Woods reimagined by Linden Brown Architecture invites you into this SW facing light-filled, private sanctuary. Tucked into the trees yet just minutes from the heart of the city, this home offers the perfect balance of privacy, style, and convenience. Clean architectural lines, rich natural light, beautiful custom oak built-ins, reclaimed brick accent walls all help to define

Courtney Davies Where, Inc

5210 SW Hewett Blvd, Portland, OR 97221
/48
$1,595,000
- 5 Beds
- 3.5 Baths
- 4,628 Sq Ft
6151 SW Mill St, Portland, OR 97221

Sylvan Heights Mid-Century Modern with Legacy Gardens! Turn up the drive to discover a remarkable 1961 MCM home designed by noted architect Richard Marlitt. Integrated into 1.64 acres located in Portland’s prestigious Sylvan Heights, the home offers a rare blend of city convenience and natural tranquility. Welcomed by a circular drive bordered by mature maple, azalea, and magnolia, enter into a

Lita Batho Living Room Realty

6151 SW Mill St, Portland, OR 97221
/48
$1,174,000
- 4 Beds
- 3.5 Baths
- 4,142 Sq Ft
4305 SW 58th Ave, Portland, OR 97221

Masterpiece in Bridlemile. A labor of love, this beautiful NW Contemporary home has been thoughtfully updated with custom touches throughout. Warm cedar walls with soaring vaulted ceilings will have you wanting to cozy up to a warm fire and your favorite book while taking in the amazing light that trickles into the living room. The kitchen has been elegantly remodeled with Quartzite countertops,

Jonathan Martinez Real Broker

4305 SW 58th Ave, Portland, OR 97221
/48
$1,250,000
- 5 Beds
- 3.5 Baths
- 3,532 Sq Ft
3820 SW Scholls Ferry Rd, Portland, OR 97221

***Major Price Improvement!*** Welcome to your private oasis where tranquility meets you at the front door! This NW Contemporary/MCM home sits on 1.29 acres in the heart of SW Portland, on a private street, making it quiet and peaceful. Spacious open floor plan, hardwood floors, two fireplaces, vaulted ceilings, large picture windows and sky lights provide lots of natural light. Two bedrooms on

Sarah Kirsch Where, Inc

3820 SW Scholls Ferry Rd, Portland, OR 97221
/41
$1,195,000
- 5 Beds
- 3 Baths
- 3,453 Sq Ft
4419 SW 47th Dr, Portland, OR 97221

Built in 2015, this stunning, custom-built home offers the convenience of modern amenities: the floor plan features a spacious great room with double hight ceilings, four bedrooms, and a versatile office or fifth bedroom on the main floor. The chef-inspired gourmet kitchen showcases custom Knotty Alder cabinetry, high-end Thermador appliances, a slab granite island with breakfast bar, and

Macey Laurick Windermere Realty Trust

4419 SW 47th Dr, Portland, OR 97221
/41
$1,239,000
- 4 Beds
- 3.5 Baths
- 4,413 Sq Ft
6444 SW Santa Monica Ct, Portland, OR 97221

Nestled in the desirable Raleigh Hills neighborhood of Portland, this beautiful home offers a spacious and thoughtfully designed layout. Expansive great room with fireplace flows effortlessly to the kitchen, which boasts a large island, walk-in pantry, built-in desk, and eating area—perfect for gathering. Separate living and dining rooms seamlessly blend formal and casual spaces. The main-level

Steve Kaer Kaer Property Group

6444 SW Santa Monica Ct, Portland, OR 97221
/47
$995,000
- 4 Beds
- 3.5 Baths
- 3,279 Sq Ft
5701 SW Hamilton St, Portland, OR 97221

A Backyard That Made It Home Perched on nearly half an acre, this updated 1962 day ranch blends timeless finishes with a deep sense of ease. Main-level living, elegant updates, and thoughtful design define every corner—from the gourmet kitchen to the custom tiered deck that overlooks a serene creek and charming wooden bridge.Inside, three fireplaces bring

Shannon Baird Windermere Realty Trust

5701 SW Hamilton St, Portland, OR 97221
/46
$2,485,000
- 5 Beds
- 3.5 Baths
- 3,072 Sq Ft
4311 SW 36th Place, Portland, OR 97221

Built by iBuildPDX and designed by Steelhead Architecture to be lived in by the Owner of custom home builder, iBuildPDX, Ed Valik, who demands excellence in design and workmanship, this 5br, 3.5bth home is a Modern Masterpiece perfectly centered in SW Portland. The Bastion House, named by Ed Valik to symbolize what he describes as a “a stronghold and safe haven”, iBuild transformed this site into

Jason Mendell eXp Realty, LLC

4311 SW 36th Place, Portland, OR 97221
/19
$549,900
- 2 Beds
- 1 Bath
- 815 Sq Ft
3946 SW Cullen Blvd, Portland, OR 97221

Hello, Future Owner — Welcome Home to Hayhurst. I’ve been standing proudly on this sunny corner in the heart of Hayhurst for decades, and I’ve never looked better. Recently refreshed and thoughtfully renovated, I’ve held onto my original charm while gaining a sparkle I can’t wait to share with you. Step onto my large front porch — the perfect spot for morning coffee, evening chats, or simply

Darryl Bodle Keller Williams Realty Portland Premiere

3946 SW Cullen Blvd, Portland, OR 97221
/45
$990,000
- 4 Beds
- 4 Baths
- 3,752 Sq Ft
5007 SW Humphrey Park Rd, Portland, OR 97221

Tucked into the peaceful, tree-lined hills of Southwest Portland, The Hobby Haus blends vintage 1970s character with modern flexibility. Surrounded by trees and lush landscaping, this private woodland retreat offers the perfect place to live, work, and play. With 6 spacious bedrooms, there’s room to spread out—for remote work, guests, creative pursuits, or multi-generational living. Host

Amy McMahon Windermere Realty Trust

5007 SW Humphrey Park Rd, Portland, OR 97221
/12
$175,000
- Land
- 0.44 Acre
- $397,727 per Acre
906 SW Skyline Blvd, Portland, OR 97221

Embrace the opportunity to create your dream home in the coveted Sylvan-Highlands neighborhood. This buildable lot is situated in a peaceful, wooded setting within a Single Family Residential Zone, allowing for the construction of a main home plus an ADU. Spanning approximately 19,166 square feet, the lot features a steeper slope and natural woodland, offering a serene and private environment.

Ryann Reinhofer Thoroughbred Real Estate Group Inc

906 SW Skyline Blvd, Portland, OR 97221
/48
$800,000
- 3 Beds
- 2 Baths
- 1,998 Sq Ft
5220 SW Shattuck Rd, Portland, OR 97221

Discover a breathtaking mid-century modern masterpiece nestled on a sprawling 0.45-acre lot in Portland’s sought after Hayhurst neighborhood. This stunning 1,998-square-foot home, designed with the sophisticated touch of Vanillawood and Pangaea Designs, blends timeless elegance with contemporary luxury. Bathed in natural light, with gleaming hardwood floors, a cozy fireplace, and custom built-ins

Kathy Quick Quick & Associates Real Estate

5220 SW Shattuck Rd, Portland, OR 97221
/38
$920,000
- 4 Beds
- 3 Baths
- 2,456 Sq Ft
4220 SW Tunnelwood St, Portland, OR 97221

Take advantage of the seller-paid interest rate buy-down making this exceptional home even more affordable! Nestled on a quiet dead-end street in the sought-after Bridlemile neighborhood, this beautiful Mid Century Modern home offers the perfect blend of privacy, style, and natural surroundings. Inside, you’ll find hardwood floors, a soaring vaulted living room filled with natural light and a

Mendi Mei James & Associates Real Estate, Inc

4220 SW Tunnelwood St, Portland, OR 97221
/35
$375,000
- 2 Beds
- 1.5 Baths
- 1,640 Sq Ft
4819 SW Beaverton Hillsdale Hwy, Portland, OR 97221

This townhome blends natural beauty, smart layout, and unbeatable convenience—all just minutes from the city. Out back, a private deck overlooks a year-round creek lined with trees that transform with the seasons. The setting is peaceful and full of life: songbirds throughout the day, owls calling at night, and the occasional deer passing through. Inside, the main level features wood floors,

Selina Herrera MORE Realty

4819 SW Beaverton Hillsdale Hwy, Portland, OR 97221
/27
$899,900
- 3 Beds
- 2.5 Baths
- 3,583 Sq Ft
5706 SW Hamilton St, Portland, OR 97221

Nestled on a quiet cul-de-sac in the sought-after Bridlemile neighborhood, this beautifully updated Mediterranean-style home sits on nearly a quarter-acre of lush land, offering a perfect blend of luxury, comfort, and style. With over 3,000 square feet of living space, this expansive residence boasts a seamless flow from room to room, featuring vaulted ceilings with exposed beams and an open,

Jesse Udom Jesse Udom Real Estate

5706 SW Hamilton St, Portland, OR 97221
/10
$595,000
- Land
- 0.39 Acre
- $1,525,641 per Acre
4142 SW Hamilton St, Portland, OR 97221

Just a 2-minute walk to Hamilton Park and Bridlemile Elementary, this rare property in a beloved SW Portland neighborhood is ready for your vision. The existing home is livable and financeable with conventional lending—offering a unique path to secure buildable land without the typical cash-only hurdle. This lot .39 acre lot offers the chance to build your dream home on a quiet dead-end street,

Kathleen O'Donnell ODonnell Group Realty

4142 SW Hamilton St, Portland, OR 97221

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The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings held by brokerage firms other than Ten-X are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2025 RMLS™, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified.