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4311 SW GREENLEAF DR, 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

4061 SW GREENLEAF DR, Portland
$2,900,000
5 Beds ⋅ 3 Baths ⋅ 508062474 MLS
Built in 1929 and offered for only the second time in more than 80 years, 4061 SW Greenleaf Drive is a rare English-style residence whose history has been preserved while every element has been thoughtfully reimagined for modern life. Set on one-third of an acre in Portland’s coveted Greenleaf Hills, the 5,151-square-foot home underwent a comprehensive 15-month transformation led by GEN Architects, Amanda Klash Interiors, and Mooney Construction. A new primary wing and garage were added, while the interiors, plumbing, electrical, and mechanical systems were completely renewed. The vision was exacting: to open and modernize the home without compromising the warmth, craftsmanship, or integrity of its original architecture. That attention to detail is beautifully woven throughout. Custom inset cabinetry, Waterworks fixtures, a Lacanche range with a custom metal hood, and Carrara marble create a refined yet welcoming kitchen. Two interior wood-burning fireplaces, integrated Sonos audio, dual-zone climate systems, and carefully selected finishes bring comfort and ease to every room. Outside, the grounds were fully redesigned with layered landscaping, irrigation, a fountain, outdoor lighting, and a private rear patio anchored by a third wood-burning fireplace. Greenleaf is known for its peaceful, low-traffic streets and long-term homeowners, offering exceptional privacy just minutes from downtown and Northwest 23rd. From the front door, walk toward the zoo, accessed by nearby trailheads, or set out for a run along the beloved Fairmount Loop. This is more than a beautifully renovated home. The English-style residence possesses the character that can only be acquired over time: a gracious silhouette, enduring craftsmanship, substantial rooms, and an unmistakable sense of permanence. It is a storied Portland residence, thoughtfully transformed for its next generation!

4061 SW GREENLEAF DR, Portland

4855 SW HEWETT BLVD, Portland
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 538555918 MLS
Architectural distinction, privacy, and an exceptional West Hills location converge in this fully remodeled residence. Set on beautifully curated grounds, the home offers rare seclusion with effortless access to downtown Portland, OHSU, Beaverton, and Hwy 26. Designed by internationally acclaimed designer Andee Hess of Osmose Design, the interiors thoughtfully blend Mediterranean, French, and Mid-Century influences with a contemporary focus on light, flow, and connection to the landscape. Expansive Fleetwood windows bring natural light deep into the home—an uncommon feature in this serene, forested setting. The main level is equally suited to everyday living and sophisticated entertaining, with terrazzo floors, multiple fireplaces, generous formal spaces, and a beautifully appointed chef’s kitchen featuring quartz and marble surfaces, Wolf and Sub-Zero appliances, and an intuitive layout. A richly layered lounge wrapped in warm wood paneling and custom millwork includes integrated sound, creating an inviting retreat for work, music, or intimate gatherings. Upstairs, the private quarters offer exceptional flexibility. The primary suite features a fireplace, tranquil outlooks, and a spa-like bath with custom Ann Sacks tile and soaking tub. A separate guest wing with its own living area and full bath provides an ideal setting for extended guests or multigenerational living. Outside, mature landscaping originally designed by renowned Japanese landscape designer Nagao Sakurai creates a sense of serenity and structure throughout the grounds. An L-shaped wraparound patio extends the living spaces outdoors, offering effortless indoor-outdoor living within a private, Japanese-influenced setting. Situated in one of Portland’s most tightly held West Hills neighborhoods, this distinctive property offers architectural integrity, exceptional privacy, natural beauty. A rare opportunity to own a thoughtfully re-designed residence in one of Portland’s enduring premier locations. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242289]

4855 SW HEWETT BLVD, Portland

4110 SW JERALD CT, Portland
$1,995,000
6 Beds ⋅ 3 Baths ⋅ 545523169 MLS
Tucked away on a spacious tiered lot in the highly coveted Bridlemile neighborhood, this beautifully remodeled daylight ranch pairs expansive living spaces with elegant contemporary finishes. Mahogany walls in the entry and newly installed solid maple hardwood floors lead to a vaulted living room with a Malm fireplace and floor-to-ceiling windows that bring abundant natural light and territorial views. Exquisite artisan tile accents can be found throughout the house along with stylish custom fixtures. The thoughtfully designed open concept dining room and kitchen with sleek high-end appliances, cherrywood cabinetry, quartzite countertops and an eating bar allow for easy entertaining. Follow the wide hallways to a luxurious primary suite with a soundproof walnut wall, a walk-in closet, a lavish custom wet room with dual showerheads, a freestanding acrylic tub, tile flooring and double vanity with quartz countertops. Main level living is made complete with two additional large bedrooms with closets, a full bathroom with enclosed tile shower and soaking tub, additional powder room with terra cotta tiled floors, laundry room with extra cabinets and storage as well as a newly fully insulated two-car oversized garage. The lower level has waterproof luxury rubber tile flooring, a second living area with exposed beams, an additional kitchen with quartz counters, a wood-burning fireplace and three additional large bedrooms offering flexibility for guests, multigenerational living or workspace. A micro-cemented bonus room on the lower level serves as the perfect home gym. Outside, enjoy a custom multilevel waterproof deck, covered patio, garden space on 2 levels, new exterior paint and custom woodwork. With newly updated electrical and plumbing systems including an automatic shut-off, new windows, a new roof, a preventative radon system installed and room to spread out, this home offers a distinctive blend of comfort, peace of mind, style and versatility.

4110 SW JERALD CT, Portland

3926 SW MARTINS LN, Portland
$1,749,000
4 Beds ⋅ 3 Baths ⋅ 591137406 MLS
A private forested oasis — pool, hot tub, sauna, creek, and its own trails — ten minutes from downtown Portland. The house that means you no longer need a vacation home. Set on 1.2 acres on coveted Martins Lane, this is a rare kind of privacy: your own forest with trails and a tranquil creek, a heated pool, reimagined pool house, ten-person hot tub, and two-person barrel sauna. Surrounded by trees, it's easy to forget the city is minutes away. Inside, walls of windows and rich wood paneling frame the main living space, anchored by a custom built-in sofa made for gathering. The show-stopping kitchen — designed by a prominent PDX restaurateur, with high-end appliances and quartz counters — is built for hosting two or twenty. The main-level primary is its own sanctuary: two walk-in closets, a head-to-toe remodeled bath, and a private deck opening to the gardens. Downstairs, a dedicated home theater — 110-inch screen, top-tier projector, surround sound. A guest en-suite on the main level and two bedrooms upstairs give visitors and family real separation. A handsome office with built-in cabinetry and gas fireplace, a second office or studio, and an oversized laundry room round out a floor plan built for people who work, entertain, and host from home. A 1945 traditional, thoroughly modernized: brand-new DaVinci roof, whole-house generator, new double-pane windows, whole-house water filtration, and smart-zone irrigation that keeps the grounds beautiful without keeping you busy. Minutes from Council Crest and Multnomah Village, ten minutes from downtown — and a genuine escape from all of it. Photographs hint at the feeling; standing in it is another thing entirely. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10122865]

3926 SW MARTINS LN, Portland

3484 SW BRENTWOOD DR, Portland
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 165572787 MLS
3484 SW Brentwood Dr is a timeless Colonial Estate nestled on a flat, private parcel of nearly one-half acre in the heart of Portland Heights. Lovingly maintained by its original owner since its custom construction in 1967, this rare legacy property blends classic architecture, exceptional craftsmanship & resort-inspired living in one of Portland's most coveted neighborhoods. Featuring 3 bedrooms, 2 full baths + a powder room, the home offers beautifully scaled living spaces designed for elegant entertaining + comfortable daily living. A gracious formal living room centers around a fireplace, while the black walnut-paneled library showcases a fireplace and built-in bar. The primary suite includes a fireplace + ensuite bath, while additional living spaces include a lower-level family room, media room, gym, mud room and flexible dark room with conversion potential. The kitchen features a Sub-Zero refrigerator, Wolf glass cooktop, custom spice and appliance cabinetry, laundry area and laundry chute. Outside, estate-like grounds create a remarkable setting for recreation and relaxation. A 20' x 40' swimming pool is complemented by winter and summer covers, a dedicated pool house, greenhouse, extensive gardens and a Tuff Shed. Improvements include a newer roof and exterior paint, new south-facing windows, generator with transferable warranty, finished epoxied garage floor and whole-house Leak Defense system. The oversized two-car garage provides additional storage. Located within the Ainsworth, West Sylvan and Lincoln school boundaries and minutes to downtown Portland, OHSU, Washington Park + The Multnomah Athletic Club, this exceptional residence offers privacy, provenance and enduring quality. More than a home, it is a place where generations gather, summers unfold beside the pool and everyday moments are elevated by timeless design in an extraordinary Portland Heights setting. A rare opportunity to become the next steward of a Portland classic. Rare and Refined. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242421]

3484 SW BRENTWOOD DR, Portland

4014 SW ALTADENA AVE, Portland
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 730352236 MLS
An exceptionally rare opportunity to acquire a true architectural gem:a custom Northwest Regional Style MidCentury Modern home designed by architect John R. Gatewood for his family.The integrity of the design has been preserved throughout featuring original built-ins,period light fixtures, slab on grade construction with radiant in-floor heating and a materials palette of cork, ceramic and tile flooring.The residence offers one-level living with 3 bedrooms and 2 1/2 baths. The living room features vaulted wood ceilings that meet a wall of Mt. Adams stone that seamlessly flows through an expansive wall of glass with territorial views.The kitchen and informal dining space have orig built-ins&fixtures while a vintage mural by James Seeman Studios of New York graces the dining nook wall.The study shares the stone wall with an integrated fireplace and concrete hearth bench, a built-in desk and an outdoor seating area.The primary bedroom suite overlooks a water feature and Japanese maple providing a serene setting.Further honoring the NW style’s founders, Gatewood expertly incorporated deep overhanging gables and a passive ventilation system providing fresh air throughout to allow for larger panes of fixed glass and frameless clerestory windows; a detail reminiscent of the esteemed designs of contemporaries John Yeon and Pietro Belluschi. Perched within its hillside lot to maximize privacy and breathtaking views, this home masterfully blurs the lines between the indoors and outdoors. The exterior living spaces are landscaped with mature, native plantings inspired by Japanese gardens w sculpted pine trees.The property includes a detached oversized double car garage with a dedicated workshop.Located on the esteemed Altadena Ave,a street known for its architecturally unique MCMs that rarely go on market. This special work of art is ready for the next steward who will enjoy the home's sophisticated design and honor the legacy of its artistry and architecture. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248581]

4014 SW ALTADENA AVE, Portland

3646 SW 50TH AVE, Portland
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 324855077 MLS
Mid-century architecture meets sophisticated modern living in this extensively remodeled 1960s home. Thoughtful design elements—including beamed and vaulted ceilings, rich hickory hardwood floors, and walls of windows—blend seamlessly with today’s amenities, creating a warm, light-filled home with effortless indoor-outdoor flow and flexible one-level living. At the heart of the home, the chef’s kitchen features custom walnut cabinetry, top-of-the-line Asko, Miele, and Sub-Zero appliances, induction cooking, and an impressive quartz island. The open dining area flows into the spacious family room, while the living room overlooks the lush grounds and southwest views. A well-appointed mudroom offers laundry, extensive storage, and direct patio access. The redesigned hall bath features floor-to-ceiling tile, a walk-in shower, and soaking tub. The king-size primary suite includes a walk-in closet, built-in bureau, dual sinks, heated floors, and walk-in shower. An adjoining office with ample built-ins provides a quiet workspace, while another spacious bedroom completes the main level. The lower level adds flexibility with a second family/bonus room ideal for movies, games, or fitness, plus a private bedroom and bath. Set on a private .34-acre lot, the exceptional outdoor spaces include a covered deck with built-in heaters, expansive back deck, stone outdoor fireplace, and secluded upper firepit area. Mature trees, native plantings, lush landscaping, and meandering paths create a peaceful garden setting. Excellent storage, a large garage with EV charging, tool shed, and backup generator add convenience. This property combines architectural character, modern updates, flexible living spaces, and exceptional indoor-outdoor living, along with top-rated schools and unincorporated Multnomah County taxes. Located in sought-after Wilcox Estates with wonderful community pool, tennis and basketball courts.

3646 SW 50TH AVE, Portland

5144 SW HEWETT BLVD, Portland
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 270300769 MLS
Nestled among the trees in Portland's coveted Southwest Hills, this exceptional, modern residence offers a rare combination of bold architecture, sophisticated design and effortless connection to nature. With five bedrooms, 3.5 baths, soaring ceilings and beautifully updated interiors, the home delivers an elevated yet livable approach to modern luxury. A dramatic two-story living room anchors the home, with expansive windows drawing the wooded landscape indoors. The sleek fireplace creates a quiet focal point while the open arrangement provides an effortless flow between living, dining and kitchen spaces. At the center of the main level, the gourmet kitchen pairs clean-lined cabinetry and premium finishes with an oversized quartz island, built-in appliances and a Miele refrigerator. Designed with privacy in mind, the primary suite occupies its own level, providing an intimate retreat removed from the main living areas. A dedicated office or dressing area, dual closets and a beautifully appointed luxury bath with soaking tub and walk in shower- an ideal private sanctuary at the end of the day. The flexible lower level features a spacious family room, four additional bedrooms, and two full baths. Perfectly suited for family, guests, private offices, creative pursuits, or multigenerational living, this level adapts effortlessly to a variety of lifestyles. Multiple patios and decks extend the living space outdoors, creating a series of modern, low-maintenance areas to dine, entertain or simply enjoy the peaceful canopy of surrounding trees. The expansive frontage combines ample off-street parking with a beautifully landscaped outdoor space. A two-car garage, dedicated parking pad and additional capacity for vehicles offers convenience while garden beds, patio w/bench and layered plantings create an inviting connection between the home and street. Fantastic location served by sought after schools and minutes to the amenities and energy of the city! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251085]

5144 SW HEWETT BLVD, Portland

2801 SW HILLSBORO ST, Portland
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 177171329 MLS
Architect-designed contemporary home in Portland’s Council Crest neighborhood, custom built by acclaimed architect Phil Beyl for his own family. Located on a quiet street just below Council Crest Park, the home combines modern Northwest architecture, abundant natural light, and strong indoor-outdoor connection in one of Portland’s most sought-after West Hills settings. South-facing windows fill the main living spaces with natural light and overlook mature greenery and territorial views. Clean architectural lines, open gathering spaces, and warm natural materials create a home that feels both modern and comfortable. The main level was designed for entertaining and everyday living, with interconnected living and dining spaces, multiple seating areas, and seamless access to outdoor terraces. The chef’s kitchen features premium appliances, custom cabinetry, an oversized island, and a large walk-in pantry with extensive storage. Upstairs, the primary suite includes territorial views and a remodeled bath. Three additional bedrooms and a large laundry room complete the upper level, including two bedrooms with loft spaces that provide flexibility for reading, play, or creative use. The entry level includes a spacious foyer and a flexible office or bonus room with direct access to a large outdoor terrace surrounded by trees and natural landscape.Additional features include a rare four-car garage, extensive storage, multiple outdoor living spaces, and a highly functional floor plan designed to maximize natural light and privacy.Located in Portland’s West Hills near Council Crest Park, this custom contemporary home offers a unique combination of architecture, privacy, and access to nature. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242097]

2801 SW HILLSBORO ST, Portland

4633 SW HILLSIDE DR, Portland
$1,245,000
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. 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 and great indoor/outdoor flow 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

4321 SW DOSCH RD, Portland
$1,197,000
3 Beds ⋅ 3 Baths ⋅ 265127221 MLS
An outdoor lover's dream, hidden in the SW Hills. Step off the back of the property onto trails that connect into the SW Hills trail network, miles of forest running and hiking that reach all the way to Forest Park. Then come home to 1.32 private, wooded acres with a creek along the side of the property, all less than four miles from downtown Portland.The back patio is built for entertaining, and the sunsets are the show. Nike and Beaverton are an easy drive west, the city is just over the hill, and none of it reaches you here.Serious gardeners will notice the details: water spigots placed across the property and compost bays already built. Start this spring and grow one of the best gardens in Portland.The 1941 Colonial was restored with care, keeping its historic character while everything behind the walls is new: plumbing, water and sewer lines, electrical, insulation, and a luxurious primary suite. Natural light fills the great room, with its own bar and French doors out to the patio. Cook on the gas range, pour from the kitchen wet bar, and spend the rainy months between two wood-burning fireplaces.A circular drive, attached two-car garage and extra parking sit well back from the road, so every arrival feels like coming home to your own retreat. On Sunday mornings, the Hillsdale Farmers Market is five minutes away. Three bedrooms, 3,222 square feet, and a kind of quiet that is almost impossible to find this close to the city.

4321 SW DOSCH RD, Portland

5112 SW HEWETT BLVD, Portland
$1,150,000
5 Beds ⋅ 2 Baths ⋅ 720904711 MLS
This is the Oregon people dream about.A home hidden among towering trees, where walls of glass bring the forest inside and the world outside seems to disappear. Private, peaceful and almost storybook—yet downtown Portland is just minutes away.Custom built with a scale and character rarely found today, this home feels grand without losing its warmth. Soaring ceilings rise above oversized rooms. Wide hallways, rich color, detailed millwork and three gas fireplaces give every space a sense of permanence and personality. Floor-to-ceiling windows turn the surrounding Pacific Northwest forest into living artwork.And the layout is something special. It lives almost like two homes in one. The main level is a world of its own, with a spacious primary suite, soaking tub, walk-in closet, office, sunroom and beautiful gathering spaces. Upstairs, another collection of bedrooms and open spaces gives everyone room to spread out, create, work, host or simply disappear with a good book.Outside, multi-level decks and a lower patio step into the trees, blurring the line between home and forest.In a world of white walls and houses designed to look like the one next door, this one chose character. Color. Craftsmanship. Windows that chase the light. Rooms meant to be lived in.If you ever wondered what it might feel like to come home to Oregon, this is it.

5112 SW HEWETT BLVD, Portland

5510 SW SWEETBRIAR ST, Portland
$1,095,000
5 Beds ⋅ 3 Baths ⋅ 397854347 MLS
Offered for the first time in 62 years, this treasured custom residence presents a once-in-a-generation opportunity in Portland’s coveted SW Hills Neighborhood. Built in 1964 for its original owners and thoughtfully cared for ever since, the home embodies the enduring quality, scale, and craftsmanship rarely found today. Sited on an expansive .46-acre parcel, the property offers privacy, mature landscape surroundings, and an exceptional sense of place.Spanning 4,623 square feet, the residence was designed for both entertaining and comfortable everyday living. Formal living and dining rooms provide gathering spaces, while the kitchen and adjoining family room create a welcoming hub for daily life. The main-level primary suite offers convenience and flexibility, making the floor plan equally suited for a variety of lifestyles.With five bedrooms and three-and-one-half baths, there is abundant room for family, guests, hobbies, or work-from-home needs. Three wood-burning fireplaces bring warmth, character, and ambiance throughout the home, reinforcing its classic Northwest appeal. Large windows frame views and invite natural light into the generous living spaces.Recent improvements include a new high-efficiency HVAC system for year-round comfort and energy-conscious performance. The kitchen is equipped with Dacor and Frigidaire appliances, providing a solid foundation for everyday cooking and entertaining. A spacious three-car garage offers room for vehicles, storage, and recreational equipment.Whether preserved and celebrated for its original architectural integrity or thoughtfully updated for modern tastes, the possibilities are extraordinary. Properties with this provenance, lot size, rarely come to market. Ideally located near parks, trails, schools, and neighborhood amenities, this is a home that offers both immediate enjoyment and long-term legacy. A truly special SW Hills offering, ready to welcome its next steward and begin an exciting new chapter.

5510 SW SWEETBRIAR ST, Portland

4322 SW TERLYN CT, Portland
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 350651388 MLS
SELLER CONCESSIONS AVAILABLE! Buyer may apply allowable seller contributions toward closing costs, prepaid expenses, or an interest-rate buydown with an acceptable offer, subject to lender guidelines. Ask your agent for details. 4,428 SF + 3-CAR GARAGE + PRIVATE LOWER-LEVEL SUITE. Beautifully maintained NW Traditional on a quiet cul-de-sac in Bridlemile Place, offering exceptional space and flexibility for multigenerational living. A dramatic 2-story entry opens to generous living spaces, 4 bedrooms, office and bonus room. The beautifully remodeled kitchen features abundant cabinetry, quartz counters, full-height backsplash, premium appliances and a custom pantry with coffee & shake station. Hardwood flooring extends throughout all 3 levels (carpet free house) and 5 gas fireplaces. The expansive daylight lower level is a standout, offering a private bedroom suite with attached slate-tile bath and separate exterior entrance, plus a spacious recreation room with fireplace, impressive entertainment bar with abundant cabinetry, granite counters and sink, custom wine cellar, and additional exterior access to the covered deck and grounds. Ideal for extended family, guests, teens, nanny or a private work/living retreat. Enjoy a Trex deck, mature landscaping, level lawn areas, established fruit trees and a corner-lot setting. Recent improvements include the 2025 kitchen remodel and exterior paint, 2026 garage doors, and 2020 hardwood flooring. Oversized 3-car garage plus generous driveway parking. Just 0.1 mile via neighborhood pedestrian shortcut to Hamilton Park and convenient to OHSU, Hillsdale, Multnomah Village, Tryon Creek and downtown Portland. Exceptional space, condition and versatility now offered under $1.1M. Ask your Realtor for the Features Sheet and Story/Floor Plan package. Staging has been removed. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248540]

4322 SW TERLYN CT, Portland

2727 SW PATTON CT, Portland
$1,089,900
4 Beds ⋅ 3 Baths ⋅ 536673192 MLS
Own a beautiful, classic mid century ranch in one of Portland's most desirable West Hills neighborhoods. This 3,100 sq ft home has been updated with modern amenities while keeping the key features of its mid century design intact.Gorgeous hardwood flooring flows throughout the main level bringing natural warmth to the spaces. The living room greets with a wood burning fireplace and sliding glass doors bringing in natural light while connecting the interior space with the outdoors. Custom walnut cabinetry anchors the kitchen, with generous quartz clad work surfaces, a dining nook and built in workstation framed by views of the surrounding trees and Mt. St. Helens. The main level features 3 bedrooms, the primary bedroom with an en suite bath and two additional bedrooms all with large windows overlooking the forested greenspace plus a shared full bathroom. Tucked away on the lower level, a private guest retreat offers a bedroom overlooking the forested backyard, a full bathroom, a bonus flex space with a custom built- in climate controlled wine cellar, a finished great room lounge space with a fireplace, a dedicated laundry room and access to the 2 car tuck under garage.The home was intelligently designed into its wooded landscape and borders preserved greenspace that provides privacy and connects the inhabitants to the surrounding nature. Two patios extend the living space outdoors—an upper terrace for dining + entertaining and a lower, more secluded lounge with fire pit. From the backyard, a network of trails connects to the Marquam Trail, with a route that extends through the forest toward Hoyt Arboretum and the Oregon Zoo. Located on a quiet dead end street where you live in the forest yet are just minutes to downtown amenities + in Lincoln High!. Recent updates include a new roof, fresh paint, and added A/C. Don’t miss out on this gorgeous modern home in an incredible location.

2727 SW PATTON CT, Portland

4305 SW ALTADENA AVE, Portland
$1,070,000
4 Beds ⋅ 3 Baths ⋅ 337441389 MLS
Renovated mid century modern in the heart of Hillsdale, perfectly positioned on a quiet, centrally located street. This daylight ranch offers 4 bedrooms — including two primary suites (one on the main) — 3 full baths, and a rare 2 car garage with urethane coated system floors ideal for a home gym or workshop.The open concept great room showcases iconic mid century warmth with birch panel ceilings, engineered glulam and steel beams, and dramatic glass bi fold doors that expand the living space onto an expansive deck with sunset views. The outdoor experience is elevated even further with a custom high temperature brick pizza oven, perfect for gatherings and year round entertaining.Inside, thoughtful upgrades blend seamlessly with the home’s architectural roots. Under tile heated floors add comfort, while modernized systems and finishes enhance everyday living. The lower level primary suite features a wood burning fireplace, walk in closet, and renovated bath, creating a private retreat with timeless character.With its signature indoor–outdoor flow, rare garage setup, and curated mid century details, this Hillsdale home delivers a standout blend of design, comfort, and location! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10032222]

4305 SW ALTADENA AVE, Portland

3515 SW COUNCIL CREST DR, Portland
$1,045,000
4 Beds ⋅ 3 Baths ⋅ 168400342 MLS
Perched in the coveted Council Crest neighborhood, this timeless Colonial-style residence showcases architecture by renowned Portland architect Jamieson Parker. Thoughtfully updated with an open-concept main level, the home is designed to capture sweeping territorial and mountain views through an impressive wall of windows that fills the living spaces with natural light. Recent improvements include a remodeled kitchen, wine cellar, electric vehicle charger, and a brand-new roof completed in 2026. Multiple gas fireplaces add warmth and character throughout the home. Outdoors, an expansive deck with a covered entertaining area and heat lamp creates the perfect setting for year-round sunset views, while the bocce ball court and firepit offer exceptional spaces for gathering and entertaining. Adding to the home’s appeal, a dog park is conveniently located directly across the street at Council Crest Park, offering easy access to green space, walking trails, and outdoor recreation.

3515 SW COUNCIL CREST DR, Portland

4200 SW 53RD AVE, Portland
$1,040,000
4 Beds ⋅ 3 Baths ⋅ 340754473 MLS
OPEN SUN 10/25 FROM 1 TO 3PM. Stunning Mid-Century Remod in Close-In SW Portland with over 100k in recent updates located on quiet cul de sac on almost a 1/3rd acre! Excellent location, near so much in SW! As you enter the home through the oversized front door, youll find vaulted living room with lots of windows to view your mature garden and trees. Soak up the family room off kitchen ideal for todays lifestyle. Primary suite on the main floor makes this a one level living home if desired. Wonderful place to entertain with door from kitchen to back covered deck. Large lower level bonus room with fireplace, and patio steps out to garden and yard. Almost all new surfaces and systems updated, including the kitchen, baths, roof, gutters, plumbing, electrical, hvac, water heater.  Plus a generator for winter months!  Other recent updates include all new interior paint, kitchen oven and dishwasher, solid core doors throughout home, light fixtures, and improved landscaping. Beautiful wood floors throughout the main floor. Big oversized garage, has even more storage above in attic. Close to parks, schools, mins to downtown Portland or Beaverton, nike, intel, OHSU, and all the Westside has to offer. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250483]

4200 SW 53RD AVE, Portland

4803 SW STONEBROOK CT, Portland
$999,000
4 Beds ⋅ 3 Baths ⋅ 362281584 MLS
Soaring ceilings and great light on huge .45 acre lot at end of cul-de-sac in desirable Bridlemile. Remodeled kitchen with slab granite counters, two sinks and stainless gas appliances, including six burner professional grade range, two convection ovens and built-in refrigerator. Adjacent breakfast nook has glass doors leading to expansive deck. Two-story living room with wall of south-facing windows and newer gas stove. Good size family room also has wall of windows. Impressive, three-story entry hall. Main floor bedroom and full bathroom with new vanity and tile shower with glass enclosure perfect for visiting family. Spacious primary suite with huge walk-in-closet, tile shower and soaking tub. Hall bath features dual vanities and subway tile tub/shower. Office with two built-in workstations, cabinets and high ceiling. Convenient upstairs laundry. Expansive, private yard with entertaining size deck and paver stone patio, two large, level sections of lawn, spacious tool shed and space to park an RV or boat. Two short blocks on quiet cul-de-sacs to private entrance to Kelley Park. Desirable Bridlemile elementary, Robert Gray middle school and Ida B Wells high school. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10231513]

4803 SW STONEBROOK CT, Portland

3419 SW DOSCH RD, Portland
$950,000
4 Beds ⋅ 3 Baths ⋅ 286473756 MLS
*Updated floor plan*Tucked into Portland’s sought-after Southwest Hills, this spacious 4-bedroom, 3-bath home blends timeless character with modern comfort. The upper level showcases charming architectural details while offering bright, inviting living spaces ideal for everyday living and entertaining.The versatile lower level provides additional suites that can serve as guest quarters, a home office, or potential dual-living setup. A detached garage provides abundant storage and space for a workshop.Surrounded by lush greenery and bordered by protected green space, the property offers a peaceful, nature-filled setting while remaining conveniently close to parks, shopping, dining, and major commuting routes. Enjoy the perfect balance of privacy, charm, and accessibility in one of Portland’s most desirable hillside neighborhoods.

3419 SW DOSCH RD, Portland

3800 SW HUMPHREY BLVD, Portland
$949,000
3 Beds ⋅ 3 Baths ⋅ 566454471 MLS
Complete privacy with stunning views of the city and mountains located in the prestigious Portland Heights/Green Hills area. Only minutes away from OHSU, downtown, and the Pearl District. Entry is by a gated driveway located on over a third of an acre of land, approximately 900 feet above the city. There are 3 bedrooms, and 3.5 baths on 2 floors with a double car garage. Ample additional parking exists below in a private gravel lot. The main floor has an open floor plan with a large formal living room and dining room together with a chef’s kitchen featuring stainless steel appliances. The lower level has a large bedroom and full bath with its own entry and deck as well as a full kitchen, making it teen friendly or giving it the potential to be an in-law quarters or separate apartment. Views from large windows and decks allow substantial light throughout both levels of the home. Recent improvements include quartz countertops, new carpeting, refinished hardwood floors, new electric panels, new PEX piping in large portions of both floors, a new downstairs bathroom, an automated water shut-off system, and new paint throughout the interior.Excellent schools include Ainsworth grade school, Skyline middle school, and Lincoln High School. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10026383]

3800 SW HUMPHREY BLVD, Portland

4321 SW TERLYN CT, Portland
$925,000
4 Beds ⋅ 3 Baths ⋅ 162531855 MLS
One-of-a-kind traditional home in the highly desirable Bridlemile neighborhood. Meticulously maintained and tucked away on a private cul-de-sac, this exceptional home features a custom floor plan and quality craftsmanship throughout. Highlights include oak hardwood floors, a 50-year Presidential roof, new HVAC system, fresh interior paint, newer exterior paint, custom landscaping, expansive windows, vaulted ceilings, crown molding, and more. The open-concept kitchen is designed for both everyday living and entertaining, featuring granite countertops and island, custom cabinetry, a flat-top electric range, stainless steel appliances, and a sunny dining nook.The main level offers two spacious living areas with gas fireplaces and soaring ceilings, a dedicated den with French glass doors, formal dining space, a laundry room with sink and built-in cabinetry, a main-level bedroom with an attached full bath, and an expansive bonus room ideal for a media room, playroom, gym, or home office. Hardwood floors continue throughout the upper level, where the spacious primary suite features a luxurious ensuite bath with a tiled shower, custom double vanity with marble countertops, built-in soaking tub, and a large walk-in closet with additional storage. Two additional bedrooms, a full bath with dual sinks, and abundant storage complete the upper floor. Step outside to your own private backyard retreat, highlighted by an Ipe wood deck with ample space for grilling, entertaining, or relaxing. The beautifully landscaped yard is surrounded by rose bushes, fruit trees, hydrangeas, and mature plantings, creating a peaceful and secluded setting. Conveniently located near the area's top-rated schools and just minutes from Hamilton Park, Multnomah Village, the Oregon Zoo, OHSU, major highways, and miles of trails, this remarkable home offers the perfect combination of privacy, convenience, and timeless appeal.

4321 SW TERLYN CT, Portland

2798 SW OLD ORCHARD RD, Portland
$889,000
4 Beds ⋅ 3 Baths ⋅ 639565294 MLS
Open House Saturday 10/24 12-2pm. Tucked away on a quiet cul-de-sac in the highly sought-after Portland Heights neighborhood and served by the coveted Ainsworth Elementary and Lincoln High School, this charming cottage-style home offers timeless appeal and inviting living spaces. Step inside to bright white interiors that create a light-filled, welcoming atmosphere and draw you through the home. The kitchen, with a Bertazoni 6 burner gas range, and casual dining area provide the perfect gathering space for everyday living and entertaining, with easy access to a private garden retreat. The formal living room is truly enchanting, featuring expansive picture windows, a cozy fireplace, and an elegant setting for relaxing or hosting guests. The private primary suite offers a full bath, walk-in closet, and a peaceful retreat. Three additional bedrooms and a full bath complete the upper level, providing comfortable accommodations for family, guests, or a home office. The lower-level family room is the perfect space for movie nights, game days, or sharing stories with friends and family. Outside, the beautifully landscaped yard is designed for easy maintenance while offering exceptional privacy, creating a serene outdoor sanctuary. Just minutes from parks, hiking trails, NW 23rd, Hwy 26 and neighborhood amenities, this delightful Portland Heights home combines classic cottage charm, comfortable living, and one of the city's most desirable locations. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10046898]

2798 SW OLD ORCHARD RD, Portland

4620 SW 29TH PL, Portland
$850,000
2 Beds ⋅ 2 Baths ⋅ 349059698 MLS
If you happen upon this lovely, quiet cul-de-sac in Hillsdale, this is the home that catches your eye and makes a lasting impression. The truly stunning heritage oak tree in front is the first to grab your attention. The structure and architecture of this magnificent tree, especially when lit up at night, are something to behold. Next to catch your eye is the utterly charming Cape Cod set on its own private perch above the street and surrounded by beautifully manicured, mature landscaping. Inside, the timeless style, design and quality continue w/ gorgeous, solid oak floors throughout the main floor, large, multi-pane windows, plantation shutters, charming built-ins, updated bathrooms and a beautifully remodeled kitchen. This efficient and versatile floor plan packs a surprising punch w/ a wonderfully spacious primary suite upstairs, 2 main-floor bedrooms that double as an office and a family room, plus a nicely finished lower-level family/bonus/exercise room w/ great ceiling heights and amazing storage! Well-loved and meticulously cared for, this home boasts not just tasteful finish updates but valuable system improvements, too, including a whole-house generator! Outside, lush landscaping provides lovely outlooks from every window of the home and offers another layer of privacy. The expansive patio and large, covered breezeway allow for year-round dining and entertaining and serve as the perfect place to enjoy a quiet morning coffee accompanied by the relaxing sound of the outdoor fountain or to take in the sunset along with your evening nightcap. In terms of location, the Hillsdale neighborhood and this street in particular are hard to beat! Super centrally located, this home enjoys several quick commute options into downtown, NW, Lake Oswego and Beaverton. OHSU is just up the hill; Hillsdale’s town center (w/ library, grocery and a host of restaurants, shops and cafés) is just down the street; and a network of quiet, forested nature trails is mere minutes away. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251709]

4620 SW 29TH PL, Portland

4068 SW HEWETT BLVD, Portland
$820,000
3 Beds ⋅ 2 Baths ⋅ 642703435 MLS
Quintessential Pacific Northwest living in nature, close to urban life for the perfect blend of city and nature. Life slows down on this sought after, quiet meandering road that’s used for walking and biking by the surrounding community. You’ll find privacy and space with the ability to get to know your neighbors or not... This beautiful 3 bedroom, 2-1/2 bathroom home with inside out living, vaulted ceilings, two levels of decks, rare off street parking, and views to the horizon. Newly updated decks offer prime outside living in this gem, with no yardwork – just enjoy and savor living just a few miles from downtown and 23rd avenue shopping. Excellent coveted school district, Ainsworth and Lincoln High in this family-friendly neighborhood and close community. Fenced below for possible pet yard. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247710]

4068 SW HEWETT BLVD, Portland

2730 SW OLD ORCHARD RD, Portland
$725,000
4 Beds ⋅ 2 Baths ⋅ 271372920 MLS
Main-level living is the standout here, with two bedrooms, a full bathroom, and the spaces you use every day all on one level. Set in a quiet, tree-lined setting, this thoughtfully updated residence offers a layout that’s increasingly difficult to find.Rich hardwood floors, an inviting living room with a refreshed fireplace, and a beautifully remodeled kitchen with quartz countertops and quality finishes flow seamlessly into the dining area and outdoor living spaces.The lower level adds exceptional versatility with a private entrance, spacious family room, full bathroom, and additional bedroom—ideal for guests, multigenerational living, a home office, or media room.Outside, mature landscaping surrounds multiple gathering spaces, highlighted by a covered PERGOLUX pavilion designed for year-round enjoyment. Thoughtfully updated, highly versatile, and filled with warmth, this is a home that adapts beautifully to the way people live today. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10215603]

2730 SW OLD ORCHARD RD, Portland

4920 SW 31st DR, Portland
$715,000
4 Beds ⋅ 2 Baths ⋅ 567517485 MLS
This mid-century home has been updated throughout with a chef’s kitchen, Wolf induction range, 2 sinks (IYKYK), leathered granite counters, Fisher Paykel and Liebherr appliances. Featuring hardwood floors throughout the upper levels, a cozy Lopi woodstove insert to keep toasty and very handy for the occasional power outage. Newer oil furnace and tank (EPA certified) for that heat that only oil can deliver. Backyard is a gardener’s paradise while the front raised beds supply veggies, herbs and flowers along with amazing bird watching. The house sits on a quiet street yet has easy access to OHSU, Albert Kelly park, Hillsdale shops and Multnomah Village. There is plenty of parking and an EV charger. The house has mostly all updated Andersen windows and a central vacuum system. Come see it! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, Portland

3919 SW HILLSIDE DR, Portland
$699,900
3 Beds ⋅ 2 Baths ⋅ 613143364 MLS
Nestled in Portland’s sought after SW Hills and surrounded by a picture perfect garden, this property feels like a peaceful escape. Inside, high-end finishes highlight the gourmet kitchen, featuring custom cabinetry, granite countertops, clad appliances, wine storage, bamboo flooring, and a pantry. The lower level includes three bedrooms, heated tile floors, updated baths, and a utility room. The primary suite offers a private deck, walk-in closet, and a bathroom with a walk-in shower. Upstairs, a loft provides flexible living space with a mini-split system and wool carpeting. Designed for indoor-outdoor living, the home is surrounded by TimberTech decking and beautifully landscaped grounds, a creek, and pathways on almost a third of an acre. Some of the notable upgrades include a new roof, multi-zoned irrigation system, resurfaced driveway, high-end wood frame windows, Hardie plank siding, remote retractable awnings, pergola, electric gated entry, multiple storage sheds, and a full-house Honeywell propane generator, Furnace, A/C, interior and exterior paint, and Mini-split all updated in the last 5 years. Combining timeless Northwest character, exceptional privacy, and extensive updates, Laurel Haven is a rare sanctuary just minutes from the heart of Portland. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248552]

3919 SW HILLSIDE DR, Portland

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