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$1,070,000
5 Beds ⋅ 4 Baths ⋅ 717569945 MLS
**A rare Portland treasure, where timeless Craftsman architecture, modern luxury, income, and possibility come together. Cherished by one owner for more than 30 years, this extraordinary 1913 residence has been thoughtfully elevated while preserving its soul, original built-ins, leaded glass, rich hardwoods, and enduring craftsmanship. **The 800 SF, 2-bedroom ADU, completed in 2022, is a destination in its own right. Fully furnished and generating $2,250/month, it offers effortless income or an exceptional guest house, multigenerational retreat, or private workspace. Soaring ceilings, four skylights, full kitchen, central AC, laundry, dedicated utilities, and a west-facing patio with natural-gas grill connection create an experience that feels remarkably like a second home. **Inside the main residence, historic character meets refined modern living. The upper level features two dormers, heated Meranti floors and bath tile, skylights, a spacious bath, and flexible living space. The kitchen and main-floor bath were beautifully renovated in 2026. Central AC, upgraded electrical, high-efficiency natural-gas heating, owned solar, spray-foam insulation, and a 50-year Malarkey roof provide modern comfort and confidence. **Then comes the possibility. The garden area south of the home may offer potential for its own tax lot and future residence, an extraordinary opportunity in Portland. Buyer to perform independent due diligence regarding tax-lot creation, zoning, development, access, utilities, and requirements. **Fruit trees, lush gardens, paver patios, gazebos, and space for a dream outdoor kitchen create a private urban sanctuary. The 2022 detached, EV-ready, oversized garage includes a bathroom, storage, insulation, and a covered breezeway. **A legacy property with beauty, income, and room to dream, an exceptional piece of Portland history, ready for its next chapter. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248709]

3803 SE 41ST AVE, Portland

$1,050,000
4 Beds ⋅ 3 Baths ⋅ 406296296 MLS
Just blocks away from retail and dining, this 1957 bungalow was taken down to the studs and stunningly reimagined by designer Meghan Yancey. The result: a home thoughtfully crafted for living. This modern home has a vintage soul and belongs seamlessly in this vibrant neighborhood. Enjoy the ultimate peace of mind: all-new electrical, plumbing, and newer HVAC fully updated to modern standards. Enjoy the character of a classic neighborhood without the looming dread of major system overhauls.This home features all new bathrooms, a new kitchen, and new flooring. The well-designed kitchen is rich in natural light and features abundant storage with a clean look. The large, vaulted living room is cozy enough for two and large enough to host your World Cup watch party. The party migrates outside when you exit onto a generous deck and fully fenced yard.The primary suite occupies the entire upper floor – a sophisticated, peaceful retreat with natural light, vaulted ceilings, and the spa-inspired bathroom of your dreams. Two additional bedrooms and a beautiful full bath on the main level. Downstairs, a fourth bedroom, bath, kitchenette, and flexible living space are perfect for welcoming friends and family for extended stays. With a few additional modifications, the lower-floor kitchenette easily becomes a full kitchen, creating the potential for short-term rentals and additional revenue source. (Buyer to confirm with the city.)Not to be overlooked, this home is just a block away from some of the best retail and dining in the city. New Seasons Market, Double Mountain Brewing, Otto's Sausages, Cloud City Ice Cream, Delta Cafe, Grand Central Baking, The Heist Food Carts, Harder Day Coffee, Woodstock Hardware, Bi-Mart, Safeway. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248439]

5721 SE 46TH AVE, Portland

$825,000
4 Beds ⋅ 2 Baths ⋅ 319612327 MLS
Built in 2015 on a 40X105 lot, this 2420sf home has the space you need with the layout you want. Loaded with impressive features like front porch pillars, a paneled formal entry, crown molding, built-ins, solid doors, and a box beam ceiling, -the quality and details are first-rate. The main floor living area has an ideal floor plan with a big kitchen that opens to the formal living room and is effortlessly connected to the dining room that you will want to use every day! The fabulous kitchen of course has the perfect set up with a gas range, hood vent, stainless appliances, solid countertops, quality cabinetry, -and a deluxe walk-in pantry. The living room features an impressive craftsman mantle above the gas fireplace with built-ins on each side. The windows throughout the living area are outstanding and offer greenery views without compromising privacy. The dining room features even more windows and offers access to the covered patio and the big backyard. There is also a convenient half bath and an office/bedroom on the main floor. The wide staircase to the top floor brings you to a bonus office/loft area, a deluxe 7X8 laundry room, two more bathrooms, and three more big bedrooms! The primary suite is extra large and features an equally impressive walk-in closet. The primary bathroom has a double vanity, separate WC, and a walk-in shower with glass surround. The backyard and covered patio are the perfect size, private, landscaped, and absolutely lovely. The big storage shed has a roll up door that opens to the back alley, perfect for bike access and storage. Work from home? There is ethernet wiring throughout plus a whole house wifi antenna. So much space indoors and outside, a fantastic SE location just blocks from the best of Woodstock, a perfect 10 energy score, and so much more. [Home Energy Score = 10. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10118122]

5566 SE INSLEY ST, Portland

$767,000
3 Beds ⋅ 2 Baths ⋅ 220715686 MLS
Elegant Custom Bungalow in the Heart of Woodstock! Blending timeless architectural charm with modern comfort, this beautifully maintained custom bungalow features 3 beds/2.5 baths, a dedicated den, 2284 SqFt of thoughtfully designed living space. Nestled in one of Southeast Portland's most desirable neighborhoods, this exceptional home delivers refined style, quality craftsmanship & everyday luxury. Inside, bright & open interior where expansive windows flood the home with natural light. The inviting entry leads to a great room style living room showcasing stunning coffered ceilings and a cozy gas fireplace, creating a warm yet sophisticated gathering space. The well-appointed gourmet kitchen boasts dishwasher, microwave, gas range & fridge, tile backsplash, granite countertops, pantry & ample cabinetry, followed by a formal dining room that adds elegance for entertaining. Upstairs has 3 bedrooms including a spacious primary suite with walk-in-closet, dual vanity & a separate new walk-in-shower. A laundry room with washer/dryer, sink & storage and a loft space for flexible use. Add'l updates: new hardwood floors on main, new carpet in den, new engineered hardwood flooring upstairs & new roof (2022) with 50-yr transferable warranty, providing peace of mind & modern appeal. Comfort is ensured year-round with gas forced-air heating, central AC, energy-efficient tankless water heater. Fully fenced backyard offers covered patio & low maintenance garden with raised beds. The quiet streets & highly walkable neighborhood create the perfect balance of tranquility & convenience. Attached 1-car garage. Located in the vibrant Woodstock community, enjoy easy access to charming cafés, local restaurants, boutique shopping, parks, walking trails & popular Woodstock Farmers Market, with convenient connections to downtown Portland. A rare opportunity to own a home that perfectly balances luxury, comfort & an unbeatable urban lifestyle. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10147372]

5521 SE STEELE ST, Portland

$749,900
4 Beds ⋅ 3 Baths ⋅ 218773000 MLS
Prepare to Fall in LOVE.Welcome to 5551 SE Steele Street – Units A & C, a rare opportunity to own a beautifully designed home with a separate approximately 300 square foot ADU perfect for guests, multigenerational living, a private home office, or generating additional rental income.From the moment you arrive, the modern architecture makes a statement with clean lines, warm cedar accents, and timeless curb appeal. Inside, you'll find an open, light filled floor plan featuring wide plank flooring, designer finishes, and a layout that blends comfort with functionality. Large windows fill the home with natural light, while the inviting living room with a cozy fireplace creates the perfect space to relax or entertain.The kitchen is designed to impress with quartz countertops, custom cabinetry, stainless steel appliances, and an oversized island that naturally becomes the heart of the home. Whether you're hosting friends or enjoying a quiet evening in, the seamless flow between the kitchen, dining, and living areas makes everyday living effortless.Step outside to your fully fenced private backyard, where a spacious patio creates the perfect setting for summer barbecues, morning coffee, or simply relaxing outdoors. An additional exterior storage area provides plenty of room for bikes, tools, seasonal décor, and outdoor gear, making the space as practical as it is enjoyable.Adding even more value is the approximately 300 square foot ADU, offering incredible flexibility for today's lifestyle. Use it as a guest suite, space for extended family, a home office, or take advantage of the opportunity to offset your mortgage with rental income. The property also includes off-street parking for two vehicles with EV charging, providing the convenience today's buyers are looking for.Located in the heart of Southeast Portland, you'll enjoy quick access to the vibrant neighborhoods of Woodstock, Sellwood, Division Street, and Mt. Tabor. Spend you

5551 SE STEELE ST Unit #A&C, Portland

$671,990
3 Beds ⋅ 2 Baths ⋅ 519973514 MLS
Where the street ends, your next adventure begins - your own little world, a tucked-away paradise with a sleek modern exterior surrounded by lush landscaping. Inside - soul-satisfying natural wood finishes everywhere you look - exposed beams, wood framed windows and unpainted trim, oak floors and fir doors all entice you to curl up with a book in front of the fire and get cozy. The large primary bedroom fits a king bed with room to spare for a dresser, a small couch and even your Peloton! The sellers added a fully permitted second bathroom to create a primary suite, with a walk-in shower and so much gorgeous green tile it’s guaranteed to make you swoon. On a large lot - look forward to summer in your own backyard paradise! Fully fenced and ready for pets and play with a patio for hosting and outdoor dining and an established garden with open bed space for veggies, tomatoes, dahlias and more. There’s a weathered steel fire pit, a sleeping porch and a tree fort for the young and young at heart. Tons of recent updates like a new roof (2022), full repipe, new water main, 200 amp electric service and more. All this in Woodstock - everything you need is right here! Woodstock Park, New Seasons, Ace Hardware, Safeway, Grand Central, Cloud City Ice Cream, Heist Food Carts, the newly renovated public library and Mt Scott Community Center, a long list of great restaurants and so much more, all just a short walk or bike ride away. Welcome home! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10201858]

4806 SE 50TH AVE, Portland

$670,000
3 Beds ⋅ 2 Baths ⋅ 208055272 MLS
Charming ranch-style home in the heart of Woodstock! Conveniently situated across from the Woodstock Elementary and the beloved Woodstock Dog Park. Set on a prominent lot, this well-maintained property offers exceptional visibility, accessibility, and versatility—ideal for owner-occupants or live/work opportunities. The main level is bright and inviting, featuring a light-filled, functional layout with seamless flow between the living, dining, and kitchen spaces. Three bedrooms and two bathrooms provide flexible living options, whether you're seeking comfort, space to grow, or room to reimagine. The nearly finished basement—complete with its own fireplace—adds valuable square footage and endless potential. Create a private guest suite, home office, media lounge, or inspiring studio space tailored to your lifestyle. An attached garage offers everyday convenience and additional storage, while the low-maintenance yard is designed for ease and enjoyment. Step onto the covered back deck overlooking a peaceful backdrop of lovely greenery and seasonal blooms—your own private retreat in the city. Located in one of SE Portland’s most sought-after neighborhoods, you’re just moments from Woodstock’s vibrant mix of shops, restaurants, cafés, and parks, as well as Reed College. With nearby transit and easy commuter access, this location delivers both lifestyle and connectivity. A rare blend of character, adaptability, and future upside—this is Woodstock living at its most compelling.

5026 SE INSLEY ST, Portland

$655,000
3 Beds ⋅ 2 Baths ⋅ 426009744 MLS
Some homes just work. Everything feels considered, nothing feels worn, and you walk in wondering why you ever settled for less. That is 5807 SE Tolman, and yes, it is as good as it sounds. Built in 2020 by Renaissance and lovingly cared for by a single owner, this Woodstock gem lives larger than it looks. A wide open main floor with soaring 9-foot ceilings and three floor-to-ceiling windows draw the eye straight to the backyard, flooding the space with light and making the space feel even bigger than it is. The current owner calls it a magic trick. We are inclined to agree. The kitchen is a standout with a large island, counter seating for three, quartz counters, soft-close drawers, stacked tile backsplash, pendant lighting and high-end stainless appliances. A walk-in pantry tucked under the stairs keeps everything organized and out of sight. A gas fireplace with tile surround anchors the living room and engineered hardwood floors elevate the spaces. Central AC keeps things comfortable year round. It is all very "I have my life together" energy. Upstairs are three bedrooms with views of surrounding greenery, two full bathrooms and a conveniently located laundry room. No damp basement, no mystery smells, no excuses not to do laundry. The oversized primary suite sits above the garage, quiet and tucked away, with dual sinks, a tiled walk-in shower and a big walk-in closet. The backyard is a legitimate destination. A large covered patio with a gas line for the barbecue, overhead lights, a sprinkler-fed lawn, a storage shed and true privacy courtesy of the alleyway behind. Solar panels (6.94 kW) keep utility bills low, alongside the very low taxes. You are welcome. Walk to Woodstock for coffee, dinner and daily errands. Tomo Ramen, Pizzeria Otto and The Heist food pod are close. Mt Scott Park with its newly renovated indoor pool is just one mile away. This one is the real deal.

5807 SE TOLMAN ST, Portland

$655,000
2 Beds ⋅ 1 Baths ⋅ 490364141 MLS
Built in 1928, this Spanish cottage sits on a quiet corner in Woodstock, a little piece of the Mediterranean right here in Portland. Inside, original carved beams, arched wood doors, and a sculptural wood-burning fireplace built into a dramatic curved staircase anchor the home in its era. French doors open to a private brick patio and a lovely, large yard, extending the living space outdoors. With Mediterranean character throughout, bamboo flooring, and a rare double lot, the house reads as a well-kept story, private, romantic, and ready for its next chapter. Set within a quietly vibrant pocket of SE Portland, the home is well positioned for the everyday, from morning stops at Toast and Keeper Coffee to provisions from Trader Joe’s and Reed College just a short wander away. Of note: oversized 1 car garage, AC, double cnr lot. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10021712]

4254 SE SCHILLER ST, Portland

$645,000
4 Beds ⋅ 3 Baths ⋅ 420860666 MLS
Woodstock just got a glow-up! This beautifully remodeled home is ready for its next chapter — and it’s got room for everyone. Whether you’ve got extended family, frequent houseguests, looking for extra income or just love a little breathing room, this place delivers.With a super unique layout featuring three separate living spaces and three private entrances, you’ve got options galore. Each level has its own living area, at least one bedroom, and even a full kitchen — yep, three full kitchens total. Talk about flexibility! The main kitchen shines with a welcoming eating bar that’s perfect for morning coffee, weeknight dinners, or hanging out while you cook. Dining al fresco on the attached deck overlooking the generous fully fenced yard is the cherry on top!Use it as one spacious four-bedroom home, set it up for multi-generational living, create rental income, or design the ultimate work-from-home setup. However you imagine it, this home makes it possible.All of this in sought-after Woodstock — close to great shops, restaurants, and Reed College.

6424 SE 57TH AVE, Portland

$630,000
4 Beds ⋅ 2 Baths ⋅ 766294017 MLS
Reviewing offers tonight at 6:00 pm. Have your agent call ASAP with interest. Welcome to this charming ranch-style home, offering the perfect blend of comfort, style, and functionality in the highly sought-after Woodstock neighborhood. Step inside to the living room where gleaming hardwood floors, a cozy fireplace, and expansive windows create a bright and welcoming space filled with natural light. The kitchen has been remodeled for elegance and everyday living, featuring stone countertops, stainless steel appliances, a gas range, and a convenient eating bar which is all seamlessly open to the dining area. The main level offers three well-appointed bedrooms, each with hardwood floors, and including one with a sliding door that leads directly to the backyard. A full bathroom with a shower/tub combination completes this level. Downstairs, the recently updated basement expands your living space with a generous family room, a fourth living quarters, a newly remodeled full bathroom with a walk-in shower, and a laundry room with abundant storage. The backyard is truly a standout feature and an entertainer’s dream with beautifully designed stone pathways, covered and uncovered patios, established gardens, a firepit, and a powered shed for added versatility. Additional highlights include a one-car garage with attic storage above, and an unbeatable location just moments from cafes, coffee shops, local boutiques, and public transportation. With a remarkable 98 bike score, this home offers both convenience and lifestyle. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248253]

5228 SE 42ND AVE, Portland

$619,950
3 Beds ⋅ 1 Baths ⋅ 210525003 MLS
This charming Woodstock home has been loving cared for by the same owner for 54 years. A 3-bedroom ranch on a sunny corner lot with territorial views. Step inside to beautifully refinished wood floors, enjoy a sunset in the cozy living room highlighted by a gas fireplace, and a formal dining area. The second bedroom’s built-ins create an ideal home office, craft room, or sewing nook. Thoughtful upgrades include extra attic insulation, Thermopane windows, and storm doors to keep the home comfortable year-round. Entertain in the lower-level party room featuring a second fireplace, a built-in bar with stools, and a convenient 2nd bath. Outside, the private backyard is an entertainer’s dream: expansive deck plus a 16’ x 16’ covered pavilion wired for electricity and cable. Refrigerator, washer and dryer included. Move right in and start enjoying this delightful home and all the Woodstock neighborhood has to offer. Woodstock is one of the most walkable neighborhoods in Portland with a Walk Score of 74. Some Woodstock hotspots you will enjoy are Heist Food Carts, Delta Café, Lutz Tavern, Woodstock Wine and Deli, Portland Fish Market and Otto’s Sausage Kitchen. With a Bike Score of 98 wander through Woodstock Park or Brentwood Park. Explore The Crystal Springs Rhododendron Garden or Reed College for Chamber Music Northwest outdoor concerts in the summer. Ace Hardware, Bi-Mart, Trader Joes and New Seasons are close by. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246546]

4805 SE 41ST AVE, Portland

$617,000
3 Beds ⋅ 1 Baths ⋅ 465863883 MLS
Peace, love & a Woodstock address! This 1970's ranch celebrates retro design while also delivering the modern features & upgrades today's buyers expect. First impressions shine with established landscaping, moody PNW green exterior paint, original brick cladding, a built-in brick planter & solid wood entry door that sets the tone for what's inside. The interior honors its era with preserved period details like a statement mirrored entry wall, paneling, hammered textured harvest-gold glass windows & original kitchen cabinetry with patterned decorator panels in an iconic amber hue. Engineered hardwoods run throughout & the refreshed kitchen features new quartz countertops, tile backsplash, newer stainless appliances, oversized single-basin stainless steel sink & new hardware. A continental bathroom connects the hallway & primary bedroom, offering ensuite-esque functionality, and has been beautifully remodeled with a marble top double-vanity, large-format vinyl tile floor, new toilet, deep soaker tub + attractive tile surround. Don't miss the walk-in linen closet! All 3 bedrooms are spacious & have ample closet space. While the home's aesthetic may be timeless retro, by no means is it stuck in the past... it has had many major system improvements, subfloor air sealing, upgraded floor/plumbing/ductwork insulation, new vapor barrier, double-pane vinyl windows, vinyl sliders & fresh exterior paint. She's move in ready! Outside you'll find a covered patio with string lighting, a budding rose garden, manageable lawn, vintage breeze-block fencing, & a large tool shed for extra storage. Quintessential Woodstock location & lifestyle: stroll a few blocks to Keeper Coffee on weekend mornings, explore nearby parks, & enjoy quick access to neighborhood favs like Trader Joe's, New Seasons, Otto's Sausage & Meat Market, Proper Pint, Laughing Planet, Double Mountain, Orange Theory, Toast, Cloud City Ice Cream & Reed College's gorgeous campus. You'll see- this one truly is a keeper! [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10031012]

5111 SE 42ND AVE, Portland

$616,000
2 Beds ⋅ 1 Baths ⋅ 570706395 MLS
Welcome home! This mid-century gem is move-in ready and located in the heart of sought-after Woodstock. Enter into the large living room with original woodwork, oversized window, and wood-burning fireplace. Remodeled kitchen boasts custom bamboo cabinets with organizers, bronze appliances, and glass tile backsplash. Laundry room + half bath centrally located off the kitchen. Oversized, attached garage offers endless possibilities for parking, workout space, studio, projects, and storing all your seasonal toys. Custom yard sculptures make the professionally landscaped, low maintenance yard shine - and fit perfectly within this fun, laid back community. Located just blocks from The Heist, Delta Cafe, Grand Central Bakery, Multnomah County Library, and the unique shops and cafes in this vibrant Woodstock community. Updates: 2026 - new fridge; 2022 - kitchen update, tear-off roof, furnace + AC. Schedule a private showing today! [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10099226]

6032 SE 47TH AVE, Portland

$613,000
4 Beds ⋅ 2 Baths ⋅ 716372552 MLS
Great 4 bedroom/2 bath family home in coveted Woodstock neighborhood! First time on the market in almost 60 years, this home is ready for its next owners vision to make it all their own. Newer walk-in shower added to the main level bathroom. Upper level has oak hardwood floors with two bedrooms & a full bath. The unfinished basement has lots of potential to add additional living space. The property is across the street from Lewis Elementary which currently boasts a GreatSchools rating of 10/10. It's only a short walk or bike ride to all of Woodstock's popular shops/eateries as well as Berkeley neighborhood park (walk score: 77, bike score: 98!). A new roof was installed within the last year. Spacious fenced backyard with nice deck & gazebo is great for entertaining. Automatic sprinkler system in front yard. Large detached garage/shop with storage loft holds many possibilities. Extra space in front driveway for extra vehicles or small RV/boat parking. Schedule your showing today! [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249748]

4440 SE EVERGREEN ST, Portland

$601,500
4 Beds ⋅ 2 Baths ⋅ 101642787 MLS
Modern craftsmanship meets one of Portland's most beloved neighborhoods in this beautifully appointed newer construction home, just blocks from the vibrant shops, restaurants, cafés, and parks that make Woodstock such a sought-after place to call home.Designed with both style and function in mind, the light-filled main level offers an ideal open-concept floor plan perfect for everyday living and entertaining. The spacious living room is anchored by a cozy fireplace and flows seamlessly into the dining area and designer kitchen, where a large quartz island invites gathering. Quartz countertops throughout, stainless steel appliances, wide-plank engineered hardwood floors, and thoughtful high-end finishes showcase the exceptional attention to detail found throughout the home. A dedicated office provides the perfect work-from-home space, while the convenient main-level powder bath adds everyday practicality.Upstairs, you'll find four generously sized bedrooms, including a stunning primary suite featuring a vaulted ceiling, elegant shiplap accent wall, spacious walk-in closet, and a luxurious ensuite bath complete with double quartz vanities and a beautifully tiled walk-in shower. A full guest bath and dedicated laundry room with built-in cabinetry complete the upper level.Outside, enjoy a welcoming covered front porch accented with tongue-and-groove cedar detailing, a private yard for relaxing or entertaining, and the convenience of a tuck-under garage.Combining timeless design, quality craftsmanship, and an unbeatable location just moments from Woodstock's favorite local amenities, this exceptional home offers the perfect blend of modern comfort and neighborhood charm. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10182411]

6517 SE WOODSTOCK BLVD Unit #A, Portland

$600,000
2 Beds ⋅ 1 Baths ⋅ 713787240 MLS
Painted a sunset orange that perfectly matches the view from its back deck, this 1950's Woodstock bungalow doesn't wait for golden hour to make an impression. The newly-built, covered composite deck has a stunning sightline to the forested hills of SW Portland + seasonal, peek-a-boo views of the city skyline. The dining room + kitchen get in on the view, too! On the main level, you'll find 2 bedrooms + 1 bathroom, ample closet space (what 50's homes are known for- including custom closet/wardrobe organizers in the hall + primary closets), plus a finished half bath and almost 900 SQFT of partially finished basement with great ceiling height + an open layout, all a great starting point for your future remodel. The overall bones here are solid: sturdy 1950's construction, refinished hardwood floors, wood-burning fireplace, many newer double-pane vinyl windows with custom cellular shades + newer exterior doors. Recent improvements have been steady + practical/unglamorous in all the best ways: new roof (2019, 95% eff. gas furnace (2019), central A/C (2022), 100 AMP electrical panel (2022) asbestos remediation, chimney repairs + more. See Updates List! The partially finished basement has its own exterior entrance + is flexible space for an office, guest space, gym, den or storage. Got bigger plans? Architectural remodel drawings are included with the sale, featuring plans for a new primary suite, home gym, den + laundry. The sellers never moved forward with the project, but the vision is there for the next steward to take and run with! Outside, the two-tiered backyard is fully fenced + mostly a blank slate, ready for your green thumb. All of this just a few blocks from the heart of Woodstock: close to Keeper Coffee, nearby parks + neighborhood favorites like Trader Joe's, New Seasons, Otto's, Proper Pint, Laughing Planet, Double Mountain, Toast, Cloud City + Reed College. Attached garage + off-street parking are extra bonuses! Don't let the sun set on this one! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10201708]

5027 SE 41ST AVE, Portland

$560,000
3 Beds ⋅ 2 Baths ⋅ 298067439 MLS
A peaceful retreat in the heart of Woodstock - Some homes simply feel different the moment you arrive. Tucked away at the end of a quiet dead-end street, this beautifully maintained 1950s bungalow offers the perfect balance of original character, thoughtful updates, and exceptional outdoor living. Inside, you'll find an invitingly open single-level floor plan featuring original hardwood floors, custom built-ins, a marble-surround gas fireplace, abundant natural light, custom tile work, and timeless finishes throughout. The remodeled kitchen offers tile countertops, gas appliances, and updated cabinets, while the spacious primary suite includes direct backyard access and a beautifully remodeled bathroom with a jetted soaking tub and tiled walk-in shower. The true centerpiece, however, is the backyard. Designed as a private urban retreat, it features lush mature landscaping, raised garden beds, multiple patios, and gathering spaces, including a platform deck and a stunning koi pond with a cascading waterfall that creates an atmosphere of peace rarely found this close to the city. Whether you're entertaining, gardening, or simply enjoying your morning coffee, this is a space you'll never want to leave. Complete with a detached workshop, newer systems (Furnace, AC, Roof, Tankless H20 Heater), and just minutes from Woodstock's parks, shops, restaurants, and transit, this is more than a home - it's a place to slow down, unwind, and truly enjoy where you live. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249326]

4802 SE 51ST AVE, Portland

$550,000
3 Beds ⋅ 2 Baths ⋅ 240547874 MLS
Welcome to your next chapter in the vibrant Woodstock neighborhood, where culture, cuisine, and community come together. Tucked into a quiet, established neighborhood, this traditional 3-bedroom, 2.5-bath home offers fresh updates including brand new flooring, interior and exterior paint, and a newer roof. Inside, you’ll find a solid foundation with room to make it your own and add your personal touches over time. Outside, enjoy a fenced private backyard and the convenience of a 2-car attached garage. With an impressive 99 BikeScore, this location is hard to beat. You’re close to trails, Woodstock Park, New Seasons Market, acclaimed eateries, coffee shops, trendy bars, and easy freeway access. Summer favorites are just around the corner, including the Woodstock Farmers Market from June through October. Urban convenience meets neighborhood charm in one of SE Portland’s most beloved communities. [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246480]

5718 SE STEELE ST, Portland

$544,000
3 Beds ⋅ 1 Baths ⋅ 181221456 MLS
Presenting 3914 SE Schiller: a classic Woodstock bungalow where tree-lined blocks, a tight-knit neighborhood feel, and some of the best bikeability in the city come standard. Reed College is minutes away, Creston Park is close for morning walks and weekend hangs, and with a Bike Score of 91, Division and Hawthorne are quick trips, putting some of Portland's best dining, shopping, and nightlife within easy reach on any given night.Inside, the charm shows up immediately. The front porch welcomes you before you even step through the door, and once inside, hardwood floors run throughout and the home settles into that particular warmth only a 1916 bungalow can pull off. The living room is comfortable and inviting, the kind of space that works as well for a quiet night in as it does for a full house. The remodeled kitchen strikes the right balance of charm and modernity — soft-close cabinetry, a designer hex tile backsplash, and newer appliances. Three bedrooms give you real options, whether that's room for guests, a dedicated home office, or both.The bones are solid and the right work has been done — upgraded foundation, updated electrical wiring, improved insulation, fresh exterior paint, a new furnace, and a newer water heater. This is a home you can move into with confidence.Out back, you're ready for summer. Blooming trees anchor a fully fenced private yard, a spacious deck gives you room to spread out, a 12x14 shed handles all the storage, and the long driveway means parking is never a thought.This is Woodstock, done right. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10218772]

3914 SE SCHILLER ST, Portland

$535,000
2 Beds ⋅ 1 Baths ⋅ 771906040 MLS
This charming Woodstock bungalow shines with abundant natural light, gleaming hardwood floors, and classic Portland character throughout! Settle into an inviting living room by the fireplace, surrounded by built-ins. The second bedroom is lined with windows making it an ideal artist’s studio, home office, or creative space. A refreshed kitchen features brand-new quartz countertops, designer tile backsplash, and a charming breakfast nook. The upper level offers the perfect spot for a rec room, media space, or guest quarters. A spacious unfinished basement provides laundry facilities and includes a utility sink for added convenience. Outside, enjoy a beautifully landscaped, lush yard with raised garden beds and plenty of room to cultivate your green thumb. Fully fenced and private, it’s an ideal setting for summer gatherings. Situated on a quiet stretch of Steele Street in the vibrant Woodstock neighborhood, this home offers easy downtown access for commuters, and is just blocks from Woodstock Park and all the shopping and dining the area has to offer! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246137]

4300 SE STEELE ST, Portland

$525,000
3 Beds ⋅ 1 Baths ⋅ 642932461 MLS
Charming bungalow in a fantastic Woodstock location, with excellent proximity to all of the neighborhood’s favorite spots — shopping, dining, parks, the elementary school, and everyday conveniences. The home has a comfortable, easy layout with a flexible upper level that works well as a third bedroom and office, or bonus space. The fenced yard is spacious and private, with a covered patio for year-round enjoyment, garden beds, and a shed for extra storage. It’s a great setup for relaxing, entertaining, or just having your own space to unwind. Modern upgrades include a newer roof, vinyl windows, sewer line and central AC. Recent system improvements are already completed for buyer peace of mind. A superb mix of location, character and features make this is an easy one to feel excited about. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10246449]

6615 SE 43RD AVE, Portland

$500,000
3 Beds ⋅ 2 Baths ⋅ 494725035 MLS
Looking for a home that welcomes you with open arms instead of a to-do list? This classic Woodstock ranch has the major updates already done for you: new roof, new high-efficiency gas furnace, gas tankless water heater, Milgard vinyl windows throughout, and quartz kitchen counters ready for your recipes. Hardwood floors and a gas fireplace bring timeless style and instant warmth no matter the season, while the eat-in kitchen handles slow breakfasts and casual dinners with equal effortlessness. Main floor living keeps your daily life simple with the primary suite featuring a true ensuite bathroom. Downstairs, a large bedroom with egress window becomes your quiet office, guest retreat, or creative space, with bonus storage and a sauna handling the rest. Outside, the fully fenced backyard with Tuff shed and oversized two-car garage give you room for pets, projects, and everything in between. Woodstock delivers the neighborhood goods just moments away: Bergerac is a one-minute stroll or roll, Woodstock Park two minutes away, and New Seasons keeps errands close. This isn't just another house, it's a turnkey home waiting for you to put down roots and build your future. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248073]

5205 SE RAMONA ST, Portland

$500,000
3 Beds ⋅ 1 Baths ⋅ 744361649 MLS
Small but mighty — and serving serious Woodstock vibes. This 3-bedroom, 1-bath charmer proves you don’t need a huge footprint to live large. With 1,220 square feet completely transformed, this home is dialed, stylish, and absolutely ready for its next chapter. Let’s start with the good stuff: a new roof, fresh interior and exterior paint, new engineered hardwood flooring throughout, a beautifully remodeled kitchen with all-new sleek stainless steel Samsung appliances, an updated bathroom, new lighting, washer/dryer and more. Tired of touring houses without air conditioning? We’ve got you covered. This house truly has it all, which means you get to skip the renovation phase and go straight to the fun part: living here. Unlike many ramblers, the layout offers more living space than you’d expect. You’ll find a comfortable living room and a huge family room — both just off the kitchen — keeping everyone connected whether you're hosting friends, binge-watching your latest show, or cooking something fabulous. Outside, you will enjoy the privacy of the fully fenced backyard and you can kick back and relax on the patio, or slip into the hot tub (yes, it works!). If you have a green thumb, this sunny space is perfect for adding perennials or raised beds. Save on water bills with the drought tolerant landscaping. There’s also a shed ready to hold bikes, tools, garden gear, or whatever your Portland hobbies require. And the location? Hard to beat. Woodstock is like Diet Sellwood! With an impressive 99 BikeScore, you’re close to trails with quick access to Woodstock Park and all the beloved eateries and shops along vibrant Woodstock Blvd. Summer will be here before you know it, and you’ll be able to stroll over to the Farmers Market from June through October. [Home Energy Score = 4. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245652]

5520 SE REEDWAY ST, Portland

$445,000
2 Beds ⋅ 1 Baths ⋅ 659832271 MLS
Thoughtfully updated 1954 ranch with a permitted sunroom addition. This 2-bedroom 1 bath home features a functional, easy-flow layout with bright, flexible space, including a ~168 sq ft permitted sunroom. Recently refinished hardwood floors run throughout, complemented by a picture window, updated vinyl windows, and a mini-split system (2022) for efficient heating and cooling. The open kitchen features a new electric range, updated wood cabinetry, and an open floor plan with bar seating at the kitchen counter. Additional updates include fresh interior paint, new ceiling fans, new vinyl flooring in the sunroom, and a stackable washer and dryer. The sunroom is filled with natural light and overlooks the fully fenced, private backyard with mature trees and patio areas. Backyard is wired and ready for a hot tub. The front yard is set back from the street and features a sheltered stone patio, generous yard space, raised garden beds, and driveway parking. Extra-long one-car garage with vaulted ceilings. Home Energy Score: 10/10 (WOW!) A truly sweet place to call home, situated between the Woodstock and Foster shopping and dining corridors. Walk Score: 70 Bike Score: 98! [Home Energy Score = 10. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10219483]

5823 SE INSLEY ST, Portland

$438,900
2 Beds ⋅ 2 Baths ⋅ 296198446 MLS
Hello Woodstock, I am brand new, tucked toward the back of a boutique new construction community, and designed to give you a little extra breathing room in one of SE Portland’s most beloved neighborhoods. Unlike many other new construction homes, I am not a condo and have no HoA. You own the underlying lot outright and have no additional monthly dues to worry about. Built by a local boutique builder renowned for their efficient use of space, high end finishes, and attention to detail, I offer a polished two bedroom, two and one half bathroom layout with thoughtful design and an easy everyday rhythm. My main level keeps life connected with an open great room layout where living, dining, and kitchen spaces work together for morning routines, weeknight dinners, and relaxed evenings at home. My larger fenced yard and patio set me apart, creating more room for pets, plants, outdoor seating, summer meals, or a quiet place to unwind with a little extra privacy. Upstairs, my bedrooms feature tasteful tray ceilings that add dimension and character, and each bedroom includes its own dedicated bathroom for a true ensuite style setup. This layout gives you excellent flexibility for guests, roommates, work from home, or anyone who appreciates added privacy. Energy efficient mini splits provide year round heating and cooling, while my one year builder warranty adds confidence for the next owner. From here, Keeper Coffee Co and Woodstock Coffee make morning coffee runs easy, The Heist gives you a nearby spot for lunch, dinner, or drinks, New Seasons and Safeway keep grocery trips simple, and Otto’s Sausage Kitchen can become a favorite weekend stop. Woodstock Park and Berkeley Park are close for dog walks, picnics, play time, and fresh air, while Woodstock Blvd keeps local shops, restaurants, and neighborhood errands within easy reach.

4058 SE Long ST, Portland

$419,900
2 Beds ⋅ 2 Baths ⋅ 180753479 MLS
Hello Woodstock, I am brand new, thoughtfully designed, and positioned at the front of a boutique new construction community where everyday living feels polished, practical, and connected. Unlike many other new construction homes, I am not a condo and have no HoA. You own the underlying lot outright and have no additional monthly dues to worry about. Built by a local boutique builder renowned for their efficient use of space, high end finishes, and attention to detail, I offer a stylish two bedroom, two and one half bathroom layout that makes the most of every square foot. My main level brings daily life together with an open great room design where living, dining, and kitchen spaces flow naturally for morning coffee, easy meals, and relaxed evenings at home. Step outside to my fenced patio and yard space, giving you a private spot for pets, plants, fresh air, or a quiet outdoor break. Upstairs, my two bedrooms feature tasteful coffered ceilings, including a comfortable primary ensuite with its own dedicated bathroom. My second bedroom adds flexibility for guests, work from home, or a creative space that can change with your needs. Energy efficient mini splits provide year round heating and cooling, while my one year builder warranty adds confidence for the next owner. From here, you can start the day at Keeper Coffee Co or Woodstock Coffee, meet friends for lunch, dinner, or drinks at The Heist, pick up groceries at New Seasons or Safeway, or make Otto’s Sausage Kitchen part of your weekend routine. Woodstock Park and Berkeley Park are nearby for dog walks, picnics, play time, and easy outdoor breaks, while the shops and restaurants along Woodstock Blvd keep neighborhood living close to home.

4064 SE Long ST, Portland

$419,900
2 Beds ⋅ 2 Baths ⋅ 360352726 MLS
THIS ONE IS SOLD, BUT MORE AVIALABLE! Welcome to an exceptional brand-new home where modern sophistication meets neighborhood charm. This beautifully crafted home features a primary bedroom with vaulted ceilings and ensuite bath. The guest bedroom has an adjacent bath of its own. The open-concept main floor with tall ceilings maximizes space and light, while the kitchen showcases premium quartz countertops and stainless-steel appliances. This home includes a rear patio and has access to an expansive field-turf common area that is shared and fenced for safe activity and play, a perfect outdoor area for yard games or entertaining on a surface built for year-round enjoyment. Nestled on a peaceful street near historic Woodstock, you'll enjoy the perfect blend of tranquil living with urban accessibility - just moments from local shops, cafes, parks, and schools. Don’t miss the uber popular food court "The Heist" and New Seasons grocery. This is a rare opportunity to experience comfort, style, and community all in one exceptional location. For availability, pricing, plans and more, visit the WoodstockHaven dot com website. [Home Energy Score = 10. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247857]

5685 SE 60TH ST, Portland

$399,900
2 Beds ⋅ 2 Baths ⋅ 725812826 MLS
Prepare to Fall in LOVE. Welcome to 5555 SE Steele Street – Unit B, a beautifully designed 858 square-foot detached home offering 2 bedrooms, 2.5 bathrooms, and the perfect blend of modern style, efficient living, and low maintenance comfort.From the moment you arrive, the home's contemporary architecture makes a lasting impression with clean lines, warm cedar accents, and timeless curb appeal. Inside, you'll find a bright, open floor plan featuring wide plank flooring, designer finishes, and abundant natural light. The inviting living room with a cozy fireplace flows seamlessly into a beautifully appointed kitchen complete with quartz countertops, custom cabinetry, stainless steel appliances, and an oversized island perfect for entertaining or everyday living.Step outside to your fully fenced private backyard, where the patio provides the perfect space for relaxing, dining, or enjoying Portland's summer evenings. An additional exterior storage area offers room for bikes, tools, and outdoor gear, while off street parking for two vehicles with EV charging adds the convenience today's buyers are looking for.Located in the heart of Southeast Portland, you're just minutes from the neighborhood favorites of Woodstock, Sellwood, Division Street, and Mt. Tabor, with easy access to parks, local restaurants, breweries, coffee shops, farmers markets, and downtown Portland.Beautifully built and thoughtfully designed, 5551 SE Steele Street offers the perfect combination of modern living, quality craftsmanship, and an unbeatable Southeast Portland location. Whether you're buying your first home, downsizing, or simply looking for a low maintenance lifestyle, this is one you won't want to miss.

5555 SE STEELE ST Unit #B, Portland

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