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3803 SE 41ST AVE, Portland
$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

6126 SE 44TH AVE, Portland
$1,067,500
4 Beds ⋅ 2 Baths ⋅ 685442416 MLS
Five Offers Received, Offer Deadline Set 2:00 PM Monday 9/14/26. Craftsmanship takes center stage in the heart of Woodstock. This beautifully maintained home pairs premium-quality construction with timeless custom details and high-end materials throughout. Solid hardwood floors, custom cabinetry and built-ins bring warmth and character to the interiors, while five skylights fill the home with natural light. The inviting living room is anchored by a striking fieldstone fireplace, and the gorgeous formal dining room features a classic built-in buffet. Nearby, the open kitchen offers rich cherry cabinetry, stainless steel appliances and a gas range, opening to a light-filled breakfast nook overlooking the professionally landscaped, Japanese-inspired garden and cut-stone patio. A charming main-level office/library with beautiful built-ins provides a quiet space to work or unwind. Upstairs, the spacious primary suite feels like a true retreat with vaulted ceilings, a walk-in closet and an ensuite bathroom featuring a soaking tub and double sinks. Two additional bedrooms and a full hallway bathroom offer comfortable accommodations, while the expansive vaulted bonus room provides exceptional flexibility as a fourth bedroom, media room, home gym or creative space, with additional storage tucked away. Immaculately maintained and truly move-in ready, this home reflects thoughtful design and quality at every turn. The garage includes a dedicated shop area for projects and hobbies, while the beautifully landscaped outdoor spaces create a peaceful setting for dining, gardening or relaxing. All of this is less than two blocks from the restaurants, shops and neighborhood favorites along Woodstock Boulevard, offering a rare combination of exceptional craftsmanship and an incredibly convenient Woodstock location. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10190801]

6126 SE 44TH AVE, Portland

5721 SE 46TH 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

5521 SE STEELE 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

5551 SE STEELE ST Unit #A&C, 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

6036 SE 40TH AVE, Portland
$692,905
4 Beds ⋅ 2 Baths ⋅ 714305423 MLS
Open house Sunday 12-2pm. There's a version of Portland that still moves at walking pace, and this corner lot sits right in the middle of it. Coffee shops are close enough to be a habit rather than an outing. New Seasons is an easy walk, and the weekend farmers market is just around the corner. Unpaved alleys with real rural charm run past the house and lead, eventually, all the way to the Woodstock library. A secret entrance into the Reed Canyon wilderness trail sits just around the corner too, so the walk to your morning coffee and the walk into actual forest start from the same front door.This 4 bedroom 2 bathroom home with a 9 home energy score, has vintage bones and is oozing with charm. Original light fixtures and an adorable breakfast nook with built-in bench seating create a lovely sun-soaked spot to sit with that coffee before heading out to explore the neighborhood on foot. Fresh paint, gleaming original hardwoods, central air, an updated bathroom and a wood burning fireplace round out the main level. The basement has its own history. It once housed Reed students and parents (previously a fully permitted Airbnb) and has an easy walkout entrance from the backyard that still feels private and enclosed today. The side alley access provides three-car parking spaces. Located in the beloved Duniway school district with R2.5 zoning on a corner lot, there’s truly so much potential here. This is a neighborhood built for wandering on foot: Berkley Park, Woodstock park, the Heist food carts, Cloud City Ice Cream (voted best in the city), Grand Central Bakery, Ace Hardware, Lewis Elementary playground, Duniway Elementary playground, the library, the market, into the canyon, we could go on and on. Come see it in person, the walk from the front door is the best part. [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10103085]

6036 SE 40TH AVE, Portland

5026 SE INSLEY ST, 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

5807 SE TOLMAN 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

6424 SE 57TH AVE, 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

5228 SE 42ND 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

4201 SE HAROLD ST, Portland
$625,000
3 Beds ⋅ 3 Baths ⋅ 597258949 MLS
Classic Character Meets Modern Living in the Heart of Woodstock. Welcome to this beautifully restored Craftsman, where historic charm and thoughtful updates come together on an exceptionally large lot in one of Portland's most beloved neighborhoods. Originally built in 1926, this home has been extensively renovated while preserving the warmth and character that make Craftsman homes so timeless. Offering 3 bedrooms, 3 full bathrooms, and just under 2,000 square feet of living space, the home features a spacious and functional floor plan designed for today's lifestyle. The primary suite includes a private bathroom, while an additional flex space provides endless possibilities for a home office, fitness room, media room, or guest retreat. The heart of the home is the stunning chef-inspired kitchen, showcasing quality finishes, quartz surfaces, custom cabinetry, and premium appliances. Open gathering spaces, rich hardwood flooring, abundant natural light, and a gas fireplace create an inviting atmosphere perfect for both everyday living and entertaining. Step outside to enjoy a peaceful backyard oasis surrounded by mature landscaping and complete privacy fencing. The oversized lot offers exciting future opportunities, with zoning that may allow for an additional dwelling unit or further residential development (buyer to verify with the City of Portland). Located just moments from Woodstock's popular restaurants, local shops, grocery stores, parks, and public transportation, this property offers the perfect balance of neighborhood charm and urban convenience. Whether you're searching for a move-in-ready home, multi-generational living potential, or future investment opportunities, this property delivers exceptional flexibility in a highly desirable location. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242120]

4201 SE HAROLD ST, Portland

4805 SE 41ST 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

6032 SE 47TH 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

4440 SE EVERGREEN ST, 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

6517 SE WOODSTOCK BLVD Unit #A, 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

5704 SE STEELE ST, Portland
$600,000
2 Beds ⋅ 2 Baths ⋅ 348995053 MLS
Delightful 1926 Bungalow on a corner lot featuring modern updates, thoughtful design details, and a functional floor plan in coveted Woodstock. Gleaming hardwood floors span the entire main level, with an updated kitchen offering stainless steel appliances, ample counter space, abundant storage, and easy flow into the light-filled living room with large picture windows and a decorative fireplace. The main-level bathroom features timeless subway tile in the shower/tub combination and classic penny tile flooring. A mudroom entry separates the two levels and leads to a finished basement offering additional living space, tall ceilings, and cork flooring throughout. The basement includes a bedroom with egress window, full bathroom with walk-in shower and barn door. Spacious basement level laundry room with full-size washer & dryer. Recent updates include vinyl windows throughout, new roof in 2022, sewer line in 2015, radon mitigation in 2017, and water heater in 2026. Outside, enjoy a large, flat lot with fenced yard, garden space, and a covered breezeway connecting the home to a detached finished studio. The studio measures approximately 11'4" x 9'1" and features cork flooring, high ceilings, ceiling fan, and electricity, offering flexible space for a home office, creative studio, workout space, or other needs. A+ location, blocks to Heart Coffee, just ½ mile jaunt to Woodstock Park, less than 1 mile to Mt. Scott Community Center, and 1 mile to the heart of Woodstock, where you’ll find Safeway, New Seasons, popular food cart pods, classic taverns, local restaurants, vintage shops, coffee spots, and a walkable main street along Woodstock Boulevard. Woodstock is a Southeast Portland gem and a true microcosm of the city, with great coffee and food, shopping, and a lively strip. The neighborhood even happens to be shaped like the letter “P.” It doesn’t get much more Portland than Woodstock. Just move in and make this cozy home your own! [Home Energy Score = 9. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251415]

5704 SE STEELE ST, Portland

4908 SE 44TH AVE, Portland
$600,000
3 Beds ⋅ 1 Baths ⋅ 744356309 MLS
A little mid-century charm, a lot of thoughtful updates, and a location that makes everyday life easy. This Woodstock home has all the good stuff you want in an older house — original wood floors, tons of natural light, a smart floor plan, and plenty of character — plus years of updates that make it easy to move in and enjoy. The main level has bright, comfortable living spaces, an updated kitchen and bathroom, a cozy gas fireplace, and two bedrooms. The expansive upstairs gives you room to spread out with a bedroom plus plenty of space for an office, crafting area, reading nook, or some combination of all of the above. Outside, lush landscaping and tons of blooming flowers add plenty of curb appeal, while the spacious fenced backyard has even more mature gardens and greenery, plus covered space for dining, hanging out, and enjoying the outdoors. And a lot of the not-so-glamorous (but very important) stuff has already been handled too: newer windows, an updated electrical panel with extra capacity, furnace + heat pump for heating and cooling, attic mini split, crawlspace insulation, smart thermostat, newer fencing and gates, and a 220V outlet in the attached garage for EV charging. Woodstock Park is just a quick stroll away, with New Seasons, Grand Central Bakery, coffee shops, restaurants, and neighborhood favorites all close by. Good bones, smart updates, a great yard, and everything you love about SE Portland close by. [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10021721]

4908 SE 44TH AVE, Portland

5027 SE 41ST AVE, 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

6330 SE WOODSTOCK BLVD, Portland
$590,000
3 Beds ⋅ 2 Baths ⋅ 277873540 MLS
Classic Woodstock charm meets thoughtful modern updates in this beautifully maintained 1950s one-level ranch. Offering 3 bedrooms and 2 bathrooms, this inviting home blends timeless character with comfortable, easy living.Inside, warm hardwood floors and two wood-burning fireplaces create a welcoming atmosphere, while quality improvements provide peace of mind for years to come. Recent updates include a new roof, insulation, heat pump, gutters, siding, and windows—bringing improved efficiency, comfort, and durability to this classic home. The result is a remarkably quiet interior that feels both cozy and refreshed.Outside, the landscaped front and back yards provide inviting spaces for gardening, relaxing, and entertaining, with raised beds ready for your green-thumb ambitions. A detached shop with updated electrical offers an ideal workspace for woodworking, hobbies, projects, or additional storage.Located in the heart of the popular Woodstock neighborhood, this home offers a wonderful balance of tranquility and convenience, with neighborhood restaurants, shops, and everyday amenities close by. A rare opportunity to enjoy the character of a mid-century ranch with the benefit of extensive modern improvements. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10252385]

6330 SE WOODSTOCK BLVD, Portland

5810 SE 49TH AVE, Portland
$581,000
3 Beds ⋅ 1 Baths ⋅ 469854832 MLS
This character-filled 1923 bungalow welcomes you with a classic covered front porch, crown molding, French doors, and hardwood floors. The bright kitchen features high ceilings, a skylight, a garden window, and updated stainless-steel appliances with a newer induction stove.The home features system updates and upgrades like a new furnace (2024), added central AC (2018), updated electrical panel, added insulation, state of the art air filter system and a radon mitigation system. The partially finished basement offers a large bonus room with beamed ceilings, plus storage, laundry, a workshop, and a half bath.Outside, enjoy a fully fenced backyard with new fencing, mature plantings, new raised garden beds, a paved patio, garden shed, and rainwater collection barrel. Fresh 2025 exterior paint combined with thoughtful care over the years makes this home shine. Located in the heart of Woodstock, steps from local favorites like Heist Foodcarts, Dick's Primal Kitchen, Heart Coffee, and Cloud City Ice Cream, plus Woodstock Elementary, the library, just to name a few!!! Walk Score 93, Bike Score 99- walkable, bikeable Portland living at its best! See full list of features!

5810 SE 49TH AVE, Portland

4802 SE 51ST 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

3914 SE SCHILLER 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

4624 SE 49TH AVE, Portland
$534,500
3 Beds ⋅ 1 Baths ⋅ 423171172 MLS
A Woodstock Ranch that romances! Single-story living with a thoughtful layout that speaks to the functionality + flow of this charming home. So much heart, with meaningful updates throughout. Natural light saturates the space through three thoughtfully placed solar tubes. The living room radiates warmth with a large picture window, beautiful Douglas fir built-ins + recessed lighting. The kitchen is sweet + simple, with a high-end induction range and adorable eating area. Three bright + beautiful bedrooms offer generous closets, with one opening directly to the expansive backyard. Fully fenced + fabulously functional, this oversized backyard delivers grass galore, a patio, storage shed + ramp access. Outstanding updates include a new roof + solar tubes, plumbing, sewer + water service lines, crawlspace improvements, chimney removal below the roofline, oil tank removal + exterior paint.Woodstock at your fingertips! Parks, provisions, coffee + cuisine are all nearby, with Woodstock Park, Trader Joe’s and the bustling shops + eateries of Woodstock Blvd just minutes from your front door. OPEN SATURDAY 9/12 + SUNDAY 9/13, 1–3PM!

4624 SE 49TH AVE, Portland

6615 SE 43RD AVE, 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

5205 SE RAMONA ST, 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

5823 SE INSLEY 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

4058 SE Long 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

4064 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

5685 SE 60TH 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

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