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$975,000
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
$679,900
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
$649,900
4 Beds ⋅ 1 Baths ⋅ 280358273 MLS
OPEN SUN 12-4! OFFER received. Stellar Woodstock Location! This is a pretty special place—a provincial time capsule grounded in modern-day convenience. Thoughtful updates enhance comfort without compromising its warm, cottage-like feel. The bright living room features beautiful hardwood floors, a fireplace, a bay window and and opens to the dining room and kitchen which also have hardwoods. The thoughtfully updated kitchen includes a Fulgor-Milano induction range, farm sink and vegetable sink, black Brazilian quartzite countertops, Pratt + Larson tile, DeWils custom wood cabinets and ample storage. Three bedrooms, a full bath, and powder room on the main floor. Downstairs, a fourth bedroom with egress can be a guest room or sunny home office. The basement offers plenty of potential for a home theater, playroom, gym, or gathering space. Additional features include a central vacuum and metal roof. Outside, lush gardens are filled with pollinator plants, raspberries, strawberries, blueberries, and an established herb garden. The large shed provides tool and mower storage or could be transformed into a peaceful getaway or play space. The location is hard to beat. Walk to Woodstock Village shops, eateries, grocery stores, public library and dog park. An attached one-car garage offers convenient parking for those who aren't ready to give up the car. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10105452]

4805 SE RAMONA ST, Portland
$599,000
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
$560,000
3 Beds ⋅ 1 Baths ⋅ 245120220 MLS
This Craftsman-style bungalow home in the prime Woodstock neighborhood has been updated throughout. Updates include a new 2025 high-efficiency gas furnace and tankless hot water heater. Charming through and through, with a lovely light-filled kitchen with marble counters, updated cabinets and appliances, and a darling coffee station nook. The primary bedroom, on the main level, is an ensuite with a lovely remodeled bathroom and double closets featuring beautiful woodwork and windows on two sides. Two more bedrooms upstairs with hardwood floors. This home features a front living room and back family room for maximum relaxation space. The basement offers space for a gym, or could be finished at some point (egress window installed by previous owners). A spacious, flat yard and large two-car garage with ample parking space round out this property. All this just a stone's throw from the bustling Woodstock neighborhood. Walk to the farmer's market, shops and parks. Walk score of 92 and bike score of 99! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10194228]

5034 SE MARTINS ST, Portland
$545,000
3 Beds ⋅ 2 Baths ⋅ 566923939 MLS
Cute, modern, and spacious, this smart design and incredible neighborhood come together in this standout home in Woodstock. Inside, hardwood floors and abundant natural light create a bright, welcoming feel, while the generous primary bedroom offers the kind of space that can be hard to find in homes in this area. An impressive list of recent updates adds to the appeal, including a newer roof, carpet, and exterior paint, refinished wood floors, plus a new HVAC system, water heater, and refrigerator. Outside, the living space continues into a fully fenced backyard designed for both relaxing and gathering. A newer deck creates the perfect spot for morning coffee, summer dinners, or evenings with friends, while thoughtfully placed plants add low-maintenance color and texture. A charming water feature brings an extra sense of calm to this private outdoor retreat. The location is a standout! Woodstock Park sits one block away, with an off-leash dog area, tennis courts, ball fields, and a playground. Plus, you'll find neighborhood favorites including Grand Central Bakery, Laughing Planet, The Heist food cart pod, Double Mountain Brewing, along with everyday essentials like New Seasons, Safeway, Ace, and Bi-Mart. Turnkey condition, modern style, and a backyard oasis, all in one of Southeast Portland's most loved neighborhoods. This is a must see! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10232671]

5123 SE 48TH AVE, Portland
$535,000
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
$525,000
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
$450,000
2 Beds ⋅ 1 Baths ⋅ 119585342 MLS
Fall in love with this charming one-level bungalow situated on a large lot on a quiet street. The storybook front yard with mature persimmon trees and a covered front porch welcomes you home. A perfect balance of original details paired with thoughtful updates. Step inside to a bright, inviting living room. This home lives large with a terrific floor plan and great flow, with lots of windows letting natural light pour in. The kitchen opens to a spacious formal dining room with plenty of space to gather and entertain. Two generously sized bedrooms with a full bathroom nearby. The second bedroom is well situated for privacy and features French doors that open to the backyard. Enchanting arched doorways and beautiful wood floors add to the home’s original character. Enjoy the lovely outdoor space from the covered deck looking out onto the expansive backyard with plenty of room to garden, play, or relax. Fresh paint, new carpet, and vinyl windows. Plenty of additional storage in the detached garage with a convenient roll-up door in back. Fabulous location with sought after schools and nearby parks, dining, food carts, coffee, and shopping. Walk Score of 76 and Bike Score of 86. Don’t miss the opportunity to own this wonderful home in a vibrant Portland neighborhood.

6841 SE 48TH AVE, 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
$325,000
200453903 MLS
Single-level duplex just blocks from the vibrant Woodstock Blvd commercial district. Each unit offers 2 bedrooms, 1 bathroom, in-unit washer and dryer, and off-street parking. The front unit includes an attached one-car garage, while the rear alley-accessed unit features a carport. A value-add opportunity for an investor ready to make improvements and reposition the property in one of Southeast Portland’s most walkable and desirable neighborhoods. Property needs work and seller is seeking a cash, as-is transaction with no seller repairs or seller financing. Both units are tenant occupied on month-to-month tenancies and buyer must assume existing tenants at closing.

6421 SE 58TH SE AVE, Portland
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