WOODSTOCK Real Estate

WOODSTOCK Real Estate

Welcome to Woodstock, a vibrant neighborhood located in Multnomah County, Portland, Oregon. Known for its charming atmosphere and close-knit community, Woodstock offers a wonderful place to call home.

One of the highlights of Woodstock is its abundance of green spaces and parks. Residents can enjoy the natural beauty of the neighborhood at Woodstock Park, a 14-acre park featuring playgrounds, picnic areas, and sports fields. Additionally, nearby Reed College offers expansive grounds and walking trails for outdoor enthusiasts.

Woodstock is also known for its eclectic mix of shops, restaurants, and cafes. The neighborhood boasts a thriving commercial district along Southeast Woodstock Boulevard, where you can find everything from local boutiques to popular eateries. Whether you're in the mood for a cozy coffee shop, a delicious meal, or unique shopping experiences, Woodstock has it all.

Families will appreciate the excellent schools in the area, including Woodstock Elementary School and Cleveland High School. The neighborhood's strong sense of community is evident in the various events and activities organized throughout the year, such as the Woodstock Farmers Market and the Woodstock Gives Back initiative.

With its convenient location, Woodstock offers easy access to downtown Portland and other nearby neighborhoods. Public transportation options are readily available, making commuting a breeze.

If you're looking for a neighborhood that combines a friendly atmosphere, natural beauty, and a vibrant community, Woodstock is the perfect place to settle down. Discover all that this charming neighborhood has to offer and find your dream home in Woodstock, Portland, Oregon.

Newest Listings in WOODSTOCK

$975,000
4 Beds 2 Baths 685442416 MLS ACTIVE Status
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

Listing courtesy of Windermere Realty Trust.

$535,000
3 Beds 1 Baths 744356309 MLS ACTIVE Status
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

Listing courtesy of Urban Nest Realty.

$749,900
4 Beds 3 Baths 369952163 MLS ACTIVE Status
Prepare to Fall in LOVE. Welcome to 5555 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.

5555 SE STEELE ST Unit #A & C, Portland

Listing courtesy of eXp Realty, LLC.

$545,000
3 Beds 2 Baths 566923939 MLS ACTIVE Status
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

Listing courtesy of Real Broker.

$399,900
2 Beds 2 Baths 224147651 MLS ACTIVE Status
Hello Woodstock, I am brand new within a boutique new construction community and designed for efficient everyday living with style, comfort, and an exceptional location. Settle in with more of the essentials already handled: blinds, a fridge, washer, and dryer are offered with an acceptable offer! 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. I offer a polished two bedroom, two and one half bathroom layout that feels bright, functional, and easy to live in. My main level brings the day to day together with an open great room design where living, dining, and kitchen spaces flow together for quiet mornings, casual meals, and relaxed evenings. Step outside to my fenced patio and yard space, a private outdoor extension for pets, plants, grilling, or fresh air between plans. Upstairs, my bedrooms feature tasteful tray ceilings that add dimension and character, and each includes its own dedicated bathroom for an ensuite style setup. The flexible layout suits guests, roommates, or work from home needs. Energy efficient mini splits provide year round heating and cooling. Every detail reflects the vision of a multi-year Street of Dreams builder, blending elevated design with everyday livability and backing every home with an exceptional warranty. This is how your home was meant to be. With a Bike Score of 95, coffee runs, neighborhood dining, errands, and rides through the SE Portland bike network are easy to work into daily life. Grab coffee at Keeper Coffee Co or Woodstock Coffee, meet friends at The Heist, or visit nearby New Seasons Market for groceries and easy weeknight dinner runs. Otto’s Sausage Kitchen is a classic neighborhood stop for snacks and lunch, while Woodstock Park and Berkeley Park offer space for dog walks, picnics, play time, and outdoor breaks. Woodstock Blvd keeps everyday errands, dining, and neighborhood outings close to home.

4060 SE Long ST, Portland

Listing courtesy of Keller Williams Realty Portland Premiere.

$679,900
3 Beds 3 Baths 597258949 MLS ACTIVE Status
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

Listing courtesy of Keller Williams PDX Central.

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Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.