WOODSTOCK Homes for Sale

Welcome to Woodstock, a vibrant and charming neighborhood nestled in the heart of Portland, Oregon. Known for its welcoming atmosphere and rich community spirit, Woodstock offers a delightful blend of suburban tranquility and urban convenience. With tree-lined streets and picturesque parks, this area is perfect for families, young professionals, and anyone looking to enjoy a peaceful lifestyle without sacrificing access to the city's amenities.

The homes for sale in Woodstock are as diverse as its residents. From cozy bungalows to modern townhomes, you'll find a variety of architectural styles that cater to different tastes and budgets. Many properties boast spacious yards, perfect for gardening or hosting summer barbecues, while others feature contemporary designs with open floor plans and energy-efficient amenities. Whether you’re a first-time homebuyer or looking to upgrade, Woodstock has something to offer everyone.

One of the standout features of this neighborhood is its strong sense of community. Residents enjoy local shops, cafes, and restaurants that contribute to the area's unique charm. The nearby Woodstock Park provides ample opportunities for outdoor activities, including trails for walking or biking, playgrounds for children, and picnic areas for family gatherings.

With its excellent schools and proximity to downtown Portland, Woodstock is an ideal location for those seeking a balanced lifestyle. Explore our listings today to discover your dream home in this enchanting neighborhood! Embrace the Woodstock way of life and make this vibrant community your new home.

Newest WOODSTOCK Homes for Sale

$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

$749,900

4 Beds ⋅ 3 Baths ⋅ 369952163 MLS

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

$557,000

3 Beds ⋅ 2 Baths ⋅ 566923939 MLS

Cute, modern, and surprisingly 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

$624,900

3 Beds ⋅ 2 Baths ⋅ 482402113 MLS

Brand new home in the heart of Portland's sought-after Woodstock neighborhood! Thoughtfully designed to offer the perfect blend of modern style and everyday functionality. The open great room floor plan creates a bright, inviting space for gathering, while the kitchen features quartz countertops, quality finishes, and plenty of storage. Upstairs, the spacious primary suite includes a private bath and generous walk-in closet, with two additional bedrooms ideal for guests, or flexible living. The office is perfectly located just inside the front door and offers views of one of the loveliest tree-lined streets in the Woodstock neighborhood. Step outside to a covered patio and private, fully fenced backyard. Southern exposure is perfect for gardening, BBQs, or play. Just minutes from Woodstock's beloved cafés, restaurants, parks, New Seasons Market, "The Heist" food court and great community events, you'll enjoy one of Southeast Portland's most vibrant neighborhoods. A rare opportunity to own a low-maintenance new home within an established Portland community. [Home Energy Score = 8. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250880]

4202 SE Ellis ST, 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

$499,000

2 Beds ⋅ 2 Baths ⋅ 302825245 MLS

Daylight ranch fixer in the desirable SE Portland Woodstock neighborhood near Eastmoreland and Sellwood. This 2-bedroom, 2-bath home offers a large footprint and strong renovation potential.Original 1950s character remains, including a vintage Frigidaire oven and period fixtures. The main level features a living room with fireplace, two bedrooms, and a full bath. The lower level includes a spacious family room with fireplace, wet bar, bonus space, and an additional full bath.R5 zoning. Conveniently located in Woodstock close to restaurants, shops, and everyday amenities. Estate sale. Property is being sold as-is. Buyer to perform all due diligence and verify square footage.

4314 SE CRYSTAL SPRINGS SE BLVD, Portland

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