WOODSTOCK Homes with Craftsman Style

Welcome to Woodstock, a charming subdivision nestled in the vibrant city of Portland, Oregon, within the scenic Multnomah County. Known for its welcoming community vibe and picturesque surroundings, Woodstock offers a unique blend of urban convenience and suburban tranquility. This delightful neighborhood is characterized by its tree-lined streets, local parks, and an array of boutique shops and eateries, making it a perfect place for families and individuals alike.

One of the standout features of Woodstock is its stunning Craftsman-style homes. These architectural gems showcase the timeless beauty and craftsmanship that define the Craftsman movement. With their signature low-pitched roofs, wide eaves, and intricate woodwork, these homes exude warmth and character. Inside, you’ll find spacious layouts adorned with built-in shelves, cozy fireplaces, and natural wood finishes that create an inviting atmosphere.

Living in Woodstock means enjoying the best of both worlds. You can relish the peaceful residential setting while being just a short drive or bike ride away from the bustling heart of Portland. The community is well-connected, offering easy access to public transportation and major highways, making commuting a breeze.

Families will appreciate the nearby schools, parks, and recreational facilities, providing ample opportunities for outdoor activities and community engagement. Whether you’re strolling through the neighborhood, enjoying a coffee at a local café, or exploring the nearby natural beauty, Woodstock truly embodies the essence of Portland living.

Discover your dream Craftsman home in Woodstock, where charm meets convenience in one of Portland’s most beloved neighborhoods!

Newest WOODSTOCK Homes with Craftsman Style

$975,000

4 Beds ⋅ 2 Baths ⋅ 685442416 MLS

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

$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

$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

Start Your Search

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.