Vintage homes for sale & real estate in Portland, OR

Vintage Home for sale in Portland, OR:

Welcome home to this beautifully maintained Portland gem nestled on a quiet, tree-lined street in the desirable Woodstock/Brentwood-Darlington area. This lovely home offers a warm and functional layout filled with natural light, creating the perfect space for everyday living and entertaining. As an amazing feature this home comes with an ADU that offers incredible multi-generational living quarters, possibility for rental income or just bonus space to absorb! The spacious backyard has plenty of room to garden, relax, host summer barbecues, or let pets play. Conveniently located just down the road from Hazeltine park and only minutes from exploring the local businesses on Woodstock Blvd or d

Vintage Home for sale in Portland, OR:

Opportunity awaits in one of Portland's most iconic neighborhoods. Full of historic character and timeless charm, this spacious home offers a flexible floor plan with the potential for multigenerational living, extended guest quarters, or the opportunity to generate rental income (buyer to perform due diligence). With solid bones and endless potential, it's ready for someone with vision to restore its beauty while building instant equity. Set just moments from Ladd Circle Park and its charming rose garden squares, the location delivers that classic Southeast Portland lifestyle. Tree-lined streets with a peaceful, tucked-away feel, yet just blocks from the energy of Hawthorne and Division. C

Vintage Home for sale in Portland, OR:

Updated Victorian located in the desirable Lair Hill/Johns Landing neighborhood. Meticulously restored down to the studs over the years and on the market for the first time in 49 years. Roof was raised, Kitchen was expanded, Back Porch was moved and All Permits were obtained. Well- maintained & move-in ready. The current owners converted part of the third bedroom into a spacious walk-in closet, which can be transitioned back into a three-bedroom configuration. Bonus/flex room in lower level. - Development Potential: The property features a long private driveway (80ft long) at the back of home off Gaines St leading to a two car-carport, offering the potential to build an ADU or a garag

Vintage Home for sale in Portland, OR:

Discover this beautifully updated mid-century modern ranch offering 4 bedrooms and 3 bathrooms, thoughtfully designed for comfort, style, and everyday living. The renovated kitchen features quartz countertops, custom cabinetry, abundant storage, and generous workspace—perfect for anyone who enjoys cooking and entertaining. The combined living and dining areas create a welcoming atmosphere for relaxing or gathering with family and friends. Downstairs, the versatile bonus room offers plenty of possibilities as a home theater, game room, playroom, or additional family room. Step outside to a spacious, private backyard designed for both entertaining and relaxation. Enjoy the deck, hot tub