97239 Real Estate Search

97239 5 Bedroom Homes for Sale

The real estate market around the 97239 area offers an array of impressive 5-bedroom homes for sale, catering to families seeking spacious living environments. Nestled in a picturesque neighborhood, these homes showcase a blend of modern architecture and classic charm, providing ample room for both relaxation and entertainment. Many of these properties boast large backyards, gourmet kitchens, and luxurious master suites, making them ideal for those looking for comfort and style. Additionally, the area's proximity to top-rated schools, parks, and local amenities makes it a prime destination for homebuyers seeking both convenience and quality of life. With options ranging from contemporary designs to traditional layouts, prospective buyers are likely to find a perfect fit for their lifestyle within this vibrant community.

Our website features the best real estate search for 5 bedroom homes available in 97239 and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest 97239 5 Bedroom Homes for Sale

$2,199,999
5 Beds 5 Baths 418283823 MLS
Custom crafted and exceptionally appointed to capture sweeping Mt. St. Helens and Portland city vistas, this 6,062 SF quality built residence sits on .79 private, park-like acres backing to a peaceful conservation zone. This rare gated estate blends refined craftsmanship with everyday livability with 5 bedroom suites and 5 full plus 1 half bathrooms, featuring rich Brazilian cherry, maple, and hickory hardwoods, exceptional beam work, hand-carved inlaid details, imported Spanish and Italian tile, and elegant arched architecture throughout. Multiple levels of indoor-outdoor living include four expansive decks with French doors on the three upper levels, creating seamless flow to the outdoors. The dramatic great room opens to a covered view deck overlooking the city and mountains, while a gourmet chef’s kitchen showcases JennAir appliances, generous pantry, and large seating island. Luxury amenities include a collector’s wine cellar/tasting room with private lower-level entry plus a main-level display wine closet, whole-home sound system, select smart appliances, and a security system with cameras, alarm, and Armor Guard window film for enhanced protection. A vast fitness and pool room features a Michael Phelps Master Swim Spa, dedicated laundry, and direct deck access. Additional highlights include a den/media room with nearby wet bar, dual laundry facilities, walk-in closets in every bedroom, a 4-stop elevator, and three HVAC systems with generator backup. An EV charger-ready setup and potential additional parking further enhance functionality. Ideally located just minutes to OHSU, Hillsdale amenities, and the Multnomah Athletic Club, this exceptional estate delivers privacy, sophistication, and convenience in one remarkable offering. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10220300]

3100 SW FAIRMOUNT BLVD, Portland

$1,195,000
5 Beds 2 Baths 536757280 MLS
Private hilltop hideaway in Westwood Heights. Just above Hillsdale, this spacious 4,352 SF home was custom built in 1989 and thoughtfully upgraded over the years. Tucked into mature landscaped gardens, there are 4 rebuilt high-end decks, multiple hidden flagstone patios, and a chef's kitchen that opens to an entertainer's deck. Half a mile to the Hillsdale Town Center, Sunday Farmers Market, and top-rated Rieke Elementary; Robert Gray Middle and Ida B Wells High are also within walking distance. Five minutes to OHSU, twelve to downtown Portland. Inside, vaulted ceilings and an airy foyer open to a great room with gas fireplace, formal dining area, and a chef's kitchen with a granite island, stainless steel appliances, a modern induction cooktop, a walk-in pantry, and a coffee station. The family room has a second gas fireplace, built-in cabinetry, a sunny kitchen nook with a slider to the deck. The expansive primary suite opens to its own private deck and spa-style bath: a deep-soaking tub, large walk-in shower, double vanities, heated travertine floors, and double skylights overhead. An adjoining upstairs bedroom — nursery, office, or sitting room — opens off the primary. A half-flight up, a skylit loft adds office or media space. The lower level adds a bright west-facing office with built-ins, plus 2 bedrooms — each with a private vanity and sink — sharing a fully tiled bath in a jack-and-jill arrangement. One opens to a private deck; both reach the garden patios. Five bedrooms. Two fully tiled luxury baths plus powder room. Six dedicated vanity sinks — the bath count understates what the layout delivers. Modern Systems: mini-split zonal HVAC, central AC, ready for EV charger to be added in the 3-car garage, ceiling speakers, instant hot water, landscape lighting + irrigation, 8 total parking spaces. Genuine Pacific Northwest setting with resident deer, owls, and long western light through the trees — tucked into one of SW Portland's most walkable neighborhoods.

1727 SW WESTWOOD DR, Portland

$839,900
5 Beds 3 Baths 313057604 MLS
Two homes on one tax lot in Portland's John's Landing corridor is not a common inventory event. In this zip code, that structure rarely surfaces. This is a real window of opportunity.The primary residence runs 2,600-plus square feet across three levels. Main floor delivers hardwood, a gas fireplace, and 20-foot ceilings with floor-to-ceiling windows. Primary suite is on the main level, ensuite with walk-in shower. Two additional ensuite bedrooms and a dedicated office upstairs. The rooftop terrace has unobstructed territorial views and a direct Mt. Hood sightline.The corner structure is a fully separate 1,100-square-foot, two-bedroom, one-bath residence with independent access. This is not a basement conversion. It is a standalone second home on the same RM1-zoned tax parcel, which carries real implications for financing strategy and long-term asset flexibility.OHSU's main campus is under one mile via Terwilliger. South Waterfront tram terminus is under 10 minutes. Willamette River trail access is direct. I-5 via Barbur puts downtown Portland under 8 minutes off-peak.At $839,900 across 3,718 square feet of livable space in two structures, the blended cost is $226 per square foot. Factor in the income offset capacity of the second unit and the data-driven value becomes operational, not speculative.This asset is built for a long-term ownership strategy. If that fits your objective, contact your agent before the next price adjustment resets the conversation.

519 VERMONT ST, Portland

$959,000
5 Beds 3 Baths 391891899 MLS
**OPEN Sunday, 7/26 from 11-1PM!** NEWLY PRICED! This incredibly well maintained home was custom rebuilt in 2003-2004. The open and light-filled main level features beautiful hardwood floors and is designed for both everyday living and effortless entertaining. A gracious living room with custom built-ins and a statement fireplace is framed by expansive windows that capture sweeping vistas of the surrounding landscape. The adjoining dining area offers a dramatic backdrop for memorable meals, while the gourmet kitchen impresses with high-end appliances, custom cabinetry, and a welcoming breakfast nook with planning desk. The primary suite on the main floor is a serene retreat, complete with spectacular outlooks and a spa-inspired bath. On the lower level, a spacious family room provides a comfortable, flexible space for everyday living and is complemented by three additional bedrooms and a full bath. A separate private basement apartment/guest quarters with its own entry, kitchen, full bath, & sep. laundry hook up provides exceptional versatility for multigenerational living, long-term visitors or renters (potential rental income w/visiting doctors or nurses). Outdoors, thoughtfully designed landscaping surrounds the property, offering privacy and tranquility while an expansive deck extends the living space, ideal for dining or soaking in the beauty of the natural setting. Just a few blocks away, Healy Heights Park offers a neighborhood playground and green space to enjoy.Offering the best of both worlds, this home enjoys the privacy of a hillside retreat with the convenience of being only minutes from downtown Portland, top-rated schools, parks, and vibrant local shops. A one-of-a-kind property where thoughtful design, unmatched privacy, and breathtaking scenery meet. [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10241827]

3250 SW DONNER WAY CT, Portland

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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.