Portland NW/ SW/ S, Raleigh Hills Homes with Trees/Woods View

Nestled in the picturesque hills of Portland, Oregon, the charming neighborhoods of Northwest, Southwest, and Raleigh Hills offer a unique blend of urban convenience and natural beauty. Known for their lush landscapes and stunning views, these areas are a haven for those who appreciate the tranquility of tree-lined streets and the serenity of wooded vistas.

In Northwest Portland, you’ll find a vibrant community filled with eclectic shops, gourmet restaurants, and an artistic flair that attracts residents and visitors alike. The area is renowned for its historic architecture and proximity to the stunning Washington Park, where you can immerse yourself in nature without straying far from the city’s heartbeat.

Moving into Southwest Portland, the neighborhoods exude a suburban charm with easy access to the bustling downtown area. Here, homes often boast expansive views of the surrounding hills and forests, making it a perfect retreat for nature lovers. Many properties are adorned with large windows that frame the gorgeous greenery, allowing for an abundance of natural light and a seamless connection to the outdoors.

Raleigh Hills, a hidden gem within the region, is characterized by its peaceful ambiance and family-friendly atmosphere. With homes nestled among towering trees and scenic landscapes, residents enjoy a sense of privacy and tranquility, all while being just a short drive from the vibrant city life.

Whether you’re seeking a cozy retreat or a lively urban lifestyle, the homes in these areas with stunning tree and woods views provide the perfect backdrop for your next chapter. Embrace the beauty of Portland’s hills and find your dream home surrounded by nature’s splendor!

Newest Portland NW/ SW/ S, Raleigh Hills Homes with Trees/Woods View

$249,000

2 Beds ⋅ 2 Baths ⋅ 566267845 MLS

Located in the heart of Southwest Portland's Hillsdale neighborhood! This condominium offers an affordable opportunity to enjoy one of Portland's most walkable communities. A functional layout is complemented by a spacious living room with a wood-burning fireplace and a covered balcony overlooking a peaceful, forested backdrop. The open connection between the kitchen and dining area creates an inviting space for everyday living and entertaining, while the full stainless steel appliance package and included washer and dryer add everyday convenience. The additional bedroom is ideal for guests, a roommate, or a dedicated home office. Enjoy the convenience of one parking space, nearby guest parking, and an unbeatable location just moments from Hillsdale's cafés, restaurants, grocery stores, neighborhood shops, Gabriel Park, Multnomah Village, public transit, and a nearby community center offering fitness and recreation opportunities. Affordable homeownership begins here! Whether you're purchasing your first home, looking to simplify, or searching for a place to make your own, this Hillsdale condo is an opportunity you won't want to miss.

2417 SW NEBRASKA ST Unit #4, Portland

$795,000

4 Beds ⋅ 3 Baths ⋅ 472300586 MLS

The one you've been waiting for has arrived. Nestled in the heart of sought-after Cedar Mill, this beautifully updated traditional home offers the perfect blend of timeless charm, thoughtful design, and everyday comfort.With four spacious bedrooms, a dedicated office, a large bonus room, and three-and-a-half baths across three levels, there's room for everyone to live, work, and gather. Sunlight pours through expansive windows, while soaring ceilings create a bright, open feel from the moment you step inside. The dining room overlooks a serene private greenspace, bringing the beauty of the outdoors in.The remodeled kitchen is both stylish and functional, featuring hardwood floors, quartz countertops, stainless steel appliances, and a sunny breakfast nook with direct access to the deck—an ideal setting for morning coffee or evening relaxation. Just beyond, the inviting family room with its cozy gas fireplace is the perfect place to unwind.The expansive lower level adds incredible versatility to the home. With a fourth bedroom and full bath as well as its own separate entrance, this private space offers endless possibilities to fit your lifestyle. Whether you envision a media room, home gym, playroom, creative studio, game room, guest retreat, home office, or multi-generational living space, the generous bonus room is ready to become whatever you need it to be. The separate access also provides added convenience and privacy, making it an ideal flex space for today's evolving lifestyles.Whether you're entertaining friends, working from home, or simply enjoying the peaceful surroundings, this exceptional Cedar Mill home offers the space, flexibility, and comfort you've been searching for. This is more than a house—it's a place to grow, gather, and truly feel at home.

9592 NW ARBORVIEW DR, Portland

$585,000

3 Beds ⋅ 2 Baths ⋅ 180260714 MLS

Forest Views and Dual Living: A Rare SW Portland Find. The Sanctuary on Quail Post Road. There is a specific moment when the pace of the city finally drops away. It happens the minute you turn into the private driveway of 9925 SW Quail Post Road. While many homes in this coveted neighborhood feel connected to their neighbors, this residence is a rare departure, tucked into a lush canopy of mature trees and buffered by a private greenspace that feels like your own personal forest.Step inside and the world opens up. The main level is defined by soaring vaulted ceilings that draw the eye upward, creating an immediate sense of volume and light. Warm wood floors underfoot lead you through a floor plan designed for both quiet mornings and grand gatherings. The living area, anchored by a classic fireplace, serves as the heart of the home, offering a front-row seat to the changing seasons through windows that frame nothing but green.The primary ensuite acts as a true retreat within a retreat, but the real story of this home lies in its versatile split-level design. Unlike a typical layout, the lower level features a second full kitchen and second laundry hook-ups, making it an effortless fit for a dual-living arrangement. Whether it is for extended guests or a long-term roommate, this space provides autonomy and comfort without sacrificing the home’s cohesive feel.Outside, the experience only deepens. The property backs directly to a private trail system, inviting you to step out your back door and disappear into the Portland naturescape as it connects all the way to Marshall Park and Tryon Creek. It is a home that offers a rare balance: the community of Quail Park with the privacy and space. Book your private tour today!

9925 SW QUAIL POST RD, Portland

$950,000

5 Beds ⋅ 4 Baths ⋅ 265015553 MLS

Exhale because you’re home! Private setting on 4.4 wooded acres backing onto a seasonal creek, close to Forest Park trails, just minutes to downtown Portland or the tech corridor. Custom home with an updated kitchen and gorgeous quartz slab counters, opening to an eating area & spacious living room with a cozy gas fireplace & beautiful wide-plank engineered oak hardwood floors. Fresh interior paint, updated hardware and lighting. Lots of windows provide great light & territorial views. Deck across the back of the house is the perfect place to BBQ and entertain. Primary bedroom with walk-in closet & attached suite. Open loft area + 2 more bedrooms upstairs. Daylight basement w/slate floors, 2 additional bedrooms & office nook. Attached 2-car garage with high ceilings for storage and lots of additional attic storage. There’s room for everyone and your hobbies living here with your own private, serene getaway from the city. This is a must-see!!! OPEN FRI, 7/31 4-6, SAT 8/1 & SUN 8/2 12-2PM

13250 NW Germantown RD, Portland

$785,000

4 Beds ⋅ 2 Baths ⋅ 491125973 MLS

Experience the perfect blend of modern comfort and charm in this beautifully updated mid-century ranch in SW Portland. Offering the ease and convenience of true main-level living, this thoughtfully remodeled home features an inviting open-concept floor plan designed for effortless everyday living and entertaining. At the heart of the home is the stunning remodeled kitchen, featuring an oversized quartz island, LG Signature gas range with double oven, Bosch dishwasher, LG refrigerator, pantry, and exceptional workspace. Vaulted ceilings, skylights, and expansive windows fill the home with natural light, creating a warm and inviting ambiance throughout. A beautiful double-sided gas fireplace adds character while seamlessly connecting the main living areas. The spacious primary suite provides a private retreat with vaulted ceilings, a beautifully remodeled bathroom, and customized closets. Three additional bedrooms offer flexibility for guests or a home office, complemented by an updated laundry space for added convenience. Step outside to enjoy the refinished deck surrounded by mature trees, creating a private and peaceful outdoor setting. Additional updates include hardwood floors throughout, fresh exterior paint, updated lighting, and a newer roof. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250491]

9942 SW 52ND AVE, Portland

$125,000

1 Beds ⋅ 1 Baths ⋅ 305300228 MLS

Royal Arms 1 bedroom condo in a fantastic Slabtown location on the streetcar with close proximity to the Pearl and NW 23rd. The perfect condo for an urban dweller or investor with no rental cap for the building. High walk and bike scores. See our virtual tour links for more information.

1829 NW LOVEJOY ST Unit #106, Portland

$359,000

1 Beds ⋅ 1 Baths ⋅ 312142859 MLS

Tucked away in the sought-after Old Forestry Commons, this beautifully updated main-level condo offers the perfect blend of privacy, convenience, and access to the best of NW Portland. With trendy shops, restaurants, cafés, and Forest Park trails practically at your doorstep, you'll enjoy an unbeatable combination of urban living and outdoor adventure. Step through your private courtyard entry into a home featuring granite countertops, newer appliances, a stylishly remodeled bathroom, custom built-in closet system with a desk, in-unit laundry, and an inviting living room that opens to one of the community's rare oversized private fenced backyards. Complete with a spacious paver patio and low-maintenance artificial turf, it's an ideal space for entertaining or simply relaxing outdoors. Recent improvements include a new electrical panel, new water heater, and a new garage door enclosing the previously open garage. The backyard fencing has also been reinforced to provide a secure space for pets, making this one of the most dog-friendly homes in the community. Additional features include efficient heating and cooling, a cozy pellet stove, plentiful guest parking, and HOA dues that cover water, sewer, garbage, exterior maintenance, management, and insurance. Whether you're searching for a low-maintenance primary residence or a convenient city retreat, this move-in ready condo offers comfort, thoughtful updates, and an ideal location.

2825 NW UPSHUR ST Unit #D, Portland

$800,000

4 Beds ⋅ 2 Baths ⋅ 602915030 MLS

Tucked away on a private dead-end street, this extraordinary 1912 Craftsman sits on over 1/2 acre of curated gardens and feels more like a country retreat than a city home. A truly magical setting. Mature plantings surround the property on all sides, from an incredible Japanese maple to sky-high rhododendrons, creating a private world where deer and bunnies occasionally wander through. This is urban farming at its finest, with a pond, greenhouse, extensive irrigation, and a 10,000-gallon cistern that collects rainwater for use in the gardens. The quintessential Craftsman exterior features shingle siding, architectural detailing, and a welcoming front porch, while the matching carriage house provides parking for two cars and abundant storage in its basement. The rustic lower level, currently used for gardening and yard tools, offers wonderful potential as a potting area or garden workshop. Inside, the charm and character continue. The formal entry opens to a spacious living room with wood floors and an architect-designed wood stove nook that brings both warmth and efficiency. At the back of the home, the open kitchen and dining area are framed by large windows overlooking the gardens, with doors opening to a private deck that feels suspended among the trees, like a treehouse in the garden. The kitchen features tiles collected by the owners during their travels, adding to the home’s warm, personal character. An office and full bath complete the main level. Upstairs, three cozy bedrooms and a full bath offer treetop views from nearly every window, with the bathroom enjoying an expansive outlook over the gardens and mature trees. The spacious basement offers natural light and a walk-out door to the yard. Thoughtful updates include newer double-pane windows and a newer furnace. Lovingly cared for by the same owners for nearly 50 years, this is a home with a soul, artful, eclectic, and completely unlike anything ordinary.https://rpt.greenbuildingregistry.com/hes/OR1025053 [Home Energy Score = 2. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250537]

811 SW 58TH AVE, Portland

$1,099,900

293054745 MLS

Fantastic Opportunity! Rare 4-Plex in Hillsdale/Multnomah area. 3 units completely renovated with new flooring, paint, appliances. New exterior paint, new gutters. Low maintenance metal roofing. Great rents, low expenses. Professionally managed by West Ridge Property Management.

6855 SW CAPITOL HWY, Portland

$125,000

1 Baths ⋅ 240301232 MLS

Tucked away behind PSU, yet just moments from everything, this condo is a perfect blend of urban convenience and quiet comfort. Enjoy easy access to the PSU Farmers Market, the Cultural District, downtown, freeways, the street car, an abundance of restaurants and shops all within walking distance. This unit has many new updates including fresh paint, new floors & backsplash, making it move in ready! Step inside to open-concept living, bathed in natural light and offering peaceful city views on one side and a lush green space on the other. Relax or entertain with ease, you’re even close enough to watch PSU football games from the comfort of your own home! The kitchen features full-size appliances, granite countertops, and a charming eat-in bar that seamlessly connects the kitchen and living areas. Huge walk in closet with washer & dryer. The well-maintained HOA includes water, sewer, garbage, gas, insurance, and building maintenance, plus recent upgrades like a newer roof and an energy-efficient mini-split heating & cooling system. This condo also offers in-unit washer & dryer, a separate secure storage unit, and easy street parking with a Zone B permit for just $100/year. Perfect for first-time buyers, PSU faculty or students, or anyone seeking a downtown pied-à-terre, this condo is also an excellent option for investors (no rental cap). Don’t miss the opportunity to make this urban gem your own!

1205 SW CARDINELL DR Unit #609, Portland

$1,625,000

4 Beds ⋅ 2 Baths ⋅ 120569790 MLS

Landmark architectural property nestled perfectly on a quiet dead-end street in Portland Heights, only a stone's throw from downtown Portland, OHSU, and Council Crest Park, yet light years away in your own private oasis. Originally designed by legendary Robert Thompson of TVA Architects, this home embodies contemporary modern architecture in its purest form.Marquam Nature Park provides the backdrop for this extraordinary setting, where natural textures blend seamlessly with crystalline interior spaces through expansive windows, balconies, and calming sightlines. The forested surroundings, contrasted with remarkable living spaces, evoke the timeless, refined aesthetic as seen in featured articles in Dwell magazine.An exceptional professional-grade kitchen features custom cabinetry, premium appliances, a massive island, and access to dual balconies from the eating area. Light-filled interiors, curved walls, soaring vaults, custom built-ins, five distinct outdoor living spaces, and a highly functional floorplan create a sophisticated residential experience that is difficult to capture in words.Museum-quality craftsmanship and detailing have been meticulously preserved while being thoughtfully enhanced through a recent restoration by Bright Designlab and the current award-winning designer/owner. Beautiful design finishes and meaningful system improvements blend to create a rare home that delivers both architectural significance and modern livability.The luxurious primary suite is a true retreat, offering a spa-inspired bathroom, tranquil spaces, a private sauna, and an exceptional walk-in closet. Comfortable secondary bedrooms, flexible bonus spaces, low-maintenance outdoor living, a 3+ car garage, abundant storage, and highly regarded schools complete this remarkable offering.This is a special home in a truly exceptional setting. An architectural legacy. A collectible property in every sense. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10204590]

2725 SW SHERWOOD DR, Portland

$950,000

4 Beds ⋅ 2 Baths ⋅ 624243263 MLS

Open Houses: Saturday & Sunday, August 1 & 2 | 12:00–2:00 PM. Rare opportunity to take advantage of an attractive 3.375% assumable VA loan for qualified buyers. Tucked into a quiet cul-de-sac of just six homes, this spacious 4-bedroom home with a dedicated office offers 3,453 square feet of comfortable living surrounded by mature trees and a peaceful setting. Every room is generously proportioned, creating a home that feels open, comfortable, and designed for everyday living. Recent 2026 updates include a new cedar deck, brand-new carpet, and freshly painted kitchen cabinet doors. The kitchen features abundant cabinetry, a full wall of built-in pantry storage, double wall ovens, and a gas cooktop. The fourth bedroom serves as an excellent flex space, easily adapting to your needs as a media room, guest suite, home gym, office, playroom, or traditional bedroom. Step outside to enjoy the beautifully landscaped backyard, where mature trees, colorful plantings, and the covered deck create a private outdoor retreat for relaxing or entertaining. A 3-car tandem garage provides exceptional storage. Thoughtful details such as plantation shutters, beautiful millwork and wainscoting, hardwood floors, and abundant storage add timeless character and functionality throughout the home. Ideally located just minutes from Tryon Creek State Natural Area, OHSU, downtown Portland, Lake Oswego, and Multnomah Village. No HOA. Be sure to ask your real estate agent for the Seller's Story, Floor Plan, and Features Sheet available in the RMLS documents to learn even more about this exceptional home.

625 SW COMUS CT, Portland

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