Milwaukie, Gladstone, Happy Valley, Clckmas, Dmscus, Estacada Homes with Tri Level Style

Welcome to the enchanting neighborhoods of Milwaukie, Gladstone, Happy Valley, Clackamas, Damascus, and Estacada, nestled in the heart of Clackamas County, Oregon. This vibrant region offers a delightful blend of suburban charm and natural beauty, making it an ideal place to call home.

Milwaukie is known for its rich history and community spirit, featuring picturesque parks and a thriving downtown area. Just a stone’s throw away, Gladstone boasts an array of outdoor activities along the Clackamas River, perfect for those who enjoy nature and recreation. Happy Valley, with its stunning views of the Cascade Mountains, is a rapidly growing area that combines modern amenities with a family-friendly atmosphere.

As you venture into Clackamas, you’ll find a perfect mix of shopping, dining, and entertainment, while Damascus and Estacada offer a more rural setting, with stunning landscapes and a slower pace of life. Each of these communities has its own unique character, ensuring there’s something for everyone.

If you’re looking for homes with a distinctive flair, consider the tri-level style that’s gaining popularity in this region. Tri-level homes are designed to offer spacious living areas spread across three levels, providing ample room for families to grow and thrive. With an emphasis on functionality and style, these homes often feature open floor plans, inviting living spaces, and private retreats, making them perfect for both entertaining and relaxation.

Explore the charm of Clackamas County, where your dream home awaits in one of these delightful communities. Whether you’re drawn to the vibrant city life or the serene countryside, there’s no better place to settle down than in this beautiful corner of Oregon!

Newest Milwaukie, Gladstone, Happy Valley, Clckmas, Dmscus, Estacada Homes with Tri Level Style

$999,900

4 Beds ⋅ 4 Baths ⋅ 178908066 MLS

Exceptional custom tree-level home offering spacious living, quality finishes, and an ideal layout for both everyday living and entertaining. Step inside to discover beautiful hardwood floors that flow through the main living areas. The expansive living room features a ceiling fan, abundant natural light, and sliding glass doors that open to the back deck, creating seamless indoor-outdoor living. The den is filled with oversized windows and hardwood flooring, providing the perfect home office or reading retreat.The impressive kitchen is designed for both function and style, boasting built-in appliances, granite countertops, a large island with eat bar, double sinks, and generous cabinet space. An adjoining eating area with hardwood floors opens to the back deck through sliding glass doors, while the formal dining room offers wall-to-wall carpeting for a warm and inviting atmosphere.The spacious primary suite features wall-to-wall carpet, a ceiling fan, and a luxurious ensuite bath complete with double sinks, a soaking tub, and a walk-in shower. A second bedroom also enjoys its own private ensuite bathroom with a walk-in shower, while the remaining bedrooms provide comfortable accommodations with wall-to-wall carpeting.The lower level offers exceptional flexibility with a large family room featuring sliding glass doors, an expansive great room with wall-to-wall carpet and access to the wraparound deck, and a dedicated cinema room with hardwood floors perfect for movie nights or gaming. A well-appointed laundry room includes a utility sink and built-in storage for added convenience.A hot water circulation pump is included for instant hot water throughout the home. With multiple living spaces, generous room sizes, extensive deck access, and thoughtful custom details throughout, this home offers the perfect blend of comfort, functionality, and elegant living.

13370 SE WOODLAND CIR, Happy Valley

$649,000

4 Beds ⋅ 3 Baths ⋅ 417527568 MLS

Amazing Tri-level home on a cul-de-sac with a private yard and mature landscaping. Recent updates include a new roof (2022), brand-new A/C and heat pump combo (6/2026), new paint (2026), new carpet (7/2026), and refinished/stained hardwood floors (7/2026). Spacious primary bedroom with custom built-ins. Remodeled lower-level family room and downstairs bath/laundry area. Kitchen features newer stainless appliances, including refrigerator, Bosch dishwasher, and oven/range hood. Additional highlights include new light fixtures, wooden blinds throughout, whole-home Wi-Fi hubs with wired access points, LG washer/dryer (2022), garage storage shelving/cabinets, and ample office storage. Retaining wall, lawn and sprinkler system added in backyard in 2021. Electric panel upgraded in 2022, added 30 amp circuit to the garage, and interlock kit and 50 amp generator plug, can run the whole house off a generator. Have a RV, there’s a sewer connection on the side driveway.

14003 SE BREKKE CT, Milwaukie

$900,000

7 Beds ⋅ 5 Baths ⋅ 293461992 MLS

Some homes have a story to tell. Beyond the winding driveway, this 1.48-acre creekside property unfolds like a storybook, with mature trees, peaceful views, and a sense of privacy that feels worlds away from the city. The thoughtfully updated 1940 home blends vintage soul with modern ease. Expanded with a second story, the main home offers 4 bedrooms, 3 full baths, a striking floating staircase, a cozy gas fireplace, exposed wood beam, beautifully renovated kitchen and bathrooms, dual laundry hookups, and a large basement ready for your vision. Gather under the covered patio, and let the outdoor fireplace carry the party into fall, surrounded by extensive garden beds that invite new stories to take root. The long driveway not only provides ample parking for RVs and recreational vehicles, but is also striped with pickleball court lines for a fun and unexpected recreational space. A separate detached ADU offers 3 bedrooms, 2 full baths, and a spacious deck—perfect for multigenerational living, visiting guests, or rental income. All this, just minutes from Downtown Milwaukie and Sellwood. Rarely does a property offer this much character, flexibility, and room to grow.

5017 SE ALDERCREST RD, Milwaukie

$459,000

2 Beds ⋅ 2 Baths ⋅ 214918773 MLS

Graystone at Altamont, Classic in style, generous in space, and ready the moment you walk in. This beautifully updated 2-bedroom condo in a sought-after Happy Valley complex delivers the kind of refined elegance that's hard to find at any price point.Just minutes from I-205 for an easy commute in any direction, and a short stroll to Altamont Park — where summer means concerts on the lawn, fireworks lighting up the sky, and scenic walks with the dog.Inside this upscale home you’ll find rich cherry hardwoods flow throughout the main living areas, complemented by warm quartz counters, creamy subway tile, and quality stainless appliances — including a dual fuel chef's slide-in range that serious cooks will love. A pantry just around the corner keeps everything organized, while wide open layouts invite effortless entertaining. A built-in central vacuum system adds to the everyday convenience of this home.A wall of windows floods the main living area with natural light, and a quiet private patio off the kitchen gives you an outdoor retreat to unwind. The spacious owner's suite features a double vanity bath, while the light-filled second bedroom works equally well as a guest room or home office. A large guest bath with an in-unit laundry closet rounds out the thoughtful floor plan.The extra-deep double tandem garage delivers room for two vehicles plus abundant storage for all the gear life demands.Nestled within a secure gated community with a seasonal pool and a quiet setting, this move-in ready home is the one you've been waiting for.

10258 SE BRISTOL LN, Happy Valley

$649,500

3 Beds ⋅ 2 Baths ⋅ 421965451 MLS

Private Happy Valley Retreat with Endless Possibilities - Tucked away on a peaceful quarter-acre lot in a desirable area of Happy Valley, this beautifully updated tri-level offers the perfect blend of privacy and beauty. Surrounded tall trees, lush landscaping, and a park like setting just minutes from shopping, dining, parks, theaters, and freeway access. Freshly enhanced with a $20,000 property refresh, this move-in-ready home features all-new stainless steel kitchen appliances, along with new sod and professionally refreshed landscaping in both the front and backyard, creating exceptional curb appeal and outdoor enjoyment from day one. Inside, 2,742 square feet of thoughtfully designed living space features three fireplaces, multiple gathering areas, and abundant natural light. The sunken living room welcomes you with a cozy fireplace and large picture window, while the formal dining room's bay window creates an inviting space for entertaining. The remodeled kitchen is both stylish and functional, showcasing slab granite countertops, updated flooring and lighting (including under the cabinet lighting), pull-out shelving, an eat bar, and a charming breakfast nook with access to the expansive composite deck—perfect for outdoor dining and relaxation. The spacious family room features built-ins, a second fireplace, and views of the picturesque backyard. A finished basement adds exceptional flexibility with a third fireplace, built-in counter and sink, deck access, and endless potential for a media room, home office, guest space, multi-generational living, 4th bedroom or future ADU conversion. Upstairs, the private primary suite includes an ensuite bath and California Closets. Two additional bedrooms and a full bath complete the upper level. Outdoor enthusiasts will appreciate the large deck, sprinkler system, oversized garage, and dedicated RV/boat parking. Lots of extra storage thru-out the home. Close in location on a huge, 1/4 acre private lot in Happy Valley.

11560 SE 108TH AVE, Happy Valley

$489,900

3 Beds ⋅ 2 Baths ⋅ 532578048 MLS

Exceptional value meets prime location in this rare SHORT SALE opportunity. This contemporary tri-level home offers 4 bedrooms and 2.1 bathrooms, set on a quiet, low-traffic street with a private, fully fenced backyard. Ideal for outdoor living, gardening, or future expansion.Inside, the home features an open-concept main level with vaulted ceilings, quartz countertops, stainless steel appliances, and a spacious island, delivering the modern layout buyers want. Upstairs includes three bedrooms, a full bath, and a primary suite with private bath and walk-in closet. The lower level adds even more flexibility with a fourth bedroom and half bath, plus space to add a shower for increased value.Recent updates include newer carpet, tile, luxury vinyl flooring, and select new doors and windows. With no HOA, strong fundamentals, and room to build equity, this property offers a compelling chance for buyers to secure a well-located home at an attractive price point.A smart investment, a desirable neighborhood, and a rare opportunity. Don’t miss it!

16610 SE HAROLD AVE, Milwaukie

$1,379,900

6 Beds ⋅ 5 Baths ⋅ 746985295 MLS

Perched in one of Happy Valley's most sought-after neighborhoods, this exceptional custom-built home offers 4,677 square feet of elegant and versatile living space with 6 bedrooms and 5.5 bathrooms. Designed for multigenerational living and entertaining, the home showcases breathtaking territorial views and a tranquil setting. The main level features a grand living room with soaring ceilings and expansive windows, a gourmet kitchen with high-end finishes, a luxurious primary suite with a frameless glass walk-in shower, a dedicated office, formal dining room, laundry room, and a convenient half bath. Step onto the covered deck and enjoy stunning sunsets and peaceful mornings overlooking the scenery below. Upstairs offers three spacious bedrooms, including a private ensuite, plus an additional full bath. The daylight lower level provides excellent flexibility with two additional bedrooms, two full baths, a large family room, a full kitchen, and its own laundry area—ideal for extended family, guests, or dual-living potential. A second covered deck opens to the beautifully landscaped backyard. Combining timeless craftsmanship, panoramic views, and an exceptional floor plan, this remarkable home is conveniently located near parks, top-rated schools, shopping, and everyday amenities. Schedule a tour today!

12567 SE VERLIE ST, Happy Valley

$525,000

4 Beds ⋅ 3 Baths ⋅ 297837274 MLS

Spacious, move-in ready, and fully updated — this 1980s split-level in Jennings Lodge delivers on all of it. Flagpole lot with a private driveway, 4 bedrooms, 3 full baths across 1,909 sq ft with a layout that flows. The main level holds the living area, dining and kitchen. Upstairs: primary suite, two additional bedrooms, and a full bath. The lower level has the 2-car garage, a flex room with full bath — ideal as a guest suite, home office, or both. The kitchen anchors the main floor with newer cabinets, appliances, and counter space built for real use. Storage throughout. Recent updates cover everything that matters: heat pump, water heater, flooring, windows, tile, paint, cabinets, appliances. New sidewalks out front connect you to the Trolley Trail and Gladstone Nature Park. Just a short drive to Trader Joe's, Concord Park, Oak Lodge Library, and Costco, — plus the Portland commute is straightforward via McLoughlin. Solid neighborhood, major updates, and a floor plan that makes sense. Nothing left to do but move in.

5815 SE JENNINGS AVE, Milwaukie

$549,900

4 Beds ⋅ 3 Baths ⋅ 710285994 MLS

Welcome to this well maintained home. Located in a quiet neighborhood, this house has it all. Hardwood floors throughout the main floor, 4 good sized bedrooms and a spacious kitchen. The lower level includes a family room, bedroom and a half bath with laundry. The lovely corner lot is lovingly landscaped and the backyard features a covered patio that is perfect for year round grilling. The furnace and AC are 1 year old. A new electric panel was installed 2 years ago. This is a must see! [Home Energy Score = 5. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10248872]

11925 SE 70TH AVE, Milwaukie

$685,000

4 Beds ⋅ 3 Baths ⋅ 540871616 MLS

Welcome to this exceptionally maintained Gladstone property offering a rare combination of high-end upgrades, functional workspace, smart home features, and beautifully landscaped outdoor living.One of the true standout features is the massive 31’ x 31’ oversized garage/shop — an incredible space for car enthusiasts, hobbyists, storage, home projects, or a true workshop setup. The garage is equipped with its own mini-split heating and A/C system, a 50-amp EV charging outlet, and even a permanent pressure washing station with both hot and cold water.Inside the home, you’ll find a beautifully remodeled kitchen featuring custom-built and professionally painted cabinetry, updated luxury vinyl plank flooring, and a premium high-end Miele range that anchors the space with both style and performance. The home also includes numerous smart WiFi-enabled switches throughout for modern convenience and automation.Major system upgrades provide peace of mind, including a new roof installed in March 2026, a high-efficiency 96% furnace installed in March 2021, and a professionally installed radon mitigation system.Outside, the property truly shines with a meticulously maintained yard featuring extensive mature perennial landscaping and a WiFi-controlled irrigation system designed for easy maintenance and year-round beauty.Located within a quiet private 7-home HOA, the community is intentionally minimal and exists primarily for shared private road maintenance — offering the benefits of private community upkeep without the restrictions commonly associated with large HOAs.This home offers an uncommon blend of comfort, utility, technology, and pride of ownership that is difficult to find in today’s market.

7748 BLINKHORN WAY, Gladstone

$745,000

4 Beds ⋅ 3 Baths ⋅ 212859534 MLS

Situated on a picturesque one-acre lot in Damascus, this well-maintained property offers a rare combination of space, functionality, and versatility. The 4-bedroom tri-level home features a flexible floor plan, including a converted garage that was previously used as a mother-in-law suite. This studio-style space includes a full bathroom and offers excellent potential for multi-generational living or guest quarters. A kitchenette was previously in place and has since been removed; buyers have the option to reinstall if desired for ADU use.The outdoor setting is equally impressive. A spacious deck provides an ideal space for entertaining or enjoying the peaceful surroundings, overlooking a beautifully landscaped backyard complete with a tiered waterfall feature.In addition, the property includes a large shop, offering ample room for storage, hobbies, or workspace needs.A unique opportunity to own a property that blends comfort, flexibility, and a serene setting.

16204 SE BEL AIR DR, Damascus

$209,000

2 Beds ⋅ 1 Baths ⋅ 268798456 MLS

Very well-maintained 2-bedroom and 1-bath condo, located on the 2nd floor, but with no stairs for easy access from parking. Updated new bathroom, new refrigerator, washer, and dryer. Laminate floor throughout. Gas fireplace in the living room, to the covered balcony with the view. Common area with gym, hot tub, and swimming pool. HOA included water, sewer, garbage, common area, and exterior maintenance for no maintenance outside. Conveniently located in Clackamas, easy access to the freeway, hospital, restaurant, and major shopping center. Just steps from Mountain Talbert Nature Park with trails. Must see.

10160 SE Talbert ST, Clackamas

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