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15115 SE WOODLAND WAY, Milwaukie
$1,649,000
5 Beds ⋅ 5 Baths ⋅ 785701067 MLS
A few blocks from McLaughlin but an actual world away, turn south on Woodland Way & enter a portal. Beyond the laurels & wrought iron, The Pearl of Oak Grove appears. Welcome to Tranquility Base-2.89 acres straight out of a Jane Austen novel. Designed by Portland’s own Jamieson Parker, an iconic + nationally renowned architect-Tranquility Base holds true to Parker's legacy. Careful workmanship, a command of details & a free & innovative blend of traditional & modern styles are on full display. Beyond the circular drive, you’re welcomed in by Parker’s vision. Stunning wide plank teak floors & a formal entry that feels both elegant & inviting. Adjacent, the living room-complete w/ floor to ceiling built-in bookshelves, wood burning fireplace & french doors to the coveted, covered brick porch. The expansive 2nd living space, sun drenched & rich in windows w/ a gas fireplace to keep it cozy. Past the soaring soft arch & up the curving staircase, 3 storybook bedrooms & incredible primary suite. All 4 w/ enchanting ensuite baths. The primary is a true haven, considerable in size w/ an ensuite that's all main character energy. Custom vanity crafted from a red oak from the property. Back down & into the west wing, the vibe shifts in the dining room. Warm, moody orig. wood paneling, built ins & gorg rondel windows prove the dining room is the drama queen of this Pearl. Through the french doors, formal gardens & original brick tea house invite you out. Part secret garden, part enchanted forest & somewhere you’d expect to find Snow White among the irises or besides River Forest creek that meanders along the property. The generous kitchen joins timelessness + function w/ full butlers pantry, new island slab & room to roam. The cherry on top is an original studio + full bath above the detached garage, perfect for guests or perhaps 7 cheeky dwarves?

15115 SE WOODLAND WAY, Milwaukie

1860 SE RAFAELA LN, Milwaukie
$750,000
4 Beds ⋅ 2 Baths ⋅ 425562835 MLS
A rare opportunity to own a thoughtfully updated, single-level contemporary, privately situated at the end of a quiet cul-de-sac. Comfort and functionality define the home, with soaring ceilings creating an immediate sense of openness suited for both everyday living and easy entertaining. The open-concept kitchen features nearly new, energy-efficient stainless steel appliances and flows seamlessly into the breakfast area and spacious living room, anchored by a striking floor-to-ceiling stone fireplace. The primary suite offers a private retreat with direct access to the patio, a spacious en-suite bath with a soaking tub, separate shower, and walk-in closet. Additional bedrooms include generous walk-in closets and a spacious jack-and-jill bathroom. Outside, the east-facing backyard is ideal for sunrises, raised-bed gardening, gatherings, or quiet evenings. Abundant off-street parking includes a three-car garage and separate RV parking. Recent updates include refreshed interior paint and updated LVP flooring throughout. Truly move-in ready and conveniently located near Oak Grove schools, parks, and everyday amenities.Upgrades: Roof (2026)Stainless Steel Range (2025)Water Heater (2024)Washing Machine (2025) [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245208]

1860 SE RAFAELA LN, Milwaukie

15776 SE REESE CT, Milwaukie
$699,900
5 Beds ⋅ 2 Baths ⋅ 689118499 MLS
Bright, open, and thoughtfully updated, this Concord Oaks home offers an easy-flow layout with generous room sizes throughout. The main level begins with a welcoming entry and opens into a great room design that brings together living, dining, and kitchen spaces in one expansive, light-filled area. The kitchen includes a spacious pantry and excellent storage and connects directly to the dining area, which has sliding doors opening to the backyard. This layout allows backyard views from kitchen, dining, and living rooms, enhancing natural light. A dedicated office/den on the main level provides flexible use space. Upstairs, the oversized primary suite offers a large walk-in closet and luxurious connected bathroom with soaking tub and double sinks. Three additional generously sized bedrooms, along with a large playroom with closet provides valuable bonus space for recreation, media, hobbies, or 5th bedroom. Hall bathroom and large laundry room complete the upper level. Recent interior updates include new carpet throughout and laminate flooring in the main living area. The backyard includes established maples, magnolia, hydrangeas, and Italian cypress trees for privacy off the dining/kitchen, plus paver hardscaping and sprinkler system, creating a functional and inviting outdoor setting. A 3-car garage provides ample parking and storage. Systems include a 9-year-old roof (composite), Hardy board siding last painted in 2018, HVAC system with Air Conditioning, and a tankless gas water heater. Smart features include Ring doorbell and Nest thermostat. Only 4 miles to Sellwood, but a quiet location on a dead-end street with no through traffic, close access to parks, elementary school, and nearby connections to the Trolley Trail offering miles of paved trails. Just 0.5 miles to Trader Joe’s, and an easy distance to New Seasons in Milwaukie Marketplace. Enjoy vibrant downtown Milwaukie with farmers market, pFriem, Keeper Coffee, and two food cart pods.

15776 SE REESE CT, Milwaukie

1370 SE EASTWOOD CT, Milwaukie
$640,000
5 Beds ⋅ 3 Baths ⋅ 566914393 MLS
Nestled on quiet cul de sac on a beautiful landscaped lot in Milwaukie’s highly coveted Oak Grove neighborhood, this meticulously maintained home offers the perfect blend of comfort, timeless updates, and multigenerational appeal. The main level welcomes you with light-filled living and dining areas that flow seamlessly into an updated kitchen equipped with rich granite countertops, stainless steel appliances, and abundant storage. Three generous bedrooms, including a serene primary suite, anchor the main floor, which offers effortless, stair-free access directly from the spacious two-car driveway and attached two-car garage. Downstairs, an expansive daylight basement unlocks extraordinary flexibility, featuring two additional bedrooms, a full bath and laundry room, and versatile bonus spaces - ideal for a home office, gym, hobbies, or a private guest setup. Meticulous care shines throughout with recent upgrades including a newer roof, updated electrical, and new siding and windows. Outside, an expansive patio overlooks a private, peaceful backyard designed for al fresco dining, entertaining, and play for kids and pets alike. Complete with quick access to local parks, the riverfront, trails, seamless commutes to Portland, and a short stroll to downtown Oak Grove’s charming coffee shops, tap houses, and eateries, this turn-key gem is truly ready to welcome you home.

1370 SE EASTWOOD CT, Milwaukie

12657 SE 25TH AVE, Milwaukie
$599,000
4 Beds ⋅ 2 Baths ⋅ 256446392 MLS
Spacious mid-century home in the Oak Grove neighborhood of Milwaukie. Set back from the street on a large, fenced lot with mature landscaping, a beautiful deck, patio, porch, and separate artist studio. The bright and airy living room and attached dining room offer original hardwood floors, period fireplace, and picture windows. The home provides a spacious kitchen complete with a second dining space/breakfast nook. Two bedrooms and an updated full bath complete the main level. Upstairs offers two additional bedrooms and a full bath. An expansive full basement features high ceilings with a washer/dryer, storage space, and a recently finished hobby studio. The separate art studio has a new floor, finished walls, and a new electric panel. The backyard boasts a newly built, top-of-the-line bird aviary. The home offers a high-efficiency gas furnace, fresh interior paint, new flooring upstairs, a newer sewer line, 9-year-old roof, and a radon remediation system. Conveniently located, close to Milwaukie Village and just a short walk to the MAX station.

12657 SE 25TH AVE, Milwaukie

2409 SE OAK GROVE BLVD, Milwaukie
$529,900
4 Beds ⋅ 2 Baths ⋅ 454520320 MLS
This meticulously maintained 2015 traditional style home is conveniently located within close proximity to shopping, MAX light rail and easy access to Trolley Trail for commuting or recreating. Upon entry you will appreciate the open great-room style floor plan. The living room and dining room feature a cozy electric fireplace and oversized windows which flood these rooms with natural light. You will love entertaining from this spacious kitchen with great storage and plenty of open counter space. The slider from the dining room allows easy access to oversized stamped concrete patio and stem wall surrounded grass area and walkway. Upstairs you will find a large primary suite with vaulted ceilings and dual walk-in closets, three more bedrooms, utility room and hallway bathroom with tub and dual vanity. Other features include: central AC, high efficiency gas furnace, tankless H2O heater, electric car charging station, new fencing on west side of home and gate to potential RV parking space and more.

2409 SE OAK GROVE BLVD, Milwaukie

3419 SE KINGSLEY RD, Milwaukie
$510,000
4 Beds ⋅ 2 Baths ⋅ 453391582 MLS
Price Improved! Buyer Credits Available, possible rate buy-down? if buyer uses WRT preferred lender. Welcome to this beautifully maintained single-level Milwaukie home, thoughtfully updated for comfort and flexibility.Currently arranged as a 4-bedroom, 2-bath, the floor plan offers options: the room used as the primary bedroom could easily serve as an additional family or bonus room, creating a 3-bedroom, 2-bath home with extra living space.OR that highly desired in-law suite. Primary Suite features a DEEP Soaking tub. Step inside the front entry to a combined kitchen, dining, and living area, a practical and inviting space enhanced by a vaulted ceiling, recessed lighting, and windows to bring in natural light. This central hub connects easily for everyday living and gathering. The updated kitchen includes modern finishes and good storage, blending seamlessly with the dining and living areas.Recent improvements include new luxury vinyl plank flooring in the main living spaces, adding durability and style, updated electrical & plumbing.Outdoors, the property offers a true retreat: the owners have terraced the gardens, added raised beds, and created a covered lodge-style outdoor structure ideal for entertaining or relaxing year-round.Set in a quiet neighborhood with quick access to parks, shopping, dining, and downtown Milwaukie—plus an easy Portland commute—this home balances convenience, charm, and thoughtful updates.Whether you’re drawn to the ease of one-level living, the flexible layout, or the outdoor retreat, this property is ready to welcome you home.

3419 SE KINGSLEY RD, Milwaukie

14012 SE RIVER RD, Milwaukie
$492,000
3 Beds ⋅ 1 Baths ⋅ 250595986 MLS
Classic 1950 ranch with mid-century character on a rare and usable 0.37 acre perfectly level lot in Milwaukie. The home features several unique mid-century details including curved walls, original hardwood floors, and a distinctive mid-century front door that sets the tone as soon as you arrive. Inside, the spacious living room is filled with natural light from two large windows and is anchored by a cozy brick fireplace with a warm wood mantle. The home includes two fireplaces in total, adding character and flexible living options. The third bedroom, which includes its own fireplace and separate exterior door, would make an ideal office or flex space. The primary and second bedrooms are both generously sized, with the primary offering a walk-in closet. The kitchen and bathroom are solid but original and show some wear, offering the next owner a great opportunity to bring their own vision and updates to the space. The sellers have invested approximately $50,000 preparing the home for the market, focusing on important system updates including installation of a new sewer line, extensive crawlspace improvements with reinforced posts and piers along with new insulation and vapor barrier, plumbing updates, a new 100-amp electrical panel, and new lighting throughout the home, along with fresh interior and exterior paint and updated landscaping with new sod and stone. The standout feature is the large, level 0.37-acre lot, something that is increasingly difficult to find this close to town. Located near the charming Oak Grove downtown area, the Park Ave MAX station, downtown Milwaukie, and with easy access into Portland, this property offers space, character, and the opportunity for the next owner to make it their own. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10243858]

14012 SE RIVER RD, Milwaukie

14308 SE RUPERT SE DR, Milwaukie
$475,000
4 Beds ⋅ 1 Baths ⋅ 776836082 MLS
OPEN HOUSE: THIS SUNDAY 11am-1pm (March 22nd) Welcome to your new single-level home on a spacious lot in the desirable Milwaukie/Oak Grove area! Close to Max Line, multiple coffee shops and Fred Meyer. Mature fruit trees and roses provide exceptional gardening potential. New roof in 2020. Google Nest thermostat with AC throughout. New flooring and baseboards in kitchen and laundry room, plus custom laundry cabinets and built-in hallway storage. Flexible floor plan offers a 4th bedroom/den with closet that can serve as a bonus room. French doors with one-way film offers extra privacy. Bedroom #3/office features custom Dutch doors with glass panes. Landscaped front yard with roses, star magnolia, rhododendrons, and young pecan tree. Private, fenced backyard with fruit producing apple tree, kiwi, and grape vines. Large powered shop/shed offers ADU or hobby potential. New programmable washer and dryer included. Move-in ready with endless possibilities at a great price.

14308 SE RUPERT SE DR, Milwaukie

14840 SE ARISTA DR, Milwaukie
$475,000
2 Beds ⋅ 2 Baths ⋅ 622814790 MLS
This 2 bedroom, 2 bath home in the vibrant Oak Grove neighborhood is filled with natural light and cozy beach cottage vibes. The open floor plan highlights bamboo floors, large windows, and a gracious front porch. The home includes an energy-efficient tankless water heater and mini-split heating/cooling for year-round comfort, helping to keep utility costs lower.The kitchen shines with stainless steel appliances, a gas stove, and custom cabinet organizers, offering both style and function. Bathrooms feature classic hex tile flooring, adding timeless character. Thoughtfully landscaped front and back yards are designed for beauty and ease of care. Built in 2010, the home also includes a 2-car garage. With no HOA fees, you’ll enjoy lower monthly costs along with the freedom to truly make this home your own. Conveniently located near shops, dining, parks, and easy access to Portland.

14840 SE ARISTA DR, Milwaukie

12917 SE 21ST AVE, Milwaukie
$465,000
3 Beds ⋅ 1 Baths ⋅ 776213972 MLS
Thoughtfully updated where it matters and easy to enjoy from day one, this Oak Grove cutie offers the kind of comfort buyers are actually looking for, all while being conveniently located just minutes from Portland. Inside, the warm and functional 3 bed / 1 bath layout flows naturally from room to room, with a cozy gas fireplace creating a welcoming focal point in the living room. Brand new carpet and vinyl double-pane windows help the home feel fresh and inviting, while still leaving room to make it your own over time. Just outside the tidy kitchen and through the sliding door, the refreshed deck and covered pergola porch create an easy extension of the living area, perfect for morning coffee, summer dinners, or simply enjoying the backyard setting. Mature rhododendrons, hydrangeas, and established landscaping in both the front and back yards give the outdoor areas a lush, welcoming feel, while the usable yard and storage shed add practicality. The attached garage includes a separate laundry room and dedicated workshop space, offering flexibility for storage, hobbies, or projects. Tucked away on a quiet residential street, the home also offers convenient access to the Trolley Trail and Orange MAX Line. Recent improvements include a new roof in 2025, updated plumbing, updated electrical panel, newer exterior paint, water heater, a Nest thermostat and more. As an added bonus, the property is located in unincorporated Clackamas County (think lower taxes and fewer hurdles). Whether you’re buying your first home or simply looking for something easier to enjoy, this Milwaukie gem is well worth a look!

12917 SE 21ST AVE, Milwaukie

15125 SE RUPERT DR, Milwaukie
$400,000
4 Beds ⋅ 3 Baths ⋅ 798774274 MLS
Versatile 4bd/3ba home with tons of character on a large lot in the heart of Oak Grove needs a little TLC. What are you waiting for? Midcentury beams bring charm while low-maintenance luxury vinyl plank flooring and (mostly) updated windows make for easy living. Two bedrooms boast ensuite bathrooms, 1 bedroom is non-conforming, all bedrooms border a centrally located kitchen, laundry, and dining nook. Endless potential is supported by 2 electric panels and 2 water heaters – making a dual living conversion that much easier. Enjoy the luxuriously large fenced backyard to yourself or inquire with Clackamas County about your middle-housing or ADU building options. Living in the “heart of Oak Grove” means you are mere steps from a local “farmstand,” the Trolley Trail (biking/walking), and shops/nightlife in Historic Downtown Oak Grove. Bring your paint and your vision to unlock this property’s maximum value. Make this home your own. Schedule a showing today!

15125 SE RUPERT DR, Milwaukie

14222 SE CEDAR AVE, Milwaukie
$325,000
2 Beds ⋅ 1 Baths ⋅ 253907534 MLS
Charming 1943 bungalow in historic Oak Grove, full of character and ready for your vision. This 2 bedroom, 1 bath home features original hardwood floors, classic arched doorways, and timeless architectural details throughout. Situated on a spacious and level .28 acre lot, the property offers a long paved driveway, a detached 2-car garage, and a large yard with endless potential for gardening, entertaining, or future improvements.Located on a quiet dead-end street in a friendly, established neighborhood, this home is just moments from river access and a nearby elementary school. With great neighbors and a peaceful setting, this is an excellent opportunity for investors, flippers, or buyers looking to restore and build equity in a desirable area. Home is in need of repairs and is being sold as-is.

14222 SE CEDAR AVE, Milwaukie

3500 SE CONCORD RD Unit #62, Milwaukie
$69,000
2 Beds ⋅ 1 Baths ⋅ 424783763 MLS
Bright, beautiful and move in ready! Tastefully updated with cheerful colors, this home is welcoming and cozy. Stepping up to the home, you will feel like you've been transported to the beachfront with a soft wind stirring your senses. Enjoy summer evenings on the front porch, listening to the gentle breeze rustle the adjacent foliage. Retreat through the French doors into the spacious living room, flooded with natural light. The kitchen and bathroom are delightfully appointed with unique mid century modern pieces that will warm your heart and soul. Each bedroom has a convenient walk-in closet and the bathroom has a separate tub and shower. The roomy utility room offers not just a washer and dryer, but extra storage space as well. The rest of the home has lots of storage space and there's also a large outdoor shed. If you love gardening, this is the place for you! Lovely garden beds along the side of the home are well manicured with mature roses, blueberries, cala lilies, peonies and behind the home, there is a raised bed with more potential! Concord Terrace is a conveniently located vibrant 55+ community with so much to offer--a well appointed community center, planned activities, a neighborhood watch group, and friendly, caring neighbors. Available activities include potlucks, bingo, use of the community center--which has a kitchen, piano, pool table, and lots of relaxation space. There is also a community laundry room (but this home has its own washer and dryer)! This home includes refrigerator, oven, cooktop, washer and dryer. Space rent is $1040 a month. Come see it today!

3500 SE CONCORD RD Unit #62, Milwaukie

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