One More Reason Families Love Living in Lake Oswego: The Young Entrepreneurs Program

Lake Oswego Youth in grades 9-12 are invited to apply for the Young Entrepreneurs Program
and register for orientation sessions this month.

One of the things that consistently sets Lake Oswego apart is how intentionally the city invests in its people — especially its youth. A wonderful example of that commitment is the Young Entrepreneurs Program, an innovative initiative offered through Lake Oswego Parks & Recreation in partnership with the Lake Oswego Farmers’ Market.

Launched during the 2024 market season, the program is designed to nurture entrepreneurial thinking, creativity, and confidence among local high school students — and it’s already making a meaningful impact.

Teaching Real-World Skills in a Real-World Setting

The Young Entrepreneurs Program invites Lake Oswego students in grades 9–12 to design, create, and sell their own handmade products directly to the public at the Lake Oswego Farmers’ Market.

Rather than learning business concepts in a classroom alone, participants experience what it’s really like to:

  • Develop a product from idea to execution
  • Price their work
  • Interact with customers
  • Manage money and inventory
  • Adapt based on feedback

It’s experiential learning at its best — and it happens right in the heart of the community.

More Than Business Skills

While entrepreneurship is the framework, the benefits extend far beyond sales.

According to Parks and Recreation Events and Market Manager Shelley Burgess, “Participants consistently share that the program gives them real-world business experience, confidence, and a sense of pride in seeing their ideas come to life in a public setting.”

Equally important, they engage with neighbors, visitors, and longtime residents — strengthening the bonds that make Lake Oswego feel connected and vibrant.

Early Success Stories

The program’s inaugural season was a clear success, with 15 youth participating, followed by 22 in 2025. Many students sold out of their products, took custom orders, and even received commissions from community members who discovered their work at the market.

From handcrafted jewelry and hand-thrown pottery to spiced almonds and oil paintings, market shoppers embraced the creativity and drive of these young entrepreneurs.

“Participating in the YEP programs was honestly an incredibly valuable experience for me. As at 16-year-old artist selling my oil paintings and handmade products like cards, notebooks, and bags, I learned a lot of important business skills. Things like pricing my work, managing my inventory, communicating with customers, and improving my organizational skills…Overall, I think the program really helped me grow as both a small business owner and artist, and I am really looking forward to doing the program again this coming year!”

-Sydney Perlewitz

How Students Can Get Involved

Applications for the 2026 Lake Oswego Farmers’ Market season are now open.

Orientation sessions will be held on:

  • Tuesday, January 13, 2026 | 4:30–6:30 PM
  • Wednesday, January 21, 2026 | 6:00–8:00 PM
  • Saturday, January 24, 2026 | 10:00 AM–12:00 PM

Interested students can register for an orientation session through the city’s website.

How the Community Can Get Involved

Community members who are passionate about supporting youth entrepreneurship can also get involved as:

  • Program sponsors
  • Volunteer mentors

Contact Shelley Burgess at sburgess@lakeoswego.city to learn more.

Everyone else can support these young entrepreneurs by visiting their booths during the Lake Oswego Farmers’ Market which opens in May.

Why This Matters for Lake Oswego

Programs like the Young Entrepreneurs Program are a reminder that Lake Oswego isn’t just focused on amenities — it’s focused on people. By giving young residents meaningful opportunities to grow, create, and contribute, the city continues to build a strong foundation for the future.

For families considering Lake Oswego, this is exactly the kind of community investment that makes a place feel like home and explains why 95% of survey residents in a recent community survey identified Lake Oswego as a good place to raise children.

Interested in learning more about moving to Lake Oswego? Give us a call. With more than 30 years’ experience living here and working as a Realtor, we’d love to help you call Lake Oswego home.

Kevin Costelo kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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Key Red Flags to Watch for When Touring Homes in Lake Oswego

Whether you’re a first-time buyer or seasoned homeowner, touring a house can be exciting. But that excitement can also make it easy to overlook important warning signs — both inside the home and in the surrounding neighborhood.

Here are some critical red flags to keep in mind as you walk through homes and evaluate

1. Check out the noise factor.

Noise isn’t always obvious on a quick walk-through but it can be one of the biggest “deal breakers” that buyers don’t catch at first. Here are some typical offenders:

  • Busy roads, nearby freeways or arterial streets
  • Rail lines or freight routes
  • Early morning garbage trucks
  • Loud neighbor dogs or loud air compressors
  • Even airport flight paths

A home might seem peaceful during a scheduled showing — but most experts (including seasoned agents) recommend visiting at different times of the day and on weekends to truly understand typical noise levels. Don’t just take it from us – take it from Barbara Corcoran who said this in speaking to GOBankingRates: “The biggest mistake people make buying a house is that they don’t scope out the property at different times of the day. It’s the only way to catch the loud garbage truck that idles outside at 6 a.m., the party house across the st reet or the dog next door who barks all afternoon. Always go back for another look.”  

2. Trees near the home can be beautiful, but could they also be problematic?

Mature trees are one of the great charms of Lake Oswego, but they can also be a source of future costs:

  • Tree roots can intrude on foundations, sewer lines, and driveways
  • Large overhanging branches pose roof damage risks in storms
  • Leaves and debris can clog gutters and cause drainage issues

Before buying, have your inspector evaluate tree proximity and root patterns, and consider checking with an arborist if a tree feels “too close for comfort.”

3. Structural & Maintenance Red Flags Inside the Home

While neighborhood context matters, what you see inside the house can point to big problems:

  • Uneven floors, sagging ceilings, or cracked walls can signal foundation issues — expensive to fix. 
  • Musty odors, mold spots, or staining can hide water leaks or ventilation problems. 
  • Signs of pests or rodents in basements or crawl spaces suggest hidden damage. 
  • Deferred maintenance — peeling paint, old HVAC systems, worn roofs — often means larger maintenance will be due soon. 

4. Use your senses during a tour

Some of the best red-flag indicators are subtle:

  • A home that’s over-staged with smells or heavy candles may be covering real issues. 
  • Windows that don’t open easily or feel drafty can point to poor insulation or foundation shifts.

Sense beyond the staging and ask questions like: “Do I feel any drafty areas?” “Any lingering unpleasant odors?”

5. Always partner with professional inspections

No matter how perfect a home looks, a detailed home inspection is critical — especially for things you can’t see with the naked eye.

A good inspector can catch:

  • Foundation, roofing, plumbing, or electrical issues
  • Hidden water damage or mold
  • HVAC wear
  • Tree root impacts
  • Drainage problems

Skipping this step or doing it only sometimes leads to costly surprises down the road.

6. Pay close attention to power lines and utility structures

While not usually an issue in Lake Oswego, it can be in neighboring communities like Tualatin and Beaverton. Homes located near large power lines, transformer boxes, or other utility infrastructure may come with downsides that aren’t immediately obvious:

  • Some buyers are sensitive to the visual impact and potential for decreased resale value.
  • Certain types of overhead lines can also contribute to electromagnetic field (EMF) concerns, which matter more to some buyers than others.

Even if there’s no immediate health risk, it’s worth understanding how proximity to power lines might affect your day-to-day enjoyment or future marketability. An experienced agent can help you research utility easements and typical buyer perceptions.

Final Thought

Buying a home is one of the biggest financial and emotional decisions you’ll make — and the difference between a good decision and a regret often comes down to knowing what to look for beyond beautifully staged rooms. Being thoughtful about noise, mature trees, and all of the traditional structural red flags helps you make a choice that supports your lifestyle and your investment goals.

If you’re considering a home in the Lake Oswego area and want a professional to help you spot these red flags before you fall in love with a house, we’d love to be your guides — let’s talk!

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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New Year’s Resolutions If You Live In Lake Oswego

TRY A NEW COFFEE SHOP. Lake Oswegans can look forward to another option when it comes time for gathering for coffee in the morning or wine and small bites in the evening. The Lake Oswego Coffee House & Wine Bar promises on its Instagram page that it is “Opening soon” in what used to be the Besos Bar & Bottle location at 148 B Avenue. Judging by the photos of coffee creations in the making, and bakery goods created by their in-house baker following his grandmother’s recipes, this will be a favorite stop.

TRY A NEW RESTAURANT.  Featured on many “best pizza in Portland” lists, Pizzeria Otto has landed in Lake Oswego, taking Oven and Shaker’s former spot in Mercado Grove at 4025 Mercantile Drive, Suite 100. Featuring Neapolitan-style wood-fired pizzas, they almost exclusively source their ingredients from local providers. Their “Happy Hour Margherita” is a crowd favorite at ony $9 between 11:00 a.m. to 5:00 p.m. Check them out online.

PLAY WINTER READING BINGO through the Lake Oswego Public Library. You can download a Winter Reading Bingo Sheet and when you get five in a row—up, down or diagonal—you can return the sheet to the library and win a prize. Bingo squares include activities like: Read Book 1 of a series, Read a new author, or Read a book that has won an award. Runs through February 28.

TRY A NEW KIND OF HAPPY HOUR. Try switching the bar scene for the court scene. The Lake Oswego Parks and Recreation Department is offering four sessions of “Pickleball Happy Hour” over the next five months including “Winter Wonderland” (February 19 from 6:30 p.m. to 9:00 pm.) “Ladies Day Dinking” (March 12 from 11:00 a.m. to 2:00 p.m.) , “Dudes Dink Night” (May 12 from 6:30 p. m. to 9:00 p. m.) and “Spring Into Summer” on May 26 from 6:30 p.m. to 9:00 p.m. in the LORAC Gymnasium. One beverage (adult or otherwise) is included with registration. Must be at least 21 years of age. Register online.

TAKE A DIGITAL DIVE. The Lake Oswego Library and Lake Oswego Adult Community Center are bringing back their Digital Dive series thanks to popular demand. Designed to help you navigate the rapidly changing world of information with confidence, this series empowers you with essential fact-checking and media literacy skills. Topics include:

•Can You Trust Online Influencers? Tuesday, January 20 from 2:00 p.m. to 3:30 p.m.

•Spotting Scams Like a Librarian. Tuesday, February 17 from 2:00 p.m. to 3:30 p.m.

•Tired of the Algorithm? Tuesday, March 17 from 2:00 p.m. to 3:30 p.m.

•Why Does Fake Information Exist? Tuesday, April 21 from 2:00 p.m. to 3:30 p.m.

You can view past recordings of the series here. To register for this free class, call the Adult Community Center at 503.635.3758. 505 G Street

VOLUNTEER TO MAKE LAKE OSWEGO AN EVEN BETTER COMMUNITY. There are a wide variety of volunteer opportunities in Lake Oswego including: Farmers’ Market Volunteer, Book Drop Pick Up, Stewardship Work Parties, and helping out at the Adult Community Center. Learn more online. The Lake Oswego Schools Foundation also has several active committees looking for volunteers as well as folks to help with the 2026 Gala in March. Those opportunities are listed here. If art if your passion the Arts Council of Lake Oswego is looking for docent tour guides, gallery guides, event support, public committees, administrative support and public art conservation. Sign up online.

TAKE AN AWE WALK. When students come up to Berkeley psychology professor Dacher Keltner and complain of being depressed he advises, “Get them outside and go look for awe.” According to Keltner’s research, awe reduces stress, improves your immune system, makes us feel kinder, more creative and more connected to the world around us. What is awe? “A feeling of being in the presence of something vast that transcends your understanding of the world.” And luckily for us in Lake Oswego, awe is very accessible. According to Keltner’s research it can be found in something as ordinary as the way a tree cast a shadow on the sidewalk or how a hummingbird hovers over a flower. And the more awe walks we take, the more awe we feel as our capacity to experience it deepens. So take advantage of all the nature paths we have in Lake Oswego, the canopy of trees that line our streets and make awe-walking one of your New Year resolutions.

If one of your resolutions is to better understand the Lake Oswego housing market and what options you have for buying or selling, then please get in touch with one of us. We are here to help you make a wise investment when it comes to buying or selling your home in Lake Oswego and you can rest assured that we always keep that goal in mind when working with clients.

Wishing you all a happy and awe-inspired New Year!

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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What We Love About Lake Oswego in January

ART MART EXHIBITION. The community’s favorite exhibition is also a fundraiser for the Arts Council of Lake Oswego. Lake Oswegans donate their old artwork (paintings, drawings, sculptures, prints, ceramics, quilts, fiber art, photographs, posters, mixed media and more) to make room for new pieces. Starting January 9 collected art will be on view and for sale at the Marylhurst Commons bookstore building at 3162 Furman Drive and run through February 6. Donated pieces can be dropped off on January 5-7 from 11:00 a.m. to 4:00 p.m. at the Marylhurst location.

ALL AGES BOOK SWAP. Bring gently used books, CDs, DVD, or vinyl records to this Youth Action Council/Lake Oswego Library sponsored event and swap them for something new to you. Enjoy crafts and snacks provided while you browse. Drop your donations off early and earn swap tickets to use at the event. Early drop-off opportunities are Wednesday, January 7 from 9:00 a.m. to 1:00 p.m. at Indoor Play at LORAC or Thursday, January 8 from 4:00 p.m. to 6:00 p.m. at the Teen Lounge at Christ Church. The Book Swap takes place Saturday, January 10 from 10:00 a.m. to 2:00 p.m. at Christ Church Parish, 1060 Chandler Road.

LAKEWOOD CENTER FOR THE ARTS PRESENTS POIROT: MURDER OF ROGER ACKROYD. Enjoy this thrilling adaptation of Agatha Christie’s acclaimed novel as retired detective, Hercule Poirot, feels compelled to investigate the murder of his friend, Roger Ackroyd. Every servant and acquaintance in the household has a secret, but who is the culprit? January 2 through February 8 with a Wine on Wednesday performance on January 21. Tickets: $45/Adults; $43/Seniors; $30/Students; $30/ Wine on Wednesday for 25-35 year olds with discount code WOW30. Purchase tickets online. Lakewood Center for the Arts, 368 S. State Street.

PINTS FROM THE PAST: THE STORIES BEHIND OUR STREET NAMES. Learn the origins of some of our local street names like Carman and Kruse and hear interesting stories about the people they are named after. Admission is free and no ticket required, although food and drink purchases are encouraged to offset the cost to the Lake Theater. Tuesday, January 13, from 6:30 p.m. (doors open) to 8:00 p.m. Presentation begins at 7:00 p.m. Lake Theater and Café, 106 North State Street.

YOUNG ENTREPRENEURS PROGRAM ORIENTATIONS. Youth in grades 9-12 are invited to participate in this exciting opportunity to learn the fundamentals of business and entrepreneurship. Create your own handmade products and sell them directly to customers at Lake Oswego’s popular Farmers’ Market each week. For more information and to register for an upcoming orientation, email Shelley Burgess at sburgess@lakeoswego.city. Orientations are January 13 from 4:30 to 6:30 p.m., January 21 from 6:00 p.m. to 8:00 p.m. and January 24 from 10:00 a.m. to 12:00 p.m.

THIRD THURSDAY WINE TASTING. Enjoy wine (provided by C’est What) and small bites from 4:00 p.m. to 6:00 p.m. January 15 in City Home’s Lake Oswego showroom. Follow them on Instagram and receive 10% off while shopping during this event – just let them know that you follow them. 390 N. State Street, #120.

THE STAFFORD CHALLENGE. Celebrate William Stafford’s Birthday and legacy by participating in The Stafford Challenge. Inspired by William Stafford’s daily writing practice, local poet and storyteller Brian Rohr created The Stafford Challenge, a commitment to write a poem a day for an entire year. By registering at staffordchallenge.com  you’ll join a worldwide community of poets and receive access to monthly Zoom events with accomplished poets, biweekly emails and a supportive Facebook group.

Additionally, visit the library throughout the month of January for a book display celebrating poetry and former Lake Oswego resident, William Stafford. With the display, you’ll also find special bookmarks with poetry writing prompts. Begins Saturday, January 17.

CAN YOU TRUST ONLINE INFLUENCERS? FACT-CHECKING LIKE A LIBRARIAN. With the advent of Open AI’s Sora app that makes creating deepfakes easy, the need for discernment when navigating social media is even more important. In response, the Lake Oswego library and Adult Community Center are bringing back last year’s wildly popular series, “The Digital Dive,” led by Adult Services Librarian, April Younglove. In this first session, learn how to verify the credibility of the information influencers share. Tuesday, January 20 from 2:00 p.m. to 3:30 p.m. For more information and to register for this free class, contact the Adult Community Center at 503.635.37589. 505 G Avenue. View past recordings from this series here.

TREE PLANTING AT SPRINGBROOK PARK. Join the Friends of Springbrook Park in planting native trees and shrubs in this beautiful 52-acre mixed conifer-deciduous forest. Save time after to explore over 2 miles of trail in this natural area gem of a park. Saturday, January 24 f rom 9:00 a.m. to 11:00 a.m. Please wear closed toe shoes. Bring gloves and water to drink. Park at Uplands Elementary School, 2055 Wembley Park Road. The Park is behind the playground. Questions: Contact Stewardship at Stewardship@LakeOswego.city. Signup online.

WORLD CINEMA SERIES: LITTLE FOREST (KOREAN).  The Library is offering a free screening of Little Forest, a warm, award-nominated South Korean drama about a young woman who retreats to her rural hometown and rekindles joy, friendship, and purpose through cooking and the rhythms of the seasons. This movie will be screened in Korean with English subtitles. Dr. Jungmin Kwon, a professor of digital culture and film studies in the School of Film at Portland State University, will introduce the film. Stay after the screening to engage in a thought-provoking discussion about the film. Admission is free and no ticket is required (although food and drink purchases are encouraged to offset the cost to the Lake Theater). Tuesday, January 27 from 5:30 p.m. to 8:00 p.m. Lake Theater and Café, 106 N. State Street.

STAND UP COMEDY NIGHT WITH TYLER BOEH. Enjoy an evening of laughs with nationally touring headlining comedian, Tyler Boeh. Wednesday, January 28 at 7:00 p.m. on The Side Door Stage at the Lakewood Center for the Arts, 368 S. State Street. Tickets: $25.

CAKE DECORATING CONTEST FOR TWEENS. The Lake Oswego Library is looking for eight creative middle schoolers to compete for the title of Top Cake Decorator! You will have 30 minutes to frost and adorn a small pre-made cake. There will be several colors of frosting and oodles of edible embellishments to deck out your creation! One winner will be crowned and we will award several honorable mentions in different categories. Registration is required for this program, so sign up for a spot before they’re all gone! Thursday, January 29 from 4:00 p.m. to 5:00 p.m. Lake Oswego Public Library, 706 Fourth Street.

MAYOR’S BUSINESS BREAKFAST. Join the Chamber for the Third Annual Mayor’s Business Breakfast. Learn about City priorities for 2026 and have a chance to ask Mayor Buck questions about Lake Oswego’s future. Pre-registration is required. $20/Chamber Members; $35/Non-Members. Friday, January 30 from 7:30 a.m. to 9:00 a.m., City Hall Council Chambers, 380 A Avenue.

THE CHANCE FOR SNOW. There is always a possibility for a snow day in January so be prepared!

Don’t miss out on what’s happening in Lake Oswego. Subscribe to our blog by clicking the “Sign me up” button in the top right hand column.

And be sure to give us a call if you are thinking of moving to Lake Oswego or selling your home. We have clients looking to move in and around Lake Oswego so be sure to reach out.

Kevin Costello 503.939.9801 kevin.costello@cascadehasson.com

Riley Costello 971.322.6205 riley.costello@cascadehasson.com

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Christmas Lights and Displays in Lake Oswego

This home on the corner of Childs Road and Indian Springs is making the rounds on social media posts listing the best holiday displays in the Portland area. Be sure to check it out!

Lake Oswegans are getting into the holiday spirit and if you drive around town, you’ll see just that. Every neighborhood has something to offer, especially the Winter Wonderland at the corner of Childs Road and Indian Springs Road. This house was on the must-see Halloween list too so know these Lake Oswego homeowners take their holiday decorating seriously!

Here are a few glimpses into Lake Oswego holiday displays.

We’d like to thank all of our clients who have placed their trust in us over the years to help them find a home so they can enjoy all that Lake Oswego has to offer. Happiest of holidays!

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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Top 10 Blogs About Lake Oswego in 2025

Since 2011, we’ve published 833 blogs, bringing readers all the reasons to Love Lake Oswego each and every week. Here’s a roundup of the 10 most popular posts this past year:

The Surfside Collapse and the Wake-Up Call for HOA Insurance and Condo Buyers in Oregon

The post examines how the catastrophic collapse of Champlain Towers South in Surfside, Florida exposed a widespread problem: many HOAs lacked adequate insurance and reserves for maintenance, putting residents at risk. In response, major lenders such as Fannie Mae and Freddie Mac tightened financing rules for condominiums — requiring HOA master-insurance and sufficient reserve funding before backing a loan. As a result, some condos in Oregon (and beyond) are now deemed “non-warrantable,” making conventional mortgages impossible and complicating property sales. For prospective buyers, the lesson is clear: investigating HOA insurance, maintenance history, and financial health is no longer optional — it’s essential.

What You Need to Know About the Recent Court Ruling Regarding Public Access to Oswego Lake

This post explained the 2025 court ruling that established that Oswego Lake must be opened to the public via a legal entry point at Lower Millennium Plaza Park — ending a long-standing restriction that limited access to lakefront homeowners only. The decision, made by a circuit-court judge after more than a decade of litigation, means the public can now swim, paddle, or canoe from that launch point — though only non-motorized watercraft are allowed under the city’s new access rules. The City has established other rules as well to manage safe, equitable use.

Where Your Kids Want to Spend Their Summer in Lake Oswego

Here we highlight how summer in Lake Oswego offers plenty of fun for kids—above all at Lake Grove Swim Park, the ultimate childhood hang-out. With a lakefront swimming area, lifeguards, swim lessons, and gear rentals for volleyball, badminton, soccer, ping-pong and more, it is the go-to summer destination for many Lake Oswego kids.

When it comes to Lake Oswego home values, what a difference 20 years makes!

The article explains that over the past 20 years, homes in Lake Oswego have steadily appreciated — typically around 5% per year on average — turning long-term ownership into a strong investment. Some years saw dramatic spikes (for example, nearly 24 % in 2021), but we point out that the enduring value has come from consistent, long-term growth rather than short-lived booms.

‘Tis the Season for Marionberries!

Here we highlight that summer in Oregon means it’s marionberry season — a time when the deep-purple, sweet-tart berries, often called the “Cabernet of blackberries,” become available at local farmers markets and nearby U-pick farms. We explain marionberries’ special appeal (their Oregon heritage, flavor, and versatility), and encourage readers to enjoy them fresh, baked in pies, turned into jams or syrups, or picked around the Portland/Lake Oswego area during the season (typically early July to early August).

What to Know About Lake Oswego’s “Property Specific” Housing Market

In this article we talk about how dramatically real-estate prices have risen in Lake Oswego over the past two decades. Take for example a waterfront canal home that sold for $118,000 in the 1980s compared to a current canal property listed at $2,135,000. The conclusion: though entry costs are higher today, homeownership in Lake Oswego still offers real potential for investment appreciation over time.

Find European Vibes in Lake Oswego, Oregon

We back up adventure traveler Charlie Boyle’s description of Lake Oswego as a “charming lakefront town” that “feels like it belongs in Europe.”

Lake Oswego Housing Market Update

In this post we encourage both buyers and sellers to be patient as they navigate interest rates, the gap between buyer and seller expectations and price adjustments. Now more than ever it’s important to work with an experienced Realtor who knows the local market values.

Best Lake Oswego Neighborhoods for Trick-or-Treating

This is a perennial favorite as parents swarm our website looking for the best strategy for trick or treating in Lake Oswego with their kids.

Christmas Trees in and Around Lake Oswego

This seasonal post also ranks up there each year as Lake Oswegans looks for the best Christmas trees and experiences in and around Lake Oswego

Let us be your Lake Oswego experts. Whether you are moving in, out or around Lake Oswego, put our expertise to work to make your next move, your best one!

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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Open House Today: Architectural Digest–Worthy Mid-Century Modern Home in the Heart of Lake Oswego

Tour this home during our Open House at 3 Mountain Circle today, December 6, from 12:00 noon to 2:00 p.m. or give one of us a call.
Kevin Costello 503.939.9801; Riley Costello 971.322.6205

Looking to break into the Lake Oswego housing market? Wanting to downsize but stay in coveted Lake Oswego? This new listing could be your ticket!

Perched among the evergreens and surrounded by the quiet beauty of Lake Oswego’s natural landscape, this mid-century modern gem offers the rare combination of sophisticated design, thoughtful updates, and the restorative calm of forest views. From the moment you arrive, the home feels like a retreat—yet it’s situated in one of the area’s most coveted communities, Mountain Park.

Modern Updates Meet Timeless Style

Completely refreshed with both aesthetics and practicality in mind, the home features a harmonious blend of clean lines, contemporary finishes, and classic mid-century charm. The beautifully updated kitchen and bathrooms showcase sleek quartz countertops, while new engineered hardwood floors add warmth and flow throughout the main level. New carpet, a new furnace and A/C system, and crisp interior trim on the main floor deliver the turnkey comfort today’s buyers crave.

The main-level primary bedroom is a standout feature, offering convenience and sanctuary with serene views that shift with the seasons. Whether waking to soft morning light or unwinding at day’s end, the space feels intentionally connected to nature.

Light-Filled Spaces & Indoor–Outdoor Living

Walls of windows fill the home with natural light, creating a bright, airy atmosphere from room to room. True to mid-century design principles, the connection between indoors and outdoors is seamless.

Two expansive decks maximize this experience, extending the living space into the treetops. Here, everyday moments and gatherings take on a new kind of magic. A private hot tub and fire pit elevate the outdoor area into a year-round oasis—perfect for morning coffee, evening conversations, or hosting friends in an unforgettable setting.

Lifestyle & Amenities in Mountain Park

As part of the highly sought-after Mountain Park community, homeowners enjoy access to an exceptional recreation center complete with gym facilities, a pool, walking paths, and community programs. It’s a neighborhood known for its architectural interest, lush surroundings, and quality of life.

A Home That Shows Beautifully—Inside and Out

From its design-forward updates to its peaceful setting among the trees, this Lake Oswego residence offers elevated modern living with an unmistakable mid-century soul. For those seeking a home that blends style, comfort, and nature in one stunning package, this property is truly a standout.

Interested in seeing this home? Come by the Open House Saturday, December 6 from 12:00 p.m. to 2:00 p.m. at 3 Mountain Circle in Lake Oswego. Or give us a call – we’d love to show it to you!

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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When to Go All In—and When to Walk Away—from a Home

What’s it going to take to get this house?

And what’s it going to take to make sure buying this house is a good investment?

These are two very different questions—and ones we often break down with our clients.

Many buyers come to us focused on strategy: How do we win this home? During the pandemic’s bidding wars, that was usually the first (and sometimes only) question on people’s minds.

But “getting” a home and making a smart investment are not the same thing. Helping our clients understand that difference is one of the things that sets our real estate team apart.

We’re not willing to push clients into doing “whatever it takes” if the numbers don’t make sense. We like to look three years ahead and ask: If we needed to sell this home, would it realistically appreciate enough to put our clients in a strong position for their next move?
If the answer is no, we take a more cautious approach to negotiation.

Our intention is always to protect our clients’ best interests. Sometimes that means advising them to walk away. Other times it means negotiating to ensure they secure the home at a price that truly works for their long-term goals.

Of course, buying a home is rarely just a financial decision. Emotions matter, too. If a client is in love with the home, sees themselves staying for years, or feels it’s their dream property, those factors can shift the equation and give the home more time to appreciate.

Every transaction is unique. Our goal is to balance financial wisdom with personal priorities—and we pride ourselves on doing that thoughtfully every single time.

If you’re considering a move, reach out. We’d love to help you make your next move your best one.

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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What We Love About Lake Oswego in December

The chance for snow is always something to love about Lake Oswego in December

MIRACLE ON 34th STREET. Treat yourself to this holiday classic on the Lakewood Center’s Mainstage. Runs through December 14. Purchase tickets online: $45/Adults; $43/Seniors; $30/Students. 368 S. State Street.

GRAPEVINE’S HOLIDAY SHOPPING NIGHT. Sip and Shop your way through Grapevine’s collections as well as some specially invited vendors to add to your holiday cheer. December 4 from 3:00 p.m. to 7:00 p.m. 310 N. State Street, #112.

CHRISTMAS PARTY IN THE BREEZEWAY. Get festive in the Breezeway with Reindeer Goats at Zupan’s. Bring the kids and enjoy petting, feeding, and taking pictures with these adorable goats wearing reindeer antler headbands. Santa will be on hand for visits, and kids can enjoy hot cocoa and ornament decorating. December 13 from 11:00 a.m. to 2:00 p.m. Zupan’s Market, 16380 Boones Ferry Road.

PEPPERMINT BEAR ASKS WITCH WAY TO CHRISTMAS? This year features a new 45-minute episode of the Peppermint Bear show perfect for ages 3-103. A light continental breakfast is included. Doors open 20 minutes before each show. December 6 and 7 at 11:00 a.m. December 13, 14, 20 and 21 at 9:00 a.m. and 11:00 a.m. Tickets are $22/Adults; $17/Children. Lakewood Center for the Arts, Side Door Stage, 368 S. State Street.

LEGALLY BLONDE, JR. Watch young actors tell the story of Elle Woods’ transformation as she tackles stereotypes, snobbery and scandal in pursuit of her dreams. Sunday, December 7 and Monday, December 8 at 7:00 p.m. Saturday, December 13 at 2:00 p.m. and 4:00 p.m. Purchase tickets online: $15/Adults; $12/Youth. Lakewood Center for the Arts on The Headlee Mainstage, 368 S. State Street.

WELL WISHES: A VOLUNTEER LETTER & CARD WRITING PARTY FOR TEENS. Teens can spread some joy to kids through Cards for Hospitalized Children or letters to senior citizens through Letters Against Isolation. Guidelines will be provided as well as snacks and materials. All you need to bring are your good intentions. Teens will be admitted between 11:20 and 11:40 a.m. via the north entrance to the library in the parking lot. Sunday, December 7 from 11:30 a.m. to 1:00 p.m. Lake Oswego Library, 706 Fourth Street.

CHRISTMAS SHIPS TROLLEY EXCURSIONS. See the lighted Christmas Ships on the Willamette River from the comfort of the Willamette Shore Trolley. This is a unique experience with a front-row view and seeing decorated homes for the holidays along our trolley route. Rides are December 9, 12, 16 and 18 at 6:30 p.m. and 8:15 p.m. for $45 and December 20 at 3:30 p.m. for $55 as viewers get to see the combined fleets. Tickets go on sale at 10:00 a.m. on November 18 and usually sell out in the first 15 minutes.

HOLIDAY COOKIE DECORATING EXTRAVAGANZA. Let the kiddos make a mess somewhere else! Sign up for this hands-on cookie decorating party and take your treats home and share with Meals on Wheels recipients. Thursday, December 11 from 5:00 p.m. to 7:00 p.m. $7/Residents; $10/Non-Resident (includes one adult and one child; each additional child is $7/$10). Enroll online.  Lake Oswego Adult Community Center, 503.635.3758. 505 G Avenue.

TINSELTOWN TROLLEY. Discover the magic of the holiday season with a yuletide ride on the historic Willamette Shore Trolley. Children delight in a merry experience aboard the decorated trolley that includes holiday lights, sweet treats, carols and more! As the trolley makes its way back to the station, guests are treated to a visit from a very special guest all the way from the North Pole. Rides are offered December 12-14; however, all spaces are taken at this time. You can register to be put on the waitlist but be sure to sign up once fall registration opens next year!

CHOOSE YOUR OWN CRAFT: TWEEN & TEEN CRAFT HOUR. The library will supply the materials just in time for holiday gifting. You and your friends supply the inspiration. Tuesday, December 16 from 5:30 p.m. to 6:30 p.m. Lake Oswego Library, 706 Fourth Street.

CHRISTMAS SHIPS PARADE. Head down to the Willamette River to catch the combined fleet of the Christmas Ships Parade on Saturday, December 20. There are several viewing spots including: Foothills Park, 199 Foothills Drive, Roehr Park, 350 Oswego pointe Drive and George Rogers Park, 611 S. State Street.  The fleet leaves RiverPlace Marina around 4:30 p.m., arriving in Lake Oswego around 6:00.

Don’t miss out on all the reasons to love (and live in) Lake Oswego! Subscribe to our blog and receive weekly updates by clicking the “Sign me up” button in the top right-hand column.

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801

Riley Costello riley.costello@cascadehasson.com 971.322.6205

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Christmas Trees In and Around Lake Oswego

The annual hunt for the perfect Christmas tree is underway. Below you’ll find a roundup of Christmas tree lots and farms in and around Lake Oswego. I’ve tried to list the latest information but best to call ahead and/or check online for the latest updates.


Boy Scout Troop 127. Local Boy Scouts have been selling trees as a fundraiser since 1947, starting at the local Piggly Wiggly before moving to George Rogers Park. Once again, Scouts will be on hand right here in town.
Address: George Rogers Park, 611 S. State Street, Lake Oswego
Hours: Opens Friday, November 28 through December 19. Hours are from 9:00 a.m. to 6:00 p.m. on Friday, November 28. After that regular hours are Wednesday – Friday, 5:00 p.m. to 7:00 p.m. Saturday and Sunday 9:00 a.m. to 6:00 p.m.
Varieties: Noble Fir and Nordmann Fir in sizes 5’’ to 9’ in height
Other: Scouts make a fresh cut, bale if wanted, carry it to the car and tie it on. Wreaths, swags and garland by the foot. Home delivery is also available for $40.

Dennis’ 7 Dees. Our local garden center has several varieties of fresh-cut trees for you to take home. Address: 1090 McVey Avenue. Hours: 10:00 a.m. to 6:00 p.m. daily. Varieties: Natural Noble, Noble, Nordmann and Flocked. They will also deliver, flock, light your tree and even remove and recycle. Check online for cost.

Parsons Farms. Another spot right here in town for pre-cut trees is usually the Parsons Farms lot located at Lake Bible Church, 4565 Carman Drive. We were unable to reach them before publishing so are posting last year’s information here. Hours: Saturday through Friday from 12:30 p.m. to 7:00 p.m.-ish and Saturday from 10:00 a.m. to 7:00 p.m.-ish.

Stroupe Christmas Tree Farm. Pre-cut trees will be available at the S&H Landscape location starting the day after Thanksgiving, November 29. Holiday décor also available.
Address: 20200 SW Stafford Road
Varieties: Douglas, Grand, Nordmann, Redwood and Noble
Cost: Check online and/or call S & H: 503.638.1011
Other: Handmade wreaths and swags

Little Z Christmas Tree Farm. Tucked away between West Linn and Lake Oswego, on five peaceful aces, Little Z Christmas Tree Farm is a local favorite where every tree is grown with care and pride. They offer a wide variety of fresh, beautifully shaped trees—each carefully tended from seedling to season ready. Their friendly crew makes choosing your Christmas tree easy and enjoyable, helping families find the perfect one to take home.
Address: 842 Rosemont Rd., West Linn. 503.453.0573 (about 4 miles from Lake Oswego)
Hours: November 22 and 23, November 29 and 30, December 6 and 7 and December 13 and 24 hours are from 9:00 a,m, to 4:00 p.m. Black Friday November 28, farm opens early at 8:30 a.m. to 4:00 p.m. Note: This place offers a one-day “tag and reserve your tree” day each year which has already passed for 2025, but put a note on your calendar to check in next October to see what the tag day will be for 2025.
Varieties: This year they are harvesting 7 feet and taller trees with the exception of White Fir, Turkish Fir and Nordmann Fir which are limited to 8 feet and taller. Cost: Price varies

Lee Farms. Talk about tradition! The Lees have been farming in Tualatin since 1869 over seven generations with three generations currently involved in the family farm. To preserve their tree fields there is a 7’ minimum on all trees cut from their fields; a minimum is not enforced on already cut trees.
Address: 21975 SW 65th Avenue, Tualatin. (about 4 miles from Lake Oswego). 503.638.1869.
Hours: Opening Day is November 15 with hours Tuesday through Sunday from 9:00 a.m. to 5:00 p.m.
Varieties: Fresh cut and u-cut Noble, Grand, Nordmann and Douglas
Cost: Price varies. Check website.
Other: They will cut, shake, bale and load your tree free of charge. Will also install Davis Tree Stand. Also available: wreaths, garlands, swags, centerpieces, custom wreath and centerpiece orders, ornaments, decorations. Visit the bakery for donuts and espresso and place an order for a Christmas pie.


Frog Pond Farm. Get your pre-cut tree, garland and wreaths here along with a lot of other holiday cheer.
Address: 2995 SW Advance Road, Wilsonville. 503.475.5997
Hours: Opening day is November 21 through December 21 with hours Monday through Friday, 10:00 a.m. to 5:00 p.m. and Saturday and Sunday from 9:00 a.m. to 5:00 p.m.
Varieties: Douglas Fir and Noble Fir
Cost: Prices vary depending on variety and size so check online.
Other: Santa will be on hand, sometimes joined by Mrs. Claus so check online for the schedule. On weekends enjoy bonfires, bar and coffee shop. And the farm animals are always around for visiting.


Sleighbells. This is a one-stop shop for Christmas with a gift shop packed with holiday décor daily and Santa on hand most weekends through December 23. Note that you can reserve your tree here by coming in before the holidays and tagging it.
Address: 23855 SW 195th Place, Sherwood. 503.625.6052 (10½ miles from Lake Oswego)
Hours: 7 days a week, 10:00 a.m. to 4:00 p.m. for trees; gift shop stays open until 5:00 p.m.
Varieties: Noble/Nordmann and Douglas/Grand Fir
Cost: Prices vary so give them a call.


Merrywood Farm. We have it from a good source that, “The trees are looking very good this year,” which is good news for all you Christmas tree hunters out there. Address: 12328 South Casto Rd., Oregon City. 503. 307.2495 (20 miles from Lake Oswego)
Hours: This year they are holding a “soft opening November 22 and 23 from 9:00 a.m. to 4:30 p.m. Due to limited staffing free pony rides won’t resume under after Thanksgiving. Full service hours begin the Friday after Thanksgiving, November 28 from 9:00 a.m. to 4:30 p.m. Going forward regular hours will be Mondays, noon to 4;30 p.m., Tuesday through Friday, 10:00 a.m. to 4:30 p.m., weekends 9:00 a.m. to 4:30 p.m. while supplies last.
Varieties: Normally The Keysers grow 10 varieties of trees including Noble, Nordmann, Grand, White Fir, White Pine, Sequoia, Silver Fir, Turkish Fir, Spruce and Douglas but many are playing catchup this year. They also offer pre-cut trees. Cost: Trees are priced by species, starting at $30 and going up from there. Check online.
Other: Complimentary hot cider and fire to warm up with. Twine and hand saws are provided but no baler. Free pony rides for the kids on weekends.


Yesteryear Farms. Offering pre-cut trees only that they will shake, bale, and load for you. Enjoy a fully stocked Christmas store and weekend characters (including Santa and Elsa) and food trucks on weekends. Check the schedule as they vary.
Address: 26801 SW Stafford, Wilsonville, 971.260.79090
Hours: 9:30 a.m. to 7:00 p.m. daily, 9:30 a.m. to 2:00 p.m. on Thanksgiving and December 23, their last day of the season.
Varieties: Nobles, Nordmann, Natural Nobles, Douglas, Grand, and Fraser. Check online for pricing.
Other: garlands and wreaths available.


Furrow Farm. These trees are celebrities–they’ve appeared in multiple Christmas episodes of Grimm as well as in Better Homes & Garden magazine and Fred Meyer ads.
Address: 25877 NW Union Rd, Hillsboro (20 miles from Lake Oswego) 503.647.5288
Hours: Opens Black Friday, November 28 from 9:00 a.m. to 5:00 p.m. with regular hours Monday through Friday, 10:00 a.m. to 5:00 p.m.; Saturday and Sunday, 9:00 a.m. to 5:00 p.m.
Varieties: Noble, Nordmann, Grand, Douglas
Cost: All trees are $12/foot except for Douglas Fir which are $10/foot
Other: Enjoy free tractor rides on the weekends. Mistletoe, wreaths, garland and tree stands also available.


Plumper Pumpkin Patch and Tree Farm. If you love everything pumpkin this time of year, head over here to grab a pumpkin donut along with your tree. Choose from pre-cut, u-pick they cut, and u-pick u-cut.
Address: 11435 NW Old Cornelius Pass Road, Portland (about a half hour away from Lake Oswego) 503.645.9561
Hours: Openw November 22 through hours Fridays through Sundays from 9:00 a.m. to 5:30 p.m. Varieties: Noble, Grand, Nordmann, Blue Spruce and Douglas Fir. Check online for prices. Credit cards accepted
Other: Saws provided. Visit the store for hot drinks and pumpkin donuts, garland, wreaths and mistletoe. Warm up by the fire pits and purchase a s’mores kit. Feed the animals and visit with Santa. Check online for his schedule.


Historic Kirchem Farm. This picturesque farm is open for business this year from 9:00 a.m. to 4:00 p.m. (Last entry at 3:00) on dates TBD. A limited supply of pre-cut trees are available too.
Address: 19723 S Bakers Ferry Rd, Oregon City
Varieties: Douglas Fir Grand Fir, Noble Fir, Nordmann Fir and Norway Spruce. Pre-cut trees are priced separately. Check online for prices and schedule

Nob Hill Christmas. Here’s where you’ll find a little nostalgia mixed in with your Christmas trees. Trees arrive November 22, the Friday before Thanksgiving but you can pre-order online and have your tree delivered. They source their trees locally from small farmers in Estacada, Molalla, Oregon City and the surrounding areas and carry Noble, Douglas, Nordman and Grand Firs. In addition, they collect and restore Christmas displays from Portland’s past including window displays from Meier & Frank department store, Alpenrose Diary and more. Kids will also enjoy visiting Santaland and can see Santa on the weekends. 2034 NW 26th Avenue

Consider us your resource for all things Lake Oswego. If you are thinking of moving to Lake Oswego, give us a call. Wanting to know what your Lake Oswego home is worth? Reach out. We’d love to help.

Kevin Costello 503.939.9801 kevin.costello@cascadehasson.com

Riley Costello 971.322.6205 riley.costello@cascadehasson.com

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