It’s almost wine harvest season—but lucky for us, there’s no need to travel far to celebrate. Lake Oswego’s 12th Annual Wine Walk is set for Saturday, October 3, and this year promises to be the live up to its reputation as one of LO’s signature events. With over 35 walkable downtown businesses and more than 70 wines to sip and sample, the streets of LO are turning into a wine lover’s dream.
Here’s your step-by-step game plan to make the most of it:
1. Buy your tickets early.
This event has sold out every year since 2022, and for good reason. Tickets are $60 and include twelve 1-oz wine pours, small bites, a custom LO Wine Walk glass (with its own lanyard) and a reusable event tote with a tasting map and more. Click here for tickets.
2. Make a day of it.
Kick things off with the Lake Oswego Farmers’ Market in Millennium Plaza. Grab lunch at one of our downtown restaurants, do a little browsing or shopping, and be ready to raise your glass when the Wine Walk kicks off at 1:00 p.m.
3. Check-in early.
Check-in opens at 12:00 noon with wine tasting starting at 1:00 p.m. An early check-in gives you time to enjoy lunch, plan your tasting route, and take advantage of some crowd-free moments before the sipping begins.
4. Plan your path.
This year, more than 35 local businesses are hosting wine stations. From art galleries to skincare boutiques to real estate offices, the list is a “Who’s Who” of downtown LO—including favorites like Wizer’s Fine Wines, glassybaby, City Home, Wishbone Home & Design, R. Bloom’s, Adorn, Golden, Grapevine, Lawrence Gallery, Willamette Valley Vineyards, and Meraki Medical Aesthetics.
With over 70 wines to choose from, and 12 pours, you’ll want to map out your favorites first—just in case something runs out later in the day.
5. Dress for the weather.
October in Oregon is unpredictable. We’ve had Wine Walks in glorious sunshine and ones with a few sprinkles, so check the forecast and dress in layers. Comfortable walking shoes are a must—and don’t forget a tote bag for any goodies or wine you purchase along the way.
6. Hydrate.
Yes, the wine is delicious. But water is your best friend during this four-hour stroll. Be sure to stop for water now and then—you’ll thank yourself the next day.
7. Try something new.
One of the best things about this event is that it encourages exploration. Try wines you’ve never heard of. Walk into shops you’ve passed but never entered. The Wine Walk makes it easy to discover new favorites—both in the glass and on the map.
8. Take photos.
Document your day! 📸 Snap pics of wines you loved, places you visited, and good times with friends. You’ll want a record of the labels you liked for your next wine run—and you’ll be glad to have memories of a very Lake Oswego kind of afternoon.
Whether you’re a returning regular or first-timer, the 2026 LO Wine Walk is a community event you don’t want to miss. See you downtown on Saturday, October 3, with glass in hand!
Don’t miss out on a reason to Love Lake Oswego. Click the “Sign me up” button in the top right-hand column and receive weekly updates to our blog. And if you’re in the market for a house where you can drink all that wine, give one of us a call. We’d love to help make your next move your best one!
If you’re shopping for a home in Lake Oswego, you’ve probably come across listings that advertise “lakefront,” “lake easement rights,” or “lake access.” More recently, you may have also heard about public access to Oswego Lake following years of legal challenges.
So, what do these terms actually mean?
The answer can have a significant impact on a home’s value, lifestyle, and long-term enjoyment. Here’s a straightforward guide to understanding the three different ways people can enjoy Oswego Lake.
Option 1: Owning a Home on Oswego Lake
This is the gold standard of lake living.
Lakefront homeowners own property that directly borders Oswego Lake, allowing them to enjoy immediate access from their own backyard. Depending on the property, owners may have a private dock, boat lift, swimming area, or shoreline seating.
For many buyers, the appeal is obvious:
Walk from your patio to your dock.
Keep your boat at home.
Paddleboard or kayak whenever you’d like.
Enjoy waterfront views every day.
Not All Lakefront Homes Offer the Same Experience
Even among lakefront homes, there is a hierarchy. Generally speaking, homes on the main lake command the highest prices, followed by canal-front properties. But each offers its own unique advantages.
Main lake homes provide immediate access to open water, allowing homeowners to leave the dock and head straight out for waterskiing, wakeboarding, or cruising. Canal-front homeowners, on the other hand, enjoy a leisurely ride through the neighborhood canals before reaching the main lake, where higher speeds are permitted.
For many canal owners, that peaceful journey is part of the appeal. The quiet canals create a more tranquil setting, with less boat traffic and noise, making morning paddleboard rides, kayaking, or simply relaxing by the water especially enjoyable.
Canal-front properties also tend to offer larger, flatter backyards, giving homeowners the best of both worlds: private lake access and generous outdoor living space. While there are certainly exceptional main lake estates with expansive grounds, many main lake homes are built on steeper lots to maximize panoramic water views, often resulting in smaller or more sloped backyards.
Ultimately, the “best” choice comes down to lifestyle. Some buyers prioritize immediate access to open water and sweeping lake views, while others value a quieter setting and a larger yard for entertaining, gardening, or simply enjoying time outdoors.
Understanding the Costs of Lakefront Ownership
Lakefront living comes with incredible benefits, but it’s also important to understand the ongoing costs associated with owning property on Oswego Lake.
In addition to regular property taxes and home maintenance, lakefront homeowners are typically members of the Lake Oswego Corporation (LOC), the private entity that owns and manages Oswego Lake. Annual assessments help fund the operation and maintenance of the lake, including water quality management, dam maintenance, aquatic vegetation control, dredging, safety programs, and other improvements that keep the lake healthy and enjoyable for everyone who uses it.
Depending on the property, owners may also incur additional expenses for maintaining private docks, boat lifts, seawalls, or shoreline improvements. If a home is part of a homeowners association, there may be HOA dues as well.
While these costs are an important part of lakefront ownership, many homeowners view them as a worthwhile investment in preserving one of Lake Oswego’s most unique and desirable amenities. The result is a well-maintained lake that continues to support boating, swimming, paddleboarding, fishing, and waterfront living while helping protect long-term property values.
As with any home purchase, it’s important to understand the specific assessments, memberships, and maintenance responsibilities associated with an individual property before closing. A knowledgeable local Realtor can help you identify these costs early in the buying process so there are no surprises.
Option 2: Lake Easement Rights
This is where many buyers have questions.
A lake easement gives certain property owners the right to use Oswego Lake through a designated neighborhood access point—even though they don’t own waterfront property.
These rights are attached to specific properties, not to the individual owner. In other words, if a home has valid lake easement rights, those rights generally transfer with the property when it’s sold. They aren’t something that can be bought separately or added later simply because someone lives nearby. Eligibility is based on historic deeds and covenants established decades ago.
What does an easement typically include?
Every easement association is a little different, but many offer amenities such as:
Swimming areas
Shared docks
Boat slips (sometimes available through a waiting list or additional fee)
Canoe, kayak, and paddleboard storage
Picnic tables and gathering areas
Seasonal social events
Some easements are quite modest, while others feel like private waterfront parks with extensive amenities.
Because each easement is unique, it’s important to understand exactly what comes with a particular property before purchasing.
Not All Easements Are Created Equal
One of the biggest misconceptions is that all lake easements offer the same experience.
They don’t.
Lake Oswego has 20 recognized easement areas, and each has its own membership structure, facilities, dues, and rules. Some have large sandy beaches and expansive gathering spaces. Others are designed primarily for launching kayaks or storing watercraft. Some have restrooms, boat slips, or community docks, while others are much simpler. The Lake Oswego Corporation recognizes easement privileges based on recorded property rights, and each easement association manages its own operations and amenities.
That’s one reason working with a Realtor who understands the differences can be so valuable. Two homes with “lake easement rights” may offer very different experiences. Here’s a previous blog that breaks down the differences among the different easements.
Option 3: Public Access to Oswego Lake
This is the newest—and perhaps most talked-about—way to access Oswego Lake.
Following years of litigation over public access, court rulings have required the City of Lake Oswego to provide public access from Lower Millennium Plaza Park. The implementation and scope of that access have evolved as legal proceedings have continued, so it’s a topic that remains closely watched.
It does not provide membership in an easement association or access to private easement parks, docks, boat slips, or neighborhood amenities. Instead, it provides a designated point where members of the public may access the water with non-motorized watercraft and in accordance with the City’s rules and any applicable court orders. You can read the rules here.
All Lake Oswego residents also have access to the Lake Oswego Swim Park during its summer hours from July 1 through August 31. And all Lake Oswego residents who live within the original Lake Grove School District boundary have access to the Lake Grove Swim Park.
The answer depends on the lifestyle you’re looking for.
Lakefront ownership offers unmatched convenience, privacy, and direct access—but it also comes with the highest price tag.
Lake easement rights can be an excellent alternative, giving homeowners access to the lake and many recreational amenities without the cost of waterfront ownership.
Public access allows everyone to enjoy Oswego Lake from designated public access points, but it doesn’t include the private amenities associated with lakefront ownership or neighborhood easements.
Why This Matters When Buying a Home
One of the biggest mistakes buyers make is assuming that every home “near the lake” comes with lake access.
In reality, two homes on the same street can have completely different lake privileges. One may include access to a beautiful easement with docks and swimming areas, while the home next door may have no private lake rights at all.
That’s why it’s essential to verify exactly what a property includes before making an offer. The Lake Oswego Corporation even provides an address lookup tool to determine whether a specific property has recognized lake easement privileges.
The Bottom Line
Oswego Lake is one of the defining features of Lake Oswego, but not all access is the same. Understanding the difference between lakefront ownership, deeded lake easement rights, and public access can help you make a more informed decision and avoid surprises after closing. Whether you’re dreaming of a private dock, a neighborhood swim park, or simply enjoying time on the water, knowing exactly what comes with a property is just as important as the home itself.
If you’re considering buying in Lake Oswego, we’d be happy to help you understand these nuances and which neighborhoods and homes will deliver the benefits you are looking for at a price you can afford. Give us a call.
If you’re wondering why people love living in Lake Oswego, September offers the perfect answer. Summer isn’t quite ready to let go, the farmers market is still in full swing, wine events return, community gatherings continue, and there’s no shortage of opportunities to learn something new, get outdoors, or connect with your community.
Whether you’re a longtime resident or thinking about making Lake Oswego home, here are some of the best events happening around town this September.
September 5 | Lake Oswego Farmers’ Market
The award-winning Lake Oswego Farmers’ Market is celebrating its 25th season, and September is one of the best times to visit. Shop fresh Oregon produce, artisan foods, baked goods, flowers, handcrafted gifts, and enjoy live music while the kids participate in the popular Farm Fresh Kids program.
Date: Saturdays throughout September (Sept. 5, 12, 19 & 26)
Time: 8:30 a.m. – 1:30 p.m.
Location: Millennium Plaza Park, 200 First Street
Cost: Free admission
September 5 | Southern Hemisphere Wine Flights at Zupan’s
Take your taste buds on an international journey without leaving Lake Oswego. This self-paced tasting features exceptional wines from Australia, New Zealand, and South Africa, making it a perfect afternoon stop for wine lovers.
Date: Saturday, September 5
Time: 1:00 – 3:00 p.m.
Location: Zupan’s Market, Lake Oswego 16380 Boones Ferry Rd.
Meet local mixed-media artist Susan Schenk as she shares how she transforms vintage atlas pages into stunning dimensional artwork. Guests can even try the techniques themselves during this interactive presentation.
Date: Sunday, September 6
Time: 2:00 – 3:00 p.m.
Location: Lake Oswego Public Library, 706 Fourth Street
Cost: Free
September 8 | Pints from the Past
History buffs won’t want to miss this fascinating presentation on the legendary 1962 Columbus Day Storm, one of the Pacific Northwest’s most devastating weather events. Author and speaker Sig Unander brings local history vividly to life.
Date: Tuesday, September 8
Time: Doors open 6:30 p.m.; presentation begins at 7:00 p.m.
Location: To Be Announced
Cost: Free
September 10 | Long Shadows Wine Dinner
Enjoy an elegant multi-course dinner paired with acclaimed wines from Washington’s celebrated Long Shadows Winery. Seating is extremely limited, making this one of the month’s premier culinary experiences.
The Lakewood Center brings this 1936 Pulitzer Prize-winning comedy to the stage. Find out what happens when the lifestyles and philosophies of two sets of future in-laws collide.
Date: September 11 – October 18
Time: Wednesdays, Thursday, Fridays and Saturdayas at 730 p.m.; Sunday Matinees and Saturday matinees on September 16 and October 10 at 2:00 p.m. WOW night (Wine or Whiskey) on September 30th.
Location: Lakewood Center for the Arts, 368 S. State Street
Sometimes the simplest events are the sweetest. Stop by Zupan’s for freshly piped cannoli from Bella’s Italian Bakery—a delicious monthly tradition.
Date: Saturday, September 12
Time: 11:00 a.m.
Location: Zupan’s Market
Cost: $5
September 15 | The AI Toolkit Series
Curious about ChatGPT, Copilot, or other AI tools? This free hands-on class from the Lake Oswego Public Library is designed to help beginners understand artificial intelligence while learning how to use it safely and effectively. Titled, “Demystifying AI: Intro to AI (Part 1) Foundations for Everyday Use,” the class will repeat October 20. Participants are asked to bring smartphones, laptops or tablets with internet access.
Date: Tuesday, September 15
Time: 2:00 – 3:30 p.m.
Location: Lake Oswego Adult Community Center, 505 G Avenue
Cost: Free, but register by calling 503.635.3758
September 19 | Historic First Addition Walking Tour
Explore one of Lake Oswego’s most beloved neighborhoods with a guided walking tour through historic First Addition. Learn about the people, homes, and businesses that helped shape the original City of Oswego.
Enjoy live music, local food, and a relaxed community atmosphere during the final Live & Local event of the season. Grab dinner from a food truck, sip a local beer or wine, and enjoy a beautiful September evening with neighbors.
Date: Thursday, September 24
Time: 4:00 – 8:00 p.m.
Location: Lake Oswego Recreation & Aquatic Center (LORAC),17525 Stafford Rd.
Cost: Free admission (food & beverages available for purchase)
September 24 | Emergency Preparedness Fair
National Preparedness Month is the perfect reminder to prepare for whatever comes our way. This family-friendly event includes emergency vehicles, live demonstrations, giveaways, preparedness workshops, children’s activities, and the opportunity to meet Lake Oswego’s first responders—including K9 Shadow.
Date: Thursday, September 24
Time: 4:00 – 6:00 p.m.
Location: Lake Oswego City Hall, 380 A Avenue
Cost: Free
September 26 | Creating Backyard Habitat Workshop
Want to make your yard more wildlife-friendly? Learn how to create native habitat that supports birds, pollinators, and other local wildlife while discovering the Backyard Habitat Certification Program.
Date: Saturday, September 26
Time: 9:00 – 11:00 a.m.
Location: Tryon Creek State Natural Area Classroom, 11321 SW Terwilliger Blvd.
Wrap up the month with an international film at Lake Theater & Café. This free screening of Panda Plan (presented in Mandarin with English subtitles) is followed by a community discussion.
Date: Tuesday, September 29
Time: 5:30 – 8:00 p.m.
Location: Lake Theater & Café, 106 N. State Street
Cost: Free (food and drink purchases encouraged)
There’s Always Something Happening in Lake Oswego
From farmers markets and wine tastings to neighborhood walks, educational programs, and family-friendly festivals, September is packed with opportunities to enjoy everything that makes Lake Oswego such a vibrant place to live. Whether you’re exploring a new hobby, supporting local businesses, or simply enjoying the changing seasons, these community events are a great reminder that life here extends far beyond beautiful homes—it’s about being part of a connected, active, and welcoming community.
If you’d like to explore being part of the Lake Oswego community, give us a call. We’d love to help make that happen!
Kevin Costello kevin.costello@cascadehasson.com 503.939.9801
If you’ve been following the Lake Oswego real estate market, you may have noticed something interesting: while the market as a whole has become more balanced, not all homes are created equal. Some properties are still attracting multiple offers within days, while others linger on the market for weeks or even months.
So what’s the difference?
It comes down to understanding what today’s buyers want—and pricing accordingly.
Single-Level Living Is More Popular Than Ever
If I had to identify the hottest segment of the Lake Oswego market right now, it would be updated single-level homes, particularly those in the 2,000 to 2,500 square-foot range.
These homes consistently generate strong interest and often receive multiple offers.
Why? Because they check so many boxes for one of Lake Oswego’s fastest-growing buyer groups.
Many people relocating to Lake Oswego are empty nesters or retirees who love the idea of staying in a beautiful home without having to navigate stairs every day. Others simply recognize that buying a home they can comfortably live in for years to come is a smart long-term investment.
The result? Buyers are often willing to pay a premium for the right home.
Updated Homes Have an Even Bigger Advantage
It’s not just the floor plan that matters.
An updated single-level home is even more desirable.
Today’s buyers are busy. Many are relocating from out of state, downsizing from a larger home, or simply don’t have the time, energy, or desire to tackle remodeling projects. Rising construction costs, longer contractor timelines, and uncertainty around renovation expenses have made move-in-ready homes especially attractive.
A beautifully updated kitchen, modern bathrooms, fresh finishes, and quality landscaping can dramatically increase buyer interest because people want a home they can enjoy immediately.
Another Floor Plan Buyers Are Seeking
While single-level homes continue to attract significant attention, there’s another layout that consistently stands out in today’s Lake Oswego market.
Homes featuring:
Four bedrooms on the upper level
A dedicated office or flex room on the main floor
Open-concept living spaces
Kitchens that flow into the main living area
Easy indoor-outdoor living
…continue to generate strong buyer interest.
This layout offers tremendous flexibility. A main-level office provides a quiet workspace for those who work remotely, while having the bedrooms grouped together upstairs creates separation between living and private spaces. It’s a floor plan that accommodates a wide variety of lifestyles and continues to be one of the most requested configurations among today’s buyers.
The Right Price Still Matters
Even in highly desirable neighborhoods, buyers won’t overlook an overpriced home.
One of the biggest mistakes sellers make is assuming that because certain homes are selling quickly, every home will.
The reality is that condition, updates, location, floor plan, and pricing all work together.
If your home needs cosmetic updates or hasn’t been renovated recently, pricing becomes even more important. Buyers today are savvy. They compare homes online before ever stepping through the front door, and they quickly recognize when a home is priced above what the market is willing to pay.
Sometimes the best strategy isn’t pricing at the very top of the market—it’s pricing strategically to create excitement, maximize showings, and encourage multiple offers.
A Recent Example
We were recently involved in a competitive multiple-offer situation on one of these highly desirable homes. It was a reminder that while headlines often talk about a “balanced market,” buyers are still competing aggressively for the right property.
The difference isn’t that every home is receiving multiple offers.
It’s that the best homes are.
That’s why understanding buyer behavior is so important.
Why We Encourage Buyers to Pursue Desirable Homes
One piece of advice we often give buyers surprises people:
Don’t be afraid to write an offer on the house everyone else wants.
At first glance, that may sound counterintuitive. Why compete?
Because exceptional homes tend to remain exceptional.
A well-located, thoughtfully designed home with timeless appeal doesn’t just attract buyers today—it often attracts buyers years from now when it’s time to sell.
We’ve seen this pattern repeat itself over and over. Homes that command strong interest when you purchase them frequently become the homes that command strong interest when you decide to move.
Buying the right house often matters more than simply buying the easiest one to get.
Local Knowledge Makes All the Difference
Whether you’re buying or selling, understanding the nuances of Lake Oswego’s neighborhoods has never been more valuable.
For buyers, it’s about recognizing when a home is truly worth competing for—and knowing how to structure an offer that stands out without paying more than necessary.
For sellers, it’s about identifying what today’s buyers value most and pricing your home strategically to generate maximum interest rather than letting it sit on the market.
Every neighborhood, every floor plan, and every price point behaves a little differently. That’s why broad market statistics only tell part of the story.
The Bottom Line
The Lake Oswego market isn’t simply “hot” or “slow”—it’s highly selective. Updated single-level homes and homes with highly functional layouts continue to attract significant attention while homes that miss the mark on condition or pricing may take longer to sell. Success in today’s market comes from understanding what buyers value, recognizing opportunities when they arise, and having a strategy that’s tailored to the specific home—not just the market as a whole.
Whether you’re hoping to find one of Lake Oswego’s most sought-after homes or wondering how to position your own home for multiple offers, having a Realtor who understands the local market at a neighborhood-by-neighborhood level can make all the difference.
That’s where we come in. With over 35 years’ experience both living in and selling real estate in Lake Oswego, we understand the nuances of the market that give our clients the upper hand in negotiating a sale. We’d be honored to work with you.
Your calendar may tell you that Christmas is four months away, but that’s not too soon to register for a yuletide ride on the historic Willamette Shore Trolley. This 45-minute ride, that leaves from the Willamette Shore Trolley station on State Street, entertains guests with holiday lights, sweet treats, carols, and a visit from a very special guest from the North Pole.
This holiday tradition takes place over the weekend of December 11-13 with 16 rides scheduled at. At the time of this posting, 11 of those were already full so if it sounds like something you’d like to include in your holiday festivities, be sure to register today! Tickets are $25 for passengers 13 and older; $20 under 13.
Another popular holiday tradition that fills up quickly is the horse drawn wagon rides through downtown Lake Oswego before Thanksgiving. This year those take place on Saturday, November 21 from Millennium Plaza Park and last about 20 minutes. Reservations are required for rides on the hour (9:00 a.m., 10:00 a.m., 11:00 a.m. and 12:00 p.m.) and those have already been taken. So mark it on your calendar for next year to buy those tickets the first day that registration opens up for Lake Oswego Parks and Recreation activities. (This year that date was August 1).
The good news? Rides departing on the half-hour are available on a first-come, first-served basis, and tickets can be purchased on-site. Admission is $15 for adults and $10 for children ages 12 and younger.
More good news? The Annual Tree Lighting Festival rings in the holiday season the day after Thanksgiving and is free and doesn’t require registration. Festivities include music, holiday marketplace, letters to Santa, sweet treats, photos with the big guy in red and more! This year’s celebration takes place on Friday, November 27 beginning at 5:30 p.m. in Millennium Plaza Park.
Even more good news? You can get a jumpstart on the holiday spirit by reading Riley’s novel, Waiting for December, available on Amazon.
The moral of the story though? In Lake Oswego, it’s never too early to start planning for Christmas.
It’s also never too early to start looking for a good Lake Oswego Realtor. With over 35 years’ experience living here and helping others buy and sell homes, we’d love to put our experience to work for you. Please reach out and see how we can help you.
Kevin Costello kevin.costello@cascadehasson.com 503.939.9801
One of the things that makes Lake Oswego such a special place to call home is that it’s a community that genuinely values health, connection, and quality of life. Whether you’re looking for a new fitness routine, curious about the latest wellness trends, or simply searching for a fun way to spend a summer evening with the family, the Lake Oswego Wellness Fair is worth adding to your calendar.
On Thursday, August 13, from 5:00 to 8:00 PM, Millennium Plaza Park transforms into a hub for healthy living as the Lake Oswego Chamber of Commerce and Legacy Health Meridian Park Medical Center host this free, family-friendly community event.
Discover Local Health & Wellness Resources
With more than 35 health and wellness providers participating, the Wellness Fair is designed to introduce residents to the incredible services available right here in and around Lake Oswego.
You’ll have the opportunity to:
Visit interactive booths and exhibits
Receive health screenings and wellness assessments
Learn from educational presentations
Meet local health professionals
Explore fitness, nutrition, beauty, and senior care resources
Ask questions in a relaxed, welcoming environment
Whether you’re focused on preventive care, staying active, aging well, or simply discovering new ways to improve your overall well-being, there’s something here for every stage of life.
Meet the Experts
One of the best parts of the Wellness Fair is the chance to connect face-to-face with local professionals who are passionate about helping our community thrive. Whether you’re looking to improve your fitness, plan for the future, care for an aging loved one, or simply feel your best, you’ll find knowledgeable experts ready to answer questions and share valuable resources.
Here’s just a sampling of what you’ll discover:
🏃Fitness & Movement Explore new ways to stay active with local favorites including Azend Hot Yoga & Wellness, BODY20 Lake Oswego, FastFit, Fit Alliance, Orangetheory Fitness, RECS Partners (Pickleball), and The Bar Method.
❤️Health & Medical Care Meet healthcare professionals from Legacy Health – Meridian Park Medical Center, Oswego Medical/First Nurses, HealthSource of Lake Oswego, Form & Function Chiropractic, The Injury Clinic, Tualatin Acupuncture & Integrative Medicine, Inner Ear Balance & Hearing Center, Evergreen Factor, Prime IV Hydration & Wellness, Rise Modern Wellness, and Zenia Mobile IV.
✨Beauty & Aesthetics Learn about skincare, wellness, and aesthetic services from Luxe Atelier, Meraki Medical Aesthetics, Summer Aesthetics & Wellness, Terra Aesthetics, Tres Chic Salon & Med Spa, and Floral Alchemy Wellness.
💆Recovery & Self-Care Discover services designed to help you feel your best, including Healing Hands Massage and Centered Flow Therapeutics, along with other providers focused on whole-body wellness.
👵Healthy Aging & Senior Resources Families caring for older adults will find valuable information from Alzheimer’s Association – Oregon Chapter, CarePatrol of Portland, Changing Places, Freestone Senior Connect, Hello Everyday, McCreery Benefits – Medicare Advisors, Oswego Place Assisted Living, Serengeti Care, Solera Senior Advisors, and Visiting Angels.
💡Everyday Wellness & Community Resources You’ll also have the opportunity to connect with organizations offering guidance on emergency preparedness, estate planning, financial wellness, technology coaching, and community resilience, including Affordable Estate Planning, Contego Modern Readiness, Firenze Wealth Management, Kristi Waits Tech, OnPoint Community Credit Union, Lake Oswego Health & Resiliency Advisory Board, and Clackamas Women’s Services.
No matter where you are on your wellness journey, you’re likely to leave with a few new ideas, local connections, and resources you didn’t even know existed.
Meet Your Local First Responders
Families will also have the chance to connect with members of the Lake Oswego Fire Department and Lake Oswego Police Department, making this an enjoyable and educational stop for kids and adults alike.
Why Events Like This Matter
As a Realtor, people often ask what makes Lake Oswego different from other communities. It’s not just the beautiful neighborhoods, excellent schools, parks, and lake access—it’s the strong sense of community.
Events like the Wellness Fair bring together local businesses, healthcare providers, nonprofits, and neighbors in a way that reminds us that Lake Oswego isn’t simply a place to live—it’s a place that invests in helping its residents thrive.
Whether you’ve lived here for decades or recently moved to the area, this is a wonderful opportunity to discover new local businesses, build relationships, and learn about services that can help you and your family live healthier lives.
Event Details
Lake Oswego Wellness Fair
📅 Thursday, August 13
🕔 5:00 PM – 8:00 PM
📍 Millennium Plaza Park
💲 FREE Admission
👨👩👧👦 Family-Friendly
For the latest list of participating vendors and event updates, visit the Lake Oswego Chamber of Commerce’s Wellness Fair page.
If you’re considering making Lake Oswego your home, events like this offer a glimpse into what residents love most: a vibrant, connected community where healthy living and neighborly spirit go hand in hand.
Let us be your resource for all things Lake Oswego, especially when it comes to buying or selling a home in Lake Oswego, discovering what it’s really like to live in Lake Oswego, best neighborhoods, best easements and more! With over 35 years of calling Lake Oswego home and helping others do the same, we’d love to be your Lake Oswego experts.
August 8 is National Pickleball Day, and if you live in or near Lake Oswego, you’ve got good options to celebrate the fastest-growing sport in America. Whether you’re picking up a paddle for the first time or you’re already deep into league play, here’s your local guide to where to get on a court this month.
LORAC (Lake Oswego Recreation & Aquatics Center)
Start close to home. LORAC’s 7,250-square-foot gymnasium, offers three dedicated indoor courts as part of a multi-sport space that also hosts basketball and volleyball. Open play runs on a rotation system with assigned skill levels, so it stays friendly and non-competitive no matter where you’re at in your game.
Good to know:
Check the LORAC gym schedule for open play hours before you head over, since times shift around other gym programming
Joining the local LORAC Pickleball group on the TeamReach app is a good way to stay looped in on schedule changes and find people to play with.
Mountain Park Racquet & Fitness Club
A few minutes away, Mountain Park is the more established option for LO players who want a serious pickleball setup. The club underwent a major renovation that added dedicated pickleball courts alongside its longtime tennis program, and it now offers 10 total courts — 6 indoor, 4 outdoor, with several lit for evening play.
Good to know:
Membership is required to play, and you’ll need to bring your own net
A pickleball pro is on staff for lessons, clinics, and open play sessions
Located at 3 Botticelli St, Lake Oswego — easy to reach from most parts of town
The club is partnered with West Hills Racquet and Fitness Club so it’s a two-for-one deal, opening up even more pickleball and fitness opportunities for you; although West Hills is located about 20 minutes away from Lake Oswego
If you’re looking for a club environment with year-round indoor access and a built-in pickleball community, this is the spot.
Pickleball Kingdom Tigard
For a bigger night out, head to Tigard. Pickleball Kingdom opened its Tigard location in a converted 42,000-square-foot former retail space, and it’s genuinely one of the largest dedicated indoor pickleball facilities in the Portland area — 13 individually fenced courts with outdoor-style playing surfaces, premium lighting, and video technology on every court.
Beyond open play, the facility hosts leagues, tournaments, clinics, and youth programs, plus a pro shop and two event spaces for parties or corporate gatherings
A mezzanine viewing area makes it easy to bring along non-playing friends or family
It’s about a 10 to 15-minute drive from downtown Lake Oswego, and worth it if you want the full-scale club experience with the most court variety in one building.
RECS (Tualatin location)
RECS is Portland’s homegrown indoor pickleball community with two locations. The Tualatin club is the closer of the two for Lake Oswego players, offering a full slate of open play, leagues, and lessons in a space built around a “hang out and stay awhile” social vibe.
Good to know:
RECS Tualatin: 8380 SW Nyberg St, Tualatin, OR
The original, larger RECS location is in Clackamas at 17015 SE 82nd Dr, with 9 indoor courts
Both locations offer memberships plus a non-member visitor punch card, so you don’t have to commit to try it out
Expect round robins, clinics, private lessons, and themed events like black-light “glow” pickleball
On-site food and drink, including grab-and-go options and beer on draft at the Clackamas club
THE BAY CLUB AND STAFFORD HILLS CLUB
Both these premier fitness clubs offer pickleball opportunities and are within a 10-15 minute drive from downtown Lake Oswego. Club membership is required to play. Check online for more information.
Good to know:
Bay Club, 18120 SW Lower Boones Ferry Road in Tigard
With four solid venues within a short drive of each other, there’s no excuse not to get out and play some pickleball and learn what all the hoopla is about. Grab a paddle and get out there.
Recreational opportunities are just one of the reasons people love living in Lake Oswego. Subscribe to our blog to learn more. And give us a call. We’d love to show you around and help you see why Lake Oswegans love living here.
Summer is in full swing, and there’s no shortage of reasons to get out and enjoy everything Lake Oswego has to offer this August. Whether you’re looking for live music, family activities, thought-provoking community conversations, outdoor adventures, or a chance to support local farmers and businesses, there’s something happening nearly every week. Here are some of the highlights to add to your calendar.
August 1–31 | StoryWalk®: Hello Day
📅 Date: August 1–31, 2026 🕒 Time: 8:00 a.m.–5:00 p.m. (daily) 📍 Location: East Waluga Park, 15505 Quarry Road 💲 Cost: Free 📝 Registration: None required
Take a self-guided stroll through East Waluga Park while enjoying Hello Day, a charming StoryWalk® installation written and illustrated by Charlie Mylie. Perfect for families with young children, this interactive experience combines reading and walking, encouraging kids to enjoy nature while discovering the joy of books.
August 1 | Seed to Stewardship: Garden Walk & Seed Harvesting
🕒 Time: 10:00 a.m.–12:00 p.m. 📍 Location: Woodmont Park, 13600 Atwater Lane 💲 Cost: Free 👥 Ages: 18+ 📝 Registration:Required (limited to 25 participants)
Curious about seed saving, native plants, and supporting local ecosystems? Join the Oswego Lake Watershed Council for a guided garden walk exploring pollinators, seasonal plants, biodiversity, and watershed health. This hands-on program is part of the Adult Summer Library Challenge and is ideal for gardeners and nature enthusiasts.
Spend a relaxing Saturday afternoon sampling a curated selection of Greek wines paired with chef-crafted bites. This self-paced tasting features crisp whites, refreshing rosés, bold reds, and Mediterranean-inspired flavors in Zupan’s charming breezeway.
August 4 | National Night Out
🕒 Time: 5:00–9:00 p.m. 📍 Location: Neighborhood gatherings throughout Lake Oswego 💲 Cost: Free 📝 Registration: Neighborhood hosts should register their event with the City.
National Night Out is one of Lake Oswego’s favorite annual traditions. Neighbors gather for block parties, potlucks, barbecues, games, and music while getting to know one another. Registered neighborhood events may receive visits from police officers, firefighters, the Library’s Rover Bookmobile, and other City staff.
August 4 | Bryant & Blue Heron National Night Out Celebration
🕒 Time: 6:00–8:00 p.m. 📍 Location: Lakeridge Middle School 💲 Cost: Free 📝 Registration: RSVP encouraged through Bryant Neighborhood Association
Residents of Bryant and Blue Heron are invited to celebrate together with food, community activities, and an opportunity to connect with neighbors in a fun, family-friendly atmosphere.
August 5 | Programs in the Park: End of Summer Party
Celebrate the conclusion of the Summer Library Challenge with an afternoon of music, balloon art, crafts, games, and entertainment. Red Yarn and the Balloon Ninja headline this fun-filled event that’s perfect for families with young children.
Grab a lawn chair and enjoy an evening of live music as Wild Boys brings the unforgettable hits of Duran Duran to Westlake Park. Part of Lake Oswego’s popular Wednesday Concert Series, this outdoor performance promises plenty of nostalgic fun.
August 6 | Monuments & Memorials: An Oregon Humanities Conversation
🕒 Time: 2:30–4:00 p.m. 📍 Location: (See registration page for venue details.) 💲 Cost: Free 📝 Registration:Required (limited seating)
Join artist Michael Bernard Stevenson Jr. for a thought-provoking community conversation exploring how we remember history, who decides what is commemorated, and the evolving role of public monuments. Presented in partnership with Oregon Humanities and several local organizations, this event encourages meaningful dialogue and civic engagement.
Every Saturday in August | Lake Oswego Farmers’ Market
🗓 Dates: August 1, 8, 15, 22 & 29 🕒 Time: 8:30 a.m.–1:30 p.m. 📍 Location: Millennium Plaza Park, 200 First Street 💲 Cost: Free to attend
One of the city’s signature events, the Lake Oswego Farmers’ Market celebrates its 25th season this year. Browse fresh local produce, artisan breads, seafood, cheeses, flowers, handmade goods, and prepared foods while enjoying live music from 10:30 a.m. to 12:30 p.m. Families can also participate in the Farm Fresh Kids Program, and shoppers using SNAP benefits can take advantage of matching funds each week.
August 7 | Zupan’s Tapas & Paella Dinner
🗓 Date: Friday, August 7, 2026 🕠 Time: 5:30 p.m. 📍 Location: Zupan’s Market, 16380 Boones Ferry Road 💲 Cost: $175 per person 🎟 Registration:Advance tickets required.
If you love exceptional food and wine, this intimate culinary experience is one you won’t want to miss. Zupan’s chefs Alex and Michael will prepare several dishes tableside while guests enjoy an evening inspired by the flavors of Spain. The multi-course menu features tapas favorites, two styles of authentic paella, thoughtfully selected Spanish wines, house-made sangria, and a decadent dessert. It’s a memorable evening perfect for date night or celebrating a special occasion.
August 8 | Guided Tour of the Rogerson Clematis Garden
🗓 Date: Saturday, August 8, 2026 🕥 Time: 10:30 a.m.–12:00 p.m. 📍 Location: Rogerson Clematis Garden at Luscher Farm, 125 Rosemont Road, West Linn 💲 Cost: Free 👥 Ages: 18+ 🎟 Registration:Required (limited to 50 participants)
Did you know one of North America’s premier collections of clematis is just minutes from downtown Lake Oswego? Join the Friends of the Lake Oswego Public Library and the Friends of the Rogerson Clematis Collection for a guided tour through more than 960 varieties of clematis, along with hundreds of companion plants. Whether you’re an avid gardener or simply appreciate beautiful landscapes, this fascinating tour is sure to inspire.
Whether you’re an avid gardener or simply appreciate beautiful landscapes, this fascinating tour is sure to inspire.
August 8 | Zupan’s Cannoli Second Saturday
🗓 Date: Saturday, August 8, 2026 🕚 Time: Beginning at 11:00 a.m. (until sold out) 📍 Location: Zupan’s Market, 16380 Boones Ferry Road 💲 Cost: $5 each
Sometimes the simplest events are the sweetest. Stop by Zupan’s Market for fresh cannoli from Bella’s Italian Bakery, piped to order with creamy ricotta filling. Arrive early—these popular treats often sell out quickly.
August 8 | Shakespeare in the Park: Macbeth
🗓 Date: Saturday, August 8, 2026 🕖 Time: 7:00–9:00 p.m. 📍 Location: Lower George Rogers Park, 611 S. State Street 💲 Cost: Free
Pack a blanket, bring a picnic dinner, and spend a summer evening under the stars enjoying Shakespeare’s Macbeth. Original Practice Shakespeare Festival (OPS Fest) presents lively, highly interactive performances inspired by Elizabethan theater traditions. The result is an entertaining, family-friendly production that makes Shakespeare approachable and fun for audiences of all ages.
August 9 | Sunday Concert Series: River City Riot! Brass Band
🗓 Date: Sunday, August 9, 2026 🕡 Time: 6:30–8:00 p.m. 📍 Location: Millennium Plaza Park, 200 First Street 💲 Cost: Free
Bring your dancing shoes as River City Riot! Brass Band brings the sounds of New Orleans to downtown Lake Oswego. Known for their energetic performances at Portland’s Waterfront Blues Festival and Mardi Gras celebrations, this talented group delivers an evening full of jazz, funk, and infectious rhythms.
August 12 | Family Movie Matinee
🗓 Date: Wednesday, August 12, 2026 🕑 Time: 2:00–4:00 p.m. 📍 Location: Lake Oswego Public Library 💲 Cost: Free
Beat the summer heat with an afternoon movie at the library. This family-friendly screening follows scientists who discover a way to communicate with animals by inhabiting lifelike robotic beavers—a fun adventure for children and parents alike.
August 12 | Wednesday Concert Series: Shoot To Thrill
🗓 Date: Wednesday, August 12, 2026 🕡 Time: 6:30–8:30 p.m. 📍 Location: Westlake Park, 14165 Bunick Drive 💲 Cost: Free
If classic rock is your soundtrack, don’t miss Shoot To Thrill, Portland’s premier AC/DC tribute band. Expect an evening of iconic guitar riffs, high-energy performances, and all the hits from both the Bon Scott and Brian Johnson eras.
August 13 | Tween Game Night
🗓 Date: Thursday, August 13, 2026 🕟 Time: 4:30–6:30 p.m. 📍 Location: Lake Oswego Public Library 💲 Cost: Free 👥 Ages: 5th–8th Grade 🎟 Registration: Required by calling the Informatioin Desk at 503.697. 6580.
Tweens are invited to an evening of board games, card games, snacks, and friendly competition. From Exploding Kittens to Taco Cat Goat Cheese Pizza and more, it’s a great opportunity to unplug, have fun, and make new friends before school begins.
Gather with other readers to discuss Villa Coco by Andrew Sean Greer at Lake Oswego’s new experiential bookstore. 4200 Mercantile Drive, Suite 720.
August 15 | Walking Tour: Historic Old Town
🗓 Date: Saturday, August 15, 2026 🕙 Time: 10:00–11:00 a.m. 📍 Location: Old Town Lake Oswego 💲 Cost: $10 members | $12 non-members
Explore the birthplace of Lake Oswego on this docent-led walking tour hosted by the Oswego Heritage Council. Learn about the city’s fascinating iron industry, early settlers, historic homes, and the stories that shaped today’s Lake Oswego during this leisurely one-mile walk. Sign-ups are full but you can join the waitlist online.
August 16 | Backyard Habitat Certification & Native Garden Tour
🗓 Date: Sunday, August 16, 2026 🕑 Time: 2:00–4:00 p.m. 📍 Location: Lake Oswego Public Library 💲 Cost: Free
Whether you have a large yard or a few patio containers, you’ll discover practical ways to create habitat for native birds, bees, butterflies, and pollinators. After the presentation, participants are invited to tour certified native gardens and learn about the Backyard Habitat Certification Program.
August 19 | Family Movie Matinee
🗓 Date: Wednesday, August 19, 2026 🕑 Time: 2:00–4:00 p.m. 📍 Location: Lake Oswego Public Library 💲 Cost: Free
Join Mario and Luigi as they embark on another family-friendly adventure across the stars in this entertaining animated sequel that’s sure to delight kids of all ages.
Celebrate Hatch chile season with an unforgettable Southwest-inspired dinner featuring bold flavors, wine pairings, and a chef-curated menu that showcases one of summer’s most anticipated ingredients.
August 22 | Portland Festival Symphony
🗓 Date: Saturday, August 22, 2026 🕖 Time: 7:00–8:30 p.m. 📍 Location: Foothills Park 💲 Cost: Free
Pack a picnic and enjoy one of Lake Oswego’s most beautiful summer traditions as Portland Festival Symphony performs outdoors at sunset. This family-friendly concert features classical favorites in one of the city’s most scenic parks.
August 23 | Sunday Concert Series: Arietta Ward
🗓 Date: Sunday, August 23, 2026 🕡 Time: 6:30–8:00 p.m. 📍 Location: Millennium Plaza Park
Enjoy an evening of soulful vocals as Portland music legend Arietta Ward brings her signature blend of jazz, blues, funk, soul, and R&B to downtown Lake Oswego.
August 25 | World Cinema Series: The Intouchables
🗓 Date: Tuesday, August 25, 2026 🕠 Time: 5:30–8:00 p.m. 📍 Location: Adult Community Center, 505 G Avenue 💲 Cost: Free
This month’s World Cinema Series features the acclaimed French film The Intouchables, followed by a discussion led by library staff. It’s a wonderful evening for film lovers and anyone interested in international cinema.
August 26 | Wednesday Concert Series: Radical Revolution
🗓 Date: Wednesday, August 26, 2026 🕡 Time: 6:30–8:30 p.m. 📍 Location: Westlake Park
Close out the Wednesday Concert Series with Radical Revolution, a high-energy band performing everyone’s favorite hits from the 1980s. Expect plenty of dancing, singalongs, and nostalgic fun.
August 27 | Live & Local at the LORAC
🗓 Date: Thursday, August 27, 2026 🕓 Time: 4:00–8:00 p.m. (Music: 5:00–7:00 p.m.) 📍 Location: Lake Oswego Recreation & Aquatic Center (LORAC)
One of Lake Oswego’s newest summer traditions continues with live music from Andrea Algieri of Mbrascatu, delicious smash burgers from Kristy’s Down Home Cookin’, and New Zealand-style ice cream from Twisted. It’s a wonderful way to spend a summer evening with friends and neighbors.
Through August 29–31 | Final Days at the Swim Parks
Before summer slips away, take advantage of Lake Oswego’s beloved swim parks. The Lake Oswego Swim Park remains open daily through August 31, while the Lake Grove Swim Park closes for the season on August 29. There’s still time for one last swim before school begins.
August 30 | Collector Car & Classic Boat Show
🗓 Date: Sunday, August 30, 2026 🕘 Time: 9:00 a.m.–3:00 p.m. 📍 Location: George Rogers Park & Sundeleaf Plaza
A Lake Oswego tradition for more than 25 years, this beloved event showcases beautifully restored collector cars, classic wooden boats, motorcycles, and bicycles. Be sure to stroll between George Rogers Park and Sundeleaf Plaza, and don’t miss the opportunity to take a ride on Oswego Lake aboard one of the classic boats. It’s a perfect outing for the entire family.Top of FormBottom of Form
Make the Most of August in Lake Oswego
One of the things that makes Lake Oswego such a special place to call home is its vibrant community calendar. Whether you’re sipping wine at a local market, shopping for fresh produce at the Farmers’ Market, enjoying a summer concert in the park, or meeting neighbors during National Night Out, these events showcase the welcoming, connected lifestyle that draws so many people to the area. If you’re considering making Lake Oswego your home, there’s no better way to experience the community than by getting out and enjoying everything August has to offer.
Turn to us when you are ready to move in, out or around Lake Oswego. We are your local Lake Oswego experts.
Kevin Costello kevin.costello@cascadehasson.com 503.939.9801
When people think about buying a home in Lake Oswego, they often assume they’ll need a budget well over $1 million just to get in the door. While it’s true that Lake Oswego is one of Oregon’s most desirable—and expensive—communities, today’s market tells a different story.
Right now, there are 59 detached single-family homes listed for under $1 million in Lake Oswego. That means buyers aren’t limited to condos or townhomes. They can still find traditional single-family homes in many of the city’s most desirable neighborhoods.
Even more surprising? These homes offer far more variety than you might expect.
Some Surprising Trends
One of the biggest misconceptions about this price range is that every home is a fixer.
Not even close.
Among the current listings you’ll find:
Brand-new construction
Mid-century ranches
Contemporary homes
Historic cottages
Traditional family homes
Daylight ranches
Homes with lake easement rights
Homes on oversized lots
Multi-generational floor plans
Remodel opportunities
There is far more diversity than many buyers expect. Homes range from compact cottages under 700 square feet to family homes exceeding 3,500 square feet.
Walkability is available at every price point. Buyers can find homes within walking distance of downtown Lake Oswego, Lake Grove Village, neighborhood parks, schools, restaurants, and grocery stores.
Lake access isn’t limited to waterfront estates. Several listings include deeded lake easements or membership opportunities that allow owners to enjoy Oswego Lake without paying waterfront prices.
Many homes have already been updated. While a few fixer opportunities remain, a significant number feature remodeled kitchens, new roofs, updated HVAC systems, modern bathrooms, and other major improvements, allowing buyers to move in without taking on a renovation project.
Entry-level Lake Oswego with surprising variety, including updated ranches, cottages, and even new construction in First Addition.
$750,000–$899,999
20
This is the sweet spot of the market, offering larger family homes, updated properties, and homes in many of Lake Oswego’s most desirable neighborhoods.
$900,000–$1,000,000
19
Buyers gain access to luxury-adjacent homes with 3,000+ square feet, premier neighborhoods, lake easements, and high-end renovations.
Nearly two-thirds of all detached homes under $1 million are priced below $900,000. That’s good news for buyers thinking $1 million is the entry price point into Lake Oswego. And here’s more:
Nearly 34% of the detached homes currently listed under $1 million in Lake Oswego have already reduced their asking price. That’s a healthy reminder that today’s market is very different from the frenzy of just a few years ago. Buyers have more choices, more time to evaluate homes, and, in many cases, more room to negotiate than they did during the peak seller’s market.
Here’s another way to look at it – by the numbers: Lake Oswego under $1 Million
🏡 59 detached homes available
💰 20 homes have reduced their price (34%)
📉 39 remain at their original asking price
🏠 0 detached homes under $500,000
🔑 20 homes priced from $500,000–$749,999
🌳 20 homes priced from $750,000–$899,999
✨ 19 homes priced from $900,000–$999,999
The Bottom Line
If you’ve been assuming that buying a detached home in Lake Oswego is out of reach unless your budget starts well above $1 million, today’s market may surprise you. With 59 detached homes currently available under $1 million, buyers have more choices than many realize—from charming cottages and updated ranches to new construction, homes with lake easement rights, and spacious family homes in some of the city’s most sought-after neighborhoods.
Even more encouraging, with about one in three sellers having already reduced their asking price, today’s market offers opportunities that simply weren’t available a few years ago. If Lake Oswego has been on your wish list, this might be the perfect time to take a fresh look—you may find that your dream of living here is more attainable than you thought.
The key is understanding where the value is, which neighborhoods best fit your lifestyle, and recognizing a great opportunity when it comes along. That’s where working with hyperlocal, experienced Realtors like ourselves comes in. We work with clients to ensure they make a wise investment choice when buying in Lake Oswego. If a home is priced too high, we’ll let you know. If a neighborhood doesn’t meet the requirements you’ve shared with us, we’ll tell you. We’re not interested in just making a sale. We’re committed to your making a wise investment.
One thing you’ll find is that most Lake Oswegans don’t want to leave Lake Oswego in the summer. This bingo card explains many of the reasons why. See how many activities you can check off before summer’s end.
You can find a guide to where to find the gnomes here.
Let us help you get the most out of living in Lake Oswego. As two of the top Lake Oswego Realtors, we take pride in helping our clients make their next move their best one! We’d love to put our expertise buying and selling Lake Oswego real estate as well as living here for over 35 years to work for you. Reach out and we’ll do our best for you.
Kevin Costello kevin.costello@cascadehasson.com 503.939.9801
I feel pretty lucky—I live where I work and I love where I live. As a Realtor in Lake Oswego, Oregon, I get to share that enthusiasm with clients every day. Through this blog, with the help of my freelance writer wife, Genita, I’d like to share that enthusiasm with you. Be sure to visit my website.
Due to the changing nature of activities in response to COVID-19, I am suspending this section of the blog temporarily but wish every mom out there a Happy Mother’s Day today!
52 Reasons to Love Lake Oswego 