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Jessie Simmons

Before moving home after college, I spent a decade working for the world’s top advertising agency, Wieden+Kennedy, in Portland, Oregon.
Jessie Simmons

Jessie Simmons

Hi! I’m Jessie – a Lake Chelan Real Estate agent with an extensive background in Marketing, Negotiating, Human Behavior and Project/Business Management.
 
I was born and raised in downtown Chelan and have spent 25 of my years in the Valley. Before moving home after college, I spent a decade working for the world’s top advertising agency, Wieden+Kennedy, in Portland, Oregon. I credit the advertising world with helping me hone the marketing and negotiation skills needed in the world of real estate!
 
I moved home because I love the tranquility of this beautiful lake town and my goal is to bring some of that feeling to your real estate experience – making it as smooth and relaxing as possible.
 
Take advantage of my local knowledge – I am looking forward to sharing this beautiful valley with you!

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Explore my exclusive listings.

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149 Clos Chevalle Road
149 Clos Chevalle Road, Chelan, WA 98816

Welcome to your private oasis in Clos CheValle, Lake Chelan's premier neighborhood for luxury living. 149 Clos Chevalle offers main-level living with guest rooms, a recreation room and a beautifully crafted wine room on the lower level. Take in sw...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$1,950,000
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542 Harvest Ridge Dr
542 Harvest Ridge Dr, Chelan, WA 98816

Lake views, luxury finishes & SHORT TERM RENTALS ALLOWED! Welcome to Lot 4 at HiLand Farms, Lake Chelan's newest resort-style community. This beautifully designed single-level home offers 2,214 sqft, 3 beds, 2.5 bath & a spacious 3 car garage. The...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$1,795,000
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548 Harvest Ridge Drive
548 Harvest Ridge Drive, Chelan, WA 98816

Welcome to HiLand Farms in beautiful Lake Chelan! SHORT TERM RENTALS ALLOWED in this new resort-style community, making this home an exciting opportunity for both personal enjoyment and investment. Lot 3 features the first completed home in the ne...

Provided by NWMLS, CB Cascade - Lake Chelan

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$1,795,000
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926 Long Drive
926 Long Drive, Chelan, WA 98816

Don't miss this beautiful new build by Sage Homes at Lake Hills in Lake Chelan! This sought-after, walkable neighborhood is just five minutes from downtown Chelan, offering the perfect balance of convenience and tranquility. Overlooking the city g...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$1,029,000
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922 Long Drive
922 Long Drive, Chelan, WA 98816

Welcome to Lake Hills, one of Lake Chelan's most desirable new neighborhoods. Built by Sage Homes, this brand-new 1,781 sq. ft. rambler offers the perfect blend of comfort, style and convenience just minutes from downtown Chelan. Designed with eas...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$935,000
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0 Lainey Lane
0 Lainey Lane, Manson, WA 98816

Own lots 1,2,3 and 5 of Wapato Heights in Manson. Wapato Heights is an easy-build neighborhood offering one-acre+ parcels & expansive views of Wapato Lake. With owner-financing offered when purchasing this package, this rare opportunity is perfect...

Provided by NWMLS, CB Cascade - Lake Chelan

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$749,000
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4621 Navarre Coulee Road
4621 Navarre Coulee Road, Chelan, WA 98816

Motivated Seller!! Beautifully maintained single-level home with room to breathe. Set on just under an acre, this home is surrounded by nature and has an immaculately maintained yard framed by a stunning rock wall with terraced spaces ideal for ga...

Provided by NWMLS, CB Cascade - Lake Chelan

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$625,000
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606 Havenwood Drive
606 Havenwood Drive, Manson, WA 98831

Enjoy effortless living in this single-level home located in the gated community of The Village at Lake Chelan. Designed with an open-concept floor plan, this low-maintenance rambler features vaulted ceilings in the great room making it feel extra...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$560,000
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123 Red Hawk Dr Unit: 4
123 Red Hawk Drive, Orondo, WA 98843

Enjoy relaxed golf course living on the 3rd fairway of Desert Canyon Golf Course! This 3 bed, 2 bath, 1,467sqft condo with views over the green and the Cascade Mountains is a great opportunity for personal use or investment, with nightly rentals a...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$489,900
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11155 S Lakeshore Rd Unit: 26B
11155 S Lakeshore Rd Unit: 26B, Chelan, WA 98816

Welcome to Unit 26B at The Cove on Lake Chelan, ideally positioned at The Cove Overlook with one of the community's best views! This is an affordable opportunity to enjoy the Lake Chelan lifestyle, complete with your own private boat slip #29. Com...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$374,999
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929 Long Drive
929 Long Drive, Chelan, WA 98816

Welcome to Lake Hills in beautiful Lake Chelan! Now is the time to invest in this new neighborhood! Lot 56 is a premier lot offering a flat building pad with massive lake views. This walkable neighborhood is just five minutes to downtown Chelan. U...

Provided by NWMLS, CB Cascade - Lake Chelan

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$250,000
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905 & 909 Long Drive
905 & 909 Long Drive, Chelan, WA 98816

Two lots for the price of one! Welcome to Lake Hills in beautiful Chelan! This newly available homesite includes two lots offering unobstructed views of Lake Chelan, the Chelan Municipal Golf Course, and the surrounding hillsides. Lots 50 and 51 t...

Provided by NWMLS, CB Cascade - Lake Chelan

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$225,000
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149 Lainey Lane
149 Lainey Lane, Manson, WA 98831

Lot 2 at Wapato Heights is a 1.2 acre, easy-build lot with stunning views of Wapato Lake in Manson. Infrastructure is already in place, including underground power, fiber, and both domestic and irrigation water to each lot. Soil feasibility has al...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$214,900
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157 Lainey Lane
157 Lainey Lane, Manson, WA 98831

Lot 1 is the perfect location for capturing all the views at Wapato Heights. This 1.28 acre, easy-build lot offers stunning views of Wapato Lake in Manson. Infrastructure is already in place, including underground power, fiber & both domestic and ...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$214,900
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142 Lainey Lane
142 Lainey Lane, Manson, WA 98831

Lot 5 is a 1.05 acre, easy-build lot at Wapato Heights - a boutique neighborhood featuring 5 expansive 1+ acre lots with stunning views of Wapato Lake in Manson. Infrastructure is already in place, including underground power, fiber, & both domest...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$189,900
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115 Lainey Lane
115 Lainey Lane, Manson, WA 98831

Lot 3 at Wapato Heights - a boutique neighborhood featuring five expansive 1+ acre lots with stunning views of Wapato Lake in Manson. Surrounded by tranquility and natural beauty, this community offers a rare opportunity to create your dream lifes...

Provided by NWMLS, CB Cascade RE - Lake Chelan

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$149,900
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Our specialties include luxury homes, relocations, estate sales, and investment properties. With nearly 100 dedicated professionals across six offices in North Central Washington—Chelan, Goldendale, Oroville, Wenatchee, Winthrop, and Yakima—we offer unmatched local expertise and a powerful network to guide clients through every step of the real estate process. Backed by over 40 years of proven success and industry recognition, we deliver service rooted in integrity, excellence, and innovation.

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