The Lookout Real Estate

Welcome to The Lookout, a hidden gem nestled in the picturesque city of Chelan, Washington. This enchanting neighborhood is perched on the hillsides overlooking the stunning Lake Chelan, offering residents breathtaking views and a serene atmosphere that’s hard to resist. The Lookout is known for its charming blend of natural beauty and modern living, making it a perfect place for families, retirees, and outdoor enthusiasts alike.

One of the standout features of The Lookout is its proximity to the great outdoors. With the majestic Cascade Mountains as your backdrop, residents enjoy easy access to a plethora of recreational activities. Whether you love hiking, boating, or simply soaking up the sun on the lake's shores, The Lookout provides the ideal launchpad for your adventures. In winter, the nearby ski resorts offer thrilling options for snow sports, ensuring year-round excitement.

The community is also rich in local culture and amenities. Just a short drive away, you’ll find the charming downtown Chelan, filled with delightful shops, restaurants, and wine tasting rooms that showcase the region’s renowned vineyards. The Lookout fosters a strong sense of community, with friendly neighbors and local events that bring everyone together.

Families will appreciate the excellent schools and safe environment, while those seeking a slower pace will find peace and tranquility in this idyllic setting. Experience the enchanting lifestyle of The Lookout, where every day feels like a vacation in one of Washington's most beautiful locales. Come discover your dream home in this captivating neighborhood!

Newest Listings in The Lookout

$875,000

2 Beds ⋅ 3 Baths ⋅ 2553494 MLS ⋅ ACTIVE Status

Welcome to Sip Happens, a high performing 2 Bed/3 bath, 1360 sq ft cottage home that hits the revenue sweet spot, spacious enough to attract anyone willing to pay premium weekend rates, yet compact and efficient enough to maintain solid mid-week stays at accessible prices. The open-concept kitchen features quartz countertops and stainless-steel appliances that flow seamlessly into a versatile dining area. The custom dining table seats eight for meals, then converts to a pool or ping pong table when it is time to play. The bright, inviting living space offers a cozy reading nook, fireplace, sectional sleeper sofa, and smart TV with Xbox. The outdoor deck provides another outdoor eating area, and the expansive patio provides a BBQ grill, Sono’s sound system, overhead heater and outdoor table with Adirondack chairs and outdoor sofa. Upstairs, two private suites await, each with their own ensuite bathroom. Enjoy the ultimate balance: just steps from the resort Olympic size pool and 30-person hot tub when you want the action yet positioned away from the hustle when you crave tranquility! Professional on-site management oversees every detail—bookings, guest communications, cleaning, maintenance, and emergencies— so you own the investment, not the hassle.

1402 Cottage Lane, Chelan

Listing courtesy of CB Cascade RE - Lake Chelan.

$1,330,000

4 Beds ⋅ 3 Baths ⋅ 2560684 MLS ⋅ ACTIVE Status

The vacation home you've been waiting for! This gorgeous two story, 4 bed/3 bath modern home for sale sits on coveted Vineyard Park in one of Chelan's most sought after waterfront communities. With the park as your front yard, you get one of the most desirable settings in all of The Lookout Chelan. Unwind by the fire pit on relaxing evenings and take in the park life around you. The heated wrap around deck delivers beautiful views from every angle, all year long. Whether it's a summer barbecue or a cozy winter escape, this Lake Chelan home was built for gathering the people you love. Inside you'll find a bright, open concept living space where the kitchen, dining, and living areas flow together with ease. Four spacious bedrooms give everyone room to spread out after a day on the lake, and stylish modern finishes carry throughout. Location is everything! This turnkey Chelan home for sale is perfectly positioned between both community pools and steps from The Lookout's many amenities. Spend your days on Lake Chelan, exploring nearby Chelan wine country, or soaking in resort style living. Best of all, this fully furnished corner lot home comes with 3 designated parking spots plus EV charging. Just bring your bags and start living the Lake Chelan lifestyle. Homes like this do not come along often, once you experience the setting, the amenities and the lifestyle, you will understand why. Come see it for yourself. Don't let this one pass you by!

250 Bobcat Lane, Chelan

Listing courtesy of Epique Realty.

$2,155,300

4 Beds ⋅ 5 Baths ⋅ 2546803 MLS ⋅ ACTIVE Status

Experience elevated lake living at “Summersalts”, a top performing vacation rental at The Lookout at Lake Chelan. Perfectly positioned on a west-facing, perimeter homesite, this fully furnished, turnkey 2,992sf, 4bd/4.5bth home + ADDITIONAL 598sf 1bd/1bth ADU/Carriage House creates a total of 3,590sf of contemporary living with epic exterior spaces & offers sweeping views of the lake & surrounding mountains. Designed for seamless indoor/outdoor living, the expansive exterior living area features a lounge & dining space, hot tub & fire pit. Inside, thoughtfully curated modern interiors blend timeless design with everyday comfort. The ADA-friendly main level features a welcoming entry, king primary suite with heated tile bathroom floors & an open-concept great room with a chef’s kitchen, quartz countertops, stainless steel appliances, gas cooktop, dining room & sliding glass doors leading to the outdoor living area. Upstairs are 2 vaulted king ensuite bedrooms, each with sitting & office area, twin daybeds & doors opening to a shared lakeview deck. The lower level includes a media room, bathroom, laundry & bunk room. The main home comfortably sleeps 15, while the fully finished 1-car garage with rec room & ADU/Carriage House offers a lake view deck, kitchenette & bath to accommodate 2 additional guests. The Lookout offers a private marina, sandy beach, pools, hot tub, sports courts, parks, playgrounds & on-site management. Generates $150K+ gross rental revenue. Sleeps 17.

252 Porcupine Lane, Chelan

Listing courtesy of Windermere RE/Lake Chelan.

$899,000

2 Beds ⋅ 3 Baths ⋅ 2540947 MLS ⋅ ACTIVE Status

Luxury living at its finest in this fully furnished, turn-key cottage! This modern two-bedroom plus loft retreat blends comfort and style, featuring an open-concept living area and a chef's kitchen with top-of-the-line appliances. The lower level offers a spacious primary bedroom with an en-suite bathroom, plus an additional bedroom and bathroom for added convenience. Take in breathtaking lake and mountain views from the back patio, or unwind by the cozy gas fire pit on the front patio. Located in The Lookout community with access to a private marina, waterfront, parks, year-round heated pool and hot tub, sports courts, and on-site management. This property offers the perfect retreat and an excellent income-generating opportunity. MOTIVATED SELLER! Offering One Year Prepaid HOA Dues!

1414 Cottage Lane, Chelan

Listing courtesy of Realty One Group Enterprise.

$749,000

2538164 MLS ⋅ ACTIVE Status

Experience the beauty of Lake Chelan & its surrounding areas with one of the last remaining homesite at The Lookout, Lot 388 offers a truly unique opportunity to create the home of your dreams. With stunning, unobstructed views of Lake Chelan and the access to a variety of amenities, you can enjoy all that this picturesque location has to offer. Enjoy the best of both worlds at The Lookout. Relax in the comfort of your own, surrounded by stunning views and natural beauty while also benefiting from easy access to a range of resort like amenities. Take a tip in the pool, enjoy a game of pickleball or simply soaking up the sun on the private sandy beach. With something for everyone, The Lookout is the ultimate destination for lakeside living.

1325 Dragonfly Court, Chelan

Listing courtesy of CB Cascade RE - Lake Chelan.

$1,245,000

4 Beds ⋅ 4 Baths ⋅ 2507938 MLS ⋅ ACTIVE Status

Perched above Lake Chelan in the coveted community of The Lookout at Lake Chelan, this exceptional lake view retreat showcases breathtaking sunsets, panoramic views & seamless indoor-outdoor living. A spacious and beautifully landscaped homesite offering rare privacy & a peaceful setting. Designed for entertaining, the expansive upper deck features outdoor dining, BBQ, lounge seating & a fire table, while the lower patio includes a custom stone fire pit, hammock, ping pong table & colorful Adirondack chairs overlooking the lake. This thoughtfully designed 4bd/3.5bth home offers 2,378SF w/ a covered front porch & attached 1-car garage w/ additional space for toys or fitness equipment. The main level features a chef’s kitchen w/ quartz countertops, stainless appliances, double oven, pantry, sit-up bar & adjoining dining area. Upstairs, the luxurious primary suite captures panoramic lake views w/ a spa-inspired bath & walk-in closet. Two additional bedrooms—one w/ a queen bed & one w/ bunk beds plus a twin w/ trundle—share a full bath & linen closet. The lower level creates the perfect guest retreat w/ bonus media room, dining/game area, electric fireplace, full bath, spacious 4th bedroom, utility room, ample storage & direct access to the outdoor living area. The Lookout offers resort-style amenities including community waterfront, sandy beach, private marina, parks, pools, sports courts, playgrounds & more. Offered fully furnished, turnkey & w/ on-site management available.

216 Porcupine Lane, Chelan

Listing courtesy of Windermere RE/Lake Chelan.

$2,195,000

3 Beds ⋅ 5 Baths ⋅ 2527358 MLS ⋅ ACTIVE Status

Modern luxury and thoughtful design converge at this stunning hilltop retreat, perfectly situated within Lake Chelan’s preeminent vacation resort community, The Lookout. Perched high above the water, this home delivers breathtaking, panoramic lake and mountain views from every angle. The upper level is an entertainer’s dream, anchored by an open-concept living space with towering cathedral ceilings, a cozy gas fireplace, and a massive Nano Wall that seamlessly transitions to an expansive covered deck. Equipped with built-in heaters and ceiling fans, the deck offers the ultimate year-round setting for outdoor dining and relaxation against a stunning alpine backdrop. The true gourmet kitchen features premium Dacor appliances, including a 6-burner double oven with a pot filler, a wine fridge, a beverage fridge, and a microwave drawer. Elegant French doors open to the luxurious primary suite, complete with its own private double-sided fireplace and private covered deck, while a second ensuite bedroom offers additional elevated accommodations for guests. The lower level boasts 10-foot ceilings, sleek concrete floors, a spacious media/game room, a covered patio, and flexible accommodations - including a 3rd ensuite bedroom and two custom built-in bunk rooms that sleep eight. Complete with an extended garage and a large parking pad, there is abundant storage for your ski boat and lake toys, plus extra room on the lot to design your dream outdoor gathering space.

391 Porcupine Lane, Chelan

Listing courtesy of CB Cascade RE - Lake Chelan.

$1,749,998

4 Beds ⋅ 5 Baths ⋅ 2525535 MLS ⋅ ACTIVE Status

Summer promo: A 2-1 rate buy down with 25% down——-$30,000 credit to buyer. Your interest rate starts at 4.25%* Brand new construction at The Lookout, with sweeping lake and vineyard views from an oversized deck built for prime outdoor living — an ideal vacation rental in Chelan’s natural serenity. Fully furnished! The open-concept main level features a gourmet kitchen with luxury appliances, a spacious living area, and a laundry/office. Upstairs, the loft and three ensuite bedrooms include a luxe primary suite with lake views. The lower level offers bunk and media rooms for flexibility and fun. Enjoy a covered front deck and a huge back deck with an indoor/outdoor fireplace, plus a lower deck and patio. Resort-style amenities include a private marina, waterfront access, heated pool, hot tub, parks, sport courts, and on-site rental management. You have to see this one.

203 Bluebell Court, Chelan

Listing courtesy of COMPASS.

$1,599,000

4 Beds ⋅ 5 Baths ⋅ 2514466 MLS ⋅ ACTIVE Status

Turn-key, fully furnished and featured on the cover of 425 Magazine, “Rendezvous” is one of the most iconic homes at The Lookout. This luxury 4bd/4.5bth 3,045sf retreat sleeps 12 and includes an additional 594sf ADU/CARRIAGE HOUSE above the detached 2-car garage with 1bd/1bth, living room and full kitchen. Thoughtfully designed for multi-generational living, the home offers sweeping views of Lake Chelan and overlooks Hilltop Park with pool, hot tub, clubhouse, pickleball court, playground, grassy lawn, outdoor stone fireplace and BBQ area. Over 1,400 SF of main and upper level wraparound decks create exceptional indoor/outdoor living spaces. Interior features include a spacious living room with fireplace, French doors, knotty alder trim, vintage barn wood accents, farmhouse sinks and quartz countertops. Main-level living and dining areas open to the covered outdoor living spaces with dining area, BBQ, fire pit and lounge seating. Two 2nd floor primary en-suites feature French doors leading to west and south-facing lake-view decks plus a 3rd guest bedroom with adjacent bathroom. The 3rd floor media/game room offers additional living space adjacent to the bunk room sleeping 6. Additional features include outdoor shower, mudroom with W/D, EV charger and high-speed internet. The Lookout offers community waterfront with sandy beach, private marina, parks, pools, sports courts and playgrounds. Offered furnished and turnkey with proven rental income and on-site management available.

108 Jackrabbit Lane, Chelan

Listing courtesy of Windermere RE/Lake Chelan.

$1,595,000

4 Beds ⋅ 5 Baths ⋅ 2489684 MLS ⋅ ACTIVE Status

Welcome to “Always Sunny in Chelan” at The Lookout at Lake Chelan- a private 3 bed + bunk room, 4.5 bath, 2,182 SF vineyard retreat designed for unforgettable memories. This beautifully appointed 2022-built home overlooks Lake Chelan and neighboring Vin du Lac vineyards, tasting room/bistro and is perfectly situated just steps from the year-round heated pool with easy access to all the Lookout resort amenities. The sweeping views and seamless indoor/outdoor living create a true private estate feel. Enjoy two levels of outdoor space- an upper lake-view deck with sit-up bar, dining table, BBQ and overhead heaters plus a lower patio with lounge area, private hot tub, fire pit, and Adirondack seating beside the vineyard. The two view decks, patio and covered wraparound front porch offer year-round enjoyment. The interiors feature quality Pottery Barn furnishings and décor throughout and a great room with a two-sided indoor/outdoor fireplace. The kitchen includes quartz countertops, gas range, double oven with convection/air fryer, beverage cooler, coffee bar, and dining for everyone. Designed to comfortably accommodate 12 with 3 spacious en-suite bedrooms, bunk room, and a large bonus/media room. Extras: pantry with pocket office, fiber internet, 1-car garage and EV charger. The Lookout offers community waterfront with sandy beach, 70-slip private marina, parks, pools, sports courts, playgrounds and more. Offered furnished-turnkey with proven rental income and on-site management.

211 Bluebell Court, Chelan

Listing courtesy of Windermere RE/Lake Chelan.

$1,889,000

4 Beds ⋅ 4 Baths ⋅ 2516431 MLS ⋅ ACTIVE Status

Welcome to lakeside luxury at its finest. This premier vacation rental home perched on the north shore of Lake Chelan is designed to maximize its most breathtaking feature: a 180-degree unobstructed view of the shimmering lake and the majestic surrounding mountains. Whether you are lounging by the fireplace in the spacious living area or stepping through the 15’ Glass Nana Wall onto the expansive deck, the seamless indoor-outdoor flow ensures the scenery remains at the focal point. The wide plank hardwood main floor features a custom chef’s kitchen with gas appliances, island, and a generous dining space. This home is not just a personal retreat; it is a high-performing investment. Sold fully furnished with a proven track record of superb rental performance; it caters to large groups with ease, sleeping up to 12 guests across four well-appointed bedrooms. The upper level features a luxurious primary suite with its own private lake-view deck, plus two additional queen guest rooms while the lower floor offers the ultimate entertainment hub with a huge media room and a 4-bed built in bunk room with ensuite bathroom. As part of The Lookout—Lake Chelan’s most sought-after vacation community—owners and guests enjoy exclusive access to resort-style amenities including swimming pools, parks, playgrounds, pickleball courts, seasonal concerts, events and activities, a private waterfront beach, a 70-slip marina, and professional onsite management. Your turnkey lakeside paradise awaits!

350 Porcupine Lane, Chelan

Listing courtesy of CB Cascade RE - Lake Chelan.

$1,239,000

3 Beds ⋅ 3 Baths ⋅ 2509381 MLS ⋅ ACTIVE Status

Your modern farmhouse dream awaits at this stunning 3-bedroom, 3-bathroom turnkey retreat with a proven track record of strong rental performance. This meticulously maintained residence is designed for high-capacity comfort, accommodating up to ten guests with a primary king suite on the main floor, while the upper level includes a secondary queen bedroom, custom built in bunk room featuring four XL twin beds, and a versatile upper-level bonus room, offering a private upstairs haven for relaxation and entertainment. At the heart of the home, a gourmet chef’s kitchen boasts high-end stainless-steel appliances and an extendable farmhouse table that flows seamlessly into an inviting living area anchored by a warm gas fireplace. Exceptional indoor-outdoor living is defined by a unique double-sided fireplace serving both the dining room and a covered outdoor lounge, complete with a private hot tub and gas fire pit, and outdoor dining area. As part of The Lookout—Lake Chelan’s most sought-after vacation community—owners and guests enjoy exclusive access to resort-style amenities including swimming pools, parks, playgrounds, pickleball courts, seasonal concerts, events and activities, a private waterfront beach, a 70-slip marina, and professional onsite management. Whether you are seeking a serene personal sanctuary or a high-end investment opportunity with established success, this fully furnished home offers a chance to own a piece of Lake Chelan’s vibrant year-round lifestyle.

187 Bobcat Lane, Chelan

Listing courtesy of CB Cascade RE - Lake Chelan.

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