The Lookout Homes with Pool

The Lookout Homes with Pool

Welcome to The Lookout, a hidden gem nestled in the picturesque city of Chelan, Washington. This enchanting neighborhood offers a serene escape surrounded by the breathtaking beauty of the North Cascades and the shimmering waters of Lake Chelan. Known for its stunning vistas and a vibrant community, The Lookout is the perfect place for those seeking a tranquil lifestyle without sacrificing convenience.

Homes in The Lookout are designed with luxury and comfort in mind, many featuring private pools that invite you to unwind and enjoy the warm, sunny days that Chelan is famous for. Imagine hosting summer barbecues by your poolside oasis or enjoying a refreshing dip after a day of exploring the nearby hiking trails or boating on the lake. The blend of modern architecture and natural beauty makes each home a unique retreat.

The neighborhood is not only about beautiful homes; it fosters a strong sense of community. Residents enjoy access to walking trails, parks, and recreational facilities, making it easy to embrace an active lifestyle. The Lookout is also conveniently located near local shops, restaurants, and wineries, offering a delightful mix of leisure and entertainment just a stone's throw away.

Whether you’re a family looking for a safe and friendly environment or a retiree seeking a peaceful haven, The Lookout in Chelan has something for everyone. Come discover your dream home with a pool in this idyllic neighborhood, where every day feels like a vacation!

Newest The Lookout Homes with Pool

$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.

$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.

$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.

$850,000
3 Beds ⋅ 3 Baths ⋅ 2503730 MLS ⋅ ACTIVE Status
Charming, turn-key, and income-producing—“Chickadee” is a fully furnished 3-bedroom, 2.5-bath retreat designed for both relaxation and strong rental performance. This inviting home features a spacious open-concept main level and vaulted ceilings upstairs, creating a light-filled and airy feel throughout. Enjoy seamless indoor-outdoor living with a wraparound porch and private hot tub—perfect for entertaining or unwinding after a day at the lake.Ideally located between pools and parks, this home delivers exceptional guest appeal and consistent rental demand. Situated in The Lookout, a premier lakefront community offering waterfront access, sandy beach, marina, multiple parks, pools, playgrounds, and full-service on-site management & hospitality—making ownership both effortless and rewarding.

540 Porcupine Lane, Chelan

Listing courtesy of Realty One Group Enterprise.

$1,950,000
4 Beds ⋅ 5 Baths ⋅ 2501879 MLS ⋅ ACTIVE Status
Welcome to the "Summit House", a 4-bedroom, 4.5-bath retreat delivering the ultimate in Lake Chelan lifestyle — luxury finishes, breathtaking views, and easy lake access. Built in 2020, this 3,625 sf reversed-living home is thoughtfully designed to maximize panoramic views from every level. Sliding glass doors open from the dining room onto a wrap-around TimberTech deck, where Polywood furniture and a fire pit table invite effortless entertaining. A heated paver driveway and motorized solar shades add year-round convenience and comfort. Additional features include: knotty-alder cabinetry, quartz countertops, and engineered hardwood floors. The fully equipped 715 SF home gym — featuring Peloton, Concept2 rower, and a full weight system — is a rare bonus that guests and owners alike will love. Sold fully furnished and move-in ready, this property has generated over $72,000 in annual gross rental income and commands peak nightly rates of $1,300 — with significant owner-use preserved. Located at The Lookout — Lake Chelan's premier residential community, just one mile from vibrant restaurants, shops, and waterfront of downtown Chelan. Residents enjoy exclusive on-site lake and marina access, making every day feel like a getaway. Whether you're seeking a primary residence, a second home, or high-performing vacation rental, The Summit House delivers an unmatched combination of lifestyle and investment. All furnishings/housewares/gym equipment included in sale (w/some exceptions).

168 Jackrabbit Lane, Chelan

Listing courtesy of Guy Evans Lake Chelan Real Est.

$995,000
2 Beds ⋅ 3 Baths ⋅ 2501891 MLS ⋅ ACTIVE Status
"Lake Life" at the Lookout, a proven 2+bed, 2.5 bth, 1,482 sf turn-key vacation rental located in the heart of the Lookout. A top rental producer at the Lookout! $60,000 in Gross Income in 2025. Stunning rooftop deck captures sun throughout the day. Nearby hot tub and fire-pit make memories in any season. Efficient floor plan offers main floor living room gas fireplace, engineered hardwoods, knotty Alder trim, stainless appliances, and quartz countertops. Second floor primary bedroom and bath offers privacy and quiet. Basement rec. room with adjoining 4-person bunk room, and second bedroom creates a perfect late-night hang-out. Two-car garage provides storage for toys and more. Convenient location between the upper and main Lookout pools and Lookout park.

529 Porcupine Lane, Chelan

Listing courtesy of Guy Evans Lake Chelan Real Est.

$1,395,000
4 Beds ⋅ 5 Baths ⋅ 2488926 MLS ⋅ ACTIVE Status
Gorgeous turn-key, fully furnished 4bed/4.5bath 2,624sf vacation home just steps from the year-round heated Vineyard District pool with easy access to all of the Lookout resort amenities. Designed for entertaining friends, “Yellowstone” features high-end furnishings and décor, a spacious great room with fireplace, built-ins, vaulted ceilings, dining room to seat 10, and a chef’s kitchen with quartz countertops, large island and sit-up bar. The thoughtful layout includes two primary bedroom suites (one on the main level, one on the upper level), a third upper level bedroom, media room, plus a 4 person bunk room with kitchenette and private bath; designed to comfortably sleep 12. Enjoy seamless indoor-outdoor living with French doors throughout, a classic covered front porch, and a sunny side terrace patio featuring an outdoor dining area, BBQ, fire pit, and lounge space. Ideally situated on a prime corner lot directly across from the pool, splash pad, and clubhouse for convenient, year-round enjoyment. Attached 2-car garage and plenty of parking. The Lookout offers community waterfront with sandy beach, a 70-slip private marina, parks, pools, sports courts, playgrounds and more! Offered furnished and turnkey with proven rental income and on-site management. Ideal as an investment, second home, or personal retreat. Exceptional layout, upscale finishes, and resort-style amenities make this a standout opportunity in Chelan’s premier vacation community.

576 Porcupine Lane, Chelan

Listing courtesy of Windermere RE/Lake Chelan.

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