View All Leavenworth WA Homes with Guest House Listings

$850,000
3 Beds 2 Baths 2557915 MLS ACTIVE Status
Wake each morning to unobstructed views of Wedge Mountain with glimpses of The Enchantments glowing in the early alpenglow. Set on a full acre just minutes from downtown Leavenworth, this beautifully positioned home offers the perfect balance of privacy, convenience, and year-round recreation.Beautifully framed by soaring windows, the mountain views take center stage from the sunken living room with its vaulted ceilings, creating a bright and inviting gathering space. The home has also been thoughtfully maintained with a newer roof and new decks completed in recent years.The primary suite features an en suite bath and private deck, an ideal spot for a future hot tub or quiet morning coffee. Two guest bedrooms overlook the peaceful backyard, while the secluded patio is surrounded by mature landscaping for effortless outdoor living. The back half-acre is intentionally low maintenance, offering endless possibilities for a garden, play area, orchard, or open lawn. Irrigation water, underground sprinklers, and drip irrigation make keeping everything lush and green simple.The oversized garage easily accommodates two vehicles plus a large RV, with additional parking in the driveway. Ideally located between the Leavenworth Ski Hill and downtown, you're just steps from the popular Ski Hill Loop and minutes from shops, restaurants, festivals, and endless outdoor recreation.

12320 Bergstrasse Road, Leavenworth

Listing courtesy of KW Frontline.

$1,635,000
3 Beds 3 Baths 2556046 MLS ACTIVE Status
If a secluded riverfront retreat on 3.6+ acres with over 210 feet of pristine low-bank Wenatchee River frontage is your vision of elevated mountain living, your search is over. This refined 3-bedroom, 3-bath residence showcases timeless alpine architecture enhanced by quality craftsmanship and custom finishes throughout. Rich oak and tile flooring, a handcrafted log staircase, granite slab surfaces, custom hickory cabinetry, and thoughtfully integrated built-ins create a home that is both warm and functional. This well-conceived floor plan centers around a vaulted great room, a light-filled kitchen, and a cozy media room, with a private main-level primary suite thoughtfully separated from the guest wing. Upstairs, a flexible loft offers space for a fitness studio, home office, or creative retreat, while a beautifully designed bunk room comfortably accommodates overnight guests. Complementing the home is an impressive and pristine 50' x 50' insulated shop—a dream space for collectors, outdoor enthusiasts, or hobbyists, with room for multiple vehicles, boats, RVs, snowmobiles, and all your mountain gear. A gentle path leads to the river's edge, where a sandy beach invites you to wade into the crystal-clear waters of the Wenatchee River or simply sink a chair on its sandy banks. Rarely does a property combine this level of privacy, craftsmanship, and waterfront beauty, creating a retreat equally suited for quiet weekends or generations of unforgettable mountain memories.

12369 S Shugart Flats Road, Leavenworth

Listing courtesy of BHHS Leavenworth&Cascade Prop.

$1,790,000
5 Beds 5 Baths 2546749 MLS ACTIVE Status
Rare opportunity to own 158 feet of prime riverfront just 1.5 miles from downtown Leavenworth. This spacious five-bedroom home is thoughtfully designed to capture breathtaking river views, with large bedrooms overlooking the water and light-filled living spaces throughout. Open-concept kitchen, dining, and living area flows seamlessly into a sunroom, creating the perfect setting for year-round enjoyment of the peaceful waterfront. Close to 3,800 interior square feet in the main residence, with additional 799-square-foot secondary living space not included in the home's interior square footage, featuring a full kitchen, two bathrooms, laundry, and a private entrance, making it ideal for multigenerational living, guest quarters, caretaker housing, or additional rental income. The large garage and shop offer abundant workspace and storage. This turnkey property includes a transferable Tier 2 Short Term Rental permit and has a proven rental history, generating approximately $120,000 in 2024 and $100,000 in 2025. Offering exceptional income potential, privacy, and a premier riverfront location, this is a rare investment opportunity just minutes from Leavenworth's renowned dining, shopping, festivals, hiking, skiing, river recreation, and year-round outdoor adventures. This home has been significantly upgraded with newer roof, interior and exterior paint, septic tank/drainfield, well pump, and other improvements too numerous to mention. Contact the listing agent for full details.

9377 Lone Pine Orchard Road, Leavenworth

Listing courtesy of Nick McLean Real Estate Group.

$489,900
2 Beds 2 Baths 2543554 MLS ACTIVE Status
Open the door to stress-free living and enjoy the convenience of being just steps from everything Leavenworth has to offer. This thoughtfully renovated second-floor condominium combines modern updates, secure amenities, and a low-maintenance lifestyle in one of the area's most sought-after communities. Leave the car parked inside your covered garage and enjoy easy access to restaurants, shopping, festivals, parks, and riverfront recreation within walking distance of your home.Thoughtfully renovated in 2020, this 2-bedroom, 1.5-bath home features all new kitchen cabinets, granite countertops, flooring, appliances, lighting, plumbing fixtures, electrical outlets and switches, efficient heating/air-conditioning built-ins. A custom full-glass balcony door brings in natural light and creates a seamless connection to the full-length balcony upgraded with custom decking. A perfect outdoor space to relax and unwind.Other conveniences include elevator access, secure lobby entrance with keyless entry, sauna, large community room with pool table, and a guest apartment available for overflow visitors at just $50 per night. The HOA covers water, sewer, garbage, snow removal, common area maintenance, and additional storage. Whether you're looking for a full-time residence, mountain getaway or a rental investment this home is move in ready and offers peace of mind! Owner will carry the contract for qualified buyers.

325 Division Street Unit #202, Leavenworth

Listing courtesy of Mike West Leavenworth Realty.

$799,000
3 Beds 2 Baths 2536073 MLS ACTIVE Status
Nestled among the aspens on just over 2 private acres, this thoughtfully designed 1,648 square foot mountain retreat offers the perfect blend of modern comfort & year-round recreation. Featuring 3 bedrooms, 2 bathrooms, & an attached 1-car garage plus storage, the home showcases warm mountain finishes including hickory cabinetry, butcher block countertops, knotty pine ceilings, & a striking stone surround fireplace that anchors the main living space. Natural wood accents and abundant windows create a warm & inviting atmosphere, while the floor plan offers a spacious primary suite with a walk-in closet. A large pantry & oversized closets provide exceptional storage throughout the home. The expanded septic & electrical systems provide flexibility for a future ADU or guest quarters, adding long-term versatility & value, complemented by a private high-flowing well. Ideally positioned just minutes from Lake Wenatchee, enjoy a 4-minute drive from door to shore for boating, paddleboarding, fishing, & lakeside recreation. Daily conveniences are close at hand, with gas, groceries, and dining located approximately a quarter mile away at Coles Corner. Conveniently located near Stevens Pass, the property offers effortless access to skiing, snowmobiling, hiking, & outdoor recreation throughout the Cascade Mountains. Whether you are looking for a full-time residence, mountain getaway, or investment opportunity, this home captures the beauty, convenience, & lifestyle of mountain living.

60 Cowboy Lane, Leavenworth

Listing courtesy of BHHS Leavenworth&Cascade Prop.

$999,950
3 Beds 3 Baths 2534190 MLS ACTIVE Status
Successful Vacation Rental with Transferable STR Permit on 2.5 Private Acres! Bearfoot Chalet is a proven income-producing nightly rental, offering a rare opportunity to step into an established vacation rental business with future bookings in place. Nestled on 2.5 private wooded acres near Lake Wenatchee, Stevens Pass, and Leavenworth, this spacious three-story mountain retreat features 3 permitted bedrooms, 2 extra unpermitted bedrooms, 3 bathrooms, and accommodations for up to 6 guests. Soaring ceilings, a striking log staircase, expansive windows, and multiple gathering spaces create the perfect mountain-lodge atmosphere. The fully equipped kitchen, comfortable sleeping arrangements, and friendly layout make it a guest favorite year-round. Home comes fully furnished. Outdoor amenities include a private hot tub, propane firepit, cedar swing set, and plenty of room to enjoy the beauty and privacy of the surrounding forest. Guests return again and again for easy access to skiing, hiking, golfing, river recreation, Lake Wenatchee State Park, and the shops, dining, and festivals of downtown Leavenworth. The current professional property manager is offering discounted management services to the new owner for a seamless transition. Existing reservations will transfer with the sale and must be honored after closing, allowing for immediate rental income. Whether you're seeking a mountain retreat, investment property, or both, Bearfoot Chalet is a turnkey opportunity.

174 Deep Powder Lane, Leavenworth

Listing courtesy of John L. Scott Leavenworth.

$995,000
2 Beds 3 Baths 2530155 MLS ACTIVE Status
Nestled on a quiet cul-de-sac just a short walk from downtown Leavenworth, this thoughtfully reimagined custom home offers the perfect balance of privacy, community, and mountain-town living. Enjoy easy access to local restaurants, coffee shops, festivals, riverfront trails, and nearby schools, then return home to a peaceful setting with beautiful mountain views. Designed for gathering, the heart of the home is a stunning custom kitchen featuring a 12-foot island, custom cabinetry, a beautifully appointed walk-in pantry, and a remarkable 13.5-foot built-in banquette that comfortably welcomes all. Natural light fills the east-facing living spaces, creating a warm and inviting atmosphere, while the open concept layout makes entertaining effortless. With 2 bedrooms, 2 full bathrooms, and a powder room every detail has been thoughtfully curated to blend comfort, character, and modern convenience. Step outside to the expansive upper deck, where mountain views provide the perfect backdrop for morning coffee, evening dinners, and memorable gatherings. Already plumbed for a future kitchen and bathroom, the space offers exciting potential for an ADU, guest suite, studio or income producing opportunity. A rare offering in one of Leavenworth's most desirable neighborhoods, this home is designed for those who value connection, craftsmanship and the unique lifestyle that makes Leavenworth so special.

216 Nordic Circle, Leavenworth

Listing courtesy of Kingdom Real Estate Team.

$875,000
2 Beds 2 Baths 2528918 MLS ACTIVE Status
Breathtaking panoramic views of Fish Lake and the surrounding Cascade alpine landscape define this Northwest contemporary retreat. Ideally situated for privacy and year-round enjoyment, this 2,424 sq. ft. home offers a bright, open-concept layout with expansive windows capturing lake, forest, and mountain views. The gourmet kitchen features rich cabinetry, quartz countertops, stainless steel appliances, a gas cooktop, and ample prep space—perfect for entertaining or everyday living. The luxurious primary suite includes a private view deck with unobstructed lake and mountain views, plus a spa-inspired 5-piece ensuite with a freestanding soaking tub, walk-in tile shower, heated floors, and dual vanities. The lower level offers a spacious bonus room ideal for a media room, guest space, or additional sleeping, along with a versatile den or home office. Outdoor enthusiasts will enjoy direct access to year-round recreation, including hiking, fishing, kayaking, skiing, and nearby snowmobile trails. Located just 20 minutes from Leavenworth, this property blends seclusion with convenient access to dining, shopping, and festivals. Additional features include underground utilities, 1 Gig fiber internet, and the option to purchase fully furnished for a turnkey vacation rental, second home, or full-time residence. This Fish Lake property delivers exceptional natural beauty and Pacific Northwest living.

14163 Idlewild Road, Leavenworth

Listing courtesy of Realty One Group Orca.

$995,000
4 Beds 5 Baths 2475273 MLS ACTIVE Status
Exceptional mountain retreat offering just over 4,000 square feet of total living space, thoughtfully distributed across a main residence and two separate bonus living areas. Located at Fish Lake in Alpine Tracts, this property delivers true four-season recreation with snowmobiling right out your door and the convenience of being just 20 minutes to downtown Leavenworth or Stevens Pass. The main home features a spacious primary suite plus three additional bedrooms, along with both a comfortable living room and a dedicated recreation room—ideal for entertaining, relaxing, or hosting larger gatherings. Warm pine tongue-and-groove accents throughout enhance the classic cabin feel while creating a cohesive mountain aesthetic. Two additional bonus living spaces are located in separate garages, offering flexible options for guest quarters, home offices, studios, or hobby space. The main garage spans over 1,600 square feet and includes 3 bays, a car lift, and ground level living, making it ideal for recreational vehicles, snowmobiles, boat, or extensive storage. The second garage offers one bay with living upstairs. Whether you’re seeking a full-time mountain residence, recreational base camp, or legacy retreat, this Fish Lake cabin offers space, versatility, and unmatched access to year-round adventure. The community offers boat launch & dock for access to Fish Lake.

22583 Alpine Hills Road, Leavenworth

Listing courtesy of BHHS Leavenworth&Cascade Prop.

$879,000
4 Beds 3 Baths 2524380 MLS ACTIVE Status
Welcome to this beautifully maintained 4-bedroom, 3-bath home offering comfort, flexibility, and an unbeatable in-town location close to shopping, schools, parks, and everything recreational. Thoughtfully updated and full of charm, this property combines modern upgrades with warm, inviting living spaces designed for both relaxing and entertaining. Inside, you’ll find a spacious and functional layout featuring two primary suites, ideal for multi-generational living, guests, or added privacy. One suite also offers excellent potential for rental income, a home office, or private guest quarters. The home has been very well cared for and includes numerous upgrades throughout, giving buyers peace of mind and move-in-ready convenience. The cozy wood-burning fireplace creates a warm focal point in the main living area, perfect for quiet evenings at home. Large windows provide natural light and a welcoming atmosphere throughout the home. Step outside to your own private backyard retreat. The incredible outdoor space features a heated in-ground pool, mature landscaping, and plenty of room to gather, play, or unwind all season long. Whether hosting summer barbecues or enjoying peaceful mornings poolside, this backyard is truly special. Additional highlights include ample parking for multiple vehicles, RVs, or recreational toys, making the property as practical as it is attractive.

208 West, Leavenworth

Listing courtesy of Mike West Leavenworth Realty.

$750,000
3 Beds 2 Baths 2522047 MLS ACTIVE Status
Introducing the Grizzly Hideaway, a rare 3 bedroom turnkey short-term rental condo for sale in Leavenworth, WA, walking distance to the heart of downtown's beloved Bavarian village. Whether you're an experienced STR investor or a first-time vacation rental owner, this fully furnished, income-producing property is ready to perform from day one. The Grizzly-themed interior creates a comforting guest experience that drives five-star reviews and repeat bookings. The kitchen features granite countertops, a large island with extra seating, a new refrigerator, and stainless steel appliances. The living room offers new leather couches and chairs perfect for unwinding after a full day of adventures while a cozy fireplace warms you up. Step outside to your private patio for morning coffee with sweeping mountain views. Leavenworth draws visitors year-round with world-famous events like Oktoberfest and the Christmas Lighting Festival, plus skiing, hiking, wine tasting, and access to rivers and mountain trails in every season. That multi-season demand means strong occupancy rates and reliable rental income. Guests enjoy a walkable location to Leavenworth's shops, restaurants, and festival grounds, a top search priority for today's vacation rental traveler. All furnishings included. Verified rental financials available upon request. The Grizzly Hideaway is ready for its next owner.

525 Alpine Place Unit #G3, Leavenworth

Listing courtesy of Windermere Prof Partners.

$667,888
2 Beds 2 Baths 2513502 MLS SOLD Status
Positioned in one of the Upper Valley’s most sought-after corridors, this fully furnished mountain retreat offers a rare blend of lifestyle and income potential with a transferrable STR Permit. Located in the heart of Plain and just steps from the Wenatchee River—accessed by a charming footbridge—this property delivers the quintessential Leavenworth experience guests actively seek out year-round. Thoughtfully designed for both comfort and occupancy, the home features multiple sleeping zones including a private upper-level primary suite, additional guest rooms, and a dedicated bunk space—maximizing flexibility and revenue capacity. The open-concept living area creates a natural gathering space, while warm finishes and abundant natural light enhance the inviting mountain aesthetic. Outdoor living is a key driver of rental performance, and this property delivers. A covered deck, private hot tub, BBQ area, and fire pit create a true four-season experience—ideal for ski evenings, summer nights, and everything in between. Strategically located just minutes to Lake Wenatchee, a short drive to Leavenworth, and under 30 minutes to Stevens Pass, this property benefits from consistent guest demand across all seasons—skiing, hiking, and river recreation. Offered turnkey and ready to perform, this is a compelling opportunity for investors seeking a proven STR location with strong upside and immediate usability.

19000 River Road, Leavenworth

Listing courtesy of BHHS Leavenworth&Cascade Prop. Selling Office: Real Broker LLC.

$923,872
3 Beds 3 Baths 2510952 MLS SOLD Status
Golf in summer, Lake Wenatchee in the afternoon, Nordic trails in winter, Stevens Pass on weekends, downtown Leavenworth thirty minutes away— that's not the brochure, that's the actual calendar. The view from the deck is the view from the sofa, the fairways of Kahler Glen Golf Course with the Cascade foothills beyond. Set within the Kahler Mountain Club community, this contemporary three-bedroom home sits directly above the course. Nearly every window faces the mountains. This home was custom built by Eider Construction in 2007 and designed specifically for this lot and these views. Consistent maintenance includes recent exterior paint and window replacement. The great room connects the kitchen and living room in one open run: granite countertops, a generous pantry, and a gas fireplace with river rock surround. The main-level primary suite opens to the deck, putting the views at eye level from the moment you wake up. The lower level is where the après happens, whether that's golf or skiing — a second gas fireplace, wet bar with kegerator hookup, room for ping pong or a pool table, two guest bedrooms, and a covered patio tucked beneath the deck, wired for sound inside and out. This house is built for the very best parts of the day — morning coffee on the deck, evenings in the great room, overnight guests in the lower level. Kahler Glen takes care of the rest.

20672 Miracle Mile, Leavenworth

Listing courtesy of Windermere Real Estate/NCW. Selling Office: Windermere Mercer Island.

$1,525,000
6 Beds 5 Baths 2512502 MLS ACTIVE Status
Perched on 3 private acres, this exceptional mountain estate defines luxury living with effortless multi-generational design and refined guest accommodations. Entering the home’s primary wing reveals a stunning open-beamed great room anchored by a breathtaking, genuine river rock wood-burning fireplace—truly a work of mountain artistry. A dramatic nano wall of retracting windows frames sweeping views over the picturesque Plain Valley, seamlessly blending indoor comfort with the natural beauty beyond. The thoughtful design continues with a spacious mud and laundry rooms, two guest bedrooms with a shared bath, and a lovely five-piece primary suite. Downstairs, a generous family room is complemented by two additional bedrooms, a shared bath, and a massive storage room ready to house all your outdoor gear. A second, fully self-contained wing provides exceptional flexibility, featuring a full kitchen, an ADA-compliant bedroom suite, a half bath, and a charming sunroom that opens to an inviting hot tub perfect for aging in place or luxurious guest accommodations. A detached three-bay garage with a beautifully finished one-bedroom apartment above creates ideal caretaker’s quarters or additional guest space. Backing directly to Forest Service land, this property offers immediate access to endless trail systems, while the community provides a convenient put-in to the Wenatchee River. A rare blend of privacy, scale, and alpine beauty—crafted for gathering in the heart of Plain.

215 Lois Lane, Leavenworth

Listing courtesy of BHHS Leavenworth&Cascade Prop.

$699,500
3 Beds 2 Baths 2504278 MLS ACTIVE Status
At the base of the Cascade Mountains, within the highly sought-after recreational community of Chiwawa River Pines, in the desirable Lake Wenatchee, lies a rare opportunity. This custom chalet, nestled among towering pines, creates a private and secluded atmosphere perfect for all seasons, is now being offered for the first time. The home's strategic placement on the manicured .99-acre parcel optimizes the breathtaking, expansive mountain views that exist throughout the home. This meticulously maintained, thoughtfully designed 2166sf home, designed for entertaining with an advanced theatre room, boasts many custom features with open concept living. The upper floor primary bedroom, with a spacious bathroom featuring a soaking tub and soaring vaulted ceilings with large picture windows, brings the vast views inside and exudes comfort with a functional layout. The spacious upper floor guest bedroom, with nice separation of space, creates versatile living options and functionality depending on familial needs. The lower level offers abundant storage for seasonal gear, complemented by a covered patio providing vast mountain views in serenity. The detached 456sf improved garage is ideal for the recreational enthusiast, hobbyist or outdoorsman that desires all of what this unique mountain community offers featuring exclusive gated access to the Chiwawa & Wenatchee rivers with direct access from the home to the Lake Wenatchee trail system for snowmobiling, dirt biking and exploring.

2454 Salal Drive, Leavenworth

Listing courtesy of John L. Scott Leavenworth.

$927,000
3 Beds 3 Baths 2485197 MLS ACTIVE Status
Set beneath the breathtaking skyline of the Cascade Mountains this beautifully crafted single-level home captures the essence of refined Leavenworth living. A welcoming covered front porch and custom wood entry door invite you into a warm and thoughtfully designed interior where gleaming engineered hardwood floors and a striking full-stone fireplace anchor the main living space. The chef’s kitchen is designed to gather around, featuring leathered granite countertops, an oversized island, soft-close cabinetry with custom pull-outs, microwave drawer, beverage station with wine refrigerator, and a generous walk-in pantry. The open design flows seamlessly between kitchen, dining, and living areas, creating a perfect setting for both everyday comfort and memorable entertaining. The spacious primary suite offers a peaceful retreat with direct access to an expansive back deck with sweeping mountain views. An ideal setting for morning coffee or relaxing evenings under the stars. Additional bedrooms provide welcoming guest space, while a versatile bonus room with closet offers flexibility for office, media room, or hobbies. The mature Landscaping with automated irrigation features lavender, ornamental grasses, grapevines, and a small grove of aspens. A spacious 3 car garage provides room for vehicles, recreation gear, and workshop space, complemented by a matching 12×12 storage shed. Located just minutes from downtown Leavenworth, riverfront parks, trails, and year-round recreation.

11709 Pear Tree Court, Leavenworth

Listing courtesy of Leavenworth Real Estate, Inc..

$1,100,000
3 Beds 3 Baths 2481033 MLS SOLD Status
Beautiful one-level home featuring an amazing floor plan designed for comfortable living and effortless entertaining. The expansive living, dining, and spacious chef's kitchen area showcases soaring vaulted ceilings and oversized windows that fill the space with natural light and frame incredible views. Large covered deck allows you to enjoy the outdoors year round and the oversized yard is perfect for 4 seasons playing! This thoughtfully designed home offers three spacious bedrooms plus a dedicated office—perfect for working from home, hobbies, or guest space. The stunning fireplace creates a warm and inviting focal point in the main living area, making it ideal for cozy evenings or gathering with friends. Enjoy exceptional privacy in this serene setting, tucked away on a quiet dead-end street. Despite the peaceful location, you’re just minutes from town and within easy walking distance to shops, dining, and everyday conveniences. Outdoor enthusiasts will love the recreation opportunities right outside the door, whether it’s walking, biking, or simply enjoying the surrounding natural beauty. Popular Ski Hill location with great southern exposure and of course close to the Leavenworth Ski Hill, cross country skiing, mountain biking and don't forget the outdoor theater! You are going to love this home the second you walk in the door!

12285 Village View Drive, Leavenworth

Listing courtesy of Mike West Leavenworth Realty. Selling Office: ZNonMember-Office-MLS.

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Leavenworth, WA · Curated MLS Search

Homes with Guest House in Leavenworth, WA

An editorially curated view of every active homes with guest house listing in Leavenworth, WA. Updated in real time from the local MLS, presented without the noise.

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