View All Winthrop WA Homes with Guest House Listings

$1,395,000
3 Beds 4 Baths 2554074 MLS ACTIVE Status
Exceptional 54.26-acre (2 tax parcels) private waterfront retreat in desirable Rendezvous featuring one of the Methow Valley's most beautiful spring-fed ponds. Pete Crk meanders through a picturesque grove of mature aspens into the pond, creating an extraordinary setting of water, wildlife & natural beauty. Mature willows, irrigated lawns, established gardens, open meadows & abundant wildlife create a park-like setting unlike anything else on the market. Beautifully remodeled 3-level home offers 3,832 SF, 3 BR, 3.5 BA, remodeled kitchen w/chef's pantry, custom clear fir doors, engineered white oak flooring, remodeled baths, radiant-heated primary ensuite w/steam shower, mini-split heat & A/C, sauna, hot tub & 2 custom Methow Mud Rooms. Dramatic 20' x 20' screened porch/sunroom overlooks the pond, extending year-round living outdoors. Private upper-level primary suite features a waterfront balcony. Lower level includes media rm, guest suite, ¾ BA, mud rm, utility rm & attached 600 SF garage/workshop. Detached studio w/power, historic homestead barn, original schoolhouse/chicken coop, greenhouse, pole barn w/covered RV storage & generator backup. Borders WDFW on 3 sides for exceptional privacy, wildlife habitat & immediate access to the renowned Rendezvous Trail System for hiking, biking, horseback riding, Nordic skiing & snowshoeing. A truly one-of-a-kind Methow Valley property where water, wildlife, history & authentic country living come together.

494 Rendezvous Road, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$1,495,000
3 Beds 3 Baths 2543504 MLS ACTIVE Status
Nestled on 3.3 private acres within the highly sought-after Mazama/Foster's Guest Ranch Planned Development this Exquisite home built by Tom Minajluk in 2004 offers the perfect blend of recreation, luxury relaxation & investment potential. Thoughtfully designed floor plan features a main-level primary suite, oversized great room with walls of windows capturing a nature & forest feel, yet protected from the elements while enjoying a cozy river rock fireplace. Spacious kitchen for the gourmet chef is perfect for parties & entertaining. Two upstairs bedrooms, large bathroom & a gear/ski wax room with utility sink could be an art studio. Step outside & enjoy over 230 acres of shared community open space, including a pond, wetlands, Methow River access & a serene forest setting. World-class ski & bike trails meander through the community, providing effortless access to year-round adventure right from your doorstep. Zoned for Legal Nightly Rentals, this property is offered Fully furnished for a seamless transition as an income-producing rental, full-time residence, or private vacation retreat. Enjoy access to the community lake, wander wooded trails to the Methow River, or take an easy bike ride to the Mazama Store for morning Latte & fresh baguettes. Whether you're skiing, biking, hiking, or simply relaxing among the trees, this exceptional property delivers one of the finest year-round recreation & lifestyle experiences the Methow Valley has to offer. Check out VIDEO Tour!!

32 Foster Loop Road, Winthrop

Listing courtesy of CB Cascade RE - Winthrop.

$769,000
1 Beds 1 Baths 2539399 MLS SOLD Status
Sweeping mountain views and exceptional privacy define this beautiful 12.72-acre property just south of Winthrop. This unique offering includes 1747sqft of living space with a charming main residence and a spacious guest house, creating the perfect setting for multi-generational living, hosting guests, or a private retreat. The beautifully updated 1-bedroom, 1-bath 985 sqft main home features a stunning kitchen, remodeled bath, expansive windows that capture the surrounding scenery, radiant floor heat in the kitchen/dining and bath, and a new patio ideal for relaxing and enjoying the views. The separate guest house is 752sqft, offers two bedrooms, a large 3/4 bathroom, and a convenient kitchenette, providing comfortable accommodations for guests. A detached 12' x 20' insulated shop provides flexible space for projects, storage, or the ultimate ski wax room for winter enthusiasts. There's also RV electrical and water available near the guest house. Fruit trees and mature landscaping are served by drip irrigation from the Wolf Creek Irrigation District. Located near Sun Mountain and Patterson Lake, with easy access to the Methow Valley's renowned trails and year-round recreation, this exceptional property combines breathtaking views, privacy, and an unbeatable location. DNR land abuts the property to the west for access to Patterson Mountain for the hardy trekker. Experience the best of separate-but-together living in one of the valley's most desirable settings.

14 Patterson Lake Road, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC. Selling Office: Blue Sky Real Estate, LLC.

$1,790,000
3 Beds 3 Baths 2536948 MLS ACTIVE Status
Welcome to The Beautiful Uphill Farm—an exceptional opportunity for sustainable living in the heart of the Methow Valley. This remarkable property offers a unique hand-crafted dwelling placed in a setting of unmatched privacy with stunning views of the Sawtooth Range & direct access to public lands. Thoughtfully designed, the home combines log, post-and-beam, and traditional construction to create a warm, lasting retreat. Passive solar features & expansive south-facing windows fill the home w/ light, while a private household well, irrigation well, gravity-fed spring, and greywater recycling system support a thriving farm. An organic orchard, a large, fenced garden space, farm outbuildings including an insulated chicken coop, and a stunning natural swimming pond create a self-sustaining environment that balances extraordinary beauty with practical function. The chemical-free pond provides a peaceful place to relax & recreate, & a house graywater recycling system reflects the propertys strong commitment to responsible stewardship. Property includes a levelled barn site with power and water installed along with a guest cabin. Outdoor adventure starts outside your door, with thousands of acres of bordering public land for wildlife viewing, hiking, skiing, snowshoeing, & exploring. Whether you are looking for a private retreat, a productive homestead, or a more intentional way of living, this home offers a rare blend of sustainability, recreation, & a connection to the land.

Winthrop

Listing courtesy of NextHome 365 Realty.

$1,150,000
2 Beds 2 Baths 2513646 MLS SOLD Status
First time on the market! Adventure meets serenity on 31+ private acres w sweeping 180-degree mountain views of snowcapped peaks & 1,500+ ft of Bear Creek below. Shimmering quaking aspens, gentle sound of Bear Creek & frequent wildlife sightings create a true mountain retreat. Walk to Bear Creek Golf Course & step directly onto Pearrygin Lake Rex Derr trails-perfect for hiking, trail running & mountain biking right from your door. Updated 2-bed/2-bath home plus two offices offers an ideal balance of comfort & function. Open floor plan features granite countertops & kitchen island w seamless flow to dining-living areas. Saltillo tile floors & stucco exterior siding provide timeless low maintenance style. Primary bedroom w vaulted ceiling includes walk-in closet, double sinks & a beautifully tiled glass-block shower. Efficient laundry room w ample storage & a 600-bottle wine cellar. Above the oversized two-car garage is a deluxe 1,000+ sq ft studio-guest retreat, ideal for hosting visiting friends, setting up a fitness or creative space, or creating a private home office. Thoughtfully finished w granite counters & fir trim, it offers comfortable separation from the main house. Garage also includes shop & storage rooms—perfect for bikes, golf gear, skis, & all your outdoor equipment. A rare opportunity to own a private, trail-connected, golf-adjacent retreat designed for an active mountain lifestyle. 2 tax parcels w opportunity! An iconic Methow Valley property!

15 Prospect Road, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC. Selling Office: CB Cascade RE - Winthrop.

$1,050,000
3 Beds 3 Baths 2523480 MLS ACTIVE Status
PRISTINE RIVERFRONT- 350 feet of low-bank riverfront one mile from downtown Winthrop! This property offers natural beauty, privacy, & proximity to town. Set on 1.32acres, this remarkable retreat features sandy beaches, towering ponderosa pines, & a secluded setting just minutes from Winthrop's many amenities & attractions. The property's three buildings include a spacious 2,592sqft main house, a detached 576sqft cottage, & 250sqft bunkhouse—allowing large groups to vacation together while enjoying private space. Or enjoy living full-time in the main house while renting the cottage for passive income! Every season has its delights! Unwind from the summer day- relax in a hammock beneath the pines, listen to the river, & share a bottle of wine w/ your feet in the sand as the evening sky fades to dusk. After a vigorous winter ski, sink into the hot tub! The main home features 3bdrms, 3 baths, vaulted ceilings, warm wood finishes, expansive covered decks, a recreation room w/ pool table & cedar-paneled hot tub room. The guest cottage offers an open-concept studio layout w/ kitchen, 3/4 bath, & private patio. A freestanding bunkhouse & 750sqft detached garage w/ attic provide flexibility for guests, gear, hobbies, or remote work. Offered fully furnished & turnkey, this one-of-a-kind riverfront retreat is a prime opportunity for unforgettable family gatherings, a private getaway, or full-time living in one of the Methow Valley's most conveniently located riverfront settings.

19 Maughan Road, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC.

$1,600,000
3 Beds 3 Baths 2511045 MLS SOLD Status
A luxurious Northwest retreat in the heart of the Methow Valley, this custom Wolf Creek home offers privacy, craftsmanship, and year-round recreation on 2.48 acres bordering 25 acres of protected private community riverfront with Methow River access. Enjoy direct ski-in/ski-out access to the Methow Community Trail system from your door. Designed with timeless Northwest architecture, the home features vaulted wood-beam ceilings, rich natural finishes, and expansive windows framing the surrounding forest. A striking Tulikivi soapstone fireplace anchors the great room, while the chef’s kitchen with custom cabinetry, quartz counters, high-end appliances, and Garland range is both beautiful and functional. Covered outdoor living spaces, including a hot tub and wraparound deck, create a seamless indoor-outdoor experience. Flexible spaces include guest accommodations and a bunkroom above the four-car garage, ideal for hosting or multi-generational living. Enhanced by a high-efficiency geothermal heating and cooling system, dedicated Methow gear room, and an exceptional four-car garage with heated workshop, this property is designed for both comfort and adventure. The setting is private and serene, with natural landscaping that blends into the environment, offering a refined yet easy-care lifestyle. A rare combination of luxury, recreation, and tranquility in one of Wolf Creek’s most sought-after locations.

23 Green Road, Winthrop

Listing courtesy of Windermere RE/Methow Valley. Selling Office: Windermere RE/Methow Valley.

$625,000
3 Beds 3 Baths 2511366 MLS ACTIVE Status
Chewuch River Gem Perched on the high bank of the Chewuch River with sweeping views and the ever-present soundtrack of moving water, this character-filled home sits just minutes from the heart of downtown Winthrop — one of the most charming small towns in the Pacific Northwest. With two bedrooms and two bathrooms spread across a thoughtfully laid-out floor plan on the main level, the home offers genuine flexibility for full time living, remote workers or those looking to invest. The lower level features a self-contained studio living space — ideal as a guest retreat, in-law suite, or income-generating rental — giving you options from day one. Step outside and you'll find a wonderful workshop outbuilding, ready to become your creative studio or hobby haven. Whether you're into painting, crafting, woodworking, or simply need a quiet space to think, this bonus structure delivers. Yes, the home is ready for a little love on the outside — the exterior and landscaping are primed for a new owner's vision. With some fresh paint, thoughtful plantings, and a personal touch, this property has every ingredient to become a true Methow Valley treasure. Riverfront character. Downtown convenience. Rental potential. Room to create. Homes like this don't come along often — and with a little imagination, this one could be absolutely extraordinary. This is the one you've been waiting to make your own.

400 Bluff Street, Winthrop

Listing courtesy of Winthrop Star Properties.

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Winthrop, WA · Curated MLS Search

Homes with Guest House in Winthrop, WA

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

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