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$549,000
2 Beds ⋅ 3 Baths ⋅ 2556802 MLS ⋅ ACTIVE Status
Charming country home nestled among mature trees and irrigated gardens just minutes from Winthrop. Enjoy the perfect combination of peaceful country living and small-town convenience on 0.67 beautifully maintained acres featuring valuable Chewuch Irrigation Company water shares, established lawns, colorful gardens, mature shade trees, stone walkways, and inviting outdoor spaces. Lovingly cared for by the same family for many years, this well-maintained property reflects exceptional pride of ownership. The home offers 2 BD and 2 BA on the main level, plus a bonus flex room with private bath and separate outside entrance—ideal for guests, a 3rd bedroom, home office, hobby room, workout space, or private retreat. Relax on the spacious covered front deck overlooking the grounds or entertain on the private rear patio surrounded by a shaded backyard. Additional amenities include a single-car garage with extra space for bicycles, lawn equipment, storage, and work bench, plus a garden shed and RV parking with hookups for visiting family and friends. Shared well. Enjoy territorial views of the surrounding hills and distant snow-capped mountain peaks from this private setting that offers character, convenience, and year-round enjoyment just minutes from Winthrop's shopping, dining, schools, medical services, and endless outdoor recreation.

14 Apple Way N, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$710,000
4 Beds ⋅ 3 Baths ⋅ 2544765 MLS ⋅ ACTIVE Status
Classic 1908 farmhouse rich in character, charm, and history. This spacious 3,226 SF home offers 4 bedrooms + bonus room, and 2.5 baths on 1.1 acres with sweeping views of Big Twin Lake and the surrounding mountains. Over the years, important updates have been made to the plumbing, electrical, and foundation, providing peace of mind while preserving the home's timeless appeal. Spacious fully finished basement with all amenities to be a stand alone monthly rental or guest space. Enjoy relaxing on the covered front porch, gathering with friends on the deck, and taking advantage of the attached 2-car garage, irrigation, two storage sheds, and 4-bay carport (42' x 20') for additional covered storage. The generous grounds provide plenty of room for gardening, hobbies, and outdoor enjoyment. A rare opportunity to own a piece of Methow Valley history in a truly spectacular Twin Lakes setting.

195 Twin Lakes Road, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$765,000
2 Beds ⋅ 2 Baths ⋅ 2518497 MLS ⋅ SOLD Status
Tucked away on 5.63 private acres in the heart of the scenic Methow Valley, this beautiful custom-built cabin with log accents in the Pine Forest community is the mountain retreat you’ve been dreaming of. Highlighting gorgeous valley and mountain views, the home combines rustic charm with thoughtful design, featuring handcrafted log accents, a spacious loft-style primary suite with private bath, and a main-level guest bedroom and bath for easy living. The inviting great room is warmed by a cozy wood stove and framed by expansive windows that bring the outdoors in, while the generous kitchen offers plenty of space for gathering and creating memorable meals. Step outside to the wrap-around deck—complete with two screened-in porches—and take in the beautiful views. Perfectly positioned for year-round adventure, Pine Forest offers direct access to hiking, running, mountain biking, and cross-country ski trails, along with a short walk to Lake Patterson for summer recreation. Bonus space in the basement adds more room for guests, and a detached two-car garage completes this exceptional property where privacy, recreation and the beauty of the Methow Valley come together in one unforgettable setting.

21 Timber Creek Lane, Winthrop

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

$1,495,000
3 Beds ⋅ 4 Baths ⋅ 2521855 MLS ⋅ ACTIVE Status
Winthrop Riverfront hidden Oasis on 5.64 Acres is your private retreat complete with over 300 feet of River waterfront. Custom-built 2,997 sf Home. Tasteful 3 Bedroom, 3.5 Bath masterpiece, for a rural recreational lifestyle. Bonus room. Loft small office area. Elevated interiors include hardwood maple floors, ceramic tile and plush carpet in bedrooms. Kitchen has beautiful Silestone counter-tops. Maple-wood floor and cabinets. Maytag appliances. Large Island plumbed with prep sink. Dining room has stunning River view, hardwood floors, freestanding wood fireplace. Reading nook and more. Laundry room stack Washer/ Dryer. Utility sink. Folding counter and lots of storage. Steps away to splash and swim in the River or jump on to the Winter ski-trail within a minute! Flexible living spaces. Inviting great room is enhanced with a massive stone and rock fireplace with a deeply relaxing Wood-heat warmth, to enjoy all Winter. Mountain river views seen throughout the home. Double Garage attached. Covered Brazilian Ironwood deck leads to the Front door and to patio gardens and back deck gathering place in comfort and style! Professionally landscaped. Garden shed. Tea deck. Shaded mosaic patio. Fenced around home allows seasonal flowering trees and bushes along with Garden to flourish. Premier offering of Riverfront & Ski Trail recreation Bonanza! Riverside deck invites you each day to be inspired, nestled in Nature.

19 Mariposa Lane, Winthrop

Listing courtesy of North Cascade Land & Home Co..

$915,000
2 Beds ⋅ 2 Baths ⋅ 2519418 MLS ⋅ ACTIVE Status
Nestled in the desirable Rendezvous area of Methow Valley, this beautiful single level home offers the perfect blend of privacy, comfort, and natural beauty. Situated on nearly 20 acres, the property features a 2 bedroom residence with a bonus room and 1¾ baths, ideal for full time living, a vacation retreat, or a legacy property. The open concept kitchen and living area create a welcoming space for everyday living and entertaining, while covered front and rear porches extend the living space outdoors. A detached shop adds valuable versatility, providing space for projects, storage, equipment, or recreational gear. In addition to the beautiful house, the land itself is a standout feature. With gently rolling, usable terrain suited for possible equestrian use, hobby farming, or for pure enjoyment. A seasonal creek attracts deer and other native wildlife, creating a birders’ paradise and a strong connection to nature. The property borders the Methow Wildlife Area, offering direct access to thousands of acres of public land. Also close by are the iconic Gunn Ranch and Lewis Butte trailheads, for all you hiking, biking and cross country skiing needs. Located just minutes from Winthrop yet feeling worlds away, this property delivers the quintessential Methow Valley lifestyle with endless opportunities for outdoor recreation year round.

446 Rendezvous Road, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$499,150
1 Beds ⋅ 2 Baths ⋅ 2508988 MLS ⋅ ACTIVE Status
Winthrop Tiny Home and spacious Garage shop in Twin Lakes area is a one-of-a-kind Gem. Move-in ready! 942 sf floor plan offers plenty of living area as designed. Pride of ownership throughout this 1 Bed/ 1.5 Bath, pet-friendly home. Ceramic tile floors main level. Tasteful eat-in Kitchen design includes all appliances. Washer/Dryer. Immaculate condition. 200 sf outbuilding, flex room may be your small office, Artist studio, Yoga room or simply extra space for your guests. Bonus 1,440 sf Garage and shop. Attached lean-to-shed. 3 Garage doors & 2 man doors. Slab-on-grade concrete floor. Loft storage area. Heated throughout. Convenient 1/2 bath. RV hookup to electric, water, & septic. Wired for generator. Home, finished small outbuilding. Solar lighted walkways to gathering are with friends, famiky and guests.Garage sited perfectly on 1 Acre lot bordering large Greenbelt. Excellent proximity to schools. Wonderful full-time neighbors. Recreation outdoor area with Picnic table & Firepit. Treed landscape. Well-manicured. Community Swimming Pool. Restroom amenities. Trail system nearby for Winter groomed trails. Pickle ball court. Covered picnic area & kids activity freestanding gym, climbing, slide & swing. Close to Ski, Bike and Hiking trails. Centrally located near Winthrop. Good groceries, shopping, music, & entertainment events. Recreation mecca.

15 Barnaby Road, Winthrop

Listing courtesy of North Cascade Land & Home Co..

$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.

$649,500
2 Beds ⋅ 2 Baths ⋅ 2511004 MLS ⋅ ACTIVE Status
Spectacular views from this immaculately maintained in town Winthrop home on a divisible lot. Ideal for full time or part time living, this two bedroom home with bonus loft, family room and two car garage is filled with quality upgrades & custom features. The living area showcases a dramatic wall of windows and a brick fireplace with wood burning insert accented with ironwork by a local metal artist. Hunter Douglas insulated shades, thoughtful lighting fixtures, custom wood railings, wrapped columns and detailed molding add warmth throughout. The remodeled kitchen features alder cabinets, granite countertops, floating bar with custom metal accents and new appliances. Most original windows have been replaced with Sierra Pacific windows and a locking glass sliding door. Enjoy multiple decks for entertaining, including a spacious 12’X 24’ cedar deck with stainless cable railings and hardwired lighting. A separate 355 sq. ft heated pine paneled pool room with a fridge and walk in storage area provides extra space. Upgrades include a premium Canadian cedar shake roof with fire resistant coating, new garage doors, and metal garage roof, blown in cellulose insulation (2025), new hot water heater and upgraded irrigation system (2024). Two mature pine trees provide shade and privacy. Established apple tree, raspberries, strawberries, and rhubarb in garden. Don’t need the space? R1 zoning allows for a practical future lot division. Thoughtfully upgraded and lovingly maintained.

417 Perry Street, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC.

$820,000
3 Beds ⋅ 3 Baths ⋅ 2505958 MLS ⋅ SOLD Status
An exceptional mountain retreat designed for sunshine, adventure & ease. Spacious 3-bedroom, 3-bath home offers breathtaking 360° views reaching past Mazama. Privately positioned at the back of the neighborhood & elevated above it all, home borders protected open space for remarkable quiet & privacy. You must visit to fully appreciate the dramatic scenery& serene setting. Generous covered porches invite sunrise coffee, wildlife watching, or stargazing from the deluxe hot tub. Inside, a light-filled open floor plan creates an inviting, relaxed atmosphere. The open kitchen is ideal for gathering & refueling after a day outdoors, featuring abundant cabinetry, prep sink, & bar seating that keeps everyone connected. Expansive windows frame stunning mountain peaks & lush fields year-round. Beyond three comfortable bedrooms, two flexible bonus rooms are perfect for home offices or fitness space, while a large lower-level media & game room is ready for downtime w friends. Radiant heated floors comfort tired feet, with efficient HVAC for all-season living. A dedicated laundry-mudroom keeps gear organized & adventure-ready. Features include a striking Brazilian slate entry, solar water heating, & generous 2-car garage with ample storage. Refreshing community pool & sport court a bonus! Step outside to bike or ski from Barnsley Loop Trailhead, with valley trails, schools, & Winthrop amenities close by—your ideal dwelling for a full or part-time Methow Valley active lifestyle.

13 Serviceberry Road, Winthrop

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

$584,000
2 Beds ⋅ 3 Baths ⋅ 2465611 MLS ⋅ PENDING INSPECTION Status
Seller's health has created an opportunity to own this cherished home featuring vaulted ceilings and an open-concept design showcase stunning 180° views in this well-built and well-maintained custom home. The thoughtful layout features 2 spacious primary suites, 3 baths, a hickory kitchen with granite island, wood-burning fireplace, bonus room, and a large screened porch—ideal for taking in summer sunsets and mountain views. Set on 2.1 acres of Ponderosa pines in the Firewise Sun Mountain Ranch community, the property also includes full RV hookups, a diesel generator, storage shed, and room for a future garage or shop. Community amenities include a pool, clubhouse, tennis courts, trails, and playground. Just minutes from Winthrop and Twisp, with year-round recreation at your fingertips. A change in the It is a rare chance to enjoy the Methow Valley lifestyle.

21 Twin Lakes Drive, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$749,000
3 Beds ⋅ 3 Baths ⋅ 2403234 MLS ⋅ SOLD Status
First time on the market! Stunning lodge-style 3 bed/2.5 bath home, legal for nightly rentals, is nestled in the highly sought-after Liberty Woodlands w/ direct ski trail access. Basking in abundant SE sunlight, this spacious retreat boasts breathtaking mountain views & inviting, light-filled interior. The open floor plan has expansive windows, creating an airy & welcoming atmosphere. Two en-suite bedrooms, a generous loft-style bonus space, plus a finished basement, there’s plenty of room for everyone to relax and unwind. Step outside onto the large decks, perfect for soaking up the summer sun and enjoying the fresh mountain air. Whether as a private getaway or a lucrative nightly rental, this home offers incredible investment potential.

18 Liberty Lane, Winthrop

Listing courtesy of Mountain to River Realty LLC. Selling Office: Coldwell Banker Bain.

$532,000
2 Beds ⋅ 2 Baths ⋅ 2389888 MLS ⋅ SOLD Status
Pine Forest Community – Custom cedar mountain chalet nestled on a forested hillside with seasonal creek and a stunning aspen grove offering rare privacy. Thoughtfully built with exposed beams, vaulted ceilings, and rich wood finishes. The open-concept living area includes a wood stove, large windows, and generous deck for indoor-outdoor living. Features tile countertops, wood floors, and custom millwork. Two bedrooms, two baths, including upper-level primary suite with private balcony. Bonus room for office or dining. Detached storage shed. Direct access to hiking, biking, and USFS trails.

99 Blackjack Road S, Winthrop

Listing courtesy of Windermere RE/Methow Valley. Selling Office: Blue Sky Real Estate, LLC.

$529,000
3 Beds ⋅ 3 Baths ⋅ 2385752 MLS ⋅ SOLD Status
2022 Edelweiss 3 bed, 2.5 bath home ready for your full-time vision. Modern clean lines and open, airy spaces define this Scandinavian-inspired three-level retreat. Features include a great room layout, free-standing propane stove, and a welcoming, social kitchen design. Main-level primary suite offers an ensuite bath with deep soaking tub and slate shower accents. Upstairs hosts two bedrooms, a full bath, and a versatile office or media loft. Downstairs provides laundry, a finished bonus room, utility/storage space, and an attached garage. Enjoy the community pool and trails that weave through Edelweiss, connecting to the Methow Trails. Like-new Mazama home with a lightly lived-in feel—come see it today!

78 Homestead Road, Winthrop

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

$1,000,000
3 Beds ⋅ 3 Baths ⋅ 2378862 MLS ⋅ SOLD Status
Beautiful 9.97-acre mountain retreat with forest, meadow, and mountain views. Backs to National Forest and is just steps from community trails. The 2,200 sq ft home features 3BD, 2BA, a spacious upstairs primary ensuite with balcony, and a versatile bonus room. The great room offers vaulted ceilings, skylights, and a wall of windows nestled in aspen trees with views of dramatic rock walls. Enjoy all-new appliances, wood floors, and a cozy propane stove. Outdoor living includes a large deck, screened porch, hot tub, and fenced backyard. The insulated garage offers a workshop, bathroom, kitchenette, and upper-level studio. A thoughtfully designed retreat with a peaceful, private setting and direct access to year-round recreation.

18306 Highway 20, Winthrop

Listing courtesy of Windermere RE/Methow Valley. Selling Office: Blue Sky Real Estate, LLC.

$1,000,000
2 Beds ⋅ 2 Baths ⋅ 2284766 MLS ⋅ SOLD Status
Modern Farmhouse in Wolf Creek! Beautifully finished 2,038 sf home bordering world class Ski Trail in Winthrop! Stunning Sunrise & Sunsets to be savored from this 2 plus Acre location in Cottonwood Meadows. Kitchen w/stainless steel appliances. Hardwood floors. Gather in Kitchen gallery, Dining & Living rooms warm glo of fireplace, Entertainment Bonus room! Spacious 2,400 sf Garage/Shop 4 car capacity, finished professional Gym over garage. Stay in top shape to Hike, Ski, Bike, & Run to outdoor adventures. Covered entry walkway from Garage/Workout room to Home. Stay comfortable with electric A/C mini-splits, FS Propane fireplace, Forced air, electric B.B. heat systems. (2) Lifetime Annual Ski passes! Built/1999. Garage/Built 2021.

28 Cottonwood Drive, Winthrop

Listing courtesy of North Cascade Land & Home Co.. Selling Office: Mountain to River Realty LLC.

$1,260,000
3 Beds ⋅ 3 Baths ⋅ 2245814 MLS ⋅ SOLD Status
Stunning 360-degree views, artistry, and craftsmanship in this 3 bdrm, 2.5 bth house on 11.8 irrigated acres. Hard wood / slate tile floors, walnut doors, built-ins, bay window and much more. Covered deck off great room with Cascade mountain vistas. 1 BR apartment adds 2nd kitchen. Mudroom/entry, 2 bonus rooms, office, high speed internet and loft. Custom outdoor living area, pergola, gardens, sauna, and hot tub. 4 horse stalls / paddocks, garage/shop/barn with heated ski waxing/tack room, 3 bay hay/vehicle storage, portable horse stall, and wood shed. Riding arena, private trails, fencing/cross fencing and irrigation system. Premier location, close to Winthrop with maximum privacy and panoramic beauty. Endless possibilities. Rare offering

275 Eastside Chewuch Road, Winthrop

Listing courtesy of Windermere RE/Methow Valley. Selling Office: Blue Sky Real Estate, LLC.

$510,000
3 Beds ⋅ 2 Baths ⋅ 2252504 MLS ⋅ SOLD Status
In town walkable Winthrop, one street from downtown. Zoned B2 allows full time residential, nightly rental, or a wide variety of business/commercial uses. 1233sf finished home has 3 bedrooms and 1 full bathroom, woodburning stove, and bonus family room. The unfinished 490sf daylight basement has full finished bathroom and laundry room. Finish off lower space to rent out as a nightly rental or long term to lower your monthly payments & generate income. Covered carport/shop, covered decks on 2 sides of home. West facing 2nd story deck overlooking town with mountain views. Beautifully landscaped front east facing yard with established flowering perennials. High speed internet available. Room for back yard deck and terraced garden expansion.

127 Castle Avenue, Winthrop

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

$729,000
2 Beds ⋅ 2 Baths ⋅ 2247421 MLS ⋅ SOLD Status
Top-of-the-World Views from this custom home private end of the road retreat on 1.9 Acres w/ world class trail access. Open floor plan, vaulted ceilings, super-sized windows, & a covered deck area to take in the views. Main level w/enclosed entry, a large bedroom, full bath, kitchen w/ a view & eating space, propane stove, & a bonus room. The lower level has another large bedroom, a full bathroom, a large utility/laundry room, a family room with access outside, & a large office space. There is an 18 ft. x 18ft. attached carport for easy winter access/parking. Finally, there is a 483 sq ft detached two-car garage. Other features include a Kohler whole house propane backup generator, & the property is fully fenced with a gate.

22 Lodgepole Drive, Winthrop

Listing courtesy of Mountain to River Realty LLC. Selling Office: Blue Sky Real Estate, LLC.

$680,000
2 Beds ⋅ 2 Baths ⋅ 2233969 MLS ⋅ SOLD Status
Discover this iconic, well-constructed cabin nestled on 1.9 acres in a sunny clearing, surrounded by scattered pines & wildflowers. Cozy yet spacious open floor plan features a handsome river rock hearth, log staircase, & vaulted ceiling. Primary bdrm on main floor boasts a hi-end ba & deluxe walk-in closet. 2nd comfortable bedroom w ensuite ba, plus a spacious bonus room/loft on 2nd floor. Relish morning coffee, happy hour or hot tub on two covered cedar decks. Perfect in all seasons & weather. Interior has been updated w new lighting, blinds, heat pump, appliances, & additional storage space. EZ to maintain yard includes a sm fenced lawn w lilacs. Fenced horse corral area & tall 3 bay carport. Just minutes away from Winthrop's amenities.

4 Barnaby Road, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC. Selling Office: Mountain to River Realty LLC.

$617,000
2 Beds ⋅ 2 Baths ⋅ 2223140 MLS ⋅ SOLD Status
Great combination of indoor/outdoor space in this 3 level lakefront (about. 130 ft lake frontage) home w/gorgeous views of Big Twin Lake, Patterson Mt. & surrounding mountains. Large deck wraps around the main level creating wonderful outdoor space on every side. Features: wood wrapped windows, custom hickory cabinets throughout, bamboo flooring, open floorplan, fam room, & tall ceilings. Mature landscaping screens out neighbors. Bonus room on lower level. Fenced garden & yard, small shop & lots of storage for toys. This home would work great for either full time or part time living. Close proximity to the Methow Valley School District, downtown Winthrop, & summer/winter trail systems. Community pool, club house, trash/recycle & playground.

212 Twin Lakes Drive, Winthrop

Listing courtesy of Mountain to River Realty LLC. Selling Office: Blue Sky Real Estate, LLC.

$680,000
2 Beds ⋅ 2 Baths ⋅ 2211918 MLS ⋅ SOLD Status
Discover the appeal of this sun-soaked contemporary home nestled on over 4 acres of pristine land. With sweeping vistas of snow-capped mountain peaks, this residence offers a tranquil retreat close to Winthrop's amenities & trails. A sparkling wall of windows invites the outdoors in, bathing the interior with sunlight year-round. The appealing layout seamlessly connects the kitchen, living, & dining areas, creating a harmonious flow. The main floor offers a bright bedroom, full bathroom, & a versatile den/rec room. Upstairs, the ensuite primary bedroom boasts a spacious walk-in closet & a loft bonus room—perfect for a home office or creative space. Property includes a 2-car garage & storage shed, ensuring plenty of room for all your gear.

6 Windsong Road, Winthrop

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

Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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