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$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.

$650,000
2539914 MLS ⋅ ACTIVE Status
Prime Commercial Opportunity at the Gateway to Winthrop!Unlock the potential of this exceptional commercial property located at the "Gateway to Winthrop" on the scenic North Cascade Highway. With 140 feet of Highway 20 frontage, this prime location attracts both local patrons and tourists, making it an ideal spot for a restaurant or any commercial venture. Currently operating as a restaurant, this property is zoned B-3, allowing for a variety of business uses while also offering the option for residential living if desired. Surrounded by lush trees and featuring an expansive outdoor deck, this property provides an inviting atmosphere for both customers and staff. The spacious back patio and covered front porch enhance outdoor seating capacity, creating an appealing space for dining. Additionally, the partially finished basement adds further value, offering ample storage, office space, or the opportunity to expand your business operations. Seize this rare opportunity to own a versatile property that combines commercial viability with the charm of Winthrop. Your successful business awaits!

28 Highway 20 Highway, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$998,000
3 Beds ⋅ 2 Baths ⋅ 2531508 MLS ⋅ ACTIVE Status
Custom-built mountain cabin crafted with exceptional quality and artisan detail, offering a quiet retreat surrounded by the best of the outdoor lifestyle. Every space is designed to elevate daily living-from the calming natural light to the thoughtful craftsmanship that brings comfort and ease into each moment. Here mornings start with crisp mountain air, days unfold in peaceful connection with nature and evenings settle into a sense of stillness that's hard to find anywhere else. It's a home that supports a slower pace, deeper breathing, and life lived with intention. The home is sold fully furnished with one exception.

58 Liberty Lane, Winthrop

Listing courtesy of CB Cascade RE - Winthrop.

$595,000
3 Beds ⋅ 2 Baths ⋅ 2528059 MLS ⋅ ACTIVE Status
WINTHROP: Rare opportunity to own a shy 1/2-acre property in one of Winthrop’s most desirable in-town locations. Enjoy expansive mountain views, a large grassy yard, and the convenience of being just minutes from downtown shops, restaurants, trails, and the river. This 3-bedroom, 1.5-bath home offers a bright and inviting interior with abundant natural light and a spacious great room. The home was updated in 1999-2001 with a new foundation and all new electrical and plumbing. The main-floor primary bedroom is conveniently located next to the full bathroom, while two additional upstairs bedrooms share a half bath. The oversized lot provides endless potential for gardening, outdoor entertaining, or future improvements. Irrigation rights and an in-ground sprinkler system support the lush yard and create the perfect setup for a dream garden or hobby farm feel right in town. Plenty of room for your vision, whether you are looking for a full-time residence, weekend retreat, or investment opportunity.

511 Bluff St, Winthrop

Listing courtesy of Mountain to River Realty LLC.

$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.

$1,880,000
2511901 MLS ⋅ ACTIVE Status
Rare opportunity for large-scale development within town limits. This 29.73-acre property is the last large parcel available in Winthrop, ideally situated near the heart of town. Enjoy convenient access to local amenities, including the nearby all-season trail system, ice rink, library, movie theater, downtown shops, and restaurants—an exceptional setting for a thoughtfully designed mixed-use project appealing to residents, visitors, and outdoor enthusiasts alike. The land is well-suited for a wide range of development options, including single-family homes, duplexes, multi-family residences (three- to four-unit dwellings), planned residential communities, inns, lodges, and nightly rentals. Lightly treed, with several natural benches and level building sites, the property offers flexibility in design. T/R zoning allows for a minimum lot size of 10,000 square feet for single-family homes or duplexes, and 20,000 square feet for planned developments. City sewer and water services are available along the eastern boundary. A unique opportunity to create a vibrant residential and lodging destination in one of Winthrop’s most desirable locations!

9 TBD Cascadian Way, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$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.

$459,000
3 Beds ⋅ 2 Baths ⋅ 2510176 MLS ⋅ ACTIVE Status
Great location in the heart of Winthrop—central to everything! This large, over ¼-acre lot is zoned Business 1, offering a wide range of potential uses, including nightly rental opportunities. The 3-bedroom, 1¾-bath mid-century home features recent upgrades, including a new electric panel. The primary bedroom has its own private entrance, offering excellent potential to create a separate nightly rental suite or guest space. Outside, enjoy a charming white picket–fenced yard—perfect for pets, gardening, or entertaining. The backyard also includes a fenced garden area ideal for a kitchen garden. The true standout is the impressive 29' x 19' shop, with attached carport, complete with a 12' high roll-up door & separate locking entry—ideal for projects, storage, parking, or hobbies. Backing to Pine Near Campground on two sides, the property enjoys a peaceful, park-like setting with added privacy.

274 Corral Street, Winthrop

Listing courtesy of Mountain to River Realty LLC.

$399,000
1 Beds ⋅ 1 Baths ⋅ 2498279 MLS ⋅ ACTIVE Status
BRAND-NEW MODERN HOME WITH MOUNTAIN VIEWS AND IN-TOWN ENERGY! Wake up to stunning vistas of Mt. Gardner and the Sawtooth Mountains, then step outside and dive straight into the Methow lifestyle. Just minutes from the Meadowlark Trailhead, shops, restaurants, schools, town trailhead and ice rink —adventure and convenience meet right at your doorstep! Designed for easy, low-maintenance living, this home gives you the freedom to focus on what matters—morning trail runs, powder days, river floats, and evenings with friends. Add your personal finishing touches and make it your own mountain basecamp. Whether you're here full-time or part-time, this is where comfort, connection, and the outdoors come together.

428 Castle Avenue, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC.

$499,000
3 Beds ⋅ 3 Baths ⋅ 2503772 MLS ⋅ ACTIVE Status
Discover this lovely end-unit condo beside a peaceful common area in the heart of beautiful Winthrop. This well-maintained 3-bedroom, 2.5-bath home offers comfort, convenience and possible nightly rentals. Step inside to a bright, open floor plan. The propane insert downstairs creates a cozy ambiance, perfect for crisp evenings after a day of adventure. Enjoy the inviting outdoor space, ideal for soaking up gorgeous summer days. As an end unit, you’ll appreciate added privacy & natural light. Located in town, this condo is close to trail systems, local restaurants, shops, and grocery store, making it easy to embrace Winthrop’s vibrant lifestyle. This condo offers the perfect blend of comfort, location, and mountain town charm.

307 2 Cascadian Lane Unit #32, Winthrop

Listing courtesy of Blue Sky Real Estate, LLC.

$425,000
3 Beds ⋅ 2 Baths ⋅ 2496051 MLS ⋅ ACTIVE Status
Charming 1,456 sq. ft. 3-bedroom, 2-bath home in Winthrop. Recently remodeled with updated appliances, new flooring and a newly built front porch. recently repainted The open layout connects the living, dining, and kitchen areas for easy everyday living and entertaining. Primary suite with private bath plus two additional bedrooms provide comfortable space for all. Outside, the fully fenced yard offers privacy and room to garden, play, or relax, complete with a fruit-bearing apple tree. Just minutes from downtown Winthrop’s shops, dining, and recreation, this home is perfect as a full-time residence or vacation retreat.

920 Castle Avenue, Winthrop

Listing courtesy of Keller Williams Western Realty.

$650,000
2492467 MLS ⋅ ACTIVE Status
8.3-acre view property within the Town of Winthrop, zoned Residential 2 (R2). Ideally located close to the heart of town with convenient access to the ice rink, library, shops, post office, and the Methow Trails ski system. This versatile parcel offers an excellent opportunity for an incredible single-family residence or multiple development possibilities allowed under R2 zoning. The property features varied terrain with several level benches, providing flexible building sites and potential for thoughtful design. Utilities would need to be brought in from Rabbit House Rd. Minimum lot size for a single-family home or duplex is 10,000 sq ft, with 20,000 sq ft required for a planned development. One of the last large parcels remaining within Winthrop town limits—don’t miss this unique opportunity.

40 TBD Rabbit House Road, Winthrop

Listing courtesy of Mountain to River Realty LLC.

$518,000
3 Beds ⋅ 3 Baths ⋅ 2449180 MLS ⋅ ACTIVE Status
Located in Winthrop with close proximity to the trail system. This Townhouse/condo allows nightly rentals and is located in the popular Cascade Condominiums. Close to shopping, restaurants and movie theatre. Enjoy the charm of living in this quiet western inspired town that offers easy access to outdoor recreationists. A great opportunity to have a second place that is easy to drop in and even easier to lock and leave.

300 Cascadian Court Unit #15, Winthrop

Listing courtesy of CB Cascade RE - Winthrop.

$999,999
3 Beds ⋅ 4 Baths ⋅ 2421598 MLS ⋅ ACTIVE Status
Bring your horses, hobbies, recreational vehicles, and dreams to this versatile Methow Valley property featuring level, usable acreage, large shop, and multiple outbuildings with excellent potential for equestrian setup, hobby farm, livestock operation, or year-round recreational retreat. Existing structures offer storage, workshop, barn, or future stall space, while open acreage provides flexibility for variety of rural lifestyles. Located just minutes from Winthrop, you'll enjoy exceptional four-season recreation, including hiking, biking, fishing, rafting, horseback riding, world-class cross-country skiing, snowshoeing, and snowmobiling. Private waterfall, breathtaking mountain views, and an expansive view deck create an unforgettable setting. Designed to capture the surrounding scenery, custom-built home offers abundant natural light and panoramic vistas throughout. At the heart of the home is gourmet kitchen flowing seamlessly into vaulted open-concept gathering space ideal for entertaining. A sunroom provides the perfect place to relax and enjoy the views year-round, while the spacious family room could be reconfigured into a main-level primary suite for convenient single-level living. Upstairs, the private primary retreat features spectacular views and a soaking tub positioned to take full advantage of the landscape. A rare opportunity to own a property combining usable acreage, versatile outbuildings, stunning natural beauty, and the unmatched Methow Valley lifestyle.

572 B W Chewuch Rd (Barron Blvd), Winthrop

Listing courtesy of Nick McLean Real Estate Group.

$475,000
2 Beds ⋅ 2 Baths ⋅ 2425438 MLS ⋅ ACTIVE Status
Enjoy stunning mountain views from this 2-bed, 2-bath home situated on a spacious 1-acre city lot just minutes from downtown. The single-level layout offers an inviting living space filled with natural light, a well-appointed kitchen, & comfortable bedrooms. A large bay window frames sweeping views & the surrounding mountains, making the living room a perfect gathering place. Step outside to find a private fenced yard with lush lawn & room to garden or play. Relax on the covered deck, enjoy summer evenings under the stars. The property also features a carport, storage shed, & gravel drive for easy access. Whether you’re seeking a weekend retreat, rental, or full-time, this property offers comfort, views, & value in the heart of the Methow.

88 Horizon View Court, Winthrop

Listing courtesy of Windermere RE/Methow Valley.

$208,700
2400592 MLS ⋅ ACTIVE Status
North Village Winthrop Rare offering of a premiere building lot off Pine Loop in Winthrop's newest neighborhood! Excellent location! Enjoy this wonderful natural landscape. Large surveyed 7,536 sf Lot. Create your dream home here. Blueprints of low profile custom home design has been approved by the H.O.A. to view! Within walking convenience to Winthrop's best shops, galleries, restaurants & more, by way of cable pedestrian bridge over Chewuch River. Se-Teek-Wa park trail meanders along the rivers edge for soothing & tranquil walk each day from Lot 25. Quality C.C.R.'s & reasonable guidelines to continue the value setting. Community Water & Sewer connection. Electric nearby. Drive-in Drive-out on well maintained roads. Excellent H.O.A.

615 Pine Loop, Winthrop

Listing courtesy of North Cascade Land & Home Co..

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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